Warm & inviting, this well-loved colonial sits on a beautiful .83 acre lot in wonderful northside nbhd.The foyer welcomes you in with hardwood floors & leads to the spacious living room loaded with natural light from all the windows, the formal dining room with chair rail & crown molding & flows into the cabinet-packed kitchen with center island & atrium door to deck.The kitchen opens to the family room with soaring ceilings. Private study with built-ins & updated half bath complete the 1st flr.Upstairs is the spacious primary ste with vaulted ceilings, walk-in closet & updated en-suite with double vanity, 3 addl large BRS -all with great closets, full guest bath & convenient 2nd flr laundry.The finished lower level is an open & versatile space with plenty of storage & access to the 2-car garage.Get ready for summer fun in the separately fenced inground pool & oversized tiered deck. All this in wonderful Southboro with top-ranked schools! OFFER DEADLINE OF MONDAY MARCH 30TH @ 2PM!!!
Stunning custom 5+ bedrm, 6-bath Colonial, privately sited on 10.88 acres. Located at the end of a cul-de-sac w/ artful stone walls, mature gardens & beautifully landscaped flat backyard. This home features a LEGAL IN LAW APARTMENT designed for Multi-Generational Living! Grand foyer w/ a sweeping staircase introduces the luxurious, yet warm aesthetic of this extensively updated home. The sunlit two-story great rm w/ walls of glass, is a centerpiece, chef’s kitchen & 3 fireplaces. Main Level: formal living & dining rms, home office, a primary suite w/ a laundry rm, kitchen, fireplaced sitting area & full den. The 2nd flr Primary bedrm suite boasts a sitting rm, a spa-inspired marble bath, soaking tub & oversized steam shower & a truly exceptional walk-in closet, laundry rm, 4-car heated garage, 8-seat home theater & a wine cellar. Close to St. Mark's, Fay School & exceptional public schools. Easy access to the commuter rail, Rt 9, Rt 495, Rt 90, Rt85, & Rt30. Easy commute to Boston.
Exceptional opportunity to transform this grand residence into your dream home in one of Southborough’s most desirable locations. Set on nearly 3 private acres and gracefully positioned on the elevated portion of the lot, this property offers both presence and potential. The home features 4 generously sized bedrooms, 2 full baths and one half bath, along with a versatile bonus room with its own private entrance—ideal for a home office, guest suite, or studio. A spacious kitchen with dining area, formal living room, and inviting family room provide a solid foundation for reimagining the interior. Two fireplaces add charm and character, while a large deck overlooks the expansive grounds. Additional highlights include a 2-car garage and partially finished basement. A rare offering—restore, reimagine, and elevate this distinguished home to its full potential.
Where timeless elegance meets resort-style living. Overlooking the Sudbury Reservoir with views of water lilies and swans, this exceptional home blends sophistication, scale, and serenity. The open floor plan connects a stunning contemporary kitchen to spaces for entertaining, including a theater, gym, game room, and meditation retreat. The first-floor suite offers the option of a sitting room or library, while a second ensuite bedroom provides flexibility. Outdoor amenities include a putting green, fruit trees, expansive patio, fire pit, and in-ground pool with hot tub. A welcoming farmers porch, broad driveway, four-car garage with EV charger, and whole-house generator add everyday ease. A versatile two-story outbuilding completes this remarkable property—where craftsmanship, comfort, and connection to nature define a truly refined New England lifestyle.
****NEW CONSTRUCTION**** Just finishing up construction and coming on the market for this beautiful end unit in a quiet neighborhood setting. Open floor plan has kitchen with granite countertops that opens to dining area and great room. Slider from kitchen opens to deck in the back, offering lots of natural sunlight. Bright living room is adjacent to the kitchen and offers access to a balcony in the front of the house. Wood floors throughout on first floor and up staircase. 2 nicely sized bedrooms upstairs . Master bedroom has spacious walk-in closet and en suite bathroom. Second bedroom has walk in closet. Full bathroom also on second floor. Carpet to be installed soon. 2nd floor Laundry. 2 car deep garage is a huge plus with an additional parking spot available in the driveway. Great commuter location! Close to Rt 9, 495 and Mass Pike .
Welcome to this almost-new home in Chestnut Meadow, an intimate neighborhood of luxury homes offering timeless charm and modern comfort with over 300K in upgrades. 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.
Welcome home to this VIBRANT, luxury 55+ community offering premier resort-style living & exceptional CLUBHOUSE AMENITIES. Over $150K in exquisite RENOVATIONS elevate this residence. CHEF'S KITCHEN showcases top of the line appliances, custom lighted pantry, quartz counters, designer backsplash & accent walls. The opulent primary suite features a SPA-INSPIRED bath w/ soaking tub, STEAM SHOWER, HEATED tile floors, elegant chandelier, dual vanities & 2 walk-in closets. Enhancements also incl hardwood floors thruout 2nd fl, LED lighting, new fans & plush carpet in LL. Sophisticated open floor plan, 2 gas fireplaces, 3 season sunroom & private office. 2nd fl is a perfect guest retreat w full bath, bedrm & sitting alcoves. Lower level offers a full bath, SAUNA & bonus rms w/ sliders to covered patio. Active clubhouse, gym, tennis/pickleball, Mahjong, gardening groups. Full Social Calendar. HVAC '18, Water Heater '21, new 2nd fl windows. End unit w/ privacy & stunning views!
Experience the perfect marriage of historic grandeur and modern luxury in the iconic Works-Bacon House. Located on one of Southborough’s most coveted roads, this "Painted Lady" Victorian offers a bucolic village setting where you can walk to schools, the library, shops, and the golf course. The interior seamlessly blends soaring ceilings and 4 original fireplaces with updated heating & AC for a modern lifestyle. The second floor hosts 3 spacious bedrooms and a dedicated laundry room for ultimate convenience. Ascend to the stunning third-floor turret to find a private guest suite and versatile flex space, perfect for an office or studio. This stylish home is serviced by natural gas and features fully fenced front and back yards, offering a private oasis for pets and play. From the welcoming front porch to the meticulously preserved original details, this beloved residence is a rare opportunity to own a piece of local history. Discover the best of in-town living in this Southborough gem.
Set in Southborough’s sought-after Stockwell Farms neighborhood, this custom-styled Colonial offers a distinctive layout rarely found in the area. The sunken family room with fireplace creates a warm, inviting gathering space, while the updated kitchen features new appliances and striking slate rectangular offset flooring that blends style with function. Upstairs, brand-new wall-to-wall carpeting adds comfort throughout. The spacious primary suite is complemented by a rare bonus room—an ideal flex space for a private retreat, gym, studio, or home office. With 4 bedrooms, 2.5 baths, and 3,193 sq ft of thoughtfully designed living space on .86 acres, this home offers comfort and character in a neighborhood setting. Convenient to the Southborough MBTA commuter rail station, Route 9, I-495, and the Mass Pike (I-90), with outdoor recreation nearby at Hopkinton State Park.
Stunning Property in a very private setting on prestigious Sears Road! Completely redeveloped in 2007, the thoughtful design, including in-law suite, offers tremendous flexibility…and is ideal for entertaining! Radiant 2 story foyer with curved wrought iron staircase. Gourmet kitchen with 10ft ceiling & large pantry/food prep kitchen. Radiant heated 1st floor with antique hand-chiseled marble flooring. Vaulted family room opens to an expansive IPE deck, screened porch, and exterior fireplace that overlook the beautifully landscaped private courtyard. Four bedroom suites on 2nd Floor with walk in closets & baths that include marble/travertine finishes. Spacious in-law/guest wing with 1st floor bedroom & separate kitchen/family room. Billiard & theater room, wine cellar, indoor golf/batting cage. Walkout lower level to large private lawn with room for pool. Oversized, heated 3 car garage. This property has it all and is ready for generations of enjoyment!
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.
Beautifully renovated Colonial set on 1.5 private acres in desirable Southborough, offering over 3,500 sq ft of living space including a finished walk-out lower level. The gourmet kitchen features Thermador appliances, custom cabinetry with built-in coffee maker, quartz counters, and a stunning waterfall island, opening to a sun-filled family room with vaulted ceilings and skylights. The main level also includes a living room with stone fireplace, oversized dining room, and a private home office, plus an additional flexible room ideal for guests or multi-generational living. Upstairs features a spacious primary suite with newly renovated bath. The walk-out lower level offers a game room, bonus space, and full bath. Enjoy outdoor living on the Trex deck with hot tub overlooking the peaceful yard. Close to Hopkinton State Park, top-rated schools, commuter rail, I-495, Mass Pike, and Route 9 for easy commuting.
Tucked at the end of a cul-de-sac in Southborough’s coveted Kimberly Park neighborhood, this spacious 4-bedroom home offers over 2,600+ sq ft of flexible living space in an unbeatable location. A bright foyer leads to an updated kitchen that opens to a sun-filled family room with cathedral ceilings, skylights, a brick fireplace, and gleaming hardwood floors. Two sets of sliders lead to separate oversized decks, perfect for entertaining or relaxing outdoors. The living room and three bedrooms feature beautiful parquet flooring. The walk-out lower level adds exceptional versatility with a second fireplaced living area, home office, and a fourth bedroom with a large walk-in closet and separate entrances—ideal for guests, multigenerational living, or a private workspace. Additional highlights include natural gas heat, central air (2022), and a new 4-bedroom septic system (2021). Close to Sudbury Reservoir trails, major routes, and the MBTA.
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.
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!
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 three-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.
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 three-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.
This spacious 5-bedroom Cape sits on a prominent corner lot and offers 3,027 square feet of versatile living space on .71 acres, making it a rate and flexible opportunity. The home features a classic Cape layout with generous room sizes and multiple living areas, ideal for today's evolving needs. The ground level was most recently used as a business, creating excellent potential for a home-based office, professional space or investment use while still functioning as a comfortable single-family residence. With plenty of off-street parking, the property easily accommodates multiple vehicles, guests or clients. Whether you're seeking a large home, an income-producing opportunity or a live/work setup, this well-located property offers endless possibilities in a highly visible and accessible setting. Property is powered by solar electric system which is owned by the seller and has covered his electric costs.
Located at 26D Meadow Lane in Southborough, this rare 2-bed, 3 full bath duplex condo offers 2,985 sq ft of thoughtfully designed living space and an oversized attached 2-car garage. The living room features cathedral ceilings and a cozy gas fireplace, flowing into a dining area and kitchen with a pantry that provides direct garage access—ideal for groceries. A first-floor den with walk-in closet and a laundry room on the same level as the primary bedroom add convenience. Enjoy outdoor living on both front and rear covered porches or relax in the 3-season porch. Upstairs, a 177 sq ft bonus room with a walk-in closet offers flexible use. With direct access to the Sudbury Reservoir Trails from your property, the in-town commuter rail nearby, and a neighborhood soccer field, this home combines privacy, charm, and convenience.
Rare 18+acre estate in sought-after Southborough offering privacy, elegance & possibility. Stately brick residence on 6 landscaped acres plus add’l 12-acre parcel ideal for equestrian, farm or retreat. Resort-style living features heated saltwater pool w/spa, vaulted pool house w/cabana bath, full outdoor station (grill station + pizza oven), stone patios & poolside outdoor shower. Light-filled interior showcases custom millwork, oversized windows & inviting flr plan. Gracious LR w/picture window opens to DR. Great rm w/soaring ceilings, stone FP & walls of glass overlooking patio. Four-season sunrm offers casual dining & outdoor access. Flexible layout served by 5-BR septic: 1st-flr primary suite w/vaulted ceiling & spa-like bath, plus add’l ensuite BR on 1st flr or office. New mudroom on 1st flr. Upstairs offers 3 BRs, a full bath & fam rm/den. 3-car garage, custom stonework & refined finishes complete this exceptional property. Convenient to Boston, Worcester & top-ranked schools.
Mixed use property consisting of 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). 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 since original build. 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 w/ fantastic visibility for your Business/Office!
Life at Carriage Hill means more than just a home; it’s an active 55+ community where neighbors gather for cocktails, pickleball, & endless events at the Clubhouse! Ideally located right across the street, this stunning condo has it all! Soaring ceilings & a fireplaced living room set the tone, while sunroom & deck bring the outdoors in for every day relaxation. Enjoy the open floor plan w/ a cabinet-packed kitchen, sun-filled living room, and tray-ceiling dining room designed for gathering & making new memories. Retire to custom spa-like primary suite. Whether working from home or managing daily tasks, the office provides privacy behind French doors, a stylish tray ceiling, and handsome built-ins. Flexible 2nd Floor for you or welcoming guests w/ loft, sitting area, & full bath. Designed for fun & flexibility, the STUNNING walk-out lower level has hardwoods, fireplaced great room w/full fridge, wet bar, billiards room, full bath, plus 2 versatile rooms. See E-Brochure for More Info!
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.

Southborough is located in Massachusetts. Southborough, Massachusetts has a population of 10,380. Southborough is more family-centric than the surrounding county with 52.27% of the households containing married families with children. The county average for households married with children is 31.47%.
The median household income in Southborough, Massachusetts is $170,223. The median household income for the surrounding county is $81,660 compared to the national median of $69,021. The median age of people living in Southborough is 42.5 years.
The average high temperature in July is 83.2 degrees, with an average low temperature in January of 15 degrees. The average rainfall is approximately 48.6 inches per year, with 44.2 inches of snow per year.