Middleboro Homes with Conservation Area Community Features

Welcome to Middleborough, Massachusetts – a hidden gem nestled in the heart of Plymouth County. This charming town is rich in history and natural beauty, offering a perfect blend of small-town charm and modern conveniences. With its picturesque landscapes, vibrant community, and an array of recreational activities, Middleborough is an ideal place to call home.

One of the standout features of Middleborough is its commitment to preserving the natural environment. The homes in this area often boast access to beautiful conservation areas, allowing residents to immerse themselves in the great outdoors. Picture yourself enjoying serene walks along scenic trails, birdwatching in lush wetlands, or simply unwinding in the tranquility of nature. These conservation areas not only enhance the aesthetic appeal of the community but also promote a healthy, active lifestyle for families and individuals alike.

Middleborough is known for its friendly atmosphere and strong sense of community. The town hosts various events throughout the year, from farmers' markets to seasonal festivals, providing ample opportunities to connect with neighbors and create lasting memories. With top-rated schools, convenient shopping, and easy access to major highways, residents enjoy both the peace of suburban living and the conveniences of urban life.

If you’re looking for a home that combines the beauty of nature with the warmth of a close-knit community, Middleborough is the perfect destination. Discover the charm of this town and explore the homes available in conservation area communities – where nature and community come together in perfect harmony.

Newest Middleboro Homes with Conservation Area Community Features

$550,000

3 Beds ⋅ 2 Baths ⋅ 73575720 MLS

Charming 1847 Farmhouse with Character, Privacy & Modern Comfort. Step into a piece of history with this renovated home with the craftsmanship of its era. Set on an expansive lot that comes to a point between Plymouth Street and Everett Street, the property offers a rare combination of privacy and natural beauty. The original architectural details complement the home's modern conveniences, including wide pine floors, high ceilings, exposed wood beams, (original to the house), decorative moldings, and built-in cabinetry. A double-sided fireplace between the living and dining room creates a warm and inviting atmosphere perfect for relaxing or entertaining. Just beyond, the large kitchen serves as the heart of the home. Exposed original beams, a generous center island, and a comfortable eat-in area blend old-world farmhouse charm with modern functionality. The adjacent laundry room adds convenience and practicality. A thoughtfully designed family room addition expands the home's living space and is filled with natural light, providing the perfect setting for everyday living, gatherings, or quiet relaxation. The main level offers two bedrooms and a bathroom, while the second-floor bedroom suite includes a private bath and kitchenette, creating a wonderful opportunity for guests or those seeking additional privacy and independence. Tall ceilings and skylights bring an abundance of natural light to the upper level. Additional highlights include a newer roof, newer furnace and water heater. This home has been lovingly cared for by the current owners for nearly 20 years; this special property is ready to begin its next chapter. Middleboro is an agricultural town surrounded by horse farms, and plenty of peace and tranquility!

294 Plymouth St, Middleboro

Listing courtesy of Listing Agent: Landry & Co. Realty Group from Listing Office: REMAX Executive Realty.

$599,900

3 Beds ⋅ 1 Baths ⋅ 73573809 MLS

Set back off Old Center St on 2.72 wooded acres, this raised ranch offers exceptional outdoor living. A deck and patio combination is ideal for hosting, and the in-ground pool makes every summer feel like a staycation. Inside, hardwood floors run through the entire first floor. The living room features a vaulted ceiling that adds an open, airy feel, The kitchen offers granite counters with stainless appliances. A standout feature is the bonus room just off the kitchen, a flexible space perfect as a formal dining room or sitting room, complete with a pellet stove for added warmth and charm. Three bedrooms complete the main floor, including a primary room with its own vaulted ceiling. Downstairs, a fully finished family room provides additional living space for any lifestyle. The paved driveway accommodates 8+ vehicles Built in 2002, the major systems still have plenty of life remaining. Schedule a showing and experience everything this home has to offer!

15 Old Center St, Middleboro

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

$399,900

2 Beds ⋅ 2 Baths ⋅ 73573193 MLS ⋅ ['ashley Place'] BLDG.

Newly Offered/Showings Begin @ Saturday Open House 11-12:30pm/SOUGHT After "Ashley Place" Condominium/Stylish "Barrington" Townhouse Style w/Superb Architectural Features(Cathedral Ceiling, Moldings, Skylight, Sunken Livingroom)Situated on a Beautiful 35 Acre "Park Like" Setting/Front-Covered Farmer's Porch/Gleaming WOOD Flooring Thru Out(Downstairs(Livingroom & Dining Room)& Upstairs(Stairs, Hall & Bedroom(s)/Tiled Foyer(Skylight, Plant Shelf, 16'2" CATHEDRAL Ceiling)/BRIGHT & OPEN Floor Plan w/SUNKEN Living Room(Wood Burning Fireplace)& Dining Area Leading to 14'x12' Deck That Overlooks PRIVATE Wooded Area/Kitchen(Eat-In)w/Tiled Flooring/SPACIOUS Master w/Closeted Dressing Area/FULL Basement w/Finished Room-Separate Laundry Room/Town Water, GAS(Gas Heat) & Municipal Electric(Middleborough Gas & Electric)/CENTRAL AIR/Superb Commuting Location-Convenient & Close to Highways(28, 105, 495 & 24), Schools, Downtown Amenities(Post, Library, Cafe)& Under 4 Miles to the New Middleborough Commuter Rail!

163 Ashley Lane Unit 163, Middleboro

Listing courtesy of Listing Agent: Kyle Belken from Listing Office: Realty One Group, LLC.

$569,900

3 Beds ⋅ 1 Baths ⋅ 73572436 MLS

Step into something truly special at Woods Pond...a charming A-frame retreat with storybook character, chalet-inspired details and a rare waterfront setting. Even the name on the front of the home has a story: “Asnemscussett,” the historic Native American name for Woods Pond, believed to reference the brook flowing over small stones. Surrounded by mature trees on a double lot, this distinctive year-round home offers water views from all three levels and direct access to the lake, with 125 feet of waterfront. The main level welcomes you with open-concept living, dining & kitchen area, featuring gas cooking and a floor-to-ceiling fieldstone wood-burning fireplace that anchors the space. A first-floor bedroom adds flexibility for guests or one-level living. Upstairs, two additional rooms each enjoy their own private balcony, creating peaceful spots to take in the wooded surroundings & water views. The finished lower level adds even more living space with a comfortable family room featuring custom built-in cabinetry & a cozy wood stove. A spacious laundry & storage area provides excellent functionality, while walk-out access leads to a stone patio overlooking the water. From there, outdoor stairs lead down to the lake, making it easy to launch a kayak or canoe to enjoy life on the water. A large shed & carport provide valuable storage, while the convenient location offers easy access to major highways and the commuter rail. Whether you're looking for a year-round home, weekend escape or possible rental income, this one-of-a-kind Woods Pond property invites you to slow down, settle in & enjoy the view. (photos with furniture are virtually staged to provide inspiration)

9 Lakeview Ter., Middleboro

Listing courtesy of Listing Agent: David Michael from Listing Office: Conway - Lakeville.

$425,900

2 Beds ⋅ 2 Baths ⋅ 73571507 MLS

Welcome to Oak Point and this beautifully renovated home! Ideally situated with a peaceful, tree-lined yard, this residence was completely updated from top to bottom in 2019. Features include an updated roof, furnace, central A/C, water heater, solid hardwood flooring throughout, and a stunning kitchen with stainless steel appliances. The spacious primary suite offers a beautifully appointed full bath with twin vanities, marble countertops, walk-in shower, and two walk-in closets. Brushed nickel hardware and lighting add a fresh, modern touch throughout. A large deck provides the perfect spot for relaxing or entertaining, while the generous laundry/mudroom connects directly to the two-car garage for added convenience. Enjoy all that Oak Point has to offer, including three heated pools—one indoor and two outdoor—two spas, fitness center, billiards room, library, craft room, and a ballroom seating up to 500. Stay active with tennis, bocce, pickleball, and more, while an activities director coordinates approximately 75 activities each month. The park fee includes the lease, lawn maintenance, snow removal, and sewer. Best of all, there are no property taxes! This exceptional, move-in-ready home offers the lifestyle, amenities, and peace of mind you've been waiting for!

7012 Oak Point Dr., Middleboro

Listing courtesy of Listing Agent: Alysandra Nemeth from Listing Office: Redfin Corp..

$299,999

73570329 MLS

Build Your Dream Home in Great Cedar Village – Lot 8 Caleb Drive, Middleboro Lot Size: 1.84 Acres (80,150 sq. ft.) with 291 ft. of street frontage. Build your custom estate on this expansive 1.84-acre lot in Middleboro’s secluded subdivision, Great Cedar Village. Tucked away on a paved, privately maintained cul-de-sac, this level, cleared, and rough-graded parcel offers privacy with zero HOA fees. General contracting services are available to help you seamlessly design and build your custom home from start to finish. Development Ready: Underground electric available at the street. Designed for private on-site well and septic. Complete builder's package available, including subdivision approval, septic design, soil survey, and aerial photos. Location & Amenities: Enjoy a quiet neighborhood setting close to local stables, conservation areas, and public schools. Ideal for commuters with quick access to major highways and the local T-Station for transit to Boston or Cape Cod. Text Mike directly for the fastest response regarding building options, contracting services, site plans, or to schedule a walk of the property.

Lot 8 Caleb Drive, Middleboro

Listing courtesy of Listing Agent: Michael Redlon from Listing Office: Redlon Realty LLC.

$995,000

5 Beds ⋅ 5 Baths ⋅ 73568734 MLS

Own a rare piece of local 19th Century history with this iconic historical home custom built for P.T. Barnum entertainer, General Tom Thumb. Sitting in front of 114 acres of conservation land, with its distinctive Mansard roof, this nearly 4761 square foot Victorian is full of architectural character throughout, where 10 foot ceilings, exquisite original plasterwork, oversized hardwood doors, ornate hand turned railings and balusters, built ins, crown moldings, ceiling medallions and custom wall alcoves showcase craftsmanship rarely found today. A striking main staircase anchors the home, while a separate original servant staircase connects its four finished levels and offers a fascinating glimpse into the home's history. Thoughtfully updated over the years, the home blends historic character with modern comfort. The renovated chef's kitchen features custom cabinetry, high end appliances including a Viking gas stove and oven, and dramatic brick archways opening to the family room. A working dumbwaiter connects to the dining room and butler's pantry, while the original lower height stove is another unique reminder of the home's past. With 5 bedrooms, 4.5 bedrooms including a spacious primary suite, multiple gathering spaces, gas heating and central air, this property is as functional as it is nostalgic. Outside, the nearly 1.5 acre property was designed for entertaining. The fenced grounds feature an oversized in-ground pool, expansive patio, and a pool house with kitchenette and bath offering exciting potential for future ADU use, subject to buyer due diligence and required approvals. A separate cabana with built-in grill and Italian brick oven creates another destination for outdoor gatherings, while an awesome garden shed adds charm and useful storage. A heated and insulated three car garage provides abundant parking and storage. Rich in history, architectural detail and scale, the Tom Thumb House offers the rare opportunity to own a home with a story unlike any other, while still enjoying the space, amenities and comfort today's lifestyle demands.

351 Plymouth Street, Middleboro

Listing courtesy of Listing Agent: Ashley Trapp from Listing Office: The Simply Sold Realty Co..

$499,900

3 Beds ⋅ 1 Baths ⋅ 73568219 MLS

Welcome to the West Side. Adorable ranch on a quiet side street close to town, major highways and the MBTA Station. Nice ranch as a starter home or a home to downsize into boasts an eat-in kitchen, fireplaced living room, 3 bedrooms, a bath and a bonus room off the back of the kitchen. Hardwood under the carpeted living room. Roof is 2 years young and furnace and A/C was replaced in 2013. Maintenance free vinyl siding and town utilities. Come see this wonderful home and all it has to offer. No swhowings until OH 8/29 11-1 pm.

1 Vincent St, Middleboro

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

$649,900

4 Beds ⋅ 2 Baths ⋅ 73565598 MLS

CANCEL OPEN HOUSE......OFFER ACCEPTED..... A true Farmhouse Cape w/ all the Charm, Comfort & Style to the MAX....WARM & COZY Throughout this 8 room, 4 bedroom, 2 full bath home. Designer kitchen w/ Energy Efficient stainless steel appliances, Quartz counter tops, Shaker style cabinets. Updated or new MARVIN INTEGRITY Windows, 1st fl. heated with Natural Gas w/Electric Hot water. 2nd fl. heated by Electric (supplier Middleboro Gas & Electric ) Renovated hardwood fls, Luxury vinyl and all new wall to wall carpet 2nd floor. Bonus a well tucked away Pvt. Home Office designed for work & privacy. In the rear is a 1 car under, full basement with insulation & studding ready for your own expansion ideas (walkout) HIGHLIGHT 3 Season Porch ( 14x24) ... Backyard offers storage shed & lg. dog kennel & so much more to see. This almost acre lot is a short ride to # 495 and all roads in between provides great access for commuters !! .... Zoning States Commercial / Residential is allowed/Buyer & Buyer Agent please confirm w/Town possibilities NEW SEPTIC CURRENTLY BEING INSTALLED

618 Wareham St., Middleboro

Listing courtesy of Listing Agent: Mary Butler from Listing Office: Realty One Group Dream Makers.

$719,900

5 Beds ⋅ 3 Baths ⋅ 73561338 MLS

Newly Priced/Sunday Open House 11 to Noon/Presenting an exceptional & extremely UNIQUE opportunity at "35 Peirce Street", Middleboro. This majestic & distinguished single-family residence encompassing over 3,000 square feet of living space; stands as an attractive property in great condition(with MANY updates)in an area of similar homes offering a unique blend of historical grandeur and contemporary comfort. Classic side entry(off wrap around porch-slate & wood Flooring)into a separate entry room and then into a stunning grand foyer w/wood flooring, rich crown molding & tucked away sunken 1/2 bath. The kitchen is thoughtfully appointed with stainless steel appliances and features practical counter space & charming butler's pantry designed for both culinary exploration and casual gatherings. The spacious living room provides a welcoming ambiance centered around a fireplace that offers a focal point for relaxation and social interaction complementing the interior's refined spaces. Two staircases(one leading into the kitchen). Potential 3rd floor in-law consisting of two rooms, a full bath & unfinished attic area. The property's exterior, characterized by its American Foursquare and traditional architectural style, includes a private(.67 acre)in-town yard, several patios(slate), screened outbuilding(cabana)and a porch extending the living experience outdoors. With five bedrooms, two full bathrooms, one half bathroom and a two-car detached garage this residence is meticulously prepared for sophisticated living. town water, town sewer, town gas & municipal electric(Middleboro Gas & Electric). Many recent updates: harvey replacement windows, vinyl siding, roof, gutters-downspouts, driveway, garage doors, bulkhead, 200 amp. electric(generator hook-up),(5) mini splits, backyard patio, sprinkler system, gas boiler, kitchen appliances, cabana & fencing. Super convenient commuting location-Close to highways(105, 44, 495 & 24), walking distance to library, bakery, post, coffee shops, playground(pool),other downtown amenities & UNDER 2 miles to the NEW Middleboro commuter rail! To truly appreciate the meticulous craftsmanship and lifestyle potential of this residence we encourage a private showing.

35 Peirce Street, Middleboro

Listing courtesy of Listing Agent: Kyle Belken from Listing Office: Realty One Group, LLC.

$875,000

4 Beds ⋅ 3 Baths ⋅ 73556945 MLS

Experience a perfect balance of modern luxury and energy independence on 4.67 private acres in South Middleborough featuring walking trails and recently cleared grounds. This updated 4-bedroom, 3-bath Colonial is engineered for complete self-reliance with owned Tesla solar panels, a whole-house backup generator, private well water, and city water available at the simple turn of a lever. Enjoy incredible seasonal efficiency with a high-efficiency wood boiler that heats the entire home all winter long, supplemented by a wood cooking stove and pellet stove. Step inside to rich cherry hardwood floors and a bright, open floor plan connecting the island kitchen and cozy living room. The main level conveniently offers a full bath and a bedroom with a walk-in closet—ideal for guests or a home office. Upstairs features two additional bedrooms with walk-in closets, a full bath, a sitting area reading nook, and direct access to flexible unfinished third-floor space ready for future expansion. The primary suite serves as a peaceful retreat featuring soaring vaulted ceilings, a custom-tiled shower, and a private balcony overlooking the lush yard, paver patio, and fire pit. Out back, contractors and hobbyists will love the massive 30x40 detached 2-stall garage with 13-foot ceilings and expansive unfinished space above. Complete with established gardens, producing fruit trees, a greenhouse, and zoned for horses and livestock—this property has it all! Buyer and buyer's agent to verify all listing information.

112 Spruce St, Middleboro

Listing courtesy of Listing Agent: Philip Rebello from Listing Office: Keller Williams South Watuppa.

$599,999

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.

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