New Listing! Whitingham VT Home for sale $530,000 $312 per sq.ft.

$530,000 $312 per sq.ft. Whitingham VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1700  |  Acres: 1.6
Listed on Wednesday Apr 29, 2026
Description: Nestled in the scenic beauty of Whitingham, Vermont, this inviting 3-bedroom, 2-bath home offers the perfect blend of comfort, craftsmanship, and year-round enjoyment. Step inside to discover a bright, open living space highlighted by stunning vaulted ceilings that create an airy, welcoming feel. The home features a finished basement complete with a spacious game room--ideal for entertaining, relaxing, or hosting guests. Outside, you'll find not one but two decks, perfect for taking in the peaceful surroundings or enjoying your morning coffee. Designed with both convenience and lifestyle in mind, this property includes a whole-house generator, ensuring peace of mind in every season. Car enthusiasts, hobbyists, or those in need of extra storage will appreciate the two heated garages. The outdoor space truly shines with beautiful stonework, a private hot tub, and a thoughtfully designed outdoor cooking area--perfect for gatherings or quiet evenings under the Vermont sky. Whether you're looking for a full-time residence or a getaway retreat, this home offers comfort, functionality, and charm in a picturesque setting. See Listing Details & 27 images.

$699,000 $184 per sq.ft. Whitingham VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 3796  |  Acres: 2
Listed on Sunday Jun 22, 2025
Description: What a gem! This absolutely meticulously maintained 2015 farmhouse sits just up from Lake Sadawga and Harriman Reservoir on a private 2 acre parcel off a paved road. The curb appeal is beyond what most can dream of with gorgeous perennial gardens, split rail fencing, ample yard space, and total privacy. Features include a beautiful open floor plan with large living room and family room, beautiful floors throughout, gorgeous chefs kitchen with breakfast far and pantry, spacious dining area, great natural light thanks to plenty of windows, a main floor primary suite with walk in closet, main floor den or office space, additional full guest bath, four separate upstairs rooms to do with as you see fit, and 2 full guest baths, all with tremendous space and closets, a finished sewing room in the full lower level and tons of extra storage or finishable space, central heat and air conditioning. Less obvious features include a high end septic system, quality construction and energy efficiency, an oversized two car garage, full covered front porch and back deck for entertaining, garden shed, and covered rear storage area. Enjoy the property year round thanks to a spacious level lawn, walking trails, nearby town field, and access to lakes, nearby snowmobile trails, country villages or ski resorts, still just a short drive to Mount Snow. Septic sized for 3 bedrooms full time use. See Listing Details & 34 images.

$549,000 $318 per sq.ft. Williamstown VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1728  |  Acres: 58.02
Listed on Wednesday Jul 16, 2025
Description: Discover a true gem of New England history with this 1875 post and beam Cape, set amidst rolling fields and pastures. Offering year-round picturesque scenery and a blend of rustic charm and modern amenities, this home is a dream come true. Step inside to find a uniquely designed kitchen that seamlessly blends old cabinetry with contemporary functionality, perfect for cooking and entertaining. The decorative kitchen features ample counter space and a warm, inviting atmosphere. The post and beam construction adds character and charm, while wide plank wood floors throughout the home provide elegance and warmth. The serene Upper Field area of the property boasts endless views of open land and significant woodland, offering a tranquil retreat from daily life. A large two-level barn accompanies the property, ideal for storage, workshops, or potential conversion into additional living space. This barn complements the historic nature of the home and offers endless possibilities. Whether you're seeking a peaceful country retreat, a hobby farm, or a unique historical home, this property will exceed your expectations. Imagine waking up to the sounds of nature, enjoying morning coffee while gazing over the fields and pastures, exploring your own woodland, gardening, or tending to animals in the barn. In the evenings, relax in your cozy home, enjoying the ambiance of the hardwood floors and post and beam construction. See Listing Details & 41 images.

$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.

$510,000 $149 per sq.ft. Wilmington VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 3420  |  Acres: 2.35
Listed on Tuesday Apr 14, 2026
Description: Located in a desirable setting that offers both privacy and the convenience of walking to the quaint village of downtown Wilmington, this spacious country home is full of potential. The home features a large, light-filled kitchen with plenty of space for cooking and gathering. The original post-and-beam barn, which was moved to the property, has been converted into a generous living and dining area, adding warmth and character. There are two bedrooms on the first floor, each with its own private bathroom. Additional space includes another bedroom, a bonus area, and an office, providing flexibility for a variety of uses. Outside, you'll find established perennial gardens and a sunny meadow, perfect for gardening or relaxing. The property also borders a stream, with the option to create a path for access. The home does need updating, but with renovations, it offers a great opportunity to create something special. If you're looking for country living with convenience, this property is for you. See Listing Details & 48 images. Includes a Virtual Tour

New Listing! Wilmington VT Home for sale $560,000 $234 per sq.ft.

$560,000 $234 per sq.ft. Wilmington VT Home »

Waterfront on Lake Raponda
3 Beds | 3 Baths |   Total Sq. Ft. 2397  |  Acres: 0.81
Listed on Thursday Apr 30, 2026
Description: Section B Cul de Sac. Fabulous large house on an oversized lot! First time on the market in 20 years! 3+ bedrooms, 3 bathrooms, gas fireplace, large deck, workshop space, large driveway with plenty of level parking. Mudroom entry, laundry room, open concept living, dining and kitchen. Newer appliances, second fridge, first floor bedroom and bathroom, plus a study and two glass rooms that are connected; one was previously a hot tub room. Second level features a primary bedroom with ensuite bath, walk-in closet, and two additional bedrooms with a shared bath, and one has an oversized closet. Vaulted ceiling, natural woodwork, tons of privacy. This is it! Start living the dream of your resort getaway lifestyle. Chimney Hill is situated on 1,200 acres, with 550 owned in common by the members. Owners enjoy all the recreation amenities CHOA offers, including our exclusive member-only clubhouse located at 2,00' in elevation with an outdoor heated pool, playground, basketball and tennis, indoor heated pool and hot tub, fitness room, toddler playroom, après ski lounge, fully equipped kitchen, reading nook, community room, arcade, extensive trail system, seasonal pickleball and ice skating, and a stocked fishing pond. Plus, enjoy all that the Deerfield Valley and Southern Vermont offer including world class skiing and shredding, snowmobiling, snow shoeing, hiking, biking, boating, theater, music, breweries, distilleries, fine dining, flea markets, antiques, unique shopping, horseback riding, and so much more! See Listing Details & 60 images.

Under Contract Wilmington VT Home for sale $649,000 $346 per sq.ft.

$649,000 $346 per sq.ft. Wilmington VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1874  |  Acres: 2.7
Listed on Friday Nov 21, 2025
Description: Owners will consider reasonable offers. Lovely expanded farmhouse just up from the village of Wilmington and with mountain views and gorgeous exposure on 2.7 acres of private open land. This charming home is just a short drive to both the Mount Snow and Hermitage Club ski resorts, and nearby lakes, with easy access despite it's private location. The home sits on a pastoral lot with gorgeous westerly views over Haystack Mountain for sunsets year round. Inside you are treated to a warm living area with natural wood post and beam joinery, beautiful light through the many updated windows, a gas burning stove for easy ambiance, a gorgeous updated kitchen with stainless appliances and granite counters, spacious dining area which leads out to the side dining deck for entertaining, family room addition with vaulted ceiling, exposed beams, and half bath, main floor primary suite also with vaulted ceiling and spa-like full bath with soaking tub, double vanity, and tiled stand up shower, a walk-in closet with custom shelving, main floor laundry and pantry space, dual upstairs bedrooms with shared full bath, a full lower level with workshop and updated boiler, double mudroom entry with ample gear storage, and perennial landscaping. The original plans called for a garage addition which would be easy to add on, and the lovely landscaped open lot gives you plenty of options. A truly Vermont style home that works perfect as a weekend getaway, or retirement downsizing option. See Listing Details & 23 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

$549,000 $646 per sq.ft. Windham VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 850  |  Acres: 15.86
Listed on Wednesday Sep 10, 2025
Description: Enjoy the best of Vermont living in this thoughtfully renovated home on a paved country road in Windham. Renovated down to the studs, this property offers upgrades inside and out--new standing seam roof, new siding, new windows, full-house generator, new central air and heating systems, plus new electrical and plumbing systems upgraded to 200 amps. The home is insulated with rockwool and foam board, and the foundation is sealed with full drainage installed around the perimeter. Step inside to a light-filled interior with new flooring, walls, and fixtures throughout. The spacious kitchen features Big Chill appliances and opens to a lovely front porch overlooking the old stone walls that border the property. A fenced-in yard makes this ideal for pets, and the water filtration system with UV light ensures clean living. You'll also find a new washer and dryer, a new septic system, and thoughtful design throughout. Close to skiing at Magic (10 min), Bromley and Stratton (20-25 min), and just 15 minutes to downtown Londonderry. Hike, bike, or snowmobile with access to VAST trails and Timber Ridge nearby. Come see what makes this rare offering a great opportunity! See Listing Details & 60 images. Includes a Virtual Tour

$749,000 $312 per sq.ft. Windham VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2400  |  Acres: 1.86
Listed on Friday Aug 22, 2025
Description: Welcome to your brand-new, 2,400 sq ft dream home! This modern, open-concept residence shines with high ceilings and abundant natural light. The gourmet kitchen is a showstopper, boasting custom cabinetry, stone countertops, a large island, and state-of-the-art appliances. The luxurious primary suite features a double vanity, custom shower, and walk-in closet. Upstairs, find three spacious additional bedrooms and a well-appointed shared bathroom. An attached two-car garage provides easy access and ample storage. Enjoy the outdoors from your covered front porch or in the nicely sized backyard. Perfectly situated for year-round enjoyment, you're minutes from Magic, Stratton, Bromley, and Okemo ski resorts, Lowell Lake plus charming towns like Weston, Grafton, Chester, and Manchester for dining and entertainment. New construction is rare - seize this special opportunity! Call today for a private tour. See Listing Details & 38 images. Includes a Virtual Tour

New Listing! Windham VT Home for sale $799,000 $200 per sq.ft.

$799,000 $200 per sq.ft. Windham VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 3992  |  Acres: 17.1
Listed on Friday May 1, 2026
Description: Your Private Mountain Retreat. Tucked off Route 121 and surrounded by 17 wooded acres, this spacious 4 bedroom, 5 bath, open-concept home is the rare property that works beautifully as a full-time residence, weekend escape, or income-generating vacation rental. From the moment you step through the front door, you will feel right at home. There is a drop zone right inside the front door for skis, boots, and all your gear. A grand living room with cathedral ceilings, hardwood floors, and a gas fireplace anchors the main level -- open to a generous dining area and a fully equipped chef's kitchen complete with a coffee bar. The dining table seats 12 or more, making this the kind of place where memories get made over long dinners and epic game nights. The second floor features an en-suite primary plus two additional bedrooms. Head up one more level and you'll find a sprawling loft/hangout room with a half bath -- ideal as a kids' retreat. The lower level adds even more flexibility with a cozy family room warmed by a wood-burning stove, a fourth bedroom, and a full bath. Step onto the upper deck and into the brand-new hot tub. Below, an inviting yard opens to a meadow, a stream winding through the property, and a wooded backyard built for exploration. Gather around the brand-new firepit for stargazing and s'mores, or simply breathe in the quiet that 17 private acres provides. Within 20 minutes of four ski resorts and adjacent to the VAST snowmobile trail system, this property is a winter sports dream. Come summer, nearby hiking trails and Lowell lake keep the calendar just as full. See Listing Details & 48 images.

Under Contract Winhall VT Home for sale $575,000 $240 per sq.ft.

$575,000 $240 per sq.ft. Winhall VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2400  |  Acres: 4.48
Listed on Wednesday Mar 11, 2026
Description: Perched to capture breathtaking long-range views, this striking ski home offers an unforgettable vantage point of Magic Mountain and Stratton, with Bromley visible to the northwest--a daily reminder that some of Southern Vermont's best skiing and outdoor adventure are just minutes away. With its cool, modern vibe and classic alpine character, the home perfectly blends style, comfort, and mountain living. The main living area is designed to showcase the spectacular scenery, with large windows that frame the surrounding mountains and fill the space with natural light. A wood-burning fireplace anchors the living room, creating the perfect spot to gather after a day on the slopes. Clean architectural lines, warm materials, and thoughtful updates give the home a contemporary yet welcoming feel throughout. Several upgrades and renovations provide comfort and efficiency for years to come. The property also includes a carport, providing convenient covered parking so you won't have to clear snow off your car after a Vermont snowfall, along with space for skis and all the gear that comes with an active mountain lifestyle. Perfectly located just minutes from Bromley Mountain and a short drive to Stratton Resort, this home is ideally positioned for year-round recreation--from skiing and snowboarding in winter to hiking, biking, and golf in the warmer months. An added benefit of this property, if you opt to join, is that a Bromley Bond is available, providing driveway plowing, and garbage pickup services. Whether you are seeking a full-time residence or a retreat, this unique mountain home offers style, views, and an unbeatable Southern Vermont location. Closing to occur on or after June 15. The buyer may elect to close earlier and allow the seller to rent the property back until June 15. This property will transfer unfurnished. See Listing Details & 37 images.

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