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3209 German Flats Rd Unit 1, 2, & 3, Warren
$2,100,000
10 Beds ⋅ 10 Baths ⋅ 5058378 MLS
Own an iconic piece of the Mad River Valley. For over 60 years, this barn was home to three beloved restaurants: Orsini's, La Pasta, and finally The Common Man, before a million-dollar 2019 renovation transformed it into three independent luxury residences, each with its own kitchen, living space, private hot tub, and patio with grill. This isn't just a condo building; it's a compound. An extended family or group of close friends can each have a private home under one roof, together for the holidays and just as easily apart the rest of the year. Unit 1 offers single-level living with no stairs; ideal for effortless, full participation from every generation. Unit 3's main living space is also main-level, with just a few steps up (easily rampable) and two en-suite bedrooms above. Unit 2, tucked into the lower level, is its own quiet, private retreat. Units 1 and 3 also offer the option to add a lockable connecting door; joining the two as one larger home, or opening up an entirely new rental configuration. The Mad Bus stops right out front for effortless access to Lincoln Peak and Mount Ellen skiing, with hiking trails right outside the door come summer. At the heart of it all: a great room with soaring cathedral ceilings, exposed barn timber, reclaimed windows, an antler chandelier, and a stone fireplace built for snowy Vermont evenings. Since 2019, the Mad House has run as a thriving, self-managed short-term rental with a proven history; rented individually or as the "Whole House," a favorite for weddings and reunions. Whether as a family retreat, a shared home among friends, or an income property, The Mad House offers what no new construction can: history, character, and irreplaceable Mad River Valley charm!

3209 German Flats Rd Unit 1, 2, & 3, Warren

481 Hills Point Rd, Charlotte
$2,100,000
4 Beds ⋅ 2 Baths ⋅ 5088043 MLS
Stunning panoramic lake and Adirondack views highlight this four-bedroom, two-bath LAKEFRONT home, offering a rare opportunity to renovate or rebuild in one of Charlotte’s most sought-after neighborhoods. Set on 0.89 acres with 150+ feet of lake frontage, the property features a gently sloping lawn leading to a shale beach ideal for kayaking, paddleboarding, boating, swimming, or simply enjoying spectacular sunsets. The existing home offers two finished levels ready for renovation, while the exceptional setting provides endless potential for a custom lakeside retreat. Located in the desirable Hills Point neighborhood with easy access to Charlotte Village, Town Beach, the nearby covered bridge, and convenient commuting to Burlington or Middlebury.

481 Hills Point Rd, Charlotte

654 Moulton Ln, Stowe
$2,100,000
4 Beds ⋅ 5 Baths ⋅ 5091926 MLS
Set on a beautifully private 3-acre parcel with spring fed pond and sweeping Worcester mountain views, this four bedroom ensuite property offers the perfect balance of comfort, functionality, and refined Vermont living. Thoughtfully designed with an open-concept floor plan, European floor-to-ceiling windows bring Vermont’s natural beauty into every room of the home. Anchored by a warm wood-burning fireplace in the living room, the home offers inviting spaces ideal for both entertaining and comfortable everyday living. The chef-inspired kitchen features an elegant oversized granite island accented by butcher block, subzero fridge, large 48" 8-burner stove, bar sink, and mini beverage fridge offering a seamless flow into the dining and living areas. Double French doors off the kitchen open to a spacious deck, perfect for outdoor dining or relaxing in Adirondack chairs while taking in the surrounding views. A spacious mudroom provides practicality for all seasons with a 3/4 bath, while the main-level ensuite bedroom offers a peaceful retreat with convenience and privacy. Upstairs you will find two primary suites with gas fireplaces, custom showers and Japanese soaking tubs offering peaceful retreats with stunning mountain and pond views. The lower level offers a nature-inspired private bedroom suite with pond views, and an ensuite bathroom. The lower level also hosts a second living room and game room providing another great spot to relax or take in the game or a movie. A double slider door provides easy walkout access from the game room to the yard with lounge chairs and pathway to the pond. Outdoor living is equally impressive. An expansive deck overlooks idyllic mountain vistas and a stunning crystal-clear swimming pond complete with a dock and stocked with fish, creating a truly serene setting for summer days and evening gatherings. This is a rare opportunity to enjoy privacy, natural beauty, and timeless Vermont charm in a property that truly checks every box.

654 Moulton Ln, Stowe

223 Carey Rd, Fayston
$2,100,000
3 Beds ⋅ 3 Baths ⋅ 5115691 MLS
Discover the beauty of Vermont country living with this exceptional 31.35 acre property in the heart of Fayston, offering breathtaking views of Camel's Hump and the surrounding Green Mountains. A picturesque blend of open meadows, wooded landscapes, and mountain vistas creates a peaceful and private setting for this charming 3-bedroom, 3-bathroom home and horse property. Inside, warm wood accents, exposed beams, and a stunning brick fireplace bring rustic Vermont character to the inviting living spaces. Large windows frame the beautiful natural surroundings, while a spacious living area provides the perfect place to gather with family and friends. The home features a welcoming covered porch, in ground pool, a comfortable primary bedroom, and a sun-filled bathroom with a soaking tub overlooking the trees. Equestrian enthusiasts will appreciate the horse barn, complete with stalls and convenient access to fenced pasture areas. Expansive open fields, a scenic pond, and acres of surrounding woodland offer endless opportunities to enjoy the outdoors, whether horseback riding, exploring your own land, or simply taking in the changing seasons. Ideally situated in Fayston, this special property offers the tranquility of a private country retreat while remaining convenient to the Mad River Valley's renowned skiing, recreation, dining, and charming Vermont villages. Listing agent is related to the sellers.

223 Carey Rd, Fayston

1497 Bowman Rd, Barnard
$2,150,000
5 Beds ⋅ 9 Baths ⋅ 5085971 MLS
Circa 1799 Vermont cape, thoughtfully restored and expanded to over 7,300 finished square feet on 12.5 private acres, minutes to Silver Lake and Woodstock village. Five bedrooms, nine baths, and a layout that balances everyday living with the ability to host. Original materials carry throughout, including wide pine floors, skim-coat plaster walls, hand-carved paneling, and period hardware, giving the house a consistent, grounded feel across old and new spaces. The 24' x 24' kitchen is designed for real use, anchored by an eight-foot Atlantic granite island and equipped with Sub-Zero, Wolf, and DCS appliances, dual Bosch dishwashers, and a walk-in pantry with tiled counters, extensive storage, half bath, and laundry. It opens to a sitting room with a wood-burning fireplace and full-height paneling. A separate wet bar includes a wine cooler, ice maker, and copper sink. Living spaces include a formal dining room, library with built-ins, study with Jøtul woodstove, a 22' sunroom with stone fireplace and custom windows, and a 34' screened porch with fir floors and painted wainscot ceiling. The bedroom layout offers flexibility and privacy, with a first-floor en-suite for guests and a primary suite with fireplace, private deck, dressing room, and bath with soaking tub and tiled shower. Two additional en-suite bedrooms, along with a large family room, office, and second laundry, are located upstairs. The grounds feature three ponds, fieldstone terraces and walkways, brick patios, perennial gardens, raised beds, and an apple orchard, along with tucked-away seating areas. Outbuildings include a heated three-bay attached garage and a separate 1,465 SF heated car barn with capacity for up to ten vehicles (four on lifts). Above, a one-bedroom apartment with full kitchen and bath is currently used as a short-term rental. Additional structures include a historic bank barn and chicken coop. 15kW whole-house generator, fiber internet, and updated systems throughout.

1497 Bowman Rd, Barnard

4945 South Rd, Woodstock
$2,175,000
5 Beds ⋅ 4 Baths ⋅ 5111700 MLS
Located in the heart of the charming hamlet of South Woodstock, the iconic John Arnold Cottle House is widely considered one of Woodstock's finest early residences. Built in 1811, and listed on the National Historic Register, this stately home has been thoughtfully restored, and lovingly stewarded over the years honoring the period detail while creating the perfect unification of antiquity and modern functionality. The bright, spacious rooms flow seamlessly for daily living or entertaining. The impressive Kitchen-Great Room is anchored by a generous brick fireplace, and sweeping 17’ cathedral ceiling, and steps out to a private deck overlooking the brook, fields and trail systems beyond. There is a lovely Primary ensuite bedroom, two additional guest rooms and a cozy loft space on the second level. The Kingsley Barn has been transformed into an impeccably appointed two-bedroom lofted guest house with a heated studio space below, and a strong rental history. Cross the brook to the fields and find another barn for storage or animals. Direct access to the GMHA and VAST trail systems for riding, hiking, cross country skiing, and recreation. A short stroll to South Woodstock Store, Kedron Valley Inn and Ransom Tavern. 5 minutes drive to Woodstock Village Green. Furnishings available.

4945 South Rd, Woodstock

9671 Vt Route 12, Barnard
$2,195,000
3 Beds ⋅ 3 Baths ⋅ 5086468 MLS
SPRING HILL FARM A Storied Vermont Estate with Timeless Appeal. Set amidst the rolling hills of Barnard, Vermont, Spring Hill Farm is a distinguished country estate where historic charm and thoughtful stewardship come together across 207 acres of beautifully maintained landscape. Anchoring the property is a stately brick residence dating to 1795, offering a refined sense of heritage and permanence. A later addition introduces a striking post-and-beam great room, with soaring cathedral ceilings and a fieldstone fireplace that brings warmth, scale, and a sense of rustic elegance to the home’s traditional architecture. The result is a sophisticated yet approachable interior, ideal for both intimate gatherings and relaxed everyday living. The grounds are equally compelling. A series of manicured ponds adds visual interest and tranquility, drawing wildlife and reflecting the changing sky. Meandering through the property is a spring-fed stream, which courses gently across the land, its flow punctuated by small waterfalls. The estate also includes a variety of well-preserved outbuildings,including a potting shed, sugar house, and a recently renovated guest cabin nestled high up in a quiet meadow with big views. While the estate enjoys gentle visibility within the surrounding landscape, it offers a unique sense of openness, rhythm, and retreat, perfect for those seeking a connection to land, light, and legacy.

9671 Vt Route 12, Barnard

719 Walker Hill Rd, Barnard
$2,195,000
3 Beds ⋅ 5 Baths ⋅ 5088843 MLS
An exquisite, private retreat for artists, writers, nature-lovers, composers or simply as a quiet, serene getaway gathering house on 66 stunningly beautiful acres with stone walls, gardens, patios, open lawns, a beautiful swimming pond, in-ground heated saltwater pool with stone patio, and a breathtakingly beautiful outdoor screened pergola. The residence has five rooms with beds (easily sleeps 10) plus the heated studio building with half-bath, was constructed using reclaimed frames from several historic hand-hewn cape homes built on a modern foundation with modern mechanicals. The home features antique period door hardware, hinges and locks throughout - and hand hewn beams and wall panel boards (some are 2 feet wide). Other features include 12-over-12 wavy glass windows, dutch doors (pantry and study), 3 fireplaces and 2 wood stoves. Other common spaces include a living room, kitchen, formal dining room, sitting room, rec room and two offices and stone wine cellar. Separately a finished/heated “studio” building with a half-bath is now being used as a pottery studio. Excellent mechanicals include buried electrical lines, fiber optic internet, a solar array and an automatic propane backup generator. The mature gardens feature landscape lighting and many varieties of flowers, apple trees and blueberry bushes, attracting bees and hummingbirds. 64 of the 66 acres of land are professionally managed in a Current Land Use program, saving on taxes, with walking trails. And the property abuts the Hawks Hill Forest and trail network. SEE PROPERTY WEBSITE FOR MORE.

719 Walker Hill Rd, Barnard

392 Lake Raponda Rd, Wilmington
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 5089881 MLS
A rare opportunity for true year-round enjoyment. This is a remarkable chance to own a home on a motorboat lake - with a private dock - just minutes from both the Mount Snow and Hermitage Club ski resorts, hiking, biking, and snowmobile trails, and the charming village of Wilmington, Vermont. Lake Raponda stands apart from the other lakes in the area in one important way: because larger boats tend to head for the public-access Harriman Reservoir on the southern end of Wilmington, Raponda remains a predominantly owner-enjoyed lake. The result is noticeably less boat noise and wake, making it equally wonderful for kayaking, paddleboarding, and peaceful summer mornings on the water. The property sits on a generous, nicely sized parcel with sweeping level lawn space, a private yard with fire pit, ample parking, kayak racks, and a private dock - which transforms into an ice skating destination come winter. Inside the fully remodeled and expanded vintage four-bedroom, four-bath lake house, an open-concept floor plan invites you in with warm wood floors throughout, a living room anchored by a wood-burning stove set in a stone hearth, and a well-appointed kitchen with stainless appliances and island. A relaxing entertainment area with full bath flows into the heated sunroom addition, with expansive windows framing the lake views and opening onto a wraparound deck. A generous mudroom entry handles gear for every season with ease. Upstairs, the primary suite offers wonderful natural light and a luxurious bath, alongside three spacious guest bedrooms, two additional full baths, custom built-in storage, and a lovely office space. The practical upgrades here are just as impressive: efficient mini-split heating and air conditioning, an attached garage for gear storage, an updated septic system, and a private driveway with ample parking. All of it recently completed, the home is completely turnkey - so all you'll have to worry about is downtime, not upkeep.

392 Lake Raponda Rd, Wilmington

1702 N Puckerbrush Rd, Reading
$2,195,000
5 Beds ⋅ 5 Baths ⋅ 5090750 MLS
Perched on a private hilltop and surrounded by nature, this stunning recently renovated home offers over 141 acres of open and wooded land enrolled in Vermont’s Current Use Forestry Program. Thoughtfully designed by Beilman Design, the residence features gracious living spaces filled with natural light and an exceptional floor plan ideal for entertaining. The handsome chef’s kitchen is appointed with high-end stainless steel appliances, beautiful countertops, and an exquisite walk-in pantry dedicated to preparation and storage. A spacious guest suite includes two bedrooms and a comfortable sitting area, while the finished lower level offers an additional recreation room with a fireplace. The luxurious primary suite features oversized walk-in closets and a gas fireplace that adds warmth and ambiance. Enjoy the peaceful surroundings from the lovely screened porch or the expansive covered porch overlooking the sweeping lawn and natural landscape. Offering three levels of refined living, the property also includes a large oversized barn for storage, a generator, and a driveway alarm system. Conveniently located with easy access to GMHA, skiing, championship golf, and exceptional fishing, this private retreat presents outstanding potential for a family compound or countryside getaway. Landscaping plans are available.

1702 N Puckerbrush Rd, Reading

1576 Ferry Rd, Charlotte
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 5107116 MLS
Just minutes from Lake Champlain, this exceptional 5 acre Vermont homestead blends historic character with state of the art construction, energy efficiency, and thoughtful design. Built by the owner/builder and talented local craftspeople, the home reflects a passion for quality reclaimed materials and Vermont craftsmanship. At the heart of the home is an extraordinary 1830s Post & Beam frame salvaged from a building at Norwich Academy that was being dismantled. Carefully restored and incorporated into the new construction, the frame brings warmth, character, and a remarkable sense of place. Hickory boards from Shelburne Farms were crafted into the main-level flooring, while 100-year-old Vermont ash boards grace the second level. Vermont marble from Danby was used for the steps. The open first floor is filled with natural light and features a custom kitchen, a stone-fireplace living room, and a sunroom for gathering. Upstairs, the primary suite joins two additional bedrooms and a full bath. The lower level offers a family room, custom designed second kitchen, private ensuite bedroom, and wine room, with walkout access to a welcoming stone patio overlooking the pond. Above the garage is a complete apartment with kitchen, bedroom, and bath. Energy efficiency is seamlessly integrated, with solar providing 100% of the home’s electricity needs, complemented by mini-split heat pumps for heating and AC and radiant floor heat. Set on five peaceful acres, this classic Vermont Vernacular home feels naturally rooted in its landscape, private, peaceful, and stately, with architecture and land that seem meant to belong together. Bike to the Charlotte beach or marina, hike Mount Philo or nearby conserved trail systems, enjoy terrific local restaurants, and be on the ski slopes in about an hour. A truly special Vermont property where history, craftsmanship, nature, and modern living come together in one remarkable place.

1576 Ferry Rd, Charlotte

424 Miller Way, Newport Town
$2,200,000
4 Beds ⋅ 4 Baths ⋅ 5090466 MLS
Nestled on historic Whipple’s Point, this extraordinary lakefront estate offers the rare privilege of both breathtaking sunrise and sunset views across the sparkling waters of Lake Memphremagog. Set on 5.1 private acres with 500 feet of pristine shoreline, the property features a sandy beach, private dock, and boat launch area creating an exceptional retreat for boating, entertaining, and year-round enjoyment. At the heart of the estate is a striking contemporary residence offering over 5,000 square feet of thoughtfully designed living space. Nearly every room captures panoramic lake views, while soaring ceilings and expansive windows fill the home with natural light. The open-concept layout seamlessly blends elegance and comfort, featuring a chef’s kitchen with abundant cabinetry and a walk-in pantry, a formal dining room, and a stunning glass-enclosed sunroom designed for all-season enjoyment. The luxurious primary suite serves as a private sanctuary, complete with its own den, spa-inspired en-suite bath, and oversized walk-in closet. Upstairs, you’ll find two additional bedrooms and a spacious bonus room ideal for guests, a home office, or additional living space. A detached three-bay garage with an upper-level family and entertainment area offers incredible flexibility and sweeping lake views, perfect for hosting or creative use. Most high-end furnishings convey with the sale, allowing for a seamless transition into this meticulously maintained property. More than just a home, this is an opportunity to experience an unparalleled lakefront lifestyle.

424 Miller Way, Newport Town

918 Armstrong Rd, Newport Town
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 5099132 MLS
A rare opportunity to own one of Northern Vermont’s premier agricultural properties. This exceptional 427± acre certified organic farm combines a fully operational dairy, diversified agricultural business, and an outstanding custom home with breathtaking views. The dairy operation includes a barn with capacity for approximately 130 head, a fully equipped milk house with bulk tank, pumps, and milking infrastructure, plus radiant floor heat in the milk house bathroom. Four greenhouses, a retail storefront for flowers and vegetables, additional storage buildings, and a heated, insulated 10’ x 20’ building with outdoor seating create outstanding opportunities for direct-to-consumer sales and agritourism. A separate insulated garage features radiant floor heat, an automotive lift, and workshop. Built in 2008, the quality-crafted home offers over 3,600 sq. ft. of living space with radiant floor heat throughout, cathedral ceilings, a stunning fieldstone fireplace built from stones found on the property, two kitchens with walk-in pantries, a private in-law suite, and an attached two-car garage. The land features productive certified organic hay fields, gravel and sand pits, and an untouched sugarbush with an estimated 5,000-15,000 taps accessed by its own private road separate from the main farm entrance. Enjoy spectacular 180-degree panoramic views of Vermont’s Green Mountains, the Canadian mountain ranges, and Jay Peak Ski Resort. Whether you’re expanding an agricultural operation, pursuing a diversified farming business, or searching for a legacy estate, this extraordinary property offers unmatched versatility, productivity, and natural beauty in the heart of Vermont’s Northeast Kingdom.

918 Armstrong Rd, Newport Town

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

254 Town Line Rd, Plymouth
$2,250,000
4 Beds ⋅ 4 Baths ⋅ 5095474 MLS
Town Line Estate is a once-in-a-generation offering. This extraordinary 22-acre private estate is a testament to master builder craftsmanship and refined living. From the moment you arrive, every detail speaks to an uncompromising standard, classic beams, rich cherry cabinetry, and two Rumford fireplaces create warmth and character throughout. The heart of the home is a restaurant-quality kitchen designed for serious entertaining, flowing seamlessly to a spacious back deck and elegant stone patio. Soak in natural light year-round in the stunning solarium, or retreat to the dramatic tower atrium, an architectural showpiece unlike anything in the market. The estate's grounds are simply breathtaking: manicured gardens of rare beauty, a serene glacial pool, and outdoor spaces that invite both grand gatherings and quiet reflection. Two distinguished carriage houses complete this remarkable compound, one housing an impressive classic car collection and memorabilia, offering the discerning collector a showcase space worthy of the collection itself. Thoughtfully designed for the way you live, the home also features a dedicated exercise room, an expansive private office, a charming potting room for the avid gardener, 4 baths, and heated garages. Whether you seek a private sanctuary, a generational family estate, or an entertainer's dream, this property delivers on every level. Visit the Okemo real estate community today. Taxes are based on the current town assessment.

254 Town Line Rd, Plymouth

117 Highbridge Rd, Fairfax
$2,250,000
8 Beds ⋅ 10 Baths ⋅ 5106601 MLS
The Inn at Grace Farm is a distinctive Vermont estate with three thoughtfully designed buildings: a 5-bedroom Inn with connected Stone House and a separate octagonal timber-frame barn. Together, they create an exceptional private family compound, multigenerational retreat, luxury second home or continued hospitality/event property. The Inn offers five ensuite bedrooms, half bath, kitchen, great room, dining and living spaces. Connected by a breezeway, the Stone House adds three bedrooms, office, two shared baths, large kitchen, dining and living areas. The buildings can function together or independently, offering exceptional flexibility for family, guests and private living. A 3,300 SF walk-out lower level with multiple access points provides substantial storage, utility and flexible space. Built to rigorous standards, the structures feature traditional wood-pegged mortise-and-tenon joinery, highly efficient stress-skin insulation, standing seam roofing, advanced mechanical systems and integrated fire protection. Constructed in 2014 from locally harvested timber, the separate octagonal barn features a dramatic central timber post, expansive gathering space, radiant-floor heat, gas fireplace, catering kitchen, commercial event infrastructure and two restrooms. Its scale and character make it equally suited to private entertaining, family gatherings, celebrations or events. Set amid conserved pastureland with uninterrupted panoramic Green Mountain views, the grounds offer multiple outdoor gathering areas and room for additional amenities. About 25 minutes from Burlington International Airport, with convenient access to Lake Champlain, ski resorts and year-round recreation, Grace Farm is a rare combination of craftsmanship, privacy, guest accommodations and modern infrastructure. Existing wedding commitments are in place and will be honored under their existing agreements. Also listed in MLS#5106600. Website: innatgracefarm.com

117 Highbridge Rd, Fairfax

165 High Meadow Rd, Winhall
$2,250,000
4 Beds ⋅ 5 Baths ⋅ 5111781 MLS
Wandering Moose: a rare heated-pool ski house on High Meadow, on the Stratton winter shuttle route. Rebuilt top to bottom in 2024 with a designer interior, then finished with a heated in-ground pool (2025), hot tub, barrel sauna, Level 2 EV charger and rooftop solar. Open great room with stone wood-burning fireplace and indoor swing, open kitchen and dining, walkout lower level with wet bar and arcade, 4 bedrooms and 4.5 baths. One of the only private heated-pool rentals near Stratton, and it earns like it: $155,716 gross in 2025 and $216,999 trailing 12 months; about $102,000 in confirmed future bookings on the books (9 stays). GOLF-COURSE ESTATE OPPORTUNITY: the seller also owns the adjoining Indian Paint Brush building lots (Lots E-13R & E-14R, 2.48± ac), which abut the Stratton golf course and are listed separately at $500,000. Buy both: live in or rent the Moose while you build your estate next door. Featured on the Destination Channel's Staycation TV program. Listing broker is a principal and beneficial owner of the selling entity. Potential tax advantages for STR buyers (non-passive treatment, cost segregation, bonus depreciation) - consult your tax advisor. Revenue figures are gross rental revenue excluding taxes, before expenses; unaudited; past results do not guarantee future results.

165 High Meadow Rd, Winhall

122 Blue Heron Ln, Dorset
$2,250,000
4 Beds ⋅ 4 Baths ⋅ 5113863 MLS
Beautifully Renovated Dorset Home on 3.02 Acres Discover the perfect blend of traditional Vermont charm and modern style in this beautiful 4-bedroom, 4-bath home, set on 3.02 picturesque acres in desirable Dorset, Vermont. Thoughtfully renovated, this quality-built home offers a wonderful balance of spacious gathering areas and inviting spaces to relax and unwind. The heart of the home features an expansive, open living and dining area with soaring ceilings, flowing seamlessly into the kitchen to create an ideal setting for entertaining and everyday living. Upon entering the home one is greeted by a welcoming entry hall. A charming den tucked just off the main living space offers a cozy retreat, while a separate formal living room and sunroom provide additional space to gather, read, or simply enjoy the natural surroundings. First floor primary suite includes a fireplace and walk in closet . A large mudroom/laundry area with it's own entrance is connected to the garage with a dramatic winding back staircase. Step outside to the beautiful back patio, where a mature tree creates a lovely focal point and a peaceful setting for outdoor dining, entertaining, or enjoying a quiet Vermont afternoon. Ideally located just 1.5 miles from the Dorset Green and approximately 10 minutes from Manchester, this property offers convenient access to shopping, dining, and year-round recreation. Enjoy nearby hiking trails and scenic walks, or head to Bromley Mountain in about 20 minutes and Stratton Mountain in approximately 35 minutes. With its solid construction, thoughtful blend of classic and contemporary design, generous living spaces, and exceptional location, this Dorset home offers a wonderful opportunity to enjoy the very best of Vermont living. Come see all that this special property has to offer!

122 Blue Heron Ln, Dorset

543 Lower Hollow Rd, Dorset
$2,285,000
5 Beds ⋅ 5 Baths ⋅ 5089892 MLS
A Serene Dorset Hollow Retreat Along the Mettowee River Tucked into the storied Dorset Hollow, this 4.6-acre retreat enjoys 488 feet of Mettowee River frontage, offering a rare blend of tranquility, comfort, and timeless Vermont charm. Expansive mountain views and the soothing sounds of the river surround you—fall asleep each night to its calming presence. Multiple outdoor spaces include a covered front porch, kitchen-side veranda, and a bluestone terrace that seamlessly connects to the open-concept living areas. The home is perfectly positioned for southern light and sweeping views, blending rustic elegance with modern sophistication. Inside, a dramatic two-story foyer and stone fireplace anchor the beautifully maintained residence. Large sliders flood the home with light, creating harmony between indoor and outdoor living. A granite chef’s kitchen, dining room, and living room offer stylish functionality. The main-level primary suite features a spa-like bath and walk-in closet. A study and three ensuite bedrooms complete the living spaces. Enjoy the peaceful yard, fish from your private stream frontage, and take in the vibrant foliage or snowy fields. Thoughtful extras include a hot tub, finished bonus room above the garage, and an unfinished basement for future expansion. Just minutes from Dorset Village, this exceptional property offers peace, privacy, and a deep connection to the natural beauty of Southern Vermont.

543 Lower Hollow Rd, Dorset

634 Lower Dover Rd, Marlboro
$2,290,000
5 Beds ⋅ 9 Baths ⋅ 5097953 MLS
Discover a once-in-a-generation opportunity to own an extraordinary 745± acre estate in the heart of Southern Vermont. Steeped in centuries of history yet thoughtfully updated for modern living, this remarkable property combines unmatched natural beauty, recreational opportunities, and agricultural potential. The diverse landscape features expansive open fields, mature woodlands, pristine streams, scenic mountains. Miles of historic carriage roads have been transformed into an extensive trail network ideal for mountain biking, hiking, trail running, horseback riding, cross-country skiing, and snowshoeing. Abundant wildlife, a productive sugarbush, and managed timber resources make this an exceptional property for conservation, recreation, or income-producing land management. The 4,400+/1 square foot main residence offers five bedrooms and comfortable, updated living spaces that blend timeless Vermont character with today's conveniences. A charming carriage house includes a private two-bedroom apartment, providing ideal accommodations for guests, family, caretakers, or rental opportunities. An extensive collection of outbuildings offers outstanding flexibility for equestrian pursuits, livestock, woodworking, equipment storage, workshops, or a variety of agricultural and recreational uses. Modern infrastructure includes drilled wells, updated septic systems, a whole-house generator, and high-speed internet, allowing for year-round comfort without sacrificing the property's peaceful rural setting. Conveniently located near renowned ski resorts, shopping, dining, and four-season recreation. Metropolitan areas are easily accessible making this an ideal full-time residence, sporting estate, family compound, working farm, or legacy investment. Properties of this size, quality, and versatility rarely become available. This is a truly exceptional Southern Vermont offering.

634 Lower Dover Rd, Marlboro

56 Handle Rd, Dover
$2,295,000
6 Beds ⋅ 7 Baths ⋅ 5063234 MLS
Incredible Legacy Property. This extraordinary estate blends timeless elegance with modern comfort. The first floor features a welcoming den, gourmet eat in kitchen with DCS range, stainless appliances, sub- zero refrigerator and wet bar. A dining room, gracious living room, office, and butler’s panty with fridge and ice maker make entertaining effortless. Five fireplaces, custom-built-ins, wood floors and beautifully tiled baths create a warm refined atmosphere. Upstairs the primary suite offers a fireplace and luxurious bath. An additional en-suite bedroom and three more bedrooms, laundry room, and two full baths provide plenty of space for family and guests. Dual staircases, tiled entry, and both front and back foyers highlight the home’s thoughtful design. The grounds are equally impressive with a covered front porch that overlooks the sprawling south facing lawn with winter views of haystack. A serene screened veranda, back deck and stone patio with fire pit invite outdoor gatherings. An oversized-attached two car garage, whimsical children’s playhouse and an incredible post and beam barn with full lower level perfect for all your recreational vehicles complete the offering. Exquisite gardens, stone walls and meticulous land scaping surround this rare property, ideally located across from the esteemed Hermitage Inn and exclusive Hermitage Club with easy access to all area activities.

56 Handle Rd, Dover

248 Gird, Weathersfield
$2,295,000
5 Beds ⋅ 5 Baths ⋅ 5044086 MLS
Perched above the Connecticut River Valley with sweeping views to the New Hampshire mountains, this meticulously maintained five bedroom, four and a half bath home offers a rare opportunity just 30 minutes to Hanover, NH, Dartmouth College, and Dartmouth Hitchcock Medical Center. For medical professionals relocating to the Upper Valley, this property provides privacy, acreage, and panoramic views at a value rarely found closer to Hanover or Lebanon. Easy access to I 91 allows a comfortable commute to Dartmouth Hitchcock Medical Center while enjoying a peaceful Vermont setting. The open concept layout offers a desirable main level living option and is well suited for multigenerational living or extended guest stays. Hardwood floors, tall ceilings, and expansive windows fill the home with natural light. The spacious kitchen is ideal for entertaining with granite countertops, high end cabinetry, built in refrigerator, wine fridge, and a generous island with prep sink. Both the living room and den feature fireplaces and custom built ins. Upstairs bedrooms offer comfort and privacy. The walkout lower level with tall ceilings and natural light provides excellent expansion potential for recreation space, gym, or media room. The three-car attached garage includes a separate bay with private entrance and direct access to unfinished space above, ideal for a future guest suite, studio, or in law apartment. Outside, enjoy a spacious deck, fire pit area, cleared yard, fenced pen, and spring fed pond. Convenient to Okemo Mountain Resort, Lake Sunapee, Crown Point Country Club, and Upper Valley amenities. Approximately 2 hours to Boston, MA and under 3 hours to Fairfield County, CT, offering strong appeal for both primary and second home buyers seeking Vermont lifestyle with New England accessibility.

248 Gird, Weathersfield

55 Cherry Hl, Springfield
$2,300,000
6 Beds ⋅ 5 Baths ⋅ 5090495 MLS
Steeped in history and timeless elegance, this extraordinary circa-1860 Georgian Colonial estate offers over 8,000 square feet of refined living space where classic architecture meets remarkable craftsmanship. From the moment you enter, you are greeted by stunning period details including exquisite crown moldings, grand proportions, soaring ceilings, and beautifully preserved finishes that showcase the home’s rich character and sophistication. Designed with both elegance and comfort in mind, the spacious floor plan offers an unparalleled sense of scale and flow, creating exceptional spaces for entertaining, gathering, and everyday living. Every room reflects the quality and artistry of a bygone era while providing the versatility desired for modern lifestyles. Set atop a picturesque 2-acre retreat, the property is complemented by a three-car garage, a charming 1930s greenhouse filled with vintage appeal, and an additional storage building offering endless possibilities. Surrounded by mature landscaping and peaceful grounds, this one-of-a-kind estate presents a rare opportunity to own a truly distinguished and iconic property.

55 Cherry Hl, Springfield

22 Mountainside Ln, Killington
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 5103385 MLS
Experience the charm of quintessential Vermont mountain living in this exquisitely crafted log home, masterfully built by renowned local builder Rick Moore. Ideally positioned within the heart of the resort area, this exceptional 4 bedroom, 3 1/2 bath custom built retreat offers the perfect balance of privacy, comfort, and unbeatable convenience. Located less than five minutes from the base of the mountain home to the prestigious Women’s World Cup, and just moments from the Killington golf course, you’ll enjoy effortless access to world-class skiing, riding, golfing, hiking, mountain biking, dining, and everything else this four-season destination has to offer. Designed with both everyday living and entertaining in mind, the thoughtfully planned floor plan features a spacious main-level primary suite, while two additional bedrooms and a full bath upstairs provide comfortable accommodations for family and guests. The lower level offers a fourth bedroom adjacent to a second family room, creating the perfect retreat for visitors or additional living space. Warm, inviting interiors showcase the timeless beauty of log construction, complemented by two stunning fireplaces that provide instant warmth and ambiance at the touch of a button. The game room, complete with a pool table, offers endless entertainment after a day on the slopes or golf course. Step outside from the walkout lower level and unwind in your private hot tub while surrounded by the peaceful beauty of Vermont. Whether you’re searching for a year-round residence or a vacation getaway, this remarkable home offers an incredible opportunity to own a true Vermont retreat in one of the area’s most sought-after resort locations. This property is being sold furnished. Check out this gorgeous property today!

22 Mountainside Ln, Killington

1016 Kew Vasseur Rd, Fayston
$2,350,000
4 Beds ⋅ 5 Baths ⋅ 5104390 MLS
An exceptional estate offering sweeping views of Scragg Mountain from nearly every room, this remarkable property captures the very essence of life in the Mad River Valley. Thoughtfully designed, the residence features a recently renovated primary suite on the first floor, creating a private sanctuary with mountainous views. Upstairs, two generously appointed ensuite bedrooms are complemented by a versatile bonus room. The main level is defined by an open-concept design, where the kitchen flows gracefully into the dining and living areas. Just beyond the living room, a heated circular sunporch with floor-to-ceiling glass offers year-round enjoyment. With southern exposure, the home has extraordinary natural light, while the wraparound deck provides a front-row seat to breathtaking sunsets. The basement is fully finished which makes for a wonderful flex space. Equestrian enthusiasts will appreciate the well-appointed barn, complete with a heated tack room, one-car parking, and a beautifully finished one-bedroom, one-and-a-half-bath apartment. The apartment features a soaking tub and a private deck overlooking rolling pastures, an idyllic vantage point from which to watch horses graze peacefully. An additional parcel of 24+/- acres with a 5 bedroom wastewater permit is located just beyond the barn. Crafted for those who cherish Vermont’s four-season lifestyle, this property is your opportunity to experience the beauty of the Mad River Valley.

1016 Kew Vasseur Rd, Fayston

241 Main St, Montgomery
$2,375,000
13 Beds ⋅ 15 Baths ⋅ 5093135 MLS
Escape the noise, traffic, and stress of metropolitan living and embrace the timeless Vermont innkeeper lifestyle with this exceptional hospitality property near Jay Peak Resort in the heart of the Northeast Kingdom. Surrounded by rolling mountains, fresh air, and four-season recreation, this unique property offers the rare opportunity to live and work in one of New England’s most scenic and sought-after destinations. Perfectly located near Jay Peak—renowned for some of the highest snowfall totals in the nation—this established inn attracts visitors year-round for skiing, snowboarding, hiking, mountain biking, golf, fall foliage, and destination travel. Whether you envision operating a boutique inn, farm-to-table restaurant, wedding venue, ski lodge, wellness retreat, or multi-use hospitality business, the possibilities here are truly endless. At the heart of the property is a welcoming restaurant and tavern space with seating for approximately 70 guests, creating an ideal setting for both travelers and locals alike. The fully equipped commercial kitchen and bar provide the infrastructure needed for a successful dining operation, special events business, or expanded hospitality concept. Cozy dining spaces, warm wood interiors, and classic Vermont character create an inviting atmosphere that guests remember and return to year after year. The inn offers comfortable guest accommodations, relaxing common areas, and the authentic charm today’s travelers seek when searching for a Vermont getaway experience. Guests can unwind after a day on the slopes beside a crackling fire, enjoy the peaceful mountain setting, and immerse themselves in the beauty of the Northeast Kingdom. This highly versatile property presents incredible opportunities for entrepreneurs seeking a lifestyle change, remote investors pursuing a hospitality venture, or anyone dreaming of trading city life for mountain living.

241 Main St, Montgomery

344 & 183 Morrie Rd, Washington
$2,390,000
4 Beds ⋅ 3 Baths ⋅ 5072930 MLS
Moving to Vermont on this remarkable 221-acre farm offers a return to nature and a slower, more meaningful pace of life. Wide-open skies, expansive mountain views, peaceful surroundings, and year-round outdoor enjoyment define the setting, while a thoughtfully developed farm invites a true farm-to-table lifestyle-whether hands-on or supported by a farm manager. At the heart of the property is a striking, modern, custom-built residence built in 2023 with high-end finishes and a wall of southwest-facing windows to mountain views and abundant natural light. Complementing the main home is a charming renovated 3-bedroom 2,100 sq. ft. farmhouse ideal for guests, extended family, or rental income. The land is actively managed using regenerative farming practices. Since purchasing the property in 2021, the current owners, with no prior farming experience, have transformed it into a thriving farm rooted in stewardship, education, and respect for the land. Their success has proven the property's viability, making it a rare investment opportunity for future generations. With extensive infrastructure, including new barns, greenhouse, sugar house, irrigation ponds, and outbuildings, this farm offers exceptional versatility for continued growth in farming and agricultural ventures. Private, beautiful land, conveniently located about an hour from Burlington and Stowe and three hours from Boston, this property offers the chance to own a luxury retreat that blends sustainability with enduring value. The owners have created a magical lifestyle and spared no expense. The property has two deeds - 183 Morrie Road for the renovated farmhouse and outbuildings & 344 Morrie Road for the newly built energy-efficient home, 2 deeds offer flexibility & liquidity for a farm caretaker or parents/relatives who might want to purchase in the future. The owners have bought a larger farm! Be sure to check the owner's Instagram and YouTube channel-Rocca De Cambio Farm.

344 & 183 Morrie Rd, Washington

656 Highland Way, Ferrisburgh
$2,395,000
4 Beds ⋅ 4 Baths ⋅ 5105378 MLS
Follow the long, winding drive through the woods and 656 Highland Way slowly comes into view, set high among 92 private acres of open meadows, mature forest and more than 3,000 feet of Lewis Creek frontage. With no neighboring homes in view, mornings begin with the sun rising over the Green Mountains, evenings close with the Adirondacks glowing across the western sky, and in between there is the sound of rushing water, birdsong and wind moving through the trees. This is land meant to be experienced, not simply admired. Nearly 30 acres of rolling fields create room for horses, gardens, agriculture or simply open space beneath an enormous Vermont sky. Paths wind through the property and down to the creek, while the changing seasons bring field birds, monarchs, hummingbirds, wild turkeys and other wildlife. In winter, the landscape becomes a place for cross-country skiing and snowshoeing. High on the property sits a four-bedroom Cape designed for comfortable country living. The new sunroom has become the heart of the house, with glass on three sides opening the room to the landscape. A private upper deck extends from the primary suite, while the patio below invites summer dinners, fires under the stars and quiet evenings outdoors. Inside, a fireplace and wood-burning cookstove make winter something to look forward to. More than $300,000 in improvements have been made during the current ownership, including the sunroom, upper deck, patio and porch, a new roof, updated mechanical systems, and extensive enhancements to the driveway and landscape.This property ticks all the boxes for idyllic Vermont living: 92 contiguous acres, open meadows, mature forest, mountain views, remarkable privacy, more than 3,000 feet of Lewis Creek frontage, abundant wildlife, four-season recreation and room to wander. All within three minutes of Mt. Philo, near Lake Champlain, and approximately 30 minutes from both Burlington and Middlebury.

656 Highland Way, Ferrisburgh

662 Howe Farm Rd, Jamaica
$2,399,000
4 Beds ⋅ 5 Baths ⋅ 4972272 MLS
Discover this renovated timber frame home nestled on 366 acres of private land. Offering a seamless blend of historic character and modern comfort, this 4 bedroom plus office, 4 and a half bathroom home showcases attention to detail. The gourmet kitchen, inviting living spaces, bonus game room and home gym are complemented by a sunlit dining space with a greenhouse sunroom, adding a touch of nature to your daily life. Multiple bedrooms give everyone in your party a private space to relax after a long day exploring the outdoors. Step outside to witness dramatic views of the rolling hills that surround the property. A tranquil pond with gazebo graces the landscape. A well-appointed barn with 5 stalls and a paddock caters to equestrian enthusiasts. Miles of trails crisscross the property, providing endless opportunities for outdoor activities. This property is subject to an Act 250 permit and enrolled in Vermont Current Use Program, securing its natural beauty for the future. Whether you are relaxing on the porch or hosting gatherings in the spacious bonus room, this estate balances seclusion and convenience. Situated in bucolic Jamaica, it is 20 minutes from Stratton and 25 minutes from Mount Snow. Let this be your four season retreat, close to the mountains in the winter, swimming holes in the summer, and stunning views all year round!

662 Howe Farm Rd, Jamaica

33 Stone Lodge Rd, Winhall
$2,399,000
4 Beds ⋅ 4 Baths ⋅ 5076149 MLS
Experience Premiere Luxury living in this newly built mountain residence with extraordinary panoramic views . Just minutes to Stratton Mountain'sTrails and move in ready, no detail has been overlooked with superior craftsmanship, energy efficiency and contemporary design. The handcrafted Timber Frame great room , defined by cathedral ceilings, wood burning stone hearth and expansive windows, showcases breathtaking views and the natural beauty of the Green Mountains.Every detail showcases a design with performance and comfort in mind:Premium lighting , hardware and plumbing fixtures, exceptional wood flooring and tile baths. A gourmet kitchen with Bosch appliances and a separate scullery offers a design well suited for entertaining and apres ski gatherings. Three levels, 4 Bedrooms/3.5 Bathswith 2 ensuite primaries, a lower level with a mega bedroom designed with bunks in mind ,a spacious game and media room that opens to the outdoors- just ready foryour active lifestyle.With the mountain enthusiast in mind, you'll appreciate the custom mud room, laundry room, and the oversized 2 car garage with expansion space above. Central AC, Water filtration system, standing seam roof and much more.You'll have the space and conveniences you look for in a Vermont mountain retreat. This home is prime for your winter season and one that you must visit in person to appreciate the exceptional quality and design. Located just minutes to the StrattonMountain Resort, this home offers an ideal balance of luxury, efficiency and Stratton's natural beauty. Neighborhood shuttle to the Stratton Base Lodge is scheduled for2027. Simply unrivaled in the marketplace. Time to settle into Mountain Living before the snow flies!

33 Stone Lodge Rd, Winhall

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