Southborough Homes for Sale

Welcome to Southborough, Massachusetts – a hidden gem nestled in Worcester County, where small-town charm meets modern convenience. This picturesque community is known for its serene landscapes, top-rated schools, and a rich history that dates back to the 18th century. With its lush greenery, well-maintained parks, and a friendly atmosphere, Southborough offers a perfect backdrop for families, professionals, and retirees alike.

The town is conveniently located just 30 miles west of Boston, providing easy access to the vibrant city while allowing residents to enjoy the tranquility of suburban life. Southborough boasts a variety of recreational activities, including hiking trails, sports fields, and community events that foster a strong sense of belonging among its residents. The historic downtown area features charming local shops and eateries, making it a delightful place to explore.

If you're considering making Southborough your home, you're in luck! The real estate market here offers an enticing selection of homes for sale, ranging from cozy single-family residences to sprawling estates. Each property reflects the town's unique character, with many featuring beautiful architectural details, spacious yards, and modern amenities. Whether you're looking for a starter home or a luxurious retreat, Southborough has something to suit every lifestyle and budget.

With its excellent schools, vibrant community spirit, and beautiful surroundings, Southborough is more than just a place to live – it's a place to thrive. Explore the homes for sale today and discover the perfect property to call your own in this enchanting town!

Newest Southborough Homes for Sale

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

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