Southborough, MA Real Estate | Southborough, MA Just Listed Homes for Sale

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

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.

$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®.

$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.

$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®.

$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

Listing courtesy of Listing Agent: Hillary Swenson Corner from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$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.

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

Listing courtesy of Listing Agent: Joseph P. Ferrazzi from Listing Office: TRG Realty Services.

$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.

$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.

$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

Listing courtesy of Listing Agent: Ann Atamian from Listing Office: Gibson Sotheby's International Realty.

$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.

$799,000

5 Beds ⋅ 4 Baths ⋅ 73584898 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 in-law suite/ADU (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.

$899,900

5 Beds ⋅ 2 Baths ⋅ 73584700 MLS

Exceptional two-family investment or owner-occupant opportunity in desirable Southborough! Completely rebuilt from the studs in 2017, this turnkey property offers modern updates, thoughtful design and excellent flexibility. Both units feature 2 bedrooms, in-unit laundry, updated kitchens and bathrooms, separate entrances and utilities, private outdoor space and dedicated parking. Unit 1 offers a bright, inviting sunroom, while Unit 2 spans two spacious levels plus a finished third-floor bonus space—ideal for a home office, family room, guest space or potential third bedroom. A 2-car garage provides additional parking and storage.Conveniently located just minutes from the Southborough commuter rail station, with easy access to Route 9 and I-495, this property is ideally positioned for commuters and MetroWest living. Enjoy nearby Hopkinton State Park and Southborough's highly regarded school system. Whether you're looking to owner-occupy and offset expenses with rental income, accommodate extended family, or add a turnkey property to your portfolio, this versatile two-family home offers a wonderful opportunity in a sought-after community.

271 Cordaville Road, Southborough

Listing courtesy of Listing Agent: Mary G. Wood from Listing Office: Lamacchia Realty, Inc..

$1,050,000

3 Beds ⋅ 3 Baths ⋅ 73584214 MLS

Picture perfect and impeccably maintained, this wonderful 3 bedroom with private office, 3 bath Gambrel Colonial offers the classic New England charm combined with all the modern updates. Situated on 1.1 acres of professionally landscaped grounds, this exceptional home is surrounded by flowering trees and shrubs, vegetable gardens and beautiful rock walls. The stunning 2022 primary suite addition features a vaulted ceiling, luxurious new bath with tile shower and fabulous walk-in closet with custom designed closet organizers. Recent updates also include a new full bath on the main level with oversized pedestal sink, heated towel rack and tile shower. Separate laundry area with cabinets above washer/dryer and closet with custom closet organizers was built in 2022. The chef's kitchen is designed for both everyday living and entertaining offering white wood cabinets with an abundance of drawers, quartz countertops, st/steel appliances, wine refrigerator and an oversized island with a double sink. Custom white cabinets flank the fireplace that was recently converted to a wood burning stove in the dining room. Perfect for those cold wintry nights! Breakfast bar with seating for four divides the family room and dining area. Breathtaking fenced back yard with newer composite deck and newly built shed overlooks the private grounds. Wide plank pine floors throughout the first floor and newly installed hardwood floors in 2 of the bedrooms and office, recessed lights, replacement windows, three new dormers installed in the bedrooms, new siding and exterior trim, roof replaced, completely new driveway, 5 Mitsubishi mini-splits, whole-house generator and the list goes on! Nothing to do but move in! This is a very special home!

64 Pine Hill Road, Southborough

Listing courtesy of Listing Agent: Marsha Marks from Listing Office: Coldwell Banker Realty - Framingham.

$2,080,000

5 Beds ⋅ 4 Baths ⋅ 73584144 MLS

Welcome home to this immaculate 2022-built estate in Southborough's coveted Chestnut Meadow neighborhood set along bucolic Chestnut Hill Road. This 4-5 bedroom, 4 full bath, 4,110 square-foot home delivers luxury finishes and quality craftsmanship throughout in a prime MetroWest location. A grand two-story foyer with custom millwork flows into the open-concept kitchen, dining, and family room areas. The kitchen impresses with premium modern cabinetry, Bosch induction cooktop (with propane gas line in place as well) and double ovens, 42" Sub-Zero built-in refrigerator, ducted vent hood, quartz countertop and backsplash, a waterfall-edge eat-in island, walk-in pantry, and a wine nook with wine fridge. The large dining area features built-in bench seating and upscale lighting, and flows seamlessly into the expansive family room anchored by a 60" Primo Heat-N-Glo propane gas fireplace bathed in natural light from windows on three walls. The first floor is rounded out by a versatile den (also ideal as a formal dining room), a private home office that doubles as a potential 5th bedroom, a full bath with shower, a walk-in coat/shoe closet, and a large mudroom. Upstairs, the sprawling primary suite features vaulted ceilings, an upgraded walk-in closet, and a spa-like bath with double vanity, oversized walk-in shower, soaking tub, and water closet. Three additional bedrooms — one with its own ensuite bath, and two sharing a large hall bath with double vanity — plus a spacious dedicated laundry room complete the upper level. The unfinished lower level offers great storage and future expansion potential. Outside, the flat fenced-in 1.29-acre lot offers ample space to host, play, and unwind, complemented by a partially covered composite deck for year-round enjoyment. Ideally located with close proximity to top-ranked private and public schools and easy access to Rt. 9, 495, Mass Pike, and the Commuter Rail. As an added bonus, the home can be sold fully or partially furnished for an additional cost. Don't miss your opportunity to call 12 Dairy Farm Lane home!

12 Dairy Farm Lane, Southborough

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

$1,185,000

4 Beds ⋅ 3 Baths ⋅ 73583751 MLS

Coveted Woodbury Estates colonial full of updates, including a stunning kitchen and family room renovation! The gorgeous kitchen is truly the heart of the home with an expanded island and top of the line appliances, including Sub Zero refrigerator, Wolf range with custom hood and a new Bosch dishwasher. The family room features cathedral ceilings and custom built ins that frame the fireplace and elevate the open concept entertaining space! Both the kitchen and family room have access out to the large deck and stunning new stone patio making the level backyard a wonderful gathering spot. The dining room is right off the kitchen and features beautiful wainscoting. The formal living room is adjoined by a private office space, both featuring new French doors and crown moldings offering privacy and elegance! The half bath and laundry room complete the first floor. Upstairs features a large primary suite with a walk-in closet and updated bath, with double vanity, a large spa tub and new tiled shower. Three additional generous bedrooms and another full bath with double vanity rounds out this level. Head to the lower level for recently renovated bonus space that makes a perfect playroom, movie room or home gym! Loads of recent updates including new siding in 2019, deck in 2020, stone patio, walls and fire pit 2023, front entry steps in 2025 to name a few. See complete list of updates attached! All this just a mile from the commuter rail, easy access to all major routes, shopping and tucked into one of the most desirable neighborhoods!

24 Darlene Dr, Southborough

Listing courtesy of Listing Agent: Alysha Glazier from Listing Office: Keller Williams Realty-Merrimack.

51 Carriage Hill Circle Unit 51, Southborough

$850,000

3 Beds ⋅ 4 Baths ⋅ 73582845 MLS

This gorgeous, impeccably maintained home in the adult Carriage Hill community boasts over 2,200 square feet of living space. From the two-story foyer to a formal dining room defined by its tray ceiling framed by crisp dental molding to the expansive living room, this home is “move-in” ready. Check out the beautiful kitchen, where cherry cabinetry anchors the room against polished granite workspaces. Positioned just past the primary culinary area, a dedicated breakfast nook is oriented to catch the morning light. Rounding out the main floor is the sumptuous primary suite. Upstairs offers a 2nd bedroom suite and large loft area overlooking the living room which is suitable for a home office, reading area or a place for the grandkids’ toys. The lower level features a large family room and a 2nd guest suite.The home’s infrastructure is engineered with an emphasis on convenience. A central vacuum system is integrated into the walls. More significantly, the property is backed by an automated, standby generator. Connected directly to the electrical panel, this system insures backup power in the event of a power outage. The community includes a clubhouse with activities for residents including pickleball and tennis courts. Check out the community website for more info: www.carriagehillcircle.com

51 Carriage Hill Circle Unit 51, Southborough

Listing courtesy of Listing Agent: Lynn Cohen from Listing Office: Team Impressa LLC.

$5,000,000

5 Beds ⋅ 7 Baths ⋅ 73582552 MLS

What if your favorite destination was home? Set on one of Southborough’s most distinguished streets, 3 Wyndemere Drive is a residence designed for both extraordinary moments and beautifully lived everyday life - a place where timeless elegance, exceptional amenities and effortless comfort come together. From the moment you enter, soaring spaces, refined architectural details and an elegant flow create a sense of presence without sacrificing warmth. Expansive windows fill the interiors with natural light and capture views of the picturesque wildflower meadow and surrounding conservation land. At the heart of the home, beautifully appointed gathering spaces transition effortlessly from quiet mornings to intimate dinners and memorable evenings. The main-level primary suite is a world of its own - generously scaled, private and designed around the rituals of everyday luxury. A serene sitting room opens to a private balcony, while two exceptional walk-in closets create beautifully designed spaces for dressing, displaying and organizing a wardrobe with room to truly indulge. And then there’s downstairs, where an entirely different experience awaits. The expansive lower level is dedicated to entertaining, wellness and fun, with a sophisticated bar and oversized island, wine display, indoor grill, golf simulator and putting area, fitness space and impressive indoor jet pool. Perfect your swing, work out, gather for drinks or entertain late into the evening - all without ever making a reservation! Outside, approximately 4.6 acres of manicured grounds create a remarkable sense of privacy and a beautiful backdrop through the changing seasons. Generous living spaces, multiple levels of thoughtfully designed amenities and a three-car garage complete a residence created for life on a grand scale - yet with the warmth and versatility to feel equally at home during quiet everyday moments. Perfectly positioned in Southborough, the residence offers the rare combination of privacy and accessibility, with Fay and St. Mark’s schools nearby and Boston approximately 25 miles away - keeping exceptional education, culture and city access within easy reach. Elegant yet unexpected, sophisticated yet meant to be lived in, 3 Wyndemere Drive offers something increasingly rare: the freedom to entertain, play, recharge and enjoy life entirely on your own terms. This isn't simply a home to see. It's one to experience.

3 Wyndemere Dr, Southborough

Listing courtesy of Listing Agent: Edith Paley from Listing Office: William Raveis R.E. & Home Services.

30 William Onthank Ln Unit 30, Southborough

$565,000

2 Beds ⋅ 2 Baths ⋅ 73582287 MLS ⋅ ['Southborough Meadows'] BLDG.

Welcome to easy, low-maintenance living in Southborough Meadows, one of Metrowest Boston’s premier 55+ active adult communities. Beautifully situated in a prime, sunny location, this turnkey home seamlessly combines total single-story convenience with a sun-drenched, finished walkout lower level, exceptionally low HOA fees, and effortless access to major Boston commuting routes including Route 9, the Mass Pike, and I-495.Step directly inside from your attached one-car garage to experience true main-level living. The smartly designed kitchen with skylight caters to everyday comfort with a raised dishwasher that eliminates bending down, a bar-height peninsula island, and an adjacent dining area finished with warm hardwood flooring. Sunlight pours into the main living area, where sliding glass doors open directly to your private back deck. The main level also features two spacious bedrooms connected by a large full bathroom with laundry area equipped with built-in cabinetry for convenient storage.Downstairs, the fully finished walkout lower level offers incredible flexibility with three versatile rooms and direct sliding door access to the backyard. Customize this expansive bonus space to perfectly suit your lifestyle, whether you envision a cozy home office, a private media room, or a dedicated studio for crafts or fitness. Two additional unfinished utility rooms provide abundant extra storage and house the home's mechanical systems, including a natural gas furnace NEW in 2025 and a hot water heater NEW in 2023.Enjoy a vibrant, tight-knit community setting just moments from local Southborough amenities, including the active local Senior Center, the wonderful Southborough Public Library with its rich community programming, and surrounding green spaces. Showings begin immediately—schedule your tour today!

30 William Onthank Ln Unit 30, Southborough

Listing courtesy of Listing Agent: Maria Romero Vagnini from Listing Office: Mathieu Newton Sotheby's International Realty.

$586,500

3 Beds ⋅ 2 Baths ⋅ 73582162 MLS

Move right into this beautifully updated 3 bedroom/1.5 bath home offering the perfect blend of comfort, style, and convenience. Enjoy stainless steel appliances, new solid-surface COUNTERTOPS, and a charming FIREPLACE that creates a warm and inviting living space. A new ROTH OIL TANK provides added efficiency and peace of mind, while a new MINI-SPLIT SYSTEM on the main level delivers supplemental heat in the winter and refreshing air conditioning in the summer. Need extra space? The bright SUNROOM is ideal for a home office, reading nook, or additional living area, while the FINISHED WALKOUT BASEMENT offers flexible space for a family room, guest suite, gym, workspace, and third bedroom with bath and NEW washer/dryer tower. Conveniently located just minutes from the COMMUTER RAIL, ROUTE 9, shopping, dining, and everyday amenities, this move-in-ready home offers easy commuting with the flexibility today's buyers are looking for. Don't miss this wonderful opportunity!

47 Southville Rd, Southborough

Listing courtesy of Listing Agent: Lisa Benway from Listing Office: eXp Realty LLC.

$3,600

3 Beds ⋅ 2 Baths ⋅ 73581975 MLS

Available NOW. Gorgeous single-family home with a huge backyard and an in-ground pool! Sparkling white kitchen with a breakfast bar and gleaming hardwood floors. The massive living room area provides plenty of space for family activities and opens to the backyard. The deck provides plenty of space for grilling and outdoor activities, and the in-ground heated pool is perfect for a summer get-together! A roaring fireplace and central air both add to the comfortable atmosphere of this home, and 8 total (6 driveway+ 2 garage) parking spaces provide convenience as well! Great location for commuting to Boston or Worcester, with just a 5-minute drive to the commuter rail station. 20-minute drive from the Natick Mall, and a 7-minute drive to Hopkinton State Park. Tenants must have excellent credit history and stable income. Small pets will be considered.

42 Edgewood Rd, Southborough

Listing courtesy of Listing Agent: Xiaoxi Liu from Listing Office: REMAX Executive Realty.

$1,750

1 Beds ⋅ 1 Baths ⋅ 73581829 MLS

Tucked away down a long, secluded driveway, this charming apartment offers a peaceful and private setting surrounded by lush gardens and mature trees. At the end of the driveway, you'll find an oversized barn that has been thoughtfully converted into a two-family residence.A paved walkway leads to your private entrance and spacious backyard an ideal spot to relax, unwind, and enjoy the sounds of birds chirping and nature all around you.Step inside to a bright and oversized living area filled with natural light. The nicely sized kitchen features stainless steel appliances and opens conveniently to the main living space. Full bathroom located near the entryway.Just off the living area is a generously sized bedroom offering plenty of room and comfort.Even better, all utilities are included, along with parking and on-site laundry at no additional cost. Heating and air conditioning are provided by efficient wall-mounted units.If you're looking for a quiet, tucked-away setting with plenty of outdoor space while still enjoying the comforts and conveniences of home, this apartment is a must-see! One cat only. Strong Credit. Strong financials. Available right away!Owner pays for all utilities. No short term rentals.Tenant responsible for additional utilities Wi-Fi cable Some photos have been virtually staged to help illustrate the unit’s size and potential furniture layout. Furniture and décor shown are for illustrative purposes only and are not included.

146 Boston Rd Unit B, Southborough

Listing courtesy of Listing Agent: Maria Gribbons from Listing Office: eXp Realty LLC.

$775,000

3 Beds ⋅ 3 Baths ⋅ 73580361 MLS

Exceptional opportunity to own this unique and expansive property in beautiful sought-after Southborough. Incredible one-level living with oh so many options - terrific flexible floorplan with impressive open flow making the home feel much larger than its actual size! Gorgeous kitchen with gleaming granite counters and large island and cherry cabinets Spacious room off the back of the house could be a large primary bedroom or another large gathering space for entertaining*Delightful and spacious screened porch is perfect for additional entertainment space and enjoys a view of the amazing rear yard allowing three season enjoyment! Freshly painted 4 room "in-law" set up with private entrance AND a detached 1200+ outbuilding with heat could be used for so many possibilities - hobbies, future ADU, office space, storage, retreat or it could be converted back two-car garage with rooms behind it for a multitude of use! Total WOW factor property.

216 Boston Rd, Southborough

Listing courtesy of Listing Agent: Kristine Wingate Shifrin from Listing Office: Andrew J. Abu Inc., REALTORS®.

$949,000

3 Beds ⋅ 3 Baths ⋅ 73578833 MLS

~~Welcome to 147 Woodland Road Southborough! This expansive 3 bedroom ranch with 5.74 acres is one of Southborough's nicest listings! Within this home you will enjoy a quaint cabinet packed kitchen, large dining room, a cozy living room, Huge Master Suite with a walk in closet and full bath, a 2nd bedroom with a 3/4 bath and a 3rd bedroom with good sized walk in closet and attic access. Enjoy your morning coffee on the rear screened in porch! The walkout basement provides lots of additional room for storage or finish the area to create more living space! Within walking distance to the commuter rail and just a short drive to the Pike, rt 495, 9 and 85. This home must be personally seen to appreciate the size of the home and wonderful nature that surrounds it! Listing agent is providing buyer with a 1 year home warranty.

147 Woodland Road, Southborough

Listing courtesy of Listing Agent: Michelle Horan from Listing Office: Entryway Real Estate.

$875,000

4 Beds ⋅ 3 Baths ⋅ 73578661 MLS

PRICE IMPROVEMENT + NEW $10,000 SELLER CREDIT OFFER. Situated on a private, wooded 1-acre lot in one of Southborough's most sought-after neighborhoods, this stately 4-bedroom Garrison Colonial showcases pristine curb appeal with approximately $250,000 in meticulous recent improvements. Major updates completed since 2025 include the septic tank and distribution box, driveway replacement, roof replacement, Hardie fiber cement siding, 33 windows and 3 exterior doors, gutters with gutter guards, a rebuilt composite deck, front paver walkway, exterior lighting, and more - see comprehensive list of improvements attached to MLS. Inside, a traditional floor plan unfolds with a large formal dining room perfect for hosting, a sprawling front-to-back living room, and a grand, sun-filled family room featuring vaulted beamed ceilings, a cozy fireplace, and picture windows on both ends for incredible natural light. A spacious eat-in kitchen with direct access to the back deck, plus the half bath with laundry area complete the first floor. Upstairs, a king-size primary suite offers a generous walk-in closet and ensuite bath, complemented by three additional well-proportioned bedrooms and a refreshed full hall bath. A two-car attached garage offers superb convenience, while the unfinished lower level with tall ceilings adds excellent storage and expansion potential. Ideally located with close proximity and access to top-ranked schools (Algonquin Regional High School was recently ranked #19 HS in Greater Boston by Boston Magazine) and easy access to the Commuter Rail, Rt. 9, 495, and the Mass Pike. This is MetroWest living at its finest... don't miss your chance to call 7 Tara Road home!

7 Tara Road, Southborough

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

$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®.

$3,650

3 Beds ⋅ 2 Baths ⋅ 73575361 MLS

***SHORT TERM RENTAL - 6 MONTHS***This sweet Cape Cod style home located in the heart of Southborough is perfect for anyone looking to enjoy all that Southborough has to offer from the easy commuter location to the charming, rural features including wonderful parks, trails & access to shopping. This home features 3 ample bedrooms incl primary with bath ensuite, 2 additional bedrooms & another full bath. Easy care hardwood floors throughout, fully equipped kitchen & dining room opens to lovely covered porch. Finished basement with cozy carpet & playhouse offers wonderful additional space to spread out & relax. Wonderful level rear yard is ready for year round outdoor activities. Tenant responsible for snow removal, heat (gas), electricity, cable/internet, etc.***TENANTS: PLEASE EMAIL OR TEXT YOUR ID & CURRENT PAY STUB TO SCHEDULE TOUR OF HOME*****THANK YOU!***

36 Boston Rd, Southborough

Listing courtesy of Listing Agent: Caroline Hanlon from Listing Office: Fireside Real Estate.

250-A Parkerville Road Unit D, Southborough

$1,800

2 Beds ⋅ 1 Baths ⋅ 73570236 MLS

Walk to the commuter rail or general store! Second floor apartment available for rent. Rent includes water, sewer, trash removal, snow removal and grounds maintenance. Tenant pays electric and oil. Coin operated laundry (in adjacent building). Great commuter location. Covenant to major highways, No smoking. No pets. Available September 1st.

250-A Parkerville Road Unit D, Southborough

Listing courtesy of Listing Agent: Stephanie Leahy from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$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.

$1,445,000

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/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 wholehouse AqualiteUS water treatment system provides filtered 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 designed home, and a connection to nature that can be enjoyed everyday.

12 Wood St, Southborough

Listing courtesy of Listing Agent: Alberto Jara from Listing Office: Red Bow Realty.

$2,650

3 Beds ⋅ 1 Baths ⋅ 73566602 MLS

~~Welcome to 26 East Main St. Apartment 1A Southborough!~~Huge 3 bedroom apartment located on a quiet street where the kids can play in the yard or ride their bikes! Walk to the local cafe for breakfast or have lunch at the downtown pizza shop! This unit has been freshly painted and the hardwood flooring was recently refinished! The kitchen includes gorgeous stainless steel appliances (Bosch and Samsung), an eat in area and a large pantry with a stackable washer and dryer! The bedrooms are bright with lots of windows and neutral colors! Mass Pike, RT 9 & RT 495 are nearby and the commuter rail is just across town!

26 East Main St. Unit 1A, Southborough

Listing courtesy of Listing Agent: Michelle Horan from Listing Office: Entryway Real Estate.

48 William Onthank Ln Unit 48, Southborough

$613,000

2 Beds ⋅ 3 Baths ⋅ 73559820 MLS ⋅ ['Southborough Meadows'] BLDG.

55+ Living at Its Best! Welcome to this beautifully maintained 2/3 Bedroom 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.

$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.

$1,225,000

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.

$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 ⋅ 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.

$1,747,000

4 Beds ⋅ 4 Baths ⋅ 73531936 MLS

Experience the beauty of autumn in New England at 2 Watkins Lane, where turn key living, modern comfort, and an exceptional Southborough lifestyle come together. Nestled on just over an acre of beautifully landscaped grounds, this distinguished residence offers approximately 5,000 square feet of thoughtfully designed living space, 4 bedrooms, 4 baths, and a 3-car garage. A BRAND-NEW ROOF adds peace of mind to this impressive home, offering the opportunity to settle in and enjoy an effortless, turnkey lifestyle. Inside, expansive living and entertaining spaces flow seamlessly, from the inviting four-season sunroom to the beautifully appointed gathering areas designed for both everyday comfort and memorable occasions. The finished walkout lower level and additional finished third floor provide exceptional flexibility for a home office, fitness studio, recreation, or guest accommodations. Outdoors, discover your own private retreat featuring a heated inground pool, expansive patio, fire pit, and fenced backyard—an idyllic setting for enjoying crisp autumn evenings, vibrant fall foliage, and warm-weather entertaining. Located in the sought-after town of Southborough, known for its scenic New England charm, excellent schools, conservation trails, and convenient access to Boston, Worcester, and major commuter routes, this property offers an exceptional balance of privacy and connectivity. Move right in, embrace the season, and enjoy the very best of Southborough living. Welcome home to 2 Watkins Lane, where every season brings something extraordinary.

2 Watkins Ln, Southborough

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

$3,200

5 Beds ⋅ 2 Baths ⋅ 73519985 MLS

This spacious 5-bedroom Cape sits on a prominent corner lot and offers 1798 square feet of versatile living space on .71 acres. Updated kitchen & baths. The home features a classic Cape layout with generous room sizes and multiple living areas, ideal for today's evolving needs. With plenty of off-street parking, the property easily accommodates multiple vehicles, guests or clients. Property is powered by solar electric system which is owned by the seller and has covered his electric costs.

150 Framingham Rd, Southborough

Listing courtesy of Listing Agent: Richard Anzalone from Listing Office: Remax A-Team.

$699,000

4 Beds ⋅ 3 Baths ⋅ 73515258 MLS

** Move-in ready ** Beautifully sited split-level home on a private wooded lot with scenic views, ideal for years of memories to come. Vaulted ceilings and hardwood floors define the main level, where the kitchen features two skylights, new tile flooring, updated appliances, and a circular island. The living and dining areas open to a screened porch, perfect for gathering, while a brick fireplace adds warmth. The primary suite includes a walk-in closet and renovated en-suite bath, with two additional bedrooms on the main level. The lower level offers a fourth bedroom, home office, or gym, along with a spacious family room, half bath, and dedicated laundry and storage areas, with access to the attached two-car garage. Recent updates include a 4-bedroom septic system (2022), hot water heater (2022), and furnaces (2019 & 2017). In desirable Southborough, offering top-rated public and private schools.

86 Framingham Road, Southborough

Listing courtesy of Listing Agent: Ren Song from Listing Office: John E. Murphy.

$1,375,000

2 Beds ⋅ 3 Baths ⋅ 73510958 MLS

Located at 26C Meadow Lane in Southborough, this rare 2-bed, 3 full bath duplex condo offers 3,130 sqft of thoughtfully designed living space, an unfinished walk-out basement, and an oversized attached 2-car garage. The living room features cathedral ceilings and a cozy gas fireplace, flowing seamlessly into the dining area and kitchen with a pantry and direct garage access—ideal for everyday convenience. A first-floor den with a walk-in closet and a laundry room on the same level as the primary bedroom enhance easy living. Enjoy exceptional outdoor spaces, including a welcoming front covered porch, a rear deck, and a relaxing 3-season porch—perfect for entertaining or quiet moments. Upstairs, a 168 sqft bonus room with a walk-in closet offers flexible use. With direct access to the Sudbury Reservoir Trails from your property, the nearby in-town commuter rail, and a neighborhood soccer field, this home offers a unique blend of privacy, charm, and convenience

26C Meadow Lane, Southborough

Listing courtesy of Listing Agent: Samantha Poutre from Listing Office: Mathieu Newton Sotheby's International Realty.

$2,425,000

4 Beds ⋅ 6 Baths ⋅ 73503996 MLS

Custom-built home on 1.53 acres abutting conservation land offering privacy & tranquil repose. Refined finishes not seen in today's real estate market! Exterior hardscape by Sudbury Land Design & Kitchen Design featured in Boston Magazine. Mahogany Doors lead you to the Foyer w/ curved staircase, Living Rm w/ limestone fireplace, Dining Rm & Family Rm all w/ Southern Pine Flooring. Gourmet kitchen w/ chef grade appls, Butlers Pantry & Italian Limestone flooring. Stunning 3-season Sunroom w/ glass & screen inserts and access to brick/bluestone patio. First flr Primary Bedroom w/ French Doors leading to covered Veranda. Second flr w/ 3 bedrooms each w/ private baths. Second flr office w/ Mahogany built-ins. Lower level w/ 3 entertainment rms, gas fireplace, a large work-out rm, a full bathroom, unfinished storage space & access to the 3-car garage complete w/ separate Workshop. 11' first floor ceilings, 10' second floor ceilings, Bevolo exterior lighting, custom Pella windows & doors.

6 Witherbee Ln, Southborough

Listing courtesy of Listing Agent: Danielle OConnell from Listing Office: Coldwell Banker Realty - Framingham.

$829,000

2 Beds ⋅ 4 Baths ⋅ 73496745 MLS

Welcome to 17 Stonebrook Court — over-55 living at its best. This beautifully maintained, eight-year-old home feels like new and offers two bedrooms and three-and-a-half baths with high-end finishes throughout.A thoughtful, open layout features two spacious family room areas, giving you flexible space for everyday living, entertaining, or hosting overnight guests. Additional bonus rooms are ideal for a home office, hobby space, fitness area, or media room, so the home easily adapts as your needs change and comfortably accommodates visiting family and friends.Enjoy the outdoors with two private patio spaces, perfect for morning coffee, quiet reading, or evening gatherings.The 15-unit association is well-run and well-funded, taking care of exterior maintenance so you can enjoy truly low-maintenance living. Ideally located for commuters with convenient access to Route 9, I-495, and the Mass Pike.A home you will truly enjoy — come see for yourself.

17 Stonebrook Ct, Southborough

Listing courtesy of Listing Agent: William Fitzpatrick from Listing Office: Wellesley Real Estate, LLC.

$829,000

2 Beds ⋅ 4 Baths ⋅ 73496113 MLS ⋅ ['Stonebrook Village'] BLDG.

Welcome to 17 Stonebrook Court — over-55 living at its best. This beautifully maintained, eight-year-old home feels like new and offers two bedrooms and three-and-a-half baths with high-end finishes throughout.A thoughtful, open layout features two spacious family room areas, giving you flexible space for everyday living, entertaining, or hosting overnight guests. Additional bonus rooms are ideal for a home office, hobby space, fitness area, or media room, so the home easily adapts as your needs change and comfortably accommodates visiting family and friends.Enjoy the outdoors with two private patio spaces, perfect for morning coffee, quiet reading, or evening gatherings.The 15-unit association is well-run and well-funded, taking care of exterior maintenance so you can enjoy truly low-maintenance living. Ideally located for commuters with convenient access to Route 9, I-495, and the Mass Pike.A home you will truly enjoy — come see for yourself.

17 Stonebrook Ct Unit 17, Southborough

Listing courtesy of Listing Agent: William Fitzpatrick from Listing Office: Wellesley Real Estate, LLC.

$624,000

2 Beds ⋅ 3 Baths ⋅ 73491644 MLS ⋅ ['Woodland Meadows'] BLDG.

Motivated sellers!!! *NEW CONSTRUCTION , energy efficient, beautiful end 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 with view of woods. Bright living room with two large windows that offer distant view of the Sudbury reservoir, has extra closet and offers access to a private balcony in the front of the house. Wood 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 with view of the water, has walk in closet. 2nd floor has full bathroom with tub/shower and laundry. 2 car deep tandem garage with storage/utility closet. Additional private parking spot available in the driveway. Extra parking available next to unit. Trash removal, master insurance , septic system service, landscaping, snow removal, common area & siding /roof/deck maintenance included in the HOA. Unit is ranked high in HERS rating and energy efficiency. Top rated schools. Walking distance to Fayville Park. Close to shopping, golf, and all local amenities. About 5 min drive to both Ashland and Southborough commuter train stations. Close to Rt 9, 495 and Mass Pike! Come see!

12 Fayville Lane Unit 12, Southborough

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

$2,150,000

5 Beds ⋅ 4 Baths ⋅ 73491481 MLS

Welcome to this almost-new home in Chestnut Meadow, an intimate and one of the finest neighborhoods of luxury homes offering timeless charm and modern comfort . This exceptional 5-bedroom, 4-bath residence showcases a sought-after modern design, complete with a welcoming farmer’s porch and a spacious 3-car garage.High-end designer finishes throughout, including premium Thermidor appliances an oversized kitchen island complemented by a generous breakfast area and large pantry A breathtaking vaulted family room featuring a striking stone fireplace and access to a private deck.a private home office and a first-floor en-suite bedroom, ideal for guests or multi-generational living. Upstairs, each bedroom offers private or direct access to a bathroom, ensuring comfort and convenience for all. The luxurious primary suite is a true retreat, featuring a dressing room, cozy sitting area, and a spa-inspired en-suite bath complete with a soaking tub and oversized glass-enclosed tiled shower.

4 Dairy Farm Ln, Southborough

Listing courtesy of Listing Agent: Graham Pettengill from Listing Office: ERA Key Realty Services- Fram.

$2,150,000

4 Beds ⋅ 5 Baths ⋅ 73469164 MLS

Welcome to this stunning four-bedroom single-family home, offering exceptional flexibility with primary suites on both the first and second floors. The thoughtfully designed open floor plan seamlessly connects the living spaces, ideal for everyday living and entertaining. Five well-appointed bathrooms, a spacious two-car garage, and a charming three-season porch enhance both comfort and functionality. Located within a well-managed condominium community due to a shared septic system, this home provides exclusive use of its own private exclusive yard area of over .39 acres. Enjoy maintained common areas, including a large maintained grass area for shared use and a private path that allows direct access to the Sudbury Reservoir trail. This rare opportunity offers the perfect balance of privacy, convenience, and low-maintenance living.

24 Meadow Lane, Southborough

Listing courtesy of Listing Agent: Samantha Poutre from Listing Office: Mathieu Newton Sotheby's International Realty.

$2,150,000

4 Beds ⋅ 5 Baths ⋅ 73469118 MLS

Welcome to this stunning four-bedroom single-family home, offering exceptional flexibility with primary suites on both the first and second floors. The thoughtfully designed open floor plan seamlessly connects the living spaces, ideal for everyday living and entertaining. Five well-appointed bathrooms, a spacious two-car garage, and a charming three-season porch enhance both comfort and functionality. Located within a well-managed condominium community due to a shared septic system, this home provides exclusive use of its own private exclusive yard area of over .39 acres. Enjoy maintained common areas, including a large maintained grass area for shared use and a private path that allows direct access to the Sudbury Reservoir trail. This rare opportunity offers the perfect balance of privacy, convenience, and low-maintenance living.

24 Meadow Lane Unit N/A, Southborough

Listing courtesy of Listing Agent: Samantha Poutre from Listing Office: Mathieu Newton Sotheby's International Realty.

$5,895,000

7 Beds ⋅ 9 Baths ⋅ 73384674 MLS

Tucked away on one of Southborough’s most coveted cul-de-sacs, 14 Lovers Lane is a breathtaking custom-built estate that redefines luxury living. Crafted with the highest standards and attention to detail, the home showcases timeless architectural design and exquisite millwork throughout. From the grand foyer with soaring ceilings to the richly appointed formal rooms, every space is thoughtfully curated to impress and inspire. The heart of the home is a spectacular chef’s kitchen with top-of-the-line appliances, custom cabinetry, and a sunlit breakfast nook overlooking the grounds. The adjoining family room—with its stone fireplace and coffered ceiling—invites connection and relaxation. Outside, the grounds offer a tranquil and elegant backdrop for everyday living, with a bluestone patio, outdoor kitchen, and covered veranda that seamlessly extend the living space into nature. Each detail is thoughtfully chosen to enhance comfort, functionality, and timeless design.

14 Lovers Lane, Southborough

Listing courtesy of Listing Agent: Gina Anderson from Listing Office: MGS Group Real Estate LTD.

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