Homes for Sale near The Dorset School

Set on over half an acre in the heart of East Dorset Village, this newly renovated three-bedroom, two-bath bungalow blends modern upgrades with cozy charm—and even includes a peaceful brook running through the property. Recent upgrades include completely new kitchen and bathrooms and fresh interior paint throughout. The open-concept layout creates a bright,connected space that’s perfect for

David Halligan Four Seasons Sotheby's Int'l Realty

Unmatched Dorset village Charm!!...In the heart of Historic Dorset, just steps away from all village amenities. Leave the car in the garage and stroll to your morning coffee at the Dorset Bakery, pick up groceries at the Union Store or meet friends for dinner at the beloved Barrows House or the historic Dorset Inn after a round of golf at the Field Club or post-theater at the Playhouse. This is a

Sunny Breen Josiah Allen Real Estate, Inc.

Exceptional opportunity to own a versatile mixed-use property located in one of Dorset's designated planned areas, where residential and commercial uses can coexist. Recently utilized as a professional office and later as a residential rental, this flexible property offers endless possibilities for an owner-occupant, investor, or business owner.The main level features four bedrooms, two full

Andy Reed Four Seasons Sotheby's Int'l Realty

Charming Raised Ranch on 2 Acres – Dorset, VTWelcome 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 GarageStep inside to find a bright living room that flows seamlessly into the eat-in kitchen, perfect for everyday

Andrea Kaplan Four Seasons Sotheby's Int'l Realty

Nestled in one of Vermont's most coveted villages, this three-bedroom, two-bathroom home is a canvas waiting for your creative vision. Priced well below assessed value, this property represents a rare opportunity to build equity from day one while enjoying the charm of quintessential New England living. The generous lot gives you room to breathe, garden, or simply watch the seasons paint the

Brian Hill Remax Summit

This Pretty White Cape is located on a low traveled dead end road right off Dorset's Morse Hill Road... equidistance to Manchester and Dorset and an easy walk to the newly transitioning Green Ridge Elementary K-5, for the 26-27 school year. Beautifully maintained, this residence offers a lovely open Dining/Kitchen /Living great-room with vault that beholds sunlight all day long. The quartz

Laura Beckwith Josiah Allen Real Estate, Inc.

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

Tatsiana Clark Four Seasons Sotheby's Int'l Realty

"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

Sunny Breen Josiah Allen Real Estate, Inc.

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

Britt Wohler

Antique charmer in the village of East Dorset was originally built in the 1850s by famous lumberman, F.G. Harwood. An addition was added in 1900, followed by several improvements over time the colonial farmhouse boasts approximately 3,861 sq. ft. including an oversized two car garage all on 1.1 acres. With a sprawling footprint that features a primary bedroom suite with oversized closet, 4

Dana Kingsley Josiah Allen Real Estate, Inc.

Welcome to your next chapter in the charming heart of Vermont, where easy living meets thoughtful design in this beautifully crafted one-level duplex townhouse. If you've been dreaming of a home that eliminates stairs from your daily routine while still delivering style and substance, your search ends here. Step inside and discover an open floor plan that feels both spacious and inviting across

Julie Citron RE/MAX Four Seasons

Dorset Village Investor's choice! Village Commercial... Currently Presenting a 5 unit, 3030 SF residence that can not be reproduced locally. This building has been lifted and a full (includes a small crawl) poured concrete foundation installed... dry as can be... clean as any basement can be hoped for! There are a mix of one bedrooms and studios... The configuration can be easily altered to

Laura Beckwith Josiah Allen Real Estate, Inc.

Welcome to your next chapter in the charming heart of Vermont, where easy living meets thoughtful design in this beautifully crafted one-level duplex townhouse. If you've been dreaming of a home that eliminates stairs from your daily routine while still delivering style and substance, your search ends here. Step inside and discover an open floor plan that feels both spacious and inviting across

Julie Citron RE/MAX Four Seasons

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

Laura Beckwith Josiah Allen Real Estate, Inc.

Tucked away at the end of a gently curved, tree-lined drive, this exceptional contemporary home blends timeless elegance with Vermont charm. A welcoming paver patio leads to the informal entry, while a marble pathway guides you to the striking formal entrance and grand foyer. Inside, locally sourced marble floors flow into rich cherry hardwoods, setting the tone for quality throughout. Soaring

Britt Wohler

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

Carrie Mathews Winhall Real Estate

Located in the desirable Green Peak Orchard, this exceptional custom Greek Revival residence is set on 9.9 private acres surrounded by mature landscaping, stone walls, and terraces. Thoughtfully designed with timeless craftsmanship, the home features wide-plank floors, hand-plastered walls and ceilings, custom moldings, historic reproduction lighting, and finely crafted wainscoting and cabinetry.

Carol O`Connor Four Seasons Sotheby's Int'l Realty

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

Sunny Breen Josiah Allen Real Estate, Inc.

Set on 8.7 private acres with unobstructed mountain views, this three-bedroom plus office home captures the natural beauty of Southern Vermont from nearly every room. The home features an open-concept floor plan designed to maximize light, views, and easy everyday living. Oak flooring extends throughout the main level, staircase, and second-floor hallway. The living room is centered around a

Christiane Carroccio TPW Real Estate

Myrick Mountain serves as the inspirational backdrop views over a private landscaped 1.8 acre yard for this continuous period architectural "Rambler" beginning with the 18th Century center colonial with early expanded balanced wings leading up to the most recent oversized garage addition boasting a full 1 Bedroom apartment over that are accessed by half story stairs down to garage or up to the

Laura Beckwith Josiah Allen Real Estate, Inc.

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

Annette Gallo Real Broker LLC

Set on 23 private acres with sweeping Green Mountain views, this contemporary residence by acclaimed architect Jeff Barnes is thoughtfully composed to engage its landscape at every turn. Walls of glass, soaring ceilings, exposed timber trusses, and stone fireplaces bring scale and warmth to the interiors, while broad windows draw in light and long views from nearly every principal room.

Laura Kottler LandVest, Inc/Woodstock

'MOONLIGHT REFLECTIONS ON AN UPPER HOLLOW SANCTUARY'... This stunning rare estate sits on 66 secluded acres of unspoiled beauty, offering breathtaking sweeping views of two luminous ponds, where moonlight reflections shimmer across the water each evening, creating a truly magical feeling. Inside you will find a contemporary open layout anchored by a dramatic stone fireplace, perfect for cozy

Sunny Breen Josiah Allen Real Estate, Inc.

Set along the rise of Morse Hill Road, this Dorset home has the quiet gravity of a place that feels discovered rather than merely shown. It carries the attributes buyers most often hope to find here: privacy, scale, high ceilings, fireplaces, a substantial bedroom count, ski access, village proximity, and a layered mountain outlook beyond the road, where the ridgeline appears through the trees

Hayleyanne Van Der Kar Four Seasons Sotheby's Int'l Realty

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

Gregory Cutler Four Seasons Sotheby's Int'l Realty

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

David Halligan Four Seasons Sotheby's Int'l Realty

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

Laura Beckwith Josiah Allen Real Estate, Inc.

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

David Halligan Four Seasons Sotheby's Int'l Realty

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,

Britt Wohler