Browse All Rehoboth MA Properties with Pool for Sale

Discover a truly exceptional private retreat set on over 15 acres of beautiful, mature woodland. This distinctive 4 bedroom, 3.5-bath residence blends timeless New England charm with impressive architectural details and an extraordinary connection to nature. A gracious covered front porch, classic dormer windows, and expansive grounds create a welcoming first impression. Inside, soaring vaulted ceilings, dramatic windows, rich hardwood flooring, and elegant mill work establish a warm yet sophisticated atmosphere. The spacious living area showcases a striking floor-to-ceiling brick fireplace and an open loft overlooking the main gathering space, while the well-appointed kitchen features rich, custom wood cabinetry, stainless steel appliances, generous workspace, and a center island. An inviting dining room with classic wainscoting adds timeless character. Beyond the interiors, a spectacular backyard oasis awaits, complete with a heated, in-ground swimming pool, expansive stamped-concrete patio, mature landscaping, and a charming pool house featuring a distinctive stone fireplace. Surrounded by tranquil woodland, this remarkable setting offers exceptional privacy, room to roam, and an ideal backdrop for entertaining or simply unwinding in nature. With its substantial acreage, distinctive architecture, and resort-inspired outdoor amenities, this property presents a rare opportunity to experience refined living, space, and seclusion in one extraordinary setting.

114 Martin St, Rehoboth

$1,269,000

4 Beds ⋅ 5 Baths ⋅ 73584014 MLS

Tucked 800 feet from the road on 9.5 acres of established grounds, this distinctive custom-built contemporary offers a rare combination of architectural character, privacy, and natural beauty. Designed in a distinctive California-inspired contemporary style, the residence is surrounded by mature landscape and serene natural views, creating a truly private retreat.Originally built in 1975 with an effective year built of 1997, the home has been thoughtfully enhanced and renovated over the years. The recently renovated custom kitchen features beautiful finishes, granite countertops, a large island, pantry, custom buffet, and quality appliances, including a dual-fuel convection range.Designed for both everyday living and entertaining, the front-to-back living and kitchen areas are filled with natural light. The dramatic living room features a stunning 12-foot wood-burning stone fireplace and a wall of Pella windows and sliders that bring the surrounding landscape indoors. The living spaces flow naturally to the private outdoor areas and exceptional indoor Gunite pool, creating an extraordinary year-round setting for entertaining and relaxation.Additional features include Pella windows and doors, newer roof, fiber-cement siding, updated well filtration system, backup generator, a private in-law suite, and an oversized three-car garage.With its expansive acreage, exceptional privacy, indoor pool, flexible living spaces, and unmistakable architectural personality, this unique property is ideally suited for equestrians, farm and nature enthusiasts, or anyone seeking a one-of-a-kind private retreat.

241 Perryville Road, Rehoboth

$749,000

4 Beds ⋅ 4 Baths ⋅ 73582808 MLS

Welcome to this spacious Colonial offering timeless character, generous living space, and an abundance of amenities. Situated on approximately 1.39 acres across from the greens of Crestwood Country Club, this 4-bedroom, 4-bathroom home offers a distinctive combination of charm and versatile living spaces. The inviting interior features a grand two-story foyer with custom ironwork, f oak hardwood floors, and three cozy fireplaces. The flexible floor plan includes an open-concept island kitchen with dining area, main-level bedroom and laundry, sunken living room, and a cathedral-ceiling family room. Upstairs includes the primary bedroom with double closets and an ensuite. Relax year-round in the heated 4-season sunroom with skylights, or host guests in the finished basement featuring a custom oak bar. The exterior is a true retreat: fenced-in Gunite pool with cabana, landscaped grounds, invisible dog fence, and a detached barn/workshop with loft. Includes 2-car attached garage, paved driveway, artesian well, and irrigation system. Conveniently located across from the country club and surrounded by scenic natural beauty, this property presents a unique opportunity to enjoy space, beauty, and a variety of indoor and outdoor amenities.

45 Wheeler St, Rehoboth

$1,000,000

3 Beds ⋅ 4 Baths ⋅ 73581267 MLS

Discover this Colonial gem in Rehoboth. The main level boasts a bright living room with hardwood floors throughout and a dining room with wainscoting for elegant dinners. The kitchen is a culinary delight with granite countertops, WOLF cooktop, double oven, and island. A half bath, mudroom, and laundry add convenience to the main level. Upstairs, the primary suite features a custom walk-in closet and luxurious bath with double vanity, soaking tub, and shower. Two more bedrooms and a full bath round out the upstairs. The lower level offers space for work or play, a full bath, and a guest room. The backyard is an oasis with a heated gunite saltwater pool featuring a sun shelf and automatic safety cover, custom fire pit with lighted bench seats, and landscaped gardens. Enjoy uninterrupted comfort with a full-house generator. Integrated audio, security system, outdoor TV, sprinkler system, and grill hookups enhance outdoor living. Conveniently located near all key amenities.

5 Clinton Dr, Rehoboth

$550,000

3 Beds ⋅ 2 Baths ⋅ 73580179 MLS

Beautifully updated, surprisingly spacious, and offering far more than you’d expect at this price point. This is the kind of home that continues to surprise you as you move through it. The remodeled eat-in kitchen anchors a bright, sun-filled main level, with hardwood floors adding warmth throughout. There are three bedrooms, including one currently styled as a home office with charming built-ins. One of the home’s most memorable features is the heated four-season room, where soaring ceilings and walls of glass create a beautiful connection to the backyard and a place you’ll want to enjoy year-round. Downstairs, the finished lower level adds another dimension with a family room, beautiful full bath, laundry room, and additional area with potential for a fourth bedroom, guest room, or office. Outside, a new deck opens to a large, fully fenced, half-acre yard that feels spacious and private, with mature trees, a firepit area, oversized one-car garage, and circular driveway. And while the finishes are impressive, so much of the value is in what has already been done: a new septic system, heat pump, hot water tank, electrical, well equipment, replacement windows, new fencing, and more, with oil heat providing an additional heating source. The setting offers what so many people appreciate about Rehoboth: a quieter, more rural New England feel, room to breathe, and a sense of country living while still keeping everyday conveniences within easy reach. Located within the Dighton-Rehoboth Regional School District, it’s an ideal first home, a smart option for downsizing, or simply a rare opportunity to find this combination of a beautifully finished home, exceptional yard, and significant improvements all in one property.*OFFER DEADLINE MONDAY, OCTOBER 5TH @ 6PM.

547 Tremont St, Rehoboth

$1,350,000

4 Beds ⋅ 2 Baths ⋅ 73566477 MLS

Welcome to 26 Ashlynn Way in Rehoboth, where everyday living meets outdoor adventure! This 4-bed, 2-bath home sits on 14 acres featuring a 24' x 48' saltwater pool, a private pond perfect for kayaking and paddle boarding, and endless room for recreation and entertaining. Best of all, the land is classified under MA Chapter 61B Recreational Use — you pay property taxes on only a fraction of the land's value, so your yearly tax bill is far lower than you'd expect for 14 acres. The acreage is ideal for pasture for horses and animals, a hobby farm, gardens, or your own backyard field for kids' sporting activities — the possibilities are endless. Inside, the primary suite is privately set apart from the three additional bedrooms, the sun-filled family room is ideal for gatherings, and the living room overlooks the pool and pond. Refinished hardwood floors throughout. For the car enthusiast, this property offers a rare opportunity to blend your passion for cars with an incredible lifestyle setting — space, privacy, and the perfect backdrop for your hobbies. This is more than a home; it's the Rehoboth lifestyle. A place where you can swim, paddle, kayak, play, entertain, unwind, and enjoy everything your own backyard has to offer.

26 Ashlynn Way, Rehoboth

$850,000

4 Beds ⋅ 4 Baths ⋅ 73561736 MLS

Discover an exceptional lifestyle opportunity at 61 Water, Rehoboth, MA. This attractive single-family residence, built in 1980, offers 2581 square feet of meticulously maintained living space. The heart of the home is undoubtedly its inviting kitchen. Designed for both culinary artistry and casual gathering, it features a double oven and a central island, complete with an integrated sink, fostering an environment where entertaining and everyday living seamlessly intertwine. Adjacent to this, the living room provides a comfortable retreat, centered around a welcoming fireplace, perfect for tranquil evenings. The primary bed and private bath offering a double vanity and a spacious walk-in shower, providing a spa-like experience within the comfort of your home. There are gleaming harwood floors throughout the 4 beds, family room, and dining room. For multigenerational living there is a private in-law with one bedroom, a full bath, family room, and a beautiful 4 season room. Beyond the interior, the property truly shines with its expansive private yard, spanning over 60,000 square feet. This outdoor sanctuary includes a dedicated fire pit for starlit gatherings, an inviting outdoor dining area, and a generous outdoor living space, all complemented by beautiful stone patio's and porch. With a three-car garage, convenience is also paramount. This property is a singular offering, promising a life of comfort, style, and unparalleled outdoor enjoyment.

61 Water Street, Rehoboth

$699,900

3 Beds ⋅ 2 Baths ⋅ 73560407 MLS

Privately set on more than 4 acres, this expanded Cape offers 2,473 square feet of flexible living space. The updated kitchen opens to a vaulted living room with loft and a large family room with stone fireplace and wood stove insert plus sliders to the back deck. A dining room and full bath complete the main level. Upstairs are three spacious bedrooms, a second full bath, a loft with balcony access, and a large bonus room ideal for a game room, office, or fourth bedroom. The property is designed for outdoor enjoyment with multiple decks, an above ground pool, and a basketball court. A two car garage with potential above for an ADU, with rough plumbing already existing in the bonus room above. A rare private setting with generous space and lifestyle amenities on a beautiful upland parcel with additional frontage.

170 Rocky Hill Rd, Rehoboth

$1,500,000

4 Beds ⋅ 3 Baths ⋅ 73551560 MLS

Steeped in history and overflowing with opportunity, this extraordinary 6-acre Rehoboth estate is unlike anything else on the market. Formerly known as Country Gardens, the property retains many of the improvements from its celebrated past, including the former event lawn, bar area, catering tent, wedding suite, and expansive parking area. Today, it offers a breathtaking setting with an in-ground pool, manicured gardens, winding paths, a workshop with electricity, and a storybook potting shed. The charming 3-4 bedroom Cape, once operated as a bed & breakfast, provides warm, flexible living space. Whether you envision an exceptional private estate, multi-generational retreat, hobby property, or wish to explore the property's future potential, this is a rare opportunity to create something truly special. Buyers to perform their own due diligence regarding future uses.

339 Tremont St., Rehoboth

$650,000

3 Beds ⋅ 2 Baths ⋅ 73527850 MLS

Welcome to 151 Summer Street, Rehoboth—a private 2.5-acre retreat where country charm meets modern comfort. Nestled among mature trees, this unique property offers the perfect blend of peaceful living and functional outdoor space.Inside, you'll find a thoughtfully designed kitchen with peninsula seating and an open flow to the living room, creating an inviting space for everyday living and entertaining. A spacious bathroom with a double vanity and a versatile basement add to the home's appeal. Outside, enjoy your own hobby farm setup with chicken coops, animal enclosures, and plenty of room for gardens, animals, or outdoor recreation. Relax by the above-ground pool, entertain on the patio, and take in the privacy of this beautiful wooded setting.Whether you're looking to homestead, raise animals, or simply enjoy a quieter lifestyle, 151 Summer Street offers endless possibilities in a truly special setting with a 4 year old septic and well. Some photos AI enhanced.8b

151 Summer St, Rehoboth

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Rehoboth Homes with Pool

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Browse All Rehoboth MA Properties with Pool for Sale

Rehoboth Homes with Pool

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