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$3,999,000 $615 per sq.ft. Wilmington VT Home »
5 Beds | 8 Baths | Total Sq. Ft. 6500 | Acres: 3.58Listed on Sunday Sep 6, 2026
Description: Old Mill on Haystack Mountain is a mountain residence designed for the next chapter of family life, set on 3.58 acres within the gates of The Hermitage Club with views of the Haystack trails. With over 6,000 square feet of finished living space, the home offers the scale and flexibility to comfortably accommodate children, grandchildren, friends, and extended family while still providing a sense of privacy. The five-bedroom layout includes both a first-floor primary suite and a second-floor primary suite, along with generous gathering spaces and a finished lower level designed for recreation, entertaining, and guests. At the heart of the home is a dramatic two-story great room with soaring ceilings, wood tongue-and-groove detailing, and a wood-burning fireplace. Ten-inch wide-plank white oak flooring carries through the main living areas, complementing the custom chef's kitchen with high-end cabinetry, a 48-inch Wolf range, and a 48-inch Sub-Zero refrigerator. Substantial windows bring in natural light and frame the mountain setting, while the lower level continues the home's impressive scale with 10-foot ceilings, a gas fireplace, and additional space to gather and unwind. Radiant heat, a heat-pump system, and air conditioning provide year-round comfort, and upscale finishes throughout reinforce the home's refined modern mountain aesthetic. For families who already understand the appeal of Haystack and The Hermitage Club lifestyle, Old Mill offers something increasingly difficult to find: substantial new construction without the years typically required to secure land, design, permit, and build from the ground up. The home is scheduled to be ready for Winter 2027, with an early purchaser having the opportunity to personalize selected finishes. Thoughtfully designed for the way families gather in Vermont today, Old Mill on Haystack Mountain offers the space, comfort, and setting to enjoy the mountain for years to come. See Listing Details & 6 images.
$6,898,000 $1,725 per sq.ft. Wilmington VT Home »
5 Beds | 8 Baths | Total Sq. Ft. 4000 | Acres: 11.2Listed on Tuesday Jul 7, 2026
Description: A truly one-of-a-kind estate. Uncompromising quality, timeless design, and exceptional craftsmanship. Every detail has been thoughtfully curated, showcasing impeccable fit and finish. The spectacular main residence features custom stone flooring, reclaimed vintage barn board accents, and a dramatic great room anchored by a massive smooth stone fireplace and walls of glass with natural light. At the heart of the home is a chef's kitchen complete with marble countertops, an oversized center island, walk-in pantry, dual Sub-Zero wine refrigerators, a built-in pizza oven, and a impressive suite of Wolf and Sub-Zero appliances. Designed for year-round enjoyment, the grounds are simply unmatched. Bluestone patios surround the home and lead to a sunken hot tub, cold plunge, a massive BBQ, pergola, children's playscape, and a spectacular post-and-beam open-air pavilion. Gather around the oversized fire pit while enjoying panoramic western sunsets over Haystack Mountain. Private tennis and pickleball courts, complete with a beautifully appointed cabana featuring a half bath, wet bar, and folding glass walls that open directly to the courts. A custom-built carriage house offers four oversized garage bays below for vehicles and seasonal recreational equipment. Above, guests will appreciate a beautifully finished two-bedroom apartment featuring an open-concept kitchen and living area, a gas fireplace, and a full bath ideal as guest accommodations, an in-law suite, or caretaker's quarters. The professionally landscaped grounds include a paved driveway, beautiful perennial plantings, rolling open field, and stunning views of Haystack Peak. Located just minutes from The Hermitage Club, Mount Snow, golf, skiing, dining, shopping, and all of Southern Vermont's year-round recreational amenities. This is more than a home--it's a legacy estate offering an unparalleled lifestyle where luxury, recreation, and Vermont's natural beauty come together in perfect harmony. See Listing Details & 60 images.
$2,200,000 $479 per sq.ft. Wilmot NH Home »
Price Change! Reduced by $100,000 down 5% on September 14th 2026
Waterfront on Pond Blackwater River
5 Beds | 6 Baths | Total Sq. Ft. 4594 | Acres: 22
Listed on Monday Jul 6, 2026
Description: Rare opportunity for a 5-bedroom, 5.5-bathroom home that sits on over 22 acres of level land in Wilmot and offers a combination of historic character, thoughtful updates, and flexible living space, including a fully finished barndominium, adding over 2,500 sq ft of living area. The main level of the house features a beautifully redesigned kitchen that preserves the home's original wood beams while adding white cabinetry, a wood island and granite countertop, and stainless steel appliances, great for hosting dinners or entertaining. The living room invites you to relax by the gas fireplace with mantle, with direct access to the back deck overlooking the private pond. A second sitting room with wood stove connects to a 4-season sunroom, extending your living space year-round. This level also includes two bedrooms, a 3/4 bath, a full bath, and laundry room for easy first-floor living. Wide plank wood floors run throughout. On the second level, you will find additional bedrooms, bathrooms, and a large recreation room. Outside, enjoy a front covered porch, back deck, and a pond with its own small beach. The finished barn has its own 3/4 and half bathroom, bedroom, kitchen, living room, and recreation area, ideal for company seeking their own retreat. The original barn has been used for chickens and has horse stalls, this also could be used for more storage. The level land is perfect for gardens or open space. Lots of river frontage on the Blackwater River, with access to a great swimming hole. Located 10 minutes from downtown New London for shops, dining, healthcare, and amenities. 15 minutes to Lake Sunapee for all your summer fun. Mount Sunapee is 25 minutes away, Ragged Mountain 20 minutes. Enjoy year-round golfing, skiing, hiking, and kayaking nearby, with the Upper Valley just 30 minutes for additional dining, shopping, and entertainment. An exceptional Sunapee Region home offering quiet, peaceful living but close enough to enjoy all the activities the area offers. See Listing Details & 60 images. Includes a Virtual Tour
$1,795,000 $270 per sq.ft. Wilton NH Home »
Price Change! Reduced by $200,000 down 11% on September 2nd 2026
5 Beds | 4 Baths | Total Sq. Ft. 8164 | Acres: 12.4
Listed on Thursday May 21, 2026
Description: Are you searching for a showpiece home? Set down a private driveway on over a dozen private acres stands this one of a kind home with craftsmanship adorning every detail. As you walk up the granite walk and overlook the grounds with mahogany decks, a stone entryway, and slate roof you are greeted with timeless class. Inside the 2 story foyer you are surrounded by incredible detail woodwork. The main level boasts a first floor bedroom, a full bathroom with first floor laundry. A sunken in formal living room with both french and pocket doors. The formal living room has a classic study feel and overlooks the rear yard. A double sided fireplace leads you the formal dining room that flows seamlessly out to the rear deck and across to the custom kitchen. Adorned with stained custom cabinetry and high end appliances this space is truly an entertainers delight. The family room features 2 story ceilings with large windows and is overlooked by a second floor cat walk. Off the family room is a stunning sun room perfect for relaxing on summer evenings. Upstairs features 2 guest rooms that are serviced by a full bath. The primary suite contains a massive main room, Walk-In closet and a primary bath that rivals a spa. Featuring a sunken in tub, Steam shower, Sauna, water closet and ample vanity space. The third level contains 4 additional rooms perfect for a home gym or office and a full bathroom. The lower level is fully finished with a cedar closet and is perfect for a playroom or additional living space. The 3 Car garage has plenty of room for all the toys and the second story is fully finished! Enjoy owned solar panels with battery backups, A car charger and an on-Demand generator. This home contains classic charm with every modern amenity. Come see for yourself. See Listing Details & 53 images.
$3,350,000 $701 per sq.ft. Wilton NH Home »
5 Beds | 4 Baths | Total Sq. Ft. 4778 | Acres: 136.5Listed on Monday Aug 17, 2026
Description: Originally the Oliver Whiting Homestead, the largest dairy farm in Wilton, in 1868 it became the county farm. Since the early 1900's, the property has been a gentleman's estate. There are so many amenities for active country living! Its 136.5 acres include well maintained open fields, broad lawns with established gardens,former HarTru tennis court, three ponds - two stocked with trout and one for swimming. Sweeping views from Temple Mt. to North and South Pack Monadnock to the Lyndeborough mountains. Long frontage on Whiting Brook. A conservation easement protects 127.5 acres. The gracious center hall entry of the Brick colonial opens left to a front to back living room with two fireplaces which accesses a large screened porch. Rear is a library/study. Right is a fireplaced dining/sitting room, eat-in kitchen open to a sunroom, a family room with fireplace and woodstove flue, laundry/store room and shower bath. Upstairs are four corner bedrooms, three with fireplaces, enclosed porch and two baths. A primary suite is in the ell, accessed by a back staircase. An historic barn has been converted to a two bedroom guesthouse on its first floor. Its second level is outfitted as an entertainment area with lounge and pool table. A stairway leads to a third level cupola with hatch to a roof deck for mountain and star viewing. Outbuildings include a 9 bay carriage barn with full loft and a summer studio, three stall horse barn with water, and massive three story barn 150' x 60". The barn's lowest level has 8 cement floored garage bays with overhead doors. After 50+ years of enjoyment, the current family is looking for the next stewards of this epitome of a country estate. Wilton is the gateway to the recreational, cultural and scenic amenities of the Monadnock Region. Its home to Waldorf Schools, a movie theater, Andy's Summer Playhouse, Frye's Measure Mill and many protected forests with public trails. Its 1 1/2 hrs to Boston and 40 mins to Manchester airports. See Listing Details & 60 images.
$3,995,000 $1,135 per sq.ft. Winchester NH Home »
Price Change! Reduced by $255,000 down 6% on August 5th 2026
4 Beds | 6 Baths | Total Sq. Ft. 5120 | Acres: 141
Listed on Monday May 4, 2026
Description: One of New England's most unique & premiere properties, a sprawling sanctuary set on over 140 acres with sweeping views of Vermont, Massachusetts, & New York, it offers the ultimate escape from everyday life. A harmonious architectural masterpiece, calibrated with meticulous care. The home is crafted using an alternative construction method from 15 retrofit steel shipping containers reinforced by top grade building components seamlessly blending industrial design with high-end finishes. This unparalleled estate has a private gated entrance that welcomes you, and leads you past a pond with water feature, & basketball court. This private sanctuary presents endless possibilities--luxury residence, event venue, or yoga retreat. Each floor of the residence was thoughtfully designed; the first floor offers seamless indoor/outdoor, open concept living with a chef's kitchen, living room, guest suite, & mudroom. A floating staircase leads you to the second floor which is counter-leveled creating two 16x10 balconies at the rear of the home, & a 10x8 balcony above the front patio. Enjoy a serene primary suite, two additional en-suite bedrooms, & an office with glass door. The lower level includes a family room, wine room with built-ins, bunk space, full bath, & 4-car tandem garage. A 50x45 raised patio with outdoor kitchen creates effortless entertaining. Every detail was designed to balance function & beauty for all ages & lifestyles. Just 2 hours to Boston, the Seacoast, & Lakes Region. Home being sold fully furnished. Floor Plans and Video available. See Listing Details & 60 images. Includes a Virtual Tour
$1,399,000 $350 per sq.ft. Windsor VT Home »
Waterfront on River Connecticut River4 Beds | 4 Baths | Total Sq. Ft. 4000 | Acres: 4.96
Listed on Tuesday Jun 16, 2026
Description: "The Plateau", originally part of the Kennedy Biscuit Co. (Nabisco) family estate, is nestled on a plateau at the end of a private road which greets you with open fields, mature trees, beautiful gardens, and a protected front-and-center view of Mt. Ascutney to the West and the Connecticut River to the East. This private peaceful setting includes an inground pool for those hot summer days, and two porches: one open air and one screened-in, with views into the New Hampshire hillsides. Inside, the house is open and bright with a wonderful flow throughout. The large living room features a wood-burning fireplace and plenty of windows streaming in lots of natural light. The formal dining room, with built-in cabinets and a second wood burning fireplace, connects to the kitchen which is open to the family room. A beautiful spindle staircase with oversized steps leads you upstairs to the four bedrooms, including the primary with an ensuite bath and an attached office. The main guest/children's bedroom features a magnificent turret style sunroom taking in views of the Connecticut River, and a second set of stairs leads back down to the mudroom. The full basement offers plenty of storage and all the utilities. The large 2 story garage offers room for 4 vehicles and plenty of storage on the 2nd floor. This unique property presents a rare opportunity to own a special homestead in the Windsor area, just minutes from downtown shopping and restaurants. See Listing Details & 50 images. Includes a Virtual Tour
$1,050,000 $644 per sq.ft. Winhall VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 2380 | Acres: 1.37Listed on Tuesday Sep 1, 2026
Description: Escape to the mountains and enjoy everything Stratton, Vermont has to offer in this fabulous 4 bedroom, 4 bath contemporary home, ideally located on a private cul-de-sac in the heart of Stratton Resort. Designed for gathering with family and friends, the home features a spacious open floor plan with a cathedral-ceiling living room, wood-burning fireplace, open kitchen and dining area, and plenty of room to spread out. The main level features a primary en-suite bedroom. Upstairs, you'll find a second en-suite bedroom, an additional bedroom with a nearby full bathroom, and a private loft perfect for reading, relaxing, or watching TV. The lower level offers a bunk room, full bathroom, and cozy family room with a second wood-burning fireplace - ideal for games, puzzles, and movie nights. With four bedrooms, four bathrooms, two en-suite bedrooms and minisplit units, the home offers plenty of space and comfort for family and friends. Outside, enjoy the hot tub, fire pit, deck with grill, stone patio, and flat one-acre lot - perfect for outdoor fun and winter sledding. During the winter season, the home is conveniently located on the Stratton Mountain shuttle route, making trips to and from the slopes easy. A large garage provides plenty of storage for skis, snowboards, bikes, and paddleboards. From ski days and warm fires to summer grilling and evenings in the hot tub, this beautiful Stratton retreat is made for year-round Vermont vacations. This property offers an opportunity to skip the waiting list for the Stratton Mountain Club! Don't miss out! See Listing Details & 43 images. Includes a Virtual Tour
$1,100,000 $342 per sq.ft. Winhall VT Home »
5 Beds | 5 Baths | Total Sq. Ft. 4453 | Acres: 1Listed on Thursday May 21, 2026
Description: Tucked into Stratton Mountain Resort's sought after High Meadow neighborhood, 6 Old Ridge Road offers the rare combination of substantial square footage, significant recent exterior improvements, and the opportunity to personalize the interior aesthetic to your own taste. Encompassing over 4,600 sq. ft. across three finished levels, this expansive mountain home is designed for gathering, relaxing, and enjoying all four seasons in Vermont. Recent exterior improvements have significantly enhanced the home's appearance and overall exterior presentation. Extensive work included reconstruction and upgrading of major exterior sections, along with new windows, roofing, trim, upgraded siding, exterior refinishing, and fresh paint. Complemented by a standing seam metal roof and updated exterior detailing, the home now offers a refreshed mountain exterior with a warm and inviting presence. Inside, the layout is exceptionally functional and inviting. The main level features an open kitchen, dining area, and vaulted living room with fireplace, along with a sunroom, screened porch, stone patio, and private primary suite. A mudroom with half bath off the attached two-car garage adds convenience for ski season and everyday living. Upstairs offers three additional bedrooms, a full bath with double vanity, and an airy loft overlook. The finished walkout lower level is built for entertaining and flexible living, featuring a spacious family room with wood stove and sliders, custom bar area, guest bedroom and bath, additional half bath, laundry, utility areas, and wide hallways throughout. Located just minutes from the slopes, golf course, village, and shuttle access, this is a rare opportunity to own a substantial Stratton mountain home with significant exterior improvements already completed, while still offering the chance to bring your own vision and style to the interior spaces. See Listing Details & 40 images. Includes a Virtual Tour
$1,150,000 $359 per sq.ft. Winhall VT Home »
4 Beds | 6 Baths | Total Sq. Ft. 3206 | Acres: 2.1Listed on Saturday Sep 5, 2026
Description: Discover this truly exceptional Vermont Mountain Retreat just seven miles from Stratton Mountain, perfectly located for four-season living! Boasting an inviting open layout great for spending time together, southern exposure and an abundance of natural light this beautifully renovated home has been updated in a sophisticated Vermont rustic style with all the comforts. Enjoy the Luxurious primary suite with its own gas fireplace and sitting area with southern views, 3 additional ensuite bedrooms plus a Bonus room, and a large Family Room. A spacious mudroom entry provides plenty of storage and the private office makes it easy to work while you are here. Eight interior mini splits provide year-round comfort, while a two-car garage with EV charger adds modern convenience. Step outside and experience your own Private Resort. With a stunning in-ground pool, expansive patio areas, and bubbling hot tub, all surrounded by beautifully designed landscaping by Mark Wright. Private and peaceful yet wonderfully close to Stratton, Bromley, and Magic Mountains, this is an extraordinary Vermont escape designed for memorable weekends and truly exceptional mountain living. See Listing Details & 60 images.
$1,200,000 $1,263 per sq.ft. Winhall VT Home »
0 Beds | 1 Baths | Total Sq. Ft. 950 | Acres: 23.5Listed on Thursday Apr 2, 2026
Description: Experience the pinnacle of Green Mountain living on this extraordinary 23.5-acre property. Perfectly positioned to capture a stunning, direct-line-of-sight view of Stratton Mountain, this property is more than just a home--it is a private outdoor sanctuary meticulously designed by The Wadsworth Company for the modern adventurer. The centerpiece of the property is a striking, contemporary dwelling that masterfully blends industrial strength with warm, natural aesthetics. Its bold, dark-bronze standing seam metal exterior provides a sleek, low-maintenance finish that stands out against the lush Vermont landscape. The upper-level living space features a massive wall of glass that opens onto a spacious deck, offering a one-of-a-kind vantage point to enjoy your morning coffee while scouting the ski conditions across the valley. Complementing the living quarters, the ground floor offers high-clearance multi-functional space, perfect for a professional-grade workshop, gear room, or housing a full fleet of UTVs and mountain bikes. Beyond the residence, the land has been transformed into a premier recreational paradise. You can navigate professionally designed and carved mountain bike trails that wind through the expansive 23.5-acre forest. Below the main house, a vast, rolling meadow leads to a custom stone firepit area--the ultimate destination for après-bike gatherings under the stars. Located just minutes from Stratton Mountain Resort, this estate offers a rare combination of architectural sophistication and private access to the best of the Vermont outdoors. This property is also primed for future expansion and the creation of a grander mountain estate. The septic system was specifically built to accommodate a new five-bedroom house, and comprehensive plans are available for viewing for the proposed home. Representing the very best of the Vermont lifestyle, this offering provides both a turnkey adventure hub and a ready-to-build canvas for your dream residence. See Listing Details & 31 images. Includes a Virtual Tour
$1,200,000 $332 per sq.ft. Winhall VT Home »
6 Beds | 4 Baths | Total Sq. Ft. 4017 | Acres: 0.77Listed on 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 Listing Details & 25 images.
$1,225,000 $507 per sq.ft. Winhall VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 3357 | Acres: 1.2Listed on Wednesday May 20, 2026
Description: Located in Stratton Resort's sought-after High Meadow community, this beautifully maintained and turnkey home offers the perfect blend of comfort, convenience, and mountain charm. Filled with natural light, the home features four bedrooms and three recently updated full baths, along with hardwood floors, cathedral ceilings, skylights, and a stunning floor-to-ceiling brick fireplace. Recent renovations include updates to the kitchen and carpeting, creating a move-in ready retreat for all seasons. A spacious wraparound deck with hot tub provides the ideal setting to relax after a day on the slopes. The separate family room, complete with an adjacent full bath, offers excellent flexibility and can easily serve as additional sleeping space for guests. Additional highlights include an attached two-car garage and shuttle service access to Stratton's ski slopes, winter activities, Stratton Village, shopping, and dining. Active Stratton Sport Center Bond. See Listing Details & 47 images.
Under Contract
$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.
$1,325,000 $390 per sq.ft. Winhall VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 3400 | Acres: 1.83Listed on Sunday Aug 30, 2026
Description: 11 Round Tree Road, Winhall, VT 05340 A landmark on Round Tree Road, this house has inviting curb appeal with its stone façade and archway. 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. Appropriately sized mud room for all the gear. Downstairs family room with fireplace and kitchenette. Wonderful staircase leading to the second floor. Great open living space and bedrooms throughout including a useful loft with bathroom. Quality metal roof sheds snow easily. A must-see property at Stratton. See Listing Details & 40 images.
