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3800 Weston Andover Rd, Andover
$5,150,000
8 Beds ⋅ 8 Baths ⋅ 5089880 MLS
Bringing generations together in a place that inspires connection, adventure, celebration, work and stewardship, Moosewalk Lane is a purpose built multigenerational family compound. Created over two decades and set on 384 private acres in Vermont's Green Mountains, Moosewalk Lane is offered fully furnished and equipped. Anchored by a 10,062 square foot timber frame home, guest house, writer's cabin, equipment barn, and miles of private trails, Moosewalk provides a true sense of place where comfort, privacy, and recreation exist in equal measure. Designed for year round living and entertaining, the compound comfortably accommodates extended family, friends, and guests with eight bedrooms, seven full baths, a dramatic two story great room, a chef's kitchen with Viking appliances and an Italian wood fired pizza oven, a library, media and game room, fitness space, six garage bays, and thoughtfully designed gathering places both inside and out. Just beyond the backyard, Broadway, the property's original logging road turned trailhead, provides direct access to the balance of the 384 acre property and four season recreation. Ride horses through open meadows, hike, snowshoe, or explore miles of private woodland trails, produce maple syrup from your own gravity fed sugarbush, enjoy direct access to Vermont's VAST trail system, or retreat to the writer's cabin overlooking the Connecticut River Valley. Historic stone walls, managed hardwood forests, abundant wildlife, and protected Current Use acreage reflect more than ownership, they reflect stewardship. Thoughtfully created for extended family, private retreats, entertaining, or simply escaping the pace of everyday life, Moosewalk offers something increasingly rare: a place where time slows, memories are made, meals are shared, and life is measured by moments well spent.

3800 Weston Andover Rd, Andover

118 Brigham Hill Ln, Essex
$2,745,000
4 Beds ⋅ 7 Baths ⋅ 5089125 MLS
Set behind a gated entrance and approached by a winding private drive, this custom-designed fully-furnished residence is surrounded by 63.15 acres of beautifully landscaped, estate-like grounds offering exceptional privacy just minutes from Essex Junction and Burlington. Thoughtfully positioned to capture the natural beauty of the property, the home offers a rare balance of quiet seclusion and convenient access to nearby golf, dining, and Vermont’s mountains. Designed for both refined entertaining and comfortable daily living, the home blends expansive gathering spaces with warm, inviting interiors. At the center of the main level, the chef’s kitchen features a Wolf cooktop, oversized island, walk-in pantry, and custom copper-lined sink, flowing easily into both formal and casual living areas. Large windows and outdoor access throughout the home create a seamless connection to the surrounding landscape and expansive rear deck. With four bedrooms and 6.5 baths, the layout offers privacy and flexibility for hosting. The primary suite serves as a peaceful retreat with a spa-like bath, soaking tub, and generous walk-in closet, while three additional en suite bedrooms provide exceptional comfort. A third-level media room, bonus spaces, and a distinctive cupola with sweeping views add to the character and versatility you’ll find throughout this home. The walkout lower level was designed with entertaining in mind, featuring a recreation room, bar, wine cellar, office, and full bath. Outdoors, the property continues to unfold as a private Vermont retreat with a pond and dock, raised garden beds, fire pit area, and professionally designed landscaping that brings color and enjoyment throughout the seasons. Offering the scale and setting of a country estate without sacrificing proximity to Greater Burlington conveniences, this is a property for those who value privacy, open space, and an elevated Vermont lifestyle.

118 Brigham Hill Ln, Essex

7 Ryan Rd Unit B, Thornton
$799,000
3 Beds ⋅ 3 Baths ⋅ 5084801 MLS
Experience resort-style living at Owl’s Nest Resort, where the natural beauty of New Hampshire’s White Mountains meets the ease of low-maintenance living. Located in the sought-after South Lake community, this turnkey, fully furnished townhome is ideal as a primary residence or four-season retreat. Property has an excellent seasonal rental history. Just minutes from I-93 and under two hours from Boston, you’ll enjoy effortless access to Waterville Valley, Loon Mountain, scenic lakes, and endless outdoor recreation. Inside, the open-concept design features high-end finishes, a modern kitchen, and a warm, inviting living area perfect for entertaining or unwinding after a day outdoors. The primary suite offers an en-suite bath and spacious walk-in closet, while two additional bedrooms and a second-floor study provide flexible space for guests, work, or relaxation. Step outside and embrace a lifestyle defined by convenience and recreation. Resort amenities are just a short walk or golf cart ride away, including an 18-hole Nicklaus Design golf course, New England’s largest racquet complex with tennis, paddle, and pickleball, a state-of-the-art fitness center, multiple pools and hot tubs, and Lake Harold. Residents also enjoy over a mile of frontage on the Pemigewasset River, on-site dining, a deli and market, and year-round events. Whether your days are spent on the trails, the water, or the course, Owl’s Nest offers a seamless blend of adventure, comfort, and community, an unmatched lifestyle in the White Mountains and Lakes Region.

7 Ryan Rd Unit B, Thornton

166 Jewett Rd, West Windsor
$3,150,000
5 Beds ⋅ 5 Baths ⋅ 5083683 MLS
Stately hilltop home built by Silas Banister c.1800, recently undergone a complete restoration. Quality materials & craftsmanship throughout. It has gorgeous views of nearby Ascutney Mountain & long-range views of NH. The property consists of 98 acres made up of fields, hard & softwoods, trails, a large sugarbush (potential for a future boiling operation). Conserved by Upper Valley Land Trust, enrolled in Current Use. The main floor offers a new kitchen which boasts a beautiful 11' quartzite island & counters. Dining & Family Room with soapstone woodstove, Living Room with a new Rumford Fireplace with rod iron & glass doors for efficiency. A large Sunroom with slate floor, more than an entry it's a nice transitional space to enjoy, 3 BR/3 BA and a Sitting area on the 2nd floor with a tranquil view of the back fields. 2 additional BRs and a half bath on the 3rd floor. All new wiring, plumbing, new Bosch propane furnace supplies radiant heat, triple pane, Anderson low-E4 windows, sheetrock, DaVinci slate-like rubber roof & cherry floors. Fully insulated, extremely efficient. Custom built trim, wide baseboards, wainscoting & cabinets. 200+ year old pine boards from the house were used to craft bathroom vanities, 3rd floor stairs & beautiful doors. Outdoor amenities include in ground pool, gardens & lovely stone patio. A large-3600 sq ft former dairy barn with new wiring & FHA furnace & oil tank. Now used as a garage, workshop & abundant storage space offers ENDLESS possibilities!

166 Jewett Rd, West Windsor

151 Dover Point Rd, Dover
$2,150,000
4 Beds ⋅ 5 Baths ⋅ 5083579 MLS
Experience the perfect harmony of 17th-century heritage and 21st century luxury at the historic Tuttle Farmhouse. Known as the homestead of the oldest family owned farm in America, this estate is a masterpiece of historical preservation and modern sophistication. While its prestigious address offers unrivaled access to the Seacoast, the home is a private sanctuary meticulously oriented to embrace breathtaking, unobstructed views of the Tuttle Farm pond and 130+ acres of protected conservation land at the rear of the property. A Storied Interior: Inside, the home’s storied past is visible in the original wide plank pine and oak floors, exposed hand hewn beams, and antique fixtures. These timeless elements transition seamlessly into a chef’s dream kitchen featuring custom cabinetry and Corian surfaces. The primary suite serves as a true private sanctuary, complete with a walk in closet and a spa-caliber ensuite featuring a steam shower and soaking tub. Modern Infrastructure & Efficiency: Following a $300,000 major renovation, the home offers uncompromising 21st-century comfort. Climate Control: A high efficiency Mitsubishi heat pump system provides whisper-quiet heating and cooling, perfectly complemented by the luxury of radiant heated floors. Heritage Cooking: Four magnificent fireplaces, including original hearths ideal for traditional open-fire cooking, anchor the living spaces. Inn Keeper’s Dream: With 2 kitchens, 2 laundry rooms, and 400 amp service, this R-20 zoned property is a fabulous candidate for a Farm to Table Bed & Breakfast. Outdoor Elegance: The exterior is an oasis of mature perennial gardens, maintained by a dedicated irrigation system. Whether entertaining on the expansive deck or enjoying the peace of the screened porch, the focus remains entirely on the serene natural backdrop. This is a rare opportunity to own a piece of American history, a coastal retreat just 10 minutes from downtown Portsmouth.

151 Dover Point Rd, Dover

234 East Rd Unit 1, Milton
$1,499,900
5 Beds ⋅ 6 Baths ⋅ 5082662 MLS
Introducing *The Greystone Estate*—a truly one-of-a-kind Vermont property where historic character, modern luxury, and remarkable income-producing success come together. Set on 10 breathtaking acres, this fully restored 200-year-old farmhouse has established itself as a highly successful short-term rental, with both the main residence and detached “Buck Lodge” generating impressive rental income and creating an exceptional opportunity for buyers seeking a luxury retreat with proven revenue potential. Meticulously renovated during a 2-year restoration, the home beautifully preserves its historic soul while delivering today’s comforts. Hand-hewn beams, wide-plank floors, and timeless architectural details blend seamlessly with high-end finishes and modern systems. Three stunning primary suites—including one on the main level—complement a gourmet kitchen, inviting gathering spaces, and beautifully appointed interiors that feel both sophisticated and unmistakably Vermont. Outside, rolling meadows, mature trees, a peaceful babbling brook, and exceptional privacy create the quintessential Vermont setting. The detached Buck Lodge provides additional guest accommodations and, importantly, another valuable income stream—allowing the property to accommodate multiple rental opportunities while maintaining privacy and flexibility. A curated collection of rare antiques, artwork, and select pieces accumulated over generations will also convey, further enhancing the estate’s extraordinary character. Whether envisioned as a primary residence, private Vermont retreat, investment property, or combination of all three, The Greystone Estate offers something exceptionally rare: a historically significant luxury estate with a proven record of remarkable income production. An adjoining 10-acre parcel is also available, offering the opportunity to create a spectacular 20-acre legacy estate. This is more than a home—it’s a lifestyle, an investment, and a legacy.

234 East Rd Unit 1, Milton

1310 & 1311 Upper City, Pittsfield
$799,000
4 Beds ⋅ 4 Baths ⋅ 5081561 MLS
Oh the Views! Perfectly sited, this Quintessential 1780 Colonial Farmhouse is framed by lovely landscaping & timeless New England charm. This exceptional homestead includes two separate parcels: 4.5 country acres surrounding the home plus an additional 3.06 acres w/ vintage barn just across the street. Brimming with charm & character, this expansive home has been thoughtfully updated & improved throughout. The 4 season porch serves as an ideal mudroom & a welcoming place to unwind. A recently renovated kitchen features new appliances, cabinetry & quartz countertops, and open seamlessly to a sun-filled family room with informal dining and scenic backyard views. The main level also offers a classic dining room, living room, private office (or potential bedroom), fully bath, second mudroom, and a pantry/canning area leading to the carriage house & bonus room. Upstairs, you'll find a spacious primary suite, a 2nd ensuite bedroom, a 3rd bedroom & bath, and a sunlit office or 4th bedroom. Additional highlights include abundant closet space, a convenient laundry area & charming front & back staircases. Beautiful details shine throughout - moldings, wide pine floors and a blend of informal living spaces across 4,156 sq ft. The carriage house/garage offers ample space for vehicles, a workshop & future expansion. This property has been meticulously maintained w/updated systems. Step outside from the family room onto a charming stone patio overlooking "froggy pond", gardens, red maples, fruit trees & more. The vintage barn, sold "as is" offers incredible potential is sited on the separate parcel. With endless possibilities, farm equestrian property, multigenerational home, ADU, Bed & Breakfast, event venue - this peaceful and picturesque homestead is ideal for living, working and playing.

1310 & 1311 Upper City, Pittsfield

6 Benjamin Ln Unit 36, Thornton
$950,000
3 Beds ⋅ 3 Baths ⋅ 5081254 MLS
Enjoy four-season living at your fingertips with Residences at Owls Nest Resort. Nestled in the heart of the White Mountains, Owl’s Nest is located minutes off I-93, less than two hours from Boston, and minutes from Waterville Valley and Loon Mountain. You’ll fall in love with the incredible lake and mountain views right from your front door in this 3 Bed / 2.5 Bath home with, two-car garage and full basement. Featuring designer finishes, the floor plan was carefully designed to maximize space and make for the perfect place to entertain during all four seasons with the open concept floor plan. The Horizon features a first floor primary suite with two bedrooms on the second floor along with a bright office with a gorgeous balcony and views. The association handles the heavy lifting of landscaping and snow removal, providing you more time to enjoy. Owls Nest Resort is 600 acres with a mile of frontage on the Pemigewasset River and known for its highly regarded amenities, such as the Nicklaus Golf Course, rated #6 worldwide by Golf Channel, having the largest resort racquet complex in New England, ranked #2 in the world by Tennis Resorts Online, and was recently voted the White Mountains #1 Restaurant by the NH Lodging and Hospitality Association. Other amenities at Owls Nest include access to the driving range, golf simulators, heated in-ground pool and hot tub, Lake Harold, a fitness center with state-of-the-art equipment, several restaurants, and so much more. Make luxury resort living your reality today! This home is currently under construction with an expected 4-6month completion time. There is time for you to make all of your custom finish selections.

6 Benjamin Ln Unit 36, Thornton

215 General Miller Rd, Peterborough
$1,590,000
4 Beds ⋅ 7 Baths ⋅ 5080698 MLS
MAGNIFICENT LUXURY HOME WITH POND AND MOUNTAIN VIEWS. This custom home offers a rare blend of luxury, comfort, and resort style amenities, all set against sweeping mountain and pond views. Thoughtfully designed for both entertaining and everyday living, it features vaulted ceilings, French doors, and an open concept layout connecting the kitchen, dining, and family spaces. The first floor primary suite includes a spa like bath and an expansive walkin closet, while upstairs offers three additional bedrooms and two full baths. The walkout lower level is built for fun, complete with a glass-enclosed theater, second kitchen, a walk in wine cellar and spacious game area. Step outside and be transported: the grounds feature a free-form pool with waterfall, hot tub with bar, and a heated pool house with fieldstone fireplace creating an ideal setting for entertaining in every season. A professionally designed short-game golf complex features a putting surface and rare 90+ yard approach shot, adding a unique finishing touch. Luxury, recreation, and incredible views...this home has it all.

215 General Miller Rd, Peterborough

67 Pleasant View Rd, Bradford
$1,400,000
13 Beds ⋅ 16 Baths ⋅ 5080320 MLS
Set on nearly 12 private acres in Bradford, New Hampshire— 10 minutes from Lake Sunapee and 90 minutes from Boston— this historic 1800 country estate combines residential scale, hospitality infrastructure, and event-ready amenities. Featuring eleven bedrooms with en-suite baths, a dining room seating up to 85 guests, a professional-grade commercial kitchen, a separate residential kitchen, a private pond, footbridges, a gazebo, beautifully landscaped grounds, and a fully owned 106-panel solar system that covers 100% of electricity costs, this property offers exceptional flexibility as a private family compound, multi-generational retreat, wellness center, boutique event destination, or a unique blend of these possibilities. Inviting common areas with fireplaces, open lawns, and a full bar create an ideal setting for both everyday living and memorable occasions. Additional flexible-use areas are well suited for studios, workshops, home offices, or guest accommodations. Significant infrastructure improvements support long-term efficiency and sustainability, while the property's location offers convenient access to Lake Sunapee, Mount Sunapee Resort, golf, hiking, and year-round recreation. Combining privacy, historic character, acreage, and infrastructure rarely found in a single offering, this property presents a unique opportunity to own one of the Lake Sunapee region's most distinctive estates. Also listed under MLS #5080328.

67 Pleasant View Rd, Bradford

5893 Stage Rd, Barnard
$3,750,000
7 Beds ⋅ 9 Baths ⋅ 5080290 MLS
Set on 54 exceptionally private acres, Long Way Hill is a a quietly luxurious Vermont country retreat overlooking a half-acre pond, with sweeping lawns, gardens, fields, and woodland trails. It is located minutes from Silver Lake and Twin Farms, and 15 minutes from Woodstock. Designed by David Beilman and built by Savelberg Construction in 2006, the home is defined by its high craftsmanship--beautifully detailed, high ceilings, and informed by the understated elegance of New England architecture. Outdoors, perennial and wildflower gardens unfold from spring through fall, surrounding open porches, a screened porch, and a hot tub overlooking the pond. Wildlife, birdsong, and star-filled skies define the setting. The home is both gracious and comfortable, created for gathering. A dramatic great room with vaulted ceiling and floor-to-ceiling stone fireplace anchors the main level, while a well-appointed gourmet kitchen with eat-in dining, butler’s pantry, and generous workspace invites connection and ease. A spacious living room with a fireplace and dining-sitting area, and a private library/office add warmth and versatility. Five en suite bedrooms, thoughtfully arranged over the second and third floors, offer privacy and separation, complemented by a four-story elevator. The lower level offers a game-theatre room, fitness space with sauna, and additional recreation areas. A separate two-bedroom apartment with full kitchen accommodates guests. Top-tier mechanical systems, central AC, whole-house generator, and high-speed fiber connectivity. The property is meticulously maintained.

5893 Stage Rd, Barnard

169 S Bridgton Rd, Bridgton
$523,000
4 Beds ⋅ 1 Baths ⋅ 5079325 MLS
Welcome back to nature in beautiful Bridgton Maine! This property is tucked into the mountain starting with a 1500 ft driveway up to a year-round getaway on 5.3 acres with a 5-bedroom septic to accommodate the guest cottage! The main home has 4 bedrooms, newly upgraded full bath, 3-season porch off the primary bedroom, living room, kitchen with woodstove, and additional bedroom. There are two stairways to either side of the upstairs bedrooms. The exterior has patios to absorb all of nature. There is a slate firepit for outdoor entertainment, brooks, and a mancave with electric and front deck, tree fort and a guest cottage that needs to be completed for extra guests. The long driveway has several natural spring brooks along with a baby trout brook with bird berries at the bottom of the driveway for crafting or just enjoyment. Close to town for all the amenities including, schools, shopping, hospital, restaurants, lakes, golf and tennis, skiing, hunting, Portland and North Conway

169 S Bridgton Rd, Bridgton

104 Upper Stonehouse Mountain, Orford
$2,950,000
4 Beds ⋅ 3 Baths ⋅ 5075572 MLS
Extraordinary 40-acre New England estate just 20 minutes from Dartmouth College, offering a rare combination of luxury living, recreation, privacy, and investment potential. The centerpiece is a beautifully maintained 4-bedroom main residence featuring a spectacular 1,200-square-foot outdoor patio with premium Lynx appliances, expansive entertaining space, and a fire pit for year-round enjoyment. The property also includes a helicopter hangar with an attached 1-bedroom apartment, perfect for guests, staff, or a private retreat, as well as a separate 2-bedroom cottage ideal as a rental property, guest house, or caretaker residence. Three private ponds enhance the estate's natural beauty, including one with its own sandy beach for swimming, kayaking, and summer relaxation. The grounds offer a true four-season lifestyle, with open fields, wooded areas, abundant wildlife, and exceptional privacy. In winter, snowmobile enthusiasts can ride directly from the property onto nearby trail networks, providing access to miles of groomed trails without trailering. During the warmer months, the estate becomes an outdoor paradise for entertaining, recreation, and family gatherings. A unique advantage of this property is the absence of zoning restrictions, creating exceptional flexibility for future use. Whether envisioned as a luxury family compound, an income-producing investment, a mixed residential-commercial property, or a development opportunity, the possibilities are extensive. The acreage may also offer subdivision potential for those seeking to create additional homesites or realize future value. Rarely does a property combine luxury amenities, aviation access, waterfront recreation, direct snowmobile trail access, and unmatched flexibility in such a desirable Upper Valley location.

104 Upper Stonehouse Mountain, Orford

111 High Birches Rd, Waterbury
$2,250,000
4 Beds ⋅ 5 Baths ⋅ 5067161 MLS
This architecturally designed contemporary farmhouse sits on 13.4± acres and combines beautiful craftsmanship with attention to detail, including beautiful views from every window. Situated convenient to Burlington, Stowe and The Mad River Valley, and minutes from Waterbury Village (which in 2024 was featured by The Boston Globe as “the best little foodie town in New England”), this home is located on a secluded private road with mountain views, and a serene environment. The first floor has an elegant entry foyer, living room, dining room, primary bedroom suite, office/bedroom, mudroom replete with a dog shower, powder room and gourmet kitchen with Sub Zero, Wolf and Cove appliances, custom made cherry cabinets, Vermont Verde marble countertops and a separate breakfast nook and den. The second floor includes three bedrooms, two full baths, and spectacular views of both the Mansfield and Worcester mountain ranges. The finished basement has a custom-built office, full bathroom, and a workout room. Both the basement and first floors have radiant heated floors. Outdoor features include extensive landscaping with perennial gardens, stone patios, a hot tub, firepit, swimming pond and a post and beam constructed, standalone tree/playhouse. Energy and heating features include solar panels and heat pumps that provide warmth in the winter and air conditioning during the summer months. This home has it all.

111 High Birches Rd, Waterbury

1182 1184 East Manchester Rd, Manchester
$4,995,000
9 Beds ⋅ 10 Baths ⋅ 5063499 MLS
Peacock Hollow, a c.1790 completely private estate, is gracefully sited on 29.9 acres surrounded by sweeping mountain views, a running stream, and bordered by the forest. This rare offering combines historic character with refined updates, creating a legacy property designed for both intimate living and grand entertaining. The 5,500 square foot main residence offers five beautifully appointed bedrooms, five fireplaces, original wood and marble floors, and handsome moldings throughout. The home has been thoughtfully expanded to include a sun-filled country kitchen with custom cabinetry, formal and informal dining rooms, a library, family room, and multiple living spaces that open to marble terraces and gardens. Enhancing the estate are extraordinary amenities, including a marble in-ground swimming pool with stone terrace, a tennis court, and a one-bedroom caretaker’s cottage with attached garage for on-site management or guest overflow. A 2,400 square foot three-bedroom guest house, created from the original c.1796 post-and-beam barn, blends historic charm with modern comfort. A goat and chicken barn, equipment barn, and a separate 30’ x 60’ seven-bay toy and car barn provide abundant storage and the opportunity for a true Vermont farmstead lifestyle or a spectacular car collection. The grounds are equally captivating, featuring mature landscaping, open meadows, orchards, perennial gardens, and stone walls. Pergolas, walkways, and extensive marble terraces.

1182 1184 East Manchester Rd, Manchester

2575 Weeks Hill Rd, Stowe
$20,000,000
6 Beds ⋅ 10 Baths ⋅ 5051127 MLS
Holistically designed and meticulously crafted, reminiscent of a European country estate, Pristine Meadow is one of New England’s most spectacular properties, perfectly sited on 110 park-like acres in the heart of Stowe. Comprised of gently rolling hills, meadows, woodland, swimming pond, hiking and skiing trails, and breathtaking vistas, this quintessential estate provides the utmost privacy. The 14,000 sqft residence features six bedrooms and ten baths, highlighted by Italian-inspired interiors, imported materials, and magnificent architectural millwork. The symbiosis of design and functionality is exemplified by the great room, both grand and comfortable. A state-of-the-art Boffi kitchen with the best appliances, custom cabinetry, walk-in pantry, and charming breakfast room with fireplace and solarium. A wood-paneled study sits just off the main dining room. The second-level primary suite affords dramatic views, spa-like baths, and two dressing rooms. A secondary suite equal in its design and three ensuite bedrooms and a guest apartment complete the sleeping quarters. The finest example of Italian craftsmanship is the indoor pool constructed with hand-laid tile and beautiful travertine, evoking the experience of an Italian palazzo. A fitness room, wine cellar, and laundry room round out the lower level. Not to be understated are a four-bay garage, car/implement barn, and lovely unfinished cottage that could be utilized in so many ways. Pristine Meadow must be experienced!

2575 Weeks Hill Rd, Stowe

288 Cedar Ln, Peru
$2,275,000
9 Beds ⋅ 8 Baths ⋅ 5061819 MLS
Imagine your own private Vermont resort getaway just a short drive from Bromley Mountain! Nestled on 12 peaceful acres, this property offers the perfect blend of relaxation, recreation, and convenience. Spend summer days swimming or paddling on your private pond, relaxing on the sandy beach, soaking in the hot tub, or unwinding in the sauna after a workout in your home gym. Evenings can be enjoyed fireside under the stars. The main residence boasts a flowing floor plan designed for entertaining, with large windows filling the home with natural light and framing water views from nearly every room. A brand-new septic system, built for seven bedrooms, ensures comfort and space for all. The oversized two-car garage provides ample storage for all your outdoor gear. Set apart among the trees, the guest cottage offers its own sense of retreat with vaulted ceilings, an open living space, two en-suite bedrooms, and an additional two-car garage. A short walking path leads directly to the water’s edge. Located less than a mile from Peru’s charming Hapgood Store and just 2 miles from Bromley Mountain, this property truly offers four-season enjoyment in the heart of Vermont. The current owner benefits from strong rental income when the properties are not being used for personal enjoyment

288 Cedar Ln, Peru

70 Hunter Ln, Jamaica
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 5060615 MLS
Discover a truly unique four season home. In the summer, kayak and swim on a private pond. In the fall, hike the many trails that are available and enjoy the foliage. When the Winter comes, it's a ten minute trip to Stratton Mountain and afterwards, ice skate on your own back yard pond. In the spring, step outside to a private hot tub inviting you to to soak while overlooking the sprawling perennial gardens or perhaps grilling on your fabulous deck. 70 Hunter Lane, set within the private Highland Forest development in the Cole Pond community with your own private beach. Minutes to Stratton Mountain Resort, this exceptional property offers the perfect balance of privacy, convenience, and year-round recreation, hiking biking, fishing, snowshoeing, snowmobiling and nearby skiing at three resorts. This 4,200 square foot home features four bedrooms and three Bathrooms. The generous living spaces highlighted by two fireplaces, creating a warm and inviting atmosphere. A bonus room presently used as an art studio. Adjacent to a two car expansive garage.

70 Hunter Ln, Jamaica

1204 Bailey Rd, Shrewsbury
$1,650,000
6 Beds ⋅ 5 Baths ⋅ 5059018 MLS
Exceptional Shrewsbury Estate: 97-Acre Legacy Property Offered for the discerning buyer, 1204 Bailey Road presents a unique opportunity to acquire a substantial 97-acre parcel in the heart of Shrewsbury. This 5-bedroom, 4-bath, 2-story colonial boasts 4,719 sq. ft. of well-maintained living space, characterized by quality craftsmanship and timeless design. The property distinguishes itself with significant infrastructure, including 82 acres under current use (agricultural and forest), ensuring lower tax implications. Notable upgrades to the property include a fully permitted tiny house conversion (septic, well, kitchen, and bath) providing versatile additional living quarters. Featuring 5 bedrooms, 4 bathrooms, 2 fireplaces, and expansive acreage, this property is a standout for those valuing privacy, land stewardship, and substantial square footage in a premier Vermont location. Schedule your private showing to explore the potential of this impressive land holding.

1204 Bailey Rd, Shrewsbury

412 Skyland Ln, Woodstock
$5,950,000
4 Beds ⋅ 5 Baths ⋅ 5044620 MLS
Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and Killington are viewed from nearly every room. Finished in 2024, this timber frame home channels modern farmhouse warmth with a clean, contemporary edge.The wall-to-wall glass in both gables frames the surrounding landscape like living artwork, while inside, 24-foot ceilings, radiant heat, A/C, and a sauna provide everyday indulgence and embrace. At the heart of the home is a chef’s kitchen with Marinace granite, Wolf and SubZero appliances, and reclaimed hickory floors. Gently sloping meadows invite sledding in winter and lead to the barns below including a 6-stall stable, indoor riding arena with heated viewing area, and a spacious barn perfect for guest quarters, workshop or a car collection. Set between the twin gables, an elevated courtyard with a heated Soake pool creates a seamless indoor-outdoor connection, ideal for sunset reflections in the summer and stargazing in the winter. A 3-bay garage, and stream complete this offering. GMHA, and premier skiing nearby. Additional land available.

412 Skyland Ln, Woodstock

96 Dean Hill Rd, Hillsborough
$1,260,000
4 Beds ⋅ 3 Baths ⋅ 5043895 MLS
Recent updates completed! Road improvements have been completed as of August 6th! Get your showing confirmed today before driving in please. Welcome to 96 Dean Hill Road, a rare New Hampshire retreat crafted for those who seek quiet, seclusion, and a deep connection to the outdoors. Set on the part of Dean Hill Road that has been maintained and upgraded; a dirt, class 6 road offering some of the lowest amount of traffic you can find. Surrounded by approximately sixty acres of forest, pond, and sky, this property offers the kind of peace most people only find on vacation. Designed and used with the spirit of a high end sportsman’s camp, the residence blends rustic warmth with modern comfort. A fieldstone fireplace anchors the living spaces, creating a lodge like atmosphere perfect for slow mornings, fireside evenings, and gathering with the people who matter most. Well placed windows frame the surrounding woods, bringing the seasons into every room. Step outside and the land becomes your private preserve. Wander through private trails ideal for hiking, snowshoeing, or quiet exploration. Watch wildlife from one of the two porches or patio as the sun rises and sets over the trees. Spend afternoons by the pond, where the water reflects the sky and the world feels far away. With open clearings, gardens, and natural habitat, the property offers endless opportunities for outdoor pursuits; hunting, foraging, photography, or simply breathing in the quiet. Whether you’re seeking a four season high end camp, a legacy retreat to pass down, an off the-beaten path residence, or a place to escape the noise of everyday life, 96 Dean Hill Road delivers a rare combination of privacy, beauty, and soul. This is more than a home. It’s a sanctuary. Access is by appointment only, please refrain from driving or walking down the road to view the property without an appointment.

96 Dean Hill Rd, Hillsborough

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