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8 Pearl Street, Southborough
$665,000
3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 73594316 MLS ⋅ 1,788 SqFt.
Set on 3.8 acres in Southborough, this historic home pairs timeless character with thoughtful updates. A previous owner expanded the original footprint, creating additional living space while preserving the home’s distinctive charm. Hardwood floors in the primary bedroom, living room, and dining room add warmth and character. The kitchen features appliances less than two years old, and the kitchen and laundry room windows were replaced in 2022. The upstairs bathroom was fully renovated in 2024. Brand New Septic System being installed fall of 2026. Updated in 2021, the enclosed second-floor porch offers flexible bonus space for a home office, hobbies, or relaxation.Recent improvements include a new roof in 2019, siding in 2020, and gutters installed approximately three to four years ago. With two off-street parking spaces and 3.8 acres to enjoy, this property offers a distinctive blend of historic appeal, updated amenities, and a spacious setting.

8 Pearl Street, Southborough
50 William Onthank Ln Unit 50, Southborough
$639,999
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73593684 MLS ⋅ 1,950 SqFt.
Convenient 55+ Living At It’s Finest! Located on a Cul-De-Sac in the Sought out Southborough Meadows. Offering an Open Layout Featuring Gleaming Hardwood Floors and a Vaulted Ceiling with Skylight. Central Air. Updated Kitchen with Granite Countertop. Sought Out Main Level Primary Suite, Large Closet, Private En Suite Bath with Laundry Area.Second Bedroom also on the Main Level. Large Front to Back Living Room with Hardwood Floors, open to a lovely Den/Sunroom with access to Rear Private Deck. 3rd Bedroom in Basement with Bonus Den all Updated Luxury Vinyl Flooring, walk-out to Large Private Patio Area. Full bath, and Large Storage Area. Prime Location Close to All Major Routes 9, 495 and Mass Pike. As well as Shopping, and Restaurants.

50 William Onthank Ln Unit 50, Southborough
18 Fairview Drive, Southborough
$875,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73591772 MLS ⋅ 2,300 SqFt.
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
5 Wildwood Unit 5, Southborough
$650,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73591676 MLS ⋅ 2,252 SqFt.
Exceptional Free-Standing Home in Wildwood — Elegant Living Without Compromise! Discover the best of 55+ living in this beautifully appointed free-standing home in the sought-after Wildwood community. Offering the privacy and spacious feel of a single-family residence with the ease of condominium living, this distinctive home combines an inviting atmosphere, an open and versatile floor plan, and desirable updates throughout. Step inside to a welcoming entrance highlighted by beautiful new hardwood flooring that continues through the dining room and kitchen. The refreshed kitchen features crisp white cabinetry and new stainless steel appliances, creating a timeless, sophisticated look. The impressive two-story Great Room serves as the centerpiece of the home, with soaring cathedral ceilings, a gas fireplace, and new carpeting that adds warmth and comfort to the dramatic space. The generously sized dining room is ideal for both intimate dinners and entertaining. The first-floor primary suite offers a private retreat with generous closet space and an en-suite bath. A convenient first-floor laundry room and stylish powder room add to the ease of everyday living. Upstairs, a private guest suite with a full bath welcomes family and friends with comfort and privacy. A separate bonus room offers endless flexibility as a home office, media room, or hobby space, while the expansive loft provides additional room for exercise, reading, or relaxation. Abundant storage further enhances this thoughtfully designed floor plan. An attached two-car garage and private outdoor space complete the package. Enjoy the freedom to entertain, pursue your interests, and embrace a more carefree lifestyle in this welcoming 55+ community, conveniently located near major commuting routes, commuter rail, and area amenities. A rare opportunity to enjoy the space and independence of a free-standing home, with the convenience of condo living—all in a desirable Wildwood setting. Come discover how carefree and comfortable your next chapter can be!

5 Wildwood Unit 5, Southborough
4 Garrison Ln, Southborough
$799,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73591507 MLS ⋅ 2,390 SqFt.
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
6 Cain Circle Unit 6, Southborough
$735,000
2 Beds ⋅ 3 Baths ⋅ CONTINGENT Status ⋅ 73589934 MLS ⋅ 2,184 SqFt.
Welcome to Cain's Crossing, an exclusive 11-home, 55+ adult community in Southborough! This detached single-family home offers a wonderful blend of comfort, style, and low-maintenance living. The open floor plan features a custom kitchen with quartz countertops, stainless steel appliances, farmhouse sink, and center island, flowing into a dramatic two-story living room with gas fireplace. The first-floor primary suite includes a private bath and walk-in closet, while convenient first-floor laundry makes everyday living easy. The spacious second floor offers a versatile loft, office area, second bedroom, and full bath, providing flexible space for guests, hobbies, or a home office. Additional highlights include a two-car garage with epoxy flooring, full basement offering ample storage, Harvey windows, vinyl siding, and propane heat. Enjoy the community courtyard with seating and firepit, ideal for relaxing or gathering with neighbors. Conveniently located near shopping, dining, major routes, and commuter rail, this home offers the ease of low-maintenance living in a welcoming community!

6 Cain Circle Unit 6, Southborough
8 Winter St, Southborough
$585,900
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73589699 MLS ⋅ 1,187 SqFt.
Minutes from Rt. 9, I-90, and Rt. 495, this charming 2-bedroom, 1-bath Colonial offers a rare blend of convenience, tranquility, and picturesque water views. Set on a peaceful lot overlooking a beautiful Sudbury reservoir, the property provides a serene backdrop that feels worlds away from the hustle of daily life while still offering exceptional commuter access. Inside, the home has been thoughtfully refreshed to create a warm and inviting atmosphere. The entire interior has been recently painted, giving each room a crisp, clean feel. Gleaming wood floors—professionally re-sanded and stained—flow throughout the home, adding character and timeless appeal. The formal dining room features classic built-in cabinetry, perfect for displaying glassware, serving pieces, or cherished décor. In the kitchen, granite countertops offer both durability and style, complemented by ample cabinet space and a layout ideal for everyday cooking or weekend entertaining. The living spaces are filled with natural light and offer comfortable areas for gathering, relaxing, or working from home. Upstairs, two well-proportioned bedrooms provide peaceful retreats with views of the surrounding landscape. Step outside and enjoy the true highlight of this property—its outdoor setting. The yard features fruit trees, mature shrubs, and natural plantings that enhance the sense of privacy and charm. A storage shed provides space for tools, gardening supplies, or seasonal items. The deck overlooking the water is the perfect place to start your morning with coffee, unwind at sunset, or host friends for weekend gatherings. Whether you enjoy birdwatching, quiet reflection, or simply taking in the scenery, the views here are exceptional. Additional features include a Passing Title V, Central AC throughout the home.

8 Winter St, Southborough
61-65 Turnpike, Southborough
$2,500,000
5 Baths ⋅ ACTIVE Status ⋅ 73589554 MLS
Property consists of two buildings. 63-65 features one two story brick face building built in 1950 with commercial space and half bath on the first floor and two 2 bedroom apartments on the second floor. 61 is a wood frame building built in 1910 with a 2 bedroom 1 bath apartment on the first floor and a 2 bedroom 1 bath apartment on the second floor. First floor is currently vacant. This property is on the West Bound Side at the corner of Prospect St. and Turnpike Road, equidistant to Boston and Worcester. Estimated 30,000 to 40,000 cars pass by each day on busy Turnpike Road. Sellers will consider financing options.

61-65 Turnpike, Southborough
27 Stonebrook Court Unit 27, Southborough
$809,000
2 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73588805 MLS ⋅ 2,515 SqFt.
Don't miss this one! Pristine condition and private location surrounded by Green Space! Abundant ambient light throughout this two bedroom, 3.5 bath townhome at Stonebrook Village! (over 55 community) Being offered by original owners! Many upgrades when built! Custom kitchen w/full height upper cabinets, pantry cabinet, quartz counters, great counter space w/peninsula! Stainless appliances, newer fridge! Inviting living room w/built-ins that flank the fireplace, tray ceiling, recessed lighting and French doors to deck. Very private deck overlooking woods. Main bedroom suite w/elegant bath w/double vanity, walk-in tile shower. Walk-in California style closet & shoe closet. Laundry room w/linen closet. Crown moldings throughout 1st floor. Follow the 1/4 turn staircase (open to below design) to the 2nd floor that opens to large hall landing, the 2nd bedroom, hall full bath, large family room w/built in window seat, w/walk-in closet & roomy Home Office/Den! The walkout lower level has a finished bonus room & full bath plus storage/utility rooms. Two-car garage w/Wi-fi garage door openers w/camera & electric car charger! Remote controlled window shade! SimplySafe Alarm system. Impeccably cared for and shows like new! Close to Train, major routes, great shopping & restaurants! Information provided deemed to be accurate but not guaranteed. Buyer & Buyers agent to do all due diligence to measure & verify all information.

27 Stonebrook Court Unit 27, Southborough
4 Nipmuc Ln, Southborough
$2,149,000
4 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73588177 MLS ⋅ 6,285 SqFt.
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
151 Southville Rd, Southborough
$675,000
3 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73587404 MLS ⋅ 1,582 SqFt.
Charming 1850 Greek Revival offering the perfect blend of historic character and thoughtful updates! Beautiful quarter-sawn oak floors and hardwood flooring add warmth and character throughout the home. The gorgeous renovated cathedral-ceiling kitchen features quartz countertops, abundant cabinetry, stainless steel appliances, plenty of space for gathering and entertaining. The gracious dining room features built-in cabinetry and a cozy pellet stove, while the front living room offers French doors and wonderful natural light. A convenient first-floor bedroom and full bath provide added flexibility. Upstairs, you’ll find two additional bedrooms and a second full bath. Recent improvements include a new roof (2021), replacement windows (2017), concrete basement floor (2017), and Riello oil burner and water heater (2014). Outside, a large deck with a Sunset Pergola overlooks the spacious yard—perfect for entertaining, gardening, and outdoor enjoyment. A large fenced garden area was added in 2021. The property also features a carriage house with attached garage, offering exceptional storage, workshop, or office possibilities, all surrounded by woodlands and streams. Located in the Historic District with easy access to the Mass Pike, Routes 495, 9 and 85, and within walking distance to the T station. A truly special property combining timeless New England charm, modern updates, and a beautiful setting!

151 Southville Rd, Southborough
8 Partridge Hill Rd, Southborough
$1,017,888
4 Beds ⋅ 4 Baths ⋅ CONTINGENT Status ⋅ 73587314 MLS ⋅ 4,136 SqFt.
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
6 Maple Street, Southborough
$569,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73586138 MLS ⋅ 1,152 SqFt.
Your Southborough opportunity awaits! Set on a quiet dead-end street, this 3-bedroom, 1.5-bath Cape offers an attainable entry into suburban living with convenient access to Route 9, the Mass Pike and Southborough commuter rail. Enjoy town parks, playgrounds and highly rated public schools. Newly installed laminate flooring gives the kitchen and first-floor bath a fresh look, complemented by hardwood floors throughout the remaining living areas. A spacious, partially finished basement with a wood stove offers potential to complete a comfortable family room, hobby space or recreation area. Updates include siding and windows (2020), hot water tank and furnace (2018), wood stove and chimney (2013), and roof (2010). An attached garage adds everyday practicality. Enjoy the convenience, charm and opportunity of making 6 Maple Street your own!

6 Maple Street, Southborough
11 Summit Road, Southborough
$799,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73584937 MLS ⋅ 2,586 SqFt.
A rare opportunity to become the next steward of an exceptional home or investment property in one of Southborough's most convenient locations. Set on an oversized 1.4-acre lot along a quiet neighborhood street, this versatile 5 bedroom, 3.5-bath property (2,586 sq. ft. total) offers two attached living spaces — a 4-bedroom + office, 2.5-bath main residence (approx. 2,078 sq. ft.) and a 1-bedroom, 1-bath apartment (approx. 508 sq. ft.). The configuration is nicely suited for multi-generational living, an au pair suite, income property potential, or whatever flexible arrangement fits your plans. The main residence offers a traditional floor plan with an eat-in kitchen with stainless steel appliances, dedicated first floor laundry room/pantry, a large formal dining room, separate family and living rooms, a primary suite with attached ensuite bath, three additional generously sized bedrooms with hardwood floors sharing a full hall bath with double vanity, and a bonus room perfect as home office, gym, or flex space of your choosing. The in-law unit includes an eat-in kitchenette, living room, bedroom, and full bath with tub. Outside, a composite deck overlooks the in-ground pool (in good working order), and the expansive lot leaves plenty of room to garden, play, entertain, or simply spread out. With this much space, land, and flexibility in a convenient Southborough location, there is significant upside for the right buyer ready to bring their vision to life. Ideally located with proximity and access to top-ranked schools and easy access to the Commuter Rail, Rt. 9, 495, and the Mass Pike.

11 Summit Road, Southborough
11 Summit Road, Southborough
$799,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73584898 MLS ⋅ 2,586 SqFt.
A rare opportunity to become the next steward of an exceptional home or investment property in one of Southborough's most convenient locations. Set on an oversized 1.4-acre lot along a quiet neighborhood street, this versatile 5 bedroom, 3.5-bath property (2,586 sq. ft. total) offers two attached living spaces — a 4-bedroom + office, 2.5-bath main residence (approx. 2,078 sq. ft.) and a 1-bedroom, 1-bath in-law suite/ADU (approx. 508 sq. ft.). The configuration is nicely suited for multi-generational living, an au pair suite, income property potential, or whatever flexible arrangement fits your plans. The main residence offers a traditional floor plan with an eat-in kitchen with stainless steel appliances, dedicated first floor laundry room/pantry, a large formal dining room, separate family and living rooms, a primary suite with attached ensuite bath, three additional generously sized bedrooms with hardwood floors sharing a full hall bath with double vanity, and a bonus room perfect as home office, gym, or flex space of your choosing. The in-law unit includes an eat-in kitchenette, living room, bedroom, and full bath with tub. Outside, a composite deck overlooks the in-ground pool (in good working order), and the expansive lot leaves plenty of room to garden, play, entertain, or simply spread out. With this much space, land, and flexibility in a convenient Southborough location, there is significant upside for the right buyer ready to bring their vision to life. Ideally located with proximity and access to top-ranked schools and easy access to the Commuter Rail, Rt. 9, 495, and the Mass Pike.

11 Summit Road, Southborough
271 Cordaville Road, Southborough
$899,900
5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73584700 MLS ⋅ 2,710 SqFt.
Exceptional two-family investment or owner-occupant opportunity in desirable Southborough! Completely rebuilt from the studs in 2017, this turnkey property offers modern updates, thoughtful design and excellent flexibility. Both units feature 2 bedrooms, in-unit laundry, updated kitchens and bathrooms, separate entrances and utilities, private outdoor space and dedicated parking. Unit 1 offers a bright, inviting sunroom, while Unit 2 spans two spacious levels plus a finished third-floor bonus space—ideal for a home office, family room, guest space or potential third bedroom. A 2-car garage provides additional parking and storage.Conveniently located just minutes from the Southborough commuter rail station, with easy access to Route 9 and I-495, this property is ideally positioned for commuters and MetroWest living. Enjoy nearby Hopkinton State Park and Southborough's highly regarded school system. Whether you're looking to owner-occupy and offset expenses with rental income, accommodate extended family, or add a turnkey property to your portfolio, this versatile two-family home offers a wonderful opportunity in a sought-after community.

271 Cordaville Road, Southborough
64 Pine Hill Road, Southborough
$1,050,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73584214 MLS ⋅ 2,688 SqFt.
Picture perfect and impeccably maintained, this wonderful 3 bedroom with private office, 3 bath Gambrel Colonial offers the classic New England charm combined with all the modern updates. Situated on 1.1 acres of professionally landscaped grounds, this exceptional home is surrounded by flowering trees and shrubs, vegetable gardens and beautiful rock walls. The stunning 2022 primary suite addition features a vaulted ceiling, luxurious new bath with tile shower and fabulous walk-in closet with custom designed closet organizers. Recent updates also include a new full bath on the main level with oversized pedestal sink, heated towel rack and tile shower. Separate laundry area with cabinets above washer/dryer and closet with custom closet organizers was built in 2022. The chef's kitchen is designed for both everyday living and entertaining offering white wood cabinets with an abundance of drawers, quartz countertops, st/steel appliances, wine refrigerator and an oversized island with a double sink. Custom white cabinets flank the fireplace that was recently converted to a wood burning stove in the dining room. Perfect for those cold wintry nights! Breakfast bar with seating for four divides the family room and dining area. Breathtaking fenced back yard with newer composite deck and newly built shed overlooks the private grounds. Wide plank pine floors throughout the first floor and newly installed hardwood floors in 2 of the bedrooms and office, recessed lights, replacement windows, three new dormers installed in the bedrooms, new siding and exterior trim, roof replaced, completely new driveway, 5 Mitsubishi mini-splits, whole-house generator and the list goes on! Nothing to do but move in! This is a very special home!

64 Pine Hill Road, Southborough
12 Dairy Farm Lane, Southborough
$2,080,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73584144 MLS ⋅ 4,110 SqFt.
Welcome home to this immaculate 2022-built estate in Southborough's coveted Chestnut Meadow neighborhood set along bucolic Chestnut Hill Road. This 4-5 bedroom, 4 full bath, 4,110 square-foot home delivers luxury finishes and quality craftsmanship throughout in a prime MetroWest location. A grand two-story foyer with custom millwork flows into the open-concept kitchen, dining, and family room areas. The kitchen impresses with premium modern cabinetry, Bosch induction cooktop (with propane gas line in place as well) and double ovens, 42" Sub-Zero built-in refrigerator, ducted vent hood, quartz countertop and backsplash, a waterfall-edge eat-in island, walk-in pantry, and a wine nook with wine fridge. The large dining area features built-in bench seating and upscale lighting, and flows seamlessly into the expansive family room anchored by a 60" Primo Heat-N-Glo propane gas fireplace bathed in natural light from windows on three walls. The first floor is rounded out by a versatile den (also ideal as a formal dining room), a private home office that doubles as a potential 5th bedroom, a full bath with shower, a walk-in coat/shoe closet, and a large mudroom. Upstairs, the sprawling primary suite features vaulted ceilings, an upgraded walk-in closet, and a spa-like bath with double vanity, oversized walk-in shower, soaking tub, and water closet. Three additional bedrooms — one with its own ensuite bath, and two sharing a large hall bath with double vanity — plus a spacious dedicated laundry room complete the upper level. The unfinished lower level offers great storage and future expansion potential. Outside, the flat fenced-in 1.29-acre lot offers ample space to host, play, and unwind, complemented by a partially covered composite deck for year-round enjoyment. Ideally located with close proximity to top-ranked private and public schools and easy access to Rt. 9, 495, Mass Pike, and the Commuter Rail. As an added bonus, the home can be sold fully or partially furnished for an additional cost. Don't miss your opportunity to call 12 Dairy Farm Lane home!

12 Dairy Farm Lane, Southborough
24 Darlene Dr, Southborough
$1,185,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73583751 MLS ⋅ 3,146 SqFt.
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
51 Carriage Hill Circle Unit 51, Southborough
$850,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73582845 MLS ⋅ 2,275 SqFt.
This gorgeous, impeccably maintained home in the adult Carriage Hill community boasts over 2,200 square feet of living space. From the two-story foyer to a formal dining room defined by its tray ceiling framed by crisp dental molding to the expansive living room, this home is “move-in” ready. Check out the beautiful kitchen, where cherry cabinetry anchors the room against polished granite workspaces. Positioned just past the primary culinary area, a dedicated breakfast nook is oriented to catch the morning light. Rounding out the main floor is the sumptuous primary suite. Upstairs offers a 2nd bedroom suite and large loft area overlooking the living room which is suitable for a home office, reading area or a place for the grandkids’ toys. The lower level features a large family room and a 2nd guest suite.The home’s infrastructure is engineered with an emphasis on convenience. A central vacuum system is integrated into the walls. More significantly, the property is backed by an automated, standby generator. Connected directly to the electrical panel, this system insures backup power in the event of a power outage. The community includes a clubhouse with activities for residents including pickleball and tennis courts. Check out the community website for more info: www.carriagehillcircle.com

51 Carriage Hill Circle Unit 51, Southborough
3 Wyndemere Dr, Southborough
$5,000,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73582552 MLS ⋅ 9,910 SqFt.
What if your favorite destination was home? Set on one of Southborough’s most distinguished streets, 3 Wyndemere Drive is a residence designed for both extraordinary moments and beautifully lived everyday life - a place where timeless elegance, exceptional amenities and effortless comfort come together. From the moment you enter, soaring spaces, refined architectural details and an elegant flow create a sense of presence without sacrificing warmth. Expansive windows fill the interiors with natural light and capture views of the picturesque wildflower meadow and surrounding conservation land. At the heart of the home, beautifully appointed gathering spaces transition effortlessly from quiet mornings to intimate dinners and memorable evenings. The main-level primary suite is a world of its own - generously scaled, private and designed around the rituals of everyday luxury. A serene sitting room opens to a private balcony, while two exceptional walk-in closets create beautifully designed spaces for dressing, displaying and organizing a wardrobe with room to truly indulge. And then there’s downstairs, where an entirely different experience awaits. The expansive lower level is dedicated to entertaining, wellness and fun, with a sophisticated bar and oversized island, wine display, indoor grill, golf simulator and putting area, fitness space and impressive indoor jet pool. Perfect your swing, work out, gather for drinks or entertain late into the evening - all without ever making a reservation! Outside, approximately 4.6 acres of manicured grounds create a remarkable sense of privacy and a beautiful backdrop through the changing seasons. Generous living spaces, multiple levels of thoughtfully designed amenities and a three-car garage complete a residence created for life on a grand scale - yet with the warmth and versatility to feel equally at home during quiet everyday moments. Perfectly positioned in Southborough, the residence offers the rare combination of privacy and accessibility, with Fay and St. Mark’s schools nearby and Boston approximately 25 miles away - keeping exceptional education, culture and city access within easy reach. Elegant yet unexpected, sophisticated yet meant to be lived in, 3 Wyndemere Drive offers something increasingly rare: the freedom to entertain, play, recharge and enjoy life entirely on your own terms. This isn't simply a home to see. It's one to experience.

3 Wyndemere Dr, Southborough
30 William Onthank Ln Unit 30, Southborough
$565,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73582287 MLS ⋅ 1,874 SqFt.
Welcome to easy, low-maintenance living in Southborough Meadows, one of Metrowest Boston’s premier 55+ active adult communities. Beautifully situated in a prime, sunny location, this turnkey home seamlessly combines total single-story convenience with a sun-drenched, finished walkout lower level, exceptionally low HOA fees, and effortless access to major Boston commuting routes including Route 9, the Mass Pike, and I-495.Step directly inside from your attached one-car garage to experience true main-level living. The smartly designed kitchen with skylight caters to everyday comfort with a raised dishwasher that eliminates bending down, a bar-height peninsula island, and an adjacent dining area finished with warm hardwood flooring. Sunlight pours into the main living area, where sliding glass doors open directly to your private back deck. The main level also features two spacious bedrooms connected by a large full bathroom with laundry area equipped with built-in cabinetry for convenient storage.Downstairs, the fully finished walkout lower level offers incredible flexibility with three versatile rooms and direct sliding door access to the backyard. Customize this expansive bonus space to perfectly suit your lifestyle, whether you envision a cozy home office, a private media room, or a dedicated studio for crafts or fitness. Two additional unfinished utility rooms provide abundant extra storage and house the home's mechanical systems, including a natural gas furnace NEW in 2025 and a hot water heater NEW in 2023.Enjoy a vibrant, tight-knit community setting just moments from local Southborough amenities, including the active local Senior Center, the wonderful Southborough Public Library with its rich community programming, and surrounding green spaces. Showings begin immediately—schedule your tour today!

30 William Onthank Ln Unit 30, Southborough
47 Southville Rd, Southborough
$586,500
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73582162 MLS ⋅ 1,692 SqFt.
Move right into this beautifully updated 3 bedroom/1.5 bath home offering the perfect blend of comfort, style, and convenience. Enjoy stainless steel appliances, new solid-surface COUNTERTOPS, and a charming FIREPLACE that creates a warm and inviting living space. A new ROTH OIL TANK provides added efficiency and peace of mind, while a new MINI-SPLIT SYSTEM on the main level delivers supplemental heat in the winter and refreshing air conditioning in the summer. Need extra space? The bright SUNROOM is ideal for a home office, reading nook, or additional living area, while the FINISHED WALKOUT BASEMENT offers flexible space for a family room, guest suite, gym, workspace, and third bedroom with bath and NEW washer/dryer tower. Conveniently located just minutes from the COMMUTER RAIL, ROUTE 9, shopping, dining, and everyday amenities, this move-in-ready home offers easy commuting with the flexibility today's buyers are looking for. Don't miss this wonderful opportunity!

47 Southville Rd, Southborough
216 Boston Rd, Southborough
$775,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73580361 MLS ⋅ 2,100 SqFt.
Exceptional opportunity to own this unique and expansive property in beautiful sought-after Southborough. Incredible one-level living with oh so many options - terrific flexible floorplan with impressive open flow making the home feel much larger than its actual size! Gorgeous kitchen with gleaming granite counters and large island and cherry cabinets Spacious room off the back of the house could be a large primary bedroom or another large gathering space for entertaining*Delightful and spacious screened porch is perfect for additional entertainment space and enjoys a view of the amazing rear yard allowing three season enjoyment! Freshly painted 4 room "in-law" set up with private entrance AND a detached 1200+ outbuilding with heat could be used for so many possibilities - hobbies, future ADU, office space, storage, retreat or it could be converted back two-car garage with rooms behind it for a multitude of use! Total WOW factor property.

216 Boston Rd, Southborough
147 Woodland Road, Southborough
$949,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73578833 MLS ⋅ 2,008 SqFt.
~~Welcome to 147 Woodland Road Southborough! This expansive 3 bedroom ranch situated on 5.74 acres is one of Southborough's nicest listings! Within this home you will enjoy a quaint cabinet packed kitchen, large dining room, a cozy living room, Huge Master Suite with a walk in closet and full bath, a 2nd bedroom with a 3/4 bath and a 3rd bedroom with good sized walk in closet and attic access. Enjoy your morning coffee on the rear screened in porch! The walkout basement provides lots of additional room for storage or finish the area to create more living space! Within walking distance to the commuter rail and just a short drive to the Pike, rt 495, 9 and 85. This home must be personally seen to appreciate the size of the home and wonderful nature that surrounds it! Listing agent is providing buyer with a 1 year home warranty.

147 Woodland Road, Southborough
7 Tara Road, Southborough
$875,000
4 Beds ⋅ 3 Baths ⋅ CONTINGENT Status ⋅ 73578661 MLS ⋅ 2,064 SqFt.
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
5 Southwood Dr Unit 50, Southborough
$1,070,000
4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73569733 MLS ⋅ 2,780 SqFt.
*Open houses cancelled due to accepted offer* Find yourself at home in the Wedgewood community, where tree-lined sidewalks and attractive lots create a quaint and welcoming neighborhood. Conveniently located near major highways for an easy commute, Wedgewood offers the quiet, residential feel of Southborough living, with the Mary E. Finn School and town fields nearby.Situated on a pleasing corner lot, 5 Southwood is a gorgeous Colonial featuring a two-car attached garage and charming wood front porch. Step inside to a soaring two-story foyer, where a private, carpeted home office sits behind French doors. The kitchen features a center island, quartz countertops, and stainless steel appliances, and flows into a spacious step-down family room with Bose surround sound speakers and a cozy fireplace.Upstairs, the sun-filled primary suite offers hardwood floors, two spacious walk-in closets, and a private bath complete with a whirlpool tub, separate shower, and double vanity. Three additional well appointed bedrooms. You don't want to miss the opportunity to be a part of this home's next chapter.

5 Southwood Dr Unit 50, Southborough
6 Watkins Ln, Southborough
$1,899,900
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73575459 MLS ⋅ 6,026 SqFt.
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
31 Sears Rd, Southborough
$6,250,000
5 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 73575382 MLS ⋅ 12,329 SqFt.
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
23 Woodbury Rd, Southborough
$630,000
3 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73569415 MLS ⋅ 1,540 SqFt.
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

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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