Southborough Real Estate

Southborough Real Estate

Welcome to Southborough, Massachusetts – a hidden gem nestled in the heart of Worcester County. This picturesque town seamlessly blends charming New England aesthetics with modern conveniences, making it an ideal place for families, professionals, and retirees alike. With a population of just over 9,000 residents, Southborough offers a close-knit community feel while providing easy access to the vibrant cities of Boston and Worcester.

One of Southborough's standout features is its stunning natural beauty. The town is adorned with lush parks, serene lakes, and scenic trails, perfect for outdoor enthusiasts. Whether you prefer hiking through the tranquil woods of the Sudbury Reservoir or enjoying a leisurely afternoon at the Southborough Golf Club, there’s no shortage of ways to embrace the great outdoors.

Southborough is also home to a rich historical heritage, with beautifully preserved colonial architecture that tells the story of its past. The town center boasts quaint shops, delightful dining options, and local businesses that contribute to the community's unique charm. Families will appreciate the top-rated schools, which are part of the Southborough school district, known for its commitment to academic excellence.

Conveniently located near major highways, Southborough offers easy commuting options, making it a prime location for those working in nearby cities. With its blend of small-town charm, natural beauty, and modern amenities, Southborough truly embodies the best of suburban living. Explore the possibilities of making Southborough your new home – a place where community spirit thrives and memories are made.

Newest Listings in Southborough

9 Wentworth Drive, Southborough
$1,990,000
4 Beds ⋅ 4 Baths ⋅ 73598580 MLS
What if weekends meant morning walks at nearby Hopkinton State Park, afternoons kayaking or fishing, and evenings by your own backyard fire pit? Tucked on a cul-de-sac in Southborough's Liberty Estates, this Colonial offers wooded privacy with easy access to Ashland commuter rail, the Mass Pike and Route 9. Inside, living and dining rooms lead to a fireplaced family room and kitchen with granite counters, a generous island and Sub-Zero, Bosch and Electrolux appliances. A first-floor office features custom built-ins. Upstairs, the primary suite offers two California walk-in closets, a cathedral ceiling and a bath with soaking tub and separate shower; a bonus room adds flexibility. The finished walk-out lower level includes a fireplace, kitchenette and full bath with steam shower. At home, enjoy a heated gunite pool with rock waterfall, spa, composite deck and fenced yard. A three-car garage and whole-house generator round out the house.

9 Wentworth Drive, Southborough

Listing courtesy of Listing Agent: Lilia R. Flores from Listing Office: Barrett Sotheby's International Realty.
8 Pearl Street, Southborough
$665,000
3 Beds ⋅ 2 Baths ⋅ 73594316 MLS
Set on 3.8 acres in Southborough, this historic home pairs timeless character with thoughtful updates. A previous owner expanded the original footprint, creating additional living space while preserving the home’s distinctive charm. Hardwood floors in the primary bedroom, living room, and dining room add warmth and character. The kitchen features appliances less than two years old, and the kitchen and laundry room windows were replaced in 2022. The upstairs bathroom was fully renovated in 2024. Brand New Septic System being installed Fall of 2026. Updated in 2021, the enclosed second-floor porch offers flexible bonus space for a home office, hobbies, or relaxation. Other Recent improvements include a NEW Buderus Heating System, New Roof installed in 2019, Siding installed in 2020, and gutters installed approximately three to four years ago. With two off-street parking spaces and 3.8 acres to enjoy, this property offers a distinctive blend of historic appeal, updated amenities, and a spacious setting.

8 Pearl Street, Southborough

Listing courtesy of Listing Agent: Ashley Brunner from Listing Office: Walsh and Associates Real Estate.
50 William Onthank Ln Unit 50, Southborough
$639,999
2 Beds ⋅ 3 Baths ⋅ 73593684 MLS ⋅ ['Southborough Meadows'] BLDG.
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 with Granite Countertop. 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. 3rd Bedroom in Basement with Bonus Den all Updated Luxury Vinyl Flooring, walk-out to Large Private Patio Area. Full bath, and Large Storage Area. Prime Location Close to All Major Routes 9, 495 and Mass Pike. As well as Shopping, and Restaurants.

50 William Onthank Ln Unit 50, Southborough

Listing courtesy of Listing Agent: Nicole Esposito from Listing Office: Keller Williams Boston MetroWest.
18 Fairview Drive, Southborough
$875,000
4 Beds ⋅ 3 Baths ⋅ 73591772 MLS
Introducing 18 Fairview Drive. This lovingly maintained home is filled with warmth and charm and is sited on a beautiful lot in a perfect location. Close to T station, major routes, walking distance to Finn School and fields! Surprisingly spacious with 4 bedrooms and 2.5 baths. Incredible curb appeal as you approach you will see the beautiful perennials and immediately feel at home! The first floor features an entertainers dream oversized kitchen with wine cabinets, island, hardwoods and eating area overlooking the gorgeous mature tree lined lot. The fireplaced family room is the perfect cozy spot for quiet nights or holiday celebrations. The formal living room could also serve as a home office. Upstairs the primary suite in its warm pallet features a large walk-in closet and private bath. The three additional bedrooms all with hardwoods are perfectly positioned with an additional updated full bath. The finished lower level adds comfortable space for hobbies, gym, or relaxing. Detached two car garage, workshop in basement... Wonderfully affordable lifetime home in popular neighborhood!

18 Fairview Drive, Southborough

Listing courtesy of Listing Agent: Kristine Wingate Shifrin from Listing Office: Andrew J. Abu Inc., REALTORS®.
5 Wildwood Unit 5, Southborough
$650,000
2 Beds ⋅ 3 Baths ⋅ 73591676 MLS ⋅ ['Wildwood At Wedgewood Estates'] BLDG.
Exceptional Free-Standing Home in Wildwood — Elegant Living Without Compromise! Discover the best of 55+ living in this beautifully appointed free-standing home in the sought-after Wildwood community. Offering the privacy and spacious feel of a single-family residence with the ease of condominium living, this distinctive home combines an inviting atmosphere, an open and versatile floor plan, and desirable updates throughout. Step inside to a welcoming entrance highlighted by beautiful new hardwood flooring that continues through the dining room and kitchen. The refreshed kitchen features crisp white cabinetry and new stainless steel appliances, creating a timeless, sophisticated look. The impressive two-story Great Room serves as the centerpiece of the home, with soaring cathedral ceilings, a gas fireplace, and new carpeting that adds warmth and comfort to the dramatic space. The generously sized dining room is ideal for both intimate dinners and entertaining. The first-floor primary suite offers a private retreat with generous closet space and an en-suite bath. A convenient first-floor laundry room and stylish powder room add to the ease of everyday living. Upstairs, a private guest suite with a full bath welcomes family and friends with comfort and privacy. A separate bonus room offers endless flexibility as a home office, media room, or hobby space, while the expansive loft provides additional room for exercise, reading, or relaxation. Abundant storage further enhances this thoughtfully designed floor plan. An attached two-car garage and private outdoor space complete the package. Enjoy the freedom to entertain, pursue your interests, and embrace a more carefree lifestyle in this welcoming 55+ community, conveniently located near major commuting routes, commuter rail, and area amenities. A rare opportunity to enjoy the space and independence of a free-standing home, with the convenience of condo living—all in a desirable Wildwood setting. Come discover how carefree and comfortable your next chapter can be!

5 Wildwood Unit 5, Southborough

Listing courtesy of Listing Agent: Paul Gustavson from Listing Office: Realty Executives Boston West.
4 Garrison Ln, Southborough
$799,000
4 Beds ⋅ 3 Baths ⋅ 73591507 MLS
Welcome to this charming four-bedroom Colonial tucked away on a quiet cul-de-sac in desirable Southborough! Set on a beautiful, level ¾-acre lot, this home offers privacy, mature landscaping, and plenty of outdoor space to enjoy. The freshly painted exterior, completed in August, gives the home a classic, inviting look, while the brand-new composite deck completed in September provides the perfect low-maintenance space for relaxing or entertaining. Inside, the family room has a wood burning fireplace and a slider out to the deck and beautiful yard. The kitchen has ample cabinet space and an area for dining. Laundry is conveniently located on the first floor in the bathroom just off the kitchen, making everyday living easy and efficient. Above the garage is a large bonus room drenched with light from many windows and skylights to use as an extra family room or home office. With four bedrooms, one full bath, and two half baths, there is plenty of space for family and guests. The basement offers an abundance of storage space, including an impressive 8' x 11' fully lined cedar closet perfect for storing seasonal clothing, linens, and more. Roth oil tank is only 2 years old. The shed situated just off the driveway can house all of your tools and snowblower/riding lawn mower keeping your two-car garage less cluttered. Ideally located with easy access to major highways and the commuter rail, this home is also in close proximity to Southborough’s elementary schools. A wonderful combination of privacy, convenience, generous storage, this home is ready to welcome its next owner!

4 Garrison Ln, Southborough

Listing courtesy of Listing Agent: Karen Anglim from Listing Office: Andrew J. Abu Inc., REALTORS®.
8 Winter St, Southborough
$585,900
2 Beds ⋅ 1 Baths ⋅ 73589699 MLS
Minutes from Rt. 9, I-90, and Rt. 495, this charming 2-bedroom, 1-bath Colonial offers a rare blend of convenience, tranquility, and picturesque water views. Set on a peaceful lot overlooking a beautiful Sudbury reservoir, the property provides a serene backdrop that feels worlds away from the hustle of daily life while still offering exceptional commuter access. Inside, the home has been thoughtfully refreshed to create a warm and inviting atmosphere. The entire interior has been recently painted, giving each room a crisp, clean feel. Gleaming wood floors—professionally re-sanded and stained—flow throughout the home, adding character and timeless appeal. The formal dining room features classic built-in cabinetry, perfect for displaying glassware, serving pieces, or cherished décor. In the kitchen, granite countertops offer both durability and style, complemented by ample cabinet space and a layout ideal for everyday cooking or weekend entertaining. The living spaces are filled with natural light and offer comfortable areas for gathering, relaxing, or working from home. Upstairs, two well-proportioned bedrooms provide peaceful retreats with views of the surrounding landscape. Step outside and enjoy the true highlight of this property—its outdoor setting. The yard features fruit trees, mature shrubs, and natural plantings that enhance the sense of privacy and charm. A storage shed provides space for tools, gardening supplies, or seasonal items. The deck overlooking the water is the perfect place to start your morning with coffee, unwind at sunset, or host friends for weekend gatherings. Whether you enjoy birdwatching, quiet reflection, or simply taking in the scenery, the views here are exceptional. Additional features include a Passing Title V, Central AC throughout the home.

8 Winter St, Southborough

Listing courtesy of Listing Agent: Matthew Straight from Listing Office: Coldwell Banker Realty - Leominster.
61-65 Turnpike, Southborough
$2,500,000
5 Baths ⋅ 73589554 MLS
Property consists of two buildings. 63-65 features one two story brick face building built in 1950 with commercial space and half bath on the first floor and two 2 bedroom apartments on the second floor. 61 is a wood frame building built in 1910 with a 2 bedroom 1 bath apartment on the first floor and a 2 bedroom 1 bath apartment on the second floor. First floor is currently vacant. This property is on the West Bound Side at the corner of Prospect St. and Turnpike Road, equidistant to Boston and Worcester. Estimated 30,000 to 40,000 cars pass by each day on busy Turnpike Road. Sellers will consider financing options.

61-65 Turnpike, Southborough

Listing courtesy of Listing Agent: Gregory Cumings from Listing Office: Prevu Real Estate LLC.
27 Stonebrook Court Unit 27, Southborough
$799,900
2 Beds ⋅ 4 Baths ⋅ 73588805 MLS ⋅ ['Stonebrook Village'] BLDG.
Don't miss this one! Pristine condition and private location surrounded by Green Space! Abundant ambient light throughout this two bedroom, 3.5 bath townhome at Stonebrook Village! (over 55 community) Being offered by original owners! Many upgrades when built! Custom kitchen w/full height upper cabinets, pantry cabinet, quartz counters, great counter space w/peninsula! Stainless appliances, newer fridge! Inviting living room w/built-ins that flank the fireplace, tray ceiling, recessed lighting and French doors to deck. Very private deck overlooking woods. Main bedroom suite w/elegant bath w/double vanity, walk-in tile shower. Walk-in California style closet & shoe closet. Laundry room w/linen closet. Crown moldings throughout 1st floor. Follow the 1/4 turn staircase (open to below design) to the 2nd floor that opens to large hall landing, the 2nd bedroom, hall full bath, large family room w/built in window seat, w/walk-in closet & roomy Home Office/Den! The walkout lower level has a finished bonus room & full bath plus storage/utility rooms. Two-car garage w/Wi-fi garage door openers w/camera & electric car charger! Remote controlled window shade! SimplySafe Alarm system. Impeccably cared for and shows like new! Close to Train, major routes, great shopping & restaurants! Information provided deemed to be accurate but not guaranteed. Buyer & Buyers agent to do all due diligence to measure & verify all information.

27 Stonebrook Court Unit 27, Southborough

Listing courtesy of Listing Agent: Joseph P. Ferrazzi from Listing Office: TRG Realty Services.
4 Nipmuc Ln, Southborough
$2,149,000
4 Beds ⋅ 7 Baths ⋅ 73588177 MLS
Located In Award winning Barn Hollow @ Schipper Farms By Nationally recognized BRENDON HOMES.The premier builder in the northeast. Sitting on a cul de sac with sweeping front lawn and fenced in backyard, abutting 68acres of conservation restricted land this home exemplifies elegance and desire .Pristine condition, diverse floor plan and amenities widely dispersed in the custom home with Custom 5,7,10 piece crown Molding, Exceptional Chefs Kitchen with marble counters, with Wolf and Subzero appliances, expansive center Island w/additional seating,The living room offers a grand ambiance with a distinguished fireplace, soaring high ceilings, expertly crafted built-in shelves, and decorative columns that enhance its architectural integrity. Beautiful Gleaming hardwood floors throughout this home, Sumptuous primary suite with spa like needs! Arched well appointed bedrooms with space and ample closets to accommodate all your Family needs! Arched center hall, 2 staircases, Repurposed Chefs kitchen and baths 2021 & Soaking tub, Walk out lower level offers you opportunity for Media Room,Gym,Au-pair or in- law suit .

4 Nipmuc Ln, Southborough

Listing courtesy of Listing Agent: Michael Durkin from Listing Office: LAER Realty Partners.
151 Southville Rd, Southborough
$675,000
3 Beds ⋅ 2 Baths ⋅ 73587404 MLS
Charming 1850 Greek Revival offering the perfect blend of historic character and thoughtful updates! Beautiful quarter-sawn oak floors and hardwood flooring add warmth and character throughout the home. The gorgeous renovated cathedral-ceiling kitchen features quartz countertops, abundant cabinetry, stainless steel appliances, plenty of space for gathering and entertaining. The gracious dining room features built-in cabinetry and a cozy pellet stove, while the front living room offers French doors and wonderful natural light. A convenient first-floor bedroom and full bath provide added flexibility. Upstairs, you’ll find two additional bedrooms and a second full bath. Recent improvements include a new roof (2021), replacement windows (2017), concrete basement floor (2017), and Riello oil burner and water heater (2014). Outside, a large deck with a Sunset Pergola overlooks the spacious yard—perfect for entertaining, gardening, and outdoor enjoyment. A large fenced garden area was added in 2021. The property also features a carriage house with attached garage, offering exceptional storage, workshop, or office possibilities, all surrounded by woodlands and streams. Located in the Historic District with easy access to the Mass Pike, Routes 495, 9 and 85, and within walking distance to the T station. A truly special property combining timeless New England charm, modern updates, and a beautiful setting!

151 Southville Rd, Southborough

Listing courtesy of Listing Agent: Karen Scopetski from Listing Office: Coldwell Banker Realty - Worcester.
11 Summit Road, Southborough
$799,000
5 Beds ⋅ 4 Baths ⋅ 73584937 MLS
A rare opportunity to become the next steward of an exceptional home or investment property in one of Southborough's most convenient locations. Set on an oversized 1.4-acre lot along a quiet neighborhood street, this versatile 5 bedroom, 3.5-bath property (2,586 sq. ft. total) offers two attached living spaces — a 4-bedroom + office, 2.5-bath main residence (approx. 2,078 sq. ft.) and a 1-bedroom, 1-bath apartment (approx. 508 sq. ft.). The configuration is nicely suited for multi-generational living, an au pair suite, income property potential, or whatever flexible arrangement fits your plans. The main residence offers a traditional floor plan with an eat-in kitchen with stainless steel appliances, dedicated first floor laundry room/pantry, a large formal dining room, separate family and living rooms, a primary suite with attached ensuite bath, three additional generously sized bedrooms with hardwood floors sharing a full hall bath with double vanity, and a bonus room perfect as home office, gym, or flex space of your choosing. The in-law unit includes an eat-in kitchenette, living room, bedroom, and full bath with tub. Outside, a composite deck overlooks the in-ground pool (in good working order), and the expansive lot leaves plenty of room to garden, play, entertain, or simply spread out. With this much space, land, and flexibility in a convenient Southborough location, there is significant upside for the right buyer ready to bring their vision to life. Ideally located with proximity and access to top-ranked schools and easy access to the Commuter Rail, Rt. 9, 495, and the Mass Pike.

11 Summit Road, Southborough

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