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$6,250,000
5 Beds ⋅ 9 Baths ⋅ 73575382 MLS
Once in a lifetime opportunity to own an irreplaceable almost 10 acre estate*One of the area's most desired streets is home for this completely bespoke manor*Meander down the long, sense of arrival driveway past your own spring fed small pond and charming barn setting the stage for understated elegance*Enter the slightly elevated parking court surrounded by granite walls with complete paver entry (partially heated for winter weather) and be impacted by this refined home of exceptional quality built by noted local builder*While being welcoming and inviting, this home is ultra-luxe in every conceivable way without being ostentatious*Impeccable grounds include acres of lush, groomed grass, a tree lined groomed allee creates a visual promenade for the rear of the property and is tastefully and subtly illuminated with abundant landscape lighting*Sumptuous pool area with covered outdoor entertainment pavilion, dressing room, bathroom, outdoor shower and patios with stone walls and metal balusters is set off to the side enjoying privacy and great afternoon sun*This home enjoys remarkable and substantial infrastructure for years of enjoyment*Refined styling is paramount for timeless enjoyment of this unique home*Custom crafted front double doors and custom crafted mahogany garage doors are complemented by subtle sand-colored cut granite and wood shingles all capped by the new wood roof*Multiple rooflines, many bay windows, covered porch and screened porch make this home an architectural masterpiece*1st level enjoys a front-to-back limestone Foyer bisecting the home and creating a sense of flow*Formal rooms are complemented by more casual spaces to provide a feeling of warmth*1st floor enjoys 2 Family Room areas, formal rooms for entertaining, heart-of-the-home Kitchen, substantial mudroom and stunning vaulted, fireplace screened porch*Follow the incredible sweeping staircase to the upper story with the west side for fireplaced Primary suite with two generous, custom WI closets plus a cedar closet, private balcony and truly sumptuous bath*there is also a guest bedroom & bath on this side*The east side of the house is home for two additional bedroom suites, giant well-outfitted study with built-in desk units, large laundry, craft room and wonderful "in-law" or long-term guest suite*Finished walkout lower level has exercise room, spa-bath, large multi-use space and movie theatre*4 car garage*Lit sport court for basketball or pickle ball*Every imaginable upgrade*

31 Sears Rd, Southborough

Listing courtesy of Listing Agent: Andrew Abu from Listing Office: Andrew J. Abu Inc., REALTORS®.
$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.
$4,500,000
6 Beds ⋅ 8 Baths ⋅ 73481194 MLS
Newly refreshed English Country Estate ready to be discovered! Recently enhanced with a sophisticated neutral palette, this extraordinary 9,300+ sq ft residence is privately sited on 4.5 magnificent acres at the crown of one of Southborough’s most distinguished estate neighborhoods. Surrounded by 180 acres of conservation land, the home offers exceptional privacy, architectural distinction and timeless craftsmanship. Grand formal rooms with exquisite millwork flow to inviting everyday living spaces, while seven gas fireplaces create unexpected warmth throughout. Six bedrooms include a luxurious primary suite with dual spa baths and magnificent sunset views. Resort-style grounds feature multiple terraces, a heated freeform pool, formal English gardens, sculpted hedges, perennial blooms and a flourishing apple orchard with working cider press. An irreplaceable private estate setting just one mile from Fay and St. Mark’s Schools and 25 miles from downtown Boston.

12 Wyndemere Drive, Southborough

Listing courtesy of Listing Agent: Ginny Martins from Listing Office: Ginny Martins & Associates.
$3,379,000
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

Listing courtesy of Listing Agent: Ginny Martins from Listing Office: Ginny Martins & Associates.
$2,425,000
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

Listing courtesy of Listing Agent: Danielle OConnell from Listing Office: Coldwell Banker Realty - Framingham.
$2,238,800
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

Listing courtesy of Listing Agent: Graham Pettengill from Listing Office: ERA Key Realty Services- Fram.
$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.
$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.
$1,994,600
4 Beds ⋅ 5 Baths ⋅ 73547570 MLS
This custom contemporary estate has been fully renovated with over $500k of high end updates! Inside boasts over 7400sqft of living space with a secluded first floor primary suite including an office space, walk in closet and recently renovated full bath with endless storage. The designer chefs kitchen was thoughtfully put together with high end appliances, cabinetry and countertops. The upstairs features 3 additional oversized bedrooms with 2 full baths that just completed renovations. The basement shows as another open living space with huge windows, an exercise room, game area, office space and additional full kitchen with theater space. Your outdoor space is just as fabulous with views of the Sudbury River, an inground heated pool, hot tub with cabana and putting green. A completely renovated ADU building can be utilized for how you see fit. Whether you are a family looking for a quiet retreat or someone that does a lot of entertaining, this breathtaking property has it all.

6 Lynbrook Road, Southborough

Listing courtesy of Listing Agent: Jeffrey Incutto from Listing Office: BA Property & Lifestyle Advisors.
$1,899,900
4 Beds ⋅ 5 Baths ⋅ 73575459 MLS
Exceptional custom-built home offering sophisticated design, soaring ceilings, walls of glass, and a seamless connection to the beach-entry gunite pool surrounded by your beautiful backyard oasis. The updated modern kitchen features Taj Mahal quartz, marble backsplash, refinished oak flooring, and fresh interior paint. The gas cooktop, pot filler, double ovens and warming drawer are a cook’s delight. The main level offers four flexible bedroom options, including a spacious primary suite with fireplace, built-ins, and walk-in dressing room. A private second-floor guest suite adds versatility. The finished walkout lower level has a universal design accessible by stairs, elevator and sloped walkway from the front of the home. Offering excellent ADU potential with an accessible bath and roll-in shower. Attached garage with step-free entry. Enjoy Southborough’s highly regarded schools and convenient MBTA access.

6 Watkins Ln, Southborough

Listing courtesy of Listing Agent: Jennifer Green Thompson from Listing Office: RE/MAX Signature Properties.
$1,795,000
4 Beds ⋅ 4 Baths ⋅ 73531936 MLS
Resort-style living on 1.03 landscaped acres in Watkins Glen. This 2001 Colonial offers 4 bedrooms, 4 full baths, a 3-car garage, and a heated in-ground pool. The chef’s kitchen opens to living space and a four-season sunroom with walls of windows and a gas fireplace. Formal dining has a coffered ceiling and custom hardwood inlay. A third-floor bonus room plus a walk-out lower level give you office, gym, media, or guest options. Outside: mature rose gardens, stone walls, and a fenced yard. Near commuter routes, Algonquin schools, and trails. Photo digitally enhanced to depict twilight.

2 Watkins Ln, Southborough

Listing courtesy of Listing Agent: Susan Gillis from Listing Office: William Raveis R.E. & Homes Services.
$1,600,000
3 Beds ⋅ 4 Baths ⋅ 73567054 MLS
Imagine coming home to your own private retreat, tucked away on a quiet dead end street with the Sudbury River flowing past your backyard, protected conservation land bordering the property, and a private hiking trail just steps from your door. Welcome to 12 On The River, a truly unique custom home set on approximately 1.5 acres in Southborough, where thoughtful design, natural surroundings, and modern luxury come together.From the moment you walk inside, it is clear this is not a typical new build. Soaring ceilings, oversized black framed windows, five automated skylights, and walls of glass fill the home with natural light while bringing the surrounding landscape into nearly every room. Acacia hardwood floors run throughout, complemented by custom millwork, exposed architectural wood, and built ins that give the home warmth and character.The home offers three bedrooms, three full bathrooms, one half bathroom, and a spacious office and gym. The bathrooms were designed to feel like a retreat of their own, with inspiration from Japanese ofuro and onsen traditions as well as Roman design. Marble finishes, heated floors, and dramatic ceiling mounted rain showers create a spa like experience at home.The living spaces are equally inviting. Multiple fireplaces create warm gathering areas throughout the house, while a premium appliance package and integrated LED lighting make the home ideal for both everyday living and entertaining. A custom Finnish style sauna adds another place to relax and unwind without ever leaving home.Outside, the property feels just as special. James Hardie siding, custom decking, landscaped grounds, and an illuminated driveway lined with distinctive torch style posts create a memorable first impression. The home was also built with efficiency in mind, with high performance construction and an exceptional HERS energy rating.A whole house AqualiteUS water treatment system provides filtered and conditioned water throughout the home, adding another thoughtful feature to a property where very little was overlooked.What truly sets 12 On The River apart, though, is the setting. River views from your own backyard, conservation land surrounding you, private access to nature, and a home filled with architectural details that give it real personality.12 On The River offers the privacy of a retreat, the comfort of a thoughtfully designed home, and a connection to nature that can be enjoyed every day. Come Experience for yourself!

12 Wood St, Southborough

Listing courtesy of Listing Agent: Alberto Jara from Listing Office: Red Bow Realty.
$1,425,000
4 Beds ⋅ 3 Baths ⋅ 73541659 MLS
Lovely 4 Bedroom home nestled on a cul-de-sac in one of Southborough’s most desirable neighborhoods. Beautiful 2.6-Acre setting & 3-car garage. Over 4,100 sq.ft. of Living Space (not including the unfinished walk-out basement) and offers the perfect blend of space, comfort, and privacy. Architectural details throughout w/ columns, arched picture windows, & doorways. New Interior & exterior paint, new carpets, new sliders, new stove, refinished hardwood floors, and new decking. Fireplace in Family Room, 1st floor Office, 2nd floor Reading Nook, & 2nd floor Bonus Room. Ideally situated on a private road among other magnificent homes. The property has beautiful curb appeal. Unfinished Basement could be finished for additional living space! Conveniently located w/ easy access to Routes 495, the Mass Pike (Rte 90)& 9. Top-rated Southborough schools including Algonquin Regional High School and home to world-renowned private schools: Fay, St. Mark's and NECC. Don't miss this rare opportunity!

6 Old Harry Rd, Southborough

Listing courtesy of Listing Agent: Gail DuBois from Listing Office: William Raveis R.E. & Home Services.
$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.
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 73553335 MLS
Welcome to 10 Burnett Rd Southborough where comfort and refined living await! The formal living room & dining room lead to the stunning eat-in kitchen - it's a chef's dream to work in with granite countertops, double ovens and stainless appliances. The open floor plan here leads to the family room with vaulted ceilings, skylights & fireplace. The first-floor office with storage, built in bookshelves and French doors complete this floor. The 2nd floor has all 4 large bedrooms- the primary bedroom features a walk-in closet as well as an en-suite bathroom with a large, jetted tub, double vanity and skylights. Laundry is located just down the hall. The beautiful, finished walkout basement adds to your entertainment options and/or workout space or game room- with a refrigerator, sink and microwave and a full bathroom and a sliding door out to the yard. Beyond the interiors of this home, the deck off the kitchen and family room extend to the fabulous outdoor living space with a wonderful heated inground pool, and a covered area of the deck and a pool house for storage. See list of updates and inclusions! So convenient to shopping and major routes.

10 Burnett Road, Southborough

Listing courtesy of Listing Agent: Lydia Rajunas from Listing Office: REMAX Executive Realty.
$1,199,000
3 Beds ⋅ 4 Baths ⋅ 73568545 MLS
***PRICE ADJUSTMENT***.Don't miss this stunner on scenic & historic Sears Rd! This immaculate spacious home with 2-story foyer, banquet sized DR & 1st floor office.Chef’s kiss dream kitchen featuring Thermador & Bosch appliances incl a warming oven surrounded with windows overlooking private wooded rear yard.Cathedral FR with wood burning fireplace & gallery to 2nd floor opens to one of two decks cleverly sited to enjoy all that nature has to offer as well as gorgeous free form inground pool. 2nd floor features incl spacious primary suite with newer bath ensuite. Two additional bedrooms & full bath complete second floor. Mostly finished walk out basement is ideal for multi-generational living/au pair, etc. Currently used as a bedroom with full bath, slider to rear yard provides wonderful natural light & spacious sitting area is ideal to unwind. Built in bar offers convenience. Additional unfinished space provides plenty of storage.Sears Rd at its finest!

71 Sears Rd, Southborough

Listing courtesy of Listing Agent: Caroline Hanlon from Listing Office: Fireside Real Estate.
$1,199,000
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.
$1,099,900
3 Beds ⋅ 4 Baths ⋅ 73568578 MLS
Welcome to Wedgewood Estates, a highly sought-after Southborough community offering top-rated schools, exceptional commuter access, and a wonderful neighborhood setting. This meticulously maintained and thoughtfully updated home reflects the pride of ownership rarely found in today’s market. The inviting open floor plan features gracious front-to-back living and dining spaces, a private study, and an exceptional kitchen with custom cabinetry, quartz countertops, stainless-steel appliances, and an oversized island that flows seamlessly into the cathedral family room. Upstairs, hardwood floors enhance the spacious primary suite, complete with an expansive walk-in closet, beautifully updated bath, and convenient second-floor laundry. Generously sized additional bedrooms share a tastefully updated bath. The finished lower level provides two flexible spaces currently used as a family room and gym, along with a full bath—ideal for guests, recreation, or a home office. Outside, your private backyard oasis awaits with an in-ground pool and low-maintenance deck, creating the perfect setting for summer entertaining and relaxation. Just steps from highly rated Mary Finn Elementary School, with miles of paved sidewalks and easy access to the MBTA train. Come take a tour and Make Yourself at Home!

26 Wildwood Dr, Southborough

Listing courtesy of Listing Agent: Jennifer Green Thompson from Listing Office: RE/MAX Signature Properties.
$1,099,000
4 Beds ⋅ 4 Baths ⋅ 73535012 MLS
Attention nature lovers! This private waterfront retreat sited on a dead-end street along the Sudbury River offers 4-5 bedrooms, 3.5-baths, and 3,344 SF of refined living and outdoor space that truly feels like a hidden gem. A large deck, renovated bluestone patio, and generous yard all overlooking the river and serene surroundings create a sense of true indoor-outdoor living. Inside, a soaring two-story foyer sets the tone of the gracious residence. The expansive family room opens through glass pocket doors, and the inviting fireplaced dining room with built-ins adds warmth and character. The flexible floor plan offers possibilities - use the formal dining area as a sitting room to enjoy coffee or drinks by the fire. The sprawling kitchen impresses with a granite island, eat-in peninsula, cooktop, wall oven, and full wall of pantry storage. The primary suite features a window seat with panoramic views, three walk-in closets, and a Restoration Hardware-inspired remodeled bathroom with soaking tub, HEATED FLOOR, tiled shower, and double vanity. Upstairs, three additional large bedrooms and laundry complete the second floor. The versatile lower level offers a large bonus room plus a potential bedroom, gym, or home office space and remodeled full bath – great for a guest suite or multi-generational living. The 2-car attached garage offers direct access to the main living area for supreme convenience. More than a home - this is a lifestyle of nature, privacy, and elevated living - all within proximity to Hopkinton State Park, Commuter Rail, Rt. 9, Mass Pike, 495, and Southborough's highly-regarded public and private schools. Recent updates include high efficiency heat pump HVAC system (2022), luxury primary bath remodel, powder room remodel, dishwasher (2026), fridge (2023), renovated bluestone patio, and refreshed carpeting throughout second floor and stair runner (2026). Hardwood floors will be refinished Sept. 2026.

18 Wood Street, Southborough

Listing courtesy of Listing Agent: Annie Pfaff from Listing Office: Gibson Sotheby's International Realty.
$1,075,000
4 Beds ⋅ 3 Baths ⋅ 73533994 MLS
Tucked along scenic Pine Hill Road in Southborough, this stunning colonial sits on a peaceful, park-like acre lot abutting conservation land. Inside, the recently renovated (2025) magazine-quality kitchen steals the show: professionally designed with quartz counters, premium brand stainless appliances, ample cabinetry with custom interior organization, a large island with built-in microwave that seats four, natural gas cooking with vent hood, and a custom beverage center/coffee bar. From the kitchen, step out to the composite deck to take in the tranquil, wooded views. Stylish modern bathrooms, gleaming hardwoods and attractive tile throughout the first floor, and fresh carpets throughout the upper-level complete the polished interior. Four spacious bedrooms include a sprawling primary suite with ensuite bathroom and a large walk-in closet. The flexible floorplan offers a front-to-back family room and a separate front-to-back living room, a large dining room open to the kitchen for hosting and entertaining, a gracious foyer with double closets, an oversized lower-level mudroom, and a flexible finished basement room ideal for a home office, gym, or playroom - spaces for truly every need. The home's location is exceptionally convenient, with easy access to Rt. 9 and the Mass Pike, making it a commuter's dream. Enjoy Callahan State Park just moments away, offering miles of trails and hundreds of acres of parkland, plus additional trails nearby along the Sudbury Reservoir as part of the Bay Circuit Trail. All this, plus access to a welcoming community and highly regarded schools in Southborough. 63 Pine Hill Road has been meticulously maintained and shows extreme pride of ownership; see the extensive list of updates and improvements attached to MLS - including exterior painting just completed September 2026!

63 Pine Hill Road, Southborough

Listing courtesy of Listing Agent: Annie Pfaff from Listing Office: Gibson Sotheby's International Realty.
$875,000
2 Beds ⋅ 4 Baths ⋅ 73560176 MLS ⋅ ['Carriage Hill'] BLDG.
Enjoy carefree living at Carriage Hill, Southborough’s highly coveted 55+ active-adult community. This Clarendon model, the largest of the three townhome designs, offers approximately 3200 square feet of versatile living space with 10 rooms, 2 bedrooms, 3½ baths, two gas fireplaces, a two-car garage and a finished walkout lower level. The open main level features a first-floor primary suite with a cathedral ceiling, two generous closets and a spacious bath. The kitchen offers gas cooking, granite countertops, a four-seat breakfast bar and an adjoining breakfast room. Enjoy entertaining and summer dining on the brand-new, oversized composite deck. The walkout lower level provides flexible space for guests, a home office, recreation or hobbies, along with ample storage. Carriage Hill offers a vibrant and welcoming community with pickleball, tennis and an award-winning clubhouse hosting book clubs, card games, mahjong, happy hours and a variety of social activities. Convenient access to Routes 9 and 90 makes travel to Boston and surrounding communities easy.

69 Carriage Hill Circle Unit 69, Southborough

Listing courtesy of Listing Agent: Ginny Martins from Listing Office: Ginny Martins & Associates.
$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.
$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.
$749,000
4 Beds ⋅ 3 Baths ⋅ 73515258 MLS
** Price improvement ** 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.
$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 and 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 full bathroom and laundry. 2 car deep tandem garage with storage/utility closet. Additional private parking spot available in the driveway. Large common area parking as shown in pictures is next to unit. Trash Removal, master insurance , private sewer, landscaping, snow removal, common area & siding /roof/deck maintenance included in the HOA. Top rated schools. Close to park, shopping, golf, 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

Listing courtesy of Listing Agent: Jayme Bastiansen from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$640,000
3 Beds ⋅ 2 Baths ⋅ 73554468 MLS
This special 9-room, single-family home is located on a peaceful, quite street, yet conveniently close to the Southboro MBTA rail station. Set on a private lot with a Trex deck overlooking the large backyard. The primary residence includes two ample bedrooms, a spacious office and a large eat-in kitchen that opens to a huge living room with hardwood floors. The living room features a stone fireplace upgraded with a highly efficient heating insert, paired with fully rebuilt chimneys - combining classic charm with reliable performance. Also, the updated electrical panel and the dedicated generator transfer panel, offer peach of mind during New England weather. The in-law suite provides a separate entrance and boasts a modern kitchen, full bath and a bright bedroom with a soaring cathedral ceiling. Act now before this gem is gone!

28 Highland St, Southborough

Listing courtesy of Listing Agent: Richard Anzalone from Listing Office: Remax A-Team.
$639,900
3 Beds ⋅ 1 Baths ⋅ 73569415 MLS
Set on almost an acre of land and set back from the road offering privacy and tranquil views. An abundance of natural light, beautiful hardwood floors and french doors that lead from the kitchen out to the wrap around deck make this a beautiful and unique property. A stunning Kitchen featuring soapstone contertops, tons of counter and cabinet space offer plenty of room to cook your favorite delicasies. less than 3/4 of a mile to the commuter rail as well as major highways make this a commuters dream. Hopkington state park is less than a mile away offering hiking, biking, boating and other outdoor activities. Don't miss your chance to see this gorgeous home.1 year Homeshield home warranty provided to buyers who can close within 30 days. ADT home security to be re activated by new buyers.

23 Woodbury Rd, Southborough

Listing courtesy of Listing Agent: Brian Othmer from Listing Office: Proactive Realty.
$624,000
2 Beds ⋅ 3 Baths ⋅ 73559820 MLS ⋅ ['Southborough Meadows'] BLDG.
55+ Living at Its Best! Welcome to this beautifully maintained home, ideally situated on a quiet cul-de-sac in the highly sought-after Southborough Meadows community.Step inside to an open-concept floor plan featuring hardwood floors, a vaulted ceiling with newer skylight. The bright kitchen opens seamlessly to the dining area, making it perfect for entertaining. Main-level primary suite offers new carpeting, a spacious closet, a private en suite bath, and laundry area. A second bedroom is also located on the main living level.Front-to-back living room features a custom opening to a charming den/sunroom, providing access to private rear deck.The finished walk-out lower level adds to living space with brand-new carpeting, a bonus bedroom, gas fireplace, full bath, ample storage, and slider to rear private patio.Recent updates include a new hot water heater, as well as a new roof, skylight, deck, driveway, and walkways, all completed in 2022.Conveniently located near shopping, restaurants, and major commuter routes including Route 9, I-495, and the Mass Pike, this home offers the perfect blend of comfort, convenience, and low-maintenance living.

48 William Onthank Ln Unit 48, Southborough

Listing courtesy of Listing Agent: Nicole Esposito from Listing Office: Keller Williams Boston MetroWest.
$619,900
3 Beds ⋅ 2 Baths ⋅ 73559998 MLS
Welcome home to this tastefully updated 3-bedroom, 2-full-bath Colonial, perfectly situated in a prime commuter location. The sun-filled first floor offers a beautifully renovated kitchen featuring quartz countertops, a classic subway tile backsplash, and new stainless steel appliances. A versatile first-floor bedroom—ideal as a guest room or home office—a full bathroom, and a spacious family room create the perfect layout for both everyday living and entertaining.Upstairs, you'll find two generously sized bedrooms, a second full bathroom, and the convenience of a second-floor laundry area.Outside, enjoy low-maintenance vinyl siding, a stunning bluestone patio, professionally landscaped grounds, and a large, private fenced backyard complete with a fire pit—an ideal space for relaxing, entertaining, and making memories year-round.

7 Cherry Street, Southborough

Listing courtesy of Listing Agent: Angela Diatelevi from Listing Office: Chinatti Realty Group, Inc..
$599,900
3 Beds ⋅ 2 Baths ⋅ 73507358 MLS
Move right in and enjoy complete peace of mind in this beautifully Southborough home! Located at 112 Marlboro Road, this turn-key property perfectly balances modern upgrades with suburban charm. The heart of the home features a stunning kitchen renovated in 2018, boasting timeless finishes and a full suite of sleek stainless steel appliances—including a brand-new refrigerator and range (2026). The full bathroom was also fully remodeled in 2018 with contemporary style. Beyond the aesthetic updates, the major mechanicals are already taken care of for you, featuring a new furnace, AC and water heater (2021). Situated in a top-rated school district with unbeatable access to major commuter routes, Route 9, and the Mass Pike, this home offers the ideal blend of comfort and convenience. Don't miss this rare, worry-free opportunity!

112 Marlboro Rd, Southborough

Listing courtesy of Listing Agent: Jiahui Wang from Listing Office: Greenland Real Estate LLC.

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