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$410,000
4 Beds ⋅ 1 Baths ⋅ 73546474 MLS
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*

899 Plymouth St, Middleboro

Listing courtesy of Listing Agent: Rachel Donermeyer from Listing Office: Executive Real Estate, Inc..
$425,000
2 Beds ⋅ 2 Baths ⋅ 73560115 MLS
Relax in style and comfort at Oak Point. Tucked away on Green Street and complemented by mature landscaping, this desirable Lincoln-style ranch offers high ceilings throughout, 6 spacious rooms, 2 bedrooms, 2 full baths, an attached two-car garage, and a screened-in back porch. Designed for both entertaining and everyday living, this home features over 1,700 square feet of open-concept living space. The kitchen offers a morning room, pantry, and slider to the screened-in porch, while opening seamlessly to the family room. The spacious primary suite is a private retreat featuring two walk-in closets and a luxurious en suite bath complete with a corner soaking tub, separate shower, and double-sink vanity. A generously sized guest bedroom and second full bath provide comfort for visitors. Enjoy all that this premier South Shore 55+ community has to offer, including an indoor and outdoor pool, fitness center, tennis courts, billiards, a vibrant clubhouse, and an array of social activities. Don't let this one get away.

307 Green, Middleboro

Listing courtesy of Listing Agent: Jeannie Cullati from Listing Office: The Firm.
$1,625
1 Beds ⋅ 1 Baths ⋅ 73559362 MLS
Welcome to the converted apartments in the historic Pierce Store building. Originally built around 1819 as a general store by Peter H. Pierce, the building was later remodeled into a police station and court house. It has now been converted into apartments, maintaining its historic look while offering new and updated living area. This is one-bedroom apartment available. This unit features stainless steel appliances, smart floors throughout. Must have a good credit report and references. No pets and no smoking allowed.

99 Main St Unit 9, Middleboro

Listing courtesy of Listing Agent: Tammy MacNayr from Listing Office: RE/MAX Real Estate Center.
$2,200
2 Beds ⋅ 1 Baths ⋅ 73554256 MLS
-Absolutely stunning 2 bedroom 1 bath-Completely updated apartment-New vinyl plank floors-Freshly painted -Stainless steel appliances-Large eat in kitchen-Gorgeous bathroom with huge tiled shower-Top floor apartment so it is bright and sunny-Walking distance to plenty of shops and restaurants

378 Center Unit 7, Middleboro

Listing courtesy of Listing Agent: Jared Ragusa from Listing Office: Boston Premier Properties.
$1,550
1 Beds ⋅ 1 Baths ⋅ 73554254 MLS
2 Room 1 bedroom apartment in Middleborough CenterWalking distance to just about everything Haier Mini split providing excellent A/C and heatSeparated heating zones for baseboard Plenty of off street parking in lot behind buildingProfessionally managed buildingStrong credit and employment!

378 Center Unit 1, Middleboro

Listing courtesy of Listing Agent: Jared Ragusa from Listing Office: Boston Premier Properties.
$514,000
3 Beds ⋅ 2 Baths ⋅ 73533529 MLS
Step back in time where 18th-century grace meets modern day living in this 1740 antique Cape. Nestled on nearly 2 acres, this home showcases historical craftsmanship and a versatile layout. The main level offers a kitchen where sourdough bread deserves to be made by hand, a magnificent original fireplace & walk-in pantry. Off of the kitchen is a quaint library, a sun-filled front living room, a large den (once used as a first floor bedroom), a private home office & a bathroom. Relax in the serene sitting room or enjoy the breeze from the screened-in porch overlooking the tranquil koi pond. Easy interior access to a one car garage & workshop. Upstairs, you will find 3 bedrooms & a full bathroom. The crown jewel of this property is the spectacular custom-built treehouse, artisan-crafted from timber harvested directly from the property, a one-of-a-kind retreat for relaxation or creative inspiration. This rare estate offers the perfect blend of historic character and expanded living space.

65 Summer St, Middleboro

Listing courtesy of Listing Agent: Derouen Levinson Group from Listing Office: Keller Williams Realty.
$875,000
4 Beds ⋅ 4 Baths ⋅ 73505593 MLS
The "Investor’s Dream" -Rare Development Opportunity or Live/Work Estate in Middleboro! Unlock the massive potential of 357 Wareham St... Situated on a sprawling 2.62-acre level lot, this property is a goldmine for developers, entrepreneurs, or those seeking a multi-generational compound! The site features a beautifully updated 4-bedroom, 3.5-bathroom Colonial (full interior remodel by the amazing re:fab!) boasting over 2,500 sq. ft. of living space. Inside, you’ll find a beautiful kitchen, both a first-floor and second-floor primary suite, both complete with a gorgeous 3/4 bath with huge walk-in showers (YES, TWO PRIMARY BEDROOM SUITES!!)! The Real Value: Development Potential: Conceptual plans are attached for THREE HOMES and THREE TWO CAR GARAGES! Seller is providing a conceptual plan for you to complete this project. See attached conceptual plan. Commercial Use: Zoning allows for unique "live-where-you-work" opportunities. Run your business right from home with so many options!

357 Wareham St, Middleboro

Listing courtesy of Listing Agent: Cindy Brouwer from Listing Office: Cindy Brouwer Real Estate.
$369,900
3 Beds ⋅ 2 Baths ⋅ 73502190 MLS
Welcome to the 55+ Oak Point Community! This home is set on a private wooded lot for added peace and privacy. Living room features an open floor plan highlighted by a vaulted ceiling, creating a bright and airy feel. The eat-in kitchen offers gas cooking, two-toned cabinetry, and ample prep space, while the formal dining area is perfect for entertaining. The main bedroom includes double closets and a private bath with a skylight. Two additional generously sized bedrooms, central air, and a newer roof (2016) add to the home’s appeal. The attached One-car garage is ideal for New England winters. Enjoy resort-style living with HOA amenities including three swimming pools, tennis, pickleball, bocce courts, a library, billiards room, and fitness center. HOA covers sewer, trash, lawn care, and snow removal—plus no real estate taxes! Settled near Rt 105, the Sportmans Club and more.

1307 Blueberry Circle, Middleboro

Listing courtesy of Listing Agent: Tom Dixon from Listing Office: Keller Williams Realty.
$555,000
3 Beds ⋅ 2 Baths ⋅ 73553246 MLS
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!

18 Chestnut Street, Middleboro

Listing courtesy of Listing Agent: Kyle Belken from Listing Office: Realty One Group, LLC.
$500,000
3 Beds ⋅ 2 Baths ⋅ 73546412 MLS
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.

303 Blueberry Circle, Middleboro

Listing courtesy of Listing Agent: Jennifer Soderquist from Listing Office: Conway - Mansfield.
$369,900
3 Beds ⋅ 2 Baths ⋅ 73501867 MLS
Welcome to the 55+ Oak Point Community! This home is set on a private wooded lot for added peace and privacy. Living room features an open floor plan highlighted by a vaulted ceiling, creating a bright and airy feel. The eat-in kitchen offers gas cooking, two-toned cabinetry, and ample prep space, while the formal dining area is perfect for entertaining. The main bedroom includes double closets and a private bath with a skylight. Two additional generously sized bedrooms, central air, and a newer roof (2016) add to the home’s appeal. The attached One-car garage is ideal for New England winters. Enjoy resort-style living with HOA amenities including three swimming pools, tennis, pickleball, bocce courts, a library, billiards room, and fitness center. HOA covers sewer, trash, lawn care, and snow removal—plus no real estate taxes! Settled near Rt 105, the Sportmans Club and more.

1307 Blueberry Circle, Middleboro

Listing courtesy of Listing Agent: Tom Dixon from Listing Office: Keller Williams Realty.
$415,000
3 Beds ⋅ 2 Baths ⋅ 73428312 MLS
Welcome to this charming 1900 Colonial-style home, where timeless character meets modern comfort! Featuring 3 bedrooms and 1.5 baths, this move-in ready home feels warm and inviting from the moment you step inside. The first floor offers a cozy living room centered around a wood stove, a bright kitchen with white cabinets, and a convenient half bath with washer/dryer hookup. A bonus room serves as a three-season porch or mudroom leading to the fenced backyard. Upstairs, you’ll find three bedrooms and a full bath, including a primary bedroom with a walk-in closet. Additional washer/dryer hookups in the basement and off-street parking add convenience. Ideally located near downtown Middleboro—just minutes to restaurants, shops, cafés, and easy access to major highways and the commuter rail make this home perfect for today’s lifestyle. Move-in ready and full of character, this Colonial gem is ready to welcome you home!

481 Centre, Middleboro

Listing courtesy of Listing Agent: Maria Vazqez from Listing Office: Ruth Andrade Realty Group.
$2,795
1 Beds ⋅ 2 Baths ⋅ 73553059 MLS
Welcome to The KeyWest, luxury 1-bedroom townhomes offering stylish, low-maintenance living. Features include designer kitchens with white cabinetry, quartz countertops, custom backsplashes, and stainless steel appliances. The open-concept layout leads to a private patio, perfect for relaxing or entertaining. The first floor offers a convenient half bath, while upstairs features a spacious bedroom suite with a private bath and separate laundry area. Additional amenities include a built-in air purification system, town water, separate electric utilities, irrigation, and 24-hour surveillance cameras.

480 Wareham St Unit 12, Middleboro

Listing courtesy of Listing Agent: Kaylee Emerson from Listing Office: JLK Realty.
$425,000
4 Beds ⋅ 2 Baths ⋅ 73541190 MLS
Welcome to this classic New England Colonial, offering a rare opportunity with exceptional versatility, generous living space & endless potential. Utilized previously as a 2 family residence & more recently as a single-family home, this property offers a flexible floor plan to accommodate a variety of living arrangements. The updated kitchen features raised-panel oak cabinetry, Silestone countertops, a stainless-steel sink, a 5 burner gas range with griddle & a charming walkout bay. The 1st floor offers both a spacious front living room & a rear family room overlooking the backyard. A 1st floor bedroom, full bath & laundry area provide the convenience of single-level living, while the 2nd floor offers the flexibility of an additional 3 or 4 bedrooms. The 2nd floor bath was fully remodeled 5 years ago & includes a modern vanity, updated fixture & a tiled shower w/a glass enclosure. Cosmetics & updating is needed so bring your ideas & expertise to revamp & revitalize this property.

14 Frank St, Middleboro

Listing courtesy of Listing Agent: Sandra Copley from Listing Office: RE/MAX Real Estate Center.
$726,000
5 Beds ⋅ 3 Baths ⋅ 73539985 MLS
Very special property! This turnkey 2-family home in downtown Middleboro is a rare find. Unit 1 features 2 Bedrooms, a spacious Living room, dining area, and a large eat-in kitchen w/island. Enjoy morning coffee on the covered side porch abutting the private fenced in yard. Unit 2 is a townhouse-style unit offering 2 Bedrooms, 2 full baths, a large Living room, and an eat-in kitchen. The 3rd floor includes a finished bonus room ideal for a home office, guest space, hobby room, or private retreat. Unit 2 also features central air! Both units are serviced by natural gas heat. Outside you'll find ample off-street parking and a well-maintained fenced yard perfect for entertaining, gardening, or relaxing. Conveniently located near shopping, restaurants, schools, parks, and major routes. Whether you're looking to owner occupy or expand your investment portfolio, this well cared for property offers versatility, comfort, and an excellent long-term investment! (FULLY DELEADED!)

80 Pearl St, Middleboro

Listing courtesy of Listing Agent: Chad Goldstein from Listing Office: Gold Key Realty LLC.
$415,000
3 Beds ⋅ 2 Baths ⋅ 73530629 MLS
Welcome to 5604 Oak Point Drive, Middleboro MA 02346 - This 55+ community has so much to offer such as multiple pools, putting green, tennis, huge club house with something for everyone. I was so very impressed by all the activities that are offered. Pool Tables, Bingo, Ballroom, Fitness center, basketball and I could go on!!! I have spoken with many owners there and they love it here. It's time to kick off your shoes and relax in a low maintenance way of living. This 3 bed, 2 bath, 2 car garage with a newer add on addition perfect for reading, relaxing, or enjoying your morning coffee or for entertaining. If you have been looking for something just like this, 5604 Oak Point Drive is the one for you...

5604 Oak Point Drive, Middleboro

Listing courtesy of Listing Agent: Fern Langella from Listing Office: The Firm.
$715,000
3 Beds ⋅ 2 Baths ⋅ 73527479 MLS
Nestled on a beautifully landscaped lot surrounded by mature trees, this inviting home offers the perfect blend of privacy, comfort, and outdoor living. The fully applianced kitchen features granite countertops, tile backsplash, abundant cabinetry, center island seating, and opens seamlessly to the dining area with gleaming hardwood floors and an open layout ideal for entertaining. A bright family room with sliders overlooks the backyard and provides easy access to the patio. A separate living room offers additional space for gatherings and everyday living. Offering 3 spacious bedrooms, a second-floor skylite bonus room perfect for a teen or guest suite, and a second-floor office. Enjoy the deck, patio, expansive yard, and peaceful wooded setting. Additional highlights include hardwood floors, great natural light, a two-car garage, and excellent basement storage. Conveniently located near shopping, schools, and major routes. New septic to be installed!

5 Brook St, Middleboro

Listing courtesy of Listing Agent: Caroline Caira from Listing Office: RE/MAX On the Charles.
$445,000
2 Beds ⋅ 2 Baths ⋅ 73534416 MLS
Welcome to the highly desirable Oak Point Community. This beautifully maintained home features an open concept floor plan that is ideal for entertaining, with gorgeous hardwood floors and a gas fireplace. The spacious kitchen has all new appliances and has plenty of storage with a cozy dining area complete with a built in bench seat. The dining room opens to a front sitting area and larger family room which provides access to a 3 season room with a pellet stove. The primary bedroom features a large private bathroom with all new fixtures and a walk in closet. The other bedroom is bright and spacious with a full bathroom nearby. The home offers a 1 car garage with a large storage area attached. It has a newer heating system, newer roof and a new hot water heater, and. a NEW whole house GENERATOR. The front entrance is new with vinyl and Trex decking. There are many amenities, such as bocce, pickleball, tennis, billiards, workout gym, an indoor pool and 2 outdoor pools, and much more.

4402 Pheasant Ln, Middleboro

Listing courtesy of Listing Agent: Robert Murphy from Listing Office: Realty Choice, Inc..
$725,000
4 Beds ⋅ 2 Baths ⋅ 73533391 MLS
Set far back from the road on 2.3 acres, this beautifully maintained 3–4 bedroom Cape offers a peaceful, retreat-like setting with privacy, comfort, and a flexible floor plan. All bedrooms are generously sized, including two conveniently located on the first floor, one currently being used as a home office. Hardwood floors run throughout, and the inviting dining room features a fireplace with a wood insert, adding warmth and character. This move-in ready home includes two full baths and numerous updates, including a heating system just 1.5 years old and central air only 6 years old. Outside, enjoy mature plantings that create a private backyard oasis, along with a shed equipped with electricity—ideal for hobbies, storage, or workspace. The attached 2-car garage offers walk-up storage above for added convenience. Abutting Pratt Farm with over 160 acres of walking and riding trails, this property provides a rare opportunity to enjoy nature right from your own property.

71 E Main St, Middleboro

Listing courtesy of Listing Agent: Jodi Donovan from Listing Office: Keller Williams South Watuppa.
$800,000
3 Beds ⋅ 3 Baths ⋅ 73545512 MLS
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.

49 Plain St, Middleboro

Listing courtesy of Listing Agent: Janine Wuschke from Listing Office: Keller Williams Realty.
$395,000
2 Beds ⋅ 1 Baths ⋅ 73547243 MLS
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.

38 Atwood Ave., Middleboro

Listing courtesy of Listing Agent: Lawrence Costa from Listing Office: Century 21 Tassinari Gold.
$625,000
3 Beds ⋅ 2 Baths ⋅ 73533589 MLS
NEW PRICE & OPEN HOUSE SAT 6/27! Welcome home to this sun-drenched Colonial offering 1,756 sq ft of pristine main-level living space, plus a massive, professionally finished 23x23 lower-level bonus room—bringing your total functional living area to 2,248 sq ft! Set on a private 1.11-acre lot surrounded by mature trees, the main level features a seamless flow between the kitchen, family room, spacious living room, formal dining room, and a half bath. Upstairs, you’ll find three generous bedrooms with excellent closet storage, while the pristine lower level serves as the ultimate recreation space or home office. Outside, a long driveway provides ample off-street parking. Situated in a fantastic neighborhood with quick, unbeatable access to Route 495, this beautifully maintained property is a private commuter's dream!

27 N Grove St, Middleboro

Listing courtesy of Listing Agent: Pamela Coletti from Listing Office: Keller Williams Realty Colonial Partners.
$505,000
2 Beds ⋅ 2 Baths ⋅ 73539882 MLS
Welcome home to this beautifully renovated and move-in-ready gem, where classic charm meets modern convenience. From the moment you step into the inviting mudroom, you'll appreciate the thoughtful updates and attention to detail throughout. The stunning kitchen features granite countertops, stainless steel appliances, and ample cabinet space, making it perfect for both everyday living and entertaining. Just off the kitchen is a full bathroom with convenient first-floor laundry. The dining area opens to the backyard and deck, creating a seamless indoor-outdoor living experience including a new 400 sq ft patio. A cozy living room with an electric fireplace and a charming front porch complete the main level. Upstairs, you'll find two spacious bedrooms with generous closet space and a beautifully appointed full bathroom. Extensive renovations provide peace of mind, including roof, vinyl fencing, and all major mechanics are less than 5 years young!

89 West St, Middleboro

Listing courtesy of Listing Agent: Jennifer Roscoe from Listing Office: The Nest Real Estate Agency, LLC.
$776,000
3 Beds ⋅ 3 Baths ⋅ 73421533 MLS
Welcome to this beautifully maintained 3-bedroom, 2.5-bath home in the highly sought-after Tanglewood neighborhood. Move-in ready and featuring a brand-new roof, this home offers comfort, functionality, and year-round comfort with central air conditioning. The spacious floor plan includes inviting living areas, a main-floor office or den, and a finished basement ideal for a recreation room, media room, gym, or additional living space. The primary suite features a remodeled en-suite bath and a custom walk-in closet. Two additional bedrooms and a full bath provide plenty of space, while a convenient half bath serves the main level. Enjoy your private backyard oasis with an in-ground swimming pool, perfect for relaxing or entertaining. The attached 2-car garage includes loft storage and an electric bike lift.

52 Saddleworth Way, Middleboro

Listing courtesy of Listing Agent: Kris Lippi from Listing Office: Get Listed Realty, LLC.
$1,025,000
4 Beds ⋅ 3 Baths ⋅ 73532821 MLS
This Saltbox style home is just so impressive from top to bottom, stem to stern! Impressively landscaped. Enter into a pristinely maintained home and become absorbed with the attention to details in every room. Polished solid oak flooring leads you through to the LR with expanded windows, crown moldings and french doors. Or, the floor plan draws you beyond a spacious DR into a magnificent solid Cherry cabinet Kitchen with granite countertops, an oversized central island, a breakfast nook area and with spotless, top end appliances! De-stress and collect yourself daily in the fireplace Family Room with cathedral ceiling and exterior access to the inground pool and patio. The Primary Bedroom is generously sized with a full bathroom, 2 walkin closets and Hdwd floors. Completeing the 2nd level are three additional Bedrooms equally oversized. There are multiple outer buildings, attached 2 car garage, expandable walkup 3rd floor, fruit bearing plants, mature landscaping.

137 Cedar St, Middleboro

Listing courtesy of Listing Agent: Phillip Tarantino from Listing Office: Tarantino Real Estate.
$840,000
3 Beds ⋅ 1 Baths ⋅ 73532671 MLS
Equestrian's dream! Step back in time while enjoying the comfort and convenience of modern living at this charming renovated 1800's farmhouse set on a meticulously maintained 1.8-acre lot. Extensive updates completed within the past year have thoughtfully preserved the home's timeless character while incorporating today's most desired features and improvements. (full list of recent updates available) A 30x36 Horizon Structures 5-stall barn, completed just six months ago and designed with both horse and owner in mind. Each 10x12 stall offers individual in-and-out access to private paddocks and is equipped with chew guards, fans, lighting, and camera monitoring. The professionally designed facility features premium drainage systems, quality footing, and outstanding attention to detail throughout. Custom tack room with built-in cabinetry/ample storage. A turn-key equestrian retreat where luxury, functionality,and timeless New England charm come together, Simply unpack, settle in and ride!

60 Benson St, Middleboro

Listing courtesy of Listing Agent: Amanda DeFazio from Listing Office: William Raveis R.E. & Home Services.
$410,000
3 Beds ⋅ 2 Baths ⋅ 73531008 MLS
"Oak Point"/ 2003 3 Bedroom & 2 Full Bath Handicap Accessible "Oak Point Unit"/One Level Living, Handicap Accessible Shower(s) & Garage Chair Lift-Can Stay/SUPER Private Location Within "Oak Point"-Off the Beaten Path-NO Units Behind Property/Charming Covered Entry/Cathedral Ceiling in Livingroom & Dining Room/Carpets Shampooed(June 2026)/HEATED 14/x12' Sun Room Addition w/Wood Laminate Flooring Overlooking Serene PRIVATE 21'x12' Deck/10'x12' Storage Shed/Eat-In Kitchen w/Dining Area(Refrigerator, Gas Stove, Dishwasher & Microwave Stay)/Laundry Off Kitchen(Staying)/Primary Bedroom w/Full Bath(Walk-In Shower)/Two Additional Bedrooms/Main Bath w/Step-In Shower, Safety Bars & Skylight/One Car Garage w/Opener, Additional Storage & Wheel Chair Lift/Famous "Oak Point" Amenities: Club House, Pools-Hot Tub, Tennis-Pickleball, Fitness Center & MORE!/Town Water & Municipal Electric/Convenient Commuting Locations-Close to Highways(44, 105, 495 & 24)& Less Than 5 Miles to NEW Middleborough Rail!

507 Crystal Way, Middleboro

Listing courtesy of Listing Agent: Kyle Belken from Listing Office: Realty One Group, LLC.
$420,000
3 Beds ⋅ 2 Baths ⋅ 73554455 MLS
Offer deadline 7/26, Sunday 10 AM. Make offers good until 6pm. Oak Point ~ one of the South Shore's premier 55+ communities, where resort-style amenities and an active, social lifestyle come together. This well-maintained Princeton-style home offers 3 bedrooms, 2 full baths, and 1,456 square feet of thoughtfully designed living space. Step inside to a bright, open floor plan featuring updated flooring and a seamless flow between the living, dining, and kitchen areas—perfect for everyday living and entertaining. The spacious primary suite includes a private bath, while two additional bedrooms provide flexibility for guests, a home office, or hobbies. Enjoy the outdoors from the expansive back deck overlooking a peaceful setting, plus the convenience of a one-car garage and large storage shed. Tucked away from the main road, this home offers added privacy while remaining close to Route 105 and Route 44. Recent updates include a new water heater (2025) and roof and HVAC (2018). Oak Point residents enjoy exceptional amenities including heated indoor and outdoor pools, tennis, pickleball, bocce, shuffleboard, fitness center, billiards, library, and a vibrant clubhouse with year-round social events and activities. The monthly park fee includes the land lease, real estate taxes, sewer, lawn care, shrub trimming, snow removal, and trash removal, providing truly maintenance-free living so you can spend more time enjoying everything this wonderful community has to offer.

6406 Oak Point, Middleboro

Listing courtesy of Listing Agent: Jessica Fernald from Listing Office: Coldwell Banker Realty - Plymouth.
$469,000
4 Beds ⋅ 2 Baths ⋅ 73521805 MLS
Great opportunity to own this charming Antique Colonial just moments from the heart of town! Rich with character and timeless appeal, this well-maintained home offers an abundance of living space with an inviting open floor plan, soaring 9-foot ceilings, and beautiful original trim work that showcases its historic charm. The spacious modern kitchen features ample cabinetry and flows seamlessly into the living room with hardwood flooring—perfect for everyday living and entertaining alike. The main level also offers a generous first-floor bedroom, oversized full bath, and a fantastic bonus entertainment room, a charming three-season porch, and access to the large deck—perfect for relaxing or hosting guests. Upstairs, you’ll find three comfortable bedrooms and a convenient half bath. Step outside to your private fenced-in backyard retreat featuring an above-ground pool, storage shed, and off-street parking for 2-3 vehicles. Commuters will love the close proximity to the train station, whi

166 Center Avenue, Middleboro

Listing courtesy of Listing Agent: Selling South of Boston Team from Listing Office: Keller Williams Realty Colonial Partners.
$700,000
4 Beds ⋅ 3 Baths ⋅ 73531874 MLS
An exceptional opportunity awaits to own this amazing property located just a short stroll from the picturesque town center. Have you ever envisioned owning a residence that encompasses a Beautiful Main home, showcasing the epitome of modern living with an amazing updated kitchen,3 bedrooms, a garage, an expansive workshop (originally a milk bottling plant), an inviting entertainment area, a charming tiny house with heat, a spacious shed, a horseshoe driveway, and an extensive parcel of land? This remarkable property fulfills those dreams. Positioned on a acre of beautifully landscaped level lot with fruit trees, perennial gardens, The main home emanates character and allure, Maple hardwood floors grace the entire of home, adding a touch of timeless elegance. Newer Gas heating systems and Water Heater. The rear structure encompasses a 2 car garage, oversized workshop, above huge bonus room with bedroom and a 1/2 bath, endless possibilities for it, In-law's ,Au Pair suite & much more

19 Montello St, Middleboro

Listing courtesy of Listing Agent: Erin Ribeiro from Listing Office: Options 153, Mullen & Partners.

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