Browse All Middleboro MA Properties with Pool for Sale

Welcome to your private oasis on nearly an acre! This special property offers custom additions, inviting living spaces, and exceptional indoor-outdoor entertaining.The CHEF’S KITCHEN features CHERRY CABINETRY, granite countertops, stainless steel appliances, a countertop stove, a wine bar, and an oversized island. It opens to the spacious living room, complete with a GAS FIREPLACE. Hardwood floors, vaulted ceilings, designer lighting, ceiling fans, and built-in shelving add warmth and character throughout. THREE BONUS ROOMS offer flexible options, including space for a library or family room, an office, or a room for pets. A bright finished area in the basement provides even more possibilities, such as a potential primary suite, office, or other use. Don’t forget the unfinished area of 1,278 sq. ft., which can be used for additional living space or ample storage! Five heating zones help provide comfort throughout the home. Recent improvements include NEW skylights, a NEW sliding back door, NEW flooring throughout, and an updated second-floor bathroom. Outside, enjoy expansive double decks, an IN-GROUND POOL, gardens, professional landscaping, and a CUSTOM PAVILION WITH FIREPLACE—an ideal setting for relaxing or entertaining. Additional updates include a 2024 hot water tank and water meter, plus a new boiler motor in 2025. See the list of additional updates for more! The seller is also including a SELLER-PAID, one-year AHS HOME WARRANTY!

78 Miller Street, Middleboro

$324,900

3 Beds ⋅ 1 Baths ⋅ 73590360 MLS

If you have imagination, initiative, and energy, this quaint antique colonial with covered 6x24' side porch provides an ideal opportunity to build equity and make a warm home in a desirable 'in town' neighborhood offering PUBLIC WATER & SEWER! Ideal commuter convenience (highway & T station) when needed, and then come back home to this welcoming tree lined street with sidewalks, just a quick drive or easy stroll to all of the amazing 'downtown' businesses and services, as well as the schools. Handy to attend those Town festivals & parades. This home is part of an estate sale - sadly the late owner's long-term health issues created upkeep & update challenges, but it appears to be solid and brimming with potential for someone with the right vision, a well-stocked tool box, and some friends in the trades. (Some AI generated photos are attached only to show walls/ceilings/room sizes and potential when emptied). Wood/plank flooring in most rooms & under carpet, per seller. Antique style mouldings have the potential to restore. First floor has nice high ceilings. Beamed ceiling in kitchen with brand new stainless gas stove. First floor bath with deep jetted tub and laundry area. Basement/Cellar under part of home only (653 sf per town) is bulkhead-accessed only, but is stand-up height for most. Rear and side additions do not have accessible basements. Attic with flooring for storage (scuttle in hallway). Windows roughly 25 years old. Gas heating system installed within last 5 years. Gas hot water tank 2015. Roof strip/redo in 2001. Keyless/Keypad entry door upgrade. Fully fenced back yard is functional and deceptive in size, but it is definitely in need of some love to clear the overgrowth and restore to full use (as viewed from older aerial photo, a screen house, brick patio, firepit, and gardens are all out there for you to discover and enjoy). If gardening/planting is your thing, there is an irrigation system front & rear. Unable to assess condition of above-ground pool (far rear of yard) and adjacent shed, so no value is attached. Won't pass FHA/VA financing programs. Please do not walk property without listing broker present. Imagine what this cutie can be with the right loving touch - sipping morning coffee or evening cocktails on the porch; family, friends & pets gathering in the backyard, and having a home to call your own for less than rent and without those annoying landlord rules.

17 Rock Street, Middleboro

$895,000

3 Beds ⋅ 2 Baths ⋅ 73579093 MLS

WHY BUILD IT WHEN YOU CAN BUY IT, with the 36x18' saltwater pool all fenced and mood-lit; the landscaping all established, gorgeous and easy to maintain with 8 zone irrigation-- all built to be energy efficient on a gorgeous, level and nicely wooded 2.75 acre lot? Sellers' utility costs average $225/month with the help of Middleboro Gas and Electric's known low rates. 2 zone Heat Pump heating and cooling, shingle-look vinyl siding and Versatex PVC trim -- this house was built for low maintenance and lasting and affordable comfort. Fencing includes a large vegetable garden area in full sun, as is the pool. Generator for those storms and on demand hot water are propane fired. Open floor plan Kitchen and living area are an Entertainer's Dream with great light, hardwood floors, ample cabinetry and good flow. Wine fridge, baking station, HUGE pantry could accommodate its own island, never mind the Kitchen Island that seats 6+ with honed Silestone countertop with a soapstone look. Easy highway access to rte.495 at rte.58, as well as a quick hop to all that Wareham Crossing can offer in shopping and dining. About a 6-8 minute ride to the T station in Middleboro. Attached oversized 2 car garage has modine-style heater. Take your dog for a walk in your woods, entertain the hummingbirds on your front farmer's porch with stamped concrete floor, watch the grandkids from the extensive area around the pool or your stamped concrete back patio. LIGHT, BRIGHT, AIRY with a low key feel that is Clean and Coastal, Farmhouse -- it fits them all. MUST SEE TO TAKE IT ALL IN.

88 Beach Street, Middleboro

$839,000

4 Beds ⋅ 4 Baths ⋅ 73575935 MLS

Ideally located less than a half mile from route 495 and the new commuter rail station! This multigenerational home is rich with character and reminiscent of a bygone era with beautiful architectural details such as a curved staircase, multiple built-ins, wide pine wood floors, decorative moldings, 3 wood burning fireplaces, 2 gas fireplaces, and a pantry with a wet bar. Set on a one-acre level lot, the flexible floor plan includes a main house with 3-4 bedrooms, 2 ½ baths, and an attached accessory apartment offering 1 bedroom, 1 bath, a custom designed kitchen, and a large garage that offers additional space. Enjoy beautiful views of the inground saltwater pool, pergola and private backyard surrounded by many beautiful perennial plantings. There is plenty of room inside to host holidays and gatherings, along with great outdoor space for summer entertaining! Many improvements during current ownership include a new asphalt shingle roof on the entire house and garage, new luxury vinyl plank flooring in kitchen and den, replacement of 5 skylight windows, pool converted to salt water, new liner, pump and tank, four composite decks, composite outdoor shower, and new electric garage door and remote! Multiple new breaker panels and rough plumbing were installed by previous owner for potential transformation into a multiple dwelling. Easy access to major roadways, and just minutes to downtown Middleboro with its many restaurants, shops, art and cultural centers and an elementary school that abuts the property!

100 S. Main St., Middleboro

$575,000

3 Beds ⋅ 1 Baths ⋅ 73573809 MLS

OPEN HOUSES CANCELLED - Offer has been accepted. Privacy, space, and a backyard built for summer. Set back off Old Center St on 2.72 wooded acres, this 2002 raised ranch has it all. Host on the deck and patio, then cool off in the in-ground pool. Every summer feels like a staycation. Inside, hardwood floors run the entire first floor. The living room’s vaulted ceiling feels open and airy, and the kitchen features granite counters and stainless appliances. Just off the kitchen, a flexible bonus room with a pellet stove works as a formal dining room or a cozy sitting room. Three bedrooms on the main level include a primary with its own vaulted ceiling. Downstairs, a finished family room adds space for movie nights, a playroom, or a home gym. The paved driveway fits 8+ cars, so hosting is easy. Come see it for yourself!

15 Old Center St, Middleboro

$499,000

3 Beds ⋅ 1 Baths ⋅ 73570150 MLS

Welcome to 38 Frank Street! This inviting 3-bedroom Ranch offers comfortable one-level living with plenty of space inside and out. Beautiful hardwood floors run throughout much of the home, and the freshly painted interior and exterior give it a clean, move-in-ready feel. The kitchen features white cabinetry, granite countertops, stainless steel appliances, a center island and tile flooring. Relax in the family room featuring a wood stove with a charming brick hearth. The primary bedroom offers double closets, and the full bath features an update tiled shower. Enjoy the comfort of forced-air gas heat and central air, with the heating system installed in November 2021. The roof is approximately 8 years old. Outside, the fully fenced backyard is made for entertaining, complete with an above-ground pool installed in 2020 with its own deck, fire pit, large storage shed and a separate entertaining/storage area with a wet bar. A full basement offers additional possibilities with a partially finished room, laundry area and plenty of storage. Conveniently located in Middleboro and ready for its next owner!

38 Frank St, Middleboro

$995,000

5 Beds ⋅ 5 Baths ⋅ 73568734 MLS

Own a rare piece of local 19th Century history with this iconic historical home custom built for P.T. Barnum entertainer, General Tom Thumb. Sitting in front of 114 acres of conservation land, with its distinctive Mansard roof, this nearly 4761 square foot Victorian is full of architectural character throughout, where 10 foot ceilings, exquisite original plasterwork, oversized hardwood doors, ornate hand turned railings and balusters, built ins, crown moldings, ceiling medallions and custom wall alcoves showcase craftsmanship rarely found today. A striking main staircase anchors the home, while a separate original servant staircase connects its four finished levels and offers a fascinating glimpse into the home's history. Thoughtfully updated over the years, the home blends historic character with modern comfort. The renovated chef's kitchen features custom cabinetry, high end appliances including a Viking gas stove and oven, and dramatic brick archways opening to the family room. A working dumbwaiter connects to the dining room and butler's pantry, while the original lower height stove is another unique reminder of the home's past. With 5 bedrooms, 4.5 bedrooms including a spacious primary suite, multiple gathering spaces, gas heating and central air, this property is as functional as it is nostalgic. Outside, the nearly 1.5 acre property was designed for entertaining. The fenced grounds feature an oversized in-ground pool, expansive patio, and a pool house with kitchenette and bath offering exciting potential for future ADU use, subject to buyer due diligence and required approvals. A separate cabana with built-in grill and Italian brick oven creates another destination for outdoor gatherings, while an awesome garden shed adds charm and useful storage. A heated and insulated three car garage provides abundant parking and storage. Rich in history, architectural detail and scale, the Tom Thumb House offers the rare opportunity to own a home with a story unlike any other, while still enjoying the space, amenities and comfort today's lifestyle demands.

351 Plymouth Street, Middleboro

$745,000

4 Beds ⋅ 4 Baths ⋅ 73568396 MLS

Reduced and Move in ready. Relocating Owners recognize some work is needed and have reduced to reflect. Offers are encouraged. Peaceful and Private, this charming home is nestled on a wooded cul-de-sac lot bordered by beautiful stone walls, offering nature at its best. The spacious interior features hardwood floors, a center-island kitchen, and a versatile formal dining room that can also serve as a home office. Built-in bookshelves and crown molding add warmth and character throughout. IN-LAW / SEPARATE LIVING QUARTERS offering a full bath, bedroom, living room and office or possible 2nd Kitchen. Step outside to your own backyard oasis, complete with a lagoon-style inground pool surrounded by lovely perennial gardens—perfect for relaxing, entertaining, and enjoying the beauty of every season. Convenient 3/4 bath for those outdoor activities and entertaining. Additional highlights include TOWN WATER AND TOWN GAS ! See Floor Plan in Pics.

10 Brenrae Dr, Middleboro

$799,900

3 Beds ⋅ 3 Baths ⋅ 73562520 MLS

Custom home built in 2020 and packed with upgrades! From the moment you arrive, the inviting farmer’s porch sets the tone for a home that blends modern style, comfort, and functionality. Inside, thoughtful design includes an open concept living room and chefs kitchen with large island. The first floor also offers a large dinning room, laundry room, massive mudroom and half bath. The 2nd floor features 3 bedrooms and 2 full bathrooms including a large primary suite with 2 walk-in closets and full bath. The basement provides great storage or a blank canvas for additional living space. Step outside and discover even more potential—a pool is already in place and ready for you to add your finishing touches and create the ultimate backyard oasis. With newer construction, custom details and a wonderful neighborhood setting, this is a home you won’t want to miss!

25 Cobblestone Ln, Middleboro

$975,000

4 Beds ⋅ 4 Baths ⋅ 73550874 MLS

SELLERS ARE MOTIVATED! Welcome to luxury living at its finest! Nestled on a quiet cul-de-sac in one of Middleboro's most desirable neighborhoods, this thoughtfully designed 4-bed, 2 full & 2 half bath home offers an exceptional blend of elegance, comfort, & entertainment. Every detail has been carefully curated, creating a home that's as functional as it is beautiful. The backyard is your own private retreat, featuring a stunning 5-foot semi-inground saltwater pool surrounded by space to relax, entertain, & create lasting memories. Inside, the possibilities continue with 4 complete levels of living, including a finished 4th-floor media room perfect for movie nights, gaming, or a private retreat. The finished lower level is an entertainer's dream, complete with a bar, lounge area, & the perfect setup for hosting friends or cheering on your favorite sports team. This is more than a home—it's a lifestyle where every space has been designed for gathering, celebrating, & making memories that will last a lifetime.

8 Paddock Cir, Middleboro

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Browse All Middleboro MA Properties with Pool for Sale

Middleboro Homes with Pool

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