Dorset Vermont Real Estate

Village Mixed Use zoned Residence and Separate cottage located in the Hamlett of South Dorset...nearby Dorset's elementary School and Sheldon's Market. Conveniently located 3 miles from Manchester Ctr to the South or Dorset Village to the North. The main house offers 1350 SF, 2 bedrooms with overflow room, large closet, and sunroom entrance... The cottage is 675 SF with one bedroom and a great-room with 3/4 bath. The Hot Air furnace is a couple years old... there's also a wood stove. The Cottage is heated by propane. The cook's kitchens in both residences enjoy open great-room style living and have all appliances including gas ranges, refrigerators and dishwashers... there's laundry as well in both dwellings. See the Dorset Village Mixed Use zoning documents attached allowing retail, hospitality, home office services... etc. Please also note Dorset Short Term rental regulations. There are tenants and appts required with 24-48 hour notice.

Nestled in a picturesque Dorset, Vermont setting, this classic 1850 farmhouse offers an affordable opportunity to create the home of your dreams. Situated on a manageable quarter-acre lot, the property features a detached two-car garage, two additional outbuildings, screened in porch, enclosed three season porch and established perennial plantings with classic New England character throughout. Don't miss the new windows, fresh paint and new carpeting.Filled with warmth and historic charm, this 2 bed, 1 bath, home is ready for its next chapter. Whether you're seeking a full-time residence, weekend retreat, or investment opportunity, you'll appreciate the convenient location close to shopping, dining, outdoor recreation, and all the amenities of the Dorset and Manchester area. Bring your vision and unlock the potential of this charming farmhouse, where timeless appeal and a desirable Vermont location come together to create a truly special offering. Don't let this affordable options get away. Call today!

Dorset's "Phantom Schoolhouse" transitioned into a wonderful residence that boasts a quality of life all its own. The intimate indoor outdoor spaces speak for themselves as thought, care and nurture evident. What this small plot of enriched soils of this land gives in garden space amazes. Precious specimen plantings as well as protective privacy with organic screening. Enter the residence and an immediate sense of peace whispers. 9.5 foot ceiling on the first floor with a wall of high light-filled south facing new windows offer mountain views and moonlight wonder. Efficiency improvements have been done such as new windows and heat pump heating/cooling...The character of wainscot covered walls and original hard maple flooring are lovely. There is a den/bedroom on the main floor and the efficient kitchen open to the living and dining. The bedrooms and a new tile bath noted on the second level. Substantial storage is noted through knee wall access. Truly a special offering. Dorset Schoolhouse!

This beautifully maintained Dorset home with views is ready for its new owners. The main level features a generously sized eat-in kitchen with granite countertops that opens into the dining room. This floor also includes a large living room, a bedroom, and French doors that lead to a spacious deck overlooking a private yard. The ground floor offers a primary bedroom, a bathroom, and a laundry area. Access to the property is convenient, with entries available via the driveway to the main floor or through the lower-level garage. Outside, you can enjoy a beautiful wooden gazebo during the warmer months. The property is ideally located just minutes from the center of Dorset Village and ten minutes from Manchester Center. It is perfectly situated for various activities, including biking, skiing, hiking, gardening, or simply relaxing. Please note that all measurements are approximate.

Antique charmer in the village of East Dorset was originally built in the 1850s by famous lumberman, F.G. Harwood. . An addition followed in 1900, and thoughtful improvements over the years have created a gracious Colonial farmhouse with approximately 3,861 square feet of living space, an oversized two-car garage, and 1.1 acres. The expansive floor plan offers a primary suite with an oversized closet, four additional bedrooms, three-and-a-half baths, a formal dining room, a spacious living room, and an inviting front parlor. At the heart of the home, the generously sized kitchen features a center island and six-burner gas range, with easy access to a deck and patio on one side and the garage on the other. Distinctive wood flooring adds warmth throughout, including Brazilian cherry on much of the main level, antique maple upstairs, and pale bamboo in the primary suite. A newly installed septic system was permitted for five bedrooms in July 2026. Rich farmhouse character blends seamlessly with contemporary comfort, all just a short distance from Manchester. The home’s flexible layout already includes an additional kitchen hookup, 2 basements, and furnaces, creating an established duplex footprint and possibilities for multiple residential units. Recent zoning changes will designate the property as “mixed-use residential,” opening additional possibilities for housing or a small business. An excellent location with strong school-choice options completes this distinctive offering.

Set in a premier Dorset country setting with sweeping 360-degree views of rolling pastures, mountains, and neighboring farmland, this charming single-level ranch offers a rare opportunity to enjoy the beauty and tranquility of Southern Vermont. The home offers over 1,568 square feet of comfortable living space, including an open-concept kitchen, dining, and living area, an office, three bedrooms, and two full bathrooms. The spacious primary suite includes an on-suite bathroom overlooking the expansive views. The home features new wood flooring throughout the interior, a slate entry foyer, first-floor laundry, and a centrally located pellet stove for supplemental heat. Additional upgrades include split AC systems providing both heating and cooling, solar panels for improved energy efficiency, and a newer septic system. The renovated kitchen offers a gas range, pantry, and ample space. Adjacent to the living room, the office provides flexibility for additional use, media room, or expanded open concept living area. A sliding door off the living room opens to a rear deck with ramp access overlooking the picturesque backyard. The level lawn is ideal for gardening, outdoor entertaining, or simply enjoying the peaceful setting complete with a fire pit and scenic neighboring fields. Located within the Dorset Elementary School district with school choice thereafter, this property combines privacy, views, functionality, and long-term potential in one of Southern Vermont’s most desirable locations, Dorset Hollow.

"COME TAKE A PEEK, IT'S JUST ACROSS THE CREEK.....Enjoy an inviting front porch to unwind and breathe in the serene surroundings! Unwind and take in the lovely mountain views, all set on the scenic Tom River in East Dorset! Charming saltbox style (1982 circa), the design is open living spaces with abundant light through out... As an added bonus this property boasts an over sized two car garage and a pole barn with easy access and plenty of room for setting up games and activities..host holiday get-together in a rustic, welcoming setting. Make your family memories here! This is indeed a rare opportunity!

Charming Raised Ranch on 2 Acres – Dorset, VT Welcome to your new home in the heart of Dorset! Nestled on a beautifully landscaped 2-acre corner lot, this inviting raised ranch offers privacy, comfort, and versatile living space. 3 Bedrooms | 2 Full Baths | 2-Car Attached Garage Step inside to find a bright living room that flows seamlessly into the eat-in kitchen, perfect for everyday living and entertaining. Enjoy the outdoors on your private deck, overlooking a fenced-in backyard ideal for kids, pets, or gardening. The lower level features a cozy family room with fireplace, creating a warm retreat for Vermont winters, plus a separate den/office – perfect for working from home or additional guest space. Additional Features: • Corner lot offering extra space and privacy • Attached two-car garage for convenience • Quiet, desirable Dorset location • Close to schools, shopping, and outdoor recreation This home is a perfect blend of function and charm – a must-see for anyone seeking space, comfort, and the Vermont lifestyle.

Making its first appearance on the market in generations, this beloved circa-1850 New Englander is filled with warmth, character, and endless potential. Situated on 1.5 picturesque acres along Route 30, midway between the charming villages of Dorset and Manchester, the property offers an exceptional setting with easy access to local shops, restaurants, hiking trails, skiing, and all the amenities of Southern Vermont. Offering four bedrooms, three baths, and a welcoming three-season sunroom, the home reflects the craftsmanship and charm of a bygone era while awaiting its next steward to bring fresh vision and thoughtful updates. The level grounds feature mature trees, established landscaping, a quaint shed, a flagpole, and a distinctive outdoor stone wood-fired grill—creating a peaceful backdrop for gatherings and everyday enjoyment. Located in the Village Mixed Use district there are various commercial possibilities that are available to the next owner. Rich in history and lovingly lived in, this treasured property presents a wonderful opportunity to restore, refresh, and create lasting memories for generations to come.

Vermont's rustic charm will welcome you in a warm embrace every time you enter this custom built post and beam home on 37.5 private acres. The home features 2 bedrooms plus loft and 2 baths with tons of natural woodwork. The property also includes a detached post and beam garage with additional space above, perfect for an art studio, writer's workshop or plenty of extra storage. The property adjoins the Green Mountain National Forest with access to hiking and VAST trails. Otter Creek starts nearby and traverses the property in a series of picturesque waterfalls, a private lean-to provides a peaceful woodland retreat to enjoy the beauty. Several old stone cellar holes hint at the historic nature of the property. The apple orchard and blueberry farm are your closest neighbors, assuring you first pick of the seasons' sweet offerings. Come discover all the wonderful reasons to make this your next Vermont home.

Unique Dorset West Road offering....This rare opportunity beckons creativity, craft, and charm! Begs all those ready, willing and able to renovate, keeping the existing home, whilst enjoying life in an extremely beautiful and desirable location. Enjoy the beautiful framed in mountain views from most interior living spaces and from the back patio/yard. This 6.6 acre rolling property boasts excellent lawn space and vegetation and is located on the historic Dorset West Road, abutting the Dorset Field Club, with an easy walk to the Dorset village. Surveyor/engineer have confirmed that the property conforms to all zoning bylaws in the Rural Residential district should the buyer decide to subdivide the property into two lots to sell a portion and/or build a second home on the property. Architectural drawings available to ignite the creative process! Property being sold as is.

Some properties announce everything at once. Others reward the buyer w/ discernment to see what is quietly waiting to be realized. Set along the rise of Morse Hill Road, this Dorset home is a rare opportunity: a substantial residence on 10 acres where value extends beyond what exists today into what the land could become. Beyond a beautiful Vermont home, there is potential to shape an estate-scale setting w/ expanded lawns, layered gardens, paths, terraces, recreation areas & a more park-like relationship between house & land. Inside, the home is substantial & highly spacious. Numerous bedrooms, generous living areas, fireplaces, high ceilings, & a large family room designed for life's gathering. The layout suits quiet weekends, holidays, movie nights, guests, remote work, & longer Vermont stays. A enormous "mudroom" provides the practical transition every four-season home needs, w/ room for boots, coats, ski gear, & outdoor equipment. The full basement adds exceptional storage and flexible recreation or hobby space. Outdoors, cottage perennial gardens, raspberry bushes, mature trees, hillside contours, and a private atmosphere create meaningful room to evolve. The property offers privacy, scale, and a strong sense of place, yet its greater opportunity lies in the ability to open, shape, and elevate the land into something intentional, polished, and luxurious. Recent practical improvements, including a standing seam roof by Iron Horse, updated mechanicals, water softener, pellet furnace, water heater, and exterior paint, add to a confident investment. Dorset Village, Manchester, hiking trails, Bromley, & Stratton are within easy reach, allowing the home to live as a full-time residence, weekend retreat or four-season Vermont base. For the buyer with vision- it is a rare opportunity to get way more than meets the eye. *Photo Disclosure: Some images are virtually staged or digitally modified to illustrate design possibilities; the home is currently unfurnished.

Picture yourself on 12 private wooded acres along one of Vermont's most scenic country roads in a classic 4-bedroom, 3-bath Colonial offering the perfect blend of comfort, character, and outdoor adventure. Built in 1977 and thoughtfully maintained, the home welcomes you with warm hardwood floors, a beautifully renovated kitchen featuring soapstone countertops, abundant cabinetry, and a sunny eat-in dining area. The flexible floor plan includes a formal dining room that can easily serve as a home office or study, while the spacious living room is anchored by a cozy wood burning woodstove fireplace perfect for gathering after a day on the slopes or trails. Outside, enjoy the beauty of Vermont in every season. The landscaped grounds feature a generous deck for entertaining, established perennial gardens, a rustic storage shed, and peaceful mountain views that create a truly picturesque setting. Outdoor enthusiasts will appreciate the property's proximity to hiking and snowmobile trails, while skiers and snowboarders are just a short drive from Bromley, Magic Mountain, and Stratton resorts. As an added bonus, the renowned Mad Tom Orchard is literally seconds from your doorstep. Complete with an attached two-car garage and breezeway, this East Dorset retreat offers privacy, recreation, and timeless Vermont charm. An exceptional opportunity for those seeking space to explore, relax, and create lasting memories. All measurements approximate. Brand New Permitted Septic System as of 8/2026

Where Vermont Living Feels Effortless Dorset Home, Guest Cottage, Pond & Mountain Views Settle into the beauty of Dorset with a property that feels like a true Vermont retreat. This lovingly maintained offering pairs a welcoming main residence with a separate one-bedroom cottage, 4.5 acres of open land, a private pond, and beautiful views creating a rare opportunity to enjoy space, privacy, and flexibility in one memorable setting. The main home welcomes you with a light-filled sunroom, a wonderful place to relax and enjoy the surrounding scenery. The renovated eat in kitchen with a fireplace features beautiful, leathered granite countertops, stainless steel appliances while the spacious living room offers a propane stove, creating a warm and inviting atmosphere on cozy Vermont winter evenings. A comfortable den on the first floor provides additional living or office space. Upstairs, the home features three charming bedrooms and two additional bathrooms, offering plenty of room for family and guests. The residence has been lovingly cared for by the current owner for many years. A detached two-car garage is conveniently located close to the main house. The additional one-bedroom cottage, complete with an attached garage, offers tremendous flexibility and could be used as a rental opportunity, guest accommodations, studio, home office, or additional space for family and friends. The beautiful open acreage, peaceful pond, and expansive views complete this special Dorset property. Whether you’re looking for a year-round home, a Vermont getaway, an investment opportunity, or a property that can accommodate extended family, this offering provides exceptional flexibility and charm. Furniture is included. Measurements are approximate. Open House: Saturday, September 5, 10:00 AM–12:00 PM.

Custom built Dorset Hollow estate offered for the first time since 1998. Perfectly situated on 10 private acres abutting 3,200 acres of conservation land, this 5,100 sq ft residence combines timeless quality, fine finishes, and Vermont mountain charm. Designed for comfort and entertaining, the home features 4 bedrooms, 5 bathrooms, and an attached 2-car garage. Elegant details include four fireplaces, verdi marble flooring, Marvin windows, a slate roof, and a Viessmann boiler premier materials chosen for durability and style. The dramatic living room boasts a large wood-burning fireplace framed by 8-foot, 12-panel Marvin windows, crescent-shaped upper windows, and soaring 30-foot ceilings that fill the space with natural light. The chef’s kitchen will delight serious cooks, offering THOR double ovens, a mini wood-burning brick fireplace, center island with butcher block top, verdi marble floors, soapstone counters, Wood Harbor cabinetry, and a charming built-in breakfast alcove. The formal dining room features 12-foot ceilings, crown molding, and direct access to an elevated synthetic sundeck, ideal for entertaining or relaxing outdoors. The intimate den, with its brick fireplace, wet bar, and copper sink, provides a cozy retreat for quiet evenings. A first-floor half bath and laundry room add convenience. Upstairs, a custom fluted staircase leads to two spacious guest bedrooms, a full tile bath, and a walk-in cedar closet. The primary suite (30x14) is a luxurious escape featuring a gas fireplace, 10-foot ceilings, crown moulding, and peaceful mountain views. Two walk-in closets and a spa-inspired primary bath include a sauna, whirlpool tub, tile shower, and double vanity. A fourth ensuite bedroom completes the upper level. Outdoors, the serene setting offers unmatched privacy while being just minutes from Dorset Village and Manchester amenities. This rare offering combines classic design, privacy, and enduring Vermont elegance.

Commanding panoramic mountain views define this exceptional Dorset Overlook residence, where every room is designed to capture the beauty of Southern Vermont's ever-changing landscape. Bathed in natural light, the home's open floor plan creates an effortless flow between living, dining, and entertaining spaces, making everyday living as enjoyable as hosting family and friends. The thoughtfully designed layout offers comfortable living spaces, complemented by expansive windows that frame the spectacular vistas from nearly every angle. Step outside to a stunning marble patio, the perfect setting for al fresco dining, or unwind on the screened porch while taking in the mountain air and unforgettable sunsets. Ideally situated on the sought-after Dorset Overlook Road, this home offers a peaceful setting just minutes from the villages of Dorset and Manchester, renowned for their dining, shopping, recreation, and year-round cultural attractions. For those seeking additional living space, the unfinished second-floor attic offers an excellent opportunity for future expansion, whether envisioned as guest accommodations, a studio, an office, or a recreation space. A rare offering where breathtaking views, timeless design, and one of the area's most desirable locations come together to create an exceptional Vermont lifestyle.

"Spring Meadow" is textured with history and offers 10 acres of idyllic landscaping featuring the Ethan Allen Spring, a refreshing brook, perennial and vegetable gardens, wild flower meadow, orchard trees, trails throughout 10 acres, and a house that was moved to the site in the 1920's and lovingly added onto creating 2457 SF of one floor living with a separate guest cottage that is privately set back off of the Dorset West Road! The property has not been on the open real estate market in generations. Spring Meadow is pure complimentary indoor-outdoor living at its best. Character and architectural detail at every turn brings tremendous warmth and interest to the numerous living areas offering quiet nooks or open gathering spaces. The main house offers two comfortable bedrooms with potential overflow loft area which is now the office. The guest cottage is a one bedroom retreat with 2/3 bath and wet bar-sitting area. The residence's vaulted living room, kitchen and sunroom are to the back of the building each walking out to the patio that looks over perennial gardens and up toward the Owls Head Mountain View! The peaceful enjoyment is evident as the property calls one out to the gardens, the trails, the spring, and the gracious surrounds with well placed benches taking in special meditative perspectives. This is an all round treasured site once home to the Ethan Allen Tavern, now boasting a treasured house and truly amazing grounds!

5.7 beautiful acres just off of Morse Hill Road where the southern exposures are to behold, a warm and inviting modern designed residence, post and beam barn and sweeping mountain views await your attention! The 5 Bedroom mostly ensuite house features the grand open concept where living areas are spacious and distinctive areas yet transition beautifully from space to space with newly finished hickory flooring and all areas are walking out to a great deck that overlooks the bucolic 5.7 acres. There's stone walls, easy perennial gardens, the classic red barn, some fruit trees, a small pond, and meadow. Plenty of room to maximize it's potential for vegetable beds... a pool... or any lifestyle whimsy. The great-room marble cooks kitchen has vast cabinetry and upgrade stainless appliances, the dining room would entertain large or small gatherings with ease and the step down living room with cathedral wood ceiling and massive stone hearth wood burning fireplace is lovely with warm natural light. There's an office, powder room and laundry room convenient to the central family command center. The primary suite is quite luxurious with the soaking tub, separate stone shower, double vanity and walk in closet. There are two ensuite bedrooms upstairs boasting new baths. The lower level sun soaked family room can work for recreation, lounging, media, or exercise... there's two other lower level bedrooms or one is considered more in line with flex-space such as a second office. There is a new bath there as well! All baths are just finished. Add central air, the three car attached garage, with and work-shop/studio extension, the fantastic barn that also has a work-shop addition where parties can be had with a separate drive. The possibilities are endless in how this property and house can be utilized. Easy single floor living for the empty nester with plenty of room for the generations to reappear, or a terrific family home. Mountain Views! Welcome to 39 Eagle Ridge!

**Privacy. Design. Nature. Possibility.** Tucked away on 12.3 acres, this exceptional contemporary retreat is the kind of property that makes you slow down the moment you arrive. A peaceful pond, mature woodlands, and complete privacy create an extraordinary setting, while the home's thoughtful architecture brings the beauty of the outdoors into every room. Wrapped in beautiful clear cedar siding, the residence is modern without feeling stark—warm, inviting, and incredibly livable. Expansive windows flood the home with natural light and capture tranquil views in every season. Rich ash floors add warmth and texture, while the dramatic circular fireplace provides a striking architectural focal point and an unforgettable gathering space. The open-concept main level is designed for **effortless single-level living**, with an easy flow from the kitchen to dining and living spaces and directly outdoors. Whether you're hosting a crowd or enjoying a quiet morning overlooking the pond, the home feels connected to its surroundings at every turn. Downstairs, the finished lower level offers room to spread out, with flexible space for guests, a home office, media room, gym, studio, or recreation. There is space here for everyone—and for whatever comes next. Outside is where the magic really happens. Wander down to the pond, explore your acreage, entertain on a summer evening, or gather around the fire as the stars come out. This is Vermont living at its best: private, peaceful, beautiful, and completely your own. And then there is the **additional building lot**, a rare and valuable bonus that opens the door to a guest house, studio, family compound, future expansion, or investment opportunity, subject to approvals. **A contemporary Vermont retreat with soul, exceptional privacy, architectural character, and room to dream. Come for the house, stay for the setting—and imagine what you could create here.**

Take a drive up Nichols Hill Road to Fern Hill and head to the very top of the long bending driveway to find a serene, picturesque artist’s retreat 3 minutes from historic Dorset Village. Refreshingly private, quiet and secluded, drenched in natural light. With broad mountain vistas of Mother Myrick and Merck Forest, the top of the property backs gently into a beautiful private forest. The entire property has been carefully curated to encourage wildlife, a rewilding effort in place for 9 years, toxin and poison free. The large, pristine, spring fed swimming pond is the year round home to approximately 50+ healthy colorful Koi and overlooks a soft meadow bordered by old growth forest habitat, much to the delight of birds, butterflies, dragonflies, bees and abundant wildlife. The house is large, eclectic and rustic with a lodge feeling. A simple open concept design with lots of room and a farmhouse kitchen. Abundant windows throughout invite in and embrace the changing light and glistening view all day long. Distressed wide-plank floors, repurposed barn wood walls and beams, natural wood tray ceilings, curving wooden bookshelves and a curving staircase that leads to a half moon studio filled with natural light and sweeping views. Off the farmhouse kitchen find the very substantial screen porch and long sitting porch overlooking the gorgeous, vibrant, spring fed pond which reflects the changing light and soft scenery all day long. Natural beauty and peace, completely private and yet so close to everything.

Perched on the side of Mount Aeolus and conveniently located near Manchester, this exceptional 4-bedroom, 3-bath contemporary retreat offers privacy, sophistication, and year-round natural beauty across 21 picturesque acres. Thoughtfully designed to embrace its surroundings, the property features rolling meadows, mature woodland, vibrant perennial gardens, and sweeping views of the Green Mountains from every room. A striking exterior with modern architectural lines, standing seam roofing, marble accents, and expansive glass entryways sets the tone upon arrival. Inside, an airy open-concept layout is flooded with natural light through oversized windows that frame the mountain landscape like artwork. Ideal for entertaining, the home offers multiple inviting gathering spaces from the elegant living and dining area with rich cherry floors and a fireplace, to the expansive great room complete with a sun-filled solarium, wood stove lounge, wet bar, and chef-inspired kitchen featuring stainless steel appliances and generous wraparound cabinetry. Radiant heated slate floors warm the oversized family room, while the main level also includes a serene primary suite, spacious mudroom, and a flexible bonus room suited for a studio, office, or fitness space. Step outside to two oversized decks with electric awnings or unwind in the marble-surrounded hot tub beneath the stars. The lower-level optimizes a geothermal design and hosts three bright guest bedrooms, including one with its own fireplace and covered deck access, along with two additional baths and a laundry room. A survey is available identifying potential opportunities for subdivision or additional building sites, offering flexibility for future expansion, investment, or multi-generational living. Blending refined modern living with the tranquility of Vermont’s landscape, this one-of-a-kind property is a rare mountain sanctuary designed for comfort, connection, and escape.

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!

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.

Tucked away at the end of a long, winding driveway, this remarkable Dorset Village estate sits on one of the area's largest parcels—over six private acres. A rare blend of privacy, history, and elegance, the home features four stunning stone fireplaces, exposed antique beams, reclaimed wood details, and abundant natural light throughout its flowing layout. Designed for gathering and making memories, it offers unique touches like theater-inspired stair railings and a vaulted-ceiling game room. Outdoor living is unmatched with a spacious wraparound deck, screened porch, wood-fired brick pizza oven, and a tucked-away sauna. The charming barn includes two horse stalls, a tack room, and room for more animals, plus a fenced paddock and serene pond. An oversized three-car garage adds functionality to this character-filled property. Just a short walk to town and trails, yet feeling worlds away—this is a one-of-a-kind Vermont estate.

Beautiful Dorset Contemporary Offering Privacy, Comfort, and Easy Living. If you’ve been looking for a private Vermont retreat with room to relax, entertain, and enjoy the beauty of every season, this exceptional custom home may be the perfect fit. Built in 1996 by respected Dorset builder Keith Dodson, this thoughtfully designed 5,731 sq. ft. contemporary sits on 12.15 peaceful acres with a pond and detached four-car garage. Inside, the home offers a welcoming and comfortable layout with 9 rooms, hardwood floors, radiant heat, central air with four zones, and a partial-house generator for added peace of mind. The kitchen features cherry cabinets, Corian countertops, a large island, cathedral ceiling, and easy access to the screened porch, an ideal spot for morning coffee or quiet summer evenings. The dramatic great room creates a wonderful gathering space, with its soaring two-story cathedral ceiling, skylights, exposed beams, built-ins, window seats, and balcony overlook. Throughout the home, warm details such as vertical pine walls, granite stone-faced fireplaces, and generous natural light add character and charm. The exterior combines cedar siding, granite stone accents, and a slate roof for lasting beauty and durability. A detached four-bay garage with direct entry and second-floor storage adds convenience and flexibility. This is a special property for those seeking quality construction, privacy, and a relaxed country lifestyle in one of Vermont's most desirable settings.

Welcome to Green Peak Orchard in Dorset, Vermont, where timeless architecture and exceptional craftsmanship define this custom Greek Revival residence on 9.9 private acres. Surrounded by mature landscaping, stone walls, and slate terraces, this remarkable home blends classic New England elegance with modern comfort. Designed with meticulous attention to detail, the home features wide-plank floors, hand-plastered walls and ceilings, custom moldings, historic reproduction lighting, finely crafted wainscoting and cabinetry, plus premium materials including slate and copper roofs, Vermont marble, and soapstone. A brick-floored mudroom opens to the heart of the home; an expansive, sun-filled chef's kitchen with butler's pantry, dining area, and bar. Just beyond, a charming kitchen garden provides fresh herbs and seasonal blooms. The adjoining keeping room with fireplace flows into a rustic family/sunroom anchored by a dramatic Vermont fieldstone fireplace. French doors from both rooms open to a gracious slate terrace, creating seamless indoor-outdoor living and entertaining. A hardwired audio system enhances the home's inviting atmosphere. The main level also offers a book-lined library and a private guest bedroom with full bath. Upstairs, the primary suite is a peaceful retreat with a spacious spa-inspired bath. Three additional bedrooms and two full baths provide generous accommodations. Radiant heat throughout ensures year-round comfort. The full basement, complete with radiant heat and a half bath, offers outstanding potential for additional finished living space. Landscaped grounds feature mature gardens, stonework, an outdoor shower, and a hot tub for relaxing beneath the night sky. Completing the property are a two-story attached barn/workshop, a two-car garage with loft storage, and an attached tractor shed. A rare offering which must be seen to fully appreciate. Measurements approximate.

A rare opportunity awaits at this exceptional Dorset Hollow estate, privately situated at the end of exclusive Marcia Lane. Perched high on Dorset Mountain across 16.74 acres, the property captures breathtaking long-range views of Owls Head, Equinox Mountain, and beyond. Built in 2005 by renowned craftspeople, this 7,451-square-foot, five-bedroom, seven-bath estate has undergone a multimillion-dollar renovation, creating an updated, turnkey retreat. Improvements include a new kitchen addition with locally sourced Danby marble and high-end cabinetry, a remodeled primary suite, and comprehensive renovations to the interior, exterior, and grounds. The home offers seamless indoor-outdoor living, flowing onto a wraparound porch and stone patio with an outdoor kitchen. Stone walkways lead to a large lap pool with a diving rock, a ball field, manicured gardens, wildflower meadows, an apple orchard, and an English garden with a fountain and marble bench. Year-round amenities include three wood-burning fireplaces, multiple gathering rooms, a gym, a theater with surround sound and a large wood-burning fireplace, and a hot tub with spectacular views. Speakers serve the first floor, porch, and pool area. The impressive Bensonwood timber-frame barn features an indoor pickleball court and basketball and a full game room. A separate heated equipment barn with power and internet offers space for equipment storage, a woodworking shop, or other uses. Smart-home upgrades include indoor and outdoor lighting controls, thermostats, and a security system with cameras. Wired and wireless internet extends throughout the property, and a full-estate 80 kW generator provides added reliability. Refined finishes include hand-nailed wide-plank pine floors, crown molding, wainscoting, slate, marble, cherry wood, handmade wrought iron, and locally sourced materials. The grand primary suite showcases dramatic Bensonwood timber framing, creating a warm private retreat.

Nestled upon a private hilltop just above the town of Dorset, your sprawling country retreat awaits. Set on 28.61 acres with sweeping mountain views, this enchanting Vermont property offers an impressive combination of luxury, amenities, and beautifully maintained grounds. Perfect for multigenerational living, the entertainer or a growing family; the compound includes a five-bedroom main residence with an attached two car garage, a separate newly renovated guest house with an attached two car garage, an in-ground pool and pool house, a hot tub, a tennis court, an additional freestanding two car garage with storage, extensive stonework and patios, specimen plantings and raised garden beds . Architecturally this home seamlessly blends rustic reclaimed beams and floors with a contemporary, airy floor plan. The great room frames the sweeping mountain view through expansive windows, while a floor-to-ceiling stacked-stone fireplace creates a striking focal point. A wet bar and dual french doors to the stone patio make the space ideal for entertaining, with a generous dining room providing additional room for formal gatherings. The spacious cook’s kitchen features marble countertops and a large island, with an adjoining dining area overlooking the stone terrace and spectacular Taconic mountain views. The three-level home offers both first and second floor primary suites, each with a walk-in closet and custom built-ins, along with an office, billiard room and a lower-level media room with built-in bar and wood-burning fireplace. A converted wine cellar, exercise room, studio space and spacious sauna add flexibility for hobbies, recreation and relaxation. Five fireplaces throughout the home provide warmth and character. A rare combination of acreage, views, indoor and outdoor amenities, and exceptional and flowing living spaces. Just a stone's throw away from New England's finest skiing, golf, and fly fishing.