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55 Breakneck Hill Rd, Southborough
$1,099,000
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 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. Freshly painted exterior and newer high efficiency oil furnace are just a few of the new items in this pristine well maintained 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.
148 Marlboro Rd, Southborough
$960,000
73535999 MLS
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148 Marlboro Rd, Southborough

Listing courtesy of Listing Agent: Alex Smith from Listing Office: The Stubblebine Company.
2 Watkins Ln, Southborough
$1,747,000
4 Beds ⋅ 4 Baths ⋅ 73531936 MLS
Experience the beauty of autumn in New England at 2 Watkins Lane, where turn key living, modern comfort, and an exceptional Southborough lifestyle come together. Nestled on just over an acre of beautifully landscaped grounds, this distinguished residence offers approximately 5,000 square feet of thoughtfully designed living space, 4 bedrooms, 4 baths, and a 3-car garage. A BRAND-NEW ROOF adds peace of mind to this impressive home, offering the opportunity to settle in and enjoy an effortless, turnkey lifestyle. Inside, expansive living and entertaining spaces flow seamlessly, from the inviting four-season sunroom to the beautifully appointed gathering areas designed for both everyday comfort and memorable occasions. The finished walkout lower level and additional finished third floor provide exceptional flexibility for a home office, fitness studio, recreation, or guest accommodations. Outdoors, discover your own private retreat featuring a heated inground pool, expansive patio, fire pit, and fenced backyard—an idyllic setting for enjoying crisp autumn evenings, vibrant fall foliage, and warm-weather entertaining. Located in the sought-after town of Southborough, known for its scenic New England charm, excellent schools, conservation trails, and convenient access to Boston, Worcester, and major commuter routes, this property offers an exceptional balance of privacy and connectivity. Move right in, embrace the season, and enjoy the very best of Southborough living. Welcome home to 2 Watkins Lane, where every season brings something extraordinary. Bonus: Enjoy added peace of mind with an American Home Shield® home warranty, with the first year’s plan premium paid for the buyer at closing. Coverage helps protect against the cost of repairing or replacing covered home systems and appliances, subject to the selected plan’s terms, coverage limits, exclusions, and service fees.

2 Watkins Ln, Southborough

Listing courtesy of Listing Agent: Susan Gillis from Listing Office: William Raveis R.E. & Homes Services.
86 Framingham Road, Southborough
$699,000
4 Beds ⋅ 3 Baths ⋅ 73515258 MLS
** Move-in ready ** Beautifully sited split-level home on a private wooded lot with scenic views, ideal for years of memories to come. Vaulted ceilings and hardwood floors define the main level, where the kitchen features two skylights, new tile flooring, updated appliances, and a circular island. The living and dining areas open to a screened porch, perfect for gathering, while a brick fireplace adds warmth. The primary suite includes a walk-in closet and renovated en-suite bath, with two additional bedrooms on the main level. The lower level offers a fourth bedroom, home office, or gym, along with a spacious family room, half bath, and dedicated laundry and storage areas, with access to the attached two-car garage. Recent updates include a 4-bedroom septic system (2022), hot water heater (2022), and furnaces (2019 & 2017). In desirable Southborough, offering top-rated public and private schools.

86 Framingham Road, Southborough

Listing courtesy of Listing Agent: Ren Song from Listing Office: John E. Murphy.
26C Meadow Lane, Southborough
$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.
17 Stonebrook Ct, Southborough
$829,000
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.
17 Stonebrook Ct Unit 17, Southborough
$829,000
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.
12 Fayville Lane Unit 12, Southborough
$599,000
2 Beds ⋅ 3 Baths ⋅ 73491644 MLS ⋅ ['Woodland Meadows'] BLDG.
Motivated sellers!!! *NEW CONSTRUCTION , energy efficient, beautiful 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 with view of woods. 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 staircases. 2 nicely sized bedrooms upstairs with new carpet . Master bedroom has walk-in closet and en suite bathroom. Second bedroom with view of the water, has walk in closet. 2nd floor has full bathroom with tub/shower and laundry. 2 car deep tandem garage with storage/utility closet. Additional private parking spot available in the driveway. Extra parking available next to unit. Trash removal, master insurance , septic system service, landscaping, snow removal, common area & siding /roof/deck maintenance included in the HOA. Unit is ranked high in HERS rating and energy efficiency. Top rated schools. Walking distance to Fayville Park. Close to shopping, golf, and all local amenities. About 5 min drive to both Ashland and Southborough 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.
4 Dairy Farm Ln, Southborough
$2,150,000
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.
156 Northboro Unit C - 7, Southborough
$2,250
73479685 MLS
For Rent ! Available NOW ! A great location, close to Rt 495, Rt 9, Rt 20 and the Mass Pike ! Hard to find storage/warehouse or Contractors Garage Space in the Southborough area. Perfect Commercial / Industrial property for small businesses looking for warehouse / storage, work shop, and many more uses. Ideal for contractors such as electricians, plumbers, carpenters, and roofers. Also a great storage space for Business or Personal use. Each unit with 20' high ceiling, a 12' x 14' Overhead Door, and a separate entrance Door. Gas Heat, 1/2 Bath, and a 200 Amp Electric service. Building offers plenty of common parking spaces. Will not last !!!

156 Northboro Unit C - 7, Southborough

Listing courtesy of Listing Agent: Michael J. Quinn from Listing Office: Realty Associates.
24 Meadow Lane, 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

Listing courtesy of Listing Agent: Samantha Poutre from Listing Office: Mathieu Newton Sotheby's International Realty.
24 Meadow Lane Unit N/A, 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

Listing courtesy of Listing Agent: Samantha Poutre from Listing Office: Mathieu Newton Sotheby's International Realty.
14 Lovers Lane, 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

Listing courtesy of Listing Agent: Gina Anderson from Listing Office: MGS Group Real Estate LTD.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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