$459,000 $221 per sq.ft. Wilmington VT Home »

1 Beds | 3 Baths |   Total Sq. Ft. 2076  |  Acres: 0.06
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 MLS Property & 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
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 MLS Property & 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
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.

Under Contract Wilmington VT Home for sale $$499,000 $223 per sq.ft.

$499,000 $223 per sq.ft. Wilmington VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 2240  |  Acres: 1.1
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 MLS Property & 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
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.

Under Contract Wilmot NH Home for sale $$485,000 $293 per sq.ft.

$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
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 MLS Property & Listing Details & 55 images.

Under Contract Wilton NH Home for sale $$315,000 $193 per sq.ft.

$315,000 $193 per sq.ft. Wilton NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1633  |  Acres: 0.9
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 MLS Property & 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
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 MLS Property & Listing Details & 22 images.

Under Contract New Listing! Winchester NH Home for sale $$275,000 $252 per sq.ft.

$275,000 $252 per sq.ft. Winchester NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1092  |  Acres: 3.9
Wednesday Apr 1, 2026
Description: (The septic report should be under show docs later today).Drive up the driveway to a private homesite with old garden beds, privacy, perhaps a place for a horse. This one level home will work for almost anyone! Enter this 2 bath home through an enclosed porch which could be part mudroom and partially an area to relax on in good weather. The kitchen has a good working area with a double sink, refrigerator, electric stove and the washer and dryer behind closed doors. The livingoom has a large picture window and there are 3 bedrooms and 2 baths. One bath is in a bedroom. The full concrete basement has been dry and houses the fairly new gas furnace and circuit breakers. The price includes Tony Poanessa's 10k estimate for new roof shingles. Some cosmetics and interior and exterior work is needed. This could be a happy place to live. See MLS Property & Listing Details & 15 images.

$300,000 $273 per sq.ft. Winchester NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1100  |  Acres: 0.33
Wednesday Mar 25, 2026
Description: OPEN HOUSE SAT 4/25 SUN 4/26 1-3PM Just completed with a ton of updates! New kitchen with new appliances, updated bathrooms, new floors, new paint throughout, public water, and sewer! A total refresh with zero headaches for years to come. Awesome value and quality uncommon in the market today for only $300,000. Grab this before it's gone! Some photos have been staged and or are of reasonable facsimile. See MLS Property & Listing Details & 10 images.

New Listing! Village of Ashuelot in Town of Winchester NH Home for sale $$319,000 $177 per sq.ft.

$319,000 $177 per sq.ft. Village of Ashuelot in Town of Winchester NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1805  |  Acres: 1.3
Wednesday Apr 22, 2026
Description: Roomy, solidly built Post & Beam home awaits your tasteful touches and TLC! Enter this center-foyer cape by way of the spacious front covered porch built to enjoy many of our glorious New England seasons. Inside, the three main first-floor rooms offer options for living, dining, family room or den. A sizeable room off the kitchen can store all that seasonal gear or remain a walk-in pantry. Brand new higher-end kitchen cabinets are on site ready for you to install. Upstairs, a large second-floor primary bedroom has direct access to the bathroom including a whirlpool tub and standing shower. Two more bedrooms round out the second floor living spaces. Vinyl windows give ease to letting in that country fresh air. Outside, open grassy areas provide an ideal setting for outdoor enjoyment like listening to the babbling brook, soaking up the sun, or gardening. Nearby, find the historic Ashuelot Covered Bridge and miles of the Ashuelot River. Minutes to Hinsdale, less than 30 minutes to Keene, and 5 miles to the Massachusettes border, this country-close-to-city home welcomes you. Best suited for Conventional or Cash. See MLS Property & Listing Details & 22 images.

$350,000 $374 per sq.ft. Winchester NH Home »

Waterfront on Lake Forest
2 Beds | 1 Baths |   Total Sq. Ft. 937  |  Acres: 0.23
Saturday Jan 4, 2025
Description: Kick back and relax at this stylish year-round lake area country cottage. Includes deed access to beautiful Forest Lake. This vibrant gem was recently renovated with updated appliances, butcher block countertops and hardwood flooring. This home features vaulted ceilings, laundry hook-ups, patio and deck. Currently operated as a thriving and profitable year-round vacation rental. Home can be purchased fully furnished (select artwork excluded) or empty. Local management is available to continue vacation operations for a period of one year. Also being offered as part of a portfolio of short-term rental properties. See MLS Property & Listing Details & 25 images.

Under Contract New Listing! Winchester NH Home for sale $$350,000 $226 per sq.ft.

$350,000 $226 per sq.ft. Winchester NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1546  |  Acres: 0.52
Thursday Apr 9, 2026
Description: Offer deadline 4/24 @ 12PM. Welcome to 12 Pudding Hill Road in Winchester, NH--a home that delivers the space and flexibility today's buyers are looking for. This property offers the convenience of one-level living, paired with a substantial lower level that significantly expands your usable square footage. The partially finished basement features two large bonus rooms, ideal for a home office, gym, media room, or additional living space--giving you options to truly tailor the home to your needs. The main level offers a functional layout with comfortable living spaces, while the two-car garage provides everyday convenience and storage. Step out onto the deck, where you'll find a practical outdoor space with a large driveway and flat yard. If you've been searching for a home that offers more room to live, work, and grow--this one is worth a look. See MLS Property & Listing Details & 46 images.

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