Middleboro Homes with Wooded Lot Features

Welcome to Middleboro, Massachusetts – a charming town nestled in the heart of Plymouth County, where rich history meets the tranquility of nature. With its picturesque landscapes and vibrant community spirit, Middleboro is an ideal destination for families, retirees, and anyone seeking a serene lifestyle while remaining conveniently close to urban amenities.

Middleboro boasts a variety of homes that cater to diverse tastes and preferences, particularly those featuring wooded lot characteristics. Imagine waking up to the gentle rustle of leaves and the melodious chirping of birds, all from the comfort of your own home. These properties provide not only a peaceful retreat but also a unique opportunity to immerse yourself in nature. The wooded lots offer ample space for outdoor activities, gardening, or simply enjoying the beauty of the changing seasons.

With its rich historical roots, Middleboro is home to numerous parks and recreational areas, making it perfect for outdoor enthusiasts. You can explore the nearby Myles Standish State Forest, which spans over 12,000 acres of lush woodlands, or take a leisurely stroll along the picturesque shores of one of the many local lakes. The town's friendly atmosphere and community events foster a strong sense of belonging, where neighbors become friends and memories are made.

Whether you’re looking to settle down in a cozy cottage surrounded by towering trees or a modern home with a rustic touch, Middleboro’s wooded lot homes provide the perfect blend of comfort and natural beauty. Discover your dream home in this enchanting town today!

Newest Middleboro Homes with Wooded Lot Features

$499,995

3 Beds ⋅ 1 Baths ⋅ 73591876 MLS

This property could be your dream home! This charming 3-bedroom house, complete with a versatile bonus room, is brimming with character and possibilities. Step outside to discover a sprawling, fenced-in yard that backs up to tranquil woods—an idyllic setting for children to play and explore, all nestled on a quiet dead-end street. This home is particularly appealing for families searching for convenience, as one of the bedrooms is conveniently located on the first floor.You'll appreciate the recent upgrades, including a brand-new septic system and oil tank, ensuring peace of mind for years to come. Lush new shrubs have also been planted in the front yard, enhancing the home's curb appeal. Inside, the furnace is just 7 years old, while the stove and dishwasher were recently upgraded—only 2 and 1 year old, and the Hot Water heater is brand new! Respectively—adding to the home's overall efficiency and convenience. A bonus: Middleboro boasts its own electric company, which can significantly reduce your electricity bills. The location is unbeatable, providing easy access to top-rated schools, a variety of restaurants, shopping options, and the nearby train station, all set within a highly sought-after neighborhood.With so much potential at this price point, this home truly stands out. Don’t miss your chance to explore and envision your future here—come to the Open House and see for yourself the amazing possibilities that await!

15 Homestead Rd, Middleboro

Listing courtesy of Listing Agent: Brenda Smith from Listing Office: Lamacchia Realty, Inc..

$625,000

3 Beds ⋅ 3 Baths ⋅ 73591321 MLS

Located on a beautiful 2.34-acre lot in desirable Rock Village, this well-loved, one-owner home, offers a wonderful opportunity to make a home your own. With a versatile layout, generous living space, and an in-law apartment, this property has plenty of potential for a variety of living arrangements. The main floor features a kitchen with wood cabinetry, a built-in bench, breakfast bar, double-bowl stainless steel sink, dishwasher, electric stove, and refrigerator. The kitchen opens to the dining room and living room, creating a comfortable setting for everyday living and entertaining. Two bedrooms and a full bathroom complete the main living area. One bedroom offers sliding doors leading to a covered, screened-in porch, providing a pleasant spot to relax and enjoy the outdoors. A few steps down, the sunken family room offers additional living space, a brick hearth and chimney, and its own exterior entrance. A second bathroom and separate laundry room add convenience and functionality to this area. A newly carpeted staircase leads to the in-law apartment, which includes two bedrooms, a three-quarter bathroom, a living room, a dining area, and a functional kitchen equipped with a stove and refrigerator. This additional living space offers flexibility for extended family and/or multigenerational living.

161 Miller St, Middleboro

Listing courtesy of Listing Agent: Madelyn Maksy from Listing Office: Uptown REALTORS®, LLC.

$829,900

3 Beds ⋅ 3 Baths ⋅ 73590076 MLS

WELCOME TO 35 ROCKY MEADOW STREET! Built in 2021, this stunning Colonial offers the perfect combination of modern style, privacy, and exceptional outdoor living! Set on 1.84 beautifully landscaped acres, this picture-perfect home features the highly sought-after white exterior with contrasting black windows and over $100,000 invested in spectacular landscaping! Step inside to discover an inviting open floor plan, beautiful hardwood floors, a spacious living room with a fireplace, and a gorgeous kitchen featuring quartz countertops, a center island, stainless steel appliances, and a full-size walk-in pantry. Upstairs offers 3 generously sized bedrooms, including a beautiful primary suite with a private bath and 2 walk-in closets. The finished lower level provides additional living space, perfect for a family room, home gym, or office. But the real showstopper is outside! Enjoy your own private backyard retreat featuring a composite deck, stunning stone patio, professionally landscaped grounds, fenced yard, and a custom fire pit area with seating. Beyond the backyard, enjoy picturesque views of the surrounding cranberry bogs, creating a truly peaceful setting. Additional highlights include a Generac whole-house backup generator, an irrigation system, central air, a 2-car garage, and plenty of parking. All this in a quiet, private location, yet convenient to area amenities. A newer home with the outdoor setting you've been dreaming of, all for $829,900.

35 Rocky Meadow Street, Middleboro

Listing courtesy of Listing Agent: Deric Lipski from Listing Office: Keller Williams Realty.

$675,000

3 Beds ⋅ 3 Baths ⋅ 73589622 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.

$599,900

3 Beds ⋅ 2 Baths ⋅ 73587002 MLS

Welcome home to this quaint and cozy country farmhouse. Great old home with modern amenities. Wide-planked original wood floors were recently refinished with a high gloss finish to stand everyday use while bringing out its natural beauty and unique coloring. Open renovated country kitchen with custom-made granite counter-top. High ceilings and large windows make the entire living area open and bright. Recently renovated 1/2 bath in the kitchen area. The kitchen flows easily into the dining room and living room areas on the first floor. The large rooms, cast iron baseboards, and classic family-friendly floor plan leads to a wide curving staircase Upstairs boasts three generous bedrooms and a full bath. The 1.94 acre lot is partially cleared and sectioned off for children, animals,and gardening. The massive 28' x 48' barn is post and beam construction and has electric and a wood stove and is great extra space for those who need a large barn to work in or tinker with things. Updated electric and new siding and septic in 2013. New oil tank in 2019, mini-splits were added in 2025. Title V in hand. This home has great space for those that need extra land to have animals and/or a mini-farm. Close to 105/44/ and minites to the center of town.

87 River St, Middleboro

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

$574,900

3 Beds ⋅ 2 Baths ⋅ 73586971 MLS

Classic Cape charm with room to unwind and space to create awaits at 35 Beach Street. Set on approximately 1.85 acres, this three-bedroom home offers a welcoming blend of indoor comfort and outdoor possibilities. A vaulted, beamed ceiling and hardwood floors bring warmth and character to the living room, while the eat-in kitchen features granite counters and a breakfast bar for casual meals and conversation. A first-floor bedroom adds flexibility, with two additional bedrooms upstairs. Start your morning on the rear deck overlooking the spacious backyard. Room for gardening, outdoor gatherings, and everyday recreation, the property invites you to make the most of its generous setting. An oversized, detached two-car garage with heat and loft storage provides valuable space for vehicles, equipment, and hobbies. Along with an additional storage shed, further expands the property’s versatility. Convenient highway access rounds out this distinctive offering, a home with character, useful outbuildings, and space to enjoy life inside and out.

35 Beach St, Middleboro

Listing courtesy of Listing Agent: Roula Gallis Bakis from Listing Office: Artemis Realty.

$509,800

3 Beds ⋅ 1 Baths ⋅ 73586830 MLS

NEW TO MARKET! Welcome to this charming 3-bedroom, 1-bath ranch in Middleboro, offering comfortable one-level living and a wonderful combination of updates and amenities. The home features an updated kitchen and bathroom, along with a bright and inviting sunroom that provides additional space to relax and enjoy the seasons. Step outside to a nice patio, perfect for outdoor entertaining or enjoying your morning coffee. A convenient 2-car garage adds valuable parking and storage. With its comfortable layout, thoughtful updates, and desirable features, this home is ready for its next chapter. Don't miss the opportunity to make this Middleboro ranch your own!

8 Bloomfield Ave, Middleboro

Listing courtesy of Listing Agent: Courtnee Lemieux from Listing Office: LPT Realty - Home & Key Group.

$619,900

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.

$679,000

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.

$810,000

3 Beds ⋅ 3 Baths ⋅ 73582833 MLS

READY TO VIEW!! NEW PHOTOS ADDED! Do not miss out on this BEAUTIFULLY MAINTAINED home set on a private wooded lot with 3.54 acres. Picture yourself in the recently renovated kitchen showcasing the granite island, custom woodwork, coffee bar, stainless-steel appliances, double oven and oversized refrigerator/freezer. The sliders leading to the deck are only steps away making it perfect for entertaining outdoors or inside, the floor plan has a front to back fireplaced living room open to the kitchen, so you don't miss a beat. The 1st floor laundry and entry mud rooms are bonuses. The bedrooms have been newly carpeted, and the bathrooms have been updated with new flooring and double vanities. The Master bedroom has his and hers closets along with a large walk-in. There is also an unfinished room just off of the Master ready for you to make it your craft room, home office, gym or sitting room, the possibilities are endless. The SHOWSTOPPER is the brand new 30 x 60 HEATED DETACHED GARAGE with impressive 14' ceilings. This building offers plenty of space for vehicles, workshop, construction equipment, hobbies or storage. It is plumbed/ready for a future bathroom adding even more potential. The property has a beautiful stone wall and is set back from the road with plenty of privacy. The unfinished walk out basement has French doors leading to the private back yard allowing the possibility of added living area. This is a MUST SEE!!!! First Showing at OPEN HOUSE Oct 25th from 11:30 to 1:30 pm

108 Spruce St, Middleboro

Listing courtesy of Listing Agent: Julie Lariviere from Listing Office: Bold Real Estate Inc..

$1,199,900

4 Beds ⋅ 4 Baths ⋅ 73574032 MLS

Custom Colonial on 12 Private Acres – ADU/In-Law Potential. This 13-room custom Colonial offers over 4650 sq ft of living space on a private 12-acre lot. The first floor features a Thomasville kitchen with double wall oven and walk-in pantry, media room with surround sound, formal dining room, living room, sitting room, office, mudroom, and half bath. Upstairs offers 4 bedrooms, including a primary suite with two walk-in closets (bath to be finished) and a second en-suite bedroom, plus two additional bedrooms and a main bath with garden tub. Laundry room completes the second floor. Oversized 3-car garage with industrial-sized doors offers potential for a 35x36+ ADU/in-law suite above. Additional features include Hardie board siding, underground electric, whole-house water filtration, and 400-amps, Weil-McLain system. Flexible living at every turn — a must-see! Convenient location off Rt 44. Some pictures are virtually staged.

60 Precinct, Middleboro

Listing courtesy of Listing Agent: Kelly Crowley from Listing Office: Keller Williams Elite.

$575,000

3 Beds ⋅ 1 Baths ⋅ 73573809 MLS

OPEN HOUSES CANCELLED - Offer has been accepted. Privacy, space, and a backyard built for summer. Set back off Old Center St on 2.72 wooded acres, this 2002 raised ranch has it all. Host on the deck and patio, then cool off in the in-ground pool. Every summer feels like a staycation. Inside, hardwood floors run the entire first floor. The living room’s vaulted ceiling feels open and airy, and the kitchen features granite counters and stainless appliances. Just off the kitchen, a flexible bonus room with a pellet stove works as a formal dining room or a cozy sitting room. Three bedrooms on the main level include a primary with its own vaulted ceiling. Downstairs, a finished family room adds space for movie nights, a playroom, or a home gym. The paved driveway fits 8+ cars, so hosting is easy. Come see it for yourself!

15 Old Center St, Middleboro

Listing courtesy of Listing Agent: Cassandra Wadden from Listing Office: Keller Williams Realty Colonial Partners.

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Middleboro Homes with Wooded Lot Features

Newest Middleboro Homes with Wooded Lot Features

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