$815,000 $283 per sq.ft. Windham VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2880  |  Acres: 53
Wednesday Aug 5, 2026
Description: Set on 53 private acres with mountain views, this four-bedroom, three-bath home offers the space and setting to enjoy every season. Built in 2007 and located just a short drive from Stratton, Bromley, Magic, and Okemo, it's equally suited as a full-time residence or a mountain retreat. The heart of the home is a welcoming great room with a floor-to-ceiling stone fireplace and a wall of windows that frames the surrounding landscape. The open-concept kitchen, dining, and living areas make it easy to gather after a day outdoors. A spacious primary suite provides a comfortable retreat, while a loft, game room, walk-out lower level, and oversized mudroom offer room for everyone and all the gear that comes with Vermont living. An attached two-car garage adds everyday convenience. The home is offered furnished. Steps from the house, and into the meadow is a 22' x 30' barn that expands the possibilities. Three overhead doors make it ideal for storing snowmobiles, ATVs, tractors, or other equipment, and there's room for horses as well. The unfinished second floor is already equipped with lighting and six windows that fill the space with natural light, ready for a workshop, studio, or future expansion. The VAST trail is at the end of the road, ride your snowmoobile direct from the house to miles of connected trails. Stone steps built into a classic Vermont stone wall lead from the house to the meadow below, adding to the property's charm and connection to the landscape. Whether your weekends are spent skiing, snowmobiling, hiking, or simply enjoying the peace and quiet, this property offers the best of Vermont living. As the wall art inside the home suggests: "Snowmobile. Ski. Rest." See MLS Property & Listing Details & 38 images.

$275,000 $212 per sq.ft. Windsor NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1296  |  Acres: 5
Friday Aug 28, 2026
Description: Property being sold as-is. Opportunity knocks with the potential this home holds with a little bit of elbow grease. This 2019 three bedroom, two full bathroom manufactured home sits on 5 acres in the low tax town of Windsor. The open floorplan offers a great flow with 2 bedrooms on one end and the primary suite on the other. The seller does not have the ability to remove much from the property so the majority of the contents will convey with the sale. The electricity is also off so it will make financing this property difficult. The seller is still residing in the home, so please DO NOT drive down the driveway without an appointment. Come see how this property can work for you! See MLS Property & Listing Details & 40 images.

$279,000 $356 per sq.ft. Windsor VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 783  |  Acres: 2.51
Wednesday Aug 5, 2026
Description: Completely rebuilt in 2014 (except for the storage room) and set on 2.51 acres spanning both Windsor and Hartland, this 2-bedroom, 1-bath ranch offers comfortable one-level living with plenty of potential. The open-concept living, dining, and kitchen area creates a functional layout, while the attached direct-entry garage and unfinished attached space provide excellent storage or future expansion possibilities. Outside, the property features a circular driveway, a partially level yard, a small, fenced area off the garage, a larger split-rail fenced paddock with a run-in, a storage shed, and a dedicated chicken coop area, offering flexibility for gardening, hobbies, small animals, or outdoor enjoyment. Conveniently located with easy access to area amenities, this property presents a wonderful opportunity to make it your own. Easy access to I-91, 23 min to DHMC, 15 min from West Lebanon, 22 min to Woodstock, 40 min to Okemo. Open house Saturday, August 8th, 10am-12pm See MLS Property & Listing Details & 21 images.

$299,000 $260 per sq.ft. Windsor VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 1152  |  Acres: 0.99
Wednesday Aug 26, 2026
Description: Welcome to 319 Back Mountain Road in Windsor, Vermont, a comfortable 2-bedroom ranch situated on approximately one acre in a peaceful country setting. The home features an updated kitchen and a spacious living and dining area with plenty of natural light, creating a warm and inviting space for everyday living and entertaining. A metal roof and updated heating system add to the home's practicality and ease of ownership. A one-car garage provides convenient parking along with additional storage space. Outside, the level yard with mature trees offers plenty of room for gardening, recreation, or simply enjoying the Vermont surroundings. Located along the eastern slopes of Mount Ascutney, with its hiking trails and recreational activities. This property offers a wonderful balance of rural living and convenience, with easy access to downtown Windsor, I-91, and the area's abundant recreational opportunities. Whether you're looking for a primary residence, Vermont getaway, or a home to make your own, 319 Back Mountain Road offers an appealing opportunity in a desirable Upper Valley location. See MLS Property & Listing Details & 16 images.

$425,000 $316 per sq.ft. Winhall VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1344  |  Acres: 1.03
Friday Aug 28, 2026
Description: Escape to the mountains in this charming A-frame, ideally located between the bustling town of Manchester and the area's best ski mountains. This home is your perfect base for year-round adventure, putting you just minutes from world-class skiing, hiking, mountain biking, and shopping. Inside, you'll find a comfortable layout featuring 3 bedrooms, 2 bathrooms, and a home office that can easily flex to accommodate extra guests. Cozy up by the wood-burning fireplace after a day on the slopes or soak up the sun on the inviting deck. This isn't just a home; it's a gateway to the best of Vermont. Septic system is being replaced and completion date in early October. See MLS Property & Listing Details & 22 images.

$595,000 $420 per sq.ft. Winhall VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1416  |  Acres: 1.78
Monday Aug 17, 2026
Description: Set among sun-dappled woodlands along a peaceful country road, this distinctive post-and-beam home captures the charm of a Vermont sugar shack with the warmth of a classic ski-country retreat. This furnished three bedroom, two bath home offers 1,416 sq ft of inviting living space, thoughtfully designed for both full-time living and memorable getaways. Inside, the vaulted Great Room immediately draws you in with soaring ceilings, warm wood floors, exposed beams, and a dramatic stone fireplace with hearth and wood-storage nook, the ideal gathering place after a day on the slopes or a summer hike. The open kitchen features a breakfast bar and custom stained-glass bar cabinet, creating an inviting space for entertaining. A slider opens to the expansive 400 sq ft deck, where tranquil pond views set the stage for morning coffee, summer dinners, or quiet evenings under the stars. The main level includes a screened porch, welcoming mudroom, bunk room, guest bedroom with deck access, full bath, and laundry closet. Upstairs, a windowed landing leads to a charming loft overlooking the Great Room, offering a cozy reading or relaxation area and generous storage. The vaulted primary suite is a private retreat with his-and-hers closets, sitting area, and en-suite with sauna. Custom wrought-iron fixtures and abundant woodwork enhance the home's warm, authentic character and complement the home's woodland setting. Offered furnished, this turnkey Vermont getaway is equally suited to full-time living, a second home, or a memorable vacation retreat. Enjoy breathtaking views of Stratton Mountain beyond nearby horse-farm paddocks, on your way to Stratton's four-season activities, Manchester's renowned shopping and dining, and Southern Vermont's many outdoor adventures and cultural offerings. Trails toward Gale Meadow Pond are just down Winhall Hollow Road. A unique Southern Vermont retreat ready to create memories for years to come. See MLS Property & Listing Details & 40 images.

$599,000 $317 per sq.ft. Winhall VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1890  |  Acres: 1.09
Sunday Aug 23, 2026
Description: Coming Soon....showings begin Saturday, August 29, 2026. Experience four season Vermont living at 33 Burnt Hill Road in Strattonwald, a recreational community in Winhall just minutes from Stratton Mountain. Set on 1.09 wooded acres, this three bedroom, two bath mountain home combines privacy and Vermont character with access to the Strattonwald swimming pond and beach, tennis courts and winter shuttle service to Stratton. Inside, natural wood, exposed beams and a brick fireplace create the warmth of a classic Vermont retreat. The updated kitchen opens to the dining area, while multiple living spaces provide room for family and friends. The expansive four season sunroom is a highlight, with a vaulted ceiling and walls of glass overlooking the surrounding woods. An additional office or den offers flexibility, and the attached one car garage adds everyday convenience. Late summer means days at the pond and evenings around the firepit. Fall brings hiking, foliage and cool evenings by the fire. When winter arrives, Strattonwald's shuttle makes ski days at Stratton remarkably easy, with Bromley and Magic Mountain also nearby. Manchester is within easy reach for dining, shopping and entertainment. Whether the day is spent swimming, hiking, skiing or simply enjoying the quiet of the woods, 33 Burnt Hill Road offers an inviting home base for experiencing Southern Vermont in every season. See MLS Property & Listing Details & 26 images. Includes a Virtual Tour

$765,000 $528 per sq.ft. Winhall VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2322  |  Acres: 1
Friday Aug 14, 2026
Description: Set among the trees just minutes from Stratton Resort, this spacious 3-bedroom, 3-bath mountain home combines beautiful views, flexible living spaces and plenty of room for family and friends. The dramatic main living area features soaring vaulted ceilings, warm wood accents, a floor-to-ceiling stone fireplace and an impressive wall of windows that fills the home with natural light and brings the outdoors in. The open-concept kitchen, dining and living areas create an inviting setting for gathering after a day on the mountain. Glass doors open to an expansive wraparound deck, perfect for outdoor dining, morning coffee or simply relaxing while taking in the surrounding scenery. At the end of the day, unwind in the private hot tub beneath the Vermont sky. Three comfortable bedrooms are complemented by two bonus rooms and two dens, providing exceptional flexibility for additional sleeping space, a game room, home office, exercise area or quiet retreat. The lower-level den offers a comfortable second gathering space, making it easy to host a full house while still giving everyone room to spread out. A convenient entry mudroom provides practical storage for skis, boots and outdoor gear. Whether you are looking for a ski getaway, a year-round Vermont retreat or a home with room to host family and friends, this inviting property offers the space, comfort and mountain atmosphere to enjoy every season near Stratton. See MLS Property & Listing Details & 32 images.

$1,200,000 $332 per sq.ft. Winhall VT Home »

6 Beds | 4 Baths |   Total Sq. Ft. 4017  |  Acres: 0.77
Tuesday Aug 4, 2026
Description: Selling very close to the assessed value of $1,126,100!!! This 2026 town assessment just made this property a REAL DEAL because the Owner wants 1,200,000. This property can be sold furnished or unfurnished with closing before the ski season is here. 6 bedrooms and 3.5 bathrooms to accommodate your family and guests. Enjoy 2 primary suites with attached baths and one is on the main floor. Walk in closets for the primary bedrooms and a mini split on the 3rd floor primary for air conditioning in the hottest months. There's also a sweet porch off the 3rd floor that feels like a tree house. 3 real wood fireplaces to cozy up to. A chef's kitchen at the heart of this home with big open spaces for large groups to gather. There's a gas grill connected to the house line just outside the kitchen slider doors. It's covered too! Porches surround this entire home for you to enjoy nature without leaving the house. The corner lot is a very short distance to the Stratton Gondola. Fireworks at the mountain can be enjoyed from the porch or yard. This real estate investment is worth a look in person. Stratton is also close the shopping outlet town of Manchester, theatre and restaurants in Dorset and Bromley Mtn. Driveway can fit 10 cars and 2 more in the garage. See MLS Property & Listing Details & 25 images.

$2,399,000 $529 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4536  |  Acres: 2.5
Friday Aug 21, 2026
Description: Experience Premiere Luxury living in this newly built mountain residence with extraordinary panoramic views . Just minutes to Stratton Mountain's Trails and move in ready, no detail has been overlooked with superior craftsmanship, energy efficiency and contemporary design. The handcrafted Timber Frame great room , defined by cathedral ceilings, wood burning stone hearth and expansive windows, showcases breathtaking views and the natural beauty of the Green Mountains. Every detail showcases a design with performance and comfort in mind:Premium lighting , hardware and plumbing fixtures, exceptional wood flooring and tile baths. A gourmet kitchen with Bosch appliances and a separate scullery offers a design well suited for entertaining and apres ski gatherings. Three levels, 4 Bedrooms/3.5 Baths with 2 ensuite primaries, a lower level with a mega bedroom designed with bunks in mind ,a spacious game and media room that opens to the outdoors- just ready for your active lifestyle.With the mountain enthusiast in mind, you'll appreciate the custom mud room, laundry room, and the oversized 2 car garage with expansion space above. Central AC, Water filtration system, standing seam roof and much more.You'll have the space and conveniences you look for in a Vermont mountain retreat. This home is prime for your winter season and one that you must visit in person to appreciate the exceptional quality and design. Located just minutes to the Stratton Mountain Resort, this home offers an ideal balance of luxury, efficiency and Stratton's natural beauty. Neighborhood shuttle to the Stratton Base Lodge is scheduled for 2027. Simply unrivaled in the marketplace. Time to settle into Mountain Living before the snow flies! See MLS Property & Listing Details & 58 images.

$5,575,000 $562 per sq.ft. Winhall VT Home »

7 Beds | 10 Baths |   Total Sq. Ft. 9915  |  Acres: 42.93
Friday Aug 7, 2026
Description: Privately situated in a most beautiful setting, this grand Vermont estate commands a remarkable landscape, with Stratton Mountain rising majestically beyond the tree line. A sweeping private drive sets the tone for an extraordinary arrival; open meadows, a serene pond, and beautifully preserved grounds before revealing the 9915 SF residence itself and massive barn. There's an immediate sense of permanence here.Thoughtfully positioned for complete privacy, the 7 ensuite Bedroom/9.5 bath home possesses the scale, presence, & quiet grandeur reminiscent of New England's great legacy estates. Its architecture feels substantial yet entirely at home within its surroundings, balancing stately proportions and refined craftsmanship with the warmth and authenticity of a distinguished country property. Expansive lawns, pastoral vistas, mature trees, and distant mountain views create a magnificent natural setting on 42.93 acres, while the home stands as its centerpiece: elegant and enduring.The Main Residence features multiple gathering spaces, three fireplaces, beautiful wood floors, impeccable stonework, fine woodworking and upscale details. It's grand in scale, warm in spirit, and created for gathering. Meticulously crafted stone archways, wood beams and oversized timber mantels frame the hearths. A generous chef's kitchen with premier appliances and custom design was conceived for those who appreciate the art of cooking and the pleasure of company. An extraordinary barn enhances the property with it's interior grand lodge room framed with reclaimed barn beams, a 2 story stone hearth, ideal for entertaining and apres ski fun, guest quarters with kitchen and 3 bay garage.This represents Vermont country living at its most distinguished a rare convergence of masterful craftsmanship, remarkable acreage, architectural character, and an incomparable natural setting. It's a home for generations to gather. Just 5 minutes to the Stratton Mountain Access Road,20 min to Manchester See MLS Property & Listing Details & 60 images.

$359,000 $554 per sq.ft. Wolfeboro NH Home »

Price Change! Reduced by $90,000 down 25% on August 26th 2026
1 Beds | 1 Baths |   Total Sq. Ft. 648  |  Acres:
Tuesday Aug 11, 2026
Description: Price Reduction!!!Welcome to your peaceful retreat nestled within the quiet and highly desirable Kehonka Hill Development. The cottage offers unique bead board walls and ceilings with midwest yellow pine floors throughout the home. Situated on a secluded, wooded lot, this charming cottage offers the ultimate blend of privacy and community with access to 24 shared, beautifully landscaped acres. Nature lovers will thrive here, with the property located just steps from the scenic trails of Knights Pond, offering miles of pristine walking and hiking paths right outside your door. Seller is offering $5000 towards closing cost .Open house Sunday 8/30 from 12 to 2 While you will feel worlds away in your private forest sanctuary, everyday conveniences and recreation are just minutes away. The home sits a short 5-minute drive from vibrant downtown Wolfeboro, where you can enjoy local dining, shopping, nick center and the community offerings at the local Huggins Hospital/Winnipesaukee area centers. Ideal as a year-round residence or a seasonal escape, this property offers easy access to major ski areas, regional lakes, and Interstate 93 for effortless commuting. Embrace the quiet beauty of the Lakes Region in this special move in ready cottage ! Seller is offering $5000 towards closing cost...Open House Sunday August 30 from 12-2 See MLS Property & Listing Details & 34 images.

$438,000 $226 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1940  |  Acres: 2.12
Monday Aug 24, 2026
Description: Only 2 miles to downtown Wolfeboro, this charming 3-bedroom, 1½-bath Cape offers classic character, beautiful woodwork, and lovely wood flooring throughout. The inviting kitchen features a sweet breakfast nook, while the dining room overlooks the private backyard. The sunny living room is sure to be a favorite gathering spot, and the first floor is rounded out by a comfortable bedroom and full bath. Upstairs, you'll find two additional bedrooms, a ½ bath with room to expand. A full basement and 1-car garage provide plenty of storage. Outside, the beautiful grounds feature a large garden shed, a vintage stone fireplace, garden space, stone walls, a level yard, and one of the property's most special features, a gorgeous, maturely treed side yard that creates a peaceful, private setting. With its charming character, beautiful grounds, convenient location, and attractive price, this Wolfeboro property is truly a home run! Open House Saturday, 10 AM-1 PM. See MLS Property & Listing Details & 30 images.

$590,000 $224 per sq.ft. Wolfeboro NH Home »

Waterfront on Lake Winnipesaukee
5 Beds | 3 Baths |   Total Sq. Ft. 2634  |  Acres: 1
Thursday Aug 27, 2026
Description: Investment opportunity in one of Wolfeboro's most desirable neighborhoods! Just 2 miles from downtown Wolfeboro and Lake Winnipesaukee, this spacious 2 family home offers flexibility, income potential, and an unbeatable location near schools, shops, restaurants, and year-round outdoor recreation. Situated on a level, grassy lot surrounded by mature trees, the property features a private backyard, town water, and a 12' x 16' storage shed. A former 35' x 55' vegetable garden offers endless possibilities for gardening enthusiasts. The home offers approximately 2,824 square feet with 5 bedrooms and 2.5 baths, including a beautifully updated second-floor 2 bedroom apartment with a private entrance, making it ideal for rental income, multigenerational living, or owner occupancy. The first floor features 3 additional bedrooms and generous living space ready for your finishing touches. Recent improvements include all new windows in the second-floor apartment, a stunning pine V-groove and hemlock beam primary bedroom with walk in closet, hardwood and tile flooring, a newly remodeled second bedroom, updated bathroom/laundry area, new perimeter drainage around the foundation, and a mini-split system providing efficient heating and air conditioning. A wood stove and riding lawn mower will convey with the sale. The property is currently undergoing renovation and is being offered as is. Ongoing projects include flooring, drywall, painting, tile work, exterior improvements, and landscaping. The homeowner, a builder, plans to continue work until the property is sold. The kitchen presents an opportunity for customization, with a framed passthrough already in place for future counter seating. Whether you're looking for an investment property, an owner occupied income producer, or a spacious home in sought-after Wolfeboro, this property offers exceptional value and tremendous potential. Live in the finished apartment while completing the main living area, or enjoy immediate rent. See MLS Property & Listing Details & 57 images. Includes a Virtual Tour

$599,900 $336 per sq.ft. Wolfeboro NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1786  |  Acres: 0.27
Wednesday Aug 12, 2026
Description: Opportunity awaits in the heart of downtown Wolfeboro! Looking for an updated primary home, multi-family or a vacation rental? This location is walkable to shops, restaurants and the town docks where you can launch your boat. This reimagined home has been transformed into a two family with a stunning first floor remodel. The first floor has been custom designed into a beautifully renovated 2-bedroom apartment featuring a stunning new kitchen with granite/stainless, 2 bedrooms and 2 baths. Upstairs, the existing one-bedroom apartment provides an excellent opportunity for rental income, making this property ideal for an owner-occupant looking to offset their mortgage or an investor seeking a turnkey multi-unit opportunity. Newer windows, heating system, roof and public water/sewer make this a low maintenance home. Situated near Huggins Hospital and walkable to downtown Wolfeboro, this a perfect location for short or long term rentals for hospital staff. The beautiful entry and staircase also allows for a spacious single family home, with 3 rooms on the second floor. Outside, enjoy a generous yard, ample off-street parking, and a full basement offering exceptional storage. Zoned for multiple uses, the property also presents future possibilities for mixed-use or commercial ventures, subject to any necessary town approvals. Whether you're searching for an investment property, a downtown home with supplemental rental income, or a flexible property with future potential, this prime Wolfeboro location delivers endless possibilities. Just steps from Lake Winnipesaukee, the town docks, Brewster Academy, and all that "The Oldest Summer Resort in America" has to offer, this is a rare opportunity to own a move-in ready property in one of New Hampshire's most sought-after communities. See MLS Property & Listing Details & 49 images.