Private 2004 country chalet in the Chimney Hill community just outside the village of Wilmington. Hiking trails, snowmobile trail access, and convenient nearby snowmobile trailer parking, make this super convenient for the outdoorsy. This home sits on a rare double lot, just up from the beautifully renovated Chimney Hill clubhouse, Lake Whitingham, and Mount Snow ski resort, affording year round enjoyment. Inside features include a large open living space with vaulted ceiling, wood burning stove, large open kitchen and dining area, main floor primary suite, main floor guest bedroom and full tiled bath, den/tv loft, and second floor bunk room with half bath. There are large windows open to the winter mountain view. There is a 1000 sqft lower level with full size windows, ideal for adding additional usable space. A very functional layout with all the charm befitting a Vermont getaway. This comes with all the unique Chimney Hill amenities including club house, indoor and outdoor pools, hot tub, gym, game room, theater, tennis courts, basketball court, tot lot, fishing pond, winter ice skating, and a la carte management services such as snow removal and trash pickup.
Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover
This charming saltbox home, built in 1980, features three bedrooms and two bathrooms, complemented by a dining room that invites abundant sunlight. The spacious living room and family room, equipped with a wood stove, create a warm and inviting atmosphere. The large kitchen offers ample space for culinary endeavors, while the full unfinished basement presents opportunities for customization. Set on 5.65 acres of bright, sunny land, the property includes a greenhouse and is bordered by a picturesque stone wall along a private road. Nestled in the country village of Jamaica, it is surrounded by wooded areas teeming with wildlife, yet conveniently located just 20 minutes from four major ski resorts and close to Jamaica State Park, which offers excellent hiking and camping options. While the home requires some updating, it provides a perfect blend of rural tranquility and accessibility to Vermont's attractions.
Listed by Michael England of Michael England Real Estate
This wonderful home boast 10.5 +/- acres, plenty of room for gardening, a pond and is only moments to the village center! Beautiful hard wood floors throughout, Livingroom with gas fireplace a a beautiful view, dining area and kitchen, 3 bedrooms, 2 bathrooms, 2 decks and a simple 1 car garage. The lower level boasts a walk- out, that is waiting to be finished!
Unique opportunity to own a commercial building in the heart of downtown Wilmington. This historic structure has been completely overhauled and meticulously maintained by the current owners, and was the location of a successful restaurant for many years, with an income producing apartment upstairs. It is now being offered to a buyer with vision who may be looking for prime retail, restaurant, or residential space. The exterior features parking for three cars, as well as public parking across the street, a lovely front porch, and side patio with perennial gardens. The main floor has a large open concept space presently with table seating, but which could easily be converted for other needs. There is a half bath off the enclosed mudroom entry, new lighting throughout, a vestibule, main floor counter area with bar seating, espresso machine, wine cooler and ice maker, walk in pantry and ample additional storage, full kitchen with commercial Wolf stove, dish washing and prep areas, office, and insulated cold pantry with separate side entry. There is access to a full updated bath which has a second door into the apartment stair hall and mudroom, also with its own mudroom entry with cubbies and storage. The stairs lead up to a large open concept loft apartment, spacious kitchen with wolf stove and Subzero fridge, a bench dining area, wood burning fireplace, dual built in bedroom nooks, sleeping loft, full laundry, full bath, wood floors, and great natural light. Less obvious upgrades include a standing seam metal roof, Buderus heating system, paid water for 18 dining seats, updated windows, electrical, insulation, and more. The possibilities are endless as it could easily be a gallery, boutique, coffee shop, bakery, or simply residential space for your home away from home. Also listed under commercial MLS# 5075131.
Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover
Tucked away in a quiet corner of Chimney Hill is this gem! This 3 bedroom, 2 bath house in Section C has it all! It features a classic mudroom entry, a brick interior walkway, and an open-concept living, dining, and kitchen area with French doors leading to a screened outdoor living room and a picnic porch out back, which includes a firepit for cozy conversation on chilly evenings. More thoughtful touches include a dedicated propane grill, so you don't have to fuss with tank replacements, custom woodwork and built-in closets, vaulted bedroom ceilings with dramatic woodwork, double lot for added privacy, shed, and an outdoor shower! A metal roof, new furnace, new flooring, wood stove and flue, new appliances, shed, wood storage, and includes most furnishings are included. Enjoy all the amenities Chimney Hill offers on its 1,200-Acre Campus, with 550-Acres owned in common by the members. Amenities feature the exclusive Clubhouse with indoor and outdoor heated pools, a hot tub, fitness center, arcade, small toddler playroom, aprs ski lounge, community room, fully equipped kitchen, outdoor BBQ area, playground, pickleball, tennis, basketball, seasonal ice skating, multi-trail system, snow shoeing, cross country skiing, hiking and biking. Plus, Southern Vermont offers nearby opportunities for canoe, kayak, sailing, pontoon, and other boating, paddle boarding, golf, fishing, shopping, world-class skiing and shredding, fine dining, flea markets, unique shopping experiences, music, festivals, and so much more!
This charming 3-bedroom, 2-bath dutch colonial home sits atop a knoll, overlooking a picturesque half-acre pond in the front yard. Nestled on 2.06 acres in a tranquil neighborhood, the property offers an excellent floor plan for family living. The home features spacious bedrooms, a cozy brick fireplace in the living room with a cathedral ceiling, and a dining area with pine floors and pond views. A sitting area upstairs connects two bedrooms, while the first-floor bedroom and living room both have sliders leading to the backyard. The beautifully landscaped yard boasts a stone walkway lined with perennials, a deck off the side door, and an oversized attached garage. The basement is 3/4 full and unfinished with a bulkhead, plus a 1/4 crawl space. Located in the desirable Dover Manor, this home is just 6 miles from Mount Snow and 7.5 miles from the Hermitage Club, with convenient access to Brattleboro and Bennington. Built and lovingly maintained by the original owner, this home combines comfort, charm, and an unbeatable setting.
Listed by Jennifer Densmore of Deerfield Valley Real Estate
Steeped in local history and meticulously preserved, this immaculate 1906 schoolhouse-turned-residence is a rare find in the heart of Newfane. After two decades as a cherished family retreat, this pristine three-bedroom home is ready for its next chapter. Positioned at the scenic intersection of South Wardsboro and Grout Pond Roads, the property is a true sensory sanctuary, where the gentle murmur of Smith Brook meets lush backyard vistas. The interior is a masterclass in blending historic character with modern sophistication. At its heart lies a chef-inspired kitchen adorned with exquisite granite countertops, while the fully finished lower level offers a versatile family room, private gym, and dedicated shower. Thoughtful details abound, including oversized garage doors designed for adventure-ready SUVs. Best of all? This is a true turn-key opportunity, sold completely furnished-from the linens to the glassware-allowing you to step into the Vermont lifestyle the moment you receive the keys. Delayed showings until May 16th, with an Open House from 10-1 p.m.
Listed by Thom Dahlin of Berkley & Veller Greenwood Country
WHOA! Let's just start with the stunning view from the lower back yard! Gaze across the abutting bucolic meadows- clear through to the mountains of NH! Welcome to 48 Pine Ridge- a well-loved and expertly maintained home in a desirable Vernon neighborhood. This three bedroom, two bath home-where the owners "spared no expense to do things right"- offers you beauty, comfort, quality upgrades and is absolutely move-in ready. Enter through the garage into your light and bright, renovated kitchen with gorgeous quartz counters and newer stainless appliances. The main floor offers shiny hardwood flooring throughout the lovely dining and living rooms, kitchen and den. There is access to the large, fabulous stamped concrete back patio from the kitchen. Upstairs, you will appreciate three good-sized bedrooms, a renovated full-bath and an additional room that would make a great office/exercise room or spare room for guests. The primary bedroom includes a large walk-in closet, and beyond, there is access to an unfinished "bonus room" above the garage just waiting to be finished (currently great storage) Outside- soak up an abundance of nature, complete backyard privacy, tons of gardening opportunity & gracious bovine neighbors! Enjoy 100% peace of mind knowing you are purchasing a home with fresh quality renovations, newly installed-top-of-the-line roof (w/new PVC fascia & vinyl soffits), a high-quality boiler, 200AMP elec., new garage doors, freshly paved driveway, large outdoor shed, new gutters, and the list goes on and on. 48 Pine Ridge is an attractive, low-maintenance house, in a pretty, friendly and quiet neighborhood... All of this and your own idyllic picturesque Vermont view! Additionally, Vernon has much to offer, including "school choice", an outstanding recreation department, beloved elementary school and library, and fun community events. All of this, and within an easy paved 10+/- min drive of Brattleboro, and neighboring MA towns. Showings start: Fri June 5th.
Listed by Stephanie Peduzzi-Baker and Kristen Ziter Taylor of Brattleboro Area Realty
Discover a Vermont retreat where rustic charm, modern comfort, and four season beauty come together in perfect balance. Nestled in a private setting with a blend of woods, open lawn, and distant eastern skyline, this inviting home-full of classic New England character-feels instantly welcoming. Shingle siding, a bold red door framed by lush gardens, and a stone walkway set the tone for the warm, thoughtfully designed spaces inside. Step into sun filled rooms framed by oversized windows and rich natural woodwork. The living area features exposed beams, hardwood floors, and a stone fireplace with pellet stove insert, creating a warm, lodge like atmosphere with seamless flow to the outdoors-an ideal year round gathering spot. The open dining area, complete with a farmhouse table and pendant lighting, connects effortlessly to a bright, well designed kitchen featuring white Shaker style cabinetry, a butcher block workspace perfect for bakers, synthetic soapstone style countertops, stainless appliances, and peaceful views of the surrounding forest and gardens. Multiple living spaces offer room to relax, work, and entertain. Bedrooms are restful and full of character, with abundant windows, a skylight, and two balconies that bring nature indoors. Updated bathrooms blend clean, modern finishes with timeless materials, offering comfort and style in equal measure. Outdoor living shines here. Enjoy a magical firepit patio with Adirondack seating and string lights, expansive lawns, mature trees, & vibrant seasonal gardens. Whether it's fall foliage, winter sunsets, or summer greenery, the property delivers postcard worthy scenery in every direction. Private, peaceful, and designed for year round enjoyment, this home is a rare blend of charm, comfort, & natural beauty-an ideal full time residence, second home getaway, or nature lover's sanctuary. Minutes from Putney Village, local schools, farm markets & I-91. Convenient to Boston, NYC, Montreal & numerous airports & Amtrak.
Listed by Dan Normandeau of Berkley & Veller Greenwood Country
Tucked away in plain sight, this beautifully maintained three-bedroom, two-bath ranch offers the perfect blend of privacy, comfort, and convenience on a 1.1 acre lot in Westminster, Vermont. Step inside through a welcoming mudroom with ample closet space, leading into a thoughtfully updated kitchen featuring an island sink and new countertops-perfect for both everyday living and entertaining. The open-concept kitchen, dining, and living area is the heart of the home, showcasing cathedral ceilings and a cozy wood-burning stove set within a classic brick fireplace. Hardwood floors run throughout, adding warmth and continuity. The spacious primary suite includes a private ensuite bath and walk-in closet, while two additional bright bedrooms and a second full bath provide plenty of space for family or guests. A separate family room offers even more flexibility, filled with natural light and ideal for gatherings or relaxation. Enjoy peaceful mornings on the front porch watching the sunrise or unwind on the private back deck overlooking scenic local vistas, your very own apple trees and a prime gardening opportunity should you like growing your own food. The outdoor firepit and grilling area make it easy to host and enjoy the beauty of the surrounding landscape. A two-car attached garage with automatic doors ensures convenience year-round, especially during Vermont winters. Downstairs, a massive dry basement offers endless possibilities-whether for storage, a workshop, or future finished space. This hidden gem is ready to welcome you home, come see it for yourself.
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 13, 2026 10:23 AM EDT
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