Southborough, MA Homes for Sale

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

Crystal Roach Compass

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

Jonathan Minerick homecoin.com

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

Ginny Martins Ginny Martins & Associates

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

Lisa Aron Williams Coldwell Banker Realty - Sudbury

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

The Ridick Revis Group Compass

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

Graham Pettengill ERA Key Realty Services- Fram

Discover Phase II of Turkey Ridge Estates, with this 4-bed/6.5-bath home offering a design meticulously crafted by our in-house designer. The flexible floor plan includes a private first-floor office with an adjacent full bath, plus the option for a second office. The open family room features a floor-to-ceiling STONE fireplace, seamlessly opening to a custom kitchen boasting an large island and

Adam Boyce Mathieu Newton Sotheby's International Realty

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

We Close Deals Team Lamacchia Realty, Inc.

Set in a desirable Southborough neighborhood and abutting over 100 acres of conservation land, this beautifully maintained Colonial offers the best of neighborhood living with an expansive natural backdrop. Nearly 5,000± SF of light-filled living space features a well-appointed kitchen with oversized island opening to a dramatic two-story family room with fireplace. Formal living and dining

Stanley Edwards LandVest, Inc., Concord

****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 offers lots of natural sunlight opening to a deck in the back that overlooks common green space and woods. Bright living room is adjacent to

Jayme Bastiansen Berkshire Hathaway HomeServices Commonwealth Real Estate

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

Ginny Martins Ginny Martins & Associates

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

Ann Atamian Gibson Sotheby's International Realty

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

Aimee Siers Berkshire Hathaway HomeServices Commonwealth Real Estate

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

Ana Riffel eXp Realty

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

Gail DuBois William Raveis R.E. & Home Services

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

Samantha Poutre Mathieu Newton Sotheby's International Realty

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

Matt Kelly Keller Williams Elite

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

Richard Anzalone Remax A-Team

Property consists of two buildings. 63-65 features one two story brick face building built in 1950 with commercial space and half bath on the first floor and two 2 bedroom apartments on the second floor. 61 is a wood frame building built in 1910 with a 2 bedroom 1 bath apartment on the first floor and a 2 bedroom 1 bath apartment on the second floor. All units are currently occupied with long

Gregory Cumings Prevu Real Estate LLC

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

Gina Anderson MGS Group Real Estate LTD - Wellesley

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

Maria Romero Vagnini Mathieu Newton Sotheby's International Realty

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

Dee Kerner Compass

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

Samantha Poutre Mathieu Newton Sotheby's International Realty

Turnkey side-by-side duplex delivered vacant and ideal for investors or owner-occupants. This versatile property offers the opportunity to live in one unit while renting the other to help supplement your mortgage and build long-term equity. With strong rental demand and projected market rents totaling approximately $6,350 per month, the property presents excellent income potential. Updates

Candor Investment Group

Seller investing in your future! All new windows, door, sliders, skylights to be installed. Sun-filled END-unit townhouse blends elegance w/easy living & now offers a unique opportunity as the community undergoes exterior improvements w/Seller making a significant contribution benefiting the new owner! Step into a completely refreshed 1st floor featuring NEW hardwoods. Kitchen boasts NEW QUARTZ

Donna Spector Realty ONE Group Suburban Lifestyle

Experience the pinnacle of luxury in this stunning custom-built home in Hopkinton’s prestigious Turkey Ridge Estates. Surrounded by serene open space yet minutes from the commuter rail, Hopkinton State Park, and top-rated schools, this property blends a beautiful floor plan with signature high-end craftsmanship. The heart of the home is a custom kitchen featuring a Thermador Professional

Adam Boyce Mathieu Newton Sotheby's International Realty

Designed for flexibility and connection, this expanded Colonial offers rare first floor in law suite potential with private driveway access, separate living area and kitchen space. Making it ideal for extended stays, multigenerational living, or a private work from home setup. Sun-filled living and dining rooms create an easy flow for gatherings, while additional bonus spaces off the living room,

Street Property Team Keller Williams Realty Boston Northwest