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$750,000
3 Beds ⋅ 3 Baths ⋅ 73556157 MLS
Welcome home to the sought-after Whispering Pines community! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect combination of comfort, privacy, and functionality. Relax on the charming farmer's porch and enjoy the peaceful wooded setting that provides exceptional privacy in both the front and back of the property. Inside, the sun-filled first floor is filled with natural light and features a spacious, open flow between the living room, kitchen, and dining area, making it ideal for everyday living and entertaining. A convenient first-floor laundry room and half bath add to the home's thoughtful layout. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite, along with two full bathrooms. Step outside to a fully fenced backyard complete with an above-ground pool, perfect for summer gatherings or quiet evenings at home. Additional highlights include a new boiler and hot water heater (both approximately one year old), attic storage above the attached garage, and a private well and water conditioning system. Conveniently located near local amenities while offering the tranquility of a desirable neighborhood, this home is ready for its next owners!

31 Pine Street, Middleboro

Listing courtesy of Listing Agent: Beatrice Murphy from Listing Office: Lamacchia Realty, Inc..
$440,000
2 Beds ⋅ 2 Baths ⋅ 73556144 MLS ⋅ ['Ashley Place'] BLDG.
Welcome home to one-level living! This rare 2 bedroom ranch style condo offers a truly elevated living experience with absolutely no expense spared. The main level displays hardwood floors, an elegant Italian tile foyer, Hunter Douglas window treatments & designer light fixtures. The kitchen is smartly designed with custom cabinetry, granite countertops and updated appliances. The light-filled dining area flows into a spacious living room with sky lights, a fireplace and a new Anderson slider. Step out onto your private deck outfitted with custom blinds for ultimate privacy overlooking a beautifully landscaped stone patio oasis and rock garden. Two generous bedrooms reside on the main floor with a full size en-suite bathroom. There is also a 1/2 bathroom on the main level. Downstairs, the finished basement expands your living space with 2 large, versatile rooms perfect for a home office, media room or guest quarters. This turn-key showplace won't last-schedule your showing today!

151 Ashley Lane Unit 151, Middleboro

Listing courtesy of Listing Agent: Donna Crandall from Listing Office: Busch Realty Group, LLC.
$485,000
2 Beds ⋅ 1 Baths ⋅ 73555583 MLS
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.
$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.
$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.
$429,000
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. First showings begin July 19th from 11 AM–1 PM.

21 Sycamore Dr Unit 21, Middleboro

Listing courtesy of Listing Agent: Miguel Camara from Listing Office: RE/MAX Real Estate Center.
$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.
$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.
$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.
$724,900
5 Beds ⋅ 3 Baths ⋅ 73546028 MLS
Beautifully remodeled home retains its old charm with modern updates. this 2 level main residence with an attached 2 bedroom ADU is perfect for an in law set up or to bring in extra rental income. Both units showcase newly remodeled kitchens with all new stainless steel appliances, new and/or refinished hardwood floors and completely renovated bathrooms with new tile floors. Large barn on property can be used as storage or 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 St, Middleboro

Listing courtesy of Listing Agent: Tracy Rappa from Listing Office: KAM 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.
$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..
$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.
$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..
$639,900
7 Beds ⋅ 2 Baths ⋅ 73514466 MLS
Well-maintained two-family in the heart of Middleboro offering strong rental income and major updates throughout. Second floor will be delivered vacant, 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.
$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.
$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.
$749,900
73345699 MLS
Endless possibilities. 12 Acre parcel located right of Rt 18 in Middleboro. Tons of opportunities in the zoning, or just put one home on a massive estate. Inquire today for a site walk.

194 Bedford St, Middleboro

Listing courtesy of Listing Agent: Matthew Andrade from Listing Office: Equity Management Realty, LLC.
$1,650,000
73318684 MLS
"Prime Commercial Development Opportunity! Located at 480 Wareham St., This 10+ acre parcel offers many possibilities for your business needs. The conceptual plan showcases potential for two 7400SF office buildings plus a 28,000 sq. ft. warehouse in the rear, but the options don’t stop there—explore other commercial uses to suit your vision. This property is zoned for commercial use (no residential) and provides a rare chance to secure a versatile site in a desirable location just a minute (1/2mile) from RT 495. Town water at street.

480 Wareham St., Middleboro

Listing courtesy of Listing Agent: from Listing Office: Century 21 Tassinari Gold.
$1,650,000
73318393 MLS
"Prime Commercial Development Opportunity! Located at 480 Wareham St., This 10+ acre parcel offers many possibilities for your business needs. The conceptual plan showcases potential for two 7400SF office buildings plus a 28,000 sq. ft. warehouse in the rear, but the options don’t stop there—explore other commercial uses to suit your vision. This property is zoned for commercial use (no residential) and provides a rare chance to secure a versatile site in a desirable location just a minute (1/2mile) from RT 495. Town water at street.

480 Wareham St - Rte 28, Middleboro

Listing courtesy of Listing Agent: from Listing Office: Century 21 Tassinari Gold.

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