You are viewing all listings Homes between $250000 and $500000 dollars.
$429,000 $330 per sq.ft. Wilmington VT Home »
Price Change! Reduced by $70,000 down 16% on February 23rd 2026
3 Beds | 2 Baths | Total Sq. Ft. 1300 | Acres: 0.64
Listed 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.
$429,000 $159 per sq.ft. Wilmington VT Home »
Price Change! Reduced by $20,000 down 5% on March 2nd 2026
3 Beds | 3 Baths | Total Sq. Ft. 2690 | Acres: 1.6
Listed on Thursday Jan 29, 2026
Description: Rustic Country Home This inviting rustic country home features a spacious great room with a vaulted ceiling and a beautiful fieldstone fireplace with a buckstove--perfect for cozy winter nights. A large dining area offers plenty of space for gathering with family and friends, complemented by an awesome bar ideal for entertaining. The first floor includes a generously sized bedroom, while the second level offers two additional bedrooms and a full bathroom. The current owners have finished the lower level to include two bedrooms, a bonus room, a bathroom, and a utility room with washer and dryer. Recent improvements by the current owners include newer windows, furnace, and roof. The home is served by a three-bedroom septic system. See Listing Details & 60 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.
$449,000 $236 per sq.ft. Wilmington VT Home »
Waterfront on Lake Raponda4 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.
$459,000 $326 per sq.ft. Wilmington VT Home »
Price Change! Reduced by $70,000 down 15% on April 11th 2026
Waterfront on Pond _Unnamed
3 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.
$465,000 $242 per sq.ft. Wilmington VT Home »
Price Change! Reduced by $34,000 down 7% on April 3rd 2026
3 Beds | 2 Baths | Total Sq. Ft. 1920 | Acres: 7.1
Listed on Wednesday Oct 8, 2025
Description: Vermont mountain getaway perched on a private parcel at the end of a quiet country road, this charming mountain retreat offers sweeping long-range views spanning from the Green Mountains within the National Forest north to Mount Snow and east toward neighboring Marlboro. Enjoy breathtaking sunsets from the covered front porch or relax in the outdoor hot tub surrounded by nature. Inside, the open-concept floor plan features a cozy living area with a pellet stove and a convenient lift system for easy refilling from the lower level. The main floor offers a primary bedroom, a full bath with laundry, and a spacious mudroom. Upstairs are two additional bedrooms and a second bath, providing comfortable space for family or guests. The walkout lower level includes utilities and garage space for two vehicles, with potential to finish into a family or recreation room. Outdoor highlights include a firepit seating area and a raised platform treestand--perfect for peaceful moments or enjoying the scenery. Conveniently located just minutes from Wilmington for shopping and dining, Lake Raponda for swimming, and Molly Stark State Park for hiking. Being sold mostly furnished, this is a ready-to-enjoy Vermont getaway. See Listing Details & 41 images. Includes a Virtual Tour
$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
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.
$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
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.
$489,000 $244 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.
Under Contract
$499,000 $223 per sq.ft. Wilmington VT Home »
5 Beds | 4 Baths | Total Sq. Ft. 2240 | Acres: 1.1Listed on Friday Mar 21, 2025
Description: Unique spacious log home near the Hermitage Ski Club with easy access to the resort, direct snowmobile trail access, and tremendous privacy. Also just down the access road from the Mount Snow ski resort, nearby country village of Wilmington for shopping and dining, and gorgeous area lakes. This updated rustic retreat sits on a level lot with ample parking, winter exposure to the east, and a gear shed. Inside is a vaulted great room with natural wood throughout, large windows for natural light, a wood burning stove with brick hearth, kitchen with breakfast bar and stainless appliances, main floor primary bedroom with en suite full bath, two guest rooms and another full bath, a first story family room recently renovated with gas fireplace, large bunk room with attached bath, fifth bedroom with half bath, and large entry mudroom for all your snowy equipment. The home offers ample space for groups, but is intimate and cozy enough for less. A true Vermont style getaway. See Listing Details & 28 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
Listed on 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 Listing Details & 42 images.
Under Contract
$485,000 $293 per sq.ft. Wilmot NH Home »
Price Change! Reduced by $14,000 down 3% on March 19th 2026
4 Beds | 2 Baths | Total Sq. Ft. 1654 | Acres: 3.52
Listed on Thursday Nov 13, 2025
Description: Set on over 3.5 private, wooded acres just minutes from New London, this property offers a rare combination of space, flexibility. Tucked into a scenic Wilmot setting, the home is ideal for buyers seeking privacy and room to breathe--without sacrificing access to everyday conveniences. Inside, the home offers 4 bedrooms and 2 bathrooms with a layout designed for both functionality and adaptability. The main level features a bright, light-filled living space, an efficient kitchen with ample storage, and a dining area that connects seamlessly--well-suited for both daily living and entertaining. The lower level creates a distinct secondary living zone, offering flexibility for today's needs--whether as a home office, guest space, recreation area, or multi-generational setup. Easy access to I-89 allows for convenient travel to Concord and the Upper Valley. A well-maintained home with clear pride of ownership, offering a compelling opportunity for buyers looking to balance privacy, location, and long-term value. See Listing Details & 55 images.
Under Contract
$315,000 $193 per sq.ft. Wilton NH Home »
Price Change! Reduced by $10,000 down 3% on February 16th 2026
3 Beds | 2 Baths | Total Sq. Ft. 1633 | Acres: 0.9
Listed on Tuesday Nov 4, 2025
Description: Imagine! 7 room, 3 bedroom, 2 full bath antique home at an affordable price! Sunny kitchen with heated tile floors, oak cabinets, and stainless steel appliances. The dining room has bamboo floors which opens up to a spacious living room. The den with cathedral ceiling is ideally located for someone who works from home. The walkout basement has a cement floor and is unfinished. Great area for a workshop. Ideally located within walking distance to Wilton/Lyndeborough high school, downtown businesses, library, and the famous Town Hall Theater. Some work needed but well worth the price. See Listing Details & 12 images.
$349,900 $306 per sq.ft. Wilton NH Home »
Price Change! Reduced by $50,000 down 14% on April 6th 2026
2 Beds | 1 Baths | Total Sq. Ft. 1142 | Acres: 4.1
Listed on Wednesday Mar 11, 2026
Description: Investors take note. This two bedroom one bath home with a detached garage and shop building is being offered for the first time in over half a century and it's being offered for sale with both the home AND the abutting lot. These are two separate lots of record with separate tax bills and tax cards being offered as a package. Each lot is about two acres and you'll find the remnants of an old mill along the brook's edge down below the house and lot. Mill Brook runs along the bottom edge of the lots and there are some beautiful waterfalls and the old sluice way and a cool island down down below as well made by the sluice way. Home is currently heated via a wood stove and a propane monitor, but there is a (non functioning) Forced Hot Air oil burning furnace there. Home was continually occupied for almost 60 years up until a few months ago. This home is to be sold AS IS. Buyers and their agents urged to do all research necessary in regards to the property as there appear to be a few nice building sites on each lot, but no guarantees are made as there is no soil or test pit data available. What is being offered is Lot A-65 AND lot A 65-1, totaling 4.1 acres according to the town. One other abutting lot owned by the same family is also being offered separately (Lot A-66, 1.1 acres) in a separate listing, and it is just above this lot. See Listing Details & 22 images.
