Recently Sold Listings in Middleboro MA

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 73552234

• Residential
• Bedrooms 2
• Bathroom 1
• Square Feet 1,036
• High School Middleboro High

Completely renovated and thoughtfully updated, this two-bedroom ranch offers an open, inviting layout perfect for entertaining and relaxing. Wide-plank oak flooring runs throughout the main level, where the spacious living room features a stylish electric fireplace and custom built-in shelving that creates a beautiful focal point. The updated kitchen includes modern appliances and a large center island, ideal for everyday living and entertaining. Both bedrooms are generously sized, and the remodeled full bath features a double vanity. The finished lower level adds a comfortable family room or playroom with an electric fireplace, and walk-out french doors leading to the backyard patio and room for a home gym. Outside, enjoy a cleared, fenced-in backyard with plenty of room to relax or entertain. Additional features include a one-car garage, whole-house water filtration system, updated oil tank, and convenient access to Route 44. Septic is 3 bedroom system offering options to next owner.

Listed by Emmie Flaherty of Keller Williams Realty Colonial Partners

Listing Sold by RE/MAX Platinum

MLS Number 73550717

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 1,700

Welcome to Oak Point, a premier 55+ community offering resort-style living and exceptional amenities. This beautifully maintained 3-bedroom, 2-bath home features a bright, open floor plan designed for comfortable everyday living and effortless entertaining. The spacious kitchen flows seamlessly into the dining and living areas, while the private primary suite offers a relaxing retreat with an en-suite bath and ample closet space. Two additional bedrooms provide flexibility for guests, hobbies, or a home office. Enjoy your morning coffee or unwind in the peaceful outdoor space. Residents of Oak Point enjoy access to a clubhouse, fitness center, swimming pools, tennis courts, walking trails, and a full calendar of social activities. Experience low-maintenance living in one of the area's most sought-after active adult communities. Land lease fee, approx $970 mo. covers taxes, lawn care, snow and trash removal and more. First showings at Open House.

Listed by Jennifer Soderquist of Conway - Mansfield

Listing Sold by Conway - Mansfield

MLS Number 73550121

• Condo
• Bedrooms 2
• Bathroom 2
• Square Feet 1,556

Welcome to 21 Sycamore Dr, an immaculate end-unit condo at The Groves in Middleboro offering 1,556 sq. ft. with 2 bedrooms and 1.5 baths. The main level features hardwood floors, great natural light, and an easy flow into the dining area and kitchen. The kitchen includes brand-new appliances and direct access to deck for added outdoor space. Upstairs offers two spacious bedrooms with strong closet space, including a second bedroom with a walk-in closet. The full bath features a double vanity with laundry located within the bathroom. The full basement provides storage with the opportunity to create a space that fits your needs, while the attached garage adds convenience. Features include central air, central vacuum, 200 amp electrical service, newer high-efficiency tankless boiler, plus more. Located in a desirable area near Route 44, highways, shopping, dining, and amenities, this condo offers low-maintenance living.

Listed by Miguel Camara of RE/MAX Real Estate Center

Listing Sold by Keller Williams Realty Signature Properties

MLS Number 73549154

• Residential
• Bedrooms 3
• Bathroom 1
• Square Feet 1,701
• High School Middleborough High

Welcome to this well-maintained 3-bedroom, 1-bath home offering 1,701 square feet of comfortable living space. Situated on a desirable corner lot, this property features a fully fenced backyard with a rear deck, a dedicated fire pit area perfect for relaxing or entertaining, and a storage shed for added convenience. Enjoy peaceful views of nearby cranberry bogs and a picturesque pond, creating a serene setting right from your own property. Inside, you'll find a functional layout designed for everyday living. Ideally located with easy access to Routes 495, 44, 105, 58, and 24, this home offers both comfort and convenience for commuters. Whether you're a first-time homebuyer, downsizing, or simply looking for a move-in-ready home, this property is one you won't want to miss.

Listed by David Silva of RE/MAX River's Edge

Listing Sold by RE/MAX Legacy

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 73544349

• Residential
• Bedrooms 2
• Bathroom 1
• Square Feet 962

Have you been searching for a move-in ready starter home in Middleboro? This adorable 2-bedroom home could be the perfect place to begin your homeownership journey! Featuring a spacious backyard, a detached garage, and an extra-large storage shed, there's plenty of room for hobbies, storage, and outdoor enjoyment. Located just minutes from highways, the commuter rail, shopping, restaurants, and everything Middleboro has to offer, this home combines comfort, convenience, and value. Plus, you'll have peace of mind knowing the roof and water heater are both only about 2 years old. Great Price. Great Location and Great Condition. Sounds like a win! All parties to verify information contained herein.

Listed by Mishelle Joy of Keller Williams Realty

Listing Sold by Real Broker MA, LLC

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