Middleboro, MA Real Estate | Middleboro, MA Recently Sold Homes for Sale

Oak Point - One of the South Shore's premier 55+ communities! Designed for those that embrace an active and social lifestyle. This vibrant neighborhood offers a true sense of community and resort style amenities including three pools, tennis, pickleball, bocce, a library, billiard room, fitness center and much more. HOA fee covers sewer, trash removal, lawn care and snow removal - plus no real estate taxes! This Home offers a solid value for someone and is being sold as-is. Seller has never lived in the property. Don't miss this opportunity!

412 Green St., Middleboro

Listing courtesy of Listing Agent: Carl Djusberg from Listing Office: Djust Realty.

$610,000

7 Beds ⋅ 2 Baths ⋅ 73567133 MLS

Well-maintained two-family in the heart of Middleboro offering strong rental income and major updates throughout. Second floor is vacant and ready for owner occupancy, first floor TAW. Each unit features 3 bedrooms, 1 full bath, an eat-in kitchen, and spacious living room. Many big-ticket improvements completed in 2022 including new electrical, all new plumbing, new roof, new siding, rebuilt exterior porches, new gutters, motion-detection lighting in common areas, new furnace for Unit 1, and new exterior doors. Full basement includes coin-op washer & dryer or separate washer/dryer hookups for each unit. Great opportunity for investors or owner-occupants seeking income potential in a convenient in-town location.

65 Oak Street, Middleboro

Listing courtesy of Listing Agent: Chelsea McLaughlin from Listing Office: RE/MAX Legacy.

$362,000

3 Beds ⋅ 2 Baths ⋅ 73556084 MLS

OPEN HOUSE CANCELED - ACCEPTED OFFER! Desirable Oak Point 55+ Community! Immediate Occupancy available! Move right into this bright and inviting Princeton-style home featuring a popular split-bedroom floor plan for added privacy. The spacious primary suite offers two closets and a private bath with a step-in shower. The open living and dining rooms provide an ideal space for everyday living and entertaining, while the kitchen features abundant cabinetry, updated stainless steel appliances, and a sunny morning room. Relax in the screened porch with wood flooring, perfect for morning coffee or evening gatherings. Two additional bedrooms and a full bath offer flexibility for guests, a home office, or hobby space (virtually staged). Built in 2003 and nicely situated on the lot, this home has been thoughtfully updated with a new refrigerator and stove (2026), furnace and central air (2022), roof (2016), and LeafGuard gutters. Additional features include Pergo flooring in the main living areas, vinyl flooring in the kitchen and baths, no wall-to-wall carpeting, and a one-car garage. Enjoy Oak Point’s exceptional resort-style amenities, including three swimming pools, tennis, pickleball, bocce, fitness center, ballroom, library, clubs, and countless social activities. The monthly fee includes lawn care, snow removal, trash pickup, sewer treatment, and access to all community amenities.

408 Green Street, Middleboro

Listing courtesy of Listing Agent: Toni Manning from Listing Office: Conway - Hanover.

$475,000

3 Beds ⋅ 1 Baths ⋅ 73546653 MLS

Opportunity awaits with this centrally located mixed-use property in Middleborough! Whether you're looking for your first home or planning to downsize, this 3-bedroom ranch offers comfortable one-level living with plenty of potential to make it your own. The main level features three bedrooms, a full bath, and a functional floor plan ready for your personal updates and finishing touches. Step outside to enjoy the above-ground pool and private backyard providing a peaceful natural setting. Conveniently located near shopping, restaurants, schools, and major routes. Property is being sold AS IS, offering a great opportunity for buyers to add their own style and value. Title V buyers responsibility.

260 Wood Street, Middleboro

Listing courtesy of Listing Agent: Matt Ciullo from Listing Office: Conway - Lakeville.

$644,900

3 Beds ⋅ 2 Baths ⋅ 73558587 MLS

Turnkey & Completely Updated! This beautifully renovated home features a brand-new roof, all-new energy-efficient windows, and a freshly painted interior throughout. Enjoy total peace of mind with top-tier mechanics, including a new Weil-McLain indirect hot water heater and a whole-house generator to keep you powered during outages. Outdoors, sitting on 3.32 acres you’ll find mature, lush landscaping offering great curb appeal and privacy on a Cul-de-sac. The septic system is fully compliant and Title V/septic certified—ready for a smooth, hassle-free closing. Conveniently located with quick access to Route 24. 30 minutes from Boston, 45 minutes from Providence RI. Truly move-in ready with zero work required!

3 Kelly Drive, Middleboro

Listing courtesy of Listing Agent: Gary Pisa from Listing Office: Pisa Real Estate Center.

$405,000

3 Beds ⋅ 1 Baths ⋅ 73567710 MLS

Great opportunity in Middleboro! This charming 3-bedroom, 1-bath home offers a functional layout, plenty of character, and tons of potential for a homeowner looking to add their own personal touch. The property needs some TLC, but the bones and layout provide a great starting point to create a home that truly feels like your own. The home features a comfortable and practical floor plan with spacious living areas and three bedrooms. Outside, enjoy the beautiful backyard pool, perfect for relaxing and entertaining during the warmer months. With some updates and vision, this property could shine. Whether you're looking for a project to build equity or a home you can customize to your own taste, this is an opportunity worth seeing. A great value and one of the best opportunities currently available in Middleboro! Property is sold strictly AS IS. Schedule a showing today!

15 Hillside Ave, Middleboro

Listing courtesy of Listing Agent: Liam Coonahan from Listing Office: Real Broker MA, LLC.

$1,500

1 Beds ⋅ 1 Baths ⋅ 73577283 MLS

This spacious & updated one bedroom apartment located in downtown Middleboro is VACANT and ready for you to move in and make your own This In-Town residence features one well-appointed bedroom(walk-in closet)and a single full bathroom with tub and washer & dryer hookup(s)designed for convenience and daily comfort. Perched on the third floor, this unit offers a unique perspective. Eat-in kitchen w/good cabinet space & gas stove and refrigerator. Gas heat and municipal electric(Middleborough Gas & Electric). Lease includes: water, sewer, trash & snow removal, landscaping and two off street parking spaces. No smoking. No pets. Super convenient location-Close to downtown amenities(library, post, coffee shop, bakery, restaurants), Great highway access(105, 44, 28, 495 & 24)& walking distance(under 2 miles)to the NEW Middleborough Commuter Rail! First & Last required to move in($3,000.00)

19 Wareham Street, Unit 3, Middleboro

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

$450,000

2 Beds ⋅ 2 Baths ⋅ 73571507 MLS

Welcome to Oak Point and this beautifully renovated home! Ideally situated with a peaceful, tree-lined yard, this residence was completely updated from top to bottom in 2019. Features include an updated roof, furnace, central A/C, water heater, solid hardwood flooring throughout, and a stunning kitchen with stainless steel appliances. The spacious primary suite offers a beautifully appointed full bath with twin vanities, marble countertops, walk-in shower, and two walk-in closets. Brushed nickel hardware and lighting add a fresh, modern touch throughout. A large deck provides the perfect spot for relaxing or entertaining, while the generous laundry/mudroom connects directly to the two-car garage for added convenience. Enjoy all that Oak Point has to offer, including three heated pools—one indoor and two outdoor—two spas, fitness center, billiards room, library, craft room, and a ballroom seating up to 500. Stay active with tennis, bocce, pickleball, and more, while an activities director coordinates approximately 75 activities each month. The park fee includes the lease, lawn maintenance, snow removal, and sewer. Best of all, there are no property taxes! This exceptional, move-in-ready home offers the lifestyle, amenities, and peace of mind you've been waiting for!

7012 Oak Point Dr., Middleboro

Listing courtesy of Listing Agent: Alysandra Nemeth from Listing Office: Redfin Corp..

$485,000

3 Beds ⋅ 1 Baths ⋅ 73568219 MLS

Welcome to the West Side. Adorable ranch on a quiet side street close to town, major highways and the MBTA Station. Nice ranch as a starter home or a home to downsize into boasts an eat-in kitchen, fireplaced living room, 3 bedrooms, a bath and a bonus room off the back of the kitchen. Hardwood under the carpeted living room. Roof is 2 years young and furnace and A/C was replaced in 2013. Maintenance free vinyl siding and town utilities. Come see this wonderful home and all it has to offer. No swhowings until OH 8/29 11-1 pm.

1 Vincent St, Middleboro

Listing courtesy of Listing Agent: Rick Leo from Listing Office: Goodwin Realty Group, LLC.

$642,000

4 Beds ⋅ 4 Baths ⋅ 73566469 MLS

****highest and best due 8/27 by noon***** Over 3000 Sq ft of living space in this 4 bedroom 4 Bath home (2 full and 2 half) Large rooms, central air, back up propane generator on 2.75 Acres. Newer 4 bedroom septic (passed) installed in 2021. Newer high efficiency heat pump water heater. Home has wood stove boiler back up for multi-fuel heating options. 2 car garage, screened in porch, large deck AND MORE!! Easy to show

95 Walnut Street, Middleboro

Listing courtesy of Listing Agent: Chris Bruce from Listing Office: Real Broker MA, LLC.

$640,000

4 Beds ⋅ 2 Baths ⋅ 73565598 MLS

CANCEL OPEN HOUSE......OFFER ACCEPTED..... A true Farmhouse Cape w/ all the Charm, Comfort & Style to the MAX....WARM & COZY Throughout this 8 room, 4 bedroom, 2 full bath home. Designer kitchen w/ Energy Efficient stainless steel appliances, Quartz counter tops, Shaker style cabinets. Updated or new MARVIN INTEGRITY Windows, 1st fl. heated with Natural Gas w/Electric Hot water. 2nd fl. heated by Electric (supplier Middleboro Gas & Electric ) Renovated hardwood fls, Luxury vinyl and all new wall to wall carpet 2nd floor. Bonus a well tucked away Pvt. Home Office designed for work & privacy. In the rear is a 1 car under, full basement with insulation & studding ready for your own expansion ideas (walkout) HIGHLIGHT 3 Season Porch ( 14x24) ... Backyard offers storage shed & lg. dog kennel & so much more to see. This almost acre lot is a short ride to # 495 and all roads in between provides great access for commuters !! .... Zoning States Commercial / Residential is allowed/Buyer & Buyer Agent please confirm w/Town possibilities NEW SEPTIC CURRENTLY BEING INSTALLED

618 Wareham St., Middleboro

Listing courtesy of Listing Agent: Mary Butler from Listing Office: Realty One Group Dream Makers.

$855,000

3 Beds ⋅ 2 Baths ⋅ 73562337 MLS

OPEN HOUSES CANCELLED, SELLER ACCEPTED OFFER. This exceptional one-owner home offering nearly 3,000 sq ft of thoughtfully designed living space on 1.4 meticulously maintained & landscaped acres. Set on approx 200 ft of street frontage in an established Middleboro neighborhood, this property offers a private setting while remaining convenient to Rtes 44, 3 & 495. Step inside to a home created for both comfortable everyday living & memorable entertaining. The showpiece is the expansive, open-concept Great Room featuring soaring ceilings, a dramatic 16-ft stone FP & stunning curved balcony overlooking the space below. Beautiful 3/4” hardwood floors flow throughout, adding warmth & timeless character. Unique floating bedroom balconies add architectural interest, while the upscale billiard room provides another inviting space to gather. The finished lower level continues the entertainment theme w/a custom pub—the perfect setting for game days, celebrations or relaxing w/friends. Outside, the property transforms into your own family resort. Spend summer days around the impressive 20x40 inground pool framed by a beautiful stone apron, gather under the 18-ft pavilion or enjoy evenings around the stone fire pit. A 30x40 basketball/sport court adds even more opportunity for recreation right at home. Extensive stone walls & brick pavers surround the property, complementing the mature landscaping & showcasing the attention to detail throughout the grounds. A Hunter irrigation system helps maintain the lush landscape. A 3-car garage offers generous space for vehicles, storage, hobbies & recreational equipment. From the dramatic interior architecture to the resort-style backyard, this home has been carefully designed, maintained & enjoyed by its original owner.

35 Margaret Rd, Middleboro

Listing courtesy of Listing Agent: Selling South of Boston Team from Listing Office: Keller Williams Realty Colonial Partners.

$850,000

4 Beds ⋅ 3 Baths ⋅ 73556945 MLS

Experience a perfect balance of modern luxury and energy independence on 4.67 private acres in South Middleborough featuring walking trails and recently cleared grounds. This updated 4-bedroom, 3-bath Colonial is engineered for complete self-reliance with owned Tesla solar panels, a whole-house backup generator, private well water, and city water available at the simple turn of a lever. Enjoy incredible seasonal efficiency with a high-efficiency wood boiler that heats the entire home all winter long, supplemented by a wood cooking stove and pellet stove. Step inside to rich cherry hardwood floors and a bright, open floor plan connecting the island kitchen and cozy living room. The main level conveniently offers a full bath and a bedroom with a walk-in closet—ideal for guests or a home office. Upstairs features two additional bedrooms with walk-in closets, a full bath, a sitting area reading nook, and direct access to flexible unfinished third-floor space ready for future expansion. The primary suite serves as a peaceful retreat featuring soaring vaulted ceilings, a custom-tiled shower, and a private balcony overlooking the lush yard, paver patio, and fire pit. Out back, contractors and hobbyists will love the massive 30x40 detached 2-stall garage with 13-foot ceilings and expansive unfinished space above. Complete with established gardens, producing fruit trees, a greenhouse, and zoned for horses and livestock—this property has it all! Buyer and buyer's agent to verify all listing information.

112 Spruce St, Middleboro

Listing courtesy of Listing Agent: Philip Rebello from Listing Office: Keller Williams South Watuppa.

$840,000

4 Beds ⋅ 3 Baths ⋅ 73459133 MLS

TO BE BUILT - HOUSE PACKAGE - 2100sq.ft+ Colonial. 4 bedrooms 2 1/2 baths. Farmers Porch. All on over 8 acres of natural beauty in rural Middleborough, offering the perfect setting for a private retreat. This peaceful parcel includes both uplands and wetlands, providing a mix of usable space and preserved nature. A rare opportunity to enjoy privacy, wildlife, and country living while still being close to local amenities and major routes.

LOT A Wood St, Middleboro

Listing courtesy of Listing Agent: Janice Wright from Listing Office: RE/MAX Platinum.

$425,000

2 Beds ⋅ 2 Baths ⋅ 73510435 MLS

Welcome to easy living at Oak Point.This bright and sunny 2-bedroom home at 6802 Oak Point Drive has been freshly painted and is ready for its next chapter. The interior offers a clean, inviting feel with natural light pouring in, creating a warm and comfortable space you’ll actually want to spend time in. Located in the sought-after Oak Point 55+ community, this home is all about lifestyle. Residents enjoy a relaxed, low-maintenance way of living with access to exceptional amenities, including multiple pools, tennis courts, a clubhouse, fitness center, and a full calendar of social activities. Whether you’re looking to stay active or just kick back and enjoy the surroundings, it’s all right here.If you’ve been waiting for a simple, turnkey home in a vibrant community where everything is taken care of, this is it.

6802 Oak Point Drive, Middleboro

Listing courtesy of Listing Agent: Marni Migliaccio from Listing Office: The Firm - Duxbury.

$360,000

2 Beds ⋅ 2 Baths ⋅ 73569909 MLS

Welcome to Edgeway Estates, a pet-friendly, resident-owned 55+ community offering comfortable, single-level living in a desirable Middleboro location close to shopping, the train & major highways. Step inside to a bright, open floor plan featuring new luxury plank laminate flooring throughout. The spacious living room is highlighted by a gas fireplace & flows seamlessly into an additional living area, offering flexible space for a formal dining room, den or gathering area. The fully applianced kitchen features a new stainless-steel refrigerator & a convenient breakfast nook. An enclosed 3-season sunroom extends the living space & offers double sliders plus front-door access, creating a separate entryway. The second bedroom offers a built-in desk area & double closets. A separate mudroom provides exterior access & houses the furnace, water heater, laundry & trash compactor. Outside, enjoy a level lot, double driveway, brand-new 11x12 composite deck & brand-new 8x16 shed for additional storage. Roof replaced in 2025 with new skylights. Water heater 2023. The low monthly fee of $440 includes property taxes, water, sewer, trash removal & street snow removal. Cash or mobile home financing only; this home will not qualify for conventional financing. Photos with furniture are virtually staged to give inspiration.

29 Lyn Ln., Middleboro

Listing courtesy of Listing Agent: David Michael from Listing Office: Conway - Lakeville.

$3,950

3 Beds ⋅ 2 Baths ⋅ 73564257 MLS

Brand New Colonial on Dead End Street Featuring Open Floor Plan, crisp white cabinets with beautiful quartz counter tops, with stainless appliances. Dining Area has Sliders to Large Balcony Deck overlooking Spacious Backyard. Living room open to Kitchen and Dining Area. Laundry room on 1st floor. Oversized Garage. Upstairs to 3 Spacious Bedrooms and Bath with two sinks. All bedrooms have good size closets. The basement is partially finished with a big family room. Don't Miss this wonderful New Construction Home. Credit Score 700 and above Tenant is Responsible for All Utilities

92 Forest Street, Middleboro

Listing courtesy of Listing Agent: Norma Emerson from Listing Office: JLK Realty.

$479,000

3 Beds ⋅ 2 Baths ⋅ 73550717 MLS

Welcome to Oak Point, a premier 55+ community offering resort-style living and exceptional amenities. This beautifully maintained 3-bedroom, 2-bath home features a bright, open floor plan designed for comfortable everyday living and effortless entertaining. The spacious kitchen flows seamlessly into the dining and living areas, while the private primary suite offers a relaxing retreat with an en-suite bath and ample closet space. Two additional bedrooms provide flexibility for guests, hobbies, or a home office. Enjoy your morning coffee or unwind in the peaceful outdoor space. Residents of Oak Point enjoy access to a clubhouse, fitness center, swimming pools, tennis courts, walking trails, and a full calendar of social activities. Experience low-maintenance living in one of the area's most sought-after active adult communities. Land lease fee, approx $970 mo. covers taxes, lawn care, snow and trash removal and more. First showings at Open House.

307 Blueberry Circle, Middleboro

Listing courtesy of Listing Agent: Jennifer Soderquist from Listing Office: Conway - Mansfield.

$499,900

4 Beds ⋅ 2 Baths ⋅ 73569439 MLS

A Home With a Story, a Private Setting, and Room to Make It Your Own. Tucked away on a private dead-end street, this spacious Middleboro home offers something increasingly hard to find—privacy, land, flexibility, and a sense of home that has been cherished for generations. Family owned since 1971, this property has been the backdrop for decades of memories and is now ready for its next chapter. This is a wonderful opportunity for a buyer who understands the value of a little sweat equity and wants to put their own vision into a home with solid improvements already completed. The property features maintenance-free vinyl siding, a 2018 roof, 2021 heating system, 2021 four-bedroom septic system, 2023 bulkhead, and a shed only two years old. Some cosmetic updating and finishing touches will allow you to transform this home into something truly your own. One of the property's most compelling features is its unique flexible living arrangement. An addition offers the potential for extended family, multigenerational living, or even a private space for a college student. With its separate driveway and private entrance, the possibilities are extensive and provide a level of flexibility rarely found in today's market. Outside, enjoy the peaceful setting of a private street, large lot, a garden area, and a shed for additional storage. There is also a finished room in the basement that could be a spot for a home office or workout area. Plenty of storage in the basement. There's room to garden, entertain, relax, or simply enjoy the feeling of having your own private space away from the bustle of everyday life. Imagine taking what has been lovingly maintained and adding your own style, updates, and personality—creating a home that reflects your family's needs and your vision for the future. Opportunities like this don't come along often in Middleboro. If you've been searching for a home where you can put down roots and create the next chapter of its story, this may be the opportunity you've been waiting for. Come see the possibilities and make this special family home your own.

7 Crocker St, Middleboro

Listing courtesy of Listing Agent: The Perry Team from Listing Office: HomeSmart First Class Realty.

$415,000

2 Beds ⋅ 1 Baths ⋅ 73559110 MLS

Welcome to peaceful one-level living at 40 Lake Shore Dr! This charming 2-bedroom, 1-bath home is privately situated on nearly half an acre with picturesque views of Savery Pond. Whether you’re a first-time buyer, looking to downsize, or searching for a quiet retreat, this property offers the perfect blend of privacy, tranquility and convenience. A 2-car detached garage provides plenty of space for vehicles, storage, hobbies or a workshop. Additional highlights include a brand-new hot water tank, forced hot air heating system, and a 3-bedroom septic design offering future potential. With forced hot air already in place, simply add an A/C condenser for central air. Enjoy beautiful water views and a peaceful setting while still being close to all that Middleboro has to offer. Don’t miss this opportunity!

40 Lake Shore Dr, Middleboro

Listing courtesy of Listing Agent: Chelsea McLaughlin from Listing Office: RE/MAX Legacy.

$683,000

3 Beds ⋅ 4 Baths ⋅ 73558828 MLS

Large family home on a cul-de-sac. This home is situated very close to highway, shopping, 15 minutes to waterfront in Plymouth. Newly painted and updated flooring. Large updated kitchen with room for a eat in table. Open to charming family room with pellet stove, large window with window seat.. Formal dining room and living room. Kitchen opens up with sliders to expansive screened in porch. An entertaining home. 3 large bedrooms upstairs with primary and ensuite. The basement boasts an office space and bonus room. There is also a full bath there. The outside has a fenced in yard with outside shower. All appliances will convey with the property. A 3 Bedroom septic will be installed prior to closing.

2 Stonegate Lane, Middleboro

Listing courtesy of Listing Agent: Marybeth Richardson from Listing Office: Uptown REALTORS®, LLC.

$735,000

3 Beds ⋅ 2 Baths ⋅ 73557518 MLS

Presenting an exceptional opportunity at 9 Bridle Path Lane, Middleboro, MA. 2,334 square feet of meticulously maintained living space, poised for immediate occupancy. This single-family home, set on an expansive 305,205-square-foot lot that embodies a refined lifestyle in a serene setting. The residence features Three thoughtfully designed bedrooms, providing ample private accommodations. Complementing these are two full bathrooms, each finished to a high standard, ensuring comfort and convenience for residents and guests alike. Further enhancing the property's functionality is a built-in garage with capacity for two vehicles, offering secure parking and additional storage solutions. New roof, New Gutters, and New Windows. Finished basement with an exterior slider and finished walk out. This inviting home represents a singular opportunity for sophisticated living; we encourage you to schedule a private viewing.

9 Bridle Path Lane, Middleboro

Listing courtesy of Listing Agent: Raoul Jacques from Listing Office: Conway - Lakeville.

$529,900

3 Beds ⋅ 1 Baths ⋅ 73549154 MLS

Welcome to this well-maintained 3-bedroom, 1-bath home offering 1,701 square feet of comfortable living space. Situated on a desirable corner lot, this property features a fully fenced backyard with a rear deck, a dedicated fire pit area perfect for relaxing or entertaining, and a storage shed for added convenience. Enjoy peaceful views of nearby cranberry bogs and a picturesque pond, creating a serene setting right from your own property. Inside, you'll find a functional layout designed for everyday living. Ideally located with easy access to Routes 495, 44, 105, 58, and 24, this home offers both comfort and convenience for commuters. Whether you're a first-time homebuyer, downsizing, or simply looking for a move-in-ready home, this property is one you won't want to miss.

812 Plymouth St, Middleboro

Listing courtesy of Listing Agent: David Silva from Listing Office: RE/MAX River's Edge.

$605,000

4 Beds ⋅ 2 Baths ⋅ 73537865 MLS

WOW! Incredible new low price for this cant miss property. Open House Sunday, 7/26 12-1:30. Opportunity, functionality, and charm come together in a move-in ready package. This versatile home offers flexible living spaces to fit a variety of lifestyles. A home office with its own separate entrances presents exciting possibilities for a home business, guest space, or potential ADU conversion. Inside, you'll find stunning wide-plank wood floors, a formal living room, formal dining room, family room/playroom, first-floor laundry, and a spacious kitchen with room for an eat-in nook. Upstairs are 4 bedrooms, one of which has been transformed into an impressive walk-in closet. The primary has vaulted ceilings and skylight, plus a separate stairwell from the first floor for added privacy. Comfort and efficiency are a focus with a gas stove, three-zone Energy Star Instinct heating system, and two ductless mini-splits. The oversized garage has a wood-stove and offers the perfect space for hobbies or storage. Easy access to commuter rail, shopping, dining, parks, library + more!

4 Star Ave, Middleboro

Listing courtesy of Listing Agent: Andrew Romano from Listing Office: Bold Real Estate Inc..

$355,000

3 Beds ⋅ 2 Baths ⋅ 73565367 MLS

Affordable & Adorable in popular Oak Point! 55+ Community, this Chatham style manufactured home is value-priced with so many amenities, including clubhouse/,pools/, (indoor and outdoor), tennis/billiards/bocce/basketball/pickleball, and so much more! Furnace and central air 2022, newer roof, Main Bedroom with big walk-in closet and private bath, 2 additional bedrooms and another full bath, a comfy family room, sitting room, and sliders to screened-in porch. Laundry is located off the eat-in kitchen. This home works if you desire prIvacy or a stroll to the clubhouse and enjoy all the activities every season. Proximity is 8 miles to a grocery store or have them delivered, 44 miles to Boston, and 42 miles to Providence. Missing the historic Plymouth Beach? No worry- 16 miles and only 13 miles to medical facilities. This truly is a fabulous lifestyle! HOA is.($976.19) covers trash removal, snow, irrigation, real estate taxes, landscaping, septic and more. Seller has never lived in the property and it is being sold "as is". 56x27 ANY AND ALL OFFERS DUE 8PM ON 8/20 Seller will need at least 6-8 hours to reply as traveling out of country. DO NOT USE DEADBOLT

406 Simmons Rd, Middleboro

Listing courtesy of Listing Agent: Pamela Vigneau from Listing Office: The Firm.

$2,800

4 Beds ⋅ 1 Baths ⋅ 73569920 MLS

For Rent: Spacious 4-Bedroom Duplex in Downtown MiddleboroughThis recently renovated 4-bedroom, 1-bath duplex offers three levels of living space in the heart of downtown Middleborough, combining modern updates with classic charm.Key Features: 4 Bedrooms, 1 Bath Three levels of living space Recently renovated throughout Gorgeous granite countertops and tile backsplash in the kitchen Hardwood floors in common areas Brand new carpeting in all bedrooms Updated bathroom with modern fixtures Washer and dryer hookups available Tenants responsible for bringing their own washer and dryer.This duplex is ideally located just steps away from downtown Middleborough's shops, restaurants, and public transportation, making it a perfect choice for those seeking convenience and a comfortable living space.Good credit, income & references needed

45 Peirce Street Unit 1, Middleboro

Listing courtesy of Listing Agent: Chelsea McLaughlin from Listing Office: RE/MAX Legacy.

$1,800

1 Beds ⋅ 2 Baths ⋅ 73580194 MLS

This bright, townhouse-style, 1-bedroom, 1.5 bath residence offers an open, efficient layout designed for both comfortable everyday living and effortless entertaining. The spacious living area flows seamlessly into a modern kitchen featuring quartz countertops and stainless steel appliances. The bedroom serves as a quiet retreat with generous closet space. Additional highlights include an in-unit washer and dryer, parking directly in front of the unit, and on-site surveillance cameras for added peace of mind. Conveniently located just one mile from the highway, this home delivers the perfect balance of style, security, and easy commuting.

480 Wareham St Unit 40, Middleboro

Listing courtesy of Listing Agent: Kaylee Emerson from Listing Office: JLK Realty.

$1,800

1 Beds ⋅ 2 Baths ⋅ 73580195 MLS

This bright, townhouse-style, single-level 1-bedroom, 1-bath residence offers an open, efficient layout designed for both comfortable everyday living and effortless entertaining. The spacious living area flows seamlessly into a modern kitchen featuring quartz countertops and stainless steel appliances. The bedroom serves as a quiet retreat with generous closet space. Additional highlights include an in-unit washer and dryer, parking directly in front of the unit, and on-site surveillance cameras for added peace of mind. Conveniently located just one mile from the highway, this home delivers the perfect balance of style, security, and easy commuting.

480 Wareham St Unit 41, Middleboro

Listing courtesy of Listing Agent: Kaylee Emerson from Listing Office: JLK Realty.

$680,000

3 Beds ⋅ 2 Baths ⋅ 73565294 MLS

Welcome to this 10-year-young Colonial set on 2.5 private acres in a peaceful, woodsy setting. This well-maintained home features hardwood floors throughout the first floor and brand-new carpeting upstairs. The spacious kitchen offers ample cabinetry, stainless steel appliances, and a large pantry with a custom pantry door. Sliders lead to a large deck overlooking the beautiful private backyard. Upstairs offers three generously sized bedrooms and a full bathroom. The spacious primary bedroom features two large walk-in closets. A second full bathroom is conveniently located on the first floor. The full basement provides approximately 900 square feet of space for storage with potential for a future playroom, home gym, or additional living area. Additional features include a paved driveway, large deck, private setting, and plenty of land to enjoy. Don’t miss this opportunity!

293 Miller Street, Middleboro

Listing courtesy of Listing Agent: Norma Emerson from Listing Office: JLK Realty.

$500,000

2 Beds ⋅ 1 Baths ⋅ 73555583 MLS

** Offer Deadline Sunday 8/2 @ 4pm ** If you have been searching for affordability, look no further! Offered below $500,000 and on Middleboro gas and electric, the carrying costs are sure to be the best deal on the South Shore. You can also enjoy peace of mind as a homeowner because many of the big-ticket items have been taken care of recently! The bathroom was redone in 2023, new windows in 2024, kitchen renovation in 2021, central air in 2023, switched from oil to gas in 2018 and installed a new furnace, siding and roof in 2024, replaced and upgraded electric panel in 2018 w/ 200 amp service, and septic was replaced in 2016. You can start packing, call the movers, and settle in to your new home! Enjoy one-level living with the option to expand in the large walkout basement. Set on a 1/2 acre, it is the perfect-sized yard for entertaining and enjoying a summer afternoon! Conveniently located near Rte. 44, this is an ideal location for commuters and anyone looking to enjoy all the South Shore has to offer in a short drive! The minute you enter this adorable ranch-style home, you will see the thoughtful upgrades and renovations made by the seller, as this home showcases pride of ownership throughout!

688 Plymouth St, Middleboro

Listing courtesy of Listing Agent: Moriah Wicker from Listing Office: Keller Williams Realty Colonial Partners.

$424,000

2 Beds ⋅ 2 Baths ⋅ 73550121 MLS ⋅ ['The Groves At Middleboro Village'] BLDG.

Welcome to 21 Sycamore Dr, an immaculate end-unit condo at The Groves in Middleboro offering 1,556 sq. ft. with 2 bedrooms and 1.5 baths. The main level features hardwood floors, great natural light, and an easy flow into the dining area and kitchen. The kitchen includes brand-new appliances and direct access to deck for added outdoor space. Upstairs offers two spacious bedrooms with strong closet space, including a second bedroom with a walk-in closet. The full bath features a double vanity with laundry located within the bathroom. The full basement provides storage with the opportunity to create a space that fits your needs, while the attached garage adds convenience. Features include central air, central vacuum, 200 amp electrical service, newer high-efficiency tankless boiler, plus more. Located in a desirable area near Route 44, highways, shopping, dining, and amenities, this condo offers low-maintenance living.

21 Sycamore Dr Unit 21, Middleboro

Listing courtesy of Listing Agent: Miguel Camara from Listing Office: RE/MAX Real Estate Center.

$2,400

2 Beds ⋅ 1 Baths ⋅ 73515832 MLS

SPACIOUS TWO-Bedroom + BONUS ROOM (office/den) 2nd Floor Apartment NEWLY RENOVATED THROUGHOUT, all new (within the past year); Kitchen/Cabinets/Counters/SS Appliances and freshly painted. New Full Bath with Tub/Shower. Dining Room with built-in shelving and BEAUTIFUL RESTORED HARDWOOD FLOORING. Located close to Middleboro Center and just 2 miles to the Middleboro/Lakeville Commuter Rail. MOVE-IN-READY! AVAILABLE NOW. EASY TO SHOW!

12 Myrtle Street Unit 2, Middleboro

Listing courtesy of Listing Agent: Deborah A. Sanborn from Listing Office: Uptown REALTORS®, LLC.

$2,795

1 Beds ⋅ 2 Baths ⋅ 73553060 MLS

WHY PAY $2,795 RIGHT AWAY? ??Get your first 3 months for $2,600/month when you sign a 2-year lease.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 22, Middleboro

Listing courtesy of Listing Agent: Kaylee Emerson from Listing Office: JLK Realty.

$2,795

1 Beds ⋅ 2 Baths ⋅ 73553064 MLS

WHY PAY $2,795 RIGHT AWAY? ??Get your first 3 months for $2,600/month when you sign a 2-year lease.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 34, Middleboro

Listing courtesy of Listing Agent: Kaylee Emerson from Listing Office: JLK Realty.

$565,000

3 Beds ⋅ 1 Baths ⋅ 73539976 MLS

Conveniently located near shopping, restaurants, and major highways, this charming 3-bedroom, 1-bath home offers comfort, character, and practical amenities. The spacious first-floor primary bedroom features a vaulted ceiling, creating a bright and airy retreat. Inside, you'll find an updated kitchen with granite countertops and a layout that flows seamlessly into the living area highlighted by a cozy fireplace. Outside, enjoy the convenience of covered carport parking during New England winters, new windows in 2025, and a large backyard workshop/shed equipped with electricity and propane heat—perfect for hobbyists, contractors, craftsmen, or additional storage. A brand-new septic system will be installed prior to closing, providing added peace of mind for the next owner. Whether you're looking for your first home, downsizing, or simply seeking a property with functional workspace and easy commuter access, this home is a must-see!

156 Bedford Street, Middleboro

Listing courtesy of Listing Agent: Ricardo Real Estate Group from Listing Office: Keller Williams South Watuppa.

$475,000

3 Beds ⋅ 1 Baths ⋅ 73562378 MLS

Welcome to 2 Howland Ct, Middleboro, MA, a charming ranch style home built in 1955. This inviting home, spanning 1112 square feet, whether downsizing or starting out this home is ready for you to move in and begin your next chapter. The home sits on a corner lot of a dead end street with a fenced in yard. The three bedrooms offer comfortable private spaces, each designed to be a personal retreat. The single full bathroom provides convenience and functionality for daily routines. The attached garage provides additional storage. Home features central air conditioning. The home is centrally located so you don't have far to go to reach the highways (routes 44 and 495) T station, town pool, parks, walking trails, are all a short distance away. First showings will be at the open house on Sunday August 16, 11am-12:30pm

2 Howland Ct, Middleboro

Listing courtesy of Listing Agent: Brian Silveira from Listing Office: J.S. Realty.

$815,000

3 Beds ⋅ 2 Baths ⋅ 73537380 MLS

Have you been looking for a home where you can expand your living space w/a 1 bedroom ADU? This home has been verbally ADU verified w/building dept w/no changes to size of septic; just a tie into current system per BOH. Woodshop in the front garage would be perfect for this. This beautiful home offers this kind of versatility w/unique amenities. There are 3-bedroom w/the primary bedroom fitting a king sized bed, 2 baths, kitchen w/SS appl, quartz countertops, custom cabinetry, center island & cedar closet, comfortable living room, formal dining room w/its own fireplace, while the sunroom w/gas fireplace & minisplit will allow you to enjoy this space year-round. Main-level laundry adds to the home. The finished lower level expands your living space w/an office area & bonus room. Step outside to enjoy a large deck w/gazebo along w/an above-ground pool & deck. Car enthusiasts or those in need of extra workspace will love the 3 garages; 3 w/heat & 2 w/ built in a/c. Also has an RV plug w/water source & 2 generator hookups.

536 Plymouth St, Middleboro

Listing courtesy of Listing Agent: Brenda Busch from Listing Office: Busch Realty Group, LLC.

$545,000

2 Beds ⋅ 1 Baths ⋅ 73552234 MLS

Completely renovated and thoughtfully updated, this two-bedroom ranch offers an open, inviting layout perfect for entertaining and relaxing. Wide-plank oak flooring runs throughout the main level, where the spacious living room features a stylish electric fireplace and custom built-in shelving that creates a beautiful focal point. The updated kitchen includes modern appliances and a large center island, ideal for everyday living and entertaining. Both bedrooms are generously sized, and the remodeled full bath features a double vanity. The finished lower level adds a comfortable family room or playroom with an electric fireplace, and walk-out french doors leading to the backyard patio and room for a home gym. Outside, enjoy a cleared, fenced-in backyard with plenty of room to relax or entertain. Additional features include a one-car garage, whole-house water filtration system, updated oil tank, and convenient access to Route 44. Septic is 3 bedroom system offering options to next owner.

45 Cross St, Middleboro

Listing courtesy of Listing Agent: Emmie Flaherty from Listing Office: Keller Williams Realty Colonial Partners.

$460,000

2 Beds ⋅ 1 Baths ⋅ 73544349 MLS

Have you been searching for a move-in ready starter home in Middleboro? This adorable 2-bedroom home could be the perfect place to begin your homeownership journey! Featuring a spacious backyard, a detached garage, and an extra-large storage shed, there's plenty of room for hobbies, storage, and outdoor enjoyment. Located just minutes from highways, the commuter rail, shopping, restaurants, and everything Middleboro has to offer, this home combines comfort, convenience, and value. Plus, you'll have peace of mind knowing the roof and water heater are both only about 2 years old. Great Price. Great Location and Great Condition. Sounds like a win! All parties to verify information contained herein.

47 Anderson Ave, Middleboro

Listing courtesy of Listing Agent: Mishelle Joy from Listing Office: Keller Williams Realty.

$764,000

4 Beds ⋅ 3 Baths ⋅ 73511717 MLS

Less than Two Years Old this NEW Build, 4 Bed, 3 Bath Colonial offers Quality construction on 1.38-acres among new homes. Bright with a modern color palette and 3.25” Oak Hardwood floors BOTH floors. The main-level features a living area Open to eat-in kitchen with granite counters, large island, white cabinets, stainless appliances and modern fixtures. Sliders lead to a composite deck, manicured lawn and wooded views. First floor hosts a 4TH Bedroom OR use as office/formal dining/playroom, laundry/pantry, garage entry and Bathroom w/shower. Upstairs find 2-Bedrooms, 2nd Bathroom and 3rd Bed/Primary Suite with 3rd Bath and 2 walk-in closets. More Highlights: shaker vanities/granite in Bathrooms, insulated basement w/2 full-sized windows and interior/exterior access stairways, pull-down attic, attached ~600SF 2-car garage with finished ceiling/walls, vinyl siding, 2-zone heat/AC, 200-AMP, 4-Bed septic, irrigation, & on-demand hot water. Minutes to downtown Middleboro, I-495, Rte.44 and New Train Station. 2nd Chance Listing (Due to unforeseen situational changes, Buyer-side).

287 Wareham, Middleboro

Listing courtesy of Listing Agent: Nicole DeBenedictis from Listing Office: Homistic Real Estate Inc..

$2,300

2 Beds ⋅ 1 Baths ⋅ 73570593 MLS

Large top floor 2 bedroom apartment with lots of closet space. Middleboro center. Beautiful knotty pine woodwork and gas log fireplace make it easy to turn this apartment into your cozy home. 3/4 bath (no tub). 2 off street parking spots, basement storage, and washer/dryer hookup included. New paint throughout. Landlord pays water/sewer/trash. tenant pays gas heat/hw, electric. Garage bay available for $150. First & security ($4,600) to move inStep 1: DM to get free pre- screening linkStep 2: schedule showingStep 3: apply

20 Forest St Unit 3, Middleboro

Listing courtesy of Listing Agent: Craig Gillis from Listing Office: Keller Williams Elite.

$275,000

5 Beds ⋅ 1 Baths ⋅ 73559538 MLS

Welcome to 3 Pine Tree Drive, Middleborough! Fantastic opportunity for homeowners and investors, including 5 beds and 1 bath. Featuring a functional layout, spacious living areas, and plenty of natural light, this home provides comfort and versatility. Conveniently located near shopping, restaurants, schools, parks, and major highways, you'll enjoy easy access to everything the area has to offer. Whether you're looking for your next home or a great investment opportunity, this property is full of potential.

3 Pine Tree Dr, Middleboro

Listing courtesy of Listing Agent: Linara Galva from Listing Office: Realty One Group Dream Makers.

$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..

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