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$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

$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

$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

$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

$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

$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

$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

$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

$939,999
5 Beds 5 Baths 73490650 MLS
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 include a new roof, heat pumps, water heaters, paved driveway, updated electrical, updated plumbing, and more. Natural light fills the living space, creating a warm and inviting feel throughout both units. Each unit features private entrances, functional layouts, and comfortable living areas. Located just a short walk to the Southborough commuter rail and situated in a highly regarded school district, the property also offers off-street parking and backyard space, making it an attractive option for both lifestyle and investment. Open House Sunday 4/19 12:00-2:00pm

98 Southville Rd, Southborough

$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

$4,800,000
73481502 MLS
251 Turnpike Road is a 3.81 acre site improved by a highly functional 15,500 SF light industrial building located along Route 9 in Southborough, MA. The property is 100% leased to two tenants, and priced at a 7.5% cap rate, offering investors long-term, and stable cash flow. The anchor tenant, occupying 10,500 SF, is an established dealership with 13-years of term and annual CPI rent increases. The second tenant has invested a significant amount of capital into its 5,000 SF and adds a complementary automotive use to building. The property offers convenient access to I-495 and exceptional visibility with approximately 600 feet of frontage. This stretch of Route 9 has signalized intersections about one mile in both directions and sees an average of 50,500 vehicles per day. The underlying zoning allows for a variety of uses and the ability to expand the existing building 35,190 SF.

251 Turnpike Road, Southborough

$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

$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

$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

$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

$850,000
3 Baths 73446170 MLS
Mixed use property consisting of a Single Family Home & a Detached Commercial Building (built in 1980) on Boston Road,(Route 30) in Southborough, MA. Best of both worlds: Highly visible location for a Business and a large, serene backyard behind the home set on 3/4 Acres. The Single Family Ranch-style 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 Bedrooms, 3 full Bathrooms and a separate entrance. Many upgrades including renovated Kitchen w/granite counters, cabinets and stainless steel dishwasher & stove. Living Room floors refinished, newer hot water heater, shed. Separate Commercial Building was printing business for many years "Quikprint" with approximately 1,361 square feet. Plenty of parking in spacious driveway. Rare opportunity in Southborough-Ranch home & a great location w/fantastic visibility for your Business!

216 Boston Rd, Southborough

$5,895,000
7 Beds 9 Baths 73384674 MLS
Tucked away on one of Southborough’s most coveted cul-de-sacs, 14 Lovers Lane is a breathtaking custom-built estate that redefines luxury living. Crafted with the highest standards and attention to detail, the home showcases timeless architectural design and exquisite millwork throughout. From the grand foyer with soaring ceilings to the richly appointed formal rooms, every space is thoughtfully curated to impress and inspire. The heart of the home is a spectacular chef’s kitchen with top-of-the-line appliances, custom cabinetry, and a sunlit breakfast nook overlooking the grounds. The adjoining family room—with its stone fireplace and coffered ceiling—invites connection and relaxation. Outside, the grounds offer a tranquil and elegant backdrop for everyday living, with a bluestone patio, outdoor kitchen, and covered veranda that seamlessly extend the living space into nature. Each detail is thoughtfully chosen to enhance comfort, functionality, and timeless design.

14 Lovers Lane, Southborough

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