New Listing! Village of Jacksonville Village in Town of Whitingham VT Home for sale $299,900 $177 per sq.ft.

$299,900 $177 per sq.ft. Village of Jacksonville Village in Town of Whitingham VT Home »

Waterfront on River East Branch Deerfield River
4 Beds | 2 Baths |   Total Sq. Ft. 1696  |  Acres: 0.6
Listed on Thursday Apr 30, 2026
Description: Classic Jacksonville Village farmhouse filled with warmth, character, and thoughtfully curated spaces that feel straight out of a charming country inn. Exposed beams, high ceilings, wide-plank wood flooring with period details, built-ins, and inviting gathering spaces create an atmosphere that immediately feels comfortable, relaxed, and lived in the very best way. Kick off your shoes, curl up with a book, and enjoy the historic and classic charm this home offers both inside and out. The flexible floor plan includes 4 bedrooms and 2 baths, with the current owners utilizing both second-floor bedrooms as a primary wing and an expansive suite-style retreat. A separate guest wing offers two additional bedrooms, bonus space for overflow, and a full bath, creating privacy and versatility for guests, extended family, or work-from-home needs. Mudroom entry and full laundry add everyday practicality to the home's timeless appeal. Formal dining room, formal sitting room, and expansive great room with skylights. Outside, enjoy a covered farmer's porch, fire pit area, mature perennial gardens, ample parking on .60 acres, and the peaceful sounds of the East Branch of the North River flowing through the heart of Jacksonville Village. A large powered shed/outbuilding offers excellent storage and workshop space, while also presenting exciting potential for use as an artist studio, hobby space, or flexible bonus area. Standing seam metal roof, drilled well, and public sewer add important modern infrastructure to the historical and charming features. Conveniently located to Mount Snow , the Deerfield Valley, downtown Wilmington, lakes, hiking, skiing, and year-round recreation in beautiful Southern Vermont. Only 15 minutes to Massachusetts and 25 minutes to Interstate 91 for an easy commute to work, home, or play. See Listing Details & 43 images.

$349,000 Whitingham VT Home »


Price Change! Reduced by $120,000 down 34% on April 30th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 0  |  Acres: 10.9
Listed on Monday Jul 21, 2025
Description: New home under construction. Siding painted and installed, plumbing and electric is roughed in. Roof is completed. Anderson windows. 4 bedrooms to be installed.. The well is drilled and needs to be hooked up. Situated on 10.9 acres with large White Pine and Cherry Trees. Mountain stream in the rear of the property. This will be a 4 bedroom home with 3 full baths, 1 on each of the three levels. Planned for a stone fireplace. Prepped for decks on the east and west sides of the House. Septic plan is designed by a Vermont Licensed Engineer to be built, area is cleared for the system. There is Timber on the property estimated at 15,000 board feet of volume. Close to Wilmington and Dover, Lake Whitingham, Burrington Brook. Deerfield River, North River, Burrington Brook, Haystack Club Golf and Ski and Mount Snow Resort. See Listing Details & 12 images.

$380,000 $163 per sq.ft. Whitingham VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2336  |  Acres: 12.8
Listed on Tuesday Feb 3, 2026
Description: Charming and character-filled 1835 post-and-beam Craftsman. This inviting five-bedroom, two and-a-half-bath home blends antique appeal with cozy comfort. A covered porch offers the perfect place to enjoy summer breezes, the sound of rainstorms, and peaceful evenings, while the deck is ideal for gathering with friends and family. Inside, wood floors and exposed hand-hewn beams highlight the home's craftsmanship. The open living and dining area features a brick fireplace with woodstove insert, creating a warm and welcoming setting on cold winter nights. The second floor offers five bedrooms, two baths, a cozy den, and a tucked-away upper-level retreat--ideal for reading, writing, or quiet reflection. Set on 12.80 acres, the land offers endless possibilities, ideal for a hobby farm, pastures for horses or cows, or growing your own vegetables. A vintage barn and storage shed, ready for restoration, adds to the property's timeless rural appeal. See Listing Details & 47 images. Includes a Virtual Tour

$625,000 $248 per sq.ft. Williamstown VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2520  |  Acres: 8.3
Listed on Wednesday Apr 15, 2026
Description: Thoughtfully designed and impeccably maintained, this custom-built farmhouse offers the perfect blend of comfort, quality, and Vermont country living. From the moment you arrive, the inviting covered front porch sets the tone for relaxed mornings, quiet evenings, and effortless entertaining. Inside, you'll find a bright, open layout with warm wood floors, natural light, and well-proportioned living spaces. The kitchen flows seamlessly into the main living area, creating an ideal setup for everyday living and gatherings. Cathedral ceilings, natural woodwork, and a smart, functional design give the home both character and ease. Spacious bedrooms provide comfort and privacy, while wide hallways, first-floor laundry, and accessible features support true single-level living. A standout feature is the accessory apartment above the garage, offering excellent flexibility for guests, extended family, or additional income. A whole-house generator provides added peace of mind, ensuring comfort and functionality year-round. Set on over 8 acres with land on both sides of the road, the property preserves its own views and sense of space into the future. Enjoy open fields, gentle terrain, and a setting that feels private and peaceful, yet remains just minutes to Barre, Montpelier, shopping, and I-89 . A rare opportunity to enjoy quality construction, functional design, and a lifestyle that's becoming harder to find. See Listing Details & 40 images.

Under Contract Wilmington VT Home for sale $299,000 $171 per sq.ft.

$299,000 $171 per sq.ft. Wilmington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1750  |  Acres: 1.1
Listed on Monday Aug 11, 2025
Description: A solid home in a great location in Wilmington Vermont! Currently set up as a duplex. Live in one and rent the other or have family close by! Add internal stairs and use as one! This is a classic Chalet with the ease of a metal roof, large deck, 2 bedrooms and a full bathroom upstairs along with a cathedral ceiling, cute sleeping loft and built ins! The lower level is 2 bedrooms and a full bathroom with large combined kitchen/living and dining room. There is a large wood shed and an even larger garage/shed/barn. Enjoy your days on the oversized front deck and your evenings by the fire pit! The wooded area behind the home is great for exploring! So close to the local towns, ski areas, lakes and ALL! See Listing Details & 32 images.

$379,000 $197 per sq.ft. Wilmington VT Home »

6 Beds | 2 Baths |   Total Sq. Ft. 1920  |  Acres: 0.72
Listed on Thursday Jun 26, 2025
Description: Conveniently located on Route 100 between Wilmington Village and Mount Snow. Two separate 3 bedroom, totally renovated, units. This would be a wonderful multi-generational home, two family purchase, use one unit - rent one unit. Wheeler Farm view of pasture and mountain ranges. Exterior garden shed. Plenty of parking, an amazing view and waiting for you! See Listing Details & 43 images.

$399,000 $188 per sq.ft. Wilmington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2128  |  Acres: 0.49
Listed on Wednesday Apr 15, 2026
Description: Thoughtfully maintained 4-bedroom, 2-bath Chimney Hill chalet offering a warm, inviting feel with natural wood finishes, open-concept design, woodstove and features that capture the essence of Vermont living. The main living areas are bright, comfortable and welcoming, with easy flow to a deck overlooking surrounding mountain ridgelines--an ideal setting for both quiet mornings and relaxed entertaining. The home is designed for comfort and ease, featuring an oversized mudroom entry, full laundry area, and a layout that accommodates both everyday living and extended stays, of extended groups! A lower-level family room and additional overflow sleeping space provide flexibility for hosting and creating room for everyone without sacrificing privacy. Outdoor features include a fire pit area, large storage shed for recreational gear, and ample parking for vehicles, boats, or snowmobiles--making it easy to enjoy everything the area has to offer in every season. Located within the desirable Chimney Hill community, owners enjoy access to a wide range of amenities including indoor and outdoor pools, hot tub, fitness center, tennis and basketball courts, ice skating rink, stocked fishing pond, picnic areas, and direct access to multiple trailheads. Just minutes to Mount Snow Resort and Hermitage Club, as well as nearby golf and Lake Whitingham with a marina and boat rentals. This property offers a well-rounded four-season lifestyle. Boating, skiing, golfing, hiking, shopping, dining, snowmobiling or just deep relaxation and escape are all within reach from your new home base in the Vermont mountains. See Listing Details & 37 images.

$435,000 $324 per sq.ft. Wilmington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1344  |  Acres: 0.44
Listed 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 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.

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
Listed 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.

Under Contract Wilmington VT Home for sale $675,000 $268 per sq.ft.

$675,000 $268 per sq.ft. Wilmington VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2516  |  Acres: 0.46
Listed on Monday Feb 23, 2026
Description: Beautiful upscale chalet in the Chimney Hill community just a short drive from the Mount Snow ski resort and the village of Wilmington. This meticulously maintained turnkey home has been extensively renovated and upgraded, and sits on a private lot along a quiet side road with direct access to nearby snowmobile trails. Inside, a gorgeous great room features vaulted ceilings, exposed natural woodwork and beams, wood floors throughout, and abundant natural light from large windows -- creating a warm and inviting Vermont mountain feel. A wood-burning fireplace with floor-to-ceiling stone hearth anchors the living space. The updated kitchen includes custom cabinetry, stainless appliances, and quartz countertops. The main level also offers a primary suite with full bath and jetted tub, two additional bedrooms, a full bath with tiled shower, and a functional mudroom entry designed for four-season gear. A cozy loft above provides ideal office or reading space. The fully finished lower level features a spacious family room with game area and wet bar, an additional sleeping area, and a third full bath with tiled shower. Outside, enjoy a large deck for entertaining, an outdoor hot tub for relaxing after a day on the trails, fire pit area, and a generous driveway with ample parking. A nearby overflow parking area accommodates snowmobile trailers or boats in the summer months. Chimney Hill amenities include indoor and outdoor pools, clubhouse, theater, fitness center, hot tub, basketball court, tennis courts, and winter ice skating, with optional services such as plowing and trash removal -- allowing for downtime, not upkeep. Septic system is sized for three bedrooms. Lower-level sleeping area does not have legal egress. See Listing Details & 37 images.

$749,000 $253 per sq.ft. Wilmington VT Home »


Price Change! Reduced by $20,000 down 3% on March 23rd 2026
4 Beds | 4 Baths |   Total Sq. Ft. 2964  |  Acres: 0.5
Listed on Wednesday Feb 18, 2026
Description: Turnkey mountain retreat with style, space, and serious four-season fun--welcome to Chimney Hill living at its best. This beautifully crafted 4 bedroom home offers 4 full tiled baths and approximately 3,000 sq ft of warm, inviting living space on 3 levels designed for gathering, relaxing, and making memories. The open concept main level delivers instant wow factor with soaring cathedral ceilings, rich natural woodwork, gorgeous wood flooring, and a stunning timber frame beam. A dramatic south-facing wall of windows floods the home with natural light, while the stone-faced woodburning fireplace creates the perfect après-ski atmosphere. The kitchen is built for entertaining with granite countertops, a large seating island, stainless appliances, and abundant cabinetry. You'll also find a custom bar area, full bath, ensuite bedroom, and easy access to both the covered front porch and new back deck with hot tub. Upstairs offers two spacious, light-filled bedrooms and a full tiled bath. The lower entry level is built for real mountain living with radiant heat throughout, a showpiece tiled mudroom with cubbies, benches, shelving, and storage baskets, plus a laundry room with counters, cabinets, and sink. A full tiled bath with double sinks, bonus room with proper egress window, and a massive den/game room featuring pool table, darts, basketball setup, ping pong, living area, custom art, and sliding barn door complete the space. Outside, enjoy the new huge back deck with hot tub, ski lift chair feature, and additional rear deck space, plus covered front porch and outdoor lockable ski storage. The home is tastefully furnished throughout and features central vacuum & smart features for interior/exterior lights, thermostats, hot tub, keyless entry. Chimney Hill offers true four-season amenities including a clubhouse w/ indoor/outdoor pools, hot tub, sauna, fitness room, game room, etc. Haystack hiking trail is a short walk away. Septic system is designed for 3 bedrooms. See Listing Details & 60 images. Includes a Virtual Tour

$879,000 $292 per sq.ft. Wilmington VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 3015  |  Acres: 0.75
Listed on Thursday Jun 26, 2025
Description: Impeccably maintained golf course home nestled in the Vermont mountains just 5 miles from lakes, ski resorts, and scenic trails. Perfect for entertaining or quiet enjoyment, this elegant property combines luxury and comfort in a stunning natural setting. The soaring great room features beamed ceilings, radiant heated hickory floors, and a gas fireplace flanked by built ins. A chefs dream kitchen offers a Viking cooktop, double ovens, marble baking station, stainless countertops, walnut island with warming drawer, cherry cabinets, and a walk-in pantry. Host in style in the formal dining room with fireplace and marble topped wine coffee bar, opening to a large deck and path to the 3rd tee. The flexible layout includes a loft, two guest bedrooms, A first floor ADA accessible bedroom ensuite and a private wing with two additional bedrooms, den, office, kitchenette, spa bath, and laundry. Enjoy a heated 3 bay garage with golf cart space. This is a rare opportunity to own a golf front retreat close to Vermonts best outdoor adventures See Listing Details & 31 images. Includes a Virtual Tour

$898,000 $263 per sq.ft. Wilmington VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3420  |  Acres: 0.5
Listed on Tuesday Feb 3, 2026
Description: Tucked onto .50-acre setting with Two Brook gently flowing through the backyard, this beautifully appointed 4 bedroom, 5 bath home captures everything buyers love about Vermont mountain living privacy, warmth, and year-round recreation just minutes from it all. Ideally located near The Hermitage Club and Mount Snow, with direct access to VAST snowmobile trails and a short drive to the shops and restaurants of Wilmington and Lake Whitingham, this property offers year round adventure. Inside, the home is warm and inviting with natural wood trim, stone accents, and thoughtfully designed spaces for gathering. The main living area centers around a handsome stone fireplace, while the kitchen features generous workspace, custom cabinetry, and a layout ideal for entertaining après-ski. Bedrooms are well-proportioned and private, including a spa inspired bath with soaking tub and glass shower that feels like a boutique retreat. Bathroom floors have been updated with radiant heat. The lower-level playroom is a standout feature, perfect for hosting guest with a cozy gas fireplace, ample lounge space, and a wet bar that makes movie nights, game days, and ski weekends effortless. Outdoors, enjoy the sounds of the brook from the yard, relax in the hot tub after a day on the slopes, and take advantage of the additional storage shed for gear and toys. Town Rental Permit in Place with a history of rental income. See Listing Details & 46 images. Includes a Virtual Tour

$1,400,000 $364 per sq.ft. Wilmington VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 3844  |  Acres: 2.38
Listed on Sunday Jan 4, 2026
Description: This new construction home is in one of Southern Vermont's top four season destinations. Three homes are being built, with two still available, offering a great opportunity to secure a brand new home! The multi gabled modern farmhouse design blends clean architectural lines and warm natural materials. Ideally located just minutes from Mount Snow, the Hermitage Club, Harriman Reservoir, golf courses, and local amenities, this home suits a luxury second home, a strong investment property, or a comfortable year-round residence. The floor plan features a main level primary bedroom with an en suite bath and walk-in closet, plus what could be a second primary bedroom on the lower level with a full bath and direct walkout access to the covered patio. There are two more spacious bedrooms on the top level, each with its own full bathroom, and a bonus room for an office or extra sleeping space. Highlights include a two-story great room with a wood burning fireplace, a large covered porch, and an oversized attached two car garage. Buyers who commit early could personalize finishes within the builder's allowances or choose upgrades at their expense. See Listing Details & 16 images. Includes a Virtual Tour

© 2000-2026 Clerkin Agency Real Estate
NEREN Logo
565 Maple Street, White River Junction, Vermont. 05001 802-295-1355
Copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated May 1st, 2026

PLEASE NOTE: Both New Hampshire and Vermont law require brokers and agents to disclose at the “time of first business meeting, prior to any discussion of confidential information”, in New Hampshire’s case, and “first reasonable opportunity”, in Vermont’s case, the nature of the relationships brokers have or may have with customers and clients. Each state requires that a disclosure form be presented to consumers for their review and acknowledgment at the appropriate time. These forms can be accessed here:
VT: VERMONT REAL ESTATE COMMISSION MANDATORY CONSUMER DISCLOSURE FORM
NH: NEW HAMPSHIRE REAL ESTATE COMMISSION BROKERAGE RELATIONSHIP DISCLOSURE FORM