Southborough Real Estate

Welcome to Southborough, Massachusetts – a hidden gem nestled in Worcester County, where the charm of small-town living meets the convenience of urban accessibility. With its picturesque landscapes and rich history, Southborough offers a serene escape while being just a stone's throw away from the bustling cities of Boston and Worcester.

Founded in 1727, Southborough boasts a delightful blend of historic architecture and modern amenities. Stroll through the quaint streets lined with beautifully preserved colonial homes, and you’ll find a warm community spirit that welcomes newcomers with open arms. The town is renowned for its top-rated schools, making it an ideal choice for families seeking a nurturing environment for their children.

Outdoor enthusiasts will relish the abundance of recreational opportunities available in Southborough. The town is home to numerous parks, trails, and conservation areas, including the stunning Sudbury Reservoir and the scenic trails of the Southborough Conservation Commission. Whether you enjoy hiking, biking, or simply taking leisurely walks, Southborough’s natural beauty is sure to impress.

Culturally rich, Southborough hosts various community events and festivals throughout the year, fostering a strong sense of community. From farmers' markets to summer concerts, there’s always something happening in this vibrant town.

With its perfect blend of tranquility and accessibility, Southborough is more than just a place to live; it’s a place to thrive. Explore the possibilities of making Southborough your home, and experience the unique lifestyle this charming town has to offer.

Newest Listings in 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.Recent improvements include a new roof in 2019, siding 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

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

$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

$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

$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

$735,000

2 Beds ⋅ 3 Baths ⋅ 73589934 MLS ⋅ ["Cain's Crossing"] BLDG.

Welcome to Cain's Crossing, an exclusive 11-home, 55+ adult community in Southborough! This detached single-family home offers a wonderful blend of comfort, style, and low-maintenance living. The open floor plan features a custom kitchen with quartz countertops, stainless steel appliances, farmhouse sink, and center island, flowing into a dramatic two-story living room with gas fireplace. The first-floor primary suite includes a private bath and walk-in closet, while convenient first-floor laundry makes everyday living easy. The spacious second floor offers a versatile loft, office area, second bedroom, and full bath, providing flexible space for guests, hobbies, or a home office. Additional highlights include a two-car garage with epoxy flooring, full basement offering ample storage, Harvey windows, vinyl siding, and propane heat. Enjoy the community courtyard with seating and firepit, ideal for relaxing or gathering with neighbors. Conveniently located near shopping, dining, major routes, and commuter rail, this home offers the ease of low-maintenance living in a welcoming community!

6 Cain Circle Unit 6, 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

$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

27 Stonebrook Court Unit 27, Southborough

$809,000

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

$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

$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

$1,017,888

4 Beds ⋅ 4 Baths ⋅ 73587314 MLS

Certified Turnkey. Pre-inspected, repaired and thoughtfully updated, this 4-bedroom, 3.5-bath Southborough Colonial offers 3,700+ sq. ft. of living space plus 432± sq. ft. of finished flex space above the detached 2-car garage. Major improvements include a new driveway (10/2026), new 4-bedroom septic (9/2026), roof (5/2026), central air (2024) and 42 Harvey windows (2016). The renovated kitchen with gas cooking flows into a dramatic two-story barn-board family room with exposed beams, gas fireplace and access to the composite deck. Formal living and dining rooms, two staircases and a bath on every level add flexibility to the floor plan. Upstairs, the primary suite includes a walk-in closet and private bath, with three additional bedrooms and a full hall bath. The finished walk-out lower level expands the living space with a game/billiard area, wet bar, full bath and direct outdoor access—ideal for entertaining, guests or extended living. Outside, enjoy a 16' x 32' saltwater pool with new liner (6/2026), composite deck with full awning (2026) and a landscaped .88-acre lot abutting conservation land, the Sudbury Reservoir and nearby trails. The detached 2-car garage offers finished heated rooms above—ideal for a home office, studio, gym or creative space. Three garage bays in total provide additional parking and storage. A home designed for everyday living, entertaining and escaping without leaving home, yet convenient to the MBTA commuter rail, Route 9, I-90 and I-495. This house comes with a REDUCED RATE as low as 6.5% (APR 7.004%) as of 10/09/2026 through List & Lock™(depending on the offer price) This is a seller paid rate-buydown that reduces the buyer’s interest rate and monthly payment. Terms apply, see disclosures for more information.

8 Partridge Hill Rd, Southborough

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Southborough Real Estate

Newest Listings in Southborough

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