Southborough MA Homes for Sale

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.

$4,500,000

6 Beds ⋅ 8 Baths ⋅ 73481194 MLS

Welcome to 12 Wyndemere, a breathtaking English Country Manor set on 4.5 acres at the crown of Southborough’s most distinguished estate neighborhoods. Surrounded by 180 acres of conservation land, this 9300+ sq ft residence offers exceptional privacy and timeless presence. Grand formal rooms with handcrafted millwork blend seamlessly with inviting spaces designed for everyday living. Seven gas fireplaces add warmth and charm throughout making the home surprisingly cozy for its scale. The upper level features six bedrooms, including a spacious primary suite with dual baths and magnificent sunset views. The estate’s unparalleled grounds are a masterpiece of landscape design with multiple terraces, brick walkways lined by sculpted hedges, perennial blooms, a flourishing apple orchard with working cider press, a smokehouse, heated freeform swimming pool and a formal English garden for reflection. Only 1 mile to Fay & St. Marks schools and 25 miles to downtown Boston.

12 Wyndemere Drive, Southborough

Listing courtesy of Listing Agent: Ginny Martins from Listing Office: Ginny Martins & Associates.

$3,799,000

5 Beds ⋅ 8 Baths ⋅ 73486050 MLS

A rare offering, 32 Sears Road stands among Southborough’s most treasured private estates. Your approach is a sweeping drive beneath centuries-old oak trees leading to a distinctive port-cochere & stately columned portico. This iconic Georgian Colonial presides over 7.4 magnificent acres adjacent to 25 acres of protected conservation land. The slate roof, balanced symmetry, and meticulously crafted millwork define nearly 8800 sq ft of curated living space. A grand two 2-story marble foyer opens to elegant formal rooms, while the chef’s kitchen leads to exceptional casual living spaces. An exquisite primary suite with limestone fireplace & new luxe bath offers views of the grounds that feature multiple terraces, a resort-like pool & spa, tennis court and brilliant sunsets. Enjoy a sauna after your workout in the upstairs gym or a visit to the wine cellar in the impressive lower-level recreation rooms. Located just 1 mile to Fay & St. Mark’s private schools and 25 miles to Boston.

32 Sears Road, Southborough

Listing courtesy of Listing Agent: Ginny Martins from Listing Office: Ginny Martins & Associates.

$3,795,000

5 Beds ⋅ 6 Baths ⋅ 73470657 MLS

Perfectly sited on nearly 15 acres of gently rolling land, this 2015 contemporary masterpiece blends architectural elegance with natural serenity. Panoramic views in every direction invite a lifestyle of quiet reflection, gentleman farming, or equestrian pursuits, all in a remarkably private yet connected setting. Inside, soaring walls of glass flood the open-concept living, dining, and entertaining spaces with natural light. A state-of-the-art chef’s kitchen with premium appliances and sleek finishes opens to an open staircase leading to five spacious bedrooms including a tranquil primary retreat. Exceptional materials and craftsmanship deliver modern sophistication with timeless appeal. Effortless indoor-outdoor living includes a pool, fire pit, and sweeping grounds. A heated barn provides flexible space for car collections, a workshop or studio. Set in a welcoming neighborhood, minutes to commuting routes, this rare offering unites nature, community, solitude and style!

9A Ashley Road, Southborough

Listing courtesy of Listing Agent: The Ridick Revis Group from Listing Office: Compass.

$2,450,000

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.

$2,300,000

4 Beds ⋅ 7 Baths ⋅ 73505983 MLS

Gorgeous custom Colonial masterfully crafted by Brendan Homes and beautifully sited in prestigious Barn Hollow. A dramatic two-story foyer opens to an elegant and thoughtfully designed floor plan featuring a richly appointed chef’s kitchen with Wolf and Sub-Zero appliances, marble counters, and an expansive center island. Exceptional craftsmanship, refined architectural details, and soaring ceilings elevate the living room, family room, and private study. The second floor offers four bedrooms, including a luxurious primary suite with a spa-inspired bath and generous walk-in closet. One secondary bedroom features an en suite bath, while a spacious bonus room provides versatile living space. The beautifully finished walk-out lower level features a media room, home gym, private au pair or guest suite, second laundry area, and stylish refreshment area. Set on beautifully landscaped and fenced grounds in one of Southborough’s most coveted neighborhoods near highly regarded Algonquin schools

4 Nipmuc Lane, Southborough

Listing courtesy of Listing Agent: The Pinnacle Group from Listing Office: Douglas Elliman Real Estate - Wellesley.

$2,288,800

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.

$1,995,000

4 Beds ⋅ 5 Baths ⋅ 73547570 MLS

This custom contemporary estate has been fully renovated with over $500k of high end updates! Inside boasts over 7400sqft of living space with a secluded first floor primary suite including an office space, walk in closet and recently renovated full bath with endless storage. The designer chefs kitchen was thoughtfully put together with high end appliances, cabinetry and countertops. The upstairs features 3 additional oversized bedrooms with 2 full baths that just completed renovations. The basement shows as another open living space with huge windows, an exercise room, game area, office space and additional full kitchen with theater space. Your outdoor space is just as fabulous with views of the Sudbury River, an inground heated pool, hot tub with cabana and putting green. A completely renovated ADU building can be utilized for how you see fit. Whether you are a family looking for a quiet retreat or someone that does a lot of entertaining, this breathtaking property has it all.

6 Lynbrook Road, Southborough

Listing courtesy of Listing Agent: Jeffrey Incutto from Listing Office: BA Property & Lifestyle Advisors.

$1,795,000

4 Beds ⋅ 4 Baths ⋅ 73531936 MLS

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

2 Watkins Ln, Southborough

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

$1,550,000

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.

$1,399,900

3 Beds ⋅ 4 Baths ⋅ 73537792 MLS

Vacation at home in one of Southborough’s most sought-after neighborhoods. Set on 1.84 acres overlooking the water, this beautifully updated property blends privacy, comfort, and exceptional outdoor living. Expansive views take center stage from the wraparound IPE deck and saltwater inground pool, creating an ideal setting for relaxing and entertaining. Thoughtful improvements include a designer kitchen with a generous quartzite island, stainless steel appliances, gas cooktop with direct vent for the cook. A luxurious primary suite, steam showers, soak tub, walk in closets, bamboo flooring, updated roof, windows, Hardie siding, and a three-car garage with an oversized bay. A versatile 32x24 barn offers endless possibilities for a studio, workshop, recreation space or ADU. The circular drive completed in 2024 enhances the home's impressive arrival. Walk to top-rated schools in this idyllic community with commuter access to route 9/30/85/495/90 and the MBTA!

20 Parkerville Rd, Southborough

Listing courtesy of Listing Agent: Jennifer Green Thompson from Listing Office: RE/MAX Signature Properties.

$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.

$1,350,000

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.

$1,225,000

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 suite 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. 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.

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 73554950 MLS

Gorgeous, sun drenched Colonial on the north side just off Middle Road with windows overlooking park like grounds. The first floor features a luxury kitchen that opens to an oversized family room with soaring ceilings, walls of windows, and views of the private backyard. Upstairs offers a spacious primary suite with a walk in closet and luxurious en suite bath, plus three additional bedrooms and a full bath. The finished walkout lower level opens to the pool area and provides flexible space for a recreation room, home office, gym, or playroom. Set on a beautifully landscaped cul de sac lot with mature trees, perennial gardens, and a picturesque inground pool. Conveniently located just off Route 9 with easy access to I 495, shopping, and restaurants, and only minutes from Neary Elementary School, Fay School, and Saint Mark's School.

14 Stub Toe Lane, Southborough

Listing courtesy of Listing Agent: Tony Mallozzi from Listing Office: Anthony Joseph Real Estate LLC.

$1,199,000

3 Beds ⋅ 4 Baths ⋅ 73553502 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.

$1,199,000

4 Beds ⋅ 3 Baths ⋅ 73528743 MLS

Welcome to one of Southborough's most desirable cul-de-sac neighborhoods. Set on a beautiful acre+ lot, this stunning Colonial features a flat backyard, spacious deck, and charming front porch with sunset views. The two-story foyer opens to a first-floor layout with 9' ceilings, front-to-back living and dining rooms, a home office, and a family room with a stone fireplace. The eat-in kitchen offers granite counters, a large center island, wine fridge, and abundant cabinetry. Upstairs, the primary suite has two walk-in closets, a spa-like bath with double vanity, and a versatile bonus room (office, fitness space, or nursery). Three additional bedrooms and a full bath complete the second level. Major improvements: owned solar panels, $35K heat pump HVAC with transferable warranty, refreshed bathrooms with quartz vanities, hardwood floors, and partial roof replacement—an efficient, all-electric home with reduced utility costs. Top schools; minutes to Commuter Rail, Rt 9, 495, Mass Pike.

3 Hubley Lane, Southborough

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

$1,175,000

4 Beds ⋅ 3 Baths ⋅ 73524400 MLS

Welcome to 229 Parkerville Rd, a beautiful 4-bed, 3-bath Single Family Home in highly sought-after Southborough, MA. The kitchen is designed for both culinary enthusiasts and everyday living, featuring a convenient island and a double oven, making meal preparation and entertaining a delight. A luxurious primary bathroom complete with a sauna and steam combo along with heated floors. Situated on a beautiful 1-acre lot, the property offers exceptional outdoor living, including a wrap-around porch with a gazebo and a charming fire pit. Enjoy peace of mind with a Title V inspection that passed with no issues. This property is more than just a house; it’s a canvas for creating cherished memories. Fully refurbished and extended in 2024 New windows, new roof and all new siding are just a few of the key additions. Designed for ultra low external maintenance. Solar Panels that are owned out-right to help the efficiency of the home along with so much more!

229 Parkerville Rd, Southborough

Listing courtesy of Listing Agent: Rujens Dimanche from Listing Office: Zander Realty Group.

$1,128,000

4 Beds ⋅ 4 Baths ⋅ 73535012 MLS

Sited along the Sudbury River, this enchanting 4-5 bedroom, 3.5-bath Colonial offers 3,344 SF of refined living and outdoor space that feels like a hidden gem. A large deck and bluestone patio overlooking serene surroundings create a sense of true indoor-outdoor living. Inside, a soaring two-story foyer sets the tone of the gracious residence. The expansive family room opens through glass pocket doors, and the inviting fireplaced dining room with built-ins adds warmth and character. The sprawling kitchen impresses with a granite island, eat-in peninsula, cooktop, wall oven, and full wall of pantry storage. The primary suite features a window seat with panoramic views, three walk-in closets, and a high-style remodeled bathroom with soaking tub, HEATED FLOOR, tiled shower, and double vanity. The versatile lower level offers a great room plus an additional potential bedroom and remodeled full bath. More than a home - this is a lifestyle of nature, privacy, and elevated living.

18 Wood Street, Southborough

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

$1,125,000

4 Beds ⋅ 3 Baths ⋅ 73533994 MLS

Tucked along beautiful scenic Pine Hill Road, this stunning Southborough Colonial sits on a peaceful acre lot abutting conservation land: the kind of setting that makes every day feel like a retreat. Inside, the recently renovated magazine-quality kitchen (~$100K) steals the show: professionally designed with quartz counters, premium stainless appliances, large island, and a custom beverage center/coffee bar. Stylish modern bathrooms, fresh carpets throughout the upper level, and gleaming hardwoods & attractive tile throughout the first floor complete the polished interior. Four spacious bedrooms, front-to-back family AND living rooms, gracious foyer with double closets, an oversized lower-level mudroom, and a flexible finished basement room (ideal for a home office, gym, or playroom) offer spaces for every need. Meticulously maintained home; see extensive list of updates and improvements attached to MLS. Easy access to Rt. 9 and the Mass Pike makes this a commuter's dream!

63 Pine Hill Road, Southborough

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

$1,099,000

4 Beds ⋅ 3 Baths ⋅ 73541084 MLS

Looking for the perfect blend of classic New England charm, timeless character, & stylish modern updates? This exceptional Cape in Southborough is filled w/ warmth & architectural detail throughout. The expansive first floor features an updated kitchen w/ granite countertop, SS appliances, double ovens & a bright breakfast area. French doors open to a sun-filled three-season room overlooking the private, beautifully landscaped backyard. Enjoy a spacious family room w/ fireplace, a gracious living room w/ built-ins, fireplace, & French doors, plus a first-floor office w/ built-ins and backyard access. Upstairs, the generous primary suite offers two closets, a fireplace, & private bath.Three additional bedrooms & a full bath w/ Italian Marble floor & whirlpool tub complete the second floor. Stunning wide-plank knotty pine wood floors, abundant natural light, & thoughtful updates enhance every space. Lower level mudroom & ample storage. A truly special home w/ character & charm throughout

2 Stowe Rd, Southborough

Listing courtesy of Listing Agent: TEAM Metrowest from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$999,520

4 Beds ⋅ 4 Baths ⋅ 73547418 MLS

A 4-bedroom, 3.5-bath Colonial in one of Southborough's established neighborhoods, with a saltwater pool finished lower level, and rare bonus space above the detached garage—ideal as a home office, studio, guest space, or ADU potential. Central air throughout (2024) The renovated kitchen (2006) with gas cooking opens to a dramatic two-story barn-board family room with gas fireplace. Formal living and dining rooms, two staircases, and a finished lower level with game room, billiard area, wet bar, and full bath. Outside: a 16'x32' saltwater in-ground pool with newer liner (2026) and composite deck with full awning, on a landscaped 0.88-acre lot abutting conservation land, the Sudbury Reservoir, and walking trails. New roof (2026) new septic system to be installed (2026) Minutes to MBTA Commuter Rail, Route 9, I-90, and I-495.

8 Partridge Hill Rd, Southborough

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

$975,000

4 Beds ⋅ 3 Baths ⋅ 73552290 MLS

Exceptional 3,000± sq. ft. Farmhouse Colonial with an inviting farmer’s porch, gracefully sited on a sun-filled 1-acre lot surrounded by spectacular perennial gardens. This beautiful 4-bedroom, 2.5-bath home offers a stunning family room w/custom built-ins & fireplace, Entertain in your open kitchen w/ Ctr island, butcher block counters & hardwood floors! Plus a dedicated first-floor office or gym! The cathedral primary suite offers a dressing room & luxurious en suite with soaking tub & separate shower. Enjoy a spacious deck overlooking your private backyard retreat with an inground pool, custom fencing, irrigation, & lush landscaping. New roof (2017), new pool liner (2021), Anderson windows, W/D/Ref incl, new septic distribution box (2026), central air, 2-zone heat, & an expansive lower level ready for future expansion. Minutes to major routes, commuter rail, shopping, dining, & Southborough’s award-winning schools. The perfect home for entertaining family and friends, indoors & out!

162 Main St, Southborough

Listing courtesy of Listing Agent: The Real Estate Ladies Team from Listing Office: REMAX Executive Realty.

$969,900

2 Beds ⋅ 4 Baths ⋅ 73534485 MLS ⋅ ['Carriage Hill'] BLDG.

Welcome to 53 Carriage Hill Circle, where an active lifestyle meets elegant design! This beautiful end-unit offers beautiful hardwood flooring, abundant natural light, and impeccable attention to detail throughout. The recently renovated kitchen offers a perfect space for everyday living and entertaining alike. The bright and inviting four-season sunroom provides a peaceful retreat to work or unwind while taking in the surrounding views. You’ll appreciate the first-floor primary suite which features a fully renovated bathroom that must be seen to be appreciated. Upstairs, you'll find a spacious second bedroom, a full bath, a versatile loft area, and more. The impressive walk-out lower level provides an open-concept design that includes a family room, fitness area, another office or study and a full bathroom. A gym at the clubhouse? Yes indeed along with a full social calendar, nearby walking trails, Boston, and so much more.

53 Carriage Hill Unit 53, Southborough

Listing courtesy of Listing Agent: Mark Sacco from Listing Office: LAER Realty Partners.

$900,000

4 Beds ⋅ 3 Baths ⋅ 73515804 MLS

BUYER GOT COLD FEET- their loss is your gain. Nestled on a beautiful dead-end street in desirable Southborough, this spacious Colonial offers the perfect blend of charm, functionality, and outdoor living. The sun-filled main level features hardwood floors, a large living room with window seat and wood burning fireplace, a formal dining room, and an amazing kitchen with granite countertops, dining area, and exterior access to patio perfect for a dining table and grill. The family room opens to the backyard oasis complete with deck, inground pool, storage shed and professional landscaping—perfect for entertaining all summer long. Flexible first-floor bedroom with built in shelving is ideal for guests or a home office space. Upstairs offers three generously sized bedrooms including a primary suite with walk-in closet, private bath, and balcony overlooking the backyard. There is also an additional space for an office or use it for crafts! Convenient second-floor laundry and central vac too

122 Deerfoot Rd, Southborough

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

$899,900

3 Beds ⋅ 3 Baths ⋅ 73546294 MLS

Welcome to 1 Tara Rd. An exceptional single-family residence which has been beautifully updated and meticulously maintained. This inviting property offers a sophisticated blend of classic and contemporary design. Kitchen with granite. Fireplaced living room. Cathedral ceilings in living room and dining room. Large addition with cathedral ceilings could be playroom or home office. Lots of hardwood floors. Central air conditioning. 3 well-appointed bedrooms. Primary bedroom has its own balcony, walk in closet and a remodeled bath with huge walk- in shower and dual sinks. Downstairs offers a family room with fireplace, another room for a home office, and another full bath. Washer/dryer hookups on both floors. 2 car garage with additional storage. This home is situated on a generous 1-acre corner lot in a desirable neighborhood. Professionally landscaped. Circular drive provides ample parking. Enjoy top rated schools, easy access to highways and all that Southborough has to offer.

1 Tara Rd., Southborough

Listing courtesy of Listing Agent: Sandra Mayer from Listing Office: REMAX Executive Realty.

$869,000

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.

$869,000

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.

$850,000

4 Beds ⋅ 2 Baths ⋅ 73547957 MLS

Make it home in Southville! Discover the perfect blend of classic style & modern living in this beautifully appointed, 5-year-young Colonial. Set on a side street, this immaculately maintained 3-4 bedroom, 2 full bath home features hardwood floors, stylish tiled baths, & an open-concept design ideal for entertaining & everyday life. The heart of your home, the kitchen, offers quartz countertops, gas stove, center island, pantry closet, & separate dining area that flows seamlessly into the open, airy, living room w/gas fireplace. A 1st floor bedroom or den has full bath & laundry room nearby, adding extra flexibility. Upstairs, you'll discover the master bedroom w/walk-in closet & custom organizers. Take in the natural setting from an expansive deck overlooking the level, partially fenced backyard ideal for pets, parties, play! Gas heat, central air, detached garage, & less than a mile from the MBTA station, Finn School, & recreation at Mooney Field!

45 Highland Street, Southborough

Listing courtesy of Listing Agent: Jennifer Juliano from Listing Office: Keller Williams Boston MetroWest.

$850,000

3 Beds ⋅ 3 Baths ⋅ 73446670 MLS

Mixed use property: A Single Family Home (2,200 sq. ft.) & Detached Commercial Building (an additional 1,361 sq. ft. built in 1980) on Boston Road, (Route 30) for a total sq.ft. of 3,583 sq. ft. Best of both worlds: Highly visible location for a small Business & large, serene backyard behind home, on 3/4 Acres. The Single Family Ranch Home was added onto & renovated. Some of the additions to the home include: new vinyl siding (2025), updated electric service (2025), Family Rm addition (1982), Screened Porch addition, 3 rooms & full Bath that can be separated w/side entrance. Many upgrades to the home including renovated Kitchen w/granite counters, cabinets & appliances. Living Room floors refinished, new hot water heater, shed. Separate Commercial Building was a printing business for many years "Quikprint" w/additional 1,361 sq.ft. Plenty of parking in spacious driveway. Don't miss this rare opportunity in Southborough- Great location & fantastic visibility for your Business/Office!

216 Boston Rd, Southborough

Listing courtesy of Listing Agent: Gail DuBois from Listing Office: William Raveis R.E. & Home Services.

$839,000

2 Beds ⋅ 4 Baths ⋅ 73554574 MLS ⋅ ['Carriage Hill'] BLDG.

Welcome to Carriage Hill, Southborough's sought-after 55+ community. This beautifully maintained Arlington Model home offers generous finished living space across three levels. The sun-filled main level features a dramatic cathedral-ceiling living room with fireplace and French doors to the composite deck, a gracious dining room, remodeled 2022/23 kitchen, and spacious primary bedroom. Upstairs are a second bedroom, full bath, and versatile loft. The exceptional finished walkout lower level adds a fireplaced family room with custom built-ins, private office, studio/bonus room, full bath, and abundant storage. Hardwood floors, central air, ductless mini-split, central vacuum, whole-house generator, and two-car garage complete the home. Enjoy professional landscaping, clubhouse, fitness room, paddle tennis, and walking trails in a convenient, beautifully cared-for setting.

57 Carriage Hill Cir Unit 57, Southborough

Listing courtesy of Listing Agent: Joe Teceno from Listing Office: Mathieu Newton Sotheby's International Realty.

$749,900

2 Beds ⋅ 3 Baths ⋅ 73530047 MLS ⋅ ["Cain's Crossing"] BLDG.

Motivated seller Relocating! OPPORTUNITY KNOCKING! Welcome to luxury, low-maintenance living in this beautiful 55+ active adult duplex townhouse in Southborough~The open floor plan features a custom kitchen w/quartz countertops, SS appliances, farmhouse sink, center island & ample cabinetry, flowing into the impressive 2 story family room w/a gas fireplace~The 1st floor primary suite offers a full bath & walk-in closet, along with convenient 1st floor laundry~The 2nd level includes a spacious loft, office area, 2nd bedroom & full bath, providing flexible living space for guests~Enjoy outdoor living on the private patio, perfect for relaxing or entertaining~Additional features include a two-car garage & a full walk out basement w/a finished room used as a media room + storage~Harvey windows, vinyl siding & efficient propane heat for your comfort~Enjoy community amenities including a courtyard with benches and firepit~ Ideally located near shopping, restaurants, golf, commuter rail & major routes~Exceptional value, quality and design!

7 Cain Cir Unit 7, Southborough

Listing courtesy of Listing Agent: Muneeza Realty Group from Listing Office: Keller Williams Pinnacle MetroWest.

$649,900

3 Beds ⋅ 2 Baths ⋅ 73507358 MLS

Move right in and enjoy complete peace of mind in this beautifully Southborough home! Located at 112 Marlboro Road, this turn-key property perfectly balances modern upgrades with suburban charm. The heart of the home features a stunning kitchen renovated in 2018, boasting timeless finishes and a full suite of sleek stainless steel appliances—including a brand-new refrigerator and range (2026). The full bathroom was also fully remodeled in 2018 with contemporary style. Beyond the aesthetic updates, the major mechanicals are already taken care of for you, featuring a new furnace, AC and water heater (2021). Situated in a top-rated school district with unbeatable access to major commuter routes, Route 9, and the Mass Pike, this home offers the ideal blend of comfort and convenience. Don't miss this rare, worry-free opportunity!

112 Marlboro Rd, Southborough

Listing courtesy of Listing Agent: Jiahui Wang from Listing Office: Greenland Real Estate LLC.

$649,000

2 Beds ⋅ 3 Baths ⋅ 73527826 MLS ⋅ ['Woodland Meadows'] BLDG.

*NEW CONSTRUCTION* Beautiful 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 that overlooks woods in the back yard. Bright living room, with two large windows that has extra closet and offers access to a private balcony in the front of the house. Hardwood floors throughout on first floor and up staircase. 2 nicely sized bedrooms upstairs with new carpet . Master bedroom has spacious walk-in closet and en suite bathroom. Second bedroom has spacious walk in closet with its own window. Full bathroom in the upstairs hallway . 2nd floor Laundry. 2 car deep garage with storage closet and additional private parking spot available in the driveway. Large common area parking as shown in pictures , is next to unit. Trash Removal included in HOA. Top-rated schools! About 5 min drive to 2 commuter train stations, close to Rt 9, 495 and Mass Pike! Come see!

10 Fayville Lane Unit 10, Southborough

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

$649,000

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

*NEW CONSTRUCTION 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 that overlooks common green space. 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 staircase. 2 nicely sized bedrooms upstairs with new carpet . Master bedroom has spacious walk-in closet and en suite bathroom. Second bedroom with view of the water, has walk in closet. 2nd floor full bathroom and laundry. 2 car deep garage with storage closet and additional private parking spot available in the driveway. Large common area parking as shown in pictures , is next to unit. Trash Removal included in HOA. Top-rated schools! About 5 min drive to 2 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.

$640,000

3 Beds ⋅ 2 Baths ⋅ 73554468 MLS

9-room, single-level single family home sits on a peaceful, quite street, yet remains conveniently close to the Southboro MBTA rail station and nearby church. Set on a private lot, the home sprawls with comfortable flow and thoughtful outdoor space, including a trek deck that overlooks a secluded backyard. The in-law suite offers privacy and convenience with a separate entrance, modern kitchen, full bath and a private bedroom featuring cathedral ceilings and views of the yard. The primary residence includes two ample bedrooms, a large eat-in kitchen, a huge living room with hardwood floors and a signature stone fireplace and a spacious office - ideal for work or study. Enjoy this rare blend of privacy and location before this gem is gone.

28 Highland St, Southborough

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

$635,000

3 Beds ⋅ 3 Baths ⋅ 73516402 MLS

An incredible value/investment based on recent close-by comp on Southville Rd! Get in before the the Fall school year! The K–8 district, Southborough Public Schools, receives an A rating from Niche, with particularly high marks for academics and teachers. This meticulously maintained single-family residence presents an exceptional living opportunity within its 1674 square feet. This attractive property, presented in great condition, offers a distinctive architectural style that blends historical charm with contemporary comfort. The kitchen is thoughtfully appointed with stainless steel appliances and granite counters, arranged in a functional layout that incorporates a convenient peninsula. Among the three bedrooms, one features an ensuite bathroom, providing a private retreat. The residence accommodates two full bathrooms and one half bathroom. The grounds span an expansive 1.4 acres, and are enhanced by a fire pit, a patio, and a welcoming porch. Only .6 miles to commuter train!

190 Southville Rd, Southborough

Listing courtesy of Listing Agent: Bradford Morse from Listing Office: Century 21 North East.

$625,000

2 Beds ⋅ 1 Baths ⋅ 73552611 MLS

Move right into this beautifully updated 2-bedroom 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 MINI-SPLIT SYSTEM on the main level provides efficient 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, or potential third bedroom.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.

$624,900

3 Beds ⋅ 2 Baths ⋅ 73504832 MLS

Tastefully updated 3-bedroom, 2 full bath Colonial in a prime commuter location. The first floor offers a light and bright kitchen featuring quartz countertops, subway tile backsplash, and stainless steel appliances. A flexible first-floor bedroom or home office, full bathroom, and a spacious family room create the perfect layout for everyday living and entertaining. Upstairs, you’ll find two generously sized bedrooms, a second full bath, and the convenience of second-floor laundry. This home has been thoughtfully enhanced with major updates including new duct work (2022) and new central air conditioning (2022), a newly added sauna for at-home relaxation, a new water heater (2026), and a new sump pump and water proofed basement (2024) for added peace of mind. Outside, enjoy low-maintenance vinyl siding, leaf filter gutters w/ Lifetime warranty, beautiful bluestone patio, lush plantings, and a large, private fenced yard complete with a firepit—ideal for entertaining or unwinding.

7 Cherry St, Southborough

Listing courtesy of Listing Agent: Angela Diatelevi from Listing Office: Chinatti Realty Group, Inc..

$418,999

2 Beds ⋅ 2 Baths ⋅ 73500962 MLS

Welcome to this spacious modern townhouse in one of the most desirable school districts in MA. The second floor contains two large bedrooms, a bathroom, and the first floor contains a gorgeous kitchen with windows overlooking the back yard, a bathroom with laundry hookups, and a spacious living room perfect for entertaining. The windows overlooking the back yard provide a beautiful natural light brightening up the whole first floor. You will also have the luxury of being just a short walk from the commuter rail, allowing you to spend more time with your family by optimizing your commute. With two car off-street parking, private entrance, and a secluded back yard space for entertaining, this property is the total package. Updating includes new roof, new hot water heater, new heat pump for heating/cooling, updated electrical, and updated plumbing. Open house Sat 7/11 & Sun 7/12 1pm-3pm

98 Southville Unit A, Southborough

Listing courtesy of Listing Agent: Candor Investment Group from Listing Office: eXp Realty LLC.

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