Middleboro Homes under $750,000

Welcome to Middleboro, Massachusetts, a charming town nestled in the heart of Plymouth County. Rich in history and community spirit, Middleboro offers a unique blend of small-town charm and modern convenience. With its picturesque landscapes and friendly neighborhoods, it’s no wonder that families and individuals alike are drawn to this delightful area.

Middleboro boasts a variety of recreational opportunities, including beautiful parks, scenic walking trails, and access to the serene waters of the Taunton River. The town's vibrant downtown area is filled with quaint shops, local eateries, and cultural landmarks, making it a perfect spot for leisurely outings. With a population that values community and connection, residents often come together for seasonal festivals and events that celebrate the town's heritage.

For those looking to settle in this lovely town, Middleboro offers a wide range of homes under $750,000. Whether you’re searching for a cozy single-family residence, a charming colonial, or a modern townhouse, you’ll find a diverse selection to suit your lifestyle and budget. The real estate market here is thriving, providing great options for first-time buyers, families, and retirees alike.

With excellent schools and easy access to major highways, commuting to nearby cities like Boston and Providence is a breeze. Middleboro is not just a place to live; it’s a community where you can build lasting memories. Come explore the inviting atmosphere and discover why so many choose to call Middleboro home!

Newest Middleboro Homes under $750,000

$629,999

4 Beds ⋅ 2 Baths ⋅ 73586014 MLS

Welcome Home to this wonderfully maintained multi level style Raised Ranch on a picturesque retreat lot set on over 4 acres! With NEW vinyl siding, flooring, paint throughout, windows, front steps, central AC, Fenced Yard (all less than 6 years old), metal roof, and heating system (less than 10 years old) this home is a MUST SEE! Whether you are looking for a growing family, a possible ADU, or a home for your horses, gardens, and other farm animals you will be sure to enjoy the space and privacy this home has to offer. Open Concept eat-in kitchen & living room with a cathedral ceiling,steps directly out to your 3 season sun room where you will undoubtably spend countless hours relaxing and enjoying all the changes of the seasons. Direct access onto your deck makes the convenience of backyard grilling at your fingertips. All of this plus 3 bedrooms and a full bath can be found on the main level. Walk out lower level lies host to a potential master suite/teen suite or private guest quarters. Laundry walk in closet and plenty of storage space completes the lower level! BOOK YOUR PRIVATE SHOWING TODAY!

49 Benson St, Middleboro

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

$399,900

3 Beds ⋅ 2 Baths ⋅ 73584922 MLS

**COMING SOON** Newly updated 3BR/2BA Princeton-style home in the desirable Oak Point Community. If you are looking for a move-in ready "pottery barn styled" unit in close proximity to the club house, you won't want to miss this one! The many updates include; all new flooring, new plumbing with walk-in shower, new stainless steel appliances with gas stove for cooking, updated plumbing and vanity in master bathroom, new hot water heater (2023), new heat pump/central air system (2023), and new roof (2024). Along with a 3 season porch and a one car attached garage, you could be in for the Holidays. All appliances included. Please note: Oak Point is a 55+ Community with many amenities including heated indoor and outdoor pools, tennis courts, bocce courts, shuffleboard, billiard room, gym and library. The Oak Point 55+ park fee includes land lease, taxes, sewer, snow removal, trash removal, lawn care and shrub trimming. Professional photography to be added to listing in the coming days. Open House weekend, Oct. 10th & 11th.

701 Oak Point Drive, Middleboro

Listing courtesy of Listing Agent: Diana Saunders Martin from Listing Office: Martin Real Estate.

$725,000

4 Beds ⋅ 3 Baths ⋅ 73583599 MLS

OPEN HOUSE CANCELED!! Welcome Home To 4 Look Out Circle! Set at the end of a peaceful cul-de-sac in a sought-after neighborhood, this exceptional 4-bedroom, 3-full-bath Colonial offers refined living on 2.14 beautifully maintained acres. A stunning professionally landscaped yard creates an inviting backdrop, while the spacious Trex deck provides the perfect setting for outdoor entertaining and enjoying the private backyard.Inside, timeless elegance meets thoughtful updates throughout. The updated kitchen showcases an expanded island, quartz countertops, stainless steel appliances, gas cooking with hood vent, stylish backsplash, crown molding, and a pantry with custom shelving, seamlessly flowing through to the formal dining room and living room, currently being used as an office. Hardwood flooring throughout adds warmth and sophistication, while the family room impresses with cathedral ceilings and a gas fireplace.The gracious primary suite features soaring cathedral ceilings, a spacious walk-in closet with custom shelving, and a private full bath with double vanity. A Pella slider off the kitchen opens directly to the expansive deck, bringing indoor and outdoor living together beautifully.Additional highlights include a first-floor laundry with custom cabinetry and counters, natural gas heating and cooking, an attached two-car garage, and a walk-out basement offering exciting potential for future expansion. Thoughtfully designed, beautifully appointed, and ideally positioned, this exceptional property offers the space, privacy, and elevated lifestyle your family has been waiting for!

4 Look Out Circle, Middleboro

Listing courtesy of Listing Agent: Dan Gouveia Team from Listing Office: Keller Williams Realty.

$689,000

3 Beds ⋅ 2 Baths ⋅ 73583264 MLS

Welcome to this spacious Middleboro property set on 2.74 acres, offering plenty of privacy, parking, and room to enjoy the outdoors. The main level features 3 bedrooms, 2 full bathrooms, a bright living room with vaulted ceiling, and a kitchen with stainless steel appliances and beautiful hardwood floors throughout the main living area. The finished lower level provides two spacious rooms, a full bathroom, and a utility/laundry room, offering flexible space for a family room, home office, guests, or recreation. Central A/C adds year-round comfort. Outside, enjoy a huge yard with a fenced-in area directly off the house, perfect for pets or outdoor entertaining, along with a large storage shed and an oversized 2-car garage. With abundant parking and plenty of open space for gardening, gatherings, or simply enjoying the privacy of the property, this home offers versatility both inside and out. Conveniently located near highway access, making it an ideal location for commuters.

120 Purchase St, Middleboro

Listing courtesy of Listing Agent: Erin Bishop from Listing Office: Anchor Realty.

$600,000

3 Beds ⋅ 1 Baths ⋅ 73581245 MLS

LOOK NO FURTHER! Nicely maintained and updated, this oversized expanded ranch offers lovely curb appeal, lots of space & great location towards the end of the dead-end street. Sunny living room addition includes a vaulted ceiling with skylights, exposed beams, hardwoods and a newer mini-split. Its focus is a fabulous feature: the floor to ceiling brick fireplace. Imagine your family gatherings here?! Spacious new Kitchen with recessed lighting, large island, tile backsplash, butcher block counters, newer stainless appliances and open archway to the living room for open floor plan and easy entertaining. New seamless luxury vinyl plank flooring is virtually indestructible. The formal Dining Room hosts a brick fireplace with custom mantle, wood flooring and bow window. Three good-sized bedrooms down the hallway have privacy since they are hidden away from the other rooms where you'll be entertaining guests. Each bedroom has good sunlight, ceiling fans, laminate floors and nice closets. The newer tiled full bathroom has been remodeled with new fixtures, fresh paint, plank tile flooring, stone countertop and the convenience of the washer and dryer brought up onto the main level. As if the easy-going one-level living wasn't enough, you also have a beautiful new lower-level 24X24 family room with the underground for a full bath already plumbed-in right next to it. Office nook, storage, utility room and workshop round out the basement rooms. Not to be overlooked is outdoor living space you will appreciate! The cleared level backyard is ideal for entertaining, with the kitchen's sliding glass doors looking out into the lush green lawn and partially-fenced yard with a BBQ deck, pea stone patio, large shed, fire pit and chicken coop included. Or go through the kitchen's side door to the front farmer's porch where it's the perfect serene place to sit in a rocking chair and relax. Middleboro is a welcoming community with great schools, a Right-to-Farm legacy and walk-able village center. This location is tucked-away, yet best for commuting with highway access to RTE 495, and within minutes to new Middleboro commuter rail station. Walk to Never Touch pond, all Uptown events, coffee shop, ice cream shop, Italian bakery, downtown businesses, library, museum, brewery, pizza places, restaurants, schools, playgrounds & parks. Visit before it’s gone! O.H. SUN OCT 4TH from 1-3PM

40 Lane St, Middleboro

Listing courtesy of Listing Agent: Tracy Shand from Listing Office: Conway - Lakeville.

$725,000

3 Beds ⋅ 2 Baths ⋅ 73580566 MLS

Welcome to your private country retreat in Middleboro. Set on 1.84 acres overlooking the picturesque hay fields of Black Brook Ranch, this lovingly maintained 2016 Colonial offers peaceful surroundings, privacy and everyday convenience. The updated eat-in kitchen features a custom dining bench, center island, newer appliances, countertops, backsplash and walk-in pantry. The main level also offers a living room, full bath and office/den. Upstairs are 3 bedrooms, including a spacious primary with 2 walk-in closets, plus a full bath. The finished lower level adds a media/playroom and home gym. Outside, enjoy the multi-level deck, hot tub and natural fire pit. The fully fenced backyard features mature plantings, a grape arbor, irrigation and custom shed. Just minutes to ponds, fishing, sunsets, Betty’s Neck walking trails and wildlife, with convenient access to the MBTA Commuter Rail and Boston.

283 Miller St, Middleboro

Listing courtesy of Listing Agent: Pamela A. Mullin from Listing Office: Sotheby's International Realty.

$499,000

3 Beds ⋅ 2 Baths ⋅ 73580094 MLS

Welcome to this charming home that blends character with everyday convenience. Offering 3 bedrooms and 1.5 baths, this inviting property features high ceilings, large windows, crown molding, and a kitchen bay window that fills the space with natural light. Major updates include a new boiler in 2025, new roof in 2026 and exterior painting. The fully fenced backyard is a standout feature, offering a private outdoor retreat with an expansive paver patio and plenty of room to relax or entertain. Enjoy outdoor dining, gardening, or a secure space for pets to play. Conveniently located near the center of town, you’ll be close to Middleboro’s restaurants, shopping, and everyday amenities, with access to major routes and commuter rail options. Enjoy historic charm, exceptional outdoor living space, and a location that makes daily life easy. A lovely place to live.

174 Center Avenue, Middleboro

Listing courtesy of Listing Agent: Tara Lynn Bazarewsky from Listing Office: Conway - Wareham.

$599,000

3 Beds ⋅ 1 Baths ⋅ 73578753 MLS

Nestled into a lush natural setting just minutes from the commuter rail and schools you will find this 3-bedroom 1 bath ranch style home. Thoughtfully updated throughout allowing its new owner peace of mind for years to come. Recent enhancements include but are not limited to an Updated Electrical/New Furnace/Hot water Heater/New Heat Pump A/C/ Water Treatment System/New Roof & Gutters/Vinyl Cedar Impression Shingles & Trim and an oversized custom built shed to fit all of your storage needs. Upon entering you find yourself enveloped by the warm and inviting fireplaced living room which flows effortlessly into the kitchen complete with an abundance of cabinetry and granite countertops. The eye-catching dining area with its cathedral ceiling, encased in windows allowing the natural beauty of the landscaped yard to be enjoyed in this extraordinary setting, perfect for entertaining, relaxing and enjoying every New England season. The walk out lower level of the home invites great potential for future expansion and living space. This move in ready home awaits its new owners for years of enjoyment with all of the heavy lifting done in surroundings that feel comfortably tucked away from it all.

47 Vaughan St, Middleboro

Listing courtesy of Listing Agent: Lynn LiDonni from Listing Office: .

$399,000

2 Beds ⋅ 2 Baths ⋅ 73580204 MLS

Welcome to Ashley Place! This is a move in ready townhouse style unit waiting for you to enjoy the Fall and upcoming holidays. Enter from the farmer's porch to the bright entry way with cathedral ceiling and skylight and a half bath. Step into the sunken living room with a beautiful fireplace with arched windows on either side, overlooking a tree lined outside areas. With the open floor plan you have a dining room with a view of the back deck from the slider. The kitchen was remodeled with beautiful cabinetry and tile backsplash and stone countertops and a space for a table. Upstairs you have a spacious main bedroom with a remodeled bathroom with a double sink and marble counter top. You have two large closets to finish the space. There is a second bedroom on the second floor as well. Walk downstairs to the partially finished basement perfect for parties, playroom, gym, office, etc. There is lots of storage and the washer and dryer have their own space. Water heater was replaced in December 2025. Convenient & Close to Highways(28, 105, 495 & 24), Schools, Close to the New Middleboro Commuter Rail! Middleboro has their own gas and electric municipalities for your convenience.

33 Ashley Ln Unit 33, Middleboro

Listing courtesy of Listing Agent: Cindi Ford from Listing Office: RE/MAX Platinum.

$724,900

3 Beds ⋅ 3 Baths ⋅ 73580009 MLS

Attention Car enthusiasts, tradespersons and hobbyists. This ONE OF A KIND UNIQUE property consists of multiple buildings situated on a large approximately 1/2 acre lot conveniently located in downtown Middleboro close to 495 and 44. The primary building is a 3br single family home featuring a nicely updated kitchen with custom cabinetry, large center island with gas range equipped with Viking downdraft vent system and topped off with stunning quartz countertops, a generous sized 23' living rm with pellet stove, an updated bathroom, enclosed porch and 3 spacious bedrooms. The next building is truly the star of the show, an enormous 52X34 workshop with separately metered 200amp electrical service. This building features 2 overhead doors, half bath and additional office room. Above the workshop though a separate entrance is additional finished area containing fully applianced kitchen, full bath and 2 additional rooms with hardwood floors throughout and two skylights. This area is heated and cooled by two newer mini splits. Next to the workshop building is yet another 20X18 outbuilding that overlooks ample yard space of green plush grass. A large driveway with ample parking.. Whether you are an owner occupant with a desire for extended living space, or a tradesperson looking for ample room for your business or if you are an investor looking for cashflow, this property may be exactly what you have been looking for.

19 Montello, Middleboro

Listing courtesy of Listing Agent: Rick Annese from Listing Office: Yellow Brick Realty Inc..

$359,000

3 Beds ⋅ 2 Baths ⋅ 73579900 MLS

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.

$715,000

3 Beds ⋅ 3 Baths ⋅ 73579349 MLS

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

Peirce St, Middleboro

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

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