You are viewing all listings Homes between $1000000 and $99999999 dollars.
New Listing!
$1,299,000 $356 per sq.ft. Winhall VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 3644 | Acres: 5.02Listed on Sunday Jul 26, 2026
Description: Built and thoughtfully expanded by its original owners, this substantial Winhall residence offers the scale and comfort of a true year-round home in a location made for four-season Vermont living. Set on 5.02 acres, the property stands apart for its broad, level, cleared grounds, an uncommon and highly usable setting just minutes from the Stratton Access Road. Inside, 3,644 square feet, four bedrooms, four 3/4 baths, and multiple living areas provide room to gather, work, host, and retreat. The bright formal living room features hardwood floors, detailed millwork, and a classic wood-burning fireplace. The expansive family room addition brings warm mountain character with exposed beams, rich woodwork, abundant windows, radiant floor heat, and a dramatic stone fireplace. Directly above, the newer primary suite creates a private retreat, with the addition served by its own Buderus boiler and radiant heating system. A beautifully appointed kitchen connects naturally to indoor and outdoor dining, while an additional sitting room adds even more flexibility. A two-car garage, dedicated workshop, and covered connection to the house make year-round use especially convenient. Once established as a horse property, the open acreage and barn remain ready for a new chapter, whether for equestrian use, vehicle and recreational equipment storage, a workshop, or memorable gatherings. Approximately 15 minutes from Stratton Resort, 12 minutes from Bromley, 19 minutes from Magic Mountain, 15 minutes from Londonderry, and 19 minutes from Manchester, this is far more than a weekend chalet. It is a gracious, versatile Vermont home designed for full-time living and four-season enjoyment. See Listing Details & 54 images.
$1,399,999 $424 per sq.ft. Winhall VT Home »
6 Beds | 4 Baths | Total Sq. Ft. 3800 | Acres: 1Listed 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.
$1,599,000 $393 per sq.ft. Winhall VT Home »
6 Beds | 6 Baths | Total Sq. Ft. 5568 | Acres: 1Listed on Wednesday Jul 8, 2026
Description: Expansive Stratton Mountain Resort Residence with exceptional floor plan and renovation! Featuring an upscale redesign of two top floor primary suite bathrooms, updated kitchen and expanded finished lower level, this home is ready for mountain living and endless entertaining! Designed with multiple gathering rooms and fireplaces, you'll enjoy apres ski with and an incredible open floor plan. Game rooms, bar, 2 fireplaces and outdoor patio. Interesting architectural features with curved staircase, high ceilings, and light filled spaces. The gourmet kitchen opens to a grand dining room where you can host large dinners on winter weekends and holidays and during those summer golf and hiking excursions. Well designed for large groups, multiple or extended families with 6 bedrooms, 5.5 baths. Custom ski room, attached garage, and Stratton Resort winter shuttle that picks you up at your driveway and delivers you to the Base and Village. Enjoy the use of the Stratton Sports Center and Stratton's 36 hole golf course. This is one of High Meadow's iconic Resort residences with the updated features you look for in your Vermont Mountain Escape. This is a home for all seasons and the Vermont lifestyle you are looking for! Showings Begin Friday, July10th. See Listing Details & 46 images.
$1,650,000 $325 per sq.ft. Winhall VT Home »
3 Beds | 4 Baths | Total Sq. Ft. 5072 | Acres: 1Listed on Wednesday Jul 1, 2026
Description: Your Ultimate Vermont Mountain Retreat Awaits! Luxury log home plus a 2,250 sqft guest house! Just 4 miles from Stratton & minutes to Bromley, this inviting log home is the perfect year-round escape - crafted for adventure, relaxation, and making lasting memories in every season. Whether you're hitting the slopes in winter, hiking through summer trails, or soaking in the stunning fall foliage, this property delivers! Plus, it's only a 10-minute drive to Manchester, where you'll find excellent dining and local shops. Step inside the main house to a soaring great room with exposed beams, a dramatic stone fireplace, and lodge vibes that scream cozy comfort. At the heart is a chef's kitchen that opens to a bright sunroom and dining area, ideal for gathering with family and friends. Fireplaces throughout, plus a game-packed entertainment zone with pool table, shuffleboard, arcade games, TVs, and a wet bar bring endless fun indoors. With 3 bedrooms, 2 bonus rooms and 4 bathrooms, there's room for everyone to relax in comfort. But that's not all - this expansive property also includes a 2,250 sqft guest house with an open kitchen, 1.5 baths, covered porch, and an epic downstairs arcade/bar. Outside is a private playground for all ages: fire pit, hot tub, full outdoor kitchen with fireplace, TV, and grills. Enjoy the pond, playground, horseshoes, and a court for basketball, pickleball, or badminton. Whether you're carving fresh powder, basking in summer nights or soaking in Fall colors - this is Vermont living on a whole new level! See Listing Details & 60 images. Includes a Virtual Tour
$1,990,000 $429 per sq.ft. Winhall VT Home »
6 Beds | 7 Baths | Total Sq. Ft. 5896 | Acres: 1.49Listed on Thursday Jun 4, 2026
Description: Direct views of Stratton Mountain set the stage for this exceptional post-and-beam residence, offering a rare combination of luxury living, entertaining space, and rental flexibility. Handcrafted timber framing creates warmth and character throughout, while four fireplaces including a gas fireplace in the primary suite enhance the home's mountain atmosphere. Designed for gathering, the lower level features a full bar, game room, family room, and wood-burning fireplace, creating an ideal setting for après-ski entertaining. The primary suite serves as a private retreat with a spa-like bath, indoor sauna, hot tub, and oversized shower. Outdoor living is equally impressive. The expansive deck functions as a four-season outdoor kitchen and lounge complete with a covered porch, wood-fired pizza oven, gas grill, and gas fire pit. A landscaped level yard provides additional usable outdoor space, while a second outdoor hot tub extends the home's resort-style amenities. Recent improvements include updated Thermador appliances and a new roof. Additional features include a heated two-car garage and direct access to the Stratton shuttle route. A standout feature is the home's ability to operate as two fully independent residences, each with its own kitchen and laundry. This flexible configuration creates opportunities for personal use, hosting guests, or maximizing rental income throughout the year. See Listing Details & 54 images.
New Listing!
$2,350,000 $495 per sq.ft. Winhall VT Home »
5 Beds | 4 Baths | Total Sq. Ft. 4752 | Acres: 1.12Listed on Monday Jul 27, 2026
Description: Set within the exclusive High Meadow community, one of Stratton's most prestigious mountain enclaves, 6 Sunset Ridge is an extraordinary resort residence of post and beam architecture & impeccable craftsmanship. Positioned to capture sweeping views of Stratton Mountain, this exceptional residence offers an unparalleled lifestyle in one of Stratton's most sought-after luxury neighborhoods. From the moment you arrive, the home's commanding presence is unmistakable. A classic cedar shake roof and classic architectural design create an atmosphere of refined mountain elegance while framing spectacular views from nearly every angle. A magnificent floor-to-ceiling fireplace anchors the grand living room, creating a dramatic yet inviting space for entertaining & cozy après-ski evenings. An additional family room offers a comfortable game and gathering space, while the thoughtfully designed floor plan provides exceptional comfort & privacy. The chef's kitchen is beautifully appointed with rustic mountain character and timeless craftsmanship. Rich custom wood cabinetry, exposed timber beams, premium appliances, abundant storage, & a generous center island create the perfect setting for everyday living & effortless entertaining. The dining area is filled with natural light & picturesque mountain views. Designed with comfort in mind, the home features 5 generously sized bedrooms. The primary suite is a private sanctuary with an expansive layout, spacious walk-in closet, & oversized spa-inspired ensuite bath. Four additional bedrooms provide inviting accommodations for family & guests. Oversized covered porches & an impressive stone patio extend the living spaces outdoors. Perfectly located to take advantage of year round recreation, the winter shuttle picks you up at the driveway and delivers you to the Base Lodge, while summer biking trails and golf are just 5 minutes away. Residence is Sports Center eligible, is served by the resorts water and sewer. Extraordinary Residence! See Listing Details & 59 images.
$2,525,000 $557 per sq.ft. Winhall VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 4536 | Acres: 2.5Listed on Sunday Feb 8, 2026
Description: FULLY FINISHED-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 chef's kitchen with dedicated scullery is as elegant as it is functional with top tier appliances 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 & 13 images. Includes a Virtual Tour
New Listing!
$2,700,000 $686 per sq.ft. Winhall VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 3938 | Acres: 27.99Listed on Friday Jul 31, 2026
Description: Where Eagles Soar! This unsurpassed, top of the mountain panorama stretches for over 40 miles! Located comfortably between Stratton and Manchester on 28 acres perfecting privacy as it's gently rising paved approach sets the tone for this 4000 SF luxury retreat that shall call one back to Vermont over and over again! Memories are made here as this property proves ideal for entertaining or personal peaceful escapes! The compound includes the main house, a fabulous post & beam barn, generator building that offers additional usage, and an extra parcel of land. The on-going improvements never stop... with the massive porch providing uninterrupted views through the tempered glass rail and column system, and hosting a fully equipped outdoor kitchen encouraging great entertainment outdoors and in. The VIEWS are primary from every room... there's a spacious cook's kitchen with top of the line appliances open to the great room dining and living with center fireplace... there's also a coffee and beverage bar convenient to the center hearth of the house. The primary suite boasts beautiful views, a fireplace, a copper bathing tub, walk-in shower, and double vanities. Count on two more main level bedrooms and bath, and two bedrooms and bath up with sitting room or as currently used, a gym. The laundry offers more with wonderful storage for big stock. The flooring in the oversized garage and barn is newly epoxy coated... with plenty of space for the toys or expansion for guest, studio, or workshop areas. This property is an all round reward for all efforts that create the dream! Absolute jaw dropping accolades all round... BRAVO! See Listing Details & 60 images.
$2,850,000 $758 per sq.ft. Winhall VT Home »
Price Change! Reduced by $100,000 down 4% on July 23rd 2026
4 Beds | 5 Baths | Total Sq. Ft. 3762 | Acres: 3.43
Listed on Monday Apr 27, 2026
Description: JULY 23 - Significant new price change today! - Move into this brand new stunning custom contemporary set on over 3 acres in coveted Stratton ski country. This exceptional modern design offers elevated living with superior craftsmanship and sweeping endless views. Featuring four well appointed ensuites with polished baths boasting radiant heated floors, half bath, family room and dual laundry areas. The well designed kitchen with Italian custom cabinetry offers an impressive honed granite island, Thor oven and 6 burner cooktop, Bosch dishwasher, Zline frig/freezer. Beautiful French oak floors throughout. Brizo hardware. Sonos sound system. Air conditioning. HVAC system is variable refrigerant flow (VRF). Weather Shield windows and doors. Heated two car garage. HOA fees include road and driveway maintenance, caretaking, lawn care and private winter shuttle service to Stratton's base lodge. We are nearing completion of Luna Thermowood exterior siding work with landscaping including blue stone patio next. (added digital image of lawn) Stylishly furnished. Experience captivating sunsets from most rooms, your deck and covered porch. We welcome your interest and enthusiasm, come take a look. This is not just a home but a mountain statement. See Listing Details & 55 images.
Under Contract New Listing!
$1,050,000 $298 per sq.ft. Wolfeboro NH Home »
3 Beds | 4 Baths | Total Sq. Ft. 3520 | Acres: 9.03Listed on Wednesday Jul 29, 2026
Description: Just ten minutes from Lake Winnipesaukee and the vibrant lakeside village of Wolfeboro, lies a remarkable property where over two centuries of New England history has been thoughtfully preserved. This 1812 three bedroom (plus bonus room) and 3.5 bathroom residence offers a rare opportunity to own one of Wolfeboro's defining country properties. Surrounded by 8.47 private acres, the home gracefully blends authentic period craftsmanship with thoughtful modern updates. Wide pine floors, hand hewn beams, 5 original fireplaces, and centuries old architectural details reflect its heritage, while a substantial addition introduces soaring ceilings, sun filled gathering spaces, and a beautifully appointed Chef's kitchen featuring Wolf appliances and Bosch refrigeration and dishwasher. Recent improvements, including: Andersen replacement windows, updated electrical, plumbing, insulation, generator and water filtration, provide modern reliability while respecting the home's historic character. The home features a spacious primary suite with a fireplace and flexible bonus space. A second suite with a deck overlooking the pool provides guests with comfort and privacy. Outside, mature gardens, newly planted peach trees, expansive lawns, an in ground heated pool, hot tub, 2 screened porches, and exceptional privacy create a setting that feels worlds away from everyday life. The Cotton Valley Rail Trail borders the property, offering 12 miles of year-round recreation for walking, cycling, horseback riding, cross-country skiing, and snowmobiling. The crystal clear waters of Lake Winnipesaukee, golf courses, hiking trails, ski mountains, and the charm of downtown Wolfeboro remain only minutes away. Rich in history, beautifully maintained, and thoughtfully enhanced for modern living, 324 Cotton Valley Road offers a rare opportunity to own one of New Hampshire's most memorable country estates. ****Open house on Saturday August 1 has been cancelled**** See Listing Details & 57 images. Includes a Virtual Tour
$1,100,000 $424 per sq.ft. Wolfeboro NH Home »
Waterfront on Lake Crescent3 Beds | 3 Baths | Total Sq. Ft. 2592 | Acres: 0.46
Listed on Friday Jun 12, 2026
Description: Introducing Dark Lake Lodge, WATERFRONT ACCESS WITH DEEDED WATERFRONT RIGHTS TO SHARED WATERFRONT LOT with rights established & enjoyed for decades. Compare for yourself what Dark Lake Lodge offers the rare experience of waterfront living without waterfront taxes. Year round enjoyment, this special property invites you to savor lake views, peaceful mornings, cozy evenings, and a feeling of a place deeply loved. Conveniently located near all that Wolfeboro has to offer, yet tucked into its own peaceful rhythm, Dark Lodge is more than a home, it is a retreat! This Custom built home situated on a quiet dead end road with access to Crescent Lake and comes with a DEEDED BOAT DOCK, it doesn't get much better than this! Farmers Porch perfect for morning coffee and afternoon drinks. The home boasts approx. 2,592 sq. ft. of living space above grade, plus additional space in the lower-level~Just over a 20,000' lot this home has 7 Rooms/3 Bedroom/2.5 Baths~Primary Bedroom & 2 Car Heated Garage (24'x24') added 2012. Resort style front & backyard designed for outdoor entertaining with deck(s), patio, fire pit, hot tub, outdoor shower. Beautiful wood floors throughout giving this home its cozy feel w/ the wood stove in the Family Room. Eat-in Kitchen w/custom Maple Cabinets, Granite Counter tops ideal for all your needs & a 1/2 Bath. Second Floor has 2 generous size bedrooms, large full bathroom and a huge Primary Bedroom Suite that is breath taking(a must see). 2nd Flr separate Laundry Room. Close to downtown Wolfeboro with access to Cotton Valley Rail Trail walks/jogging/biking/snowmobiles to Town~Extraordinary shopping & many restaurants to enjoy. It's nostalgic 4th of July celebrations, fireworks over Wolfeboro Bay, Concerts by the town docks at Cate Park, Winter Holiday parade & tree lighting, New Years fireworks~Wolfeboro so much to offer w/ it's own ski slopes at Abenaki Ski Area~Pop Whalen Ice Arena~World Class Cross Country Trails~Golf Course~Quick closing available!! See Listing Details & 32 images.
$1,349,000 $362 per sq.ft. Wolfeboro NH Home »
Price Change! Reduced by $50,000 down 4% on July 14th 2026
3 Beds | 3 Baths | Total Sq. Ft. 3726 | Acres: 3.1
Listed on Thursday Apr 2, 2026
Description: Set on over three acres in the heart of Wolfeboro, this stately 1897 Queen Anne Victorian, attributed to renowned architect George Barber, is a rare offering where history, character, and opportunity come together. Inside, the main house welcomes you with a gracious formal entry, double parlors, a large kitchen with formal dining room, three bedrooms, and 2.5 baths, plus an unfinished attic with potential for additional living space. Original architectural details shine throughout, from three working fireplaces to the grand turret with curved glass windows and beautifully preserved period millwork. Recent upgrades, including the addition of a full bathroom, refinished floors on the second level and stairs, mini-split systems, a new boiler, updated electrical, and fresh exterior paint, add comfort and ease while honoring the home's enduring charm. Outside, a detached carriage house currently used for retail, a separate office, dual street frontage on Center and Willow, and Limited Business District zoning open the door to a range of future possibilities. Just steps from the Cotton Valley Rail Trail, downtown Wolfeboro, and Winnipesaukee's Back Bay, this is more than a historic property. It is a setting for the next chapter. See Listing Details & 59 images. Includes a Virtual Tour
$1,350,000 $380 per sq.ft. Wolfeboro NH Home »
Price Change! Reduced by $150,000 down 11% on July 30th 2026
4 Beds | 5 Baths | Total Sq. Ft. 4994 | Acres: 2.81
Listed on Tuesday May 12, 2026
Description: What does $1.35M buy in Wolfeboro? At 151 Ambrose Way, it buys nearly 5,000 square feet of flexible living space, 2.81 private acres, a heated pool, trail access, seasonal lake and mountain views, and oversized boat or RV storage, all just minutes from downtown. This thoughtfully designed home offers four bedrooms, four and a half baths, expansive gathering spaces, and an adaptable layout ideal for year-round living, extended guests, multigenerational needs, working from home, fitness, recreation, and hobbies. The backyard is a private retreat with a heated pool, patio, and sand area creating a beach-like setting at home. The property also offers access to adjoining town-owned land connecting to scenic walking, biking, and cross-country ski trails, including a wooded path leading toward downtown Wolfeboro. Inside, the great room features a striking stone gas fireplace, while the chef's kitchen offers maple cabinetry, high-end appliances, two ovens, and generous entertaining space. Additional living and recreation areas provide flexibility for guests, media, fitness, hobbies, or extended stays. A three-car attached garage includes an oversized bay ideal for boat or RV storage. Additional comforts include central air, Mitsubishi heat pumps, and a whole-house generator. Minutes from Wolfeboro's restaurants, galleries, boutiques, town docks, and waterfront activity, this property offers a compelling alternative for buyers seeking the Lakes Region lifestyle with more space, privacy, storage, and amenities than direct waterfront often provides. Select photos have been virtually staged/AI modified to illustrate the potential of the spaces. Original photos are included for comparison. Showings by confirmed appointment only. See Listing Details & 60 images. Includes a Virtual Tour
$1,645,000 $437 per sq.ft. Wolfeboro NH Home »
Price Change! Reduced by $5,000 down 0% on June 23rd 2026
6 Beds | 4 Baths | Total Sq. Ft. 3766 | Acres: 3.22
Listed on Wednesday Apr 15, 2026
Description: Grand 1840 Historic Colonial, known as "Wellsweep" in days gone by. Beautifully appointed with all contemporary conveniences yet preserved antique charm. Step inside to enjoy vintage luxury, warmth, and elegance. Private 3.2-acre setting abutting the Kingswood Golf Course. The inground pool with large pergola and private back yard porch and patio superbly complements the inviting indoor amenities. A large stately wrap-around porch is waiting for your iced tea and lemonade, so relaxing, just as the one and only Grace Kelly enjoyed right on that very porch, with a view toward the lake, hills and gorgeous sunsets! Even though situated on South Main Street, the experience once you have arrived is very private and secluded. Many substantial upgrades are listed in the Disclosure attachment, including a new 6-bedroom septic system, roof, central air, appliances, etc. totaling over $200,000. Beautiful hardwood floors throughout the first floor, formal front staircase and back servant staircase to the second floor speaks of the elegant past. Primary bedroom and ensuite with double vanity on the second floor in the rear of the house affords peace and quiet also. Detached, oversized garage with heated workshop. Beautifully maintained grounds with stately, mature trees. Minutes to private town, resident only beaches on Lake Winnipesaukee, marinas, fine dining, skiing, and all that Wolfeboro and the Lakes Region has to offer. OPEN HOUSE SAT 5/23 11:00 am to 2:00 PM See Listing Details & 60 images. Includes a Virtual Tour
$1,689,000 $420 per sq.ft. Village of North Wolfeboro in Town of Wolfeboro NH Home »
Waterfront on Lake Winnipesaukee4 Beds | 4 Baths | Total Sq. Ft. 4181 | Acres: 4.8
Listed on Thursday Mar 26, 2026
Description: Fully refurbished throughout! Wolfeboro country estate prioritizing privacy and luxury with surrounding mountain views and an in-ground pool with cabana. This stunning home is set atop a quiet knoll surrounded by classic New England stone walls and 4.8 acres. The residence itself presents a thoughtful layout with four bedrooms, including the unique flexibility to choose a primary suite on either the first or second floors with updated master baths. The heart of the home is a brand-new, custom light-cherry kitchen, redesigned with quartz countertops, abundant custom cabinetry, and a spacious pantry. Upstairs, a dedicated entertainment level awaits with a full wet bar, separate media room, and game room. Three fireplaces--two propane and one wood-burning--provide warmth and ambiance, while multiple balconies and patios invite you to soak in the ever-changing scenery. Beyond the walls, your private oasis unfolds. The centerpiece is a heated Gunite pool and spa, reconditioned in 2025, accompanied by a convenient pool house with an outdoor shower. Practical luxury is ensured with a heated garage featuring new epoxy flooring, a whole-house generator, and comprehensive air conditioning, preparing you for year-round comfort. Every detail has been carefully considered, creating not just a home, but a peaceful escape from the ordinary. See Listing Details & 59 images. Includes a Virtual Tour
