You are viewing all VT listings NH Homes between $250000 and $500000 dollars.
$425,000 $351 per sq.ft. Wilmington VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2345 | Acres: 2Listed on Thursday May 21, 2026
Description: Welcome to this inviting 4-bedroom, 3-bathroom home nestled on a tranquil street, cherished by one family for nearly two decades. This residence exudes warmth and comfort, offering the perfect blend of functionality and charm. As you step through the covered front door, a cozy mudroom/entry area sets the tone for the welcoming atmosphere throughout the home. The spacious living room is ideal for gatherings or quiet evenings, while the functional kitchen and dining room combination provides a practical space for meals and entertaining. From the dining room sliding door, access the deck, perfect for al fresco dining or soaking up the sun while overlooking the expansive backyard. Behind Door Number 1, off the living room, discover two comfortable bedrooms and a full bath. Behind Door Number 2, a stairway leads to a full, finished basement, where a versatile recreation room can be customized to suit your needs, whether it be a home theater, game room, or additional living space. The basement also includes the fourth bedroom, a ¾ bath, a practical utility room, and a storage area, with the ease of a walk-out to the backyard from this level. Behind Door Number 3, adjacent to the kitchen/dining area, lies the primary bedroom with a full ensuite bathroom, offering a peaceful retreat for rest and relaxation. This home is not only perfect as a primary residence with easy access to schools, a thriving Main Street, and area activities, but also holds potential as a second home or investment property, just minutes to ski resorts, golf courses, and Harriman Reservoir for swimming and boating. Located within the Beaver Brook Association, residents benefit from comprehensive road maintenance, snow plowing, and sanding services. Don't miss the opportunity to make this beloved home your own, enjoying the serene setting and convenient amenities it has to offer. See Listing Details & 59 images. Includes a Virtual Tour
Under Contract
$429,000 $330 per sq.ft. Wilmington VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1300 | Acres: 0.64Listed on Wednesday Jun 25, 2025
Description: This charming Cape-style home offers three bedrooms and two full baths across the first two floors, featuring bamboo hardwood floors throughout and abundant natural light. Upstairs bedrooms have built in dressers. The living room boasts a cozy gas fireplace and flows seamlessly into the open-concept kitchen and dining area. A MAJOR highlight is the deeded lake rights to the picturesque Lake Raponda in Wilmington. Just a short stroll along the community trail through the woods or drive to the private parking lot for 4 cars that leads you to a private association beach with a dock and kayak racks--ideal for swimming, paddling, boating and enjoying peaceful lakeside moments or you can park along Lake Raponda Rd by the public beach access. Outdoor enthusiasts will also love the easy access to the nearby VAST snowmobile trails. Conveniently located only minutes from Mount Snow for skiing and year-round recreation, and just a short drive to the shops and restaurants of downtown Wilmington. Whether you're looking for a full-time residence or a weekend escape, this property offers a perfect blend of lake and mountain living. See Listing Details & 39 images.
$435,000 $324 per sq.ft. Wilmington VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1344 | Acres: 0.44Listed on Friday Aug 29, 2025
Description: Amazingly private cul-de-sac, the nicest location in Chimney Hill! 4 Bedroom 2 Baths, Livingroom with wood stove and a wall of windows to let the outdoors in! Hot Tub on multi-tiered deck. Beautiful wooded lot to explore, garden shed and garage. Live the Resort lifestyle on Chimney Hill's 1,200-Acre Resort Campus, with 550-Acres owned in common by the Homeowners Association. Numerous multi-use trail system for biking, hiking, snowmobiling, 3 areas with tennis courts, seasonal pickleball and ice skating, year-round swimming at the Exclusive Members-Only Club House , indoor and outdoor in-ground pools, hot tub, fitness room, arcade room, small child playroom, community room, table tennis, basketball, fully-equipped kitchen for HOA members use, outdoor grill by the outdoor pool, along with a playground for young children, and members lounge. Plus, world class skiing and shredding just minutes away, golf, boating, fishing, paddleboarding, unique shops, fine dining, flea markets, festivals, music, and all the Deerfield Valley and Southern Vermont have to offer! Own this winter don't rent!!! See Listing Details & 50 images.
Under Contract
$439,000 $314 per sq.ft. Wilmington VT Home »
Price Change! Reduced by $56,000 down 13% on May 13th 2026
Waterfront on Lake Raponda
4 Beds | 3 Baths | Total Sq. Ft. 1900 | Acres: 0.32
Listed on Wednesday Oct 1, 2025
Description: Time to start living the dream with your very own getaway in Chimney Hill! Little Bend Haven is a short walk to the Clubhouse, at the end of the road, with a wood burning fireplace, family room, open concept living, dining and kitchen, with deck, and three levels of living and sleeping spaces. Main level has a mudroom for gear, bedroom and full bath, kitchen/dining, deck with a babbling brook below, and living room with wood-burning fireplace for taking the chill off. Second level has two bedrooms and a half bath. Lower level has a family room with a gas fired stove for added warmth, full bath and guest room. Furnishings included! Enjoy all the amenities Chimney Hill offers including pickleball, tennis, hiking, biking, cross country skiing, ice skating, sledding, our exclusive member-only Clubhouse located at 2,000' in elevation on our 1,200 Acre Resort Campus and features indoor and outdoor heated pools for year-round swimming, hot tub, fitness room, arcade room, playroom, community room, fully-equipped kitchen, playground, and on-site management. World Class skiing and shredding are minutes away, as well as fine dining golf, boating, shopping, music, breweries, distilleries, wineries, antiques, flea markets, festivals, the Green Mountain National Forest, and more! See Listing Details & 60 images.
$455,000 $294 per sq.ft. Wilmington VT Home »
Waterfront on Lake Raponda3 Beds | 2 Baths | Total Sq. Ft. 1550 | Acres: 0.95
Listed on Monday Jun 1, 2026
Description: 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, après 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! See Listing Details & 60 images.
$459,000 $326 per sq.ft. Wilmington VT Home »
Waterfront on Pond _Unnamed3 Beds | 2 Baths | Total Sq. Ft. 1410 | Acres: 10.5
Listed on Monday Dec 8, 2025
Description: 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! See Listing Details & 15 images.
$459,000 $221 per sq.ft. Wilmington VT Home »
1 Beds | 3 Baths | Total Sq. Ft. 2076 | Acres: 0.06Listed on Wednesday Jan 28, 2026
Description: 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. See Listing Details & 31 images.
$465,900 $301 per sq.ft. Wilmington VT Home »
Price Change! Reduced by $33,100 down 7% on May 14th 2026
3 Beds | 3 Baths | Total Sq. Ft. 1548 | Acres: 1
Listed 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.
$469,000 $326 per sq.ft. Wilmington VT Home »
Price Change! Reduced by $30,999 down 7% on May 28th 2026
Waterfront on Lake Raponda
3 Beds | 2 Baths | Total Sq. Ft. 1440 | Acres: 1.15
Listed on 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 Listing Details & 60 images.
$479,900 $287 per sq.ft. Wilmington VT Home »
Price Change! Reduced by $95,000 down 20% on June 11th 2026
3 Beds | 2 Baths | Total Sq. Ft. 1850 | Acres: 1.18
Listed on Thursday Nov 13, 2025
Description: Located just minutes from the slopes of Mount Snow, the pristine waters of Lake Raponda, and the expansive Harriman Reservoir, this property offers the ideal combination of convenience, recreation, and opportunity. With ample space and zoning flexibility, you have the unique chance to build an Accessory Dwelling Unit (ADU) on-site, perfect for generating rental income, hosting guests, or creating a private retreat. Whether you're a winter sports enthusiast, a lover of water activities like kayaking, paddleboarding, and fishing, or simply seeking a peaceful escape, this location is a gateway to year-round adventure. Explore skiing and snowboarding, hike and bike scenic trails, or enjoy the vibrant local food and arts scene in nearby downtown Wilmington. Imagine the possibilities: your dream home, an income-producing property, or a combination of both, all in a setting that perfectly captures the beauty and charm of Vermont. See Listing Details & 42 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.
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.
$395,000 $247 per sq.ft. Windham VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1600 | Acres: 1.7Listed on Thursday May 28, 2026
Description: Discover your perfect Vermont getaway in this well-maintained 3 BR, 2 BA home. Designed for both relaxation and year-round adventure, this property places you minutes from southern Vermont's best skiing and charming village life. The first level offers ultimate convenience, featuring a roomy, tiled mud room for all your gear, two comfortable BRs, full bath and a private primary suite complete with ensuite bath. The home's upper level is dedicated to spacious, comfortable living. To the right, a bright living area beckons, with a pair of sliding glass doors leading out to your brand new deck--the perfect place to enjoy a quiet cup of coffee, or glass of wine. The layout flows seamlessly into a large dining room, ideal for hosting delicious meals and great conversations with your favorite people. The well-appointed kitchen is ready to inspire your culinary creativity, or simply handle a quick snack. Perfectly nestled on a quiet road, the location is unbeatable for the outdoor enthusiast. You are just 10 minutes to Magic Mountain, a quick 20 minutes to Stratton or Bromley, and under 30 minutes to Okemo. Your four-season mountain adventure starts here. SHOWINGS BEGIN WITH OPEN HOUSE - SATURDAY, 5/30 & SUNDAY, 5/31 2 - 4PM. See Listing Details & 40 images.
Under Contract
$329,000 $154 per sq.ft. Windsor VT Home »
Price Change! Reduced by $10,000 down 3% on April 29th 2026
4 Beds | 2 Baths | Total Sq. Ft. 2142 | Acres: 0.25
Listed on Friday Apr 3, 2026
Description: Discover space, flexibility, and everyday convenience in this charming 4-bedroom, 2-bath home in the heart of Windsor. Thoughtfully designed with a spacious floor plan, the main living area features warm hardwood floors and abundant natural light, creating a bright and welcoming atmosphere throughout. The formal dining area flows seamlessly into the living room, perfect for both everyday living and entertaining. A main-level bedroom and full bath, along with convenient first-floor laundry, offer ideal single-level living options or guest accommodations. Upstairs, you'll find three generously sized bedrooms, providing plenty of space for family, guests, or a home office setup. Set on a quarter-acre lot, the property offers ample parking and a detached one-car garage, perfect for storage, hobbies, or a workshop. Centrally located and easy access to town, grab your morning coffee just a short walk away or head to the nearby pond for a relaxing swim. A wonderful opportunity to own a well-located home with space, charm, and versatility in Windsor! See Listing Details & 25 images.
