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7 Metcalf Ln, Southborough
$2,080,000
4 Beds ⋅ 5 Baths ⋅ 73524247 MLS
Magnificent, custom-built home in cul-de-sac setting in one of Southborough's most desirable neighborhoods. Filled w/ upgrades & architectural detail built by a renowned local builder. 5841 sq. ft. of Luxury Living space offers 4 spacious BRs, 4.5 BAs, 1st floor office w/ French drs, coffered ceiling & built-ins, Cath Fam Rm. w/fplc & b/i, versatile LR, DR w/ wainscoting & tray ceilings, walk-out Lower Level w/ large 2nd Fam Rm & Kitchen area, Gym & full Bath, Chef's Kitchen w/ high end appliances, custom cabinetry, dining area & Island. Spacious Primary Bedroom w/ fireplace & luxurious marble Bath. Generator, 3-c gar & composite deck. Space designed for both grand entertaining & quiet contemplation. Thoughtfully positioned 1 Acre lot, bordered by serene woods creating an impressive private retreat & close to hiking trails.Top Public Schools & World-Renowned Private Schools: St. Marks, Fay, & NECC. Ideal commuting location w/easy access to Boston, MA Pike, Rte 9 & Commuter Rail!)

7 Metcalf Ln, Southborough

Listing courtesy of Listing Agent: Gail DuBois from Listing Office: William Raveis R.E. & Home Services.

31 Overlook Dr, Southborough
$675,000
4 Beds ⋅ 4 Baths ⋅ 73503111 MLS
OPPORTUNITY, OPPORTUNITY, OPPORTUNITY. This hilltop ESTATE SALE boasts sweeping views among the best in Southborough with incredible light. Interior has clean lines, open flow, and much, much more. The ideal buyer will be someone with vision and the capability to undertake/finish extensive renovations already underway. The property has not been lived in for many years but appears to be in sound structural condition. If you're looking for a project that will bring this home back to its full Southborough value, this is an opportunity that seldom comes along. Upper level has 1938 sf living space and walk-out lower level will probably add 2000+sf when finished. Room for au pair, in-law, home office(s) or large studio/media/workout. Property being sold "as is" with an easement for neighbor's driveway (see attachment). Buyers and their agents to use care and diligence when touring the property due to renovations in progress. Buyer to activate utilities.

31 Overlook Dr, Southborough

Listing courtesy of Listing Agent: Judith Carlough from Listing Office: Gibson Sotheby's International Realty.

188 Parkerville Rd, Southborough
$960,000
5 Beds ⋅ 4 Baths ⋅ 73522297 MLS
Proudly positioned on a lovely knoll which enjoys glorious western sunshine*This welcoming, pristine colonial home is full of welcome surprises w/in-law or guest apartment on main living level w/kitchenette, full updated bath, sleeping chamber & living area*This move-in ready home really delivers w/meticulous condition, a bright, modern feel and so many upgrades including but not limited to updated kitchen w/Quartz & upscale appliances, new deluxe flooring in family room, newer paint, updates to baths.....the list goes on and on*The main house has great flow and the mudroom connects you to the in-law which has its own entrance*Incredible resort-style fenced yard w/IG POOL, a newer, expanded pool patio & a phenomenal pool pavilion w/large customized pergola as well as a screened porch for inspiring entertaining for the warmer months*Detached garage offers huge area for cars as well as a loft for your storage needs*Finished lower level w/full bath is perfect for many uses*

188 Parkerville Rd, Southborough

Listing courtesy of Listing Agent: Andrew Abu from Listing Office: Andrew J. Abu Inc., REALTORS®.

98 Southville Unit B, Southborough
$500,000
3 Beds ⋅ 3 Baths ⋅ 73500964 MLS
Welcome to this spacious modern townhouse in one of the most desirable school districts in MA. With three floors of living, a finished attic on the entire top floor with your own bathroom, large space to use as a walk-in closet, second floor contains multiple additional bedrooms perfect for kids, guests or a home office. First floor contains a gorgeous kitchen with windows overlooking the back yard, a bathroom with laundry hookups, and a spacious living room perfect for entertaining. The windows overlooking the back yard provide a natural light brightening up the whole first floor. You will also have the luxury of being just a short walk from the commuter rail, allowing you to spend more time with your family by optimizing your commute. With two car off-street parking, private entrance, and a secluded back yard space for entertaining, this property is the total package. Updates: new roof, new hot water heater, new heat pump for heating/cooling, updated electrical, updated plumbing

98 Southville Unit B, Southborough

Listing courtesy of Listing Agent: Candor Investment Group from Listing Office: eXp Realty LLC.

1 Aspenwood Cir Unit 1, Southborough
$640,000
2 Beds ⋅ 3 Baths ⋅ 73508943 MLS ⋅ ['Wildwood'] BLDG.
Introducing 1 Aspenwood Circle! 55+ living at its best! Ideally sited in the BEST LOCATION in Wildwood on a private ended way, this rare FREE-STANDING home offers the privacy of single-family living with the ease of a condo lifestyle. The main level impresses with a welcoming entry, spacious dining room, and beautiful white kitchen with breakfast bar. The dramatic 2-story great room with cathedral ceiling and gas fireplace is the heart of the home. A stunning primary suite features dual closets and a beautifully renovated bath with soaking tub and separate shower. Convenient first-floor laundry and a stylish powder room complete this level. Upstairs will WOW with a private guest suite with full bath, plus a versatile bonus room—perfect for a TV room or home office. The expansive loft offers incredible flexibility for work, fitness, or recreation, along with additional storage. Two car garage, private patio & yard. Recent systems and roof. A rare opportunity to downsize w/o compromise!!

1 Aspenwood Cir Unit 1, Southborough

Listing courtesy of Listing Agent: Kristine Wingate Shifrin from Listing Office: Andrew J. Abu Inc., REALTORS®.

6 Brook Lane, Southborough
$700,000
3 Beds ⋅ 3 Baths ⋅ 73505128 MLS
Welcome to 6 Brook Lane—offering a flexible and inviting layout in an exceptional commuting location. BRAND NEW SEPTIC SYSTEM! The designer kitchen shines with chef-level appliances and a sunny breakfast nook, opening to a stunning vaulted dining room and warm, inviting living room with fireplace. The first floor offers a bedroom, office/den, and full bath—ideal for guests, work-from-home, or extended living. Upstairs features an incredible 14x25 primary suite with an enviable walk-in closet and private bath, along with a spacious second bedroom and an additional full bath. Additional highlights include mini splits for efficient air conditioning, solar panels for energy savings, and a garage for added convenience. Enjoy an oversized deck overlooking a flat, usable yard—perfect for relaxing or entertaining

6 Brook Lane, Southborough

Listing courtesy of Listing Agent: Kristine Wingate Shifrin from Listing Office: Andrew J. Abu Inc., REALTORS®.

40 William Onthank Ln Unit 40, Southborough
$656,000
2 Beds ⋅ 3 Baths ⋅ 73527218 MLS
Multiple offers in, Deadline for Offers June 2nd by noon. Convenient 55+ Living At It’s Finest! Located on a Cul-De-Sac in the Sought out Southborough Meadows. Offering an Open Layout Featuring Gleaming Hardwood Floors and a Vaulted Ceiling with Skylight. Central Air. Updated Kitchen. Highly Sought Out Main Level Primary Suite, Large Closet, Private En Suite Bath with Laundry Area.Second Bedroom also on the Main Level. Large Front to Back Living Room with Hardwood Floors, open to a lovely Den/Sunroom with access to Rear Private Deck.Large Basement Area, with Gas Fireplace (permitted, and function that can still be used with power outage) Finished walk-out to Large Private Patio Area. Full bath, and Ample Storages. Newer HVAC, Attached garage with Pull Down Access to Ample Storage. Prime Location Close to All Major Routes 9, 495 and Mass Pike. As well as Shopping, and Restaurants.

40 William Onthank Ln Unit 40, Southborough

Listing courtesy of Listing Agent: Nicole Esposito from Listing Office: Keller Williams Boston MetroWest.

10 Latisquama Rd, Southborough
$975,000
5 Beds ⋅ 2 Baths ⋅ 73512639 MLS
Historic grandeur meets modern living in the Harry Sawin House, set within the Southborough Center Historic District. The grand front porch sets the tone for what's inside: original hardwood floors & hardware, transom windows & pocket doors, and multiple fireplaces. The updated kitchen features subway tile, quartz countertops, SS appliances, bead-board ceiling & Dutch door. A walkthrough butler's pantry offers additional storage, a wine fridge & wet bar. On the 2nd floor discover 4 bedrooms, including a dressing room/nursery attached to the primary bedroom & an updated bath. The 3rd floor is a versatile space with peaked ceilings, closet & wet bar making it a spacious guest suite & media room. Outside, find a private retreat with an outdoor bar, TV & firepit that make an ideal space for entertaining. All of this is moments from downtown Southborough's restaurants, top-rated schools & library. Owners' relocation to their hometown creates a rare opportunity to make this home yours.

10 Latisquama Rd, Southborough

Listing courtesy of Listing Agent: Caitlyn Otenti from Listing Office: Keller Williams Pinnacle MetroWest.

25 Park Street, Southborough
$650,000
4 Beds ⋅ 2 Baths ⋅ 73524553 MLS
Welcome to 25 Park Street - a historic c.1890 farmhouse on 2.06 acres in the heart of Southborough, offering one of the area's most unique combinations of character, land, location, and potential. This exceptional property features split zoning (Residential B and Business Village), a remarkable stone dairy barn, 2-car garage, rolling acreage, and a recently installed 4-BR septic system all in a coveted in-town setting. Inside the charming farmhouse, you'll find hardwood floors, multiple porches, and 4 bedrooms/1.5 baths across 1,586 sq ft. Outside, the lot's split zoning may open a range of possible uses (buyers should conduct their own due diligence) all within close proximity to Southborough's top-rated schools, the library, golf course, and town center. Whether you're a buyer, investor, and/or a small business owner, this is your chance to put your stamp on a piece of Southborough history. Cherished by the same family for over a century, this home is awaiting its next chapter!

25 Park Street, Southborough

Listing courtesy of Listing Agent: Annie Pfaff from Listing Office: Gibson Sotheby's International Realty.

14 Hillside Ave, Southborough
$1,375,000
4 Beds ⋅ 4 Baths ⋅ 73516652 MLS
Perched on a hilltop in a peaceful cul-de-sac, 14 Hillside Ave is a stunning custom contemporary offering privacy and sweeping scenic views. This thoughtfully designed home features an open floor plan with a dramatic two-story family room, soaring ceilings, and walls of glass that fill the space with natural light. The gourmet kitchen includes granite countertops, stainless steel appliances, custom cherry cabinetry, and a bright breakfast area with access to a large composite deck—perfect for indoor-outdoor living. The spacious primary suite offers a walk-in closet, private balcony, and spa-style bath with soaking tub and slate accents. Three additional bedrooms provide convenient bath access, plus a first-floor office. The top floor features a spacious bonus room currently used as a dance studio. A finished walkout lower level, beautiful landscaping, paver patio, and serene setting complete this exceptional property near the town center.

14 Hillside Ave, Southborough

Listing courtesy of Listing Agent: Brian O'Keefe from Listing Office: Redfin Corp..

3 Foxhill Drive, Southborough
$1,510,000
4 Beds ⋅ 4 Baths ⋅ 73501608 MLS
EXCEPTIONAL DESIGN & MODERN SOPHISTICATION define this meticulously maintained home! Stunning open floor plan with hardwood floors & refined upgrades throughout. Dramatic two-story Foyer leads to a Chef’s Kitchen with oversized island, stainless steel appliances, granite counters, sun-filled dining area & a thoughtfully designed walk-in pantry. Sophisticated Family Room with coffered ceiling, fireplace & sliders to an EXPANSIVE STONE PATIO WITH OUTDOOR FIREPLACE—perfect for entertaining. Elegant Dining Room with tray ceiling & chair rail. First-floor Office, well-appointed laundry & detailed Living Room. Upstairs features a LUXURIOUS PRIMARY SUITE with sitting area, spa-like bath & walk-in closet, plus a PRIVATE SECOND SUITE, two additional spacious bedrooms & full bath. Professionally landscaped yard with irrigation, NEW LOWER-LEVEL MUDROOM, STORAGE SHED W/ LOFT & 3-CAR GARAGE. FULLY OWNED, LOW-PROFILE SOLAR PANELS. Prime location near commuter rail, Finn School & ball fields

3 Foxhill Drive, Southborough

Listing courtesy of Listing Agent: Kristine Wingate Shifrin from Listing Office: Andrew J. Abu Inc., REALTORS®.

44 Gilmore Rd, Southborough
$949,900
4 Beds ⋅ 4 Baths ⋅ 73486028 MLS
Beautifully renovated Colonial set on 1.5 private acres in desirable Southborough, offering over 3,500 sq ft of living space including a finished walk-out lower level. The gourmet kitchen features Thermador appliances, custom cabinetry with built-in coffee maker, quartz counters, and a stunning waterfall island, opening to a sun-filled family room with vaulted ceilings and skylights. The main level also includes a living room with stone fireplace, oversized dining room, and a private home office, plus an additional flexible room ideal for guests or multi-generational living. Upstairs features a spacious primary suite with newly renovated bath. The walk-out lower level offers a game room, bonus space, and full bath. Enjoy outdoor living on the Trex deck with hot tub overlooking the peaceful yard. Close to Hopkinton State Park, top-rated schools, commuter rail, I-495, Mass Pike, and Route 9 for easy commuting.

44 Gilmore Rd, Southborough

Listing courtesy of Listing Agent: Matthew Kelly from Listing Office: Keller Williams Elite.

217 Cordaville Rd, Southborough
$755,000
4 Beds ⋅ 2 Baths ⋅ 73504940 MLS
Perfectly situated on a sprawling 1-acre lot, this updated 4-bedroom, 2-full bath colonial boasts a large, modern kitchen with a breakfast bar, generous living and dining rooms, and laundry room. A standout feature is the first-floor ensuite, providing the perfect setup for a private guest wing or a bright family room. Upstairs, three additional bedrooms, home office, and a walk up attic, which offers additional storage to compliment the space in the basement. This corner property offers exceptional privacy with a fenced yard surrounded by fruit trees, in-ground pool, 2-car garage and a semi-circular driveway. Located in a top-rated school district, the home is also situated a mile from the Southborough commuter rail T-station. This is your chance to plant roots in a premier community!

217 Cordaville Rd, Southborough

Listing courtesy of Listing Agent: Erika Steele from Listing Office: REMAX Executive Realty.

4 Latisquama Rd, Southborough
$1,075,000
4 Beds ⋅ 4 Baths ⋅ 73488069 MLS
Experience the perfect marriage of historic grandeur and modern luxury in the iconic Works-Bacon House. Located on one of Southborough’s most coveted roads, this "Painted Lady" Victorian offers a bucolic village setting where you can walk to schools, the library, shops, and the golf course. The interior seamlessly blends soaring ceilings and 4 original fireplaces with updated heating & AC for a modern lifestyle. The second floor hosts 3 spacious bedrooms and a dedicated laundry room for ultimate convenience. Ascend to the stunning third-floor turret to find a private guest suite and versatile flex space, perfect for an office or studio. This stylish home is serviced by natural gas and features fully fenced front and back yards, offering a private oasis for pets and play. From the welcoming front porch to the meticulously preserved original details, this beloved residence is a rare opportunity to own a piece of local history. Discover the best of in-town living in this Southborough gem.

4 Latisquama Rd, Southborough

Listing courtesy of Listing Agent: Maria Romero Vagnini from Listing Office: Mathieu Newton Sotheby's International Realty.

4 Joslin Lane, Southborough
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 73498740 MLS
Discover perfect harmony of luxury & nature in this impeccably maintained 4/5 bed, 3.5 bath residence in a lush parklike setting. The heart of the home is a bright, open-concept kitchen & family room designed for modern living. Culinary enthusiasts will love the kitchen w '22 countertops & backsplash & premium appliances incl. newer 5-burner gas cooktop & DW. Inviting family room w wood/gas fireplace that effortlessly flows to '24 Trex deck & stunning yard ready for a pool, ice rink & more. Retreat to luxurious primary suite with sitting area, tray ceiling & cove lighting,2 walk-in closets & spa-like bath. 3-4 more bedrooms, 2 more baths + posh laundry room. Dedicated 1st floor office w French doors offers sophisticated workspace. Step outside to your newer private patio via walkout lower level game room. See upgrades incl: '21 Roof. '24 Deck & updated systems! Quick access to 9/90/495, Framingham shops, Sboro Commuter Rail & top public & private schools, Fay & St. Marks!

4 Joslin Lane, Southborough

Listing courtesy of Listing Agent: Kim Foemmel from Listing Office: Foemmel Fine Homes.

36 Fisher Road, Southborough
$855,000
3 Beds ⋅ 3 Baths ⋅ 73501686 MLS
Enjoy the ultimate stay-cation lifestyle in this stylishly UPDATED and MOVE-IN READY colonial farmhouse blending timeless character with modern living. The open-concept main level is thoughtfully designed for everyday comfort and effortless entertaining, anchored by a beautifully updated kitchen with a large center island. 1st-floor office offers the perfect work-from-home space. Upstairs, you’ll find 3 generously sized bedrooms, including a spacious primary suite with a tastefully updated bath and a large walk-in closet. Outside is your own private oasis, featuring a level yard, in-ground saltwater pool, and cabana—perfect for summer gatherings and relaxing weekends. Oversized one-car garage offers ample storage. So many updates: mini splits, 200Amp electrical, insulation, hot water heater & more-so all you have to do is unpack! Southborough offers top-rated schools and is conveniently located to commuting routes and commuter rail. Showings begin 4/15 - don't miss this beautiful home!

36 Fisher Road, Southborough

Listing courtesy of Listing Agent: Susan McPherson from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

35 Glen Court Unit 35, Southborough
$849,000
2 Beds ⋅ 4 Baths ⋅ 73513842 MLS ⋅ ['Vickery Hills'] BLDG.
Wonderful opportunity for carefree living at Vickery Hills, one of Southborough’s premier 55+ Active Adult Communities. This spacious sun-filled unit is one of the largest models with more than 3200 sq ft of exceptional living space on 3 levels. A stunning open floor plan with soaring ceilings, exquisite moldings & high-end finishes features 2 fireplaces, an open kitchen with granite counters, breakfast bar and cozy dining area. Enjoy a 1st floor primary suite with double walk-in closets, a second floor with loft, bedroom & bath as well as a bonus room, and a huge walk out lower level with recreation room, huge closet, half bath, large heated workshop and ample storage space. All carpets throughout the home are brand new and the 1st floor was freshly painted. A perfect home to entertain guests, family and visiting grandchildren. Located in a convenient Southborough location near walking trails, major routes, strip malls with banks, Starbucks, Dunkins, dining, post office and more!

35 Glen Court Unit 35, Southborough

Listing courtesy of Listing Agent: Ginny Martins from Listing Office: Ginny Martins & Associates.

22 Liberty Drive, Southborough
$1,491,100
4 Beds ⋅ 3 Baths ⋅ 73509908 MLS
Set in the heart of Southborough’s coveted Liberty Estates neighborhood, 22 Liberty Drive sits on one of the largest lots with 1.28 level acres. Offering 5,000+ sq ft across four finished levels, this impressive Colonial features 10 rooms, 4 bedrooms, and 3 full baths, including a first-floor full bath. The chef’s kitchen showcases custom cherry cabinetry, gleaming hardwood floors, double Viking wall ovens, a Viking range with exterior vent, opening to a stunning 24 x 23 skylit family room with cathedral ceilings, a brick wood burning fireplace, and access to an oversized deck overlooking the spacious backyard. A 3rd floor media room with projector & screen, as well as a finished lower level with billiards and ping pong make this home ideal for entertaining. Freshly painted in 2026 with many additional updates. Approximately 1 mile to the MBTA, minutes to Hopkinton State Park, convenient to major commuting routes and close to Southborough’s highly rated public and private schools.

22 Liberty Drive, Southborough

Listing courtesy of Listing Agent: Ginny Martins from Listing Office: Ginny Martins & Associates.

12 Fitzgerald Ln, Southborough
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 73487891 MLS
Set in Southborough’s sought-after Stockwell Farms neighborhood, this custom-styled Colonial offers a distinctive layout rarely found in the area. The sunken family room with fireplace creates a warm, inviting gathering space, while the updated kitchen features new stainless steel appliances and striking offset flooring that blends style with function. Upstairs, brand-new wall-to-wall carpeting adds comfort throughout. The spacious PRIMARY SUITE includes a rare bonus room—ideal for a private retreat, gym, studio, or home office. With 4 bedrooms, 2.5 baths, and 3700+/- sq ft including the finished lower level, set on .86 acres abutting conservation land, this home offers privacy and flexibility in a true neighborhood setting. Convenient to the Southborough MBTA commuter rail, Route 9, I-495, and the Mass Pike, with nearby recreation at Hopkinton State Park, Mooney Field and close to top public schools (Finn School-closest), Fay School, and St. Mark’s School

12 Fitzgerald Ln, Southborough

Listing courtesy of Listing Agent: Ann Atamian from Listing Office: Gibson Sotheby's International Realty.

30 Ward Road, Southborough
$980,000
4 Beds ⋅ 3 Baths ⋅ 73492064 MLS
Warm & inviting, this well-loved colonial sits on a beautiful .83 acre lot in wonderful northside nbhd.The foyer welcomes you in with hardwood floors & leads to the spacious living room loaded with natural light from all the windows, the formal dining room with chair rail & crown molding & flows into the cabinet-packed kitchen with center island & atrium door to deck.The kitchen opens to the family room with soaring ceilings. Private study with built-ins & updated half bath complete the 1st flr.Upstairs is the spacious primary ste with vaulted ceilings, walk-in closet & updated en-suite with double vanity, 3 addl large BRS -all with great closets, full guest bath & convenient 2nd flr laundry.The finished lower level is an open & versatile space with plenty of storage & access to the 2-car garage.Get ready for summer fun in the separately fenced inground pool & oversized tiered deck. All this in wonderful Southboro with top-ranked schools! OFFER DEADLINE OF MONDAY MARCH 30TH @ 2PM!!!

30 Ward Road, Southborough

Listing courtesy of Listing Agent: Geri Cagan from Listing Office: REMAX Executive Realty.

135 Southville Road, Southborough
$770,000
3 Beds ⋅ 3 Baths ⋅ 73514992 MLS
Make it home in popular Southborough! This charmer of a 3-bedroom, 2.5-bath home with side-street driveway access is a welcoming blend of warmth, character, & comfortable flow. The covered porch will be the setting for years of lively conversations; as you enter, you'll see how well-cared for your new home is. All hardwoods were recently refinished, and if natural light is important to you, you'll love the sun pouring through the windows for a light, bright, cheerful vibe! The kitchen was updated w/granite counters & stainless steel appliances. Hang out in the family room, or grill on the patio & watch the playtime in the level yard. Central air will keep you cool, or gather 'round the fireplace in the living room at holidays! Each well-sized bedroom upstairs has ample storage inc. a master suite w/walk-in closet, full bath w/tiled shower, and newly painted. Town water; new septic system being installed. Bonus for local history buffs, back in the day, this beauty was a parsonage!

135 Southville Road, Southborough

Listing courtesy of Listing Agent: Jennifer Juliano from Listing Office: Keller Williams Boston MetroWest.

5 Foxhill Drive, Southborough
$1,917,000
4 Beds ⋅ 5 Baths ⋅ 73480829 MLS
Welcome to 5 Foxhill Drive — a stunning 2015 Colonial offering over 5,500sqft of beautifully designed living space on a private 1.4-acre wooded lot. A dramatic 2-story foyer opens to a sun-filled, open floor plan ideal for everyday living and entertaining. The dream white chef’s kitchen features custom cabinetry, expansive center island, walk-in pantry, and seamless flow into the spacious family room with gas fireplace and hardwood floors throughout. The second level offers 4 spacious bedrooms and 3 full baths, including a luxurious primary suite w/stunning new master bath. The finished walk-out lower level adds approximately 1,300 sq ft with a full bath — perfect for guests, au pair, home office, gym, or media room. Enjoy outdoor living on the stone patio with built-in fire pit overlooking the serene wooded setting. Three-car garage. Conveniently located near the Southborough MBTA commuter rail, major routes, and Finn School. Luxury, space, and location!

5 Foxhill Drive, Southborough

Listing courtesy of Listing Agent: Kristine Wingate Shifrin from Listing Office: Andrew J. Abu Inc., REALTORS®.

14 Wolfpen Ln, Southborough
$2,500,000
5 Beds ⋅ 6 Baths ⋅ 73492047 MLS
Stunning custom 5+ bedrm, 6-bath Colonial, privately sited on 10.88 acres. Located at the end of a cul-de-sac w/ artful stone walls, mature gardens & beautifully landscaped flat backyard. This home features a LEGAL IN LAW APARTMENT designed for Multi-Generational Living! Grand foyer w/ a sweeping staircase introduces the luxurious, yet warm aesthetic of this extensively updated home. The sunlit two-story great rm w/ walls of glass, is a centerpiece, chef’s kitchen & 3 fireplaces. Main Level: formal living & dining rms, home office, a primary suite w/ a laundry rm, kitchen, fireplaced sitting area & full den. The 2nd flr Primary bedrm suite boasts a sitting rm, a spa-inspired marble bath, soaking tub & oversized steam shower & a truly exceptional walk-in closet, laundry rm, 4-car heated garage, 8-seat home theater & a wine cellar. Close to St. Mark's, Fay School & exceptional public schools. Easy access to the commuter rail, Rt 9, Rt 495, Rt 90, Rt85, & Rt30. Easy commute to Boston.

14 Wolfpen Ln, Southborough

Listing courtesy of Listing Agent: Dee Kerner from Listing Office: Compass.

21 Carriage Hill Cir Unit 21, Southborough
$985,000
2 Beds ⋅ 4 Baths ⋅ 73491257 MLS
Welcome home to this VIBRANT, luxury 55+ community offering premier resort-style living & exceptional CLUBHOUSE AMENITIES. Over $150K in exquisite RENOVATIONS elevate this residence. CHEF'S KITCHEN showcases top of the line appliances, custom lighted pantry, quartz counters, designer backsplash & accent walls. The opulent primary suite features a SPA-INSPIRED bath w/ soaking tub, STEAM SHOWER, HEATED tile floors, elegant chandelier, dual vanities & 2 walk-in closets. Enhancements also incl hardwood floors thruout 2nd fl, LED lighting, new fans & plush carpet in LL. Sophisticated open floor plan, 2 gas fireplaces, 3 season sunroom & private office. 2nd fl is a perfect guest retreat w full bath, bedrm & sitting alcoves. Lower level offers a full bath, SAUNA & bonus rms w/ sliders to covered patio. Active clubhouse, gym, tennis/pickleball, Mahjong, gardening groups. Full Social Calendar. HVAC '18, Water Heater '21, new 2nd fl windows. End unit w/ privacy & stunning views!

21 Carriage Hill Cir Unit 21, Southborough

Listing courtesy of Listing Agent: Laura Wauters from Listing Office: Century 21 Custom Home Realty.

15 Southville Road, Southborough
$937,000
4 Beds ⋅ 3 Baths ⋅ 73488314 MLS
Outstanding updates in this quintessential New England garrison colonial situated on a magnificently landscaped .58 acre lot, just under a mile to the MBTA commuter rail to Worcester and Boston and around the corner to Hopkinton State Park. Brand new high efficiency HVAC system, new hot water tank, new oil tank, updated baths and gorgeous kitchen. Enjoy summer dining on a screened porch overlooking the stunning private backyard that features a huge play set, walking paths and gorgeous perennial gardens. The lower level is a walk out basement. Additional highlights include central air, a two-car garage with EV-ready wiring, new driveway in 2018 and the roof was replaced in 2005. Convenient to major commuting routes, outdoor recreation, and Southborough’s highly rated schools. Showings begin at the open house March 21st & 22nd. If you are looking for a move-in ready home, this is the one for you.

15 Southville Road, Southborough

Listing courtesy of Listing Agent: Ginny Martins from Listing Office: Ginny Martins & Associates.

1 Carriage Hill Cir Unit 1, Southborough
$875,000
2 Beds ⋅ 4 Baths ⋅ 73438649 MLS ⋅ ['Carriage Hill'] BLDG.
Life at Carriage Hill means more than just a home; it’s an active 55+ community where neighbors gather for cocktails, pickleball, & endless events at the Clubhouse! Ideally located right across the street, this stunning condo has it all! Soaring ceilings & a fireplaced living room set the tone, while sunroom & deck bring the outdoors in for every day relaxation. Enjoy the open floor plan w/ a cabinet-packed kitchen, sun-filled living room, and tray-ceiling dining room designed for gathering & making new memories. Retire to custom spa-like primary suite. Whether working from home or managing daily tasks, the office provides privacy behind French doors, a stylish tray ceiling, and handsome built-ins. Flexible 2nd Floor for you or welcoming guests w/ loft, sitting area, & full bath. Designed for fun & flexibility, the STUNNING walk-out lower level has hardwoods, fireplaced great room w/full fridge, wet bar, billiards room, full bath, plus 2 versatile rooms. See E-Brochure for More Info!

1 Carriage Hill Cir Unit 1, Southborough

Listing courtesy of Listing Agent: Aimee Siers from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

2 Witherbee Lane, Southborough
$1,685,000
4 Beds ⋅ 5 Baths ⋅ 73493134 MLS
Set in a desirable Southborough neighborhood and abutting over 100 acres of conservation land, this beautifully maintained Colonial offers the best of neighborhood living with an expansive natural backdrop. Nearly 5,000± SF of light-filled living space features a well-appointed kitchen with oversized island opening to a dramatic two-story family room with fireplace. Formal living and dining rooms, along w/ a dedicated first-floor office, provide ideal flexibility. Extensively updated and thoughtfully improved, the home includes a newer roof, systems, hardwood flooring, and a finished walkout lower level offering exceptional space for recreation or guests. The spacious primary suite includes a sitting area and updated bath, while outdoor living is enhanced by a newer deck overlooking professionally landscaped grounds & a generous backyard. Ideally located with convenient access to major routes, commuting options, nearby trails, and reservoir walks, this is a home that truly stands out!

2 Witherbee Lane, Southborough

Listing courtesy of Listing Agent: J. Stanley Edwards from Listing Office: LandVest, Inc., Concord.

28 Sadie Hutt Lane, Southborough
$1,938,888
6 Beds ⋅ 6 Baths ⋅ 73501426 MLS
Looking for something north of ordinary? An entry framed by classic stone walls, this expansive Colonial offers an understated, welcoming sense of arrival. With 5-6 bedrooms, 5.5 baths, & over 5,000 sq ft of main living space, plus a finished walkout lower level, this home is well-crafted for entertaining & everyday ease. Highlights inc. 6 fireplaces, a 3-car garage, & a flexible, flowing floor plan. Recent updates include a 2026 roof, chimney work, fresh interior & exterior paint, some new lighting, refinished hardwoods including the statement-making wide pine floors, Title 5 in hand, & new carpeting in two bedrooms. Set in a coveted neighborhood near St. Mark’s & Fay Schools, your new home will be a magnet for year-round gatherings with guests; picture making years of memories by the 19x40 gunite pool with brand-new pump! A versatile bonus room above the garages offers a variety of options. A home of enduring character, yet still room to personalize to your style over time.

28 Sadie Hutt Lane, Southborough

Listing courtesy of Listing Agent: Jennifer Juliano from Listing Office: Keller Williams Boston MetroWest.

8 Rock Spring Ln, Southborough
$2,185,000
5 Beds ⋅ 5 Baths ⋅ 73458632 MLS
Rare 18+acre estate in sought-after Southborough offering privacy, elegance & possibility. Stately brick residence on 6 landscaped acres plus add’l 12-acre parcel ideal for equestrian, farm or retreat. Resort-style living features heated saltwater pool w/spa, vaulted pool house w/cabana bath, full outdoor station (grill station + pizza oven), stone patios & poolside outdoor shower. Light-filled interior showcases custom millwork, oversized windows & inviting flr plan. Gracious LR w/picture window opens to DR. Great rm w/soaring ceilings, stone FP & walls of glass overlooking patio. Four-season sunrm offers casual dining & outdoor access. Flexible layout served by 5-BR septic: 1st-flr primary suite w/vaulted ceiling & spa-like bath, plus add’l ensuite BR on 1st flr or office. New mudroom on 1st flr. Upstairs offers 3 BRs, a full bath & fam rm/den. 3-car garage, custom stonework & refined finishes complete this exceptional property. Convenient to Boston, Worcester & top-ranked schools.

8 Rock Spring Ln, Southborough

Listing courtesy of Listing Agent: Lisa Aron Williams from Listing Office: Coldwell Banker Realty - Sudbury.

74 Oak Hill Rd, Southborough
$662,500
2 Beds ⋅ 3 Baths ⋅ 73497286 MLS
Situated at 74 Oak Hill Rd in Southborough, MA.  Set back is this renovated single-family residence that presents itself in great condition, an attractive property promising refined living. This established dwelling, constructed in 1963, offers a harmonious blend of enduring charm and contemporary comfort, poised within a serene natural backdrop. The culinary space is thoughtfully appointed, featuring sophisticated stone countertops, complemented by shaker cabinets, offering ample storage with a classic, clean design.  The living room provides a comforting atmosphere, highlighted by a charming wood stove creating an inviting space for relaxation and warmth. Among the two bedrooms, one offers the indulgence of an ensuite bathroom, providing a private sanctuary within the home. The residence includes two full bathrooms and 1 half bathroom.  Encompassing a generous 59677sqft lot with a fenced yard.

74 Oak Hill Rd, Southborough

Listing courtesy of Listing Agent: Cathy Ricci from Listing Office: Lamacchia Realty, Inc..

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