You are viewing all VT listings NH Homes between $250000 and $500000 dollars.
$460,000 $240 per sq.ft. Wilmington VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1920 | Acres: 7.1Listed on Wednesday Jun 24, 2026
Description: Escape to the beauty of Vermont in this private mountain retreat, ideally situated at the end of a quiet country road. Set on a secluded parcel, this charming getaway boasts sweeping long-range views stretching across the Green Mountains and National Forest to Mount Snow, with easterly vistas toward neighboring Marlboro. Take in spectacular sunsets from the covered front porch or unwind surrounded by nature. Inside, the inviting open-concept living space features a cozy pellet stove with a convenient lift system for easy refilling from the lower level. The main floor offers a primary bedroom, full bath with laundry, and a spacious mudroom designed for four-season living. Upstairs, you'll find two additional bedrooms and a second bath, providing comfortable accommodations for family and guests. The walkout lower level includes utility space and a two-car garage, with excellent potential for a future family room, recreation space, or home gym. Outdoor amenities include a firepit gathering area, perfect for relaxing evenings under the stars while enjoying the peaceful mountain setting. Conveniently located just minutes from Wilmington's shops and restaurants, Lake Raponda, and Molly Stark State Park, this move-in-ready property offers the perfect balance of privacy, recreation, and Vermont charm. Whether you're seeking a year-round residence, vacation home, or mountain escape, this exceptional property is ready to be enjoyed. See Listing Details & 34 images.
$465,900 $301 per sq.ft. Wilmington VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 1548 | Acres: 1Listed on 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 Listing Details & 23 images.
$489,000 $400 per sq.ft. Wilmington VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 2003 | Acres: 0.51Listed on 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 Listing Details & 21 images.
$489,000 $357 per sq.ft. Wilmington VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2070 | Acres: 0.61Listed on Wednesday May 13, 2026
Description: Spacious ski chalet in the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. Just down from the rec center and clubhouse sits this well maintained home with easy access, ample parking, a level back yard, and nice privacy, yet with all the conveniences of community living. The interior has a vaulted open concept living space with natural light and large windows, natural woodwork throughout, a kitchen with stainless appliances and breakfast bar, a spacious dining area open to the living room with gas fireplace and brick hearth, a main floor bedroom and full bath as well as a large mudroom for all your gear, 2 upstairs bedrooms including a large bunk room with great closet space, as well as a second full bath recently renovated, a finished walkout lower level with games, additional sleeping space, and ample room to spread out. There is also a large storage and utility room for seasonal storage or owner lock out space. There is a garage shed outside for snowmobile, a fire pit, and large entertaining deck. This comes with all the great Chimney Hill amenities including road maintenance, community water, clubhouse with indoor and outdoor pools, hot tub, game room, theater, playground, tennis courts, basketball, gym, and more. There are also a la carte services including plowing, sanding, and trash pickup. A truly unique spot that affords Vermont charm and serenity, with easy management. See Listing Details & 33 images.
$489,999 $348 per sq.ft. Wilmington VT Home »
Waterfront on Lake Raponda3 Beds | 2 Baths | Total Sq. Ft. 1410 | Acres: 0.5
Listed on Tuesday Jul 21, 2026
Description: Section B. Top of the Hill, end of the road, this home is meticulously kept and updated, with lots of attention to detail. Start living the dream you imagine! A classic chalet design with mudroom entry, full bath and bedroom, and open concept living, dining and kitchen on the main level, with a wraparound deck. Upstairs has two bedrooms and a second full bath. The double lot offers privacy and options for a garage. Nice, landscaped level lot with a shed and woodbin, firepit and plenty of parking. Enjoy all the amenities Chimney Hill offers including the exclusive members only clubhouse, located at 2,000' in elevation, it's the perfect spot to enjoy year-round featuring indoor and outdoor heated pools, a brand new hot tub, fitness room, arcade, playroom, lounge, fully-equipped kitchen, playground, community room, table tennis, pickleball, ice skating, hiking, biking and snowmobiling on the 1,200 acre resort campus nestled between the Green Mt National Forest and the town of Wilmington VT. Minutes from world class skiing and shredding at either Vail's Mt Snow or the private Hermitage Club. Discover Southern VT and enjoy outdoor and indoor music, festivals, unique shopping and dining, antiques, flea markets, golf, boating, paddleboarding, and so much more! Owner's list of features and improvements: Two Mini-Split Units for AC/Heat, Replaced all Electric Baseboard Heating Units, Gasoline powered generator hardwired into the electric panel, New Electric Panel, Hardwired Ring Outdoor Cameras, Vapor Barrier Throughout Crawl Space, Flooring throughout the whole house, Window treatments, Furniture, Bedding, Kitchen Appliances, HWH on GMP Rental Program $10 mo., Washer & Dryer, Four Flatscreen TV's, Safe in MBR, Kitchen Countertops, Both Bathroom Fixtures, Countertops & Toilets, Ceiling Fans & Ceiling Lights, Safety Railings & Wiring on Stairs & Loft, Storage/Woodshed Outside, Firepit. See Listing Details & 42 images.
Under Contract
$250,000 $166 per sq.ft. Windham VT Home »
5 Beds | 2 Baths | Total Sq. Ft. 1504 | Acres: 2.6Listed on Tuesday Dec 17, 2024
Description: Great location for primary or vacation home. Near Burbee Pond in Windhame. 2.6 acres and possibly small commercial. 4 Plus bedrooms with one full bath and a half bath on main floor. Home is ready for your improvements. Close to ski resorts! See Listing Details & 18 images.
$253,000 $293 per sq.ft. Windham VT Home »
Price Change! Reduced by $6,000 down 2% on July 27th 2026
2 Beds | 1 Baths | Total Sq. Ft. 864 | Acres: 4
Listed on Saturday Apr 25, 2026
Description: Tucked away on a quiet dead end dirt road in the heart of Windham, this cute Vermont log home offers the kind of peace and privacy that is getting harder to find. Set in a clearing of four acres of wooded land, this property feels like a private retreat, surrounded by conservation land and abundant wildlife. The log home blends rustic charm with comfortable living. The warm wood finishes on the interior, vaulted ceiling, newly supported, and a cozy loft create an atmosphere that invites you to slow down and relax! Immerse in nature while enjoying coffee on the porch or evenings under the stars on the back deck. The West Windham Valley is the home of a beautiful natural waterfall, providing a scenic escape and reminder of the area's untouched beauty. This is an ideal setting for outdoor enthusiasts , nature lovers and anyone seeking a quiet country lifestyle. Price increase reflects work done to reinforce roof structure. If you have been looking for a true Vermont getaway, this property delivers! See Listing Details & 31 images.
$344,000 $202 per sq.ft. Windham VT Home »
Price Change! Reduced by $5,000 down 1% on July 23rd 2026
2 Beds | 2 Baths | Total Sq. Ft. 1700 | Acres: 4
Listed on Saturday Jul 11, 2026
Description: Set in the quaint village of South Windham, this charming Vermont home offers a warm, comfortable lifestyle with ski areas, outdoor recreation, and four-season adventure all close at hand. Known locally as the "old dance hall," the property is believed to date to around 1900, possibly reflecting an earlier community use that adds an interesting layer to its history. Lovely pine floors bring warmth and character throughout the home, while a Jøtul wood stove in the living room creates a cozy gathering place. A second wood stove in the basement provides efficient whole-house heat during the colder months. The flexible floor plan includes three bedrooms, with two on the main level and one upstairs, making the home well suited as a starter property, retirement home, or peaceful Vermont getaway. The living spaces open to an expansive deck overlooking a generous backyard with a beautiful backdrop of the surrounding hills. A gentle stream meanders through the property, enhancing the quiet setting and creating a wonderful sense of peace. There is ample room for gardens, outdoor projects, or the makings of a small homestead. With 1.5 baths and approximately 1000+ square feet of unfinished attic space offering potential for additional living area, office space, or storage, the home has room to grow and adapt. Full of charm, history, and practical comfort, this is a special opportunity in one of Vermont's most peaceful village settings. See Listing Details & 29 images.
$395,000 $113 per sq.ft. Windham VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 3502 | Acres: 1.3Listed on Monday Jul 13, 2026
Description: In the heat of it all!! With 4 mountains within in about 1/2 hour, this is the perfect spot to get away for skiing and all the other Southern Vermont treasures. Nestled in a sweet meadow, with a wee bit of forest, this home is a perfect home base with plenty of room for everyone. With a lovely flat yard, huge private back deck and large above the ground pool, there are lots of options for entertaining. The guest suite has a private entrance or can be open to the main house. It would work well as a potential rental (check with the town), x generation starter, or an in home caretaker suite. Snug up to the cozy fireplace or wood stove on the crisp winter nights, hunt for fireflies in summer, breathe the clean crisp air of fall. You can't go wrong here. See Listing Details & 31 images.
$442,999 $226 per sq.ft. Windsor VT Home »
Waterfront on Lake Runnenede3 Beds | 2 Baths | Total Sq. Ft. 1961 | Acres: 0.16
Listed on Friday Jul 17, 2026
Description: Open House Sunday July 26th 10a.m. - 12 p.m.! Single Family or Duplex! Live in it as a spacious 3 bedroom, 2 bath single family home, or take advantage of the current setup as two separate 1 bedroom units, each with its own utilities. That kind of flexibility is hard to find, whether you're thinking multigenerational living, rental income, or just extra breathing room. And then there's the view. Gorgeous lake views greet you from inside this home, the kind that make you stop and appreciate where you live every single day. This is a true Victorian, full of the character and detail that newer homes just can't replicate. The full basement includes a bonus room, perfect for a home office, workshop, or extra storage. A detached garage adds even more convenience for parking and yard equipment. Tucked into charming Windsor, you're close to 91 and just minutes from local shops and restaurants downtown. Homes with this much versatility and this kind of view don't come along often. See Listing Details & 45 images.
$430,000 $517 per sq.ft. Winhall VT Home »
5 Beds | 2 Baths | Total Sq. Ft. 1664 | Acres: 1Listed on Thursday Jun 11, 2026
Description: The ideal opportunity in a prime location, minutes from Stratton Mountain, Bromley Mountain, and the charming town of Manchester, this 5-bedroom, 2-bathroom home has what you need for your primary Vermont residence or a quiet place to getaway. The spacious living room and dining area is complimented by a wrap around porch. This home is low maintenance and setup well for those who want a delightful retreat. See Listing Details & 22 images.
Under Contract
$449,000 $460 per sq.ft. Winhall VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 1460 | Acres: 0.47Listed on Thursday May 14, 2026
Description: A Sanctuary for Every Season: Picture the moment you turn off the main road and onto tree-lined Aspen Lane. The frantic pace of the week instantly drops away as you pull into your driveway. Tucked into a lush, wooded lot, this four-bedroom chalet is designed for those who live for the outdoors. Whether you're here to chase the morning light on the slopes of nearby Stratton Resort or to spend a slow summer afternoon exploring the local swimming holes, this home serves as the perfect basecamp for your Green Mountain adventures. Inside, the vibe is cozy. On crisp autumn evenings, the pellet stove becomes the heart of the home, casting a steady warmth that invites long conversations and board game marathons. When the Vermont summer hits its peak, you'll stay perfectly cool thanks to the modern mini-split system--a rare and welcome comfort in a mountain retreat. The expansive deck is your private outdoor dining room, ideal for long weekend brunches or stargazing after a day of hiking. With four bedrooms and 2.5 baths, there is plenty of space for everyone to find their own corner of peace without feeling crowded. A dedicated storage shed means your paddleboards, skis, canoes, and fishing gear are always organized and ready for the next excursion. You can feel the care that has gone into this property. It has been kept in peak condition so that your only job upon arrival is to drop your bags and head outside. From the gear storage to the effortless climate control, every detail has been managed to make your mountain getaways seamless. The mountains are calling, and this chalet is the perfect place to answer. Contact us today to see this Winhall gem in person and start planning your first weekend away. See Listing Details & 32 images. Includes a Virtual Tour
Under Contract
$495,000 $271 per sq.ft. Winhall VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1824 | Acres: 0.4Listed on Thursday May 28, 2026
Description: Quintessential Vermont charm meets modern comfort in this beautifully updated New England farmhouse just minutes from Stratton Mountain. Ideally located only 1 mile from the Stratton Mountain Access Road and just 1/10 mile to the VAST snowmobile trail, this 4-bedroom, 2-bath home offers the perfect four-season retreat. Rich with character, the home features exposed beams, warm hardwood floors, and a classic cast iron wood stove that creates the ultimate cozy Vermont atmosphere. Thoughtfully modernized while preserving its historic charm, this inviting property blends timeless farmhouse appeal with everyday comfort. Once a gathering place for legendary folk singer Arlo Guthrie, the home carries a unique sense of history and soul. Enjoy easy access to skiing, snowmobiling, hiking, and The Mountain School at Winhall, embracing the classic placement of historic Vermont farmhouses, originally built close to the road for practical year-round access during harsh New England winters. Today, that timeless design translates into effortless convenience with easy in-and-out access and no long driveway to maintain or plow, all while enjoying the beauty and charm of Vermont living. Whether you're searching for a primary residence, weekend getaway, or investment opportunity, this special property captures the very best of Vermont living. See Listing Details & 39 images.
$345,000 $369 per sq.ft. Woodbury VT Home »
Price Change! Reduced by $30,000 down 9% on July 23rd 2026
3 Beds | 2 Baths | Total Sq. Ft. 1786 | Acres: 1
Listed on Wednesday Mar 11, 2026
Description: Price Reduced! Motivated Sellers! Don't miss your opportunity to be the next owner of this well cared for home! Set on a spacious 1 +/- acre corner lot, this raised ranch offers comfort, functionality, and easy access to outdoor recreation. The attached two-car garage provides convenient direct entry into the lower level great room, making everyday living easy in all seasons. The main level features a bright and inviting living room with an electric fireplace, perfect for relaxing evenings in the cooler months and a wall air conditioning unit for the warm months. The eat-in kitchen offers plenty of space for casual dining and includes a door that opens to the back deck--ideal for enjoying morning coffee or summer grilling. This level also includes a full bath, a spacious primary bedroom with double closets, and a comfortable guest bedroom. Downstairs, the lower level provides a great room warmed by a cozy wood stove, creating a welcoming gathering space. You'll also find an additional guest bedroom, a half bath, laundry, and utility room. Outside, the open acre offers plenty of room to garden, play, or simply enjoy the surroundings. A small stream runs behind the home, adding to the charm, and a storage shed provides extra space for tools and outdoor equipment. Located at the corner of two town-maintained gravel roads, the property offers a country setting while being just up the hill from VT Route 14 for an easy commute. With numerous nearby lakes and ponds to explore, this home is a great base for enjoying Vermont's outdoor lifestyle. See Listing Details & 30 images.
$359,000 $250 per sq.ft. Woodbury VT Home »
2 Beds | 2 Baths | Total Sq. Ft. 1436 | Acres: 0.64Listed on Tuesday Jul 7, 2026
Description: Welcome to 114 West Woodbury Road in beautiful Woodbury, Vermont--a peaceful country retreat offering privacy, comfort, and easy one-level living. This well-maintained 1,436-square-foot home features 2 bedrooms and 2 full bathrooms, thoughtfully designed for both everyday living and entertaining. Tucked away at the end of a dead-end road, this property is surrounded by open conservation land, creating a serene setting with abundant wildlife and year-round natural beauty. Outdoor living is a highlight, with a spacious screened-in porch, a stone patio perfect for relaxing or gathering with friends, and a private deck off the primary bedroom where you can enjoy your morning coffee overlooking the peaceful surroundings. Additional features include a detached shed and workshop, providing plenty of space for hobbies, storage, or outdoor equipment. Outdoor enthusiasts will appreciate the property's close proximity to the VAST trail system, offering easy access to Vermont's renowned snowmobile trail network. Despite its tranquil setting, the home is conveniently located with a short commute to both Morrisville and Montpelier, making it an ideal balance of rural privacy and accessibility. See Listing Details & 49 images.
