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Beautifully blending the charm and character of an antique Colonial with the comfort and convenience of modern living, this extensively renovated home offers a truly special opportunity. Ideally situated on a corner lot in a convenient in town location, the property is adjacent to the Upper Charles Rail Trail and just two short blocks from Main Street's popular cafes, restaurants, and shops.The thoughtfully designed interior features a spacious, front-to-back open-concept main living area, creating an inviting setting for everyday living and entertaining. The well-appointed kitchen serves as the heart of the home, featuring an impressive seven-foot island, industrial-style sink, and walk-in pantry. A beautiful cedar shiplap mudroom and convenient half bath complete the first floor.Upstairs, you'll find three generously sized bedrooms with ample closet space, a dedicated home office, second-floor laundry, and two beautifully finished full bathrooms. A walk-up attic and full basement provide additional storage and future possibilities.The extensive renovation included all major systems and infrastructure, including updated electrical, plumbing, HVAC with two-zone central heating and air conditioning. Septic System is 2 years old. Improvements were also completed with energy efficiency in mind, offering the benefits of modern construction standards while preserving the timeless appeal of an antique Colonial.A rare combination of historic charm, modern amenities, generous living space, and an outstanding walkable location makes this home an exceptional place to call home.

3 Beds ⋅ 3 Baths ⋅ 73598620 MLS

Beautifully blending the charm and character of an antique Colonial with the comfort and convenience of modern living, this extensively renovated home offers a truly special opportunity. Ideally situated on a corner lot in a convenient in town location, the property is adjacent to the Upper Charles Rail Trail and just two short blocks from Main Street's popular cafes, restaurants, and shops.The thoughtfully designed interior features a spacious, front-to-back open-concept main living area, creating an inviting setting for everyday living and entertaining. The well-appointed kitchen serves as the heart of the home, featuring an impressive seven-foot island, industrial-style sink, and walk-in pantry. A beautiful cedar shiplap mudroom and convenient half bath complete the first floor.Upstairs, you'll find three generously sized bedrooms with ample closet space, a dedicated home office, second-floor laundry, and two beautifully finished full bathrooms. A walk-up attic and full basement provide additional storage and future possibilities.The extensive renovation included all major systems and infrastructure, including updated electrical, plumbing, HVAC with two-zone central heating and air conditioning. Septic System is 2 years old. Improvements were also completed with energy efficiency in mind, offering the benefits of modern construction standards while preserving the timeless appeal of an antique Colonial.A rare combination of historic charm, modern amenities, generous living space, and an outstanding walkable location makes this home an exceptional place to call home.

33 Norfolk, Holliston

Listing courtesy of Listing Agent: Dennis Folan from Listing Office: Coldwell Banker Realty - Westwood.

$299,900

Be the first to see this newly renovated unit at Regency Park! Brand new kitchen with quartz counters and all new appliances, newly refinished wood floors throughout, bathroom updated and the entire unit freshly painted. Nice dining area open to living area perfect for entertaining. Back door off dining/kitchen area so you can step outside and grill or just enjoy back yard! Upstairs has 2 good sized bedrooms and a full bath. If you need extra space there's a front to back basement waiting to be finished. Flooring and washer and dryer already in place in the basement! All within a close distance to downtown and parks. Reasonable condo fee make this even more affordable. Vacant and priced to sell. More photos to be added after finishing touches and cleaning. No showings until Sunday November 8th please.

2 Beds ⋅ 1 Baths ⋅ 73598547 MLS

Be the first to see this newly renovated unit at Regency Park! Brand new kitchen with quartz counters and all new appliances, newly refinished wood floors throughout, bathroom updated and the entire unit freshly painted. Nice dining area open to living area perfect for entertaining. Back door off dining/kitchen area so you can step outside and grill or just enjoy back yard! Upstairs has 2 good sized bedrooms and a full bath. If you need extra space there's a front to back basement waiting to be finished. Flooring and washer and dryer already in place in the basement! All within a close distance to downtown and parks. Reasonable condo fee make this even more affordable. Vacant and priced to sell. More photos to be added after finishing touches and cleaning. No showings until Sunday November 8th please.

25 Regency Dr Unit 25, Holliston

Listing courtesy of Listing Agent: Maria Mainini from Listing Office: JDS Realty Group.

$215,000

**** OPEN HOUSE SUN. 1 to 3pm **** Crestview Condominiums - a hidden jewel in a quiet residential setting! All updated and ready to move right in! White bright cabinet kitchen, updated, easy care hardwood look laminate flooring throughout. Updated thermo - insulated windows. Spacious open floor plan! Wonderful sunlight pours in the unit all afternoon. Updated sliders in the living room open to a nice balcony overlooking the landscaped front yard. The master bedroom has a huge walk in closets. Updated full bath with large linen closet and ceramic tile floor. Updated 100 amp. electric panel & circuit breakers. The entire complex is receiving a fresh new look: vinyl siding, new balcony railings, updated landscaping and soon to be re-paved walk ways and parking lots. Bright open secured/locked foyer has secure indoor mail boxes and package delivery boxes. Plus there are credit card operated laundry facilities on every level! Relax and enjoy lunch at the beautiful inground pool! Come see this gem and watch your equity grow!

1 Beds ⋅ 1 Baths ⋅ 73598127 MLS ⋅ ['Crestview Condominiums'] BLDG.

**** OPEN HOUSE SUN. 1 to 3pm **** Crestview Condominiums - a hidden jewel in a quiet residential setting! All updated and ready to move right in! White bright cabinet kitchen, updated, easy care hardwood look laminate flooring throughout. Updated thermo - insulated windows. Spacious open floor plan! Wonderful sunlight pours in the unit all afternoon. Updated sliders in the living room open to a nice balcony overlooking the landscaped front yard. The master bedroom has a huge walk in closets. Updated full bath with large linen closet and ceramic tile floor. Updated 100 amp. electric panel & circuit breakers. The entire complex is receiving a fresh new look: vinyl siding, new balcony railings, updated landscaping and soon to be re-paved walk ways and parking lots. Bright open secured/locked foyer has secure indoor mail boxes and package delivery boxes. Plus there are credit card operated laundry facilities on every level! Relax and enjoy lunch at the beautiful inground pool! Come see this gem and watch your equity grow!

147 Turner Rd Unit 81, Holliston

Listing courtesy of Listing Agent: Jerry Bluhm from Listing Office: REMAX Executive Realty.

$729,900

Welcome to 29 Garett Way, a Parkland end-unit townhouse at The Orchards with two bedrooms, two and a half baths, and flexible living spaces across three levels. A backyard abutting conservation land provides privacy and a natural backdrop to the home. Enjoy morning coffee, outdoor dining, or time to unwind on the sun deck overlooking the adjoining conservation land. Inside, the living room opens beneath an 18-foot cathedral ceiling, with two skylights bringing in natural light and a gas fireplace creating a focal point. Sliding doors connect the living room to the deck, extending the gathering space outdoors. Hardwood floors connect the main living areas, while nine-foot ceilings add to the open feel. The kitchen combines granite countertops, stainless steel appliances, a center island, and a breakfast area. A separate dining room provides space for everyday meals and larger gatherings. The first-floor primary suite offers the convenience of main-level living, with a walk-in closet and a private bath with granite finishes. Upstairs, an additional bedroom, an open loft suited to office space, and a separate bonus room can serve as a third bedroom, hobby room, or workspace. Modular California Closets, along with eave storage, provide practical organization and storage options. The finished lower level offers generous room for entertaining, from movie nights to gatherings with friends. Alongside the family room, a separate enclosed room provides flexibility as an office, game room, gym, or media room, with potential for a guest bedroom. Separate spaces allow room for recreation and focused activities without taking over the main living areas. EV charger in the garage and new water heater being installed. From the open living room and first-floor primary suite to the versatile finished lower level, this home balances gathering spaces with places to retreat. The end-unit setting, private rear outdoor space, and adjoining conservation land complete the setting at The Orchards.

2 Beds ⋅ 3 Baths ⋅ 73596436 MLS ⋅ ['The Orchards At Holliston Condominium'] BLDG.

Welcome to 29 Garett Way, a Parkland end-unit townhouse at The Orchards with two bedrooms, two and a half baths, and flexible living spaces across three levels. A backyard abutting conservation land provides privacy and a natural backdrop to the home. Enjoy morning coffee, outdoor dining, or time to unwind on the sun deck overlooking the adjoining conservation land. Inside, the living room opens beneath an 18-foot cathedral ceiling, with two skylights bringing in natural light and a gas fireplace creating a focal point. Sliding doors connect the living room to the deck, extending the gathering space outdoors. Hardwood floors connect the main living areas, while nine-foot ceilings add to the open feel. The kitchen combines granite countertops, stainless steel appliances, a center island, and a breakfast area. A separate dining room provides space for everyday meals and larger gatherings. The first-floor primary suite offers the convenience of main-level living, with a walk-in closet and a private bath with granite finishes. Upstairs, an additional bedroom, an open loft suited to office space, and a separate bonus room can serve as a third bedroom, hobby room, or workspace. Modular California Closets, along with eave storage, provide practical organization and storage options. The finished lower level offers generous room for entertaining, from movie nights to gatherings with friends. Alongside the family room, a separate enclosed room provides flexibility as an office, game room, gym, or media room, with potential for a guest bedroom. Separate spaces allow room for recreation and focused activities without taking over the main living areas. EV charger in the garage and new water heater being installed. From the open living room and first-floor primary suite to the versatile finished lower level, this home balances gathering spaces with places to retreat. The end-unit setting, private rear outdoor space, and adjoining conservation land complete the setting at The Orchards.

29 Garett Way Unit 29, Holliston

Listing courtesy of Listing Agent: Ann Marie Silva from Listing Office: Redfin Corp..

$1,499,900

Luxury curated for the way you live!! A thoughtfully designed home with all the bells and whistles! Top brands like Subzero, Wolf, are a dream for a chef inspired kitchen with beautiful quartz countertops and backsplashes. Skylights let the sunshine pour in while your studio McGee Audrine sink helps with clean up. The dining area leads to an outside oversized blue stone patio which invites you to enjoy nature and migrate dinners from the table to meaningful patio conversations. High end plumbing fixtures such as Waterworks, Kohler, Toto, Signature, and Brizo kitchen faucets are featured throughout the home. Relax in your sun-drenched family room that features built in cabinetry with a gas fireplace. This home also has a lower-level room with a full bath and full walk-out for anyone seeking accommodations for an in-law, or home office, or secondary family room. Drive up your driveway with stone walls to come home to your personal oasis. Finally, after a long day, retreat to your primary bedroom with your private spa like bath featuring a soaking tub and tiled shower to unwind from life's demands. This environment is created to calm the mind and restore the spirit. This parcel abuts 2 large tracts of restricted conservation land assuring you that you will always hear the birds singing.

4 Beds ⋅ 4 Baths ⋅ 73595472 MLS

Luxury curated for the way you live!! A thoughtfully designed home with all the bells and whistles! Top brands like Subzero, Wolf, are a dream for a chef inspired kitchen with beautiful quartz countertops and backsplashes. Skylights let the sunshine pour in while your studio McGee Audrine sink helps with clean up. The dining area leads to an outside oversized blue stone patio which invites you to enjoy nature and migrate dinners from the table to meaningful patio conversations. High end plumbing fixtures such as Waterworks, Kohler, Toto, Signature, and Brizo kitchen faucets are featured throughout the home. Relax in your sun-drenched family room that features built in cabinetry with a gas fireplace. This home also has a lower-level room with a full bath and full walk-out for anyone seeking accommodations for an in-law, or home office, or secondary family room. Drive up your driveway with stone walls to come home to your personal oasis. Finally, after a long day, retreat to your primary bedroom with your private spa like bath featuring a soaking tub and tiled shower to unwind from life's demands. This environment is created to calm the mind and restore the spirit. This parcel abuts 2 large tracts of restricted conservation land assuring you that you will always hear the birds singing.

10 Laurel Glen Ct, Holliston

Listing courtesy of Listing Agent: Sherry Widak from Listing Office: Sherry Widak Real Estate.

$650,000

Unlock the potential of this hidden gem in Holliston! Tucked away and privately set back from the road, this home offers a rare opportunity to create your dream sanctuary on a spectacular 2.73-acre lot. Nature lovers will appreciate the tranquility of this location, which borders expansive conservation land, providing ultimate privacy and a peaceful backdrop. The property features a large, flat yard perfect for outdoor activities, gardens, or recreation. Inside, the home provides a versatile floor plan with 3 bedrooms and 2 full bathrooms. The first floor layout includes 2 bedrooms, a full bath and a large fireplaced living room. The second floor features the primary bedroom, a second full bath and a spacious second living room that offers excellent flexibility for a home office, media room, or guest retreat. A new septic system is being installed, the roof, heating system and hot water heater have all been updated in recent years and the large full basement provides ample storage and is already partially finished. This home is ready for a modern transformation and your personal touch, the expansive lot, and the coveted, secluded location make this a truly unique find. Bring your vision to reimagine this property and make it your own.

3 Beds ⋅ 2 Baths ⋅ 73594125 MLS

Unlock the potential of this hidden gem in Holliston! Tucked away and privately set back from the road, this home offers a rare opportunity to create your dream sanctuary on a spectacular 2.73-acre lot. Nature lovers will appreciate the tranquility of this location, which borders expansive conservation land, providing ultimate privacy and a peaceful backdrop. The property features a large, flat yard perfect for outdoor activities, gardens, or recreation. Inside, the home provides a versatile floor plan with 3 bedrooms and 2 full bathrooms. The first floor layout includes 2 bedrooms, a full bath and a large fireplaced living room. The second floor features the primary bedroom, a second full bath and a spacious second living room that offers excellent flexibility for a home office, media room, or guest retreat. A new septic system is being installed, the roof, heating system and hot water heater have all been updated in recent years and the large full basement provides ample storage and is already partially finished. This home is ready for a modern transformation and your personal touch, the expansive lot, and the coveted, secluded location make this a truly unique find. Bring your vision to reimagine this property and make it your own.

741 Winter St., Holliston

Listing courtesy of Listing Agent: Jamie Keefe from Listing Office: Coldwell Banker Realty - Framingham.

$899,000

Welcome to 1419 Washington Street in Holliston! This well-maintained three-family Colonial presents a fantastic opportunity for investors and owner-occupants alike. The property features two spacious 2-bedroom units and one lofted 1-bedroom apartment, each complete with its own private deck, in-unit washer and dryer, and dishwasher. Separately metered utilities offer added convenience, while a large driveway provides ample parking. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other two, this property offers excellent flexibility. One unit will be delivered vacant at closing, the property is particularly appealing to owner-occupants. Conveniently located near downtown Holliston, local shops, restaurants, and major routes. Don't miss this opportunity to own a versatile multifamily property in Holliston!

5 Beds ⋅ 3 Baths ⋅ 73593644 MLS

Welcome to 1419 Washington Street in Holliston! This well-maintained three-family Colonial presents a fantastic opportunity for investors and owner-occupants alike. The property features two spacious 2-bedroom units and one lofted 1-bedroom apartment, each complete with its own private deck, in-unit washer and dryer, and dishwasher. Separately metered utilities offer added convenience, while a large driveway provides ample parking. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other two, this property offers excellent flexibility. One unit will be delivered vacant at closing, the property is particularly appealing to owner-occupants. Conveniently located near downtown Holliston, local shops, restaurants, and major routes. Don't miss this opportunity to own a versatile multifamily property in Holliston!

1419 Washington St, Holliston

Listing courtesy of Listing Agent: Elizabeth Mason from Listing Office: Longwood Residential, LLC.

$1,025,000

Welcome to this beautifully maintained Colonial, ideally situated on a lovely 1+ acre lot in a wonderful neighborhood on a quiet cul-de-sac! An inviting farmer’s porch, lush lawn and lovely plantings create exceptional curb appeal. Inside, a tiger maple hardwood entry leads to a living room with hardwood flooring and an elegant dining room featuring random width wide pine floors installed with historical cut nails and crown molding. The spacious eat-in kitchen offers quartz countertops, center island, stainless steel appliances, refinished hardwood floors, recessed lighting, tile backsplash and pantry. Relax in the inviting family room with wood-burning fireplace, skylight, ceiling fan and French doors leading to a low-maintenance Trex deck overlooking the private, gorgeous backyard, complete with irrigation, vegetable garden and storage shed. A convenient mudroom and half bath complete the first floor. Upstairs, the primary suite features a cathedral ceiling, walk-in closet and private bath with stone-topped double vanity and custom double shower. Three additional bedrooms, a full bath and convenient laundry area complete the second floor. Walk-up access to the unfinished attic provides additional storage space. The finished lower level offers fantastic flexibility with brand-new luxury vinyl flooring, recessed lighting, bonus room and private home office with separate heating zone and double-hung windows for maximum natural light. Recent 2026 improvements include new carpeting on the stairs, hallway and primary bedroom, beautifully refinished hardwood floors in the entryway and kitchen, and fresh interior paint in many rooms. Additional updates include new microwave, refrigerator & dryer 2026, vinyl windows 2022, heat pump for AC 2024, roof 2013 and boiler/hot water heater 2014. Complete with an attached two-car garage and security system, this exceptionally cared-for home offers comfort, charm and room to spread out inside and out! Enjoy all that Holliston has to offer, from its charming downtown shops and restaurants to Lake Winthrop, the Upper Charles Rail Trail and a vibrant community atmosphere.

4 Beds ⋅ 3 Baths ⋅ 73593616 MLS

Welcome to this beautifully maintained Colonial, ideally situated on a lovely 1+ acre lot in a wonderful neighborhood on a quiet cul-de-sac! An inviting farmer’s porch, lush lawn and lovely plantings create exceptional curb appeal. Inside, a tiger maple hardwood entry leads to a living room with hardwood flooring and an elegant dining room featuring random width wide pine floors installed with historical cut nails and crown molding. The spacious eat-in kitchen offers quartz countertops, center island, stainless steel appliances, refinished hardwood floors, recessed lighting, tile backsplash and pantry. Relax in the inviting family room with wood-burning fireplace, skylight, ceiling fan and French doors leading to a low-maintenance Trex deck overlooking the private, gorgeous backyard, complete with irrigation, vegetable garden and storage shed. A convenient mudroom and half bath complete the first floor. Upstairs, the primary suite features a cathedral ceiling, walk-in closet and private bath with stone-topped double vanity and custom double shower. Three additional bedrooms, a full bath and convenient laundry area complete the second floor. Walk-up access to the unfinished attic provides additional storage space. The finished lower level offers fantastic flexibility with brand-new luxury vinyl flooring, recessed lighting, bonus room and private home office with separate heating zone and double-hung windows for maximum natural light. Recent 2026 improvements include new carpeting on the stairs, hallway and primary bedroom, beautifully refinished hardwood floors in the entryway and kitchen, and fresh interior paint in many rooms. Additional updates include new microwave, refrigerator & dryer 2026, vinyl windows 2022, heat pump for AC 2024, roof 2013 and boiler/hot water heater 2014. Complete with an attached two-car garage and security system, this exceptionally cared-for home offers comfort, charm and room to spread out inside and out! Enjoy all that Holliston has to offer, from its charming downtown shops and restaurants to Lake Winthrop, the Upper Charles Rail Trail and a vibrant community atmosphere.

6 Beaver Brook Dr, Holliston

Listing courtesy of Listing Agent: Vesta Group from Listing Office: Vesta Real Estate Group, Inc..

$650,000

Tucked away in a much-desired Holliston neighborhood, while offering convenient access to local amenities, you’ll find an impressive split-level home w an abundance of space. Beginning in the living room on the main level where a large picture window fills the space w natural light, you’ll find beautiful hardwood floors that go throughout most of the main level. The living room & dining room are open concept just off the kitchen. Past the kitchen, prepare to be wowed by the expansive great room, complete w beamed vaulted ceilings, skylights, a pellet stove, & sliding-doors to an oversized deck, perfect for outdoor entertaining. Also on the main level you’ll find 3BRs w 2 full BAs which includes the primary suite, w a walk-in closet & private BA. The lower level delivers even more flexibility w a home office, large recreation room featuring a fireplace & built in, as well as an additional space that would make a great meditation room, playroom or craft room. An additional half bathroom & laundry area round out the lower level. This home’s flexible and versatile floor plan make this a wonderful home for extended guest visits w excellent space for entertaining, work, or everyday living. Outside, the fenced yard provides a private setting playing fetch with the dog or just relaxing. Notable improvements include mini-splits installed in 2021, as well as double-pane windows & new skylights installed in 2022. This spacious & versatile Holliston home is one you won’t want to miss!

3 Beds ⋅ 3 Baths ⋅ 73593545 MLS

Tucked away in a much-desired Holliston neighborhood, while offering convenient access to local amenities, you’ll find an impressive split-level home w an abundance of space. Beginning in the living room on the main level where a large picture window fills the space w natural light, you’ll find beautiful hardwood floors that go throughout most of the main level. The living room & dining room are open concept just off the kitchen. Past the kitchen, prepare to be wowed by the expansive great room, complete w beamed vaulted ceilings, skylights, a pellet stove, & sliding-doors to an oversized deck, perfect for outdoor entertaining. Also on the main level you’ll find 3BRs w 2 full BAs which includes the primary suite, w a walk-in closet & private BA. The lower level delivers even more flexibility w a home office, large recreation room featuring a fireplace & built in, as well as an additional space that would make a great meditation room, playroom or craft room. An additional half bathroom & laundry area round out the lower level. This home’s flexible and versatile floor plan make this a wonderful home for extended guest visits w excellent space for entertaining, work, or everyday living. Outside, the fenced yard provides a private setting playing fetch with the dog or just relaxing. Notable improvements include mini-splits installed in 2021, as well as double-pane windows & new skylights installed in 2022. This spacious & versatile Holliston home is one you won’t want to miss!

105 Dodd Drive, Holliston

Listing courtesy of Listing Agent: Colleen Crowley from Listing Office: Lamacchia Realty, Inc..

$799,900

Room for everyone at 631 Central Street! Set on three-quarters of an acre, this home offers a true in-law setup with a heated in-ground pool, making it ideal for multi-generational living or anyone who wants space to spread out. The main house features hardwood floors, an open living and dining area with a brick fireplace and rustic wood mantel, and an updated kitchen with white cabinetry, granite counters, stainless appliances, and a planked wood ceiling. Three bedrooms and a full bath on the main level, plus a lower-level family room, additional bedroom, half bath, laundry room, and garage, give you plenty of flexibility. The in-law suite has its own private entrance and features a stunning vaulted kitchen with rich wood cabinetry, granite, a large center island, opening to a bright living and dining area. It also includes a bedroom, a full bath with a tiled walk-in shower, in-unit laundry, and a lower-level den with generous storage. Step outside to enjoy summers by the heated pool, surrounded by a paver patio, pool house, and vinyl privacy fencing with a peaceful wooded backdrop. Solar panels, two driveways, and ample parking add to the appeal. Conveniently located near downtown Holliston, the rail trail, shopping, restaurants, and Routes 16 and 495, this is a rare opportunity to own a versatile home with space, privacy, and room to grow. First Showing Open House Saturday October, from 11AM to 12:30PM

4 Beds ⋅ 3 Baths ⋅ 73593357 MLS

Room for everyone at 631 Central Street! Set on three-quarters of an acre, this home offers a true in-law setup with a heated in-ground pool, making it ideal for multi-generational living or anyone who wants space to spread out. The main house features hardwood floors, an open living and dining area with a brick fireplace and rustic wood mantel, and an updated kitchen with white cabinetry, granite counters, stainless appliances, and a planked wood ceiling. Three bedrooms and a full bath on the main level, plus a lower-level family room, additional bedroom, half bath, laundry room, and garage, give you plenty of flexibility. The in-law suite has its own private entrance and features a stunning vaulted kitchen with rich wood cabinetry, granite, a large center island, opening to a bright living and dining area. It also includes a bedroom, a full bath with a tiled walk-in shower, in-unit laundry, and a lower-level den with generous storage. Step outside to enjoy summers by the heated pool, surrounded by a paver patio, pool house, and vinyl privacy fencing with a peaceful wooded backdrop. Solar panels, two driveways, and ample parking add to the appeal. Conveniently located near downtown Holliston, the rail trail, shopping, restaurants, and Routes 16 and 495, this is a rare opportunity to own a versatile home with space, privacy, and room to grow. First Showing Open House Saturday October, from 11AM to 12:30PM

631 Central St, Holliston

Listing courtesy of Listing Agent: Michael Vaz from Listing Office: Century 21 Signature Properties.

$549,900

ATTENTION INVESTORS, FIRST TIME BUYERS & THOSE LOOKING TO DOWNSIZE!! This charming ranch is move-in ready, while offering an excellent opportunity to add your own personal touches and cosmetic updates to make it truly your own. 36 Regal offers comfortable single-level living in a desirable Holliston neighborhood, just moments from the Rail Trail. The bright and inviting living room features beautiful hardwood floors and a large bay window. The spacious kitchen offers ample cabinetry, counter space, and stainless steel appliances, with a versatile bonus space perfect for a home office, dining area, playroom, or flex space.Three bedrooms and a full bath complete the main level. But the real showstopper may be outside! Set on a large, level lot, the private backyard is made for summer entertaining, complete with a spacious deck and above-ground pool. A storage shed provides additional space for gardening equipment and outdoor essentials. Central air, natural gas heating, and a fantastic location close to schools, shopping, the Rail Trail, Route 16, Route 109, and major commuter routes add to the appeal. Homes like this don't come around often, move-in ready and perfectly positioned for enjoying everything this wonderful community has to offer, this is one you won't want to miss!

3 Beds ⋅ 1 Baths ⋅ 73593307 MLS

ATTENTION INVESTORS, FIRST TIME BUYERS & THOSE LOOKING TO DOWNSIZE!! This charming ranch is move-in ready, while offering an excellent opportunity to add your own personal touches and cosmetic updates to make it truly your own. 36 Regal offers comfortable single-level living in a desirable Holliston neighborhood, just moments from the Rail Trail. The bright and inviting living room features beautiful hardwood floors and a large bay window. The spacious kitchen offers ample cabinetry, counter space, and stainless steel appliances, with a versatile bonus space perfect for a home office, dining area, playroom, or flex space.Three bedrooms and a full bath complete the main level. But the real showstopper may be outside! Set on a large, level lot, the private backyard is made for summer entertaining, complete with a spacious deck and above-ground pool. A storage shed provides additional space for gardening equipment and outdoor essentials. Central air, natural gas heating, and a fantastic location close to schools, shopping, the Rail Trail, Route 16, Route 109, and major commuter routes add to the appeal. Homes like this don't come around often, move-in ready and perfectly positioned for enjoying everything this wonderful community has to offer, this is one you won't want to miss!

36 Regal Street, Holliston

Listing courtesy of Listing Agent: Angela Zullo from Listing Office: Lamacchia Realty, Inc..

$1,175,000

Welcome home to this beautiful Colonial, set on a private 3-acre lot in Holliston's sought-after Cedarbrook neighborhood. With plenty of room to gather with friends and family or find a quiet place to unwind, this home offers a wonderful balance of comfortable living spaces and thoughtful design. The spacious kitchen features granite countertops, a large center island, double wall ovens and a sunny dining area for morning coffee or casual meals. Just beyond, the inviting family room features a cathedral ceiling, gas fireplace and a stunning wall of glass sliders that fills the room with natural light and brings the beauty of the outdoors right into your living space. Imagine curling up by the fire on a chilly New England evening, surrounded by views of the changing seasons. Step outside to the expansive deck with a covered seating area, perfect for summer dinners, entertaining friends or simply enjoying the peaceful wooded surroundings. A fenced yard offers comfort that little ones or furry friends won't wander. Back inside, the adjoining game room with wet bar and wine refrigerator makes entertaining easy while the formal dining room is ready for holidays and special occasions. A separate living room/office offers a comfortable space to relax or work from home. Surround sound speakers throughout downstairs and all season speakers on deck are all ready for you to connect a surround system to! Upstairs, the generous primary suite with new carpet includes two walk-in closets, a private office area and a spacious bath with soaking tub, tiled shower and double vanity. There are three additional bedrooms, a full bath and separate laundry room. A charming loft with built-in shelving and window seat is a lovely spot to read or enjoy a little quiet time. The large unfinished basement offers possibilities for future living space, while the three-car garage, walk-up attic and updated heating and cooling systems add everyday convenience. It's rare to find a home with this much privacy in such a wonderful neighborhood, with shopping, schools and major routes nearby!

4 Beds ⋅ 3 Baths ⋅ 73592000 MLS

Welcome home to this beautiful Colonial, set on a private 3-acre lot in Holliston's sought-after Cedarbrook neighborhood. With plenty of room to gather with friends and family or find a quiet place to unwind, this home offers a wonderful balance of comfortable living spaces and thoughtful design. The spacious kitchen features granite countertops, a large center island, double wall ovens and a sunny dining area for morning coffee or casual meals. Just beyond, the inviting family room features a cathedral ceiling, gas fireplace and a stunning wall of glass sliders that fills the room with natural light and brings the beauty of the outdoors right into your living space. Imagine curling up by the fire on a chilly New England evening, surrounded by views of the changing seasons. Step outside to the expansive deck with a covered seating area, perfect for summer dinners, entertaining friends or simply enjoying the peaceful wooded surroundings. A fenced yard offers comfort that little ones or furry friends won't wander. Back inside, the adjoining game room with wet bar and wine refrigerator makes entertaining easy while the formal dining room is ready for holidays and special occasions. A separate living room/office offers a comfortable space to relax or work from home. Surround sound speakers throughout downstairs and all season speakers on deck are all ready for you to connect a surround system to! Upstairs, the generous primary suite with new carpet includes two walk-in closets, a private office area and a spacious bath with soaking tub, tiled shower and double vanity. There are three additional bedrooms, a full bath and separate laundry room. A charming loft with built-in shelving and window seat is a lovely spot to read or enjoy a little quiet time. The large unfinished basement offers possibilities for future living space, while the three-car garage, walk-up attic and updated heating and cooling systems add everyday convenience. It's rare to find a home with this much privacy in such a wonderful neighborhood, with shopping, schools and major routes nearby!

35 Johnson Drive, Holliston

Listing courtesy of Listing Agent: Katie McBride from Listing Office: REMAX Executive Realty.

$314,900

Welcome to this beautiful unit at Regency Park Condominium. Very well-maintained two bedrooms townhouse, both on the second floor. Hardwood flooring throughout the living room and bedrooms. Finished basement with extra room for work or entertainment and laundry. Washer and dryer will stay. Backyard for a fresh air and relaxing. Great location unit! Minutes from the downtown where you will find coffee shops, pharmacy and stores. Lake Winthrop and the walk trail are right there for spring and summer days. Don't miss the opportunity to see this unit, it won't last. Schedule a visit now, easy to show! Open house Saturday October 17th from 11:30am to 1pm.

2 Beds ⋅ 1 Baths ⋅ 73590913 MLS

Welcome to this beautiful unit at Regency Park Condominium. Very well-maintained two bedrooms townhouse, both on the second floor. Hardwood flooring throughout the living room and bedrooms. Finished basement with extra room for work or entertainment and laundry. Washer and dryer will stay. Backyard for a fresh air and relaxing. Great location unit! Minutes from the downtown where you will find coffee shops, pharmacy and stores. Lake Winthrop and the walk trail are right there for spring and summer days. Don't miss the opportunity to see this unit, it won't last. Schedule a visit now, easy to show! Open house Saturday October 17th from 11:30am to 1pm.

43 Regency Dr Unit 43, Holliston

Listing courtesy of Listing Agent: Soraia Aguiar Campos from Listing Office: Mega Realty Services.

$695,000

Welcome to 16 Roy Ave, a fully renovated 4-bedroom, 2-full-bath raised ranch on nearly half an acre with an in-ground pool located in a quaint setting. The bright, open main level features engineered hardwood floors, a sun-filled living room with a painted-brick fireplace flowing into the dining area, and a brand-new kitchen with a quartz waterfall island, two-tone cabinetry, tile backsplash and stainless steel appliances. The main level also offers a renovated full bath and three of the home's four bedrooms. The finished lower level adds a spacious bedroom with a slat accent wall and built-in brick shelving, a new tiled full bath and a two-car drive-under garage. Updates include a new roof, new septic system, new electric, new plumbing, a new gas boiler with hot water baseboard heat and a new water heater. The home also has central AC. Outside, enjoy a large yard with an in-ground pool, a storage shed and parking for eight. Close to Rt 126, downtown Holliston and the rail trail. Move right in!

4 Beds ⋅ 2 Baths ⋅ 73590909 MLS

Welcome to 16 Roy Ave, a fully renovated 4-bedroom, 2-full-bath raised ranch on nearly half an acre with an in-ground pool located in a quaint setting. The bright, open main level features engineered hardwood floors, a sun-filled living room with a painted-brick fireplace flowing into the dining area, and a brand-new kitchen with a quartz waterfall island, two-tone cabinetry, tile backsplash and stainless steel appliances. The main level also offers a renovated full bath and three of the home's four bedrooms. The finished lower level adds a spacious bedroom with a slat accent wall and built-in brick shelving, a new tiled full bath and a two-car drive-under garage. Updates include a new roof, new septic system, new electric, new plumbing, a new gas boiler with hot water baseboard heat and a new water heater. The home also has central AC. Outside, enjoy a large yard with an in-ground pool, a storage shed and parking for eight. Close to Rt 126, downtown Holliston and the rail trail. Move right in!

16 Roy Ave, Holliston

Listing courtesy of Listing Agent: Lohith Chundi from Listing Office: Real Broker MA, LLC - Team Chundi.

$1,699,000

Experience the art of exceptional living at 30 Mill Street, where timeless elegance, modern sophistication, and thoughtful design come together in this stunning 2026 luxury Colonial. Beautifully situated on nearly an acre along the Holliston–Hopkinton line, this remarkable residence offers approximately 4,587 sq. ft. of refined living space. An exquisite chef’s kitchen with a dramatic quartz waterfall island flows effortlessly into elegant entertaining areas, complemented by rich hardwood floors, architectural detailing, and three fireplaces. Four beautifully appointed en-suite bedrooms include a magnificent primary sanctuary featuring a fireplace, spa-inspired bath, and spacious dressing room. A private library, inviting second-floor lounge, and expansive finished lower level provide exceptional flexibility. Outdoors, a spectacular stone patio with a built-in kitchen creates the perfect setting for unforgettable gatherings. Complete with a three-car garage and proximity to golf, this is luxury living at its finest.

4 Beds ⋅ 5 Baths ⋅ 73590622 MLS

Experience the art of exceptional living at 30 Mill Street, where timeless elegance, modern sophistication, and thoughtful design come together in this stunning 2026 luxury Colonial. Beautifully situated on nearly an acre along the Holliston–Hopkinton line, this remarkable residence offers approximately 4,587 sq. ft. of refined living space. An exquisite chef’s kitchen with a dramatic quartz waterfall island flows effortlessly into elegant entertaining areas, complemented by rich hardwood floors, architectural detailing, and three fireplaces. Four beautifully appointed en-suite bedrooms include a magnificent primary sanctuary featuring a fireplace, spa-inspired bath, and spacious dressing room. A private library, inviting second-floor lounge, and expansive finished lower level provide exceptional flexibility. Outdoors, a spectacular stone patio with a built-in kitchen creates the perfect setting for unforgettable gatherings. Complete with a three-car garage and proximity to golf, this is luxury living at its finest.

30 Mill St, Holliston

Listing courtesy of Listing Agent: Fabilene Neves from Listing Office: Century 21 North East.

$1,500,000

Discover a distinguished single-family country estate, meticulously crafted in 1975, offering 4834 square feet of refined living space. This property stands as a testament to enduring design & thoughtful construction, providing a harmonious blend of comfort and functionality. The residence features 2 well-proportioned primary suites, each designed to offer privacy & tranquility. One suite is located in a newer home addition & is handicap accessible by way of an interior elevator & ramp, a curbless oversize shower & barrier-free roll under sink. In addition this space offers a large custom closet and sitting room, the perfect respite for those requiring these enhancements as well as discerning buyers that appreciate large, gracious spaces. The second primary suite features a very comfortable bedroom & sitting room, lots of closet space & a gorgeous designer en suite perfect for teens wanting "their own space" or live- in help Complementing these sleeping quarters are two additional bedrooms, one with a customized walk-in closet, providing ample convenience & personal space for residents & guests alike. Further enhancing the property's appeal is a chef's kitchen featuring stainless steel Thermador appliances, granite tops, peninsula seating space & a butlers pantry with an abundance of storage. The adjoining dining room/living room features an open floor plan, custom built-in cabinetry, a Harman Frost Enamel pellet stove & access to a beautiful screen porch. The great room is a show piece of its own - soaring ceiling, hardwood floor with inlay border & custom rug, built-in cabinetry, large Palladium window with custom motorized shades & access to the outer deck. The lower level features a large game room with natural brick flooring & a coffered ceiling, a pellet stove, an adjoining wine cellar & space for a dedicated gym/art studio/craft room. Another bonus in this home is a beautiful & bright home office with Palladium window, motorized shades, radiant heat & a separate entrance. A spacious 3-car garage offers significant utility for vehicle storage & additional organizational needs. This home is conveniently located at the Hopkinton line, with easy access to Routes 85, 126 and 495. The expansive lot provides a generous outdoor environment, ideal for various recreational pursuits or simply enjoying the natural surroundings. To truly appreciate the sophisticated design & unique scale of this property, we invite your private viewing.

4 Beds ⋅ 4 Baths ⋅ 73590193 MLS

Discover a distinguished single-family country estate, meticulously crafted in 1975, offering 4834 square feet of refined living space. This property stands as a testament to enduring design & thoughtful construction, providing a harmonious blend of comfort and functionality. The residence features 2 well-proportioned primary suites, each designed to offer privacy & tranquility. One suite is located in a newer home addition & is handicap accessible by way of an interior elevator & ramp, a curbless oversize shower & barrier-free roll under sink. In addition this space offers a large custom closet and sitting room, the perfect respite for those requiring these enhancements as well as discerning buyers that appreciate large, gracious spaces. The second primary suite features a very comfortable bedroom & sitting room, lots of closet space & a gorgeous designer en suite perfect for teens wanting "their own space" or live- in help Complementing these sleeping quarters are two additional bedrooms, one with a customized walk-in closet, providing ample convenience & personal space for residents & guests alike. Further enhancing the property's appeal is a chef's kitchen featuring stainless steel Thermador appliances, granite tops, peninsula seating space & a butlers pantry with an abundance of storage. The adjoining dining room/living room features an open floor plan, custom built-in cabinetry, a Harman Frost Enamel pellet stove & access to a beautiful screen porch. The great room is a show piece of its own - soaring ceiling, hardwood floor with inlay border & custom rug, built-in cabinetry, large Palladium window with custom motorized shades & access to the outer deck. The lower level features a large game room with natural brick flooring & a coffered ceiling, a pellet stove, an adjoining wine cellar & space for a dedicated gym/art studio/craft room. Another bonus in this home is a beautiful & bright home office with Palladium window, motorized shades, radiant heat & a separate entrance. A spacious 3-car garage offers significant utility for vehicle storage & additional organizational needs. This home is conveniently located at the Hopkinton line, with easy access to Routes 85, 126 and 495. The expansive lot provides a generous outdoor environment, ideal for various recreational pursuits or simply enjoying the natural surroundings. To truly appreciate the sophisticated design & unique scale of this property, we invite your private viewing.

457 Hanlon Rd, Holliston

Listing courtesy of Listing Agent: Roberta Waters from Listing Office: Realty Executives Boston West.

$775,000

Welcome to 85 Alden Road, where modern updates, thoughtful design, and comfortable living come together. Beautifully renovated throughout, this 4-bedroom, 2.5-bath home offers an inviting open-concept layout that seamlessly connects the kitchen, dining, and living areas, creating the perfect setting for both everyday living and entertaining. The beautifully redesigned kitchen is the heart of the home, featuring quartz countertops, stylish new cabinetry, and a generous center island ideal for gathering with family and friends. New hardwood floors bring warmth and character to the main level, while new windows throughout fill the home with natural light. The finished lower level offers even more flexibility, featuring a fourth bedroom, half bath, and additional living space that can easily adapt to your needs. Step outside to enjoy the renovated deck and backyard, perfect for relaxing, entertaining, or simply enjoying the outdoors. Beyond the beautiful finishes, major improvements include a new roof, new septic system, and new furnace with central air conditioning, offering comfort and peace of mind for years to come. Enjoy convenient access to the Upper Charles Rail Trail, Lake Winthrop, and major commuter routes. With so many updates already completed, all that’s left to do is move in and make it your own!

4 Beds ⋅ 3 Baths ⋅ 73588728 MLS

Welcome to 85 Alden Road, where modern updates, thoughtful design, and comfortable living come together. Beautifully renovated throughout, this 4-bedroom, 2.5-bath home offers an inviting open-concept layout that seamlessly connects the kitchen, dining, and living areas, creating the perfect setting for both everyday living and entertaining. The beautifully redesigned kitchen is the heart of the home, featuring quartz countertops, stylish new cabinetry, and a generous center island ideal for gathering with family and friends. New hardwood floors bring warmth and character to the main level, while new windows throughout fill the home with natural light. The finished lower level offers even more flexibility, featuring a fourth bedroom, half bath, and additional living space that can easily adapt to your needs. Step outside to enjoy the renovated deck and backyard, perfect for relaxing, entertaining, or simply enjoying the outdoors. Beyond the beautiful finishes, major improvements include a new roof, new septic system, and new furnace with central air conditioning, offering comfort and peace of mind for years to come. Enjoy convenient access to the Upper Charles Rail Trail, Lake Winthrop, and major commuter routes. With so many updates already completed, all that’s left to do is move in and make it your own!

85 Alden Rd, Holliston

Listing courtesy of Listing Agent: Francielle Caldeira from Listing Office: REMAX Executive Realty.

$649,900

Welcome to 72 Alden Rd, a classic split level on a stunning half-acre lot located in a quiet, closed-loop neighborhood. In Law Potential! 3 bedrooms, 2 1/2 baths, & a flowing floor plan that makes everyday living effortless. Generous, light-filled rooms move naturally from one to the next, with three spacious bedrooms on the main level & a flexible living area on the lower level with it's own full bath and entry point- perfect for an in-law suite. Hardwood floors & a wood-burning fireplace bring warmth to every gathering. The dining room opens directly to the brand new wood deck & fenced-in backyard for seamless indoor-outdoor flow. The refreshed basement adds versatile bonus space - perfect as a playroom, home office, or full in law suite. Outside, the brand new deck anchors a stunning fenced-in backyard with a full in ground pool -made for outdoor living at its best. This backyard oasis invites you to linger long after the sun goes down. Easy access to Rt 16 or Rt 27, parks & trails completes this special home.

3 Beds ⋅ 3 Baths ⋅ 73588024 MLS

Welcome to 72 Alden Rd, a classic split level on a stunning half-acre lot located in a quiet, closed-loop neighborhood. In Law Potential! 3 bedrooms, 2 1/2 baths, & a flowing floor plan that makes everyday living effortless. Generous, light-filled rooms move naturally from one to the next, with three spacious bedrooms on the main level & a flexible living area on the lower level with it's own full bath and entry point- perfect for an in-law suite. Hardwood floors & a wood-burning fireplace bring warmth to every gathering. The dining room opens directly to the brand new wood deck & fenced-in backyard for seamless indoor-outdoor flow. The refreshed basement adds versatile bonus space - perfect as a playroom, home office, or full in law suite. Outside, the brand new deck anchors a stunning fenced-in backyard with a full in ground pool -made for outdoor living at its best. This backyard oasis invites you to linger long after the sun goes down. Easy access to Rt 16 or Rt 27, parks & trails completes this special home.

72 Alden Road, Holliston

Listing courtesy of Listing Agent: Mark Lesses Group from Listing Office: Coldwell Banker Realty - Lexington.

$685,000

This distinguished home offers a unique blend of historical charm and contemporary appointments, setting the stage for refined living. The kitchen is thoughtfully designed for both culinary pursuits and social gatherings, featuring stainless steel appliances, stone counters, an island, and a peninsula, providing an ideal space for meal preparation and informal dining. The living room serves as a central gathering point, enhanced by a fireplace that offers warmth and ambiance, complemented by elegant wide pine flooring that extends throughout the first floor. The large primary bedroom with its oversized walk in closet, offers a balcony overlooking your expansive backyards adds seamless connection to the outdoors, while another bedroom is distinguished by built-in shelves, adding both character and practical storage solutions. The property further benefits from a private yard, offering a tranquil retreat, and a brick patio, perfect for outdoor entertaining or quiet relaxation. A large carriage house provides additional storage and the potential for expanding with either a home office/craft room/or ADU on the second floor. We invite you to discover the distinctive appeal of this exceptional Holliston residence. Brand New Septic system just installed! Other updates are attached to the listing. Showings start Friday morning.

3 Beds ⋅ 2 Baths ⋅ 73587965 MLS

This distinguished home offers a unique blend of historical charm and contemporary appointments, setting the stage for refined living. The kitchen is thoughtfully designed for both culinary pursuits and social gatherings, featuring stainless steel appliances, stone counters, an island, and a peninsula, providing an ideal space for meal preparation and informal dining. The living room serves as a central gathering point, enhanced by a fireplace that offers warmth and ambiance, complemented by elegant wide pine flooring that extends throughout the first floor. The large primary bedroom with its oversized walk in closet, offers a balcony overlooking your expansive backyards adds seamless connection to the outdoors, while another bedroom is distinguished by built-in shelves, adding both character and practical storage solutions. The property further benefits from a private yard, offering a tranquil retreat, and a brick patio, perfect for outdoor entertaining or quiet relaxation. A large carriage house provides additional storage and the potential for expanding with either a home office/craft room/or ADU on the second floor. We invite you to discover the distinctive appeal of this exceptional Holliston residence. Brand New Septic system just installed! Other updates are attached to the listing. Showings start Friday morning.

423 South St, Holliston

Listing courtesy of Listing Agent: Ritucci & Swift - Your Home Team from Listing Office: Realty Executives Boston West.

$970,272

Imagine coming home to a place where there is room for everyone, space for everything, and something special around every corner. Welcome to 272 Mill St in Holliston, a home made for living, gathering, creating, and making memories. Set on a beautiful, level one-acre lot, this spacious 4-bedroom, 4-bath home offers over 2,000 square feet of living space, but it’s everything beyond the numbers that makes this home so special. Picture summer days spent around the gorgeous in-ground pool, friends and family gathered in the backyard, and quiet mornings or relaxing evenings in the oversized sunroom overlooking it all. Beyond the pool, the expansive yard offers room for backyard games, summer cookouts, gardening, entertaining, or simply spreading out and enjoying the outdoors. Have cars, projects, hobbies, or simply wish you had more space? The incredible attached 4-car garage is a car enthusiast’s, mechanic’s, or hobbyist’s dream, while the workshop and abundant storage offer even more room to create, work, and organize. Downstairs, discover an entirely different level of possibilities with its own living room, kitchenette, bedroom, and full bath. It’s an ideal setup for extended family, guests, a private retreat, or potential future ADU use, subject to town approval. There’s room here for everyone to have a space of their own and plenty of places to come together. Located near Pinecrest Golf Club with convenient access for commuters, 272 Mill St offers a rare combination of space, versatility, privacy, and outdoor living. This isn’t simply a house with great features. It’s the kind of place where summers are spent by the pool, projects come to life in the workshop, family and friends always have a place to stay, and home becomes the place everyone wants to be.

4 Beds ⋅ 4 Baths ⋅ 73585683 MLS

Imagine coming home to a place where there is room for everyone, space for everything, and something special around every corner. Welcome to 272 Mill St in Holliston, a home made for living, gathering, creating, and making memories. Set on a beautiful, level one-acre lot, this spacious 4-bedroom, 4-bath home offers over 2,000 square feet of living space, but it’s everything beyond the numbers that makes this home so special. Picture summer days spent around the gorgeous in-ground pool, friends and family gathered in the backyard, and quiet mornings or relaxing evenings in the oversized sunroom overlooking it all. Beyond the pool, the expansive yard offers room for backyard games, summer cookouts, gardening, entertaining, or simply spreading out and enjoying the outdoors. Have cars, projects, hobbies, or simply wish you had more space? The incredible attached 4-car garage is a car enthusiast’s, mechanic’s, or hobbyist’s dream, while the workshop and abundant storage offer even more room to create, work, and organize. Downstairs, discover an entirely different level of possibilities with its own living room, kitchenette, bedroom, and full bath. It’s an ideal setup for extended family, guests, a private retreat, or potential future ADU use, subject to town approval. There’s room here for everyone to have a space of their own and plenty of places to come together. Located near Pinecrest Golf Club with convenient access for commuters, 272 Mill St offers a rare combination of space, versatility, privacy, and outdoor living. This isn’t simply a house with great features. It’s the kind of place where summers are spent by the pool, projects come to life in the workshop, family and friends always have a place to stay, and home becomes the place everyone wants to be.

272 Mill St, Holliston

Listing courtesy of Listing Agent: Jennifer DeLuca from Listing Office: Berkshire Hathaway Home Services Commonwealth Real Estate.

$699,900

Welcome to this stunning, like-new 2020 townhome that lives like a single-family home, set far back from the road on @ 1 acre in total, in a serene, wooded setting with a fully fenced-in, private yard. High ceilings and an open-concept design create a bright, spacious feel throughout. Wood flooring enhances the main living areas, while the finished walkout lower level, completed in 2022, adds two versatile rooms and approximately 700 SF of additional living space, all with high ceilings. The main bedroom features a spacious ensuite bath with a double vanity, a custom-tiled shower, and a large walk-in closet with a custom closet system. Convenient second-floor laundry is located near the bedrooms. Enjoy low-maintenance outdoor living with a composite front porch and rear deck overlooking the large, private fenced backyard. Additional highlights include a 2-car garage with an EV charger. 2 unit HOA $325/month covers exterior maintenance, landscaping, and snow removal. A beautifully maintained, like-new home offering comfort, flexibility, privacy, and modern convenience! See townhouse listing at MLS#73584502

2 Beds ⋅ 3 Baths ⋅ 73584532 MLS

Welcome to this stunning, like-new 2020 townhome that lives like a single-family home, set far back from the road on @ 1 acre in total, in a serene, wooded setting with a fully fenced-in, private yard. High ceilings and an open-concept design create a bright, spacious feel throughout. Wood flooring enhances the main living areas, while the finished walkout lower level, completed in 2022, adds two versatile rooms and approximately 700 SF of additional living space, all with high ceilings. The main bedroom features a spacious ensuite bath with a double vanity, a custom-tiled shower, and a large walk-in closet with a custom closet system. Convenient second-floor laundry is located near the bedrooms. Enjoy low-maintenance outdoor living with a composite front porch and rear deck overlooking the large, private fenced backyard. Additional highlights include a 2-car garage with an EV charger. 2 unit HOA $325/month covers exterior maintenance, landscaping, and snow removal. A beautifully maintained, like-new home offering comfort, flexibility, privacy, and modern convenience! See townhouse listing at MLS#73584502

1093 Washington St Unit 1093, Holliston

Listing courtesy of Listing Agent: Amy Sault from Listing Office: Century 21 Custom Home Realty.

$699,900

Welcome to this stunning, like-new 2020 townhome that lives like a single-family home, set far back from the road on @ 1 acre in total in a serene, wooded setting with a fully fenced-in, private yard. High ceilings and an open-concept design create a bright, spacious feel throughout. Wood flooring enhances the main living areas, while the finished walkout lower level, completed in 2022, adds two versatile rooms and approximately 700 SF of additional living space, all with high ceilings. The main bedroom features a spacious ensuite bath with a double vanity, a custom-tiled shower, and a large walk-in closet with a custom closet system. Convenient second-floor laundry is located near the bedrooms. Enjoy low-maintenance outdoor living with a composite front porch and rear deck overlooking the large, private fenced backyard. Additional highlights include a 2-car garage with an EV charger and a low $325/month HOA covering exterior maintenance, landscaping, and snow removal. A beautifully maintained, like-new home offering comfort, flexibility, privacy, and modern convenience! Also listed as single-family MLS 73584532.

2 Beds ⋅ 3 Baths ⋅ 73584502 MLS

Welcome to this stunning, like-new 2020 townhome that lives like a single-family home, set far back from the road on @ 1 acre in total in a serene, wooded setting with a fully fenced-in, private yard. High ceilings and an open-concept design create a bright, spacious feel throughout. Wood flooring enhances the main living areas, while the finished walkout lower level, completed in 2022, adds two versatile rooms and approximately 700 SF of additional living space, all with high ceilings. The main bedroom features a spacious ensuite bath with a double vanity, a custom-tiled shower, and a large walk-in closet with a custom closet system. Convenient second-floor laundry is located near the bedrooms. Enjoy low-maintenance outdoor living with a composite front porch and rear deck overlooking the large, private fenced backyard. Additional highlights include a 2-car garage with an EV charger and a low $325/month HOA covering exterior maintenance, landscaping, and snow removal. A beautifully maintained, like-new home offering comfort, flexibility, privacy, and modern convenience! Also listed as single-family MLS 73584532.

1093 Washington St Unit 1093, Holliston

Listing courtesy of Listing Agent: Amy Sault from Listing Office: Century 21 Custom Home Realty.

$495,000

This bright & sunny home is situated on a 1/2 acre lot located in a popular Holliston neighborhood, close to shops, commuter rail and major routes. You will find and appreciate that this home was designed for easy and comfortable living. Featuring 3 bedrooms and 2 full baths, fireplace & slider to deck with wonderful elevated views of the back yard, one car garage and a circular driveway for easy entry and exit. You will love time spending in the kitchen with its many features including a skylight, granite countertop, recessed lighting, and stainless appliances. Much of the home offers gleaming hardwood floors. Top ranked schools. Only a few miles to Ashland or Framingham Train Stations.

3 Beds ⋅ 2 Baths ⋅ 73582102 MLS

This bright & sunny home is situated on a 1/2 acre lot located in a popular Holliston neighborhood, close to shops, commuter rail and major routes. You will find and appreciate that this home was designed for easy and comfortable living. Featuring 3 bedrooms and 2 full baths, fireplace & slider to deck with wonderful elevated views of the back yard, one car garage and a circular driveway for easy entry and exit. You will love time spending in the kitchen with its many features including a skylight, granite countertop, recessed lighting, and stainless appliances. Much of the home offers gleaming hardwood floors. Top ranked schools. Only a few miles to Ashland or Framingham Train Stations.

2 Ashland Street, Holliston

Listing courtesy of Listing Agent: James Pham from Listing Office: RE/MAX Partners.

$799,900

INTEREST RATE BUY DOWNS AVAILABLE! Welcome home to this exceptional fully renovated residence, ideally situated in one of Holliston's most desirable neighborhoods. Every inch of this home has been thoughtfully transformed from top to bottom, offering the rare combination of a turn-key home within a warm, established community.This gut renovation leaves nothing to chance — a new roof, new windows, all-new mechanical systems, and a new septic system provide complete peace of mind for years to come. No detail was overlooked, ensuring worry-free ownership from day one.Step inside to discover a bright, sun-filled interior with a spacious, open feel throughout. The brand-new kitchen is a true showstopper, featuring gorgeous solid quartz countertops, high-end fixtures, and premium finishes that blend timeless style with everyday function — perfect for cooking, entertaining, and gathering.The beautifully renovated bathrooms continue the home's elevated aesthetic, showcasing elegant tile showers and designer fixtures that create a spa-like retreat right at home.With its generous layout, abundant natural light, and meticulous attention to detail, this home offers move-in-ready luxury in a location that's second to none. Enjoy the charm and convenience of one of Holliston's premier neighborhoods, close to top-rated schools, scenic parks, and easy commuter access.This is a rare opportunity to own a completely renovated home where every system, surface, and finish is brand new — combining modern luxury with an unbeatable location. Don't miss your chance to make this exceptional property your own!

3 Beds ⋅ 2 Baths ⋅ 73580836 MLS

INTEREST RATE BUY DOWNS AVAILABLE! Welcome home to this exceptional fully renovated residence, ideally situated in one of Holliston's most desirable neighborhoods. Every inch of this home has been thoughtfully transformed from top to bottom, offering the rare combination of a turn-key home within a warm, established community.This gut renovation leaves nothing to chance — a new roof, new windows, all-new mechanical systems, and a new septic system provide complete peace of mind for years to come. No detail was overlooked, ensuring worry-free ownership from day one.Step inside to discover a bright, sun-filled interior with a spacious, open feel throughout. The brand-new kitchen is a true showstopper, featuring gorgeous solid quartz countertops, high-end fixtures, and premium finishes that blend timeless style with everyday function — perfect for cooking, entertaining, and gathering.The beautifully renovated bathrooms continue the home's elevated aesthetic, showcasing elegant tile showers and designer fixtures that create a spa-like retreat right at home.With its generous layout, abundant natural light, and meticulous attention to detail, this home offers move-in-ready luxury in a location that's second to none. Enjoy the charm and convenience of one of Holliston's premier neighborhoods, close to top-rated schools, scenic parks, and easy commuter access.This is a rare opportunity to own a completely renovated home where every system, surface, and finish is brand new — combining modern luxury with an unbeatable location. Don't miss your chance to make this exceptional property your own!

33 Cheryl Ln, Holliston

Listing courtesy of Listing Agent: Jonathan Carlson from Listing Office: Carlson & Company, LLC.

$625,000

NEW PRICE! HOLLISTON's Favorite BRENTWOOD NEIGHBORHOOD! Lovingly maintained Raised Ranch built in 1964 with 1933 SF of living space. Foyer recently painted also has a Ceiling Fan, Sunny Formal Dining Room with Hardwood Floors, leads to an amazing Kitchen with wood floors, Maple Cabinets, Dual Fuel Double Oven, Ceramic Tile Back Splash, Skylight, 5 Burner Cook Top, Quartize Countertops which were done in 2024, Kitchen Appliances will stay new in 2020, Wall to Wall Carpet in Spacious Family Room, Three Bedrooms all with Hardwood Floors, One Car Garage, Screened Porch, Shed, Back Yard Play Area (w Rubber Mulch) 2021, plus many Recent Updates including Interior Painting 2025, 2026, C/A added 2022, Leaf Filter Gutters 2023, 2 furnaces, one new in 2024 and located in the garage, new Harvey Windows 2013, Exterior painted 2025, deck painted 2026, 200 AMP Board 2022, Water heater approx. 2 years old, Septic System 2023, Pentair Whole House Water Filter System 2023, Primary Bathroom Hardware (Sinks, Showers & Tub) 2024 This home is ready for immediate occupancy. WELCOME HOME!!

3 Beds ⋅ 2 Baths ⋅ 73579102 MLS

NEW PRICE! HOLLISTON's Favorite BRENTWOOD NEIGHBORHOOD! Lovingly maintained Raised Ranch built in 1964 with 1933 SF of living space. Foyer recently painted also has a Ceiling Fan, Sunny Formal Dining Room with Hardwood Floors, leads to an amazing Kitchen with wood floors, Maple Cabinets, Dual Fuel Double Oven, Ceramic Tile Back Splash, Skylight, 5 Burner Cook Top, Quartize Countertops which were done in 2024, Kitchen Appliances will stay new in 2020, Wall to Wall Carpet in Spacious Family Room, Three Bedrooms all with Hardwood Floors, One Car Garage, Screened Porch, Shed, Back Yard Play Area (w Rubber Mulch) 2021, plus many Recent Updates including Interior Painting 2025, 2026, C/A added 2022, Leaf Filter Gutters 2023, 2 furnaces, one new in 2024 and located in the garage, new Harvey Windows 2013, Exterior painted 2025, deck painted 2026, 200 AMP Board 2022, Water heater approx. 2 years old, Septic System 2023, Pentair Whole House Water Filter System 2023, Primary Bathroom Hardware (Sinks, Showers & Tub) 2024 This home is ready for immediate occupancy. WELCOME HOME!!

35 Jerrold Street, Holliston

Listing courtesy of Listing Agent: Nancy Flynn from Listing Office: Realty ONE Group Suburban Lifestyle.

$219,900

Discover refined condominium living at 152 Turner Rd U:57, Holliston, MA. Constructed in 1967, this 705 square foot residence offers a sophisticated urban retreat. This third-floor condominium, situated within a three-story building, provides an elevated perspective. The residence thoughtfully includes one bedroom, designed to offer a private and comfortable space. Complementing this, one full bathroom provides essential convenience and functionality. This property presents a compelling opportunity for discerning buyers seeking a well-appointed home. Just across the way is a freshing a fabulous inground pool. call broker to show, Don't miss out

1 Beds ⋅ 1 Baths ⋅ 73578152 MLS ⋅ ['Crestview Condominiums'] BLDG.

Discover refined condominium living at 152 Turner Rd U:57, Holliston, MA. Constructed in 1967, this 705 square foot residence offers a sophisticated urban retreat. This third-floor condominium, situated within a three-story building, provides an elevated perspective. The residence thoughtfully includes one bedroom, designed to offer a private and comfortable space. Complementing this, one full bathroom provides essential convenience and functionality. This property presents a compelling opportunity for discerning buyers seeking a well-appointed home. Just across the way is a freshing a fabulous inground pool. call broker to show, Don't miss out

152 Turner Rd Unit 57, Holliston

Listing courtesy of Listing Agent: Michael Manganaro from Listing Office: Partners Realty Group.

$924,999

Set at the end of a long driveway and surrounded by 13 acres, this 3,368-square-foot, five-bedroom home offers a truly distinctive living experience. Built in 1985, the octagonal design gives the property an architectural character that is rarely found in today's homes.The first floor features all five bedrooms, creating a dedicated and comfortable private space for family and guests. The second floor serves as the main gathering level, with the kitchen and living area arranged around the home's unique shape and design.A finished walkout basement adds another level of usable space with direct access to the outdoors, providing plenty of opportunity for recreation, hobbies, entertaining, or additional living needs.Beyond the home, the expansive acreage offers a rare sense of space and seclusion, with a long driveway providing a private approach to the property. The combination of substantial acreage, five bedrooms, multiple levels of living space, and unconventional architecture makes this a property with a character all its own. Open house rescheduled to September 14th 5-7pm.

5 Beds ⋅ 4 Baths ⋅ 73576195 MLS

Set at the end of a long driveway and surrounded by 13 acres, this 3,368-square-foot, five-bedroom home offers a truly distinctive living experience. Built in 1985, the octagonal design gives the property an architectural character that is rarely found in today's homes.The first floor features all five bedrooms, creating a dedicated and comfortable private space for family and guests. The second floor serves as the main gathering level, with the kitchen and living area arranged around the home's unique shape and design.A finished walkout basement adds another level of usable space with direct access to the outdoors, providing plenty of opportunity for recreation, hobbies, entertaining, or additional living needs.Beyond the home, the expansive acreage offers a rare sense of space and seclusion, with a long driveway providing a private approach to the property. The combination of substantial acreage, five bedrooms, multiple levels of living space, and unconventional architecture makes this a property with a character all its own. Open house rescheduled to September 14th 5-7pm.

243 Oak St, Holliston

Listing courtesy of Listing Agent: Frederick Dodd from Listing Office: Cameron Real Estate Group.

$299,000

Welcome to Oakridge Condominiums! This spacious top-floor 2-bedroom unit an open floor plan and a gorgeous view in a peaceful setting at the end of a wooded cul-de-sac. Located in a garden-style building, this home offers comfortable, low-maintenance living. The building features on-site laundry, secure storage assigned to each unit, one assigned parking space, and ample guest parking. Enjoy a prime location just minutes from the commuter rail, grocery stores, shopping, parks, and the Charles River Rail Trail. For those seeking convenient, low-maintenance living, this condo is a great choice. With limited options at this price point, it is an excellent opportunity for a homeowner or investor.

2 Beds ⋅ 1 Baths ⋅ 73576026 MLS ⋅ ['Oakridge'] BLDG.

Welcome to Oakridge Condominiums! This spacious top-floor 2-bedroom unit an open floor plan and a gorgeous view in a peaceful setting at the end of a wooded cul-de-sac. Located in a garden-style building, this home offers comfortable, low-maintenance living. The building features on-site laundry, secure storage assigned to each unit, one assigned parking space, and ample guest parking. Enjoy a prime location just minutes from the commuter rail, grocery stores, shopping, parks, and the Charles River Rail Trail. For those seeking convenient, low-maintenance living, this condo is a great choice. With limited options at this price point, it is an excellent opportunity for a homeowner or investor.

49 Windsor Dr Unit 301, Holliston

Listing courtesy of Listing Agent: Melissa Kaspern from Listing Office: REMAX Executive Realty.

$685,000

A touch of modern city but in the quiet suburbs. This 3-bedroom, 2 bath raised ranch offers both. Property is over 2 acres of privacy and quiet, with modern updates in the kitchen and baths. Upper level offers an open living room with fireplace, that leads into the dining area and kitchen. Take a moment sitting in the sun either on your deck off the kitchen or sunroom with skylights off the dining area. Move down the hall and you will find closet space, three bedrooms, and a full jack-and-jill bath attached to the main bedroom. Proceed to the lower level and you will find a fire placed family room, bonus room, full bath, storage, and access to the 2-car garage. As a surprise there is a finished space as well as storage in the pull-down attic. Some other bonuses include a covered patio on the lower level in the back, newer oil tank, storage shed, and small little pond.

3 Beds ⋅ 2 Baths ⋅ 73566661 MLS

A touch of modern city but in the quiet suburbs. This 3-bedroom, 2 bath raised ranch offers both. Property is over 2 acres of privacy and quiet, with modern updates in the kitchen and baths. Upper level offers an open living room with fireplace, that leads into the dining area and kitchen. Take a moment sitting in the sun either on your deck off the kitchen or sunroom with skylights off the dining area. Move down the hall and you will find closet space, three bedrooms, and a full jack-and-jill bath attached to the main bedroom. Proceed to the lower level and you will find a fire placed family room, bonus room, full bath, storage, and access to the 2-car garage. As a surprise there is a finished space as well as storage in the pull-down attic. Some other bonuses include a covered patio on the lower level in the back, newer oil tank, storage shed, and small little pond.

64 Marshall St, Holliston

Listing courtesy of Listing Agent: John J. Mansfield from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$755,000

A bright, showroom condition home in a community that is 8 years young and has matured into a beautiful location. In the immediate vicinity are two grocery stores, pharmacies, full service banks and a quintessential New England village downtown. The association has turned over to owner control meaning the priorities of the community are set by the residents while being young enough to be assessment free! This condominium, constructed in 2018, presents an immaculate property with two bedroom suites, one on the main level and a second in the upper level. A perfect condition home, offering a total of 2360 square feet of sophisticated living space. On the upper level one thousand square feet make up a suite of 3 areas and a full bath. A bedroom with walk-in closet, bonus room and loft connecting the two. The first floor consists of nearly fourteen hundred square feet is dedicated to a convenient easy floor plan to lead a single level lifestyle. This residence is thoughtfully designed for discerning individuals seeking a refined lifestyle within a private setting. The kitchen serves as the heart of this home, featuring an open-plan design that seamlessly integrates with the dining and living room. It is equipped with stainless steel appliances and a central island, with sink and dishwasher, providing both functional workspace and a focal point for social gatherings. The living room, adjacent to the kitchen/dining, is enhanced by a fireplace, offering an inviting atmosphere for relaxation and entertaining. An additional feature that enhances practical daily living, is the main level laundry room. Expanded living is available through the living room sliding door leading out to the deck with woodland views. The main bathroom is appointed with a double vanity and a walk-in shower, designed for both convenience and a touch of luxury. Additional amenities include a full basement, providing ample storage or potential for further customization. The property also benefits from an attached garage with space for two vehicles. Discover the exceptional living experience offered by this distinguished Holliston condominium. Quick closing possible.

2 Beds ⋅ 3 Baths ⋅ 73566269 MLS ⋅ ['Brooksmont Condominium'] BLDG.

A bright, showroom condition home in a community that is 8 years young and has matured into a beautiful location. In the immediate vicinity are two grocery stores, pharmacies, full service banks and a quintessential New England village downtown. The association has turned over to owner control meaning the priorities of the community are set by the residents while being young enough to be assessment free! This condominium, constructed in 2018, presents an immaculate property with two bedroom suites, one on the main level and a second in the upper level. A perfect condition home, offering a total of 2360 square feet of sophisticated living space. On the upper level one thousand square feet make up a suite of 3 areas and a full bath. A bedroom with walk-in closet, bonus room and loft connecting the two. The first floor consists of nearly fourteen hundred square feet is dedicated to a convenient easy floor plan to lead a single level lifestyle. This residence is thoughtfully designed for discerning individuals seeking a refined lifestyle within a private setting. The kitchen serves as the heart of this home, featuring an open-plan design that seamlessly integrates with the dining and living room. It is equipped with stainless steel appliances and a central island, with sink and dishwasher, providing both functional workspace and a focal point for social gatherings. The living room, adjacent to the kitchen/dining, is enhanced by a fireplace, offering an inviting atmosphere for relaxation and entertaining. An additional feature that enhances practical daily living, is the main level laundry room. Expanded living is available through the living room sliding door leading out to the deck with woodland views. The main bathroom is appointed with a double vanity and a walk-in shower, designed for both convenience and a touch of luxury. Additional amenities include a full basement, providing ample storage or potential for further customization. The property also benefits from an attached garage with space for two vehicles. Discover the exceptional living experience offered by this distinguished Holliston condominium. Quick closing possible.

65 Brooksmont Dr Unit 15, Holliston

Listing courtesy of Listing Agent: John Vaillancourt from Listing Office: MA Homes, LLC.

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