Marlboro Real Estate

Welcome to Marlboro, Vermont—a hidden gem nestled in the picturesque Windham County. This charming town, known for its stunning landscapes and tight-knit community, offers a unique blend of rural tranquility and vibrant culture. With a population that values both nature and neighborly connections, Marlboro is the perfect place for those seeking a serene lifestyle away from the hustle and bustle of city life.

Marlboro is renowned for its breathtaking views, with rolling hills and lush forests that change beautifully with the seasons. Outdoor enthusiasts will find an abundance of activities to enjoy, from hiking and biking in the warmer months to skiing and snowshoeing in the winter. The nearby Marlboro College, with its rich history and commitment to liberal arts education, adds a youthful spirit to the town, hosting various cultural events and community gatherings throughout the year.

For those who appreciate the arts, Marlboro boasts a lively arts scene, featuring local galleries, music festivals, and theater performances. The annual Marlboro Music Festival draws visitors from far and wide, showcasing world-class talent in a picturesque setting.

Moreover, the town’s commitment to sustainability and community living is evident in its local farmers' markets and cooperative initiatives, allowing residents to enjoy fresh produce and handmade goods. Whether you’re looking to settle down in a cozy cottage or a spacious family home, Marlboro offers a range of real estate options that cater to diverse lifestyles.

Discover the charm and warmth of Marlboro, Vermont—a place where nature meets community spirit, making it an ideal destination for your next home.

Newest Listings in Marlboro

$395,000

2 Beds ⋅ 2 Baths ⋅ 5108196 MLS

Looking for a home where privacy, nature and comfortable living come together? This sweet Cape offers a rare opportunity to enjoy nearly 45 acres of serene Vermont land, complete with the soothing sounds of a babbling brook and an abundance of wildlife and natural beauty. Set at the end of a long-deeded right-of-way, the property offers an exceptional sense of privacy and seclusion, with no close neighbors and a peaceful setting nestled into the Marlboro mountains. Yet, despite its private location, the home has all the essentials for comfortable living, including power, septic, a drilled well and an efficient on-demand propane heating system. When the temperatures drop, cozy up beside the Vermont Castings wood stove, creating a warm and inviting atmosphere on cold winter days. The Cape-style home also features a full basement and two large garage doors, providing plenty of room to store vehicles, equipment, ATVs and all the toys you’ll want for exploring the property and surrounding mountains. Outdoor enthusiasts will appreciate the established trails throughout the land, perfect for walking, exploring and ATV riding. For those dreaming of a more self-sufficient lifestyle, the property is already equipped with a chicken coop, greenhouse and garden shed, making it ready for the homesteader in you. With almost 45 acres to explore, abundant privacy and a home that combines rustic Vermont charm with modern conveniences, this property offers a chance to slow down, reconnect with nature and make your own little corner of Marlboro. The home is being offered mostly furnished, with a few exceptions.

215 Gilbert Rd, Marlboro

$2,290,000

5 Beds ⋅ 9 Baths ⋅ 5097953 MLS

Discover a once-in-a-generation opportunity to own an extraordinary 745± acre estate in the heart of Southern Vermont. Steeped in centuries of history yet thoughtfully updated for modern living, this remarkable property combines unmatched natural beauty, recreational opportunities, and agricultural potential. The diverse landscape features expansive open fields, mature woodlands, pristine streams, scenic mountains. Miles of historic carriage roads have been transformed into an extensive trail network ideal for mountain biking, hiking, trail running, horseback riding, cross-country skiing, and snowshoeing. Abundant wildlife, a productive sugarbush, and managed timber resources make this an exceptional property for conservation, recreation, or income-producing land management. The 4,400+/1 square foot main residence offers five bedrooms and comfortable, updated living spaces that blend timeless Vermont character with today's conveniences. A charming carriage house includes a private two-bedroom apartment, providing ideal accommodations for guests, family, caretakers, or rental opportunities. An extensive collection of outbuildings offers outstanding flexibility for equestrian pursuits, livestock, woodworking, equipment storage, workshops, or a variety of agricultural and recreational uses. Modern infrastructure includes drilled wells, updated septic systems, a whole-house generator, and high-speed internet, allowing for year-round comfort without sacrificing the property's peaceful rural setting. Conveniently located near renowned ski resorts, shopping, dining, and four-season recreation. Metropolitan areas are easily accessible making this an ideal full-time residence, sporting estate, family compound, working farm, or legacy investment. Properties of this size, quality, and versatility rarely become available. This is a truly exceptional Southern Vermont offering.

634 Lower Dover Rd, Marlboro

$260,000

2 Beds ⋅ 2 Baths ⋅ 5091529 MLS

This sweet 2 bedroom, 2 bathroom home has been recently rejuvenated with a new heating system, new flooring, new kitchen cabinets and counter tops, and fresh paint inside and out, and a new septic system! There's been quite a bit done to this lovely home that's a short distance to the Marlboro town office and post office and a few minutes' ride down to Brattleboro. There's good lawn space on the back side, and new owners can imagine all sorts of outside projects to make this property their own!

461 South Rd, Marlboro

$439,000

3 Beds ⋅ 1 Baths ⋅ 5089735 MLS

This sweet home is nestled in the serene, and quiet location of Gilbert Rd, a dead end, located on the edge of Newfane but in the quaint town of Marlboro, VT. It has been completely renovated within the past few years by a local high-end builder with an eye for energy efficiency. His workmanship is evident in the renovation. The result: this pristine home gleams with its fresh and inviting design. New heat pumps, insulation and septic provide a clean slate for any homebuyer. All brand-new furnishings for an easy transition. An attractive retaining wall was recently built with field stones and steps for easy access. Many plantings have been added for a colorful summer ahead. A wood stove was installed in the sunroom for year-round comfort. A babbling brook runs along one side of the property, leading to the nearby West River. The home is also an easy commute to Brattleboro for unique eateries, farmers markets, gallery walks and so much more. If you are a skier, Mount Snow is nearby! Hikers will have the opportunity to explore the almost 50 acres this property has to offer. Plenty of open space is available for vegetable gardening, as well. This truly is a lovely home waiting for its next chapter to unfold. (Deed says 52.5 plus or minus and tax bill says 49 acres.) This home is coming mostly furnished making it completely move in ready.

147 Gilbert Rd, Marlboro

$49,900

5042644 MLS

On the privately maintained road of Honeycomb Hill sits this 3.69 acre lot. The wooded parcel has young tree growth and slopes gently. There are three areas that are fairly level and open and may be suitable building sites. Just 30 minutes to Mt. Snow, 25 minutes to Brattleboro and 15 minutes to Harriman Reservoir, this conveniently located parcel offers easy access to all of Southern Vermont's natural beauty, outdoor four-season recreation and charming town-life. Come take a look!

Honeycomb Hl, Marlboro

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