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20 Josiah Drive, Upton
$785,000
4 Beds ⋅ 3 Baths ⋅ 73538003 MLS
Welcome to 20 Josiah Drive, a beautifully maintained Colonial in one of Upton’s most desirable neighborhoods. This spacious 4-bedroom, 2.5-bath home offers over 2,200 sq ft of sun-filled living space with newly refinished hardwood floors and an open layout ideal for everyday living and entertaining. The vaulted-ceiling great room and fireplaced family room create warm and inviting spaces, while the formal dining room and additional living area offer flexibility for today’s lifestyle. All four bedrooms are located on the second floor, including a spacious primary suite with a walk-in closet and private en-suite bath. The main level features a large kitchen with granite countertops, hardwood flooring, dining area, a fully heated & insulated sunroom, and composite deck overlooking the private backyard with mature landscaping and peaceful seasonal views. Additional highlights include central air, fenced yard, 2-car garage, and excellent curb appeal.

20 Josiah Drive, Upton

Listing courtesy of Listing Agent: Walsh Fine Homes Team from Listing Office: eXp Realty LLC.
69 Warren St, Upton
$749,000
4 Beds ⋅ 3 Baths ⋅ 73511990 MLS
Tucked away on a private, wooded lot in desirable Upton, this beautifully updated 4-bedroom, 2.5-bath Colonial invites you to truly feel at home. A granite kitchen with stainless appliances and new gas stove, accented by a cozy pellet stove, flows effortlessly into a warm, fireplaced family room—perfect for everyday living and entertaining. The spacious primary suite features hardwood flooring and a renovated en suite bath with a tiled shower. Step onto the deck and unwind in your own backyard retreat, surrounded by nature. Thoughtful updates include a new roof (’22), new driveway, and freshly painted main level. Generous room sizes, a two-car garage, and a peaceful yet convenient location near major routes complete the package. Comfort, style, and setting come together—this is the one you’ve been waiting for. Sellers are including a 1 year AHS home warranty for peace of mind for a new buyer.

69 Warren St, Upton

Listing courtesy of Listing Agent: Robyn Nasuti from Listing Office: Realty ONE Group Suburban Lifestyle.
74 High Street, Upton
$766,700
3 Beds ⋅ 2 Baths ⋅ 73528914 MLS
Discover the perfect blend of privacy and convenience on 6 wooded acres! Set back from the road and surrounded by mature trees, this property offers a peaceful setting while remaining close to local amenities, recreation, and commuter routes. Enter through double front doors into a spacious living room with hardwood floors, a bow window, and a cozy wood stove. The kitchen features stainless steel appliances, wall oven, center island, and dining area with skylight. The expansive family room showcases hardwood floors, vaulted ceilings with skylights, a pellet stove, oversized picture window, and French doors leading to the backyard. A formal dining room and ¾ bath complete the main level. Upstairs offers a spacious primary bedroom with generous closet space, two additional bedrooms, and a full bath. Enjoy room for entertaining, gardening, and outdoor recreation just minutes from Pratt Pond, Kiwanis Beach, shopping, dining, and major routes. Open Houses this Friday evening & Saturday!

74 High Street, Upton

Listing courtesy of Listing Agent: Mary G. Wood from Listing Office: Lamacchia Realty, Inc..
3 Jonathans Way, Upton
$850,000
3 Beds ⋅ 3 Baths ⋅ 73524039 MLS
Set on nearly an acre in a sought-after Upton neighborhood, this stately Colonial offers timeless appeal and thoughtful updates throughout. Major recent improvements include a renovated kitchen with creamy white cabinetry, farmhouse hardware, quartz countertops, and LG appliances, Buderus boiler, Heat Flo water tank, Roth oil tank, Carrier A/C system, energy-efficient windows, garage doors, bulkhead and newly paved expanded driveway. The spacious primary suite offers an en-suite bath, walk-in California Closet & new hardwood flooring plus 2 additional generous bedrooms. The finished lower level provides flexible space for home offices, guests or recreation, plus abundant storage. Outside, enjoy a beautifully landscaped multi-tiered backyard with a beautiful heated Gunite pool, 2 new generator ready propane tanks, a relaxing 3 season porch and low-maintenance grounds. Convenient access to Route 495 and Mass Pike for commuting to Boston, Worcester and Providence.This home is turnkey.

3 Jonathans Way, Upton

Listing courtesy of Listing Agent: The Macchi Group from Listing Office: William Raveis R.E. & Home Services.
9 River St, Upton
$800,000
3 Beds ⋅ 4 Baths ⋅ 73518665 MLS
Custom-built expanded cape privately set on an acre-plus lot overlooking picturesque Mill Pond. This unique property offers exceptional space, flexibility, and endless potential. The updated open-concept kitchen with beamed ceilings flows into a cozy dining area with pellet stove, followed by a dramatic lodge-style living room featuring a stunning floor-to-ceiling stone fireplace. Sliders lead to a wraparound deck and peaceful outdoor space, perfect for entertaining and relaxing. The primary suite offers a private bath, beamed ceilings, while two additional oversized bedrooms feature large walk-in closets. Bright 700+sq ft direct outdoor access LL, includes a summer kitchen, media room, full bath, family room, and flexible exercise /play space not inc. in GLA. Approx. 2000 sq ft unfinished addition offers expansion or in-law potential. Close to Routes 495 & 140, on-site access to kayaking, canoeing and fishing, oversized two car garage, great storage, this property has it all!

9 River St, Upton

Listing courtesy of Listing Agent: Danelle Morris from Listing Office: eXp Realty LLC.
21 Warren Rd, Upton
$600,000
3 Beds ⋅ 2 Baths ⋅ 73512799 MLS
21 Warren Rd, Upton, MA, a meticulously maintained 1957 single-family residence spanning 1789 square feet. This attractive property, presented in great condition, offers an exceptional opportunity for discerning buyers seeking comfort and convenience. The thoughtfully designed kitchen serves as the heart of the home, featuring sophisticated stone counters, a practical peninsula, and high-end stainless steel appliances, including an impressive refrigerator, all contributing to an elevated culinary experience. A well-appointed bathroom has been updated to include a double vanity, providing both functionality and a touch of elegance. This charming ranch-style residence extends its appeal outdoors with a private yard, ideal for relaxation, and a dedicated outdoor dining area perfect for entertaining. Further enhancing its value and sustainability, the property is equipped with solar panels. Downstairs has a flexible space with a fireplace and bathroom. Office? Rec room?

21 Warren Rd, Upton

Listing courtesy of Listing Agent: Gary Kelley from Listing Office: .
41 Main St, Upton
$460,000
2 Beds ⋅ 2 Baths ⋅ 73507634 MLS
Beautifully updated Cape, rebuilt from the studs in 2007, offering a bright, welcoming interior and flexible layout. The sun-filled living room features hardwood floors and a cozy gas stove (not currently used). A versatile dining room can also serve as additional living space. The kitchen includes ample cabinetry, updated appliances, and access to a covered porch—perfect for relaxing or entertaining. Upstairs offers two spacious bedrooms with great storage, a full bath, and convenient second-floor laundry. A half bath on the main level adds extra ease. Major updates include ductless mini splits (2022), windows, siding, and 220-amp electrical (2021), plus roof (2015) and solar panels (2021). Set on a level, partially fenced lot with a detached garage for storage and plenty of parking, all in a great commuter location near top-rated schools. Schedule your showing today!

41 Main St, Upton

Listing courtesy of Listing Agent: John J. Herrera from Listing Office: Ownit a Real Estate Firm.
1 Quail Run, Upton
$835,000
4 Beds ⋅ 3 Baths ⋅ 73511970 MLS
Stunning 4-bedroom, 2.5-bath Colonial tucked at the end of a peaceful cul-de-sac a minute from town. A sun-filled vaulted great room complements the home’s open layout as an inviting space for everyday living. The bright kitchen with center island flows seamlessly into dining, living, and den—ideal for both entertaining and work-from-home flexibility. The secluded backyard contains an elevated porch overlooking tree-covered hillsides, gardens, and a charming orchard with apple and plum trees. Shielded from the street by natural elevation and mature woods. The spacious master suite features a walk-in closet and master bath. 3 bonus bedrooms and 1 more bath complete the upstairs. A large unfinished basement is perfect for storage, a home gym, or future expansion. Central AC, pellet stove, fireplace, and first-floor laundry provide comfort and peace of mind. Easily accessible hiking trails complete this exceptional offering—a tranquil escape with a rare balance of privacy and convenience.

1 Quail Run, Upton

Listing courtesy of Listing Agent: Robyn Nasuti from Listing Office: Realty ONE Group Suburban Lifestyle.
3 Ephraims Way, Upton
$855,000
4 Beds ⋅ 3 Baths ⋅ 73511968 MLS
Welcome to this beautifully maintained Cape on a private, landscaped lot in one of Upton’s most desirable locations -featuring town water & natural gas. Extended to include an expansive addition of a primary suite over the two-car garage, this home blends comfort and function with ease... focused on entertaining. Bright, open layout with hardwood flooring and a seamless kitchen-to-dining flow—perfect for everyday living and socializing. Formal living room with classic chair rail and crown molding. First-floor laundry adds convenience. Items to note: new windows, interior painted ‘24, exterior painted in ‘21, 9 zone irrigation. Finished lower level offers flexible space and storage. The showstopper? A stunning hardscape backyard with pergola, hot tub, and inviting spaces to relax or gather with friends and enjoy sunsets, wine and laughs. Close to major routes. This is THE HOME you have to see!

3 Ephraims Way, Upton

Listing courtesy of Listing Agent: Robyn Nasuti from Listing Office: Realty ONE Group Suburban Lifestyle.
8 Jackson Dr Unit 8, Upton
$720,000
2 Beds ⋅ 3 Baths ⋅ 73510439 MLS ⋅ ['Upton Ridge'] BLDG.
Built in 2021, this bright end-unit “Florence” model offers easy single-level living with an open-concept layout perfect for entertaining. The kitchen features granite countertops, tile backsplash, large island, stainless steel appliances, stylish lighting, and a pantry, flowing seamlessly into the dining and living areas. Enjoy a cozy gas fireplace and backyard views from the living room. The primary suite includes a private bath, glass shower, and walk-in closet. A second bedroom, full bath, and convenient first-floor laundry complete the main level. The finished lower level adds plenty of extra living space with a spacious family room, office, new ¾ bath, and mini-splits for comfort. 2-car garage with ample storage. Gas heating, central air, tankless hot water heater. Located in the vibrant 55+ community of Upton Ridge, adjacent to Shining Rock Golf Club, with easy access to highways and Grafton Commuter Rail. Don't miss this one!!

8 Jackson Dr Unit 8, Upton

Listing courtesy of Listing Agent: TEAM Metrowest from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
26 Hartford Ave N, Upton
$445,000
3 Beds ⋅ 1 Baths ⋅ 73505443 MLS
This charming, meticulously kept three-bedroom residence offers a serene retreat in the heart of sought-after Upton. Curb appeal abounds with a classic farmer's porch and professional landscaping, while the expansive composite deck provides a premier setting for outdoor gatherings within the lush, private yard. Inside, the home stays warm and inviting thanks to a cozy gas fireplace and efficient 2025 gas heating. Peace of mind is a hallmark of this property, as major updates including the water heater, gas furnace, washing machine, refrigerator, and dishwasher were all replaced very recently. Supported by the ultimate security of a whole-house backup generator and rounded out by a substantial two-section shed for organized storage, this is a truly turn-key residence. A perfect home in beautiful Upton!

26 Hartford Ave N, Upton

Listing courtesy of Listing Agent: Scott Driscoll from Listing Office: Redfin Corp..
24 Fowler Street, Upton
$765,000
3 Beds ⋅ 3 Baths ⋅ 73522253 MLS
COMFORT MEETS COUNTRY SERENITY! Tucked away on a peaceful country road with 2+ acres of wooded privacy, this home suits all lifestyles. A true open-concept 1st floor creates a seamless flow. The remodeled kitchen has quartz countertops, white cabinetry and a 4-top seating island with a built-in bookshelf. Hardwood floors carry through to the dining room and bright living room, anchored by a 2-sided gas fireplace that opens to a stunning sunroom. Practicality meets luxury with a farmhouse powder room and a remodeled guest bath that compliments the prevalent modern flair. “Romeo, oh Romeo” – fall in LOVE with the private balcony in the primary bedroom, complete with the vaulted ceilings and skylights. Every level feels move-in ready with NEW carpet and fresh paint (various). Outside is your oasis: inground pool, a screened-in TREK porch, firepit and wood deck. With energy-efficient mini-splits and a finished walkout family room, this home is as smart as it is beautiful!

24 Fowler Street, Upton

Listing courtesy of Listing Agent: Erika Steele from Listing Office: REMAX Executive Realty.
20 Fiske Ave, Upton
$682,000
3 Beds ⋅ 2 Baths ⋅ 73514020 MLS
Meticulously maintained, young split-level home set in a beautiful Upton neighborhood. Light-filled main level features hardwood floors, a vaulted living room with ceiling fan and gas fireplace, and an open kitchen with island seating—ideal for everyday living and entertaining—with a separate space for dining. Step out to a deck overlooking a large, level backyard, perfect for outdoor enjoyment. All three bedrooms offer brand-new carpeting, including a primary with a Hollywood-style bath. The walk-out lower level provides two finished areas with new carpeting. A cozy family room, and another space that's perfect for a home office or gym. A second full bath, with laundry room and additional storage. A mini-split system adds heating and cooling for this level. Additional features include a two-car garage with extra storage, a large level, easy-to-maintain yard, and a storage shed—all just minutes to 495 and Upton Center.

20 Fiske Ave, Upton

Listing courtesy of Listing Agent: Megan Tolland from Listing Office: Realty Executives Boston West.
46 Rockwood Lane Unit 46, Upton
$1,100,000
2 Beds ⋅ 4 Baths ⋅ 73493433 MLS ⋅ ['Rockwood Meadows'] BLDG.
Absolutely Stunning Home in Rockwood Meadows Neighborhood - Detached 55+ Condo Loaded With Tens Of Thousands of Upgrades and Amenities - Lives and Feels Like a Single Family Home. A Spacious & Bright Open Floor Plan Includes First and Second Floor Master Suites With Lavish Baths, Exquisite White Cabinet Chef's Kitchen With Center Island, Granite Counters W/Leather Finish, Stainless Appliances Open to A Family Room With Gas-Fired Fireplace, Beautiful Sun Room With High Ceilings & Tall Windows, 1st Floor Study, Mostly Hardwood Throughout 1st Floor, Second Floor is Its Own Suite With a to Die For Walk-in Closet + Additional Walk-in Closets on Each Floor With Built-Ins Offering Exceptional Storage, Finished Lower Level Includes an Additional Family Room, Office, "Flex Room" and Another Full Bath! The Setting Is Outstanding ~ Only a Few Miles to 495 in Hopkinton. Use The Clubhouse Daily or For Planned Events, Walking Trails. Impeccable Home You'll Fall in Love With!

46 Rockwood Lane Unit 46, Upton

Listing courtesy of Listing Agent: Bill Gassett from Listing Office: REMAX Executive Realty.
49 Grove St, Upton
$494,500
3 Beds ⋅ 1 Baths ⋅ 73491417 MLS
Welcome home to this beautifully renovated Gambrel in desirable Upton. Rich dark walnut hardwood floors flow throughout, complemented by a stunning updated kitchen with granite countertops and modern finishes. Major updates including young roof, vinyl siding, most windows, garage doors, newly painted bathroom, brand new upgraded 200 AMP electric panel, all provide turnkey peace of mind. A brand new septic system upgraded to a 3-bedroom design adds value and flexibility. A first-floor bedroom off the kitchen offers versatility—perfect for guests, a home office, or flexible living. The oversized 2-car garage features bonus rear space ideal for a workshop, storage, or hobbies. Enjoy a private setting with a home that is truly move-in ready. A rare blend of updates, function, and value.

49 Grove St, Upton

Listing courtesy of Listing Agent: Robyn Nasuti from Listing Office: Realty ONE Group Suburban Lifestyle.
179 South St, Upton
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 73519143 MLS
Magnificent and truly one-of-a-kind, this privately set Mid-Atlantic–style custom estate spans 5+ acres of landscaped grounds, featuring perennial gardens, mature plantings, and handcrafted stone walls. Meticulously maintained with a new septic system and water filtration, the home blends timeless elegance with modern updates. The fireplaced kitchen offers granite countertops, a custom wood island, and sunlit dining area, while the formal dining room features its own fireplace and bespoke built-ins. A dramatic living room with cathedral ceilings and a striking floor-to-ceiling window fills the home with natural light. The grand staircase leads to a luxurious primary suite with fireplace and spa-like bath with double vanity, granite, custom tile shower, and jacuzzi. Complementing the main residence is a 964 sq ft carriage house with kitchen, 1.5 baths, and flexible space. Resort-like grounds include a deck, in-ground pool, outdoor fireplace, gazebo, and shed. a rare, private retreat.

179 South St, Upton

Listing courtesy of Listing Agent: Richard Hills from Listing Office: Media Realty Group Inc..
154 South Street, Upton
$1,000,000
4 Beds ⋅ 4 Baths ⋅ 73507328 MLS
Impeccable Upton 4-5 Beds, 3.5 Baths. Everything has been done. Features over 4,200 sq. ft. of finished living space, this stunning property features an amazing open floor plan, high ceilings, and a large granite kitchen with high-end appliances. Major updates include a 2025 heat pump system, paid-off solar, 2023 roof, and water heater less than one year old. Full lower level expansion provides incredible additional living space. Outside, enjoy a flat yard with irrigation, an amazing heated pool, and a beautiful patio system perfect for entertaining. Three-car garage. This home is in exceptional condition, and true turnkey living in a desirable Upton location. This one won’t last! No showings until open house May 2nd

154 South Street, Upton

Listing courtesy of Listing Agent: David Hill from Listing Office: Central MA Homes.
43 Knowlton Circle Unit 43, Upton
$555,000
3 Beds ⋅ 3 Baths ⋅ 73508548 MLS
Welcome to this 3-bedroom end-unit townhome in the desirable Samreen Villa community. This open and airy floor plan is perfect for entertaining, featuring gleaming hardwood floors throughout the first floor and a bright family room with a gas fireplace, large windows & high ceilings. The spacious kitchen is updated with beautiful finishes offering plenty of room for cooking and gathering, while the dining area opens to a private rear deck. A versatile loft provides an ideal space for a home office or lounge. Hardwood stairs lead to 3 generously sized bedrooms with ample closet space, along with convenient second-floor laundry and updated baths. The primary en-suite is spacious with a tray ceiling, walk in closet with a closet system and a private bath with beautiful finishes and a double vanity. The finished lower level boasts a versatile space complete with a 2nd gas fireplace, wet bar & storage area. The 2 car garage offers direct access to the home. This home is move in ready.

43 Knowlton Circle Unit 43, Upton

Listing courtesy of Listing Agent: Lioce Properties Group from Listing Office: Lamacchia Realty, Inc..
36 Brooks St, Upton
$800,000
4 Beds ⋅ 3 Baths ⋅ 73514244 MLS
**Offers due by Saturday 5/23 at NOON*** Welcome to ONE floor living in this fabulous custom ranch. Situated on a two plus acre lot, at the end of a quiet side street ,close to the center of town. Large open living room with gas log fireplace and hardwood flooring & cathedral ceilings, opens to a beautiful kitchen with stainless appliances, center island, granite counter tops. Side entrance to mud room with pantry closets Large dining area that leads to a spacious screened in sun porch and a large open deck area. Laundry on the first floor. Large Primary suite with large closets, complete with build ins, access to the deck, tiled walk in shower in the primary bath. Two other flex rooms for extra sleeping or office space. The fully finished basement space offers a multitude of different opportunities, With a full bath, and two large rooms. Buderus boiler. Two separate areas offer amazing storage and workshop space. Town water available at the street.

36 Brooks St, Upton

Listing courtesy of Listing Agent: Jeannie Leombruno from Listing Office: Century 21 Custom Home Realty.
72 Glenview St, Upton
$1,500,000
4 Beds ⋅ 7 Baths ⋅ 73508003 MLS
Exceptional custom-built home offering over 5,000 sq ft of refined living space with 4 bedrooms, 5 full and 2 half baths, & a 3-car garage. Thoughtfully designed w/ high-end finishes throughout, this home blends luxury w/ warmth. The stunning kitchen features stone countertops, a large island, wood pizza oven & premium SS appliances, opening to a fire-placed family room. A coffered ceiling formal living room & a 3-season porch w/ fireplace, bar sink, & mini-split add to the appeal. Every bedroom includes a private en-suite bath, primary has chromo therapy shower. The bonus room above the garage offers half bath & future expansion potential. The walk-out lower level offers over 1200 sq. ft. & includes radiant heat, a bedroom, ¾ bath, & laundry hookups. Enjoy outdoor living on the beautiful stone patio w/ fire pit overlooking a flat, expansive yard. Loaded w/ upgrades (see FEATURES list attached to MLS) incl. radiant heat flooring, Sonos, central vac, water filtration, EV charger & more!

72 Glenview St, Upton

Listing courtesy of Listing Agent: TEAM Metrowest from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
36 Knowlton Cir Unit 1, Upton
$535,000
3 Beds ⋅ 3 Baths ⋅ 73492769 MLS ⋅ ['Samreen Villa'] BLDG.
Desirable Samreen Villa! Great Value ~ Motivated Seller! This lovely end-unit townhouse features 3 bedrooms and a bright, open loft area. 2 updated full baths plus a 1/2 bath on the first floor and a large room in the lower level. The unit is light and bright with hardwood floors throughout. The 2nd floor features a large MBR with a ceiling fan and full bath. The 2 additional bedrooms are good sized and share the 2nd full bath. The laundry with recent Washer & Dryer is in the upstairs hallway. The sunny loft area overlooks the first floor living room. There is a 2 car garage, plenty of storage space and a great deck overlooking the expansive common area. As an end unit there is plenty of space to both the side and rear of the unit for outdoor activities. The complex features sidewalks and a super convenient location to enjoy everything in the Upton area or easy access to commuter routes. Make an appointment to visit today!

36 Knowlton Cir Unit 1, Upton

Listing courtesy of Listing Agent: Karen Richardson from Listing Office: LAER Realty Partners.
4 Hazeltine Rd, Upton
$970,000
4 Beds ⋅ 3 Baths ⋅ 73489095 MLS
Completely renovated in 2024, this stunning 4-bedroom, 2.5-bath home blends modern luxury with thoughtful design in a highly desirable neighborhood close to schools and town. A spacious new addition features a large primary suite with a spa-like bath and two walk-in closets, offering a true private retreat. The heart of the home is the beautifully renovated kitchen, equipped with premium Bosch appliances, perfect for both everyday living and entertaining. Throughout the home, you’ll find new hardwood floors, all new windows and doors, and high-quality finishes at every turn. The addition also introduced a gorgeous mudroom/entry with floor-to-ceiling cabinetry, providing exceptional storage and organization, along with a stylish new half bath. Central air conditioning ensures year-round comfort .Move-in ready and meticulously updated, this home offers the perfect combination of modern convenience, elegant upgrades, and an unbeatable location. Some photos have been virtually staged.

4 Hazeltine Rd, Upton

Listing courtesy of Listing Agent: Beth A. Feather from Listing Office: William Raveis R.E. & Home Services.
35 Brooks St, Upton
$501,000
3 Beds ⋅ 2 Baths ⋅ 73495857 MLS
Charming Colonial set on a private dead-end street with a spacious yard. This home offers 3 bedrooms and 2 full bathrooms, including a second-floor main bedroom with private bath. The main level features two additional bedrooms, full bath, dining room, cozy kitchen, and an open living room with fireplace. The deck overlooks a sprawling yard with endless potential for outdoor entertaining, gardening, or creating your own private retreat. A great opportunity to make this property truly your own. Great commuter location with quick and easy access to 495 and the Mass Pike. No showings until Open House on Saturday, April 11th.

35 Brooks St, Upton

Listing courtesy of Listing Agent: Melissa Bonina from Listing Office: Century 21 Custom Home Realty.
68 Pearl St, Upton
$900,000
4 Beds ⋅ 4 Baths ⋅ 73498867 MLS
This modern multi-Level 4-bedroom 3.5-bath masterpiece is a must see! Stunning open layout with designer finishes and abundant natural light throughout. Open kitchen with stainless appliances & quartz waterfall island flows to a fabulous dining room. Solid hardwoods throughout Luxurious sized living room with cathedral ceiling, floor-to ceiling fireplace, and double slider opening to a 20x10 composite deck is a focal point for family gatherings. 4 total bedrooms include a generous primary suite with 6x23 walk-in closet & fabulous bath with walk-in shower, double vanity, and jetted soaking tub. 2nd floor laundry room. Lower level second en-suite is perfect for guests/extended family with a heated bathroom floor. Oversize 2-car garage has electric car charger and storage space. Great commuter location near Hopkinton line, close to highways and various T stations. Horses allowed. Award-winning schools. Come enjoy this peaceful, private setting convenient to all Upton has to offer!

68 Pearl St, Upton

Listing courtesy of Listing Agent: Laura Hebb from Listing Office: .
18 Boot Shop Road Unit 40, Upton
$864,900
2 Beds ⋅ 3 Baths ⋅ 73347131 MLS ⋅ ['Cobblers Creek'] BLDG.
Welcome to Cobblers Creek, a serene 55+ community in Upton offering detached condominiums designed for active adults seeking low-maintenance living with commuter convenience. Tucked within a peaceful tree-lined setting yet close to Route 495 and the Mass Pike, this community blends privacy with accessibility. The Cardinal townhome floor plan features open-concept living with an eat-at island kitchen, quartz countertops, stainless steel appliances, and hardwood flooring throughout the main living areas. The primary suite includes a tiled shower and double vanity, while abundant windows and a slider open to your private deck or patio overlooking conservation land. Enjoy future amenities including walking trails, a clubhouse, and the convenience of a two-car garage. Ask about our 20k developer incentive. #CobblersCreek #UptonMA #55PlusCommunity #LowMaintenanceLiving

18 Boot Shop Road Unit 40, Upton

Listing courtesy of Listing Agent: John Konevich from Listing Office: StreamLine Communities.
72 Main Street, Upton
$478,000
2 Beds ⋅ 1 Baths ⋅ 73481836 MLS
72 Main Street in Upton has a whole new look, and it's just waiting for YOU to make it HOME! This ADORABLE, bright and newly renovated 2/3 bed, 1 Bath Ranch will charm you upon entry. You will fall in LOVE with the sweet front porch, the sun-filled living area, the renovated eat-in kitchen with stainless-steel appliances, the brand-new bathroom, and the lovely back deck. But... just WAIT until you see the FABULOUS newly-created lower level space featuring a pellet stove for additional heat, walkout den/family room/living area, the potential for a third bedroom, and an oversized laundry room that is perfect for extra storage. AND....situated on the property is a restored barn-style garage for a multitude of uses! All of this on nearly 3/4 of an acre of land....and a brand new septic system installed in 2025. The perfect opportunity to own a single family home in Upton!

72 Main Street, Upton

Listing courtesy of Listing Agent: Wilson Group from Listing Office: Keller Williams Realty.
6 Fieldstone Dr Unit 6, Upton
$439,500
2 Beds ⋅ 2 Baths ⋅ 73480103 MLS ⋅ ['Fieldstone'] BLDG.
Move right into this beautifully updated Fieldstone townhouse offering low-maintenance living in a peaceful, village-like setting. The open main level features new hardwood floors in the dining and living rooms and a stylish kitchen with brand-new stainless appliances—perfect for everyday living or entertaining. Upstairs offers two spacious bedrooms and a full bath, with a convenient half bath on the main level. The modern finished basement, updated in 2024, provides flexible space ideal for a home office, gym, teen suite, or game nights. Enjoy a garage to escape this snow!! Recent exterior updates (front decks & new sealcoat on driveways '25). This is truly a move-in ready home. Located in charming Upton, enjoy summers at Kiwanis Beach, Upton State Forest, and the small-town feel with easy commuter access—come home, unwind, and enjoy the lifestyle this welcoming community offers.

6 Fieldstone Dr Unit 6, Upton

Listing courtesy of Listing Agent: Robyn Nasuti from Listing Office: Realty ONE Group Suburban Lifestyle.
6 Sawmill Brook Lane, Upton
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 73443069 MLS
A timeless New England farmhouse-style under construction on Lot 2, sitting on 4.3 scenic acres & offering 3,586 square feet of living space. Facing east, the home is perfectly positioned to capture fantastic sunrises—best enjoyed from the inviting farmer’s porch, which adds curb appeal & serves as the perfect place to start your day w/ a morning coffee or unwind in the evening. Designed for versatility, this home includes 4 or 5 bedrooms & 3.5 bathrooms, w/ a thoughtfully planned layout that adapts to your needs.The 1st floor office can easily serve as a 5th bedroom. Inside, an open floor plan maximizes natural light, while high-end finishes & thoughtful details create a sophisticated yet comfortable living environment. The walk-out lower level offers the possibility of addt finished space, ideal for a recreation room, gym, or guest suite. W/ its adaptable design & generous lot size, Lot 2 is a fantastic opportunity for buyers looking for a customizable luxury home. Ready Feb 2026!

6 Sawmill Brook Lane, Upton

Listing courtesy of Listing Agent: TEAM Metrowest from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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