Plymouth Homes with Outbuildings Exterior Features

Welcome to Plymouth, Vermont—a hidden gem nestled in the heart of Windsor County. This picturesque town is renowned for its stunning natural landscapes, rich history, and vibrant community spirit. With its charming New England architecture and serene surroundings, Plymouth offers a tranquil retreat for those seeking a peaceful lifestyle amidst the beauty of the Green Mountains.

One of the standout features of homes in Plymouth is the presence of outbuildings, which enhance the functionality and charm of these properties. Whether you envision a rustic barn for your horses, a workshop for your creative endeavors, or a cozy guest cottage for family and friends, these outbuildings provide endless possibilities. Imagine spending weekends tending to your garden in a quaint shed or hosting summer gatherings in a beautifully restored barn.

The exterior features of homes in Plymouth are equally captivating. Many properties boast expansive yards, mature trees, and stunning views that create a perfect backdrop for outdoor living. Picture yourself sipping coffee on the porch while enjoying the crisp mountain air or hosting a barbecue in your spacious backyard. With ample space for gardening, recreation, and relaxation, these homes offer a lifestyle that embraces nature and community.

Plymouth is also steeped in history, being the birthplace of President Calvin Coolidge. The town’s rich heritage is reflected in its well-preserved structures and local attractions, making it an ideal place for history buffs and outdoor enthusiasts alike.

Embrace the charm of Plymouth, Vermont, where homes with outbuildings and breathtaking surroundings await you. Discover the perfect blend of rural tranquility and community warmth in this enchanting town.

Newest Plymouth Homes with Outbuildings Exterior Features

$2,850,000

4 Beds ⋅ 4 Baths ⋅ 5098904 MLS

They say perfection is a goal that will always remain just out of reach, if that's true, its time to move the goalposts. Thoughtful design, flawless execution, and exceptional craftsmanship set this extraordinary home apart. Conceived as more than a residence, it is a work of art where refined aesthetics and intentional design create an atmosphere that is both elegant and inviting. Morning sunlight pours through floor-to-ceiling windows, casting dramatic patterns across stunning limestone walls. Just beyond, the expansive deck showcases breathtaking panoramic mountain views. More than an outdoor living space, it is a seamless extension of the home's one-of-a-kind craftsmanship and connection to its surroundings. The kitchen is a masterclass in understated luxury. Soaring cabinetry, backlit upper cabinets, and crown molding frame premium Wolf and Sub-Zero appliances. A spacious walk-in pantry keeps everyday necessities tucked away, preserving the kitchen's clean, minimalist beauty. Privately situated on the opposite side of the main level, the primary suite is filled with natural light and features a spectacular spa-inspired bath that leads to an oversized walk-in closet. The artistry continues on the lower level, where you'll find three additional bedrooms, including an ensuite, along with a spacious great room with kitchenette, perfectly designed for entertaining. Step outside and discover an entirely new level of comfort and relaxation. A soaking pool, hot tub, and fire pit are surrounded by beautifully manicured grounds, fully fenced for four-legged family members. Two additional buildings complete this remarkable property. The "She Shed" is actually a dream home gym with an attached garden and crafts room worthy of a magazine feature. While, the barn serves as a three-bay detached garage, providing ample space for vehicles, hobbies, and recreational toys. This just scratches the surface of this a one-of-a-kind property.

60 Ski Lift Ln, Plymouth

$2,250,000

4 Beds ⋅ 4 Baths ⋅ 5095474 MLS

Town Line Estate is a once-in-a-generation offering. This extraordinary 22-acre private estate is a testament to master builder craftsmanship and refined living. From the moment you arrive, every detail speaks to an uncompromising standard — classic beams, rich cherry cabinetry, and two Rumford fireplaces create warmth and character throughout. The heart of the home is a restaurant-quality kitchen designed for serious entertaining, flowing seamlessly to a spacious back deck and elegant stone patio. Soak in natural light year-round in the stunning solarium, or retreat to the dramatic tower atrium — an architectural showpiece unlike anything in the market. The estate's grounds are simply breathtaking: manicured gardens of rare beauty, a serene glacial pool, and outdoor spaces that invite both grand gatherings and quiet reflection. Two distinguished carriage houses complete this remarkable compound — one housing an impressive classic car collection and memorabilia, offering the discerning collector a showcase space worthy of the collection itself. Thoughtfully designed for the way you live, the home also features a dedicated exercise room, an expansive private office, a charming potting room for the avid gardener, 4 baths, and heated garages. Whether you seek a private sanctuary, a generational family estate, or an entertainer's dream, this property delivers on every level. Visit the Okemo real estate community today. Taxes are based on the current town assessment.

254 Town Line Rd, Plymouth

$235,000

1 Beds ⋅ 1 Baths ⋅ 5088895 MLS

Tucked away on a beautifully secluded lot, this charming home offers the perfect blend of privacy and comfort. The heart of the house features an open-concept kitchen, living, and dining area—ideal for easy entertaining or quiet evenings in. The layout includes a cozy primary bedroom plus a versatile bonus room, perfect for a home office or guest space. Convenience is key with a dedicated laundry area and a well-appointed full bath. Step outside to a lovely yard that invites relaxation. Enjoy morning coffee on the backyard deck, or tackle hobbies in the detached garage and additional storage shed. Whether you’re looking for a peaceful getaway or a simplified lifestyle, this "Sweet Retreat" is ready for you.

1417 Dublin Rd, Plymouth

$264,800

3 Beds ⋅ 2 Baths ⋅ 5085563 MLS

Bring your vision to this classic home located on a dead-end street in the heart of Plymouth. Offering 3 bedrooms and 2 baths with a traditional floor plan, the home is full of character and presents a great opportunity for buyers looking to build equity through updates and improvements. Inside, you’ll find beautiful wood floors, a graceful staircase, and timeless architectural details that provide a strong foundation for restoration. The main level features a spacious living room, dining room, kitchen, and den, while the second floor offers three bedrooms and a full bath. An enclosed porch and full basement add to the home’s functionality, along with an outbuilding for additional storage. Set on a manageable in-town lot, the property offers excellent walkability. Enjoy being just a short distance to Plymouth Elementary School, Plymouth Regional High School, downtown shops and restaurants, and Plymouth State University. With public water and sewer, a paved driveway, and a convenient location close to everything Plymouth has to offer, this home is ideal for investors, first-time buyers, or anyone looking to restore a classic property and make it their own. A rare chance to create value in one of Central New Hampshire’s most desirable small-town settings.

7 Bayley Ave, Plymouth

$599,000

4 Beds ⋅ 3 Baths ⋅ 5042292 MLS

(Das Grünebergehaus) The Green Mountain House. First time offered on market since 1978. This gorgeous farmhouse, circa 1831, has been lovingly maintained & updated over the current owner's term of ownership. Previously owned by the Coolidge Family. During the years of Calvin Coolidge's presidency this home was used as a guest house for political figures to come & stay while visiting President Calvin Coolidge. As you enter the property you will experience a great yard. There is a detached barn/garage with carpenter's bench, great storage above, attached potting shed & woodshed. This vintage farmhouse has a lovely, covered porch to sit & chill with a great book. The enclosed 3 season porch acts as the mudroom for the home. Through the 3 season porch you will enjoy an open eat in kitchen w/ handcrafted custom cabinetry & self-close drawers. The kitchen has a very cool antique Crawford Anniversary Special cast iron cook stove that has been converted to gas. Off the kitchen is a cozy den w/exposed beams, antique Glenwood woodstove & bar to make cocktails après ski. On the other end of the house is a formal dining & living room w/original pocket door. The home boasts original maple, spruce & oak floors. Loads of light & large 5-foot windows. Upstairs is the spacious primary suite which has its own private staircase to the kitchen, 3 guest rooms & an office/den room that can be used for sleeping. Located between the 2 largest ski resorts in the East. MOTIVATED SELLERS!

5100 Rte 100, Plymouth

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