Middleboro Homes with Pool Community Features

Middleboro Homes with Pool Community Features

Welcome to Middleboro, Massachusetts – a hidden gem nestled in the heart of Plymouth County. This charming town is steeped in rich history and offers a perfect blend of small-town charm and modern amenities. With its picturesque landscapes, vibrant community, and convenient access to major highways, Middleboro is an ideal place to call home.

One of the standout features of Middleboro is its welcoming atmosphere, where neighbors become friends and community events bring everyone together. Whether you’re strolling through the quaint downtown area, enjoying the local parks, or exploring the beautiful natural surroundings, you’ll quickly fall in love with the warmth and friendliness of this community.

For those seeking a home that offers both comfort and leisure, Middleboro boasts a selection of stunning properties with pool community features. Imagine coming home to a beautifully designed residence complete with a sparkling pool, perfect for cooling off during those warm summer days or hosting unforgettable gatherings with family and friends. These homes not only provide a private oasis but also foster a sense of community, as residents can enjoy shared amenities and socialize with neighbors in a relaxed setting.

In addition to the luxurious poolside lifestyle, Middleboro offers a wealth of recreational opportunities. From hiking and biking trails to nearby lakes and beaches, outdoor enthusiasts will find endless ways to enjoy nature. Plus, with top-rated schools and a variety of shopping and dining options, Middleboro has everything you need for a fulfilling lifestyle.

Explore the enchanting homes with pool community features in Middleboro, and discover why this charming town is the perfect place to create lasting memories. Your dream home awaits!

Newest Middleboro Homes with Pool Community Features

49 Thompson St, Middleboro
$775,000
3 Beds ⋅ 3 Baths ⋅ 73591680 MLS
**SELLER OPEN TO OFFERS WITH CREDITS/BUYDOWNS** Modern sophistication meets the freedom of nearly two acres in this beautifully crafted NEW CONSTRUCTION Colonial in Middleboro on the Halifax line. Offering over 2,000 square feet, this thoughtfully designed home combines timeless finishes, generous living spaces, and exceptional everyday comfort. Sun-filled interiors showcase hardwood flooring throughout, a welcoming gas fireplace, and an impressive kitchen featuring quartz countertops, an oversized island, and stainless steel appliances. An inviting open layout connects the kitchen, dining, and living areas, creating an ideal setting for entertaining or relaxing at home. Sliding doors open to a spacious rear deck overlooking the expansive grounds. Upstairs, three generously sized bedrooms include a primary suite with walk-in closet and private bath with a tiled luxury shower. A full walkout basement offers tremendous potential for additional space. Central air, a two-car garage, EV charging, and easy access to Routes 44 and 495 complete this exceptional property! Just 20 minutes from Colony Place and downtown Plymouth, 1 hour from Boston, this location is truly a commuter's dream, that also values coming home to country living! **Some photos have artificially enhanced grass - hydroseeding has been done - whole yard has irrigation** **Includes 1 year builders warranty!** ** Includes 1 year pest treatment/warranty**

49 Thompson St, Middleboro

Listing courtesy of Listing Agent: Moriah Wicker from Listing Office: Keller Williams Realty.
5 Sand Street, Middleboro
$675,000
3 Beds ⋅ 3 Baths ⋅ 73589622 MLS
Tucked away at the end of a quiet dead-end street, this brand-new Colonial sits on a desirable corner lot, offering privacy and a peaceful setting. This beautiful home features 3 bedrooms and 2.5 baths, including a spacious primary suite with a private bath and two walk-in closets. The main level offers a generously sized living room and a stunning kitchen with white cabinetry, black hardware, granite countertops, and a center island. The dining area opens through sliding glass doors to a private back deck overlooking the backyard. You'll also find a half bath, a walk-in laundry room, and a versatile bonus room perfect for a home office, playroom, or formal dining room. The full walkout basement offers endless possibilities for future living space, storage, or a home gym. Enjoy modern finishes, a functional layout, and all the benefits of brand-new construction in this beautiful move-in-ready home.

5 Sand Street, Middleboro

Listing courtesy of Listing Agent: Kaylee Emerson from Listing Office: JLK Realty.
301 Blueberry Circle, Middleboro
$445,000
3 Beds ⋅ 2 Baths ⋅ 73589564 MLS
Welcome to Oak Point, one of the area's most sought-after 55+ communities, offering an active lifestyle and resort-style amenities! This beautifully maintained 3-bedroom, 2-bath home offers comfortable living space designed for both relaxation and entertaining. The spacious layout features a bright and inviting living area, a well-appointed kitchen, and generously sized bedrooms, including a primary suite with private bath. Residents of Oak Point enjoy exceptional amenities, including multiple swimming pools, tennis, pickleball and bocce courts, a clubhouse, fitness center, and an active social calendar filled with activities and events. Don't miss this opportunity to enjoy easy living in one of the area's premier active adult communities!

301 Blueberry Circle, Middleboro

Listing courtesy of Listing Agent: Jennifer Soderquist from Listing Office: Conway - Mansfield.
87 River St, Middleboro
$599,900
3 Beds ⋅ 2 Baths ⋅ 73587002 MLS
Welcome home to this quaint and cozy country farmhouse. Great old home with modern amenities. Wide-planked original wood floors were recently refinished with a high gloss finish to stand everyday use while bringing out its natural beauty and unique coloring. Open renovated country kitchen with custom-made granite counter-top. High ceilings and large windows make the entire living area open and bright. Recently renovated 1/2 bath in the kitchen area. The kitchen flows easily into the dining room and living room areas on the first floor. The large rooms, cast iron baseboards, and classic family-friendly floor plan leads to a wide curving staircase Upstairs boasts three generous bedrooms and a full bath. The 1.94 acre lot is partially cleared and sectioned off for children, animals,and gardening. The massive 28' x 48' barn is post and beam construction and has electric and a wood stove and is great extra space for those who need a large barn to work in or tinker with things. Updated electric and new siding and septic in 2013. New oil tank in 2019, mini-splits were added in 2025. Title V in hand. This home has great space for those that need extra land to have animals and/or a mini-farm. Close to 105/44/ and minites to the center of town.

87 River St, Middleboro

Listing courtesy of Listing Agent: Rick Leo from Listing Office: Goodwin Realty Group, LLC.
701 Oak Point Drive, Middleboro
$399,900
3 Beds ⋅ 2 Baths ⋅ 73584922 MLS
Newly updated 3BR/2BA Princeton-style home in the desirable Oak Point Community. If you are looking for a move-in ready "pottery barn styled" unit in close proximity to the club house, you won't want to miss this one! The many updates include; all new flooring, new plumbing with walk-in shower, new stainless steel appliances with gas stove for cooking, updated plumbing and vanity in master bathroom, new hot water heater (2023), new furnace & central air (2023), and new roof (2024). Along with a 3 season porch and a one car attached garage, you could be in for the Holidays. All appliances included. Please note: Oak Point is a 55+ Community with many amenities including heated indoor and outdoor pools, tennis courts, bocce courts, shuffleboard, billiard room, gym and library. The Oak Point 55+ park fee includes land lease, taxes, sewer, snow removal, trash removal, lawn care and shrub trimming.

701 Oak Point Drive, Middleboro

Listing courtesy of Listing Agent: Diana Saunders Martin from Listing Office: Martin Real Estate.
Peirce St, Middleboro
$715,000
3 Beds ⋅ 3 Baths ⋅ 73579349 MLS
Brand-new construction! Welcome to 130 Pierce Street, a beautiful 3-bedroom, 2.5-bath Colonial currently under construction and ready for its first owners. Set back from the road down a long driveway, this home offers added privacy while showcasing a stylish dark gray exterior and thoughtfully designed new construction. Inside, enjoy a modern floor plan designed for today’s lifestyle. Best of all, there’s still time for the future homeowner to select additional finishes and add their own personal touch! Conveniently located in close proximity to the Middleboro T Station and just a short stroll to Pierce Playground and all middleboro has to offer. An exciting opportunity to own a brand-new home and be part of the finishing process!

Peirce St, Middleboro

Listing courtesy of Listing Agent: Chelsea McLaughlin from Listing Office: RE/MAX Legacy.
158 Wood Street, Middleboro
$674,900
3 Beds ⋅ 3 Baths ⋅ 73575453 MLS
Brand-new construction in Middleboro! Step inside this beautifully designed home featuring a bright, open-concept floor plan perfect for everyday living and entertaining. The spacious living room flows seamlessly into the dining area and stylish kitchen, all accented by attractive laminate hardwood flooring. The kitchen shines with a center island, quartz countertops, stainless steel appliances, and pendant lighting. Three generously sized bedrooms include a primary suite with a private bath. The unfinished basement offers plenty of storage and exciting potential for future expansion. Outside, relax or entertain on the stamped concrete patio overlooking the newly fenced backyard. Conveniently located just off Route 28 with easy access to schools, playing fields, shopping, dining, and more. Move right in and enjoy everything this brand-new home has to offer!

158 Wood Street, Middleboro

Listing courtesy of Listing Agent: Tom Dixon from Listing Office: Keller Williams Realty.
15 Old Center 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

Listing courtesy of Listing Agent: Cassandra Wadden from Listing Office: Keller Williams Realty Colonial Partners.
163 Ashley Lane Unit 163, Middleboro
$389,900
2 Beds ⋅ 2 Baths ⋅ 73573193 MLS ⋅ ['ashley Place'] BLDG.
NEW PRICE-SAME GREAT UNIT!/SOUGHT After "Ashley Place" Condominium/Stylish "Barrington" Townhouse Style w/Superb Architectural Features(Cathedral Ceiling, Moldings, Skylight, Sunken Livingroom)Situated on a Beautiful 35 Acre "Park Like" Setting/Front-Covered Farmer's Porch/Gleaming WOOD Flooring Thru Out(Downstairs(Livingroom & Dining Room)& Upstairs(Stairs, Hall & Bedroom(s)/Tiled Foyer(Skylight, Plant Shelf, 16'2" CATHEDRAL Ceiling)/BRIGHT & OPEN Floor Plan w/SUNKEN Living Room(Wood Burning Fireplace)& Dining Area Leading to 14'x12' Deck That Overlooks PRIVATE Wooded Area/Kitchen(Eat-In)w/Tiled Flooring/SPACIOUS Master w/Closeted Dressing Area/FULL Basement w/Finished Room-Separate Laundry Room/Town Water, GAS(Gas Heat) & Municipal Electric(Middleborough Gas & Electric)/CENTRAL AIR/Superb Commuting Location-Convenient & Close to Highways(28, 105, 495 & 24), Schools, Downtown Amenities(Post, Library, Cafe)& Under 4 Miles to the New Middleborough Commuter Rail!

163 Ashley Lane Unit 163, Middleboro

Listing courtesy of Listing Agent: Kyle Belken from Listing Office: Realty One Group, LLC.
38-40 School St Unit 40-2, Middleboro
$244,900
1 Beds ⋅ 1 Baths ⋅ 73573114 MLS ⋅ ['38-40 School Street Condominium'] BLDG.
WHY PAY RENT WHEN YOU CAN OWN YOUR HOME! Welcome to Downtown Living offering a beautiful blend of Historic Charm and Modern conveniences of nearby Restaurants, Shopping, Banking, Repair shops, Clubs, Churches, Salons etc. This 7 Unit condo complex is Owner Occupied and Renovated just 3 Years ago. Super easy to access your own private entrance! The interior is Bright with Tasteful Updates to all rooms, The Extra Laundry/ Pantry Space is a real Plus to the Kitchen area. The Kitchen offers stainless appliances and Granite tops for a modern culinary Look. The Full Bath is Clean, Bright w/ a Granite top Vanity. A smaller area just off Kitchen can be used as Walk-in Closet/ or Office area, X storage w/ outside egress.. This 1st Floor- Garden Style Unit has a Beautiful Covered Welcome Porch to Enjoy Peace and Relaxation. The Condo has assigned Parking. Easy access to Rts 44 & 105,and18/28 and Near by T Station only a couple block away. NO CAR NECESSARY! VERY easy Commute to Boston or Fall River! A Great Starter Home OR Just a wonderful opportunity for the Downsizer wanting ground access! Easy to show!

38-40 School St Unit 40-2, Middleboro

Listing courtesy of Listing Agent: Karen M. Pettenati from Listing Office: Fathom Realty MA.
7 Sycamore Dr Unit 7, Middleboro
$425,000
2 Beds ⋅ 2 Baths ⋅ 73568487 MLS ⋅ ['The Groves'] BLDG.
Back on Market due change of buyer's personal circumstances - Welcome to easy townhouse living at The Groves in Middleboro! This inviting home offers a bright, open layout with laminate flooring and comfortable living spaces designed for everyday living and entertaining. The spacious kitchen features abundant cabinetry, stainless steel appliances, gas cooking, and a breakfast bar overlooking the living area. Upstairs, generously sized bedrooms offer plenty of flexibility, including a spacious primary bedroom. Enjoy the convenience of gas heat, central air, an attached garage, and a full basement providing excellent storage and additional possibilities. Step outside to a private deck overlooking a nicely maintained green space—perfect for relaxing or dining outdoors. With a welcoming front porch, attractive landscaping, and a convenient location close to shopping, dining, commuter routes, and area amenities, this well-kept townhouse is ready to welcome you home.

7 Sycamore Dr Unit 7, Middleboro

Listing courtesy of Listing Agent: James OBrien from Listing Office: Keller Williams Realty.
35 Peirce Street, Middleboro
$699,900
6 Beds ⋅ 3 Baths ⋅ 73561338 MLS
Presenting an exceptional & extremely UNIQUE opportunity at "35 Peirce Street", Middleboro. This majestic & distinguished single-family residence encompassing over 3,000 square feet of living space; stands as an attractive property in great condition(with MANY updates)in an area of similar homes offering a unique blend of historical grandeur and contemporary comfort. Classic side entry(off wrap around porch-slate & wood Flooring)into a separate entry room and then into a stunning grand foyer w/wood flooring, rich crown molding & tucked away sunken 1/2 bath. The kitchen is thoughtfully appointed with stainless steel appliances and features practical counter space & charming butler's pantry designed for both culinary exploration and casual gatherings. The spacious living room provides a welcoming ambiance centered around a fireplace that offers a focal point for relaxation and social interaction complementing the interior's refined spaces. Two staircases(one leading into the kitchen). Potential 3rd floor in-law consisting of two rooms, a full bath & unfinished attic area. The property's exterior, characterized by its American Foursquare and traditional architectural style, includes a private(.67 acre)in-town yard, several patios(slate), screened outbuilding(cabana)and a porch extending the living experience outdoors. With five to six bedrooms, two full bathrooms, one half bathroom and a two-car detached garage this residence is meticulously prepared for sophisticated living. town water, town sewer, town gas & municipal electric(Middleboro Gas & Electric). Many recent updates: harvey replacement windows, vinyl siding, roof, gutters-downspouts, driveway, garage doors, bulkhead, 200 amp. electric(generator hook-up),(5) mini splits, backyard patio, sprinkler system, gas boiler, kitchen appliances, cabana & fencing. Super convenient commuting location-Close to highways(105, 44, 495 & 24), walking distance to library, bakery, post, coffee shops, playground(pool),other downtown amenities & UNDER 2 miles to the NEW Middleboro commuter rail! To truly appreciate the meticulous craftsmanship and lifestyle potential of this residence we encourage a private showing.

35 Peirce Street, Middleboro

Listing courtesy of Listing Agent: Kyle Belken from Listing Office: Realty One Group, LLC.
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