Escape to the summit of Newfane. This secluded mountain-top retreat offers unparalleled 180-degree views of lush valleys and distant peaks-a front-row seat to nature's most stunning sunrises. The grounds are a masterpiece of landscaping, featuring sprawling fern fields, a cedar-fenced cottage garden, mature plantings, and winding brick pathways. The residence seamlessly blends artistic charm with modern luxury. The entry-level features slate flooring and warm pine-paneled living spaces, including a spacious family room, two bright guest bedrooms, and a full bath. Upstairs, the heart of the home unfolds: a chef's kitchen with vaulted ceilings and Corian counters flows into a dramatic living/dining area with a wall of windows to the spectacular mountain views. Here, exposed beams and a floor-to-ceiling stone fireplace create an inviting atmosphere, while patio doors open to an expansive covered porch that frames the vista, along with the master bedroom, a full bath, and an in-home office. Complete with an artist's studio, a screened-in porch, and high-efficiency amenities (Buderus boiler, central AC, and a whole-house generator), this home is a very private sanctuary. Just minutes to Newfane Village and The Fat Crows Pizza! 20-minute commute to Brattleboro. Minutes away from world-class skiing at Mount Snow and Stratton.
Listed by Thom Dahlin of Berkley & Veller Greenwood Country
Set just minutes from world class skiing at Mount Snow, this inviting timber frame home offers comfort, convenience, and year-round adventure right outside your door. Located just off the Mount Snow Golf course and with direct access to VAST snowmobile trails, this property is perfectly positioned for ski weekends, snowmobiling adventures, summer hiking, and everything in between. Inside, you'll find a warm and welcoming layout designed for gathering after a day on the slopes. Sun-filled living spaces, a bright and spacious eat-in kitchen, and comfortable bedrooms create an easy flow for everyday living or hosting guests. There's radiant floor heat throughout the main floor and a cozy fireplace in the living room. On your private back deck you can sit back and relax while you enjoy a soak in the hot tub, or retreat to the large family room downstairs for games or movies. The attached and heated 2 car garage also makes for a great place to keep your snowmobiles at the ready. Whether you're looking for a full-time residence, a vacation getaway, or an investment opportunity in one of Southern Vermont's most sought-after resort areas, this property offers flexibility and potential. Enjoy nearby restaurants, golf, lakes, and trails, all while coming home to your own private retreat in the Green Mountains. Spend your time enjoying yourself and not worrying about snow plowing, shoveling, or mowing the lawn- that is all taken care of for you. The roof and furnace were both recently replaced, and the exterior recently painted, providing you with years of peace of mind. Don't miss your chance to embrace the Vermont lifestyle in every season.
Listed by Mike Masters of Four Seasons Sotheby's Int'l Realty
Turnkey mountain retreat offering the perfect blend of comfort, style, and four-season adventure in desirable Chimney Hill. This beautifully maintained home features 4 bedrooms, 4 full tiled baths, and approximately 3,000 sq ft of inviting living space across three finished levels designed for entertaining and relaxing alike. The open-concept main level is filled with warmth and character, showcasing soaring cathedral ceilings, rich natural woodwork, hardwood flooring, and a striking timber-frame beam. A dramatic wall of south-facing windows fills the home with natural light, while the stone wood-burning fireplace creates the perfect cozy mountain atmosphere. The spacious kitchen is ideal for gathering, featuring granite countertops, stainless appliances, abundant cabinetry, and a large center island with seating. Also on the main level are an ensuite bedroom, full bath, custom bar area, and access to both the covered front porch and expansive rear deck with hot tub. Upstairs offers two spacious bedrooms and another full tiled bath. The lower level is built for mountain living with radiant heat throughout, a beautifully finished mudroom with cubbies and storage, laundry room with sink and cabinetry, full tiled bath with double sinks, bonus room with egress window, and a massive recreation/game room perfect for entertaining family and guests. Outside, enjoy the oversized back deck with hot tub, unique ski-lift chair feature, additional outdoor entertaining space, covered front porch, and lockable ski storage. Tastefully furnished and move-in ready, the home also includes central vacuum, smart thermostats, smart lighting, and keyless entry. Chimney Hill owners enjoy exceptional four-season amenities including indoor and outdoor pools, hot tub, sauna, fitness center, clubhouse, and game room. Haystack hiking trailhead is a short walk away, with Mount Snow, lakes, golf, and village dining just a short drive away. Septic system designed for 3-bedroom use.
Listed by Chad Lackey of Deerfield Valley Real Estate
Elegant Post-and-Beam!!! Tucked along a birch-lined drive, this exceptional home is set on almost 2 acres of landscaped grounds with lawns, stone walls & gardens, plus an adjoining 9.4 acre woodland lot with snowshoe trails in the desirable Hillwinds community. Enjoy direct trail access and easy proximity to downtown and the Country Club. Step inside the striking custom-designed interior through a covered porch that opens into a marble floored foyer with skylight, entry closet and stained-glass windows. Adjacent, opens into a warm, spacious family room with cherry wainscoting, a gas stone fireplace, curved architectural accents and mud room access. The formal living room features a brick fireplace and is surrounded by classic post & beam architecture and stained glass windows. The open kitchen & dining area are ideal for entertaining and impress with cherry cabinetry, quartz countertops, stainless appliances, and sliders to an expansive deck with serene views. A den, half bath, and laundry closet complete the main level. Upstairs offers four bedrooms, including a stunning primary suite with cathedral ceiling, triple closets, fireplace, and Palladian windows. There is a tucked-away guest room that enjoys a private ¾ bath. The finished lower level includes a generous game room with wet bar, half bath, propane stove, & TV area-pool table included! A detached 2-car garage with storage, a garden shed, and timeless craftsmanship throughout make this a truly rare offering.
Listed by Robert Doyle of Berkley & Veller Greenwood Country
Rare opportunity to own a meticulously restored 1830s vintage farmhouse, offered completely turnkey with extensive updates, thoughtful renovations, and modern amenities throughout. Ideally located just outside the country village of Wilmington for shopping and dining, a short drive to Mount Snow, and just up the street from Lake Whitingham's boat launch and beach areas - truly four-season enjoyment at your doorstep. Inside, the home offers 4+ bedrooms and 3.5 renovated baths across three distinct living areas. The flexible layout includes a main-floor primary suite option, a second upstairs suite with large closets and an upscale bath, plus a separate guest wing with two additional bedrooms and a full bath - perfect for hosting family and friends. You'll also find up- and down-country mudrooms with excellent storage, the original foyer and front door, a country kitchen with stainless appliances and Corian counters, gas stove with brick hearth, vintage bar area, wood floors, gorgeous sunroom, and main-floor laundry - blending historic character with everyday convenience. Spacious and bright, the home strikes the perfect balance between timeless charm and modern comfort. Enjoy mountain views over the village from the front porch, or relax among the beautifully crafted stone walls, perennial gardens, and mature trees. Additional features include a newly built two-car garage barn with second-floor expansion potential, fiber internet, town water and sewer, ample driveway parking, and true peace of mind. A welcome respite from metropolitan life - and a level of preserved character rarely found in such pristine condition.
Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover
Unique, spacious, and just minutes to Mount Snow, this 5-bedroom, 4-bath home with a private pond is the kind of property buyers wait for. Whether for personal use, a vacation getaway, or short-term rental potential, it offers a setting to enjoy every season. Set on a beautiful 2-acre lot, the home features a large open-concept main living area with a cathedral ceiling and oversized windows that fill the space with natural light. Warm and inviting, the layout flows easily and creates a great place to gather with friends or family for holidays or long weekends. One of the five bedrooms is a generously sized first-floor ensuite with a propane fireplace and a spacious bathroom. The main level also includes a second propane fireplace and a wood-burning fireplace with an insert, adding warmth and character throughout. Upstairs, you'll find a second-floor sauna, four additional bedrooms, and an office, offering flexibility for guests, remote work, or added sleeping space. The lower level includes a game room, a great bonus space for casual use or overflow. Offered fully furnished with newer furniture, this home is ready to enjoy from day one or begin generating rental income. After a day on the mountain or at the lake, unwind and relax in a setting designed for year-round enjoyment. Located near Harriman Reservoir, dining, and shopping, it's well suited for ski weekends, summer lake days, and everyday escapes.
Just a short drive from the slopes of Mount Snow, this beautifully renovated 1800s Vermont farmhouse seamlessly blends historic charm with modern comfort. Situated on 7.5 picturesque acres just beyond the Dover town line in South Newfane, the property offers rolling pasture, classic stone walls, established gardens, and multiple outbuildings, all with easy access to nearby villages, lakes, and year-round recreation. Inside, the chef's kitchen is both stylish and functional, featuring a farmhouse sink, generous walk-in pantry, and a sunlit eat-in area that opens to a screened porch that's perfect for hosting and relaxing. A formal dining room includes a custom Vermont live-edge farm table (conveying with the sale), while three inviting living spaces provide flexibility and comfort, including a spacious main living room with a wood-burning fireplace and a separate TV room. The home offers versatile living options with several bonus rooms ideal for home offices or guest accommodations, along with a well-appointed mudroom designed for all-season gear and a dedicated laundry room accented with rustic barn board finishes. Bathrooms have been tastefully updated with distinctive details such as tiled showers, glass block, marble countertops, stone vessel sinks, and a soaking tub, each space thoughtfully designed with its own character. Outdoors, enjoy multiple areas for gathering and unwinding, including a patio with an above-ground plunge pool. The expansive land invites exploration, whether snowshoeing or cross-country skiing right from your backyard. Additional highlights include a large antique barn, a detached four-car garage, and a charming studio guest cottage complete with a kitchen and full bath, making it ideal for visitors or potential rental income. This is a rare opportunity to own a distinctive Vermont farmhouse offering privacy, space, and four-season enjoyment, all within minutes of premier skiing and outdoor adventure.
The Woolley House, located at 587 Route 121 East and built around 1818, is a rare and remarkably preserved 2.5 story brick residence in the Federal style. This home, originally constructed for early woolen mill owner John Woolley, features a side-hall layout, blind-arch entryway, and fanlight transom. Original details are beautifully preserved throughout including an original central cooking hearth with an iron crane and 2 concealed baking ovens, wide pine floorboards, classic 12-over-12 windows, and a charming hand-crank doorbell that evokes its historic past. A tasteful modern addition expands the living space with a custom marble kitchen, a formal dining room, and three private office suites with outdoor access ideal for remote work or creative pursuits. Upstairs, the home features four comfortable bedrooms, two updated bathrooms, a lounge and a finished loft with a cozy library retreat. Outside, the home is surrounded by mature perennial gardens and one of Windham County's most admired curated Hosta collections, offering a peaceful oasis in every season. With its architectural significance, modern functionality, and ample space to live, work, and explore, the Woolley House is a truly timeless property in the heart of historic Grafton. The property is part of the Mechanicsville Historic District in Grafton, Vermont. A well-preserved 19th-century hamlet recognized for its architectural, community planning, and industrial significance. The district includes 10 contributing historic homes, all built before 1860, and this designation places the Woolley House on the National Register of Historic Places.
Nestled in a postcard-perfect setting in the picturesque village of Grafton, this exceptional 2002 contemporary home offers the rare blend of privacy, natural beauty, and convenience. Set on over two park-like acres with frontage along the peaceful Saxtons River, the property delivers a true Vermont dream lifestyle. Inside, you'll find a spacious eat-in kitchen with abundant counter space and cabinetry-perfect for gatherings and everyday living. Flexible living areas include multiple options for relaxing and entertaining, plus a second-floor space ideal for TV viewing or a home office. A finished bonus room above the attached two-car garage provides excellent guest overflow or creative studio space. The partially finished basement features a comfortable family room for additional versatility. The home offers three bedrooms, including a convenient first-floor en-suite primary. Step out onto the back deck and take in breathtaking views of the river as it gently flows below. A private walking trail winds along the riverbank to the far end of the property, enhancing the serene, retreat-like feel. Additional highlights include a charming carriage house with many potential uses and the peace of mind of a whole-house generator. Home is also being offered mostly furnished and ready for its new owners. Located just a short distance to town amenities, this remarkable property captures the very best of Vermont living.
Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty
This stately Colonial Revival style home is situated privately on nearly 10 acres with its awesome 3 story 30' X 40' barn accessed by a long winding driveway. The main level features include large spacious rooms with wainscoting and natural woodwork, an open kitchen/dining/living floor plan, half bath/laundry and a pantry off kitchen, proper foyer, living room with a grand fireplace, wide staircase and hallway from formal entry, office/den and maple and cherry flooring throughout. On the second level you'll find the primary bedroom suite which occupies half of the floor, 2 additional large bedrooms, red oak and wide pine flooring and access to the sizable attic space which could be finished into additional living space. The entire house is filled with natural light from its numerous 12 over 12 windows and has a wonderful flow and overall feel. It's one of those homes that feels like an older traditional home but is a modern dwelling with high quality construction and materials with outstanding systems. The full basement is walkout at grade with a roughed in section that could easily be finished if more space is needed. The house is cooled by two central AC units and heated by redundant oil systems. It has radiant hot water heat throughout the first floor, and HW baseboard up but also has forced air units. Then there's the barn! It's an impressive structure and can fill a variety of needs such as a wood shop or limitless storage for all the toys needed to enjoy the year-round recreational fun of the lakes and mountains of the Green Mountain National Forest just a short drive north. The land is sloping with level areas including a small field with gardening opportunities. The back deck overlooks a small lawn area and beautiful stone steps and gardens leading down to it. If you are looking for a spacious home with plenty of room for expansion, move in condition and a large outbuilding all in close proximity to lakes and skiing in southern VT, this is ideal.
Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated June 9, 2026 3:25 PM EDT
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