Refine Search
Map
Sort by
$399,000
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.
$519,900
3 Beds ⋅ 2 Baths ⋅ 73553246 MLS
Newly Offered! Showings begin Sunday! OPEN HOUSE 11:00 AM–1:00 PM! 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.
$649,900
3 Beds ⋅ 3 Baths ⋅ 73552853 MLS
Tucked away at the end of a long private driveway and surrounded by nature, this inviting home offers the perfect blend of privacy, comfort, and thoughtful updates. Step inside to a warm and welcoming living room featuring soaring cathedral ceilings with exposed beams and a classic wood-burning fireplace, creating a cozy gathering space year-round. Enjoy the outdoors from the spacious composite deck, an ideal spot for entertaining or simply relaxing while taking in the peaceful natural surroundings. Recent improvements provide peace of mind, including a brand-new septic system, new boiler, replacement windows and doors, Roth oil tank, updated gutters, and a well pump and pressure tank that are less than five years old. A heated garage adds year-round convenience and versatility for vehicles, hobbies, or additional workspace. If you're looking for a home that offers privacy, modern mechanical updates, and a beautiful setting, this Middleboro property is one you won't want to miss.

6 Daniel Dr, Middleboro

Listing courtesy of Listing Agent: Robert Chestnut from Listing Office: Keller Williams Realty.
$539,000
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.
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 73550874 MLS
Welcome to luxury living at its finest! Nestled on a quiet cul-de-sac in one of Middleboro's most desirable neighborhoods, this thoughtfully designed 4-bed, 2 full & 2 half bath home offers an exceptional blend of elegance, comfort, & entertainment. Every detail has been carefully curated, creating a home that's as functional as it is beautiful. The backyard is your own private retreat, featuring a stunning 5-foot semi-inground saltwater pool surrounded by space to relax, entertain, & create lasting memories. Inside, the possibilities continue with 4 complete levels of living, including a finished 4th-floor media room perfect for movie nights, gaming, or a private retreat. The finished lower level is an entertainer's dream, complete with a bar, lounge area, & the perfect setup for hosting friends or cheering on your favorite sports team. This is more than a home—it's a lifestyle where every space has been designed for gathering, celebrating, & making memories that will last a lifetime.

8 Paddock Cir, Middleboro

Listing courtesy of Listing Agent: Tiffany Weigold from Listing Office: Keller Williams Elite.
$450,000
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.
$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.
$569,000
3 Beds ⋅ 2 Baths ⋅ 73548524 MLS
Welcome to 53 Wareham Street, a beautifully updated 3-bedroom, 2-full-bath home offering water views of the Nemasket River. A stunning 12' × 56' deck overlooks the river, creating the perfect setting for outdoor dining, entertaining, or simply unwinding while taking in the scenery. The beautifully landscaped grounds form a secluded oasis retreat with ample off-street parkin and an electrified storage shed ideal for hobbies, a workshop, or additional storage. Inside, timeless character blends seamlessly with modern comfort, featuring inviting living spaces and a well-appointed kitchen designed for both everyday living and effortless entertaining. Conveniently located just minutes from the vibrant town center and the commuter rail station, this exceptional property offers the perfect balance of privacy, comfort, accessibility, and natural beauty. Title V is sellers responsibility.

53 Wareham St, Middleboro

Listing courtesy of Listing Agent: Blake Starratt from Listing Office: RE/MAX Legacy.
$519,000
4 Beds ⋅ 1 Baths ⋅ 73547468 MLS
Commuters Dream less then 1/2 mile from commuter rail.... Charming and beautifully updated New England Colonial conveniently located just a short distance to all the amenities of Middleboro Center—shops, restaurants, coffee, schools, library, and commuter rail. This home blends classic charm with modern style, featuring a gorgeous kitchen with granite countertops, tile backsplash, and stainless steel appliances. Freshly painted interior, refinished hardwood floors, tile in kitchen and bath, and carpeting in bedrooms and family room. Enjoy gas heat, central air, and an updated electrical panel. The flowing floor plan offers open, airy living spaces including a finished walk-out basement with Vermont Castings gas stove and plenty of storage. The attached two-car garage connects through a spacious mudroom, and the large deck overlooks a deep, private backyard perfect for relaxing or gardening. Vinyl siding completes this move-in ready gem!

53 West St, Middleboro

Listing courtesy of Listing Agent: Shauna Fanning from Listing Office: William Raveis R.E. & Home Services.
$389,900
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.
$709,000
3 Beds ⋅ 3 Baths ⋅ 73546901 MLS
Tucked away at the end of a quiet dead-end street, this brand-new Colonial sits on a desirable corner lot, offering privacy and a peaceful setting. This beautiful home features 3 bedrooms and 2.5 baths, including a spacious primary suite with a private bath and two walk-in closets. The main level offers a generously sized living room and a stunning kitchen with white cabinetry, black hardware, granite countertops, and a center island. The dining area opens through sliding glass doors to a private back deck overlooking the backyard. You'll also find a half bath, a walk-in laundry room, and a versatile bonus room perfect for a home office, playroom, or formal dining room. The full walkout basement offers endless possibilities for future living space, storage, or a home gym. Enjoy modern finishes, a functional layout, and all the benefits of brand-new construction in this beautiful move-in-ready home.

5 Sand Street, Middleboro

Listing courtesy of Listing Agent: Kaylee Emerson from Listing Office: JLK Realty.
$489,000
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.
$465,000
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.
$649,900
4 Beds ⋅ 3 Baths ⋅ 73546235 MLS
Renovated Colonial in great condition offering 4 bedrooms, 3 full baths, and 2,693 sq ft of living space on a corner lot near downtown Middleboro. The main level features hardwood and tile flooring, a spacious living room with fireplace, dining area, first-floor laundry, and an impressive remodeled kitchen with granite countertops, kitchen island, pantry, gas range, and recessed lighting. The first-floor primary suite includes a full bath with double vanity and exterior balcony access. Upstairs offers three additional bedrooms and two full baths. Major updates include a roof approximately 1 year old, vinyl siding, town water, 200 amp electric, PVC plumbing, furnace and tankless water heater both under 5 years old, and a septic system approximately 5–6 years old that was pumped last year. Recently paved driveway, detached garage, central air, vinyl deck, and backyard space complete the package. A move-in ready home with modern updates, generous space, and New England character.

73 Wareham St, Middleboro

Listing courtesy of Listing Agent: The TrustPoint Group from Listing Office: eXp Realty LLC - Corporate Office.
$569,000
3 Beds ⋅ 2 Baths ⋅ 73546007 MLS
Welcome to 45 Forest St., a comfortable Colonial offering 3 bedrooms, 10-foot ceilings, and a desirable double lot. Conveniently located near downtown Middleboro, Rte. 44, shopping, schools, and major commuter routes, this home blends classic character with functional living space. The first floor features a spacious living room, formal dining room, and an oak kitchen with hardwood floors and abundant cabinet space. A versatile bonus room provides the flexibility for a home office, playroom, guest room, or potential fourth bedroom. Upstairs, you'll find three generously sized bedrooms with large windows that fill the home with natural light. Outside, enjoy the private backyard and side deck, perfect for relaxing or entertaining. A wonderful opportunity to own a charming home with space, flexibility, and a convenient location.

45 Forest St, Middleboro

Listing courtesy of Listing Agent: Jarrod Askin from Listing Office: Coldwell Banker Realty - Plymouth.
$799,900
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.
$450,000
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.
$789,000
3 Beds ⋅ 2 Baths ⋅ 73541081 MLS
EASY TO SHOW and will include a NEW Septic! This 7.7-acre private retreat, offers privacy, nature, and convenience in the middle of the South Shore. The flexible floor plan hosts a first floor large living room with fireplace, bonus room with patio access, laundry room, and a bright sunroom/office with garage and patio access. Upstairs offers 3 bedrooms and 2 full baths, including a primary suite, eat-in kitchen with stainless appliances and deck access, and a dining/living room option. This well-maintained home features updates, including the roof, water heater, well pump, water filtration, stone wall, granite countertops, finished walls/ceiling in garage, 3.25" hardwood floors upstairs and engineered wood & tile downstairs. Enjoy 3 mini-splits with heat pumps, propane heat and gas stove. Additional features oversized garage door with pull-down loft storage with 2 windows, added carport, shed, French drains, generator hookup, ADU potential on first floor or separately on the property and many outdoor areas. Check out the video!

233 Tispaquin St, Middleboro

Listing courtesy of Listing Agent: Nicole DeBenedictis from Listing Office: Homistic Real Estate Inc..
$499,000
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.
$799,900
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.
$599,800
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..
$599,000
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.
$899,900
4 Beds ⋅ 3 Baths ⋅ 73530799 MLS
Set on a cul-de-sac lot in Middleboro, this spacious Colonial offers over 3,000 sq ft of above-grade living with 4 bedrooms, 2.5 baths, and a flexible 12-room layout. A dramatic two-story foyer opens to warm hardwood floors, generous living and dining areas, and a fireplaced living room filled with natural light. The granite kitchen features abundant cabinetry, tile flooring, dining area, and sliders to the deck, creating an easy flow for everyday living and entertaining. Upstairs, the oversized primary bedroom offers great space, while three additional bedrooms provide room for everyone. The finished lower level adds exceptional versatility with hardwood flooring and space ideal for a media room, gym, game room, or home office. Outside, enjoy a large deck, above-ground pool, professional landscaping, storage shed, and wooded backyard setting. Additional highlights include central air, tankless hot water, heated 2-car garage, and 12 off-street parking spaces.

10 Amanda Street, Middleboro

Listing courtesy of Listing Agent: Jendel Oliveira from Listing Office: Lamacchia Realty, Inc..
$465,000
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.
$724,900
5 Beds ⋅ 3 Baths ⋅ 73530129 MLS
Beautifully remodeled home in Middleboro retains its old charm with modern updates .This 2 level main residence with attached 2 bedroom Accessory dwelling Unit is perfect for an In-Law set up or to bring in extra rental income. Both units showcase all newly remodeled kitchen with new stainless steel appliances and new hardwood floors as well as newly remodeled tiled bathrooms. Large barn on property can be used as storage or a bonus workshop area on a beautiful spacious lot with parking for 8 cars. Conveniently located near shopping, dining, schools and highway access. located 8 miles from Middleboro center.

36 Spruce, Middleboro

Listing courtesy of Listing Agent: Tracy Rappa from Listing Office: KAM Realty.
$749,900
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.
$825,000
3 Beds ⋅ 3 Baths ⋅ 73510247 MLS
Opportunity knocks with this stunning 2,072 sq. ft. new construction home, perfectly positioned for commuters with quick access to Routes 44 and 495. Designed for effortless modern living, the first floor features a spacious layout including a living room, formal dining area, and a kitchen that flows into a comfortable family room. From the family room, a slider leads to a rear wood deck with stairs to the backyard—perfect for outdoor entertaining—while the front of the home boasts a durable, low-maintenance composite porch. The main level also conveniently hosts a half-bath with integrated laundry. Upstairs, you’ll find three generous bedrooms, including two with large walk-in closets. A walkout basement offers a great footprint for future expansion, and with construction still underway, there is still time to pick your colors and select upgrades to truly make this home your own!

49 Thompson St, Middleboro

Listing courtesy of Listing Agent: Pamela Coletti from Listing Office: Keller Williams Realty Colonial Partners.
$399,999
3 Beds ⋅ 1 Baths ⋅ 73485743 MLS
PRICE REDUCED-Don't miss this opportunity!Charming 3-bedroom Colonial featuring a welcoming covered front porch and a private, spacious back patio—perfect for relaxing or entertaining. Town water, sewer, gas, and municipal electric. Off-street parking with shared driveway easement. “Cedar Impression” siding and recently updated roof. Handicap accessible: back ramp, under-counter wheelchair access, wide doorways, and a luxurious walk-in first-floor shower. Freshly painted interiors, cozy master bedroom, and a bright eat-in kitchen with new appliances. The living room is airy and inviting, complete with, central air, plastered walls with full insulation, upgraded electric, new vinyl windows, and updated bath and kitchen. First-floor laundry and bath provide ultimate convenience.Ideally located near schools, library, restaurants, shops, playgrounds, and commuter-friendly paths.SOLD AS IS

17 School St, Middleboro

Listing courtesy of Listing Agent: Thony Monevil from Listing Office: RE/MAX Impact.
$469,000
3 Beds ⋅ 2 Baths ⋅ 73480769 MLS
Located in Middleborough’s desirable West End, just steps from ball fields, playgrounds, and neighborhood amenities, this updated 4-bedroom, 2-bath Antique Colonial combines classic charm with extensive recent improvements. Many updates completed between 2021–2024 including electrical and plumbing, a second-floor full bath, and renovated first-floor bath. The kitchen has been fully updated with new cabinetry and appliances, while additional upgrades include blown-in insulation and newer water heater (2021) offering low-maintenance ownership for years to come. Additional features include an enclosed heated porch, washer/dryer hookups, a fenced yard, town water and sewer, and a large garage with electricity, offering potential for a future in-law or ADU-style conversion on the second floor (buyer to perform due diligence; repairs needed). Assurant Premium 1 year Home Warranty included.

958 Centre St., Middleboro

Listing courtesy of Listing Agent: Jessica Hancock from Listing Office: Coldwell Banker Realty - Westwood.
$1,200,000
3 Beds ⋅ 1 Baths ⋅ 73464405 MLS
Presenting APR 50 Acre Farmhouse w/ several barns-a unique opportunity to embrace a lifestyle steeped in history and tranquility. This Antique farmhouse offers 1515 sf of comfortable personal spaces for rest & rejuvenation. Several barns of which one was built in the 80s offering room for horses or other animals. There are hay barns, feeding stations, shelters, a barn for equipment, chicken sheds plus so much more. This Land is under Agricultural Protection. Gently set in the lake area of Middleboro/Lakeville. The home features wood floors, fireplaces which at one time was the main source of heat and cooking, now other methods of heating.This 1835 home allows one to own a piece of History and allow a family to live in a recreation area with the ponds and lakes and forest land. Currently there are horses, sheep & cows as well as chickens. This forever farm is a gem just waiting for the right forever farm family. There is a small pond & miles of trails to the lakes for riding.

295 Cherry St, Middleboro

Listing courtesy of Listing Agent: Marie Paulsen from Listing Office: Keller Williams Realty.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.