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 5 Foxhill Drive — a stunning 2015 Colonial offering over 5,500sqft of beautifully designed living space on a private 1.4-acre wooded lot. A dramatic 2-story foyer opens to a sun-filled, open floor plan ideal for everyday living and entertaining. The dream white chef’s kitchen features custom cabinetry, expansive center island, walk-in pantry, and seamless flow into the spacious family room with gas fireplace and hardwood floors throughout. The second level offers 4 spacious bedrooms and 3 full baths, including a luxurious primary suite w/stunning new master bath. The finished walk-out lower level adds approximately 1,300 sq ft with a full bath — perfect for guests, au pair, home office, gym, or media room. Enjoy outdoor living on the stone patio with built-in fire pit overlooking the serene wooded setting. Three-car garage. Conveniently located near the Southborough MBTA commuter rail, major routes, and Finn School. Luxury, space, and location! Showings start 3/12 at Noon
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 12,000+ 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 & Detached Commercial Building (built in 1980) on Boston Road, (Route 30) in Southborough. House could have 2-4 BRs. Best of both worlds: Highly visible location for Business & large, serene backyard behind the home on 3/4 Acres. The Single Family Ranch Home was added onto and renovated since original build. Some of the additions to the home include: new vinyl siding (2025), updated electric service (2025), Family Room addition (1982), Screened Porch addition, 3 rooms & full Bath w/ potential for separate entrance. Many upgrades to the home including renovated Kitchen w/granite counters, cabinets and 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 square feet. Plenty of parking in spacious driveway. Don't miss this rare opportunity in Southborough - a great location w/ fantastic visibility for your Business!
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 01772has a population of 10,380. Southborough 01772 is more family-centric than the surrounding county with 53.62% 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 01772 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 01772 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.
