Recently Sold Listings in Middleboro MA

MLS Number 73560115

• Residential
• Bedrooms 2
• Bathroom 2
• Square Feet 1,736

Relax in style and comfort at Oak Point. Tucked away on Green Street and complemented by mature landscaping, this desirable Lincoln-style ranch offers high ceilings throughout, 6 spacious rooms, 2 bedrooms, 2 full baths, an attached two-car garage, and a screened-in back porch. Designed for both entertaining and everyday living, this home features over 1,700 square feet of open-concept living space. The kitchen offers a morning room, pantry, and slider to the screened-in porch, while opening seamlessly to the family room. The spacious primary suite is a private retreat featuring two walk-in closets and a luxurious en suite bath complete with a corner soaking tub, separate shower, and double-sink vanity. A generously sized guest bedroom and second full bath provide comfort for visitors. Enjoy all that this premier South Shore 55+ community has to offer, including an indoor and outdoor pool, fitness center, tennis courts, billiards, a vibrant clubhouse, and an array of social activities. Don't let this one get away.

Listed by Jeannie Cullati of The Firm

Listing Sold by Non Member Office

MLS Number 73554455

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 1,456

Offer deadline 7/26, Sunday 10 AM. Make offers good until 6pm. Oak Point ~ one of the South Shore's premier 55+ communities, where resort-style amenities and an active, social lifestyle come together. This well-maintained Princeton-style home offers 3 bedrooms, 2 full baths, and 1,456 square feet of thoughtfully designed living space. Step inside to a bright, open floor plan featuring updated flooring and a seamless flow between the living, dining, and kitchen areas-perfect for everyday living and entertaining. The spacious primary suite includes a private bath, while two additional bedrooms provide flexibility for guests, a home office, or hobbies. Enjoy the outdoors from the expansive back deck overlooking a peaceful setting, plus the convenience of a one-car garage and large storage shed. Tucked away from the main road, this home offers added privacy while remaining close to Route 105 and Route 44. Recent updates include a new water heater (2025) and roof and HVAC (2018). Oak Point residents enjoy exceptional amenities including heated indoor and outdoor pools, tennis, pickleball, bocce, shuffleboard, fitness center, billiards, library, and a vibrant clubhouse with year-round social events and activities. The monthly park fee includes the land lease, real estate taxes, sewer, lawn care, shrub trimming, snow removal, and trash removal, providing truly maintenance-free living so you can spend more time enjoying everything this wonderful community has to offer.

Listed by Jessica Fernald of Coldwell Banker Realty - Plymouth

Listing Sold by Keller Williams Elite

MLS Number 73553246

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 1,436
• High School M.H.S.

Newly Offered! Welcome home to 18 Chestnut Street in Middleboro, a charming and well-maintained 2-3 bedroom, 1.5-bath Front-to-Back Split offering the perfect blend of comfort, character, and outdoor enjoyment. The heart of the home features an eat-in kitchen with a tiled floor, ceiling fan, and pantry, while the spacious living room showcases a cozy wood-burning fireplace. Throughout the home you'll find hardwood floors and solid oak doors, adding warmth and timeless appeal. Enjoy outdoor living at its finest from the 12' x 12' screened porch with a vaulted ceiling and ceiling fan, leading to a private 20' x 12' deck overlooking a fenced inground pool complete with a pool house featuring electricity and a cold-water sink. The property also includes a barn with chicken coop, perfect for hobby farming, storage and workshop space. Additional features include: Central Air & Vacuum; Full bath with shower stall; Second-floor laundry room (washer & dryer included); Easy access attic for additional storage; Finished lower level with door opening directly to the outside, offering a family room or potential 3rd bedroom, plus a convenient half bath; Municipal Gas & Electric (MG&E). Recent updates: Heat Pump (2023); 200-Amp Electrical Panel (2023); Updated roof and replacement windows, 3-Bedroom Title V Septic System (installed 7/21/2025). This home is conveniently located with quick access to Routes 105, 495, 44, and 28. Close to downtown amenities including the post office, coffee shops, and library, and is less than four miles from the new Middleborough Commuter Rail Station. Don't miss this unique property offering indoor comfort, outdoor entertaining, and exceptional convenience!

Listed by Kyle Belken of Realty One Group,LLC

Listing Sold by Conway - Bridgewater

MLS Number 73547243

• Residential
• Bedrooms 2
• Bathroom 1
• Square Feet 640

Move right into this charming, well-maintained 2-bedroom ranch in the desirable Woods Pond neighborhood! This inviting home offers an open floor plan with a bright living room flowing into the eat-in kitchen, perfect for everyday living and entertaining. The spacious primary bedroom features a cathedral ceiling with skylights, while the second bedroom also offers a cathedral ceiling and charming details. Hardwood floors add warmth, and the full bath includes a classic clawfoot tub. Recent improvements include a new roof (2020) and extensive plumbing upgrades beneath the home (approximately $18,000, per owner). Enjoy the large level, fully FENCED yard, ideal for pets or gardening, plus a 10'x20' utility shed with electric for extra storage. Just a short stroll to Woods Pond for fishing, kayaking, nature, and peaceful neighborhood walks.

Listed by Lawrence Costa of Century 21 Tassinari Gold

Listing Sold by Compass

MLS Number 73546474

• Residential
• Bedrooms 4
• Bathroom 1
• Square Feet 1,624

Welcome Home ! Nestled on a sprawling 1.37-acre lot, this charming 4-bedroom, 1-bath home offers the perfect blend of space, opportunity, and everyday comfort. Inside, you'll find an open-concept kitchen and dining area designed for easy entertaining, along with the convenience of first-floor laundry.Step outside to enjoy the expansive backyard, featuring an above-ground pool, ideal for summer gatherings and relaxing weekends at home.With endless potential, this home is ready for its next owners to add their own style and vision. Whether you're looking for a place to make a home or a property with room to grow, this home is an exceptional opportunity you won't want to miss. *HIGHEST AND BEST 7/12, 12pm*

Listed by Rachel Donermeyer of Executive Real Estate,Inc.

Listing Sold by Conway - Lakeville

MLS Number 73546412

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 1,950

Welcome to Oak Point, a premier 55+ community offering exceptional resort-style living! This bright and airy 3-bedroom, 2-bath home features an open floor plan filled with natural light and an oversized sunroom perfect for relaxing, entertaining, or enjoying the beautifully landscaped backyard. The spacious primary suite offers a private bath, while two additional bedrooms provide space for guests or a home office. The professionally landscaped lot enhances the home's curb appeal and outdoor enjoyment. Oak Point residents enjoy outstanding amenities including multiple swimming pools, pickleball, tennis and bocce courts, a fitness center, clubhouse, walking trails, and an active social calendar with clubs and events. Experience the perfect combination of comfort, convenience, and an active lifestyle in one of the area's most desirable 55+ communities. Buyers will need to be approved by Hometown America. Land lease fee is approx $970 covers snow removal, lawn care, trash and more.

Listed by Jennifer Soderquist and Susan Woods of Conway - Mansfield

Listing Sold by Coldwell Banker Realty - Plymouth

MLS Number 73545512

• Residential
• Bedrooms 3
• Bathroom 3
• Square Feet 2,486

Come home to a setting that feels like your own private retreat. Set on nearly 2 wooded acres, this custom Cape welcomes you with a bright, inviting foyer that opens to beautifully connected living spaces designed for both everyday comfort and effortless entertaining. The stunning living room, anchored by a striking stone fireplace, flows seamlessly into a spacious kitchen featuring granite countertops, ample cabinetry, and an open dining area where family and friends naturally gather. A sunroom invites quiet mornings with coffee, while the composite deck overlooks a backyard made for summer, complete with an above-ground pool, gardens, and room to unwind. Upstairs, the expansive primary suite is a true escape with a private balcony, walk-in closet, and spa-like bath with a whirlpool tub. Hardwood floors, generous room sizes, three full baths, a 2-car garage complete a home that offers the space, warmth, and lifestyle buyers have been searching for.

Listed by Janine Wuschke of Keller Williams Realty

Listing Sold by Lamacchia Realty, Inc.

MLS Number 73545248

• Residential
• Bedrooms 2
• Bathroom 2
• Square Feet 1,680

Beautiful Sudbury-style home in the desirable 55+ Oak Point community. The open floor plan is perfect for entertaining, featuring bright sunlit rooms and a spacious family room with a gas fireplace open to the living and dining areas. Sliders lead to a private deck for relaxing or gatherings. The cheerful kitchen includes a windowed breakfast nook. The large main bedroom offers a walk-in closet, ceiling fan, and private bath with a walk-in shower. The second bedroom also has a walk-in closet and ceiling fan. 2nd bath with tub/shower. NEW FLOORS, newer heating/AC and hot water heater. A two-car garage provides ample storage and workspace. Enjoy resort-style living with Oak Point's exceptional amenities; Two pools, bocce court, fitness center, clubhouse, and a wide variety of social programs and activities.

Listed by Stephen Damon of Conway - Bridgewater

Listing Sold by Realty ONE Group Suburban Lifestyle

MLS Number 73544627

• Residential
• Bedrooms 2
• Bathroom 1
• Square Feet 924

Beautifully renovated 1968 Mobile Home in a Resident-Owned Community. This fully updated home blends classic charm with modern comfort, offering a fresh, move-in ready feel in a highly desirable resident - 55+ community. Interior highlights new cotemporary kitchen - Thoughtfully designed new cabinetry, upgraded countertops, GE Stainless steel appliances, creating a stylish and functional space. Open floor plan that enhances dining and living room flow, natural light making the home feel spacious and welcoming. Two bedrooms, new modern bathroom features solid -surface countertop, sleek glass-enclosed walk-in shower, for the spa-like experience. Brand new covered deck wonderful for the outdoor retreat enjoyment. New 10 x 8 Shed (See attached list of upgrades) Superb location to all amenities. Low HOA monthly fee covers water, sewer, trash, real estate taxes, and road maintenance.

Listed by Robin A. Carey of Realty Executives Metro South

Listing Sold by Lucie Realty

MLS Number 73541190

• Residential
• Bedrooms 4
• Bathroom 2
• Square Feet 2,027

Welcome to this classic New England Colonial, offering a rare opportunity with exceptional versatility, generous living space & endless potential. Utilized previously as a 2 family residence & more recently as a single-family home, this property offers a flexible floor plan to accommodate a variety of living arrangements. The updated kitchen features raised-panel oak cabinetry, Silestone countertops, a stainless-steel sink, a 5 burner gas range with griddle & a charming walkout bay. The 1st floor offers both a spacious front living room & a rear family room overlooking the backyard. A 1st floor bedroom, full bath & laundry area provide the convenience of single-level living, while the 2nd floor offers the flexibility of an additional 3 or 4 bedrooms. The 2nd floor bath was fully remodeled 5 years ago & includes a modern vanity, updated fixture & a tiled shower w/a glass enclosure. Cosmetics & updating is needed so bring your ideas & expertise to revamp & revitalize this property.

Listed by Sandra Copley of RE/MAX Real Estate Center

Listing Sold by Keller Williams Realty

MLS Number 73540421

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 1,560

*OFFER DEADLINE Tuesday 6/30 6p.m.*Don't miss your opportunity to call 16 Marie Drive home! Freshly painted and ready for its next owner, this well-maintained home features a new roof installed in 2020 and a new septic system completed in 2019, offering peace of mind for years to come. Inside, you'll find 3 bedrooms and 1.5 bathrooms, gleaming stainless steel appliances in the kitchen and a bright open living room, providing comfortable living space for a variety of lifestyles. Enjoy your morning coffee on the inviting front porch or entertain family and friends on the wraparound back deck overlooking the generous backyard. With plenty of outdoor space for gatherings, gardening, recreation, or pets, this property offers the perfect blend of indoor and outdoor living. Conveniently located with easy access to major highways and just minutes from the commuter rail, this home makes commuting throughout Massachusetts a breeze while still offering the comfort of a residential neighborhood.

Listed by Kyle Walker of RE/MAX Vantage

Listing Sold by Donahue Real Estate Co.

MLS Number 73539985

• MultiFamily
• Bedrooms 5
• Bathroom 3
• Square Feet 2,692
• Parking Spaces 6

Very special property! This turnkey 2-family home in downtown Middleboro is a rare find. Unit 1 features 2 Bedrooms, a spacious Living room, dining area, and a large eat-in kitchen w/island. Enjoy morning coffee on the covered side porch abutting the private fenced in yard. Unit 2 is a townhouse-style unit offering 2 Bedrooms, 2 full baths, a large Living room, and an eat-in kitchen. The 3rd floor includes a finished bonus room ideal for a home office, guest space, hobby room, or private retreat. Unit 2 also features central air! Both units are serviced by natural gas heat. Outside you'll find ample off-street parking and a well-maintained fenced yard perfect for entertaining, gardening, or relaxing. Conveniently located near shopping, restaurants, schools, parks, and major routes. Whether you're looking to owner occupy or expand your investment portfolio, this well cared for property offers versatility, comfort, and an excellent long-term investment! (FULLY DELEADED!)

Listed by Chad Goldstein of Gold Key Realty LLC

Listing Sold by Better Living Real Estate, LLC