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18 Fairview Drive, Southborough
$875,000
4 Beds ⋅ 3 Baths ⋅ 73591772 MLS
Introducing 18 Fairview Drive. This lovingly maintained home is filled with warmth and charm and is sited on a beautiful lot in a perfect location. Close to T station, major routes, walking distance to Finn School and fields! Surprisingly spacious with 4 bedrooms and 2.5 baths. Incredible curb appeal as you approach you will see the beautiful perennials and immediately feel at home! The first floor features an entertainers dream oversized kitchen with wine cabinets, island, hardwoods and eating area overlooking the gorgeous mature tree lined lot. The fireplaced family room is the perfect cozy spot for quiet nights or holiday celebrations. The formal living room could also serve as a home office. Upstairs the primary suite in its warm pallet features a large walk-in closet and private bath. The three additional bedrooms all with hardwoods are perfectly positioned with an additional updated full bath. The finished lower level adds comfortable space for hobbies, gym, or relaxing. Detached two car garage, workshop in basement... Wonderfully affordable lifetime home in popular neighborhood!

18 Fairview Drive, Southborough

Listing courtesy of Listing Agent: Kristine Wingate Shifrin from Listing Office: Andrew J. Abu Inc., REALTORS®.

4 Garrison Ln, Southborough
$799,000
4 Beds ⋅ 3 Baths ⋅ 73591507 MLS
Welcome to this charming four-bedroom Colonial tucked away on a quiet cul-de-sac in desirable Southborough! Set on a beautiful, level ¾-acre lot, this home offers privacy, mature landscaping, and plenty of outdoor space to enjoy. The freshly painted exterior, completed in August, gives the home a classic, inviting look, while the brand-new composite deck completed in September provides the perfect low-maintenance space for relaxing or entertaining. Inside, the family room has a wood burning fireplace and a slider out to the deck and beautiful yard. The kitchen has ample cabinet space and an area for dining. Laundry is conveniently located on the first floor in the bathroom just off the kitchen, making everyday living easy and efficient. Above the garage is a large bonus room drenched with light from many windows and skylights to use as an extra family room or home office. With four bedrooms, one full bath, and two half baths, there is plenty of space for family and guests. The basement offers an abundance of storage space, including an impressive 8' x 11' fully lined cedar closet perfect for storing seasonal clothing, linens, and more. Roth oil tank is only 2 years old. The shed situated just off the driveway can house all of your tools and snowblower/riding lawn mower keeping your two-car garage less cluttered. Ideally located with easy access to major highways and the commuter rail, this home is also in close proximity to Southborough’s elementary schools. A wonderful combination of privacy, convenience, generous storage, this home is ready to welcome its next owner!

4 Garrison Ln, Southborough

Listing courtesy of Listing Agent: Karen Anglim from Listing Office: Andrew J. Abu Inc., REALTORS®.

4 Nipmuc Ln, Southborough
$2,149,000
4 Beds ⋅ 7 Baths ⋅ 73588177 MLS
Located In Award winning Barn Hollow @ Schipper Farms By Nationally recognized BRENDON HOMES.The premier builder in the northeast. Sitting on a cul de sac with sweeping front lawn and fenced in backyard, abutting 68acres of conservation restricted land this home exemplifies elegance and desire .Pristine condition, diverse floor plan and amenities widely dispersed in the custom home with Custom 5,7,10 piece crown Molding, Exceptional Chefs Kitchen with marble counters, with Wolf and Subzero appliances, expansive center Island w/additional seating,The living room offers a grand ambiance with a distinguished fireplace, soaring high ceilings, expertly crafted built-in shelves, and decorative columns that enhance its architectural integrity. Beautiful Gleaming hardwood floors throughout this home, Sumptuous primary suite with spa like needs! Arched well appointed bedrooms with space and ample closets to accommodate all your Family needs! Arched center hall, 2 staircases, Repurposed Chefs kitchen and baths 2021 & Soaking tub, Walk out lower level offers you opportunity for Media Room,Gym,Au-pair or in- law suit .

4 Nipmuc Ln, Southborough

Listing courtesy of Listing Agent: Michael Durkin from Listing Office: LAER Realty Partners.

8 Partridge Hill Rd, Southborough
$1,017,888
4 Beds ⋅ 4 Baths ⋅ 73587314 MLS
Certified Turnkey. Pre-inspected, repaired and thoughtfully updated, this 4-bedroom, 3.5-bath Southborough Colonial offers 3,700+ sq. ft. of living space plus 432± sq. ft. of finished flex space above the detached 2-car garage. Major improvements include a new driveway (10/2026), new 4-bedroom septic (9/2026), roof (5/2026), central air (2024) and 42 Harvey windows (2016). The renovated kitchen with gas cooking flows into a dramatic two-story barn-board family room with exposed beams, gas fireplace and access to the composite deck. Formal living and dining rooms, two staircases and a bath on every level add flexibility to the floor plan. Upstairs, the primary suite includes a walk-in closet and private bath, with three additional bedrooms and a full hall bath. The finished walk-out lower level expands the living space with a game/billiard area, wet bar, full bath and direct outdoor access—ideal for entertaining, guests or extended living. Outside, enjoy a 16' x 32' saltwater pool with new liner (6/2026), composite deck with full awning (2026) and a landscaped .88-acre lot abutting conservation land, the Sudbury Reservoir and nearby trails. The detached 2-car garage offers finished heated rooms above—ideal for a home office, studio, gym or creative space. Three garage bays in total provide additional parking and storage. A home designed for everyday living, entertaining and escaping without leaving home, yet convenient to the MBTA commuter rail, Route 9, I-90 and I-495. This house comes with a REDUCED RATE as low as 6.5% (APR 7.004%) as of 10/09/2026 through List & Lock™(depending on the offer price) This is a seller paid rate-buydown that reduces the buyer’s interest rate and monthly payment. Terms apply, see disclosures for more information.

8 Partridge Hill Rd, Southborough

Listing courtesy of Listing Agent: Ann Atamian from Listing Office: Gibson Sotheby's International Realty.

24 Darlene Dr, Southborough
$1,185,000
4 Beds ⋅ 3 Baths ⋅ 73583751 MLS
Coveted Woodbury Estates colonial full of updates, including a stunning kitchen and family room renovation! The gorgeous kitchen is truly the heart of the home with an expanded island and top of the line appliances, including Sub Zero refrigerator, Wolf range with custom hood and a new Bosch dishwasher. The family room features cathedral ceilings and custom built ins that frame the fireplace and elevate the open concept entertaining space! Both the kitchen and family room have access out to the large deck and stunning new stone patio making the level backyard a wonderful gathering spot. The dining room is right off the kitchen and features beautiful wainscoting. The formal living room is adjoined by a private office space, both featuring new French doors and crown moldings offering privacy and elegance! The half bath and laundry room complete the first floor. Upstairs features a large primary suite with a walk-in closet and updated bath, with double vanity, a large spa tub and new tiled shower. Three additional generous bedrooms and another full bath with double vanity rounds out this level. Head to the lower level for recently renovated bonus space that makes a perfect playroom, movie room or home gym! Loads of recent updates including new siding in 2019, deck in 2020, stone patio, walls and fire pit 2023, front entry steps in 2025 to name a few. See complete list of updates attached! All this just a mile from the commuter rail, easy access to all major routes, shopping and tucked into one of the most desirable neighborhoods!

24 Darlene Dr, Southborough

Listing courtesy of Listing Agent: Alysha Glazier from Listing Office: Keller Williams Realty-Merrimack.

7 Tara Road, Southborough
$875,000
4 Beds ⋅ 3 Baths ⋅ 73578661 MLS
PRICE IMPROVEMENT + NEW $10,000 SELLER CREDIT OFFER. Situated on a private, wooded 1-acre lot in one of Southborough's most sought-after neighborhoods, this stately 4-bedroom Garrison Colonial showcases pristine curb appeal with approximately $250,000 in meticulous recent improvements. Major updates completed since 2025 include the septic tank and distribution box, driveway replacement, roof replacement, Hardie fiber cement siding, 33 windows and 3 exterior doors, gutters with gutter guards, a rebuilt composite deck, front paver walkway, exterior lighting, and more - see comprehensive list of improvements attached to MLS. Inside, a traditional floor plan unfolds with a large formal dining room perfect for hosting, a sprawling front-to-back living room, and a grand, sun-filled family room featuring vaulted beamed ceilings, a cozy fireplace, and picture windows on both ends for incredible natural light. A spacious eat-in kitchen with direct access to the back deck, plus the half bath with laundry area complete the first floor. Upstairs, a king-size primary suite offers a generous walk-in closet and ensuite bath, complemented by three additional well-proportioned bedrooms and a refreshed full hall bath. A two-car attached garage offers superb convenience, while the unfinished lower level with tall ceilings adds excellent storage and expansion potential. Ideally located with close proximity and access to top-ranked schools (Algonquin Regional High School was recently ranked #19 HS in Greater Boston by Boston Magazine) and easy access to the Commuter Rail, Rt. 9, 495, and the Mass Pike. This is MetroWest living at its finest... don't miss your chance to call 7 Tara Road home!

7 Tara Road, Southborough

Listing courtesy of Listing Agent: Annie Pfaff from Listing Office: Gibson Sotheby's International Realty.

6 Watkins Ln, Southborough
$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.

10 Burnett Road, Southborough
$1,225,000
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.

6 Old Harry Rd, Southborough
$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.

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.

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.

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.

6 Witherbee Ln, Southborough
$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.

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.

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