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$1,899,900
4 Beds ⋅ 5 Baths ⋅ 73575459 MLS
Exceptional custom-built home offering sophisticated design, soaring ceilings, walls of glass, and a seamless connection to the beach-entry gunite pool surrounded by your beautiful backyard oasis. The updated modern kitchen features Taj Mahal quartz, marble backsplash, refinished oak flooring, and fresh interior paint. The gas cooktop, pot filler, double ovens and warming drawer are a cook’s delight. The main level offers four flexible bedroom options, including a spacious primary suite with fireplace, built-ins, and walk-in dressing room. A private second-floor guest suite adds versatility. The finished walkout lower level has a universal design accessible by stairs, elevator and sloped walkway from the front of the home. Offering excellent ADU potential with an accessible bath and roll-in shower. Attached garage with step-free entry. Enjoy Southborough’s highly regarded schools and convenient MBTA access.

6 Watkins Ln, Southborough

Listing courtesy of Listing Agent: Jennifer Green Thompson from Listing Office: RE/MAX Signature Properties.
$6,250,000
5 Beds ⋅ 9 Baths ⋅ 73575382 MLS
Once in a lifetime opportunity to own an irreplaceable almost 10 acre estate*One of the area's most desired streets is home for this completely bespoke manor*Meander down the long, sense of arrival driveway past your own spring fed small pond and charming barn setting the stage for understated elegance*Enter the slightly elevated parking court surrounded by granite walls with complete paver entry (partially heated for winter weather) and be impacted by this refined home of exceptional quality built by noted local builder*While being welcoming and inviting, this home is ultra-luxe in every conceivable way without being ostentatious*Impeccable grounds include acres of lush, groomed grass, a tree lined groomed allee creates a visual promenade for the rear of the property and is tastefully and subtly illuminated with abundant landscape lighting*Sumptuous pool area with covered outdoor entertainment pavilion, dressing room, bathroom, outdoor shower and patios with stone walls and metal balusters is set off to the side enjoying privacy and great afternoon sun*This home enjoys remarkable and substantial infrastructure for years of enjoyment*Refined styling is paramount for timeless enjoyment of this unique home*Custom crafted front double doors and custom crafted mahogany garage doors are complemented by subtle sand-colored cut granite and wood shingles all capped by the new wood roof*Multiple rooflines, many bay windows, covered porch and screened porch make this home an architectural masterpiece*1st level enjoys a front-to-back limestone Foyer bisecting the home and creating a sense of flow*Formal rooms are complemented by more casual spaces to provide a feeling of warmth*1st floor enjoys 2 Family Room areas, formal rooms for entertaining, heart-of-the-home Kitchen, substantial mudroom and stunning vaulted, fireplace screened porch*Follow the incredible sweeping staircase to the upper story with the west side for fireplaced Primary suite with two generous, custom WI closets plus a cedar closet, private balcony and truly sumptuous bath*there is also a guest bedroom & bath on this side*The east side of the house is home for two additional bedroom suites, giant well-outfitted study with built-in desk units, large laundry, craft room and wonderful "in-law" or long-term guest suite*Finished walkout lower level has exercise room, spa-bath, large multi-use space and movie theatre*4 car garage*Lit sport court for basketball or pickle ball*Every imaginable upgrade*

31 Sears Rd, Southborough

Listing courtesy of Listing Agent: Andrew Abu from Listing Office: Andrew J. Abu Inc., REALTORS®.
$639,900
3 Beds ⋅ 1 Baths ⋅ 73569415 MLS
Set on almost an acre of land and set back from the road offering privacy and tranquil views. An abundance of natural light, beautiful hardwood floors and french doors that lead from the kitchen out to the wrap around deck make this a beautiful and unique property. A stunning Kitchen featuring soapstone contertops, tons of counter and cabinet space offer plenty of room to cook your favorite delicasies. less than 3/4 of a mile to the commuter rail as well as major highways make this a commuters dream. Hopkington state park is less than a mile away offering hiking, biking, boating and other outdoor activities. Don't miss your chance to see this gorgeous home.1 year Homeshield home warranty provided to buyers who can close within 30 days. ADT home security to be re activated by new buyers.

23 Woodbury Rd, Southborough

Listing courtesy of Listing Agent: Brian Othmer from Listing Office: Proactive Realty.
$1,099,900
3 Beds ⋅ 4 Baths ⋅ 73568578 MLS
Welcome to Wedgewood Estates, a highly sought-after Southborough community offering top-rated schools, exceptional commuter access, and a wonderful neighborhood setting. This meticulously maintained and thoughtfully updated home reflects the pride of ownership rarely found in today’s market. The inviting open floor plan features gracious front-to-back living and dining spaces, a private study, and an exceptional kitchen with custom cabinetry, quartz countertops, stainless-steel appliances, and an oversized island that flows seamlessly into the cathedral family room. Upstairs, hardwood floors enhance the spacious primary suite, complete with an expansive walk-in closet, beautifully updated bath, and convenient second-floor laundry. Generously sized additional bedrooms share a tastefully updated bath. The finished lower level provides two flexible spaces currently used as a family room and gym, along with a full bath—ideal for guests, recreation, or a home office. Outside, your private backyard oasis awaits with an in-ground pool and low-maintenance deck, creating the perfect setting for summer entertaining and relaxation. Just steps from highly rated Mary Finn Elementary School, with miles of paved sidewalks and easy access to the MBTA train. Come take a tour and Make Yourself at Home!

26 Wildwood Dr, Southborough

Listing courtesy of Listing Agent: Jennifer Green Thompson from Listing Office: RE/MAX Signature Properties.
$1,199,000
3 Beds ⋅ 4 Baths ⋅ 73568545 MLS
***PRICE ADJUSTMENT***.Don't miss this stunner on scenic & historic Sears Rd! This immaculate spacious home with 2-story foyer, banquet sized DR & 1st floor office.Chef’s kiss dream kitchen featuring Thermador & Bosch appliances incl a warming oven surrounded with windows overlooking private wooded rear yard.Cathedral FR with wood burning fireplace & gallery to 2nd floor opens to one of two decks cleverly sited to enjoy all that nature has to offer as well as gorgeous free form inground pool. 2nd floor features incl spacious primary suite with newer bath ensuite. Two additional bedrooms & full bath complete second floor. Mostly finished walk out basement is ideal for multi-generational living/au pair, etc. Currently used as a bedroom with full bath, slider to rear yard provides wonderful natural light & spacious sitting area is ideal to unwind. Built in bar offers convenience. Additional unfinished space provides plenty of storage.Sears Rd at its finest!

71 Sears Rd, Southborough

Listing courtesy of Listing Agent: Caroline Hanlon from Listing Office: Fireside Real Estate.
$1,600,000
3 Beds ⋅ 4 Baths ⋅ 73567054 MLS
Imagine coming home to your own private retreat, tucked away on a quiet dead end street with the Sudbury River flowing past your backyard, protected conservation land bordering the property, and a private hiking trail just steps from your door. Welcome to 12 On The River, a truly unique custom home set on approximately 1.5 acres in Southborough, where thoughtful design, natural surroundings, and modern luxury come together.From the moment you walk inside, it is clear this is not a typical new build. Soaring ceilings, oversized black framed windows, five automated skylights, and walls of glass fill the home with natural light while bringing the surrounding landscape into nearly every room. Acacia hardwood floors run throughout, complemented by custom millwork, exposed architectural wood, and built ins that give the home warmth and character.The home offers three bedrooms, three full bathrooms, one half bathroom, and a spacious office and gym. The bathrooms were designed to feel like a retreat of their own, with inspiration from Japanese ofuro and onsen traditions as well as Roman design. Marble finishes, heated floors, and dramatic ceiling mounted rain showers create a spa like experience at home.The living spaces are equally inviting. Multiple fireplaces create warm gathering areas throughout the house, while a premium appliance package and integrated LED lighting make the home ideal for both everyday living and entertaining. A custom Finnish style sauna adds another place to relax and unwind without ever leaving home.Outside, the property feels just as special. James Hardie siding, custom decking, landscaped grounds, and an illuminated driveway lined with distinctive torch style posts create a memorable first impression. The home was also built with efficiency in mind, with high performance construction and an exceptional HERS energy rating.A whole house AqualiteUS water treatment system provides filtered and conditioned water throughout the home, adding another thoughtful feature to a property where very little was overlooked.What truly sets 12 On The River apart, though, is the setting. River views from your own backyard, conservation land surrounding you, private access to nature, and a home filled with architectural details that give it real personality.12 On The River offers the privacy of a retreat, the comfort of a thoughtfully designed home, and a connection to nature that can be enjoyed every day. Come Experience for yourself!

12 Wood St, Southborough

Listing courtesy of Listing Agent: Alberto Jara from Listing Office: Red Bow Realty.
$549,897
2 Beds ⋅ 1 Baths ⋅ 73566590 MLS ⋅ ['166 Southville'] BLDG.
Motivated sellers!!! This turnkey home feels like a single family and was thoughtfully renovated in 2015. This well maintained home blends modern updates, character, flexible living space, and a private outdoor retreat—with no HOA fee. The chef's kitchen shines with custom beaded-edge, soft-close cabinetry, granite countertops, and a beautiful dark walnut butcher-block island—perfect for everyday meals or entertaining. Enjoy your fully fenced backyard with a 16' x 10' deck, shady patio, gardens, and shed. Direct outdoor access leads to a versatile space ideal for a home office, gym, or hobby room. Inside, exposed beams add character, while the charming mudroom features built-in cubbies. The finished walkout basement offers valuable additional living space, storage, and flexibility for a media room, office, workout area, or guest space. Other highlights include: whole-home surround sound wiring with exterior deck speakers, 3 parking spaces, pet-friendly (1 cat and/or 1 dog), no HOA fee & master insurance is $324 quarterly. Easy to show by appointment with some notice. Don't miss this opportunity to own a home with style, privacy, and flexible space!

166 Southville Rd Unit A, Southborough

Listing courtesy of Listing Agent: Alison Corton from Listing Office: ERA Key Realty Services- Fram.
$1,499,900
5 Beds ⋅ 4 Baths ⋅ 73562898 MLS
Priced to sell $100,000 below tax assessment! 4050+ sqft, ALL above grade! Handsome 5-bedroom, 3.5-bath Colonial privately neslted on 2+ acres, one of 13 custom built estates on a prestigious private way & cul de sac. A dramatic two-story foyer opens to an elegant home office with French doors and wood-burning fireplace, flowing into the oversized dining room and expansive gourmet eat-in kitchen with maple cabinetry, Thermador gas cooking, large breakfast island, multiple workstations, and pantry-perfect for entertaining. The sunny kitchen opens to the patio for grilling and the backyard, as well as a spacious family room with masonry fireplace with gas insert. A generous mudroom off the garage offers exciting 600 sqft ADU/expansion potential, ideal for home office, golf simulator and billiard room. The second-floor features four bedrooms and two full baths, while the third floor offers a private guest retreat with family room, bedroom, and full bath. Southborough is known for its world renowned private Fay and St. Mark’s schools as well as it’s highly regarded public schools. Enjoy nearby 6-mile trail around the reservoir, Framingham’s many restaurants and shops just moments away, plus easy access to Route 9, I-90, and commuter rail. See feature sheet for many recent upgrades & capital improvements including a brand new heating/cooling system & 19 upgraded windows. This home has been meticulously maintained and it’s ready for new owners to enjoy!

3 Graystone Way, Southborough

Listing courtesy of Listing Agent: Kim Foemmel from Listing Office: Foemmel Fine Homes.
$875,000
2 Beds ⋅ 4 Baths ⋅ 73560176 MLS ⋅ ['Carriage Hill'] BLDG.
Enjoy carefree living at Carriage Hill, Southborough’s highly coveted 55+ active-adult community. This Clarendon model, the largest of the three townhome designs, offers approximately 3200 square feet of versatile living space with 10 rooms, 2 bedrooms, 3½ baths, two gas fireplaces, a two-car garage and a finished walkout lower level. The open main level features a first-floor primary suite with a cathedral ceiling, two generous closets and a spacious bath. The kitchen offers gas cooking, granite countertops, a four-seat breakfast bar and an adjoining breakfast room. Enjoy entertaining and summer dining on the brand-new, oversized composite deck. The walkout lower level provides flexible space for guests, a home office, recreation or hobbies, along with ample storage. Carriage Hill offers a vibrant and welcoming community with pickleball, tennis and an award-winning clubhouse hosting book clubs, card games, mahjong, happy hours and a variety of social activities. Convenient access to Routes 9 and 90 makes travel to Boston and surrounding communities easy.

69 Carriage Hill Circle Unit 69, Southborough

Listing courtesy of Listing Agent: Ginny Martins from Listing Office: Ginny Martins & Associates.
$619,900
3 Beds ⋅ 2 Baths ⋅ 73559998 MLS
Welcome home to this tastefully updated 3-bedroom, 2-full-bath Colonial, perfectly situated in a prime commuter location. The sun-filled first floor offers a beautifully renovated kitchen featuring quartz countertops, a classic subway tile backsplash, and new stainless steel appliances. A versatile first-floor bedroom—ideal as a guest room or home office—a full bathroom, and a spacious family room create the perfect layout for both everyday living and entertaining.Upstairs, you'll find two generously sized bedrooms, a second full bathroom, and the convenience of a second-floor laundry area.Outside, enjoy low-maintenance vinyl siding, a stunning bluestone patio, professionally landscaped grounds, and a large, private fenced backyard complete with a fire pit—an ideal space for relaxing, entertaining, and making memories year-round.

7 Cherry Street, Southborough

Listing courtesy of Listing Agent: Angela Diatelevi from Listing Office: Chinatti Realty Group, Inc..
$624,000
2 Beds ⋅ 3 Baths ⋅ 73559820 MLS ⋅ ['Southborough Meadows'] BLDG.
55+ Living at Its Best! Welcome to this beautifully maintained home, ideally situated on a quiet cul-de-sac in the highly sought-after Southborough Meadows community.Step inside to an open-concept floor plan featuring hardwood floors, a vaulted ceiling with newer skylight. The bright kitchen opens seamlessly to the dining area, making it perfect for entertaining. Main-level primary suite offers new carpeting, a spacious closet, a private en suite bath, and laundry area. A second bedroom is also located on the main living level.Front-to-back living room features a custom opening to a charming den/sunroom, providing access to private rear deck.The finished walk-out lower level adds to living space with brand-new carpeting, a bonus bedroom, gas fireplace, full bath, ample storage, and slider to rear private patio.Recent updates include a new hot water heater, as well as a new roof, skylight, deck, driveway, and walkways, all completed in 2022.Conveniently located near shopping, restaurants, and major commuter routes including Route 9, I-495, and the Mass Pike, this home offers the perfect blend of comfort, convenience, and low-maintenance living.

48 William Onthank Ln Unit 48, Southborough

Listing courtesy of Listing Agent: Nicole Esposito from Listing Office: Keller Williams Boston MetroWest.
$999,900
4 Beds ⋅ 3 Baths ⋅ 73556730 MLS
Discover exceptional quality & timeless style in this COMPLETELY renovated 4-bedroom Garrison set on a beautifully landscaped 1.08-acre lot in one of Southborough's most desirable ngbhds - minutes to schools! Every detail has been thoughtfully updated, featuring a stunning fully remodeled chef's kitchen with custom cabinetry, stone countertops, oversized island, wine chiller & top-of-the-line Fisher Paykel stainless appliances that flows seamlessly into the 22x13 family rm with a fireplace & built-in shelves. Designer bathrooms showcase premium finishes, custom tilework & upscale fixtures, while thorough renovations throughout provide true turnkey living. Hardwood floors, a gracious living room with bay window, inviting formal dining room & a STUNNING sunroom with walls of glass offers exceptional spaces for everyday living & entertaining. The spacious primary suite includes a walk-in closet & luxurious NEW en-suite bath. Partially finished walkout lower level offers a home office or game room. Updated HVAC, Windows & Roof. 2-car garage, HUGE fenced yard, large "party sized" deck. Outstanding curb appeal & gardens. Easy access to elementary & middle schools, Route 9, train service to Boston, shopping & conservation trails. MINT MINT MINT.

8 Bantry Road, Southborough

Listing courtesy of Listing Agent: Rosemary Comrie from Listing Office: Comrie Real Estate, Inc..
$900,000
4 Beds ⋅ 3 Baths ⋅ 73553288 MLS
Simply amazing opportunity to be tucked away on one of Southborough's most desired cul-de-sacs with easy access to the Beals Preserve*Crisp white Colonial positioned beautifully on a gentle knoll with just over an acre providing the privilege of privacy & the benefits of a neighborhood*Pleasing floorplan with great FLOW*Gleaming refinished hardwood floors and freshly painted walls and trim in most areas provide a move-in condition environment for easy living*Inviting Living Room with wood burning fireplace sundrenched from a large window wall opens to formal Dining Room with French windows*Heart of the home Kitchen with impressive, huge center island opens to lovely vaulted Family Room with sliders to deck*Nicely sized two-car garage with new high-quality doors & door openers*2nd floor offers a spacious, romantic Primary Suite with windows on 3 sides, 3 closets & full bath*3 additional bedrooms with hardwood floors, renovated hallway bath*2nd floor laundry room!*Lower level Bonus Room plus plenty of unfinished storage*Garden shed*

11 Hickory Rd, Southborough

Listing courtesy of Listing Agent: Andrew Abu from Listing Office: Andrew J. Abu Inc., REALTORS®.
$839,000
2 Beds ⋅ 4 Baths ⋅ 73554574 MLS ⋅ ['Carriage Hill'] BLDG.
Welcome to Carriage Hill, Southborough's sought-after 55+ community. This beautifully maintained Arlington Model home offers generous finished living space across three levels. The sun-filled main level features a dramatic cathedral-ceiling living room with fireplace and French doors to the composite deck, a gracious dining room, remodeled 2022/23 kitchen, and spacious primary bedroom. Upstairs are a second bedroom, full bath, and versatile loft. The exceptional finished walkout lower level adds a fireplaced family room with custom built-ins, private office, studio/bonus room, full bath, and abundant storage. Hardwood floors, central air, ductless mini-split, central vacuum, whole-house generator, and two-car garage complete the home. Enjoy professional landscaping, clubhouse, fitness room, paddle tennis, and walking trails in a convenient, beautifully cared-for setting.

57 Carriage Hill Cir Unit 57, Southborough

Listing courtesy of Listing Agent: Joe Teceno from Listing Office: Mathieu Newton Sotheby's International Realty.
$640,000
3 Beds ⋅ 2 Baths ⋅ 73554468 MLS
This special 9-room, single-family home is located on a peaceful, quite street, yet conveniently close to the Southboro MBTA rail station. Set on a private lot with a Trex deck overlooking the large backyard. The primary residence includes two ample bedrooms, a spacious office and a large eat-in kitchen that opens to a huge living room with hardwood floors. The living room features a stone fireplace upgraded with a highly efficient heating insert, paired with fully rebuilt chimneys - combining classic charm with reliable performance. Also, the updated electrical panel and the dedicated generator transfer panel, offer peach of mind during New England weather. The in-law suite provides a separate entrance and boasts a modern kitchen, full bath and a bright bedroom with a soaring cathedral ceiling. Act now before this gem is gone!

28 Highland St, Southborough

Listing courtesy of Listing Agent: Richard Anzalone from Listing Office: Remax A-Team.
$640,000
3 Beds ⋅ 2 Baths ⋅ 73554464 MLS
This charming 2-family offers about 2,000 square feet of thoughtfully designed one-level living is located on a peaceful, quiet street, yet conveniently close to the Southborough train station. Set on a private lot with a Trex deck overlooking the large backyard. The larger unit includes two ample bedrooms, a spacious office and a large eat-in kitchen that opens to a huge living room with hardwood floors. The living room features a stone fireplace upgraded with a highly efficient heating insert, paired with fully rebuilt chimneys - combining classic charm with reliable performance. Also, the updated electrical panel and the dedicated generator transfer panel, offer peace of mind during New England weather. The second unit offers a separate entrance and boasts a modern kitchen and bath, and a bright bedroom with a soaring cathedral ceiling. With strong income potential and layout flexibility, it is a great choice for rental or an in-law arrangement.

28 Highland St, Southborough

Listing courtesy of Listing Agent: Richard Anzalone from Listing Office: Remax A-Team.
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 73553335 MLS
Welcome to 10 Burnett Rd Southborough where comfort and refined living await! The formal living room & dining room lead to the stunning eat-in kitchen - it's a chef's dream to work in with granite countertops, double ovens and stainless appliances. The open floor plan here leads to the family room with vaulted ceilings, skylights & fireplace. The first-floor office with storage, built in bookshelves and French doors complete this floor. The 2nd floor has all 4 large bedrooms- the primary bedroom features a walk-in closet as well as an en-suite bathroom with a large, jetted tub, double vanity and skylights. Laundry is located just down the hall. The beautiful, finished walkout basement adds to your entertainment options and/or workout space or game room- with a refrigerator, sink and microwave and a full bathroom and a sliding door out to the yard. Beyond the interiors of this home, the deck off the kitchen and family room extend to the fabulous outdoor living space with a wonderful heated inground pool, and a covered area of the deck and a pool house for storage. See list of updates and inclusions! So convenient to shopping and major routes.

10 Burnett Road, Southborough

Listing courtesy of Listing Agent: Lydia Rajunas from Listing Office: REMAX Executive Realty.
$975,000
4 Beds ⋅ 3 Baths ⋅ 73552290 MLS
Exceptional 3,000± sq. ft. Farmhouse Colonial with an inviting farmer’s porch, gracefully sited on a sun-filled 1-acre lot surrounded by spectacular perennial gardens. This beautiful 4-bedroom, 2.5-bath home offers a stunning family room w/custom built-ins & fireplace, Entertain in your open kitchen w/ Ctr island, butcher block counters & hardwood floors! Plus a dedicated first-floor office or gym! The cathedral primary suite offers a dressing room & luxurious en suite with soaking tub & separate shower. Enjoy a spacious deck overlooking your private backyard retreat with an inground pool, custom fencing, irrigation, & lush landscaping. New roof (2017), new pool liner (2021), Anderson windows, W/D/Ref incl, new septic distribution box (2026), central air, 2-zone heat, & an expansive lower level ready for future expansion. Minutes to major routes, commuter rail, shopping, dining, & Southborough’s award-winning schools. The perfect home for entertaining family and friends, indoors & out!

162 Main St, Southborough

Listing courtesy of Listing Agent: The Real Estate Ladies Team from Listing Office: REMAX Executive Realty.
$825,000
4 Beds ⋅ 2 Baths ⋅ 73547957 MLS
Make it home in Southville! Discover the perfect blend of classic style & modern living in this beautifully appointed, 5-year-young Colonial. Set on a side street, this immaculately maintained 3-4 bedroom, 2 full bath home features hardwood floors, stylish tiled baths, & an open-concept design ideal for entertaining & everyday life. The heart of your home, the kitchen, offers quartz countertops and a center island, a gas stove, a pantry closet, & a separate dining area that flows seamlessly into the sunny living room w/gas fireplace. A 1st floor bedroom or den has full bath & laundry room nearby, adding extra flexibility. Upstairs, you'll discover the master bedroom w/large, walk-in closet & custom organizers. Take in the natural setting from an expansive deck overlooking the level, partially fenced backyard ideal for pets, parties, play! Gas heat, central air, detached garage, & less than a mile from the MBTA station, Finn School, & recreation at Mooney Field! Consider adding a 2-car garage in the future, OR, potentially transform the existing, detached 1-car garage into an ADU! Schedule your private appointment today, quick closing available if needed!

45 Highland Street, Southborough

Listing courtesy of Listing Agent: Jennifer Juliano from Listing Office: Keller Williams Boston MetroWest.
$1,994,600
4 Beds ⋅ 5 Baths ⋅ 73547570 MLS
This custom contemporary estate has been fully renovated with over $500k of high end updates! Inside boasts over 7400sqft of living space with a secluded first floor primary suite including an office space, walk in closet and recently renovated full bath with endless storage. The designer chefs kitchen was thoughtfully put together with high end appliances, cabinetry and countertops. The upstairs features 3 additional oversized bedrooms with 2 full baths that just completed renovations. The basement shows as another open living space with huge windows, an exercise room, game area, office space and additional full kitchen with theater space. Your outdoor space is just as fabulous with views of the Sudbury River, an inground heated pool, hot tub with cabana and putting green. A completely renovated ADU building can be utilized for how you see fit. Whether you are a family looking for a quiet retreat or someone that does a lot of entertaining, this breathtaking property has it all.

6 Lynbrook Road, Southborough

Listing courtesy of Listing Agent: Jeffrey Incutto from Listing Office: BA Property & Lifestyle Advisors.
$1,425,000
4 Beds ⋅ 3 Baths ⋅ 73541659 MLS
Lovely 4 Bedroom home nestled on a cul-de-sac in one of Southborough’s most desirable neighborhoods. Beautiful 2.6-Acre setting & 3-car garage. Over 4,100 sq.ft. of Living Space (not including the unfinished walk-out basement) and offers the perfect blend of space, comfort, and privacy. Architectural details throughout w/ columns, arched picture windows, & doorways. New Interior & exterior paint, new carpets, new sliders, new stove, refinished hardwood floors, and new decking. Fireplace in Family Room, 1st floor Office, 2nd floor Reading Nook, & 2nd floor Bonus Room. Ideally situated on a private road among other magnificent homes. The property has beautiful curb appeal. Unfinished Basement could be finished for additional living space! Conveniently located w/ easy access to Routes 495, the Mass Pike (Rte 90)& 9. Top-rated Southborough schools including Algonquin Regional High School and home to world-renowned private schools: Fay, St. Mark's and NECC. Don't miss this rare opportunity!

6 Old Harry Rd, Southborough

Listing courtesy of Listing Agent: Gail DuBois from Listing Office: William Raveis R.E. & Home Services.
$1,049,000
4 Beds ⋅ 3 Baths ⋅ 73541084 MLS
Open House Cancelled. Looking for the perfect blend of classic New England charm, timeless character, & stylish modern updates? This exceptional Cape in Southborough is filled w/ warmth & architectural detail throughout. The expansive first floor features an updated kitchen w/ granite countertop, SS appliances, double ovens & a bright breakfast area. French doors open to a sun-filled three-season room overlooking the private, beautifully landscaped backyard. Enjoy a spacious family room w/ fireplace, a gracious living room w/ built-ins, fireplace, & French doors, plus a first-floor office w/ built-ins and backyard access. Upstairs, the generous primary suite offers two closets, a fireplace, & private bath.Three additional bedrooms & a full bath w/ Italian Marble floor & whirlpool tub complete the second floor. Stunning wide-plank knotty pine wood floors, abundant natural light, & thoughtful updates enhance every space. Lower level mudroom & ample storage. A truly special home w/ character & charm throughout

2 Stowe Rd, Southborough

Listing courtesy of Listing Agent: TEAM Metrowest from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$1,199,000
4 Beds ⋅ 4 Baths ⋅ 73537849 MLS
Imagine your custom built private oasis nestled amongst the trees overlooking 88 acres of Breakneck hill conservation land minutes from rt 9 and the Mass Pike. The minute you walk in you are greeted by a vaulted two story living room with a spectacular stone fireplace, a chefs kitchen, master suite and a truly inspiring two story family room with dining area and yet another dramatic stone fireplace. The second story features an office space, two large bedrooms with amazing views and a walkway overlooking the first floor. First floor is a lovely play area and mudroom with a small kitchen, gym area and a fourth bedroom perfect for inlaw or nanny suite. The mature landscaped yard is a treasure for you and yours featuring more than an acre of beautifully landscaped yard with a back porch, front porch and two additional patios in front and behind this beautiful home. Freshly painted exterior and newer high efficiency oil furnace are just a few of the new items in this pristine well maintained home.A short walk across the street to a community garden and conservation trails awaits your enjoyment.

55 Breakneck Hill Rd, Southborough

Listing courtesy of Listing Agent: Graham Pettengill from Listing Office: ERA Key Realty Services- Fram.
$960,000
73535999 MLS
Call list agent

148 Marlboro Rd, Southborough

Listing courtesy of Listing Agent: Alex Smith from Listing Office: The Stubblebine Company.
$1,099,000
4 Beds ⋅ 4 Baths ⋅ 73535012 MLS
Attention nature lovers! This private waterfront retreat sited on a dead-end street along the Sudbury River offers 4-5 bedrooms, 3.5-baths, and 3,344 SF of refined living and outdoor space that truly feels like a hidden gem. A large deck, renovated bluestone patio, and generous yard all overlooking the river and serene surroundings create a sense of true indoor-outdoor living. Inside, a soaring two-story foyer sets the tone of the gracious residence. The expansive family room opens through glass pocket doors, and the inviting fireplaced dining room with built-ins adds warmth and character. The flexible floor plan offers possibilities - use the formal dining area as a sitting room to enjoy coffee or drinks by the fire. The sprawling kitchen impresses with a granite island, eat-in peninsula, cooktop, wall oven, and full wall of pantry storage. The primary suite features a window seat with panoramic views, three walk-in closets, and a Restoration Hardware-inspired remodeled bathroom with soaking tub, HEATED FLOOR, tiled shower, and double vanity. Upstairs, three additional large bedrooms and laundry complete the second floor. The versatile lower level offers a large bonus room plus a potential bedroom, gym, or home office space and remodeled full bath – great for a guest suite or multi-generational living. The 2-car attached garage offers direct access to the main living area for supreme convenience. More than a home - this is a lifestyle of nature, privacy, and elevated living - all within proximity to Hopkinton State Park, Commuter Rail, Rt. 9, Mass Pike, 495, and Southborough's highly-regarded public and private schools. Recent updates include high efficiency heat pump HVAC system (2022), luxury primary bath remodel, powder room remodel, dishwasher (2026), fridge (2023), renovated bluestone patio, and refreshed carpeting throughout second floor and stair runner (2026). Hardwood floors will be refinished Sept. 2026.

18 Wood Street, Southborough

Listing courtesy of Listing Agent: Annie Pfaff from Listing Office: Gibson Sotheby's International Realty.
$929,000
2 Beds ⋅ 4 Baths ⋅ 73534485 MLS ⋅ ['Carriage Hill'] BLDG.
Welcome to 53 Carriage Hill Circle, where an active lifestyle meets elegant design! This beautiful end-unit offers beautiful hardwood flooring, abundant natural light, and impeccable attention to detail throughout. The recently renovated kitchen offers a perfect space for everyday living and entertaining alike. The bright and inviting four-season sunroom provides a peaceful retreat to work or unwind while taking in the surrounding views. You’ll appreciate the first-floor primary suite which features a fully renovated bathroom that must be seen to be appreciated. Upstairs, you'll find a spacious second bedroom, a full bath, a versatile loft area, and more. The impressive walk-out lower level provides an open-concept design that includes a family room, fitness area, another office or study and a full bathroom. A gym at the clubhouse? Yes indeed along with a full social calendar, nearby walking trails, Boston, and so much more.

53 Carriage Hill Unit 53, Southborough

Listing courtesy of Listing Agent: Mark Sacco from Listing Office: LAER Realty Partners.
$1,075,000
4 Beds ⋅ 3 Baths ⋅ 73533994 MLS
Tucked along scenic Pine Hill Road in Southborough, this stunning colonial sits on a peaceful, park-like acre lot abutting conservation land. Inside, the recently renovated (2025) magazine-quality kitchen steals the show: professionally designed with quartz counters, premium brand stainless appliances, ample cabinetry with custom interior organization, a large island with built-in microwave that seats four, natural gas cooking with vent hood, and a custom beverage center/coffee bar. From the kitchen, step out to the composite deck to take in the tranquil, wooded views. Stylish modern bathrooms, gleaming hardwoods and attractive tile throughout the first floor, and fresh carpets throughout the upper-level complete the polished interior. Four spacious bedrooms include a sprawling primary suite with ensuite bathroom and a large walk-in closet. The flexible floorplan offers a front-to-back family room and a separate front-to-back living room, a large dining room open to the kitchen for hosting and entertaining, a gracious foyer with double closets, an oversized lower-level mudroom, and a flexible finished basement room ideal for a home office, gym, or playroom - spaces for truly every need. The home's location is exceptionally convenient, with easy access to Rt. 9 and the Mass Pike, making it a commuter's dream. Enjoy Callahan State Park just moments away, offering miles of trails and hundreds of acres of parkland, plus additional trails nearby along the Sudbury Reservoir as part of the Bay Circuit Trail. All this, plus access to a welcoming community and highly regarded schools in Southborough. 63 Pine Hill Road has been meticulously maintained and shows extreme pride of ownership; see the extensive list of updates and improvements attached to MLS - including exterior painting just completed September 2026!

63 Pine Hill Road, Southborough

Listing courtesy of Listing Agent: Annie Pfaff from Listing Office: Gibson Sotheby's International Realty.
$1,795,000
4 Beds ⋅ 4 Baths ⋅ 73531936 MLS
Resort-style living on 1.03 landscaped acres in Watkins Glen. This 2001 Colonial offers 4 bedrooms, 4 full baths, a 3-car garage, and a heated in-ground pool. The chef’s kitchen opens to living space and a four-season sunroom with walls of windows and a gas fireplace. Formal dining has a coffered ceiling and custom hardwood inlay. A third-floor bonus room plus a walk-out lower level give you office, gym, media, or guest options. Outside: mature rose gardens, stone walls, and a fenced yard. Near commuter routes, Algonquin schools, and trails. Photo digitally enhanced to depict twilight.

2 Watkins Ln, Southborough

Listing courtesy of Listing Agent: Susan Gillis from Listing Office: William Raveis R.E. & Homes Services.
$749,900
2 Beds ⋅ 3 Baths ⋅ 73530047 MLS ⋅ ["Cain's Crossing"] BLDG.
Motivated seller Relocating! OPPORTUNITY KNOCKING! Welcome to luxury, low-maintenance living in this beautiful 55+ active adult duplex townhouse in Southborough~The open floor plan features a custom kitchen w/quartz countertops, SS appliances, farmhouse sink, center island & ample cabinetry, flowing into the impressive 2 story family room w/a gas fireplace~The 1st floor primary suite offers a full bath & walk-in closet, along with convenient 1st floor laundry~The 2nd level includes a spacious loft, office area, 2nd bedroom & full bath, providing flexible living space for guests~Enjoy outdoor living on the private patio, perfect for relaxing or entertaining~Additional features include a two-car garage & a full walk out basement w/a finished room used as a media room + storage~Harvey windows, vinyl siding & efficient propane heat for your comfort~Enjoy community amenities including a courtyard with benches and firepit~ Ideally located near shopping, restaurants, golf, commuter rail & major routes~Exceptional value, quality and design!

7 Cain Cir Unit 7, Southborough

Listing courtesy of Listing Agent: Muneeza Realty Group from Listing Office: Keller Williams Pinnacle MetroWest.
$599,000
2 Beds ⋅ 3 Baths ⋅ 73527826 MLS ⋅ ['Woodland Meadows'] BLDG.
*NEW CONSTRUCTION* Beautiful unit in a quiet, neighborhood setting with open floor plan. Kitchen with granite countertops that opens to dining area. Slider from kitchen offers natural sunlight and access to new deck that overlooks woods in the back yard. Bright living room with two large windows, has extra closet and offers access to a private balcony in the front of the house. Hardwood floors throughout on first floor and up staircases. 2 nicely sized bedrooms upstairs with new carpet . Master bedroom has walk-in closet and en suite bathroom. Second bedroom has walk in closet with its own window. Full bathroom in the upstairs hallway . 2nd floor Laundry. 2 car tandem garage with storage / utility closet. Additional private parking spot available in the driveway. Large common area parking as shown in pictures is next to unit. Trash Removal, master insurance , private sewer, landscaping, snow removal, common area & siding /roof/deck maintenance included in the HOA. Top rated schools. Close to park, shopping, golf, about 5 min drive to 2 commuter train stations, close to Rt 9, 495 and Mass Pike! Come see!

10 Fayville Lane Unit 10, Southborough

Listing courtesy of Listing Agent: Jayme Bastiansen from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

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