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$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.

$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.

$419,999
2 Beds 2 Baths 73526420 MLS ['Stonebridge Condominiums'] BLDG.
Welcome to the desirable Stonebridge Condominium Complex, where comfort and convenience meet peaceful surroundings. This well-maintained 2-bedroom, 1.5-bath condo offers over 1,600 square feet of living space in a rural setting surrounded by nature. Enjoy beautifully landscaped grounds and an updated exterior with vinyl siding that adds to the home’s curb appeal. The first floor features an open floor plan with bright and inviting living spaces, perfect for everyday living and entertaining. Upstairs, the spacious bedrooms offer plenty of comfort, including a primary bedroom with direct access to the full bathroom. Additional highlights include second-floor laundry, finished basement space ideal for a home office, gym, family room, or storage, and a private back patio area to relax and unwind. All just minutes from Wareham Crossing, Route 28, and I-495. This is one you won’t want to miss!

663 Wareham Street Unit 11, Middleboro

Listing courtesy of Listing Agent: Kristin Saccone from Listing Office: Bold Real Estate, Inc..

$324,900
1 Baths 73516048 MLS
Rare opportunity to own a professional 1,446 sq. ft. first-floor fully furnished office condo at 511 W Grove St, Taunton. This move-in-ready space is thoughtfully laid out for efficiency and comfort, featuring a welcoming waiting room and a dedicated reception area to greet your clients.The interior includes five private offices, a spacious record storage room to keep your business organized, and essential amenities like a private bathroom and a convenient break room. With ample parking for staff and clients, an accessible street-level entry, and a prime location, this versatile suite is ideal for medical, legal, or administrative professionals. Don’t miss out on this well-maintained commercial gem!

511 W Grove St Unit 105, Middleboro

Listing courtesy of Listing Agent: Team Kelleher from Listing Office: Keller Williams Elite.

$777,000
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..

$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.

$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. Now taking shape with high-end interior finishes installed, this bright and open layout is designed for effortless modern living. Warm hardwood floors flow throughout the main living areas, anchored by a cozy living room featuring a gas fireplace. The heart of the home is the chef's kitchen, highlighted by crisp white shaker cabinetry, modern black hardware, quartz countertops and backsplash, and an expansive center island with contemporary pendant lighting. The kitchen seamlessly connects to the formal dining area and a comfortable family room. Sliding glass doors lead out to a rear wood deck with steps down to the backyard—ideal for outdoor entertaining—while the front exterior features a durable, low-maintenance composite porch. A half-bath with integrated laundry completes the convenient main level layout. Upstairs features three generous bedrooms—including two with spacious walk-in closets—and a luxurious bathroom complete with a custom tile walk-in shower with a mosaic floor and bench seating. Need room to grow? The walkout basement offers a massive footprint ready for future expansion. Construction is progressing fast, but the finish line is near!

49 Thompson St, Middleboro

Listing courtesy of Listing Agent: Pamela Coletti from Listing Office: Keller Williams Realty Colonial Partners.

$949,000
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.

$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.

$299,000
73499738 MLS
Discover the opportunity to build in the desirable Christina Estates, a thoughtfully designed community nearing full completion. Nestled in the historic town of Middleboro—one of the largest municipalities in Massachusetts by land—this location offers the perfect blend of space, charm, and convenience.Enjoy easy access to Route 495, Route 44, the commuter rail, and the shops and amenities of downtown Middleboro. You’re also just a short drive to Plymouth and the Cape Cod Canal, making weekend getaways effortless.Christina Estates features spacious homesites, underground utilities, and a peaceful setting ideal for those seeking privacy without sacrificing accessibility. Experience the feel of a countryside retreat while still being within an hour of Boston.Reach out today to learn more about available lots and begin planning your custom home.

LOT 9 Christina Way, Middleboro

Listing courtesy of Listing Agent: Jared Granda from Listing Office: .

$625,000
4 Beds 2 Baths 73493456 MLS
Welcome to 42 Everett Street, a well-maintained and move-in-ready multi-family home in a quiet Middleboro neighborhood. Offering 1,762 sq ft of living space, this property features four bedrooms and two full baths. The first floor unit features hardwood floooring throughout, an inviting living room with a cozy fireplace, while the kitchen boasts shaker cabinets, and a charming wood ceiling. Two good sized bedrooms and an added bonus space/ office. Additional highlights include a two-car garage, patio, and a 7,405 sq ft lot. Practical upgrades include town utilities, separate gas heating, 7- and 4-year-old furnaces, newer roof, 5-year-old hot water heaters, yeo 4 yo 100-amp electric panels, and two laundry hookups in the basement. Call today for a private showing!

42 Everett Street, Middleboro

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

$4,999,999
2 Baths 73489578 MLS
Established Seamless Gutter Manufacturing & Distribution Business – Massachusetts. Rare opportunity to acquire a well-established and profitable metal gutter fabrication business. The business has built a strong reputation for quality craftsmanship and reliable service, supported by a loyal customer base and consistent revenue history increasing year over year and operating since 1983. Full business details, equipment/inventory list and profit and loss can be provided after signing non-disclosure agreement for pre qualified buyers. Business can also be purchased with the current operating location, to see commercial listing including real estate view MLS #73489284.

190 Cherry Street, Middleboro

Listing courtesy of Listing Agent: Duckworth Prentice Group from Listing Office: Serhant.

$9,499,999
2 Baths 73489284 MLS
Established Seamless Gutter Manufacturing & Distribution Business with Expansive Real Estate – Massachusetts. Rare opportunity to acquire a well-established and profitable metal gutter fabrication business along with an impressive real estate portfolio. Situated on over 30+ acres in Massachusetts, this unique offering includes three commercial buildings and a single-family residence, providing both operational flexibility and additional income or owner-occupancy potential.The business has built a strong reputation for quality craftsmanship and reliable service, supported by a loyal customer base and consistent revenue history. The property is well-suited for manufacturing, fabrication, storage, and distribution, with ample space for expansion or diversification. Full property details, equipment/inventory list and profit and loss can be provided after signing non-disclosure agreement for pre qualified buyers.

190 Cherry Street, Middleboro

Listing courtesy of Listing Agent: Duckworth Prentice Group from Listing Office: Serhant.

$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.

$450,000
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.

$325,000
2 Baths 73479222 MLS
Just 1.1 miles from the new Middleboro T Station this spacious two-story commercial duplex offers over 1,800 sq. ft. of versatile space. With prime, busy Route 28 frontage, it’s perfectly positioned for visibility and easy access. This is an excellent opportunity for investors, developers, or business owners. Key Features include: Zoned GU, LED sign rebuilt in 2022, Fully re-shingled roof (Oct. 2018), New septic system (Sept. 2019), With its open layout and strategic location, this property offers endless possibilities. Run your business or office on the first floor with over 1000 sq. ft. of space and enjoy 700+ sq. ft. of additional personal or rental space upstairs with a separate entrance. Capitalize on Middleboro’s growth, this property is ready for your vision. The entire building featuring two units is for sale/lease! See 347 West Grove St Unit B MLS# 73458995 for the sister listing.

347 W Grove St Unit A, Middleboro

Listing courtesy of Listing Agent: Gary Asack from Listing Office: Cape Landing Real Estate.

$275,000
1 Baths 73478729 MLS
Buy/Lease Just 1.1 miles from the new Middleboro T Station this spacious two-story commercial half-duplex offers over 1,700 sq. ft. of versatile space. With prime, busy Route 28 frontage, it’s perfectly positioned for visibility and easy access. This is an excellent opportunity for investors, developers, or business owners and is move in ready. Key Features include: Zoned GU, LED sign rebuilt in 2022, Fully re-shingled roof (Oct. 2018), New septic system (Sept. 2019), With its open layout and strategic location, this property offers endless possibilities. Run your business or office on the first floor with over 1000 sq. ft. of space and enjoy 600+ sq. ft. of additional personal or rental space upstairs with a separate entrance. Capitalize on Middleboro’s growth, this property is ready for your vision. The entire building—featuring two units—is for sale or lease! See 347 West Grove St Unit A 73458998 for the sister listing. Purchase/Lease both and enjoy over 3,500 sq ft of total space.

347 W Grove St Unit B, Middleboro

Listing courtesy of Listing Agent: Gary Asack from Listing Office: Cape Landing Real Estate.

$525,000
3 Beds 1 Baths 73470953 MLS
JUST MOVE RIGHT IN! If your New Year’s resolution is to buy a home you won’t find a better buy in 2026 than this 3 bedroom Raised Ranch! All the big ticket items have been done for you within the past 5 years so you can rest easy knowing that your future home comes with a new asphalt shingle roof in 2023, a new heating system in 2021, new oil tank in 2021, new hot water heater in 2022, fresh paint throughout the whole first floor in 2025, and a newly finished basement in 2025 with new recessed lighting, new laminate flooring, new walls, and new ceilings which adds square footage and floor plan flexibility. Situated on three quarters of an acre of level ground, you’ll have all the outdoor space you need, but it’s not just the lot size that makes this home special. You’ll fall in love with the beautiful hardwood floors throughout the first floor, enjoy the updated full bath, and get cozy with the working fireplace in the living room. First showings at the open house!

70 Wall Street, Middleboro

Listing courtesy of Listing Agent: Richard Baker Jr. from Listing Office: eXp Realty LLC - Corporate Office.

$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.

$4,500,000
73457553 MLS
Incredible Development Opportunity! Unlock the potential of 50+ acres of versatile land offering a rare combination of residential, commercial, and industrial possibilities. This expansive parcel is ideal for forward-thinking developers, investors, or builders looking to bring their vision to life in a rapidly growing area.With flexible zoning and enormous potential, this property can accommodate a wide range of projects. Preliminary concepts suggest room for 150+ residential units, commercial bays, a mixed-use plaza, or a strip mall—the choice is yours. Whether you’re planning a residential subdivision, commercial hub, industrial park, or a multi-use development, this site offers exceptional scalability and ROI potential.This is a rare opportunity to secure a large, versatile parcel with unlimited potential in a thriving corridor. Don’t miss your chance to shape the future of this area. Already Town permitted for 290+apartments!

162 East Grove Street, Middleboro

Listing courtesy of Listing Agent: Kade Phillips from Listing Office: RE/MAX Legacy.

$425,000
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.

$775,900
3 Beds 3 Baths 73421533 MLS
Welcome to this beautifully maintained 3-bedroom, 2.5-bath home in the highly sought-after Tanglewood neighborhood. Move-in ready and featuring a brand-new roof, this home offers comfort, functionality, and year-round comfort with central air conditioning. The spacious floor plan includes inviting living areas, a main-floor office or den, and a finished basement ideal for a recreation room, media room, gym, or additional living space. The primary suite features a remodeled en-suite bath and a custom walk-in closet. Two additional bedrooms and a full bath provide plenty of space, while a convenient half bath serves the main level. Enjoy your private backyard oasis with an in-ground swimming pool, perfect for relaxing or entertaining. The attached 2-car garage includes loft storage and an electric bike lift.

52 Saddleworth Way, Middleboro

Listing courtesy of Listing Agent: Kris Lippi from Listing Office: Get Listed Realty, LLC.

$445,000
73410396 MLS
PERC TEST COMPLETE! Exceptional opportunity to acquire 23.56± acres comprised of two parcels located at "0" Vernon Street in North Middleborough. Conveniently situated just minutes from I-495, Route 18, Route 44, and the MBTA Commuter Rail stations in both Middleborough and Bridgewater, offering excellent regional accessibility.This unique property presents a complex yet compelling opportunity for experienced builders, developers, investors, or buyers seeking a private estate or retreat setting. Potential development concepts may include a single homesite with substantial privacy, recreational uses, or other permitted uses, subject to all required approvals.Key development considerations include wetlands crossings, NHESP review, and permitting through the Town of Middleborough and Conservation Commission. Preliminary due diligence has already been initiated by the Seller, including wetlands flagging and delineation, as well as completed percolation testing.Buyer and Buyer's Agent are responsible for conducting their own independent due diligence regarding zoning, permitting, engineering, intended use, and development feasibility. Seller is a Licensed Massachusetts Real Estate Broker.

Off Vernon, Middleboro

Listing courtesy of Listing Agent: George Vasvatekis from Listing Office: Coldwell Banker Realty - Westwood.

$650,000
73371995 MLS
Frontage on a portion of Route 28 at off ramp and behind 437 Wareham Street. Four (4) parcel lot. The first parcel (Lot 5473 on Assessors Map 80) containing 10 acres is under General Use. The second two parcels are 25 acres (Lot 5559 on Assessors Map 80) and 11.9 acres (Lot 6373 on Assessors Map 80) are referred to as Residential Undevelopable. All parcels are to be sold together. Insufficient frontage can be corrected with additional purchase. Great for private farm with reservoirs once used for cranberries. Abutting Rocky Meadow Wildlife Preservation. Additional house and land is available with 15+ acres for subdivision and one acre additional use (call for details).

441 Wareham Street, Middleboro

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

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