$474,900 $307 per sq.ft. Wilmington VT Home »

Price Change! Reduced by $24,100 down 5% on February 27th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 1548  |  Acres: 1
Tuesday Jan 6, 2026
Description: 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. See MLS Property & Listing Details & 23 images.

$479,000 $333 per sq.ft. Wilmington VT Home »

Price Change! Reduced by $20,999 down 4% on April 15th 2026
Waterfront on Lake Raponda
3 Beds | 2 Baths |   Total Sq. Ft. 1440  |  Acres: 1.15
Sunday Aug 17, 2025
Description: On the Hill, end of the Road, double lot, brand new house with attached garage. If this is what you have been waiting for, wait no more! 2024 modular construction home with 3 bedrooms, 2 baths, one bedroom has an ensuite bath, the other 2 bedrooms share a full bath. Dining area has a slier to the deck out back, and it has a secluded feel of almost complete privacy. Enjoy all the amenities Chimney Hill Resort offers including the Clubhouse located at 2,000' in elevation featuring year-round swimming in the indoor/outdoor heated pools, hot tub, fitness, arcade, playroom, playground, patio, community room, tennis, pickleball, ice skating, 550 acres of land owned in common by the HOA, all on our beautiful 1,200-acre campus adjoining the Gren Mt National Forest. Plus there is so much more to the Deerfield Valley of Southern VT including fine dining, unique shopping, festivals, music, arts and crafts, breweries, distilleries, artisan and craft tours, hiking, biking, boating, golfing, flea markets, antiques, paddleboarding, kayaking, jet and water skiing, world class alpine skiing and shredding, and so much more! See MLS Property & Listing Details & 60 images.

$489,000 $244 per sq.ft. Wilmington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2003  |  Acres: 0.51
Tuesday Nov 25, 2025
Description: Beautiful woodsy contemporary chalet located just down from the Chimney Hill Clubhouse in Wilmington. This charming home has nearby access to the country village of Wilmington, Lake Whitingham, is a short drive to the Mt Snow ski resort, and has nearby to one of the best hiking areas in Southern Vermont, thanks to the community adjacent Green Mountain National Forest. It sits nestled on a private lot in the Chimney Hill community on a quiet side road with easterly mountain views. Inside you will find a lovely open concept living space with vaulted ceilings and exposed woodwork, great natural light thanks to large windows, a spacious great room with wood burning fireplace, brick hearth, and exposed beams, kitchen with island and spacious dining area, wood flooring, a main floor bedroom and full bath, upstairs bedroom with sleeping loft, a full walkout lower level family room partially finished with bunk room and third almost finished bath and laundry, lower level foyer, and hot tub area, ample storage, and more. This includes the amazing Chimney Hill amenities of indoor and outdoor pools, clubhouse, theater, gym, hot tub, basketball court, tennis courts, winter ice skating, and a la carte services like plowing and trash, to afford yourself plenty of downtime, not upkeep. Septic sized for 3 bedrooms full time use. See MLS Property & Listing Details & 21 images.

$499,990 $270 per sq.ft. Wilmington VT Home »

Price Change! Reduced by $74,910 down 15% on April 1st 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1850  |  Acres: 1.18
Thursday Nov 13, 2025
Description: MOTIVATED SELLER WITH A NEW PRICE IMPROVEMENT! This brand-new construction, three-bedroom, two-bath residence blends modern comfort with classic Vermont charm and sits on a desirable double lot, offering both space and privacy. Designed for year-round living or a weekend retreat, the home features a bright, open-concept layout filled with natural light from high-quality Anderson windows and doors. The kitchen is thoughtfully appointed with solid maple cabinetry, granite countertops, and brand-new appliances, creating a warm and functional space for everyday living and entertaining. The adjoining living area is anchored by a cozy wood-burning fireplace, adding character and comfort during Vermont's colder months. The primary suite includes a private bath, while the additional bedrooms are generously sized and versatile. Both bathrooms feature modern fixtures and clean, contemporary finishes. A huge heated two-car garage provides exceptional convenience, storage, and workspace, complemented by a large basement with expandable potential for future living space, recreation, or a home office. Additional highlights include a drilled well and a mound septic system for reliable, low-maintenance living. Located just 20 minutes from Mount Snow Ski Resort, this property offers easy access to skiing, hiking, biking, and all that Southern Vermont's outdoor lifestyle and local culture have to offer. See MLS Property & Listing Details & 42 images.

$510,000 $149 per sq.ft. Wilmington VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 3420  |  Acres: 2.35
Tuesday Apr 14, 2026
Description: Located in a desirable setting that offers both privacy and the convenience of walking to the quaint village of downtown Wilmington, this spacious country home is full of potential. The home features a large, light-filled kitchen with plenty of space for cooking and gathering. The original post-and-beam barn, which was moved to the property, has been converted into a generous living and dining area, adding warmth and character. There are two bedrooms on the first floor, each with its own private bathroom. Additional space includes another bedroom, a bonus area, and an office, providing flexibility for a variety of uses. Outside, you'll find established perennial gardens and a sunny meadow, perfect for gardening or relaxing. The property also borders a stream, with the option to create a path for access. The home does need updating, but with renovations, it offers a great opportunity to create something special. If you're looking for country living with convenience, this property is for you. See MLS Property & Listing Details & 48 images. Includes a Virtual Tour

$559,000 $269 per sq.ft. Wilmington VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2080  |  Acres: 0.5
Monday Aug 25, 2025
Description: Charming 2007 home with recent renovations nestled in the Chimney Hill community just a short drive from the Mount Snow ski resort, country village of Wilmington, and nearby lakes and amenities. This home sits on a private dead end parcel and has unique privacy and curb appeal. Inside you are treated to a large vaulted great room with expansive windows, exposed natural wood ceilings, and great natural light as well as complimentary up lighting, a highly efficient pellet burning stove, an open concept living area with spacious dining area and upscale kitchen with granite counters, stainless appliances, and kitchen island, a large main floor primary bedroom suite with soaking tub, an additional guest bedroom and full guest bath on the main floor, large loft den with sofa and tv, overlooking the great room, as well as second primary suite with full bath. Additionally, there is a huge unfinished walkout basement that would afford tremendous expansion potential where you could add additional living and overflow sleeping space. This is complimented by the amazing Chimney Hill amenities including club house with indoor and outdoor pools, hot tub, gym, locker rooms, game room, theater, playground, basketball and tennis courts, winter ice skating, and on site management company offering additional a la carte services for downtime, not upkeep. See MLS Property & Listing Details & 32 images.

$649,000 $346 per sq.ft. Wilmington VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1874  |  Acres: 2.7
Friday Nov 21, 2025
Description: Owners will consider reasonable offers. Lovely expanded farmhouse just up from the village of Wilmington and with mountain views and gorgeous exposure on 2.7 acres of private open land. This charming home is just a short drive to both the Mount Snow and Hermitage Club ski resorts, and nearby lakes, with easy access despite it's private location. The home sits on a pastoral lot with gorgeous westerly views over Haystack Mountain for sunsets year round. Inside you are treated to a warm living area with natural wood post and beam joinery, beautiful light through the many updated windows, a gas burning stove for easy ambiance, a gorgeous updated kitchen with stainless appliances and granite counters, spacious dining area which leads out to the side dining deck for entertaining, family room addition with vaulted ceiling, exposed beams, and half bath, main floor primary suite also with vaulted ceiling and spa-like full bath with soaking tub, double vanity, and tiled stand up shower, a walk-in closet with custom shelving, main floor laundry and pantry space, dual upstairs bedrooms with shared full bath, a full lower level with workshop and updated boiler, double mudroom entry with ample gear storage, and perennial landscaping. The original plans called for a garage addition which would be easy to add on, and the lovely landscaped open lot gives you plenty of options. A truly Vermont style home that works perfect as a weekend getaway, or retirement downsizing option. See MLS Property & Listing Details & 23 images.

$1,300,000 $442 per sq.ft. Wilmington VT Home »

Waterfront on Lake Raponda
3 Beds | 4 Baths |   Total Sq. Ft. 2944  |  Acres: 0.8
Thursday Mar 5, 2026
Description: A rare opportunity to own a beautifully maintained, one-family-owned home on Lake Raponda. Lovingly cared for through the years. This special waterfront property offers the perfect blend of comfort, warmth, and classic Vermont charm. Spend your days boating, kayaking, swimming, or simply relaxing by the shore, and unwind in the quiet beauty that makes Lake Raponda so special. Step inside to an inviting open-concept kitchen, living, and dining area--ideal for gathering with family and friends. A cozy wood-burning fireplace creates the perfect ambiance on chilly evenings, while a wood stove adds both character and efficiency. Large windows invite in natural light and frame peaceful lake views. Step outside onto the spacious deck overlooking the water--an ideal spot for morning coffee, summer dinners, or simply relaxing while taking in the tranquil surroundings. Ideally located just minutes to the charming village of Wilmington for dining, shopping, and local events, and approximately 15 minutes to world-class skiing at Mount Snow. Outdoor enthusiasts will love the surrounding beautiful hiking trails, making this a true four-season retreat. Opportunities like this don't come along often -- lakefront living in such a prime location is truly special. See MLS Property & Listing Details & 43 images. Includes a Virtual Tour

$375,000 $279 per sq.ft. Winhall VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1344  |  Acres: 1.03
Saturday Aug 30, 2025
Description: Escape to the mountains in this charming A-frame, ideally located between the bustling town of Manchester and the area's best ski mountains. This home is your perfect base for year-round adventure, putting you just minutes from world-class skiing, hiking, mountain biking, and shopping. Inside, you'll find a comfortable layout featuring 3 bedrooms, 2 bathrooms, and a home office that can easily flex to accommodate extra guests. Cozy up by the wood-burning fireplace after a day on the slopes or soak up the sun on the inviting deck. This isn't just a home; it's a gateway to the best of Vermont. Property is being sold as is. Septic has failed. State Permit and design and Quote to replace found in documents. See MLS Property & Listing Details & 22 images. Includes a Virtual Tour

$579,000 $398 per sq.ft. Winhall VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1455  |  Acres: 2.01
Tuesday Apr 7, 2026
Description: Just minutes from the slopes of Stratton Mountain Resort, this three bedroom plus den, two bath home offers an easy four season retreat with stunning views of Stratton Mountain. Set on 2 acres, it gives you convenient access to everything the area is known for, from winter ski days to summer mountain biking, golf, hiking, and village events. The home has been thoughtfully improved over time, offering a comfortable mix of mountain charm and practical updates. A newly built deck creates the perfect place to take in the view, while inside, a Vermont Castings wood stove brings warmth and character to the vaulted living space, it's ideal for cozy apres-ski evenings. The efficient layout makes for easy maintenance, and the attached two-car garage provides excellent storage for skis, boards, bikes, and outdoor gear. Offered furnished for added convenience, this is an easy opportunity to settle in and start enjoying the Stratton lifestyle right away. With important improvements already completed, the home is ready to be enjoyed from day one. See MLS Property & Listing Details & 34 images.

$650,000 $274 per sq.ft. Winhall VT Home »

Price Change! Reduced by $79,000 down 12% on February 26th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2370  |  Acres: 1
Tuesday Dec 16, 2025
Description: PRICE ADJUSTMENT to $650,000.This irresistible renovated Forest Farms contemporary with 3 bedrooms and 2 and a half baths has an inviting ambiance as well as appealing floor plan flow. Past the foyer with half bath is the open living concept with white oak hardwood floors. The glow and warmth of the raised hearth stone fireplace in the living area is shared from windowed dining area to bright kitchen with all new appliances, new quartz countertops, new subway tile backsplash. On the east side wing the vaulted primary bedroom en suite with walk in closet offers ease of one level living. On the west side, the den offers a cozy retreat. Sliders throughout bring scenic outdoors in and indoors living out. A wide deck spans the entire south side of the house. Areas for lounging, gathering, dining and grilling, unwinding in the hot tub, overlook a picturesque back yard, woodlands, rambling stone walls. Two spacious guest bedrooms with shared bath on the upper level provide privacy. The basement includes a finished office, workshop, laundry, game areas. Reimagine to suit your own lifestyle. The mudroom off the kitchen, the two-car attached garage with overhead storage, wood shed, and generator complete this well designed property. New carpeting, repainted interior and exterior, stylish furnishings await your personal touches. Throughout Forest Farms enjoy leisurely walks or invigorating runs with stunning mountain views and woodland backdrop. Minutes to Stratton skiing, this captivating property is a must see. See MLS Property & Listing Details & 35 images.

$750,000 $375 per sq.ft. Winhall VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2000  |  Acres: 3.5
Friday Jan 16, 2026
Description: WAKE UP TO UNPRECEDENTED MOUNTAIN VIEWS once called Terra Bella with ownership over four decades and now this can be the Winhall/Stratton residence you have been searching for. From the moment you drive in you are captivated with incredible scenery off prestigious Pearl Buck Drive. Offered on 3.5 acres. The main level boasts newly refinished oak floors, two bedrooms, a den or living area with fieldstone wood burning fireplace and dining/living space open to kitchen with built in cabinetry for functionality. Private primary suite on upper level with additional three season sun room to enjoy the vast country side landscape you're lucky enough to witness . The lower level of the residence has three areas ready for your next project turning these rooms into a recreation room, workshop, gym, which conveniently allows you to access the oversized one car garage . Brand new deck completed this past fall just waiting for you to soak in the mountaintop views stretching from Equinox to Magic including visibility of Gale Meadow Pond. You are in the heart of ski country only a few minutes to Stratton's SunBowl or main Base Lodge, yet a short drive to Manchester. This is an opportunity for the new owner to create their own dreams lucky enough to find this rare buy. The setting is the least of your worries. Come see what we are talking about. See MLS Property & Listing Details & 50 images.

$1,100,000 $257 per sq.ft. Winhall VT Home »

3 Beds | 5 Baths |   Total Sq. Ft. 4279  |  Acres: 1.1
Wednesday Mar 11, 2026
Description: Welcome home! This property is MOVE IN READY ! This exceptional contemporary is just minutes from the Stratton base lodge. Meticulously maintained and thoughtfully updated, this home is ideal for you and your guests! Designed for both relaxation and entertaining, the open-concept floor plan ensures everyone can gather with ease. Two spacious living areas provide wonderful flexibility for everyone. The beautifully updated kitchen offers a wonderful space to cook, gather, and entertain. Expansive windows throughout the home fill the interior with natural light while capturing seasonal winter views of Stratton Mountain. At day's end, retreat to the luxurious primary suite! Two upper-level bedrooms feature newly added ensuite amenities, providing comfort and privacy for family and visitors alike. The lower level offers a generous family room, a world-class ski tuning room--easily convertible to a home gym--along with a bathroom, two bonus rooms, and the utility area. Recent exterior improvements further elevate the property and include a new roof, fresh exterior paint, a renovated garage, and a redesigned driveway. This house is equipped with a Generac Generator, radiant heat in the primary bathroom and don't forget the covered wood shed to keep your firewood dry. This remarkable Stratton property offers move-in ready convenience and an exceptional mountain lifestyle just moments from the slopes. Join us at an OPEN HOUSE Sunday, April 5th from 11:00-2:00 PM or make an appointment for a showing! See MLS Property & Listing Details & 52 images.

$2,800,000 $711 per sq.ft. Winhall VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 3938  |  Acres: 27.99
Monday Jul 28, 2025
Description: Set at the end of a long, private driveway, this remarkable property unveils dramatic panoramic vistas that stretch nearly 40 miles. Offering a rare sense of seclusion & grandeur, the home is an ideal retreat where nature, privacy, and beauty converge.Designed w/a modern aesthetic,an expansive open-concept layout, the main floor features a stunning stone fireplace , enhanced by soaring ceilings and grand French doors that flood the interior w/ natural light. At the heart lies a chef's kitchen, equipped with premier appliances, spacious center island, custom cabinetry--ideal for both daily living and entertaining. Perfectly tailored for hosting, the home includes a dedicated cocktail and coffee bar--rich with wood accents.Step outside to enjoy the convenience of a full outdoor kitchen. Whether you're entertaining or unwinding solo, this porch is a year-round sanctuary.The luxurious primary suite is a private retreat, thoughtfully curated w/ high-end finishes and indulgent amenities.A spa-inspired ensuite bath,w/ an oversized hammered copper soaking tub invites relaxation, a sleek glass fireplace adds ambiance.From the breathtaking views, modern design, & refined blend of indoor-outdoor living this home offers a rare opportunity to experience mountain living at its finest. An entertainer's dream & a serene space to call home. this extraordinary residence invites you to slow down, settle in & savor every moment. Barn & Extraordinary Upgrades. SHOWINGS BEGIN SATURDAY AUGUST 2. See MLS Property & Listing Details & 59 images.

$362,500 $280 per sq.ft. Woodbury VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1296  |  Acres: 3.1
Tuesday Jul 29, 2025
Description: This country ranch features three beds,one full bath and a half bath. Sited on 3.1 surveyed acres,it is just a stones throw from pristine Nelson Pond.The home has an eat-in kitchen and sliding glass doors to the rear deck. Walk out basement has concrete floor,well maintained mechanical systems, and well insulated. There's also potential for woodstove ancillary heating, and an additional basement bedroom. Larger than you think, this home must be seen to appreciate. Detached two car garage,two separate outbuildings(potential she-shed, and one used as woodshed). There is a concrete inground pool that was filled in but care was taken to allow it to be placed back into service if desired.Lower lawn has been used in previous years for garden space and fruit tree plantings. Grab this lovely slice of Vermont country living before it's gone! See MLS Property & Listing Details & 51 images.