Middleborough, MA Homes for Sale with Pool

Tucked nearly 150 ft off the road, this gorgeous colonial serves up privacy and prime location on 1.38 acres! With over 3,000 sqft, this newer construction blends comfort and style—hardwood floors, granite counters, stainless appliances (new stove, microwave, washer & dryer), gas fireplace, main-level laundry, and parking galore with an oversized driveway and 2 car garage. The primary suite

Vicki Paquette LAER Realty Partners

Welcome to 45 Pleasant Street—an expansive 4-bedroom, 4.5-bath home offering over 3,000 sq ft of versatile living space, perfect for multi-generational living. A recently built in-law suite features 2 bedrooms, 2 full baths, a kitchen, living room, its own heating zone, and two unfinished rooms for future use. The main level includes three spacious bedrooms, including a primary suite with three

Kade Phillips RE/MAX Legacy

This spacious Colonial is ready to grow with you! Set in one of the most desirable Middleboro neighborhoods with a layout that can fit your busy life and weekend fun. The remodeled kitchen with wet bar opens to flexible living and dining areas—perfect for meals, homework, and movie nights. Downstairs, the finished walk-out basement adds even more living space and features a second wet bar, half

Sandy Andersen The Real Estate Collaborative

Custom built home offers luxurious living across an expansion layout. Significantly renovated in 2012, property boosts a grand great room w/ oversized doors, lg. windows, sunken floor, cathedral ceiling, Douglas Fir beams, skylights, open cupola, lg. gas fireplace, Brazilian cherry floors w/radiant heat. Chef’s dream kitchen w/ professional Thermador stove, Thomasville custom cabinetry, granite

Cindy Brouwer Cindy Brouwer Real Estate

Undeniably one of Middleboro's finest properties, a former parcel of the Eddy Homestead just 2.3 miles from Rt44 yet seemingly your own zip code of paradise as you enter a gated 1000ft long winding driveway to your own 5.91 acres of mature landscaping including dozens of producing maple trees, a river-side private retreat to process the syrup or relax, 2 stall barn with power and 4-season water.

Craig Gillis Keller Williams Elite

CONTEMPORARY HOME nestled among Tall Pine Trees in a PICTURESQUE, PRIVATE and PEACEFUL SETTING on a SPACIOUS CORNER LOT. The 1st floor features an Eat-in-Kitchen with Laundry Closet (includes Washer/Dryer), Pantry & Broom Closet. A Formal Dining Room, A Half-Bath, Large Living Room w/Fireplace, Sliders to 50 Ft. Wide Deck. A Primary Bedroom (24x18) with Double-Doors to adjoining Full Bath and

Deb Sanborn Uptown REALTORS®, LLC

Welcome to 664 Wareham St—where privacy, charm, and potential meet. This unique 2 bed, 2 bath Cape Cod home offers 2,448 sq ft of hardwood flooring, a cathedral-ceiling living room, and two fireplaces—one wood-burning, one gas off the dining room. The granite kitchen adds timeless style. Set on 12.39 acres, including 5.85 acres of active cranberry bogs, it’s ideal as a private retreat, hobby

Chelsea McLaughlin RE/MAX Legacy

This well-maintained two-family property offers two spacious 2-bedroom, 1-bath units—perfect for owner-occupants or savvy investors looking to expand their portfolio. Each unit features a generous layout with plenty of natural light and comfortable living space. The property includes a detached two-car garage, ideal for extra storage or generating additional rental income. Situated in a desirable

Kade Phillips RE/MAX Legacy

Close to town and full of rustic charm, this 1800s farmhouse sits on 1.3 acres and offers a country feel without giving up convenience. With three bedrooms and flexible space, it’s perfect for those who appreciate character, creativity, and even a few animals. Inside, two bedrooms are just off the living room past the oversized farmhouse kitchen—the heart of the home—ideal for cooking or

Susan Gillis Redfin Corp.

Charming spacious classic colonial where traditional features meet's country comfort. This home boasts an inviting enclosed side entry porch, leading into the welcoming kitchen. Cozy living room showcases barn board walls, first floor primary bedroom, full bathroom steps to the laundry room. Stately grand Foyer sets the tone for the homes refine character, with a sweeping staircase to the second

Robin Carey Realty Executives Metro South

Tucked away on a quiet dead-end cul-de-sac, this recently renovated 5-bedroom, 4.5-bath home offers the perfect blend of luxury, space, and privacy on over 2 acres of beautifully landscaped grounds. Enjoy the ultimate outdoor oasis featuring a sparkling in-ground pool, tranquil waterfall, and a koi fish pond — a serene setting perfect for relaxing or entertaining. The main deck is an

Shannon King Corcoran Property Advisors

Perfect starter or retirement home ... Move right into this 3 bedroom ranch with super side street location handy to town center and Rt 44. From the fresh paint to the hardwood floors it is just what you're looking for. More than a pretty face, it has TOWN SEWER, NATURAL Gas heat with Central Air conditoning, The roof is updated along with the countertops and bathroom. Cute landscape

Katelyn Dunphy Morris Real Estate