You are viewing all listings Homes between $500000 and $1000000 dollars.
$675,000 $306 per sq.ft. Winhall VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 2204 | Acres: 0.85Listed on Wednesday Jun 24, 2026
Description: This is not your average chalet. Tucked in the quiet Stratton View neighborhood, just 1 mile from the base of the Stratton Access Road, this 3-bedroom, 2-bath home offers the warmth and character of a classic Vermont chalet with updated systems, thoughtful improvements, two living spaces, and garage space for three vehicles. Offered fully furnished and truly turnkey --right down to the tractor, mower, snow blower, and other yard equipment-- this is a home you can enjoy from day one. The great room features soaring ceilings, a wood-burning stove, beautiful beams, and flat-sawn balusters that add to the alpine feel. A recent two-story addition adds a one-bay garage and a large second living room with vaulted ceilings. High-quality materials and systems, including a standing-seam roof, efficient mini-split heating and cooling, and cedar shakes, were used in the addition. The rest of the home has been thoughtfully modernized over time with improved drainage and insulation, updated mechanicals, a 200-amp electrical panel, stainless steel flue liners, whole-house water filtration, renovated kitchen and baths, a drilled well, modern septic components, and extensive site work. A large mudroom and generously sized laundry room add everyday function. Step onto the deck with retractable awnings and take in views of the pond. Storage is exceptional: the attached one-bay garage, oversized detached 2-car garage measuring approximately 21' x 26', and separate shed provide room for vehicles, snowmobiles, canoes, UTVs, mountain gear, a workshop, and more. Located in desirable Winhall with school choice, this is a Vermont home ready for its next owner to simply arrive, settle in, and start enjoying. See Listing Details & 49 images. Includes a Virtual Tour
Under Contract
$749,000 $498 per sq.ft. Winhall VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2128 | Acres: 0.85Listed on Saturday Jul 4, 2026
Description: Stratton Mountain Renovated! 4 bedroom 2 bath is located just mins to the mountain . This home has access to all that Stratton has to offer. The Ski shuttle comes right outside your door for easy access to the mountain and your home. Freshly painted inside and out, with a partial renovation just completed. This home just installed all new windows with egress and new doors and sliders. The new large deck is perfect for entertaining and a nice yard for family gatherings. This property was recently hydro seeded with new lawn and a new gravel drive thru driveway. Wood shed included with storage for all the equipment and gear. The living room fireplace is wood burning with a large glass and expanded deck for entertaining. The heating is hot water baseboard making it warm in winter. A interior cedar sauna to enjoy after those long ski days! Large laundry room with new tile floors. This modern home is ready for its new owner. Great rental history for those who may want to rent. See Listing Details & 33 images.
$775,000 $391 per sq.ft. Winhall VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 3520 | Acres: 2.39Listed on Saturday Jun 27, 2026
Description: First time on the market, this spacious mountain home has been lovingly maintained by one family since it was built in 1980. Tucked away on a generous double lot at the dead end of a private road, the setting offers privacy along with a true Vermont feel--quiet and peaceful. Inside, the home features a bright, open layout with abundant natural light and warm woodwork throughout, creating an inviting and comfortable atmosphere. Recent improvements, including a new roof and new decks, add value and provide great spaces to relax or entertain outdoors. With four large bedrooms and two additional bonus rooms, there's plenty of flexibility. Located just approximately 3 miles from Stratton Mountain, you'll have easy access to year-round activities. In the winter, enjoy some of southern Vermont's best skiing and snowboarding, while the warmer months offer golf, hiking, mountain biking, and a vibrant village with dining, shopping, and events. This property offers space, privacy, and proximity to everything Stratton has to offer. See Listing Details & 38 images.
$795,000 $194 per sq.ft. Winhall VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 4104 | Acres: 1Listed on Friday Jul 3, 2026
Description: Where Mountains Meet Modern Living: Perched just moments from the energy of Stratton Mountain Resort, this contemporary mountain home reimagines what a Vermont getaway feels like. From the moment you step inside, the design does exactly what a great contemporary home should: it steps back and lets nature take center stage. Massive, soaring windows act as living art pieces, framing sweeping, panoramic mountain views from every single room. Whether you are prepping a meal, lounging by the fire, or waking up in the primary suite, the connection to the landscape is seamless. This home was built for an active, balanced lifestyle, emphasizing connection, wellness, and effortless entertaining. Rise and Align: Start your morning in the dedicated home workout space. Roll out a yoga mat, find your flow with a view of the peaks, or power through a session on the erg and free weights while watching the morning fog lift from the valley. Gather Around: The heart of the home is a dramatic, light-filled great room anchored by a magnificent stone fireplace--the ultimate anchor point for swapping stories after a day on the slopes. Unwind and Reconnect: Pour a drink at the built-in bar, head downstairs to the game area, or step out onto the expansive deck to breathe in the crisp, silent Vermont air. Four Seasons of Adventure: While winter brings world-class skiing just minutes away, the warmer months unlock championship golf, hiking, and the vibrant local culture of Winhall.When the day winds down, the primary suite offers a private retreat, complete with its own crackling fireplace and a balcony made for stargazing through the clear mountain night. It's a space designed to let you recharge deeply before doing it all over again tomorrow. If you've been looking for a home that captures the true essence of Vermont--where modern design meets rugged, natural beauty--25 Benson Fuller Road is waiting. Reach out today to schedule your private tour and experience these views in person! See Listing Details & 38 images. Includes a Virtual Tour
New Listing!
$849,000 $373 per sq.ft. Winhall VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 2878 | Acres: 1Listed on Friday Jul 31, 2026
Description: Embrace Vermont living with this fully furnished, 4-bedroom, 3.5-bath contemporary home located just minutes from Stratton Mountain Resort. Situated on a serene 1-acre lot along a quiet road, this move-in-ready sanctuary offers effortless mountain comfort, high-end entertaining space, and practical updates throughout. Quality architectural details welcome you into a bright main level boasting a spacious kitchen, dining area, and expansive living room centered around a cozy fireplace--perfect for unwinding after a day on the slopes. Designed for active outdoor living, the home features a dedicated ski room right inside the entry from the attached two-car garage to keep your gear organized and dry. Upstairs, comfortable bedrooms offer plenty of space for guests and a fun-filled loft complete with pool and foosball tables. The finished lower level functions as a private second primary suite with generous storage. Outside, year-round enjoyment continues with a covered hot tub and a dedicated fire pit for cool mountain evenings. Offered furnished, this property is ready for immediate use as an alpine getaway or turn-key primary residence. See Listing Details & 32 images.
$910,000 $300 per sq.ft. Winhall VT Home »
Price Change! Reduced by $40,000 down 4% on July 18th 2026
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.
$949,000 $223 per sq.ft. Winhall VT Home »
Price Change! Reduced by $30,000 down 3% on July 14th 2026
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 & 59 images.
$519,000 $362 per sq.ft. Wolfeboro NH Home »
Price Change! Reduced by $20,000 down 4% on July 25th 2026
2 Beds | 3 Baths | Total Sq. Ft. 1432 | Acres: 0
Listed on Wednesday Jun 17, 2026
Description: End-Unit Condo Offering Privacy & Modern Luxury Near Downtown! Discover the perfect blend of comfort, style, and convenience in this meticulously maintained end-unit condo. Nestled in a prime location, this residence offers an exceptional level of privacy while remaining just moments from downtown Wolfeboro and 1 mile to the town beach. Step inside to experience an open-concept living space highlighted by stunning cathedral ceilings and warm, gleaming hardwood floors. The heart of the home features a beautiful stone fireplace, serving as the perfect focal point for cozy evenings. The primary suite has been thoughtfully renovated to include a beautiful, updated bathroom, providing a true sanctuary to unwind. Additional amenities include the convenience of a dedicated 1-car garage and access to a sparkling in-ground pool. With its seamless mix of modern updates and desirable layout, this property is ready for you to move in and enjoy a lifestyle of ease and sophistication. See Listing Details & 42 images. Includes a Virtual Tour
New Listing!
$548,000 $305 per sq.ft. Wolfeboro NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 1796 | Acres: 1.38Listed on Wednesday Jul 22, 2026
Description: Welcome to 506 N Main Street, Wolfeboro, NH, where the ease of single-level living meets modern comfort and timeless New England charm. This thoughtfully designed home features an open floor plan with vaulted ceilings, beautiful wood floors, a spacious kitchen, and an inviting living room centered around a wood-burning fireplace with a classic brick hearth. The bright, year-round sunporch creates the perfect space to relax in every season and opens to a private back deck, ideal for enjoying the sunshine and surrounding gardens. The attached two-car garage offers direct entry into the home, while the full basement provides abundant storage and workspace. Newer windows and a newer roof add peace of mind. There are two contiguous parcels provide additional space and privacy. Established perennial gardens offer a succession of blooms throughout the growing season. Located less than five minutes from downtown Wolfeboro and Carry Beach on Lake Winnipesaukee you'll enjoy convenient access to the public beach, boating, shopping, dining, hiking, skiing, and the many recreational opportunities the Lakes Region is known for. Whether you're looking for a primary residence or a four-season getaway, this home offers the perfect combination of comfort, convenience, and classic Wolfeboro living. See Listing Details & 30 images. Includes a Virtual Tour
Under Contract
$549,000 $403 per sq.ft. Wolfeboro NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 2170 | Acres: 0.94Listed on Friday Jun 12, 2026
Description: Charming 3-bedroom, 2-bath ranch set on a spacious, level lot in a convenient neighborhood within walking distance to town. Enjoy the ease of one-floor living with a bright, functional layout and a welcoming kitchen featuring granite countertops and stainless steel appliances. The relaxing sunroom overlooks the generous, fully fenced backyard, while the deck offers a natural extension for outdoor dining, relaxing, or entertaining. A large finished basement provides excellent additional living space, perfect for a family room, home office, guest overflow, or recreation area. The oversized one-car garage offers plenty of storage, and the location is hard to beat, with schools, golf, downtown shops, restaurants, and local amenities all nearby. See Listing Details & 42 images. Includes a Virtual Tour
$549,900 $358 per sq.ft. Wolfeboro NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 2112 | Acres: 2.06Listed on Wednesday Jul 15, 2026
Description: Charming 2BR and finished living area below with just 1 mile from downtown Wolfeboro and Lake Winnipesaukee. Updated kitchen with butcher block counters, modern cabinets, all new appliances, new lighting fixtures, new tiled bath, living room with hardwood and wood fireplace with hearth. Two bedrooms up with attached garage. Downstairs in expansive walkout basement is separate living space with wood stove, summer kitchen, work area and still rooms expand. Home offers town water, private septic and low cost Wolfeboro electric. Easy-care private backyard perfect for gardening or relaxing. Situated in desirable Wolfeboro with rights to public docks, boat launch and close to Lake Wentworth, Carry Beach and Lake Winnipesaukee for year round enjoyment. See Listing Details & 55 images.
$575,000 $553 per sq.ft. Wolfeboro NH Home »
Price Change! Reduced by $54,000 down 9% on July 20th 2026
3 Beds | 2 Baths | Total Sq. Ft. 2016 | Acres: 0.74
Listed on Thursday Jul 9, 2026
Description: This home features a to-the-studs renovation transforming a dated property into a brand-new home. This extensive process stripped the structure to its skeleton, allowing for modern infrastructure, enhanced energy efficiency, and completely customized contemporary floor plan. New electrical, plumbing, insulation, roofing, siding, wallboard, Kitchen, baths, decking, entry doors and new kitchen appliances! Walk to the Wolfeboro Boat Launch, a short drive to the Wolfeboro Beaches. Visit the many fine restaurants and shops in town! Available to show Immediately and ready for Immediate Oc See Listing Details & 14 images.
$589,000 $334 per sq.ft. Wolfeboro NH Home »
4 Beds | 3 Baths | Total Sq. Ft. 2167 | Acres: 1.15Listed on Wednesday Jun 24, 2026
Description: Beautifully updated 4-bedroom, 3-bath Cape ideally located less than five minutes from downtown Wolfeboro and close to beaches, restaurants, parks, shopping, and all the amenities the Lakes Region has to offer. This move-in-ready home features three levels of finished living space, providing plenty of room for a growing family, guests, or flexible work-from-home needs. Step inside to a bright, open-concept floor plan filled with natural light, where the spacious living, dining, and kitchen areas flow seamlessly together, creating the perfect setting for everyday living and entertaining. Recent updates include new flooring and beautifully updated bathrooms throughout. Outdoor living is just as impressive with a large composite deck overlooking the private 1.15-acre lot, offering endless opportunities for summer barbecues, family gatherings, and relaxing evenings. The expansive yard provides plenty of space to play lawn games, lounge by the pool, or gather around the fire pit for s'mores under the stars. The finished walkout lower level adds even more versatility with additional living space, a ¾ bath, laundry area, and direct access to the backyard. Additional highlights include town water and a recently installed state-approved 4-bedroom septic system. Updated and ready for its next owners, this Wolfeboro home delivers the perfect blend of comfort, convenience, and outdoor enjoyment. See Listing Details & 46 images. Includes a Virtual Tour
$589,000 $342 per sq.ft. Wolfeboro NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 2344 | Acres: 0Listed on Wednesday Jul 15, 2026
Description: Your peaceful getaway awaits! This beautiful quiet and serene renovated historical home is located in the Kehonka Hill Development. Located on the south side of town just 5 minutes from downtown Wolfeboro, this peaceful spot enjoys 24 shared and landscaped acres with just 8 other houses. Enjoy the outdoors on the covered wrap around porch overlooking the backyard and campfires! Inside we have a light and bright kitchen that leads into the dining room. A wood stove gives comfort and warmth to the living room and main downstairs areas. There is a flex space just off the living room, currently used as an overflow room, but is perfect for a home office. Upstairs there are 3 bedrooms and a full bathroom with a clawfoot shower tub. The newly renovated finished basement could be used for all sorts of purposes, either a family room, a work out space, a playroom or additional weather tight storage. The backyard is perfect for entertainment and gatherings! Outside you will also find an oversized one car garage with pull down stairs to storage above. Kehonka Hill is also located in close walking distance proximity to Knights Pond with miles of walking trails to enjoy. Come see this special property today! Open House is Saturday, July 18th from 12pm-2pm! See Listing Details & 40 images. Includes a Virtual Tour
$589,900 $229 per sq.ft. Wolfeboro NH Home »
Price Change! Reduced by $39,100 down 7% on July 23rd 2026
4 Beds | 3 Baths | Total Sq. Ft. 3270 | Acres: 3.44
Listed on Friday Jul 17, 2026
Description: Charming 4-bedroom, 2.5-bath Cape-style home set on 3.44 private acres in desirable Wolfeboro, NH. This well-maintained property offers a flexible floor plan with comfortable living spaces and plenty of room to spread out. The main level features a welcoming living area and easy flow between rooms, ideal for everyday living and entertaining. The finished basement adds valuable extra space and includes a woodstove for cozy supplemental heat, perfect for a family room, playroom, home gym, or office. Outside, the 3.44-acre lot offers a peaceful setting with room for gardens, outdoor activities, or simply enjoying the natural surroundings. Located just a short drive to downtown Wolfeboro, schools, shops, and Lake Winnipesaukee, this property combines privacy with easy access to all the area has to offer. See Listing Details & 35 images.
