Southborough Homes with Colonial Style

Welcome to Southborough, Massachusetts, a picturesque town nestled in Worcester County that beautifully blends small-town charm with modern amenities. With its rich history dating back to the early 1700s, Southborough boasts a warm community atmosphere, making it an ideal place for families, professionals, and retirees alike. The town is conveniently located just 30 miles west of Boston, providing easy access to the bustling city while allowing residents to enjoy the tranquility of suburban life.

One of the standout features of Southborough is its stunning collection of Colonial-style homes. These elegant residences embody the timeless architectural beauty that has defined New England for centuries. Characterized by their symmetrical facades, gabled roofs, and classic brick or clapboard exteriors, Colonial homes in Southborough offer a sense of history and tradition. Many of these homes have been meticulously maintained or thoughtfully updated, combining modern comforts with classic charm.

Living in a Colonial-style home in Southborough means immersing yourself in a vibrant community. The town is home to excellent schools, beautiful parks, and a variety of recreational activities, from hiking trails to sports leagues. Residents can enjoy local shops, dining options, and cultural events that foster a strong sense of community.

Whether you’re drawn to the historical significance, architectural beauty, or the welcoming atmosphere of Southborough, this charming town offers an exceptional quality of life. Explore the captivating Colonial homes that await you, and discover why Southborough is the perfect place to call home.

Newest Southborough Homes with Colonial Style

$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.

$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.

$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..

$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.

$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.

$1,425,000

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.

$1,099,000

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.

$1,119,000

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.

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

Discover timeless elegance, generous living space & resort-style outdoor living at 2 Watkins Lane. Set on a beautifully landscaped 1.03-acre lot, this distinguished Colonial offers 4 bedrooms, 4 full baths, and a 3-car garage, designed for both everyday living & effortless entertaining. The sun-filled chef’s kitchen opens to inviting living spaces & a spectacular four-season sunroom w walls of windows & cozy gas fireplace. Elegant formal dining room features a coffered ceiling w custom hardwood inlay flooring. A finished 3rd-floor bonus room & walkout lower level provide flexibility for a home office, fitness studio, media room, playroom, or private guest suite.Step outside to your own backyard retreat, complete w a heated in-ground pool, mature rose gardens, stone walls & fenced yard offering beauty, privacy & space to relax all season long. Ideally located near commuter routes, top schools, trails -this exceptional home delivers a perfect balance of luxury, comfort & convemience

2 Watkins Ln, Southborough

Listing courtesy of Listing Agent: Susan Gillis from Listing Office: William Raveis R.E. & Homes Services.

$875,000

4 Beds ⋅ 3 Baths ⋅ 73515804 MLS

Don't let the summer slip by without a visit to 122 Deerfoot Rd! Pool parties. Grilling on the patio. Kids swimming. Drinks on the deck. Quiet dead-end street. Welcome to 122 Deerfoot—a spacious Colonial tucked away on a quiet street in Southborough, where comfortable living and summer entertaining come together beautifully. With approximately 2,750 square feet, four bedrooms, three full baths, and a flexible first-floor bedroom, this home offers plenty of room to spread out. The inviting main level features hardwood floors throughout the living and dining rooms, a generous living room with a charming window seat and wood-burning fireplace, and an updated kitchen with granite countertops, breakfast area, recessed lighting, and direct access to the patio. The family room opens directly to the backyard, creating an easy flow for everyday living and entertaining. And then there's the backyard! Enjoy your own private summer retreat with an inground pool, spacious deck, patio, fenced yard, storage shed, and professional landscaping. Whether you're hosting friends, grilling dinner, or simply relaxing poolside, this outdoor space is designed for making the most of warm-weather days. A first-floor bedroom with custom built-ins and French doors offers excellent flexibility as a guest room, home office, or study. Upstairs, the spacious primary suite features a walk-in closet, private bath, hardwood flooring, and a private balcony overlooking the backyard. Two additional generously sized bedrooms, a dedicated office/craft space, and convenient second-floor laundry complete the upper level. Additional highlights include central vacuum, a full unfinished basement for storage or future possibilities, private water and sewer, a paved driveway with parking for six, and a 0.75-acre lot. Location adds even more appeal, with Finn School nearby and conservation land with walking trails at the end of the street, offering easy access to nature and outdoor recreation right from the neighborhood. Set on a quiet public road while still convenient to shopping, schools, golf, medical facilities, and major routes, this is a home with space, flexibility, and a backyard you'll look forward to enjoying all summer long.

122 Deerfoot Rd, Southborough

Listing courtesy of Listing Agent: Sue Gordon from Listing Office: Castinetti Realty Group.

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