$860,000 $210 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4104  |  Acres: 1
Listed on Saturday Jun 21, 2025
Description: Mountain paradise awaits in this magnificent 5,000 sq ft Winhall retreat! Perched on a private acre with breathtaking, panoramic mountain views, this 4-bedroom, 3.5-bath home is an entertainer's dream and a serene escape. Step inside to discover a grand living room, a cozy family room, and a luxurious primary ensuite bedroom, each featuring a crackling wood-burning fireplace, perfect for chilly evenings. Cathedral ceilings soar, enhancing the spacious feel. The primary suite is a true sanctuary, boasting a spa-like bathroom with double sinks, a jetted tub, a separate shower, and an expansive walk-in closet. Enjoy private balconies directly from your bedroom, offering stunning vistas and a tranquil spot for morning coffee or evening stargazing. Beyond the living areas, this home offers an array of desirable amenities including a stylish bar, ideal for gatherings, and a dedicated exercise room to maintain your wellness routine. Strategically located, this property offers unparalleled access to outdoor adventures. Just minutes from Stratton Resort, you'll enjoy world-class skiing in winter and championship golf in the warmer months. Experience the best of Vermont living with a perfect blend of luxury, comfort, and convenience. Your Winhall dream home awaits! See Listing Details & 38 images. Includes a Virtual Tour

$950,000 $313 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3031  |  Acres: 1.37
Listed on Monday Dec 8, 2025
Description: Discover the perfect mountain retreat at 7 Roundtree Road, a contemporary and beautifully designed 4-bedroom home set on 1.37 private acres in one of Stratton's most sought-after neighborhoods. Ideally located just a quick drive to the Base Lodge--or simply hop on the convenient shuttle for effortless access to the slopes--this property offers the best of Stratton living in every season. Step inside to find a spacious, light-filled interior with clean contemporary lines, warm natural materials, and an inviting open layout ideal for gathering with family and friends. Large windows bring the outdoors in, while generous living spaces provide plenty of room to relax after a day on the mountain. With four well-appointed bedrooms, this home comfortably accommodates guests and offers flexible space for work, play, or quiet retreat. Outside, the expansive 1.37-acre lot delivers the privacy and peaceful surroundings you expect from a mountain home, including a covered deck with a hot tub and grill to be able to enjoy year round, all while keeping you close to the heart of the resort. Whether you're seeking a year-round getaway, a winter ski home, or a property with excellent rental potential, 7 Roundtree Road delivers contemporary style, convenience, and Stratton Mountain charm in one exceptional package. See Listing Details & 41 images.

Under Contract Winhall VT Home for sale $975,000 $428 per sq.ft.

$975,000 $428 per sq.ft. Winhall VT Home »


Price Change! Reduced by $24,000 down 2% on March 9th 2026
4 Beds | 4 Baths |   Total Sq. Ft. 2280  |  Acres: 1.42
Listed on Monday Aug 25, 2025
Description: Contemporary ski chalet on shuttle route located on a short cul-de-sac in the coveted North Brookwood neighborhood, a stone's throw from the Stratton base lodge. This 4 bedroom, 3 ½ bath home boasts an open plan, walls of windows, and floor-to-ceiling stone fireplace in the Great Room. The pass-through kitchen was fully renovated in 2021 in addition to many other upgrades. Test your skills at pool and foosball in the game room. A 2-room Primary Wing upstairs is your private oasis, with the remaining 3 bedrooms and 2 baths downstairs for family and guests. A large, tiled mudroom and owners' closet will store your gear after a long day on the slopes. Relax in the outdoor hottub tucked into the private rear patio. 1 car garage. Video included in Listing. Exterior Blink surveillance system. Stratton Road maintenance $1472 annually Water/Sewer fees: $257 quarterly. Original Stratton Bond Can Be Reinstated for $5000. Listing Agent is Owner/Seller See Listing Details & 37 images. Includes a Virtual Tour

$975,000 $233 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4184  |  Acres: 0.98
Listed on Friday Apr 3, 2026
Description: This custom-built contemporary home was designed with large gatherings of family and friends in mind, offering a spacious layout and plenty of room to relax and entertain. You can't beat the location - just minutes to Manchester, Bromley, and Stratton, and nestled in the heart of year-round recreation. The private setting has views of Bromley's trails and is bordered by the National Forest. This well maintained 4-bedroom, 4-bath property features a newly expanded entry area designed to accommodate all your gear with ease. The dramatic open living room boasts hardwood floors, vaulted ceilings, wall-to-ceiling windows, and a fireplace, all filled with natural light.The bright chef's kitchen is seamlessly integrated with the living area and showcases thoughtfully designed cabinetry. High-end appliances include an Electrolux refrigerator, Miele dual wall ovens, a Miele stovetop with hood, and a Fisher & Paykel dishwasher.The primary bedroom suite is conviently located on the main level, with views of the National Forest, generous closet space, and an attached tiled bath with both tub and shower. Upstairs, three additional bedrooms and two baths are arranged to provide privacy and seperation. The lower-level family room offers additional living space with access to the backyard patio. Designed for recreation, this level features a ping pong table, arcade game, and wood-burning fireplace. Additionally there is a bonus room and bath. The large laundry room includes two sets of washer and dryer units, a utility sink, and a built-in drying rack.The designated spa room features a tiled floor, indoor hot tub, and sauna, with access to the back patio and an additional outdoor hot tub. Other notable features include an enclosed porch, multiple decks, a one-car garage, and a whole-house generator. This turnkey home includes new furnishings throughout. See Listing Details & 55 images.

$979,000 $187 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 5248  |  Acres: 2
Listed on Friday Mar 13, 2026
Description: This is the ultimate modern Alpine chalet, fully renovated yet boasting the classic flat-sawn balusters characteristic of mountain homes in the Alps. Three expansive floors offer sunny, well-appointed space, beginning with a roomy mudroom, three bedrooms and two bathrooms (one en-suite). Head upstairs to join your friends and family in the open-concept European kitchen/living/dining room with expanded island optimal for entertaining -- grill and wraparound deck just outside the kitchen. The fourth bedroom -- a primary suite with en-suite bathroom -- is on this level. On the walk-out lower level, a game room with pool table and a separate TV room with gas stove offer a getaway before soaking in the hot tub, within earshot of the babbling brook down the hill. Nestled in the coveted community of Strattonwald, this 4-bedroom home offers Stratton shuttle access right from the driveway. Strattonwald's rare swimming pond, sandy beach, tennis/pickleball courts, picnic area, and space to fish and kayak make it one of the area's most preferred communities. Finally -- a renovated 1BR/1BA guest house boasts space for guests, in-laws, your office, or long-term rental income. Just in time to move in, enjoy summer, and get geared up for your first season in your Vermont ski house! Call for your tour soon. See Listing Details & 60 images.

$995,000 $429 per sq.ft. Winhall VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 2321  |  Acres: 0.66
Listed on Tuesday Nov 11, 2025
Description: Location says it all ! Stratton Quarter Mile neighborhood on Shuttle, just a short walk home from the Village. This exceptional renovation offers an expanded floor plan with a third level.Beautiful upscale baths with tile work and craftsmanship of the highest caliber. Wood floors throughout. Open gourmet kitchen makes for premier apres ski gatherings. With 5 bedrooms/4 baths and multiple ensuite- this mountain chalet has been updated with all the comforts you expect in a luxury getaway. Two wood burning fireplaces , tasteful ambiance with warm wood ceiling and accents. A second family room is designed as a T.V. Room/den with kitchenette/bar for movie night snacks and football game halftime spreads.The floor plan offers bedrooms on each of three levels- ideal for inviting friends and multiple families.Equipped with a well designed mudroom entrance Shuttle picks you up at your driveway and an easy walk home for those who want to close down Grizzlies apres ski and bands.Roads and security fees apply. Stratton Sports Center Bond eligible and property is served by community water and sewer. What are you waiting for? This is beautifully redone and turn key. No need for a project. This mountain residence is ready to go and prime for the winter enthusiast! Stratton Mountain is calling you! See Listing Details & 55 images.

$1,150,000 $286 per sq.ft. Winhall VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 4017  |  Acres: 0.77
Listed on Monday Nov 10, 2025
Description: Stratton Mountain location for full time or vacation style living! Spacious home that you can walk to Village, gondola, golf and Sports center. Corner lot just down the street from the Stratton Mountain Club and the Base Lodge. Home has five bedrooms with a chefs kitchen that has Viking Stove, ice-maker and three dishwashers for entertaining guests. Living room and dining room are graced with a beautiful stone fireplace that rises 25 feet in the cathedral ceiling with similar fireplace in den. Reading sitting area also has a round fireplace, freezer just off kitchen. Decks to grill outside and sit with the ones you love. Attached is a heated two car garage and an outside storage shed. Beautifully landscaped grounds to take a stroll through. The large room over the garage has morphed through the years from a media room to a mother-in-law's apartment, to it's present use as a yoga studio. It has it's own entrance/exit. It also has a sink, dishwasher and refrigerator. Easily this room can be closed from the main house and be self sustaining. New Architectural roof! Come and see this treasure of a home and see if it feels like home to you! Sports Club Bond available with buyer paying transfer fee! See Listing Details & 40 images.

Under Contract Winhall VT Home for sale $1,325,000 $390 per sq.ft.

$1,325,000 $390 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3400  |  Acres: 1.83
Listed on Sunday Mar 1, 2026
Description: A landmark on Round Tree Road, this house has inviting curb appeal with its stone façade and archway. On the resort shuttle bus route. With 1.83 acres the house has a very private setting in back for the patio, fire pit and hot tub. Unique U-shaped driveway has plenty of room for friends and family. Downstairs family room with kitchenette. Great living space and bedrooms throughout. Quality metal roof sheds snow easily. Two wood burning fireplaces. A must-see property at Stratton. See Listing Details & 43 images.

Under Contract Winhall VT Home for sale $1,399,000 $259 per sq.ft.

$1,399,000 $259 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 5397  |  Acres: 26.9
Listed on Thursday Jan 1, 2026
Description: One-of-a-kind, craftsman-built Vermont log home set on over 26 private acres with breathtaking, long-range mountain views. Tucked away at the dead end of the road, this exceptional property offers rare privacy while remaining close to premier ski mountains and all the dining, shopping, and cultural attractions of Manchester, VT. The land features two picturesque waterfalls and a serene natural setting that feels worlds away. The home showcases expansive windows that flood the interior with natural light, highlighting warm wood tones and timeless craftsmanship throughout. Enjoy outdoor living from the inviting covered front porch or the back deck with pergola--perfect for entertaining or relaxing in nature. Inside, you'll find three wood-burning fireplaces, a spacious game room with bar, sauna and thoughtfully designed living spaces ideal for gatherings or quiet retreats. A three-car garage provides ample space for vehicles and storage, and the home is equipped with an automatic generator for peace of mind and uninterrupted comfort. A truly special Vermont escape. Furnishings may be purchased separately. See Listing Details & 43 images.

$1,399,999 $368 per sq.ft. Winhall VT Home »

6 Beds | 4 Baths |   Total Sq. Ft. 3800  |  Acres: 1
Listed on Monday Mar 23, 2026
Description: Bring the whole household to this great place with lots of room for fun. A 6-bedroom, 4-bathroom Adirondack-style Ski Chalet located in a neighborhood just minutes from the Stratton Mountain Ski Resort, with free door-to-mountain shuttle service on select days. Amenities include four (4) fireplaces, best hot-tub on the market, an in home gym, electric sauna, pool table, SuperChexx Bubble Hockey table, foosball table and corn hole, Sonos entertainment system, and high-speed Wi-Fi and digital cable service. Top of the line WOLF Stove and appliances. 4 years of STRONG rental value. This House checks every box. This is the premier house in the area. Huge owners closet. You have so many options here. See Listing Details & 33 images.

Under Contract Winhall VT Home for sale $1,650,000 $587 per sq.ft.

$1,650,000 $587 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2813  |  Acres: 10.54
Listed on Saturday Feb 7, 2026
Description: Step into this newly constructed 2022 residence offering a rare sense of elevation--both literal and figurative--without sacrificing ease of access. While the home feels perched above it all, it is reached via a gentle sloping driveway, providing everyday convenience alongside breathtaking views. Sweeping, uninterrupted vistas are enjoyed from nearly every room, creating a constant connection to the surrounding landscape. Refined modern design defines the interior, beginning with a spacious mudroom offering ample storage for Vermont essentials. The sleek kitchen serves as the heart of the home, featuring a large statement island, three sinks, ice maker, and a dedicated coffee and tea bar--ideal for entertaining or quiet mornings spent taking in the view. Radiant heat warms tiled floors in key areas including bathrooms, the mudroom, and utility spaces, delivering understated comfort where it matters most. Fireside living offers the perfect place to unwind, while a Japanese soaking tub provides a spa-like retreat framed by the scenery. A custom-designed single-stringer staircase serves as a striking architectural focal point. The primary suite features a beautifully appointed en-suite bath and a generous walk-in closet, while a dedicated home office loft offers an inspiring workspace with exceptional views. Outdoor living includes five decks, a large flat backyard with firepit and raised garden beds, and a hot tub for relaxing evenings. Despite its private setting, the property is just 15 minutes to Stratton and Bromley, 20 minutes to Manchester, and offers school choice for all grades. Additional features include a large two-car attached garage, whole-house air conditioning, low-maintenance siding and roofing, enhanced interior insulation for soundproofing, ease of winter plowing, and a standby generator. Every detail has been thoughtfully considered in this exceptional modern home, offering a rare combination of views, comfort, accessibility. Agent is owner/seller. See Listing Details & 33 images.

$2,425,000 $535 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4536  |  Acres: 2.5
Listed on Sunday Feb 8, 2026
Description: SHOWINGS BEGIN at Thursday February 12. Premier New Construction, offering 4500+ SF of luxury living on three levels, perched on 2.5 acres to maximize panoramic mountain and Bromley views. Just minutes to the Stratton Resort Base Lodge, this exceptional 4 bedroom/3.5 bath floor plan combines contemporary design, craftsmanship of the highest caliber and energy efficiency.Thoughtfully designed for comfort and performance, each detail reflects quality craftsmanship-from the sleek finishes to the high performance systems. The handcrafted timber frame great room showcases the natural beauty of the Green Mountains. Defined by soaring cathedral ceilings and exposed natural wood beams, the dramatic wall of stone with wood hearth anchors the space while expansive windows frame breathtaking views, flooding the room with natural light. The designer c hef's kitchen with dedicated scullery is as elegant as it is functional with top tier appliances and and oversized island.A main level en suite primary features views, a walk in closet, and a spa inspired bath, double vanities and glass enclosed tiled shower.A second en-suite primary , occupies its own level with soaring ceilings, upscale tiled bath and peaceful separation from the rest of the residence. The finished lower level walkout provides flexible living with media/game room, and a 4th mega bunk or guest room and bath.The spacious entry welcomes guests, a mudroom and attached 2 car garage provide the spaces needed for Active Mountain Living with a second level expansion room already prepped for future heating, plumbing and electricity.Stone Lodge offers the balance between mountain serenity and the convenience of the Stratton Mountain Resort. Enjoy the comforts of a premier mountain retreat with easy access to year round recreation, dining and everything the area has to offer. Experience adventure , relaxation and the luxury of Stone Lodge! See Listing Details & 11 images.

Under Contract Winhall VT Home for sale $2,850,000 $561 per sq.ft.

$2,850,000 $561 per sq.ft. Winhall VT Home »

4 Beds | 6 Baths |   Total Sq. Ft. 5082  |  Acres: 7.8
Listed on Friday Mar 6, 2026
Description: 41 Stark Farm is your next stop to happiness and joy. This one-of-a-kind property pairs a beautiful country farmhouse with an incredible party barn built for entertaining. Minutes from Stratton and Bromley to mention just a few major ski mountains and within a 15 minute drive of Manchester you cannot beat this location. On 7.8 landscaped acres with your own private pond large enough to host a hockey tournament, you won't want to leave. The floor plan creates a perfect flow for your large group of family and guests to enjoy. You can sit by the fire in the comfortable living area off the open kitchen/dining areas or move to the amazing post and beam party barn for football and large gatherings around the enormous fieldstone fireplace. Four attractive bedrooms with two being en suites on upper level with office space off hallway. The main level also boasts a den/office/gym area with the lower level offering a family room and additional finished storage as well as entry to unfinished storage for all your outdoor toys. Outdoor hot tub off the barn. Two car garage attached. Generator. This wonderful home has it all and more. Offered furnished. A rare combination of Vermont character, entertaining space and outdoor adventure. See Listing Details & 52 images.

Under Contract Winhall VT Home for sale $2,999,000 $451 per sq.ft.

$2,999,000 $451 per sq.ft. Winhall VT Home »

6 Beds | 7 Baths |   Total Sq. Ft. 6650  |  Acres: 40.8
Listed on Thursday Feb 13, 2025
Description: Exceptional 40.8 acre newly expanded and renovated Stratton Mountain estate with unrivaled views of Stratton just minutes from the Base Lodge or Sun Bowl. This is your own personal winter playground where you can hit the slopes or snowmobile and hike on your own land with additional acreage available.This Grand Lodge NOW BOASTS 4 ensuite bedroom, 3 stone fireplaces, huge lodge room w/ large beams and walls of glass and VIEWS VIEWS, VIEWS which is nothing short of EXTRAORDINARY. New gourmet kitchen and baths.PLUS a 2 bedroom/2bath guest house.You'll be captivated by commanding southerly views of Stratton Mountain, surrounding ridge lines and sunset views to the west. This property is without comparison and the last rare parcel of this size near the resort.This will also be your summer retreat with a world of privacy and tranquility. Just minutes to the Base Lodge, you'll come home to endless outdoor fun. Bring your ATVs, snowmobiles and in summer there's a pond and tennis court. Patios, Stonework, outdoor spaces enhance the stunning location. Situated in the heart of everything the region has to offer throughout the seasons. World Class professional theater, theManchester Music Festival, The Dorset Summer Equestrian Festival. Hiking, biking, kayaking, shopping and dining. Fall foliage, first tracks on powder days and the Green Mountain Summers beckon.This one of a kind property is the essence of a true Escape See Listing Details & 56 images.

Under Contract Wolfeboro NH Home for sale $399,900 $295 per sq.ft.

$399,900 $295 per sq.ft. Wolfeboro NH Home »

4 Beds | 1 Baths |   Total Sq. Ft. 1355  |  Acres: 0.14
Listed on Tuesday Mar 31, 2026
Description: This charming 1935 New Englander perfectly blends vintage character with an unbeatable location. Nestled in a quiet neighborhood, this home is just a short stroll to downtown to shops and the pristine shores of Lake Winnipesaukee. Walk at your own pace to the pharmacy, grocery store, paper shop, clothing shops, restaurants, post office, library, theater, tennis and pickleball courts. Wolfeboro has Huggins Hospital and Doctors' Offices for close medical care. Enjoy expanded living space on the home's spacious enclosed front porch with all new windows; plant a small garden in the back and store all your seasonal items in the attached shed. Get ready for summer fun swimming from two town beaches; hike the nearby trails, boat and fish in our many lakes; explore "The Nick"; ski and skate at Abenaki. Take a front row seat downtown for the many festive occasions Wolfeboro celebrates, like the 4th of July Parade and spectacular Fireworks; wave to Santa as he passes candy to the children and Lights the Tree at Christmas. Don't miss this home conveniently located to everything in the oldest resort in America! See Listing Details & 33 images. Includes a Virtual Tour

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