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8 Pearl Street, Southborough
$665,000
3 Beds ⋅ 2 Baths ⋅ 73594316 MLS
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

Listing courtesy of Listing Agent: Ashley Brunner from Listing Office: Walsh and Associates Real Estate.
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.
6 Maple Street, Southborough
$569,000
3 Beds ⋅ 2 Baths ⋅ 73586138 MLS
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

Listing courtesy of Listing Agent: Renee Legendre from Listing Office: Lamacchia Realty, Inc..
26 Wildwood Dr, Southborough
$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.
166 Southville Rd Unit A, Southborough
$549,897
2 Beds ⋅ 1 Baths ⋅ 73566590 MLS ⋅ ['166 Southville'] BLDG.
Motivated sellers!!! This turnkey home feels like a single family and was thoughtfully renovated in 2015. This well maintained home blends modern updates, character, flexible living space, and a private outdoor retreat—with no HOA fee. The chef's kitchen shines with custom beaded-edge, soft-close cabinetry, granite countertops, and a beautiful dark walnut butcher-block island—perfect for everyday meals or entertaining. Enjoy your fully fenced backyard with a 16' x 10' deck, shady patio, gardens, and shed. Direct outdoor access leads to a versatile space ideal for a home office, gym, or hobby room. Inside, exposed beams add character, while the charming mudroom features built-in cubbies. The finished walkout basement offers valuable additional living space, storage, and flexibility for a media room, office, workout area, or guest space. Other highlights include: whole-home surround sound wiring with exterior deck speakers, 3 parking spaces, pet-friendly (1 cat and/or 1 dog), no HOA fee & master insurance is $324 quarterly. Easy to show by appointment with some notice. Don't miss this opportunity to own a home with style, privacy, and flexible space!

166 Southville Rd Unit A, Southborough

Listing courtesy of Listing Agent: Alison Corton from Listing Office: ERA Key Realty Services- Fram.
10 Fayville Lane Unit 10, Southborough
$599,000
2 Beds ⋅ 3 Baths ⋅ 73527826 MLS ⋅ ['Woodland Meadows'] BLDG.
Motivated sellers!!! *NEW CONSTRUCTION* Energy efficient , beautiful 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 woods in the back yard. Bright living room with two large windows, has extra closet and offers access to a private balcony in the front of the house. Hardwood 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 has walk in closet with its own window. Full bathroom in the upstairs hallway . 2nd floor Laundry. 2 car 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. Unit is ranked high in HERS rating and energy efficiency. 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!

10 Fayville Lane Unit 10, Southborough

Listing courtesy of Listing Agent: Jayme Bastiansen from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
32 Sears Road, Southborough
$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.
9A Ashley Road, Southborough
$3,795,000
5 Beds ⋅ 6 Baths ⋅ 73470657 MLS
Perfectly sited on nearly 15 acres of gently rolling land, this 2015 contemporary masterpiece blends architectural elegance with natural serenity. Panoramic views in every direction invite a lifestyle of quiet reflection, gentleman farming, or equestrian pursuits, all in a remarkably private yet connected setting. Inside, soaring walls of glass flood the open-concept living, dining, and entertaining spaces with natural light. A state-of-the-art chef’s kitchen with premium appliances and sleek finishes opens to an open staircase leading to five spacious bedrooms including a tranquil primary retreat. Exceptional materials and craftsmanship deliver modern sophistication with timeless appeal. Effortless indoor-outdoor living includes a pool, fire pit, and sweeping grounds. A heated barn provides flexible space for car collections, a workshop or studio. Set in a welcoming neighborhood, minutes to commuting routes, this rare offering unites nature, community, solitude and style!

9A Ashley Road, Southborough

Listing courtesy of Listing Agent: The Ridick Revis Group from Listing Office: Compass.
26D Meadow Lane Unit N/A, Southborough
$1,395,000
2 Beds ⋅ 3 Baths ⋅ 73466795 MLS
Located at 26D Meadow Lane in Southborough, this rare 2-bed, 3 full bath duplex condo offers 2,985 sq ft of thoughtfully designed living space and an oversized attached 2-car garage. The living room features cathedral ceilings and a cozy gas fireplace, flowing into a dining area and kitchen with a pantry that provides direct garage access—ideal for groceries. A first-floor den with walk-in closet and a laundry room on the same level as the primary bedroom add convenience. Enjoy outdoor living on both front and rear covered porches or relax in the 3-season porch. Upstairs, a 177 sq ft bonus room with a walk-in closet offers flexible use. With direct access to the Sudbury Reservoir Trails from your property, the in-town commuter rail nearby, and a neighborhood soccer field, this home combines privacy, charm, and convenience.

26D Meadow Lane Unit N/A, Southborough

Listing courtesy of Listing Agent: Samantha Poutre from Listing Office: Mathieu Newton Sotheby's International Realty.
10 Lorenzo Drive, Southborough
$2,600,000
4 Beds ⋅ 5 Baths ⋅ 73466216 MLS
Put your mark on a dream home by Southborough’s premier builder. This new construction home combines a sleek, open-concept design with the exquisite craftsmanship expected at this level. A grand two-story foyer leads to a gourmet kitchen featuring custom inset cabinetry, Quartz countertops, and an oversized social island. The family room, anchored by a modern fireplace, creates a sophisticated yet warm gathering spot.The thoughtful first-floor layout includes both a private Study and a Home Office, each with an adjacent bath. Upstairs, the primary suite serves as a serene retreat with a boutique-style walk-in closet and spa bath. The unfinished basement offers soaring ceilings—ideal for a golf simulator or gym. Set on a rare, flat cul-de-sac lot, you’ll enjoy a private yard with easy access to the MBTA, Boston/Worcester routes, and Breakneck Hill trails. Experience Southborough’s top-rated schools and refined tranquility. Photos are of similar homes; early-stage buyers may customize.

10 Lorenzo Drive, Southborough

Listing courtesy of Listing Agent: Maria Romero Vagnini from Listing Office: Mathieu Newton Sotheby's International Realty.

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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