$479,999 $340 per sq.ft. Wilmington VT Home »

Price Change! Reduced by $10,000 down 2% on August 20th 2026
Waterfront on Lake Raponda
3 Beds | 2 Baths |   Total Sq. Ft. 1410  |  Acres: 0.5
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 MLS Property & Listing Details & 42 images.

$489,000 $400 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.

$489,000 $357 per sq.ft. Wilmington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2070  |  Acres: 0.61
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 MLS Property & Listing Details & 33 images.

$449,000 $326 per sq.ft. Wilmot NH Home »

2 Beds | 1 Baths |   Total Sq. Ft. 1896  |  Acres: 2.57
Wednesday Jul 29, 2026
Description: Well maintained and full of potential, this charming ranch offers comfortable one-level living on an open, sun-filled lot. The spacious yard provides plenty of room for gardening, recreation, or simply enjoying the natural surroundings. A standout feature is the impressive oversized garage with space for six or more vehicles, making it ideal for car enthusiasts, hobbyists, contractors, or anyone in need of exceptional storage and workshop space. Conveniently located on Route 4A in Wilmot, this property offers a wonderful combination of practicality, abundant sunlight, and versatile space both inside and out. Some photos have been AI generated to show possible staging options. See MLS Property & Listing Details & 22 images.

$449,000 $187 per sq.ft. Wilmot NH Home »

Price Change! Reduced by $146,000 down 33% on August 4th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2400  |  Acres: 1.4
Tuesday Jun 16, 2026
Description: Set on 1.4 acres on quiet Cross Hill Road in Wilmot, NH, this 3-bedroom, 2.5-bath post-and-beam home is perfect for horse lovers and active families. The affordable (and adorable!) property features a three-stall barn capable of holding 350 bales of hay, offering plenty of room for animals and equipment. Inside, the home features an open concept living and dining room, ideal for family gatherings, a chef's kitchen with ample storage and cooking space, a sunken living room with hand-hewn beams and views of your private pasture, and three quiet, private bedrooms. The location is highly convenient: just 10 minutes from shopping in New London, 20 minutes from Ragged Mountain, 30 minutes from the Upper Valley, and close to the Rail Trail. Come take a look! See MLS Property & Listing Details & 33 images.

$449,000 $330 per sq.ft. Wilton NH Home »

Price Change! Reduced by $70,900 down 16% on August 17th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1360  |  Acres: 0.5
Thursday Aug 13, 2026
Description: Welcome home to this charming 3-bedroom, 2-full-bath Cape in a great location just off Route 101. Featuring hardwood floors and a comfortable, functional layout, this home offers plenty of space for everyday living and entertaining. One bedroom and one full bath are conveniently located on the main level, while two additional bedrooms provide flexibility upstairs. The spacious kitchen offers plenty of room to cook and gather, with a dining room or office, a welcoming living area, and a layout that makes the most of the home's character. Outside, enjoy the yard from the covered rear sitting area, perfect for relaxing, entertaining, or simply taking in the peaceful surroundings. Mature maple trees add beauty and offer the opportunity to tap them for your own homemade maple syrup. A detached 2-car garage provides excellent parking and storage. With its classic Cape charm, hardwood floors, mature trees, outdoor sitting area, and convenient location near Route 101, this property is a wonderful place to call home. Wired for a generator. Make this your home today! See MLS Property & Listing Details & 29 images.

$324,900 $338 per sq.ft. Winchester NH Home »

Waterfront on River
2 Beds | 1 Baths |   Total Sq. Ft. 960  |  Acres: 0.56
Tuesday Jul 7, 2026
Description: Welcome home to Ashuelot Road! Enjoy your quiet, extremely well-maintained river front home for many years to come. Just steps from the Ashuelot river and rail trail, this home is perfect for anyone seeking rest and relaxation from the busy days life brings. Featuring a brand new metal roof, as well as a brand new composite back deck and front entry way, you will never have to worry about exterior maintenance again. Inside you'll find a bright open concept living room and eat-in kitchen, along with one full bathroom and 2 spacious bedrooms. Many of the windows are also brand new, including the slider that leads to the new back deck. The dry walkout basement and framed walkup attic are ready for your dreams and design, which will allow for easy expansion of the living space in this beautiful cape. Don't miss out on your chance to own a TURN KEY riverfront home today. See MLS Property & Listing Details & 60 images.

$325,000 $210 per sq.ft. Winchester NH Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1548  |  Acres: 0.62
Friday Aug 28, 2026
Description: Welcome to this beautifully renovated single-family home featuring 3 bedrooms and thoughtful new updates throughout. This move-in-ready property offers a comfortable and inviting layout, making it an excellent choice for a first-time homebuyer or anyone looking for a great starter home. With its fresh updates and welcoming atmosphere, this home is ready for its next owner to make it their own. Situated across the road from the Ashuelot River come take a look for yourself. See MLS Property & Listing Details & 17 images.

$349,900 $180 per sq.ft. Winchester NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1944  |  Acres: 1.3
Friday Aug 14, 2026
Description: Set along a tranquil road with seamless access to Route 91, Vermont, Massachusetts, and Keene, this inviting single-story ranch rests on an expansive lot, offering an ideal setup for first-time buyers or anyone seeking an easier, simplified lifestyle. Inside, sun-drenched living areas feature classic hardwood floors, rich pine paneling, and broad windows that fill the space with warmth and pleasant scenery. The spacious kitchen is well-equipped with abundant cabinetry, two bright windows, and a multi-functional island peninsula featuring extra prep space on one side and casual seating on the other, while the adjacent dining nook includes a cozy window seat perfect for dining or relaxing with a book. A generously sized full bathroom thoughtfully incorporates laundry facilities alongside custom built-in drawers and storage. For seasonal outdoor enjoyment, the home extends out to a screened porch and a private patio enclosed by brick and stone walls that evoke a hidden garden retreat. Complete with a wood stove connection, an attached two-car garage, and a paved driveway, this charming home is a wonderful opportunity! See MLS Property & Listing Details & 35 images. Includes a Virtual Tour

$369,900 $189 per sq.ft. Winchester NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1956  |  Acres: 1
Wednesday Aug 19, 2026
Description: Step inside this comfortable and thoughtfully updated ranch. With 3 bedrooms, including the primary suite, and 2 baths, this home is designed for easy, enjoyable living with space for all. Enjoy the outdoors from the huge screened-in porch, perfect for relaxing, entertaining, or simply taking in the peaceful surroundings. An additional enclosed porch provides even more flexible living space. The home has been modified for added accessibility, and features newer flooring throughout, along with central A/C for year-round comfort. Peace of mind comes easy with an automatic standby generator, while the vinyl siding and metal roof provide durable, low-maintenance exterior protection. The fenced-in backyard offers a great space for pets, gardening, recreation, or simply enjoying the outdoors. For those who like to tinker, create, or tackle projects, the basement workshop provides valuable dedicated workspace and storage. With its accessible features, comfortable living spaces, durable improvements, and outdoor amenities, this is low-maintenance living at its best. A home where you can spend less time on upkeep and more time enjoying life. Refresh the interior with your own paint colors. Schedule your showing now or visit at your convenience, one of our upcoming open houses 8/22/26 and 8/23/26 from 11:00 A.M. to 2:00 P.M. See MLS Property & Listing Details & 39 images. Includes a Virtual Tour

$425,000 $329 per sq.ft. Winchester NH Home »

Price Change! Reduced by $25,000 down 6% on July 4th 2026
199 Ft. of Waterfront on River Ashuelot River
1 Beds | 1 Baths |   Total Sq. Ft. 1290  |  Acres: 1.5
Tuesday Jun 16, 2026
Description: Presently a contractor who has experience with caring for log homes is applying a special power wash to the main home here. Are you a company boss, family or a fun loving person or one who just wants to relax and enjoy your own RIVERFRONT? These 2 buildings & the open yard can provide room for MANY to stay overnight & enjoy dinners & indoor & outdoor fun. You have been putting in key words as you search for a special property. "log home, my own river waterfront, kayaking, fishing, privacy, guest house or art studio, garage, garden areas, nearby hiking and snowmobiling,year round fun" ...Well here you are! This delightful log home has an open concept first floor with many windows to the yard , beautiful pine floors, a spacious bathroom with a large shower a large bedroom on the second floor. the water view side of the first floor could be enclosed for a bedroom. It has BBHW oil heat. NH Fish and Game stocks the river with fish. Close by are hiking and snowmobile trails (Ashuelot) bridge . Pisgah Park is nearby. You can kayak to Town from your yard along the Ashuelot River.. Enjoy the pavilion picnic place overlooking the river. Across the lawn is the guest house (cabin or art studio) built in 2012. The first floor is open concept and the second floor has a bathroom, the walls have been insulated, there is electric heat but one might add a mini-split for winter use. You can sit on the deck and relish the river view. The river side front yard gets lots of afternoon sun on a good day. The paved driveway leads to the 2 car garage for vehicles and boat storage, a newer roof and just a few steps to the 8x6 mudroom into the kitchen/living area. If you want privacy but still want a few friendly area neighbors the Back Ashuelot Rd. area is for you! Just off Rte.10 it is a short drive to Rte. 91 and picturesque routes to Eastern Massachusetts, and sbout 30 minutes to Keene,NH or Brattleboro,Vt. less than a half hour to Keene and to Brattleboro. See MLS Property & Listing Details & 53 images. Includes a Virtual Tour

$445,000 $417 per sq.ft. Winchester NH Home »

Price Change! Reduced by $50,000 down 11% on July 14th 2026
100 Ft. of Waterfront on Lake Forest
3 Beds | 2 Baths |   Total Sq. Ft. 1066  |  Acres: 0.39
Friday Jun 26, 2026
Description: This year-round lakefront retreat offers 100 feet of shoreline on Forest Lake and combines comfort, character, and stunning water views. Relax on the enclosed porch or one of several decks while enjoying the peaceful lakeside setting. The open-concept living and dining area features a pellet stove and abundant windows that capture beautiful lake views throughout the seasons. Outdoor living takes center stage, whether you're enjoying your morning coffee on the porch, entertaining on the decks, or spending the day on the water. A separate mobile home that has not been used for some time and could potentially serve as a guest cottage or private accommodation for family and visitors. It includes a living room, kitchen with pantry, bedroom, bathroom, attached shed, its own septic system, and a wood stove ready for hookup. Whether you're seeking a year-round residence, vacation getaway, or a property with space for extended family and guests, this unique waterfront offering provides the perfect blend of tranquility, recreation, and lakeside living. See MLS Property & Listing Details & 42 images.

$479,900 $265 per sq.ft. Winchester NH Home »

Price Change! Reduced by $20,000 down 4% on July 19th 2026
465 Ft. of Waterfront on River Ashuelot River
3 Beds | 2 Baths |   Total Sq. Ft. 1808  |  Acres: 4.3
Wednesday Jun 3, 2026
Description: ** OPEN HOUSE SATURDAY, JULY 25 FROM 10AM-12PM** Welcome to 166 Keene Road in Winchester, a charming 3-bedroom, 1.5-bath New Englander that combines classic character with thoughtful modern updates. This inviting home offers comfortable living spaces, abundant natural light, and a warm atmosphere that immediately feels like home. Recent improvements include an updated roof, solar panels for enhanced energy efficiency, a spacious back deck ideal for entertaining and outdoor enjoyment, fresh paint throughout the interior, updated light fixtures, and a new dishwasher, allowing the next owner to move in with confidence. The functional floor plan provides flexibility for everyday living, whether you're gathering with family, working from home, or hosting friends. Outside, enjoy the benefits of outdoor living from the rear deck or wrap around front porch, perfect for summer barbecues, morning coffee, or simply relaxing while taking in the surroundings. The solar system helps reduce energy costs while adding long-term value and sustainability. 465' of frontage on Ashuelot River. Conveniently located with easy access to local amenities, schools, shopping, dining, and recreational opportunities, this property offers the perfect balance of small-town New Hampshire living and modern convenience. Easy commute to Keene, Mass, Brattleboro and Interstate 91. See MLS Property & Listing Details & 60 images.

$499,900 $579 per sq.ft. Winchester NH Home »

103 Ft. of Waterfront on Lake Forest
2 Beds | 2 Baths |   Total Sq. Ft. 1392  |  Acres: 0.4
Friday Jul 24, 2026
Description: Set back from the road at the end of a well-maintained driveway sits this adorable waterfront home with gorgeous views over Forest Lake! The property features an open concept kitchen/dining/living area overlooking the water, a large deck, screened in porch, 2 ample sized bedrooms plus a full bath to complete the first level. Downstairs offers a bonus bunk room, sitting area, plus bath and laundry. Add in the handy storage shed, plenty of available parking spaces, large .40 acre lot, private dock and beach area on your 103 feet of lake frontage, and you have the total package! See MLS Property & Listing Details & 42 images.

$250,000 $166 per sq.ft. Windham VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 1504  |  Acres: 2.6
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 MLS Property & Listing Details & 18 images.