Dorset Real Estate

The town of Dorset is the quintessential Vermont community. Dorset features picturesque rolling hills and clapboard New England architecture. History meets rural privacy in Dorset. In addition to picturesque scenery, you will also find plenty to do from shopping to dining. Dorset makes a fantastic seasonal retreat or a place to call home year-round.  

Explore current real estate for sale in Dorset, Vermont. If you have any questions or if you'd like to see any of these properties in person, call 802-793-2002 or contact us online.

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73 Pine Road Dorset VT 05251

Dorset, VT73 Pine Road

Price$3,275,000

Est. Mortgage: $/month

MLS Number 4994366

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 6
  • Bathroom 4

This custom-designed modern farmhouse in Dorset, Vermont was completed in 2023. Soaked in natural light, this sunny home may be everything you are looking for. Spectacular mountain and valley views from this private location, yet minutes from all the best of Southern Vermont. Every detail is completely planned and executed - from the Marvin Ultimate windows to the Waterworks bathtub, the finishes and fixtures are all quality selections. The property consists of a four-bedroom home and a two-bedroom guest cottage on 6 acres. A sophisticated Vermont style, the open living space with white oak floors is filled with light and character. The wood ceiling in kitchen area brings dimension, and the custom mahogany doors exhibit superb craftsmanship. The master suite is on the main floor with custom walk-in closets, a Danby marble bathroom, and its own mahogany deck. The second level features three bedrooms and a full bathroom. The guest cottage was renovated in 2002. Backup generators for both main house and guest house. Radiant heat is provided throughout, and supplemental mini-splits provide air conditioning. Oversized two-car garage attached to main house. 11 minutes to skiing at Bromley, 8 minutes to dinner in Manchester, and 8 minutes to the Dorset Farmers Market. This location has been coveted for years, and now it can be yours.

Listed by Chrissy Carroccio of TPW Real Estate

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$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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842 Dorset West Road Dorset VT 05251

Dorset, VT842 Dorset West Road

Price$1,399,000

Est. Mortgage: $/month

MLS Number 5006907

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 6

Spacious luxury contemporary on 15 amazing acres conveniently located on the Dorset West Road. 4 bedrooms including a primary suite on the main floor with adjoining office and huge walk-in closet. Second primary with bath on second floor. Living room with massive stone fireplace and bar area. Well planned and equipped kitchen. Comfortable dining room between living room and kitchen. Separate guest wing with 2 additional bedrooms, and bath. Large mostly finished basement with additional family space. Outdoor area with with covered porches upstairs and wrap-around down. Bocci court, fenced garden, terraced dining areas and BBQ space. Natural serenity and wildlife on the Dorset marsh. Mountain views- what more can you ask for. Great value- come see. House being sold "as is"

Listed by Jill Simon of Josiah Allen Real Estate,Manchester Branch Office

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%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3149 Morse Hill Road Dorset VT 05251

Dorset, VT3149 Morse Hill Road

Price$850,000

Est. Mortgage: $/month

MLS Number 5031988

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 2
  • Bathroom 4

Nestled in the scenic town of Dorset, this exquisite three-bedroom, four-bathroom home offers a perfect blend of comfort and sophistication. This latest addition to the market graces a generous 2,144 square feet of meticulously designed living space. Upon entry, you'll be greeted by an astonishingly modern sweet kitchen, boasting granite countertops, pretty white cupboards, a two tier bar and sliders leading out to the tranquil Vermont Blue Stone patio overlooking your own stream-fed pond. This home's layout seamlessly transitions into a living/dining area, enhanced by the propane fireplace, where soaring cathedral ceilings supplies an abundance of natural light, craft an atmosphere of elegance and openness. An in-home office space offers privacy off the foyer featuring a pellet stove for added heat. First floor primary bedroom en-suite offers a private retreat and sliders leading out to the serene hot tub under the stars. The second floor host two well-appoiinted bedrooms and a jack-n-jill 3/4 bath. Practicality meets leisure with an expansive basement family room that boasts a wet bar - ideal for entertaining. Oversized two car garage protects you from the elements and a great workshop just outside the door is a perfect escape to create. From the breathtaking cathedral ceilings to the cozy bar in the basement, and the enchanting outdoor spaces, every element of this Dorset gem is designed to delight and inspire. Here's where your new chapter eagerly awaits!

Listed by Nancy Greenwood of Watson Realty & Associates

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$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3622 Dorset West Road Dorset VT 05251

Dorset, VT3622 Dorset West Road

Price$750,000

Est. Mortgage: $/month

MLS Number 5015850

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

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.

Listed by Sunny Breen of Josiah Allen Real Estate,Inc.

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$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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147 Spring Hill Lane Dorset VT 05251

Dorset, VT147 Spring Hill Lane

Price$645,000

Est. Mortgage: $/month

MLS Number 5032522

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

Come see this charming 3 bedroom cottage, nestled on private road with stunning mountain views. Perched atop a hill, this home offers a peaceful retreat with beautiful scenery. The spacious primary bedroom features an ensuite bath and extensive closet space, while two additional bedrooms provide perfect guest rooms or office space. At the heart of the home, the inviting living room boasts large windows that frame the views, a central fireplace, and soaring ceilings. The kitchen has stainless steel appliances, a center island, and sliders that open to the patio which extends the living space outside. One of the best additions by the current owner is the newly built screened in porch- perfect for enjoying the outdoors without the hassle of mosquitos! Other improvements include a heat pump for added efficiency and cooling during the summer, foam insulation, updated electrical and plumbing, a new water heater, new oil tank, new washer and dryer, new gutters and a new mound septic system. Don't miss the opportunity to own this beautifully updated cottage in an idyllic setting. Centrally located just 2 miles from the Dorset Green and 10 minutes to the middle of Manchester. All measurements are approximate. Showings start Friday March 21st. Public open house Saturday March 22nd 11-1pm.

Listed by Katherine Zilkha of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2354 Danby Mountain Road Dorset VT 05251

Dorset, VT2354 Danby Mountain Road

Price$595,000

Est. Mortgage: $/month

MLS Number 5020758

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

Dorset Mountain retreat offering spectacular mountain views of Taconic Mountain Range featuring 7 acres and proximity to year-round outdoor recreation. Snowshoeing, cross country skiing, hiking and mountain biking right here. Fabulous location minutes from Dorset Green. This 3-bedroom, 2-bathroom home is the perfect mountain getaway or a full-time residence offering peace and privacy. The spacious main living area features vaulted ceilings and a grand wood-burning fireplace, ideal for cozy gatherings. The chef's kitchen, incredible brick chimney, and venting system offers cook-top and double ovens, while the copper hood offers a warm and inviting atmosphere. The dining room opens up to the back grilling deck, expanding the dining area. The spacious living room with sliders out to the screened-in porch overlooks the gorgeous mountain vistas, inviting you to relax and savor the beauty of every season. The lower level includes an additional living area with a second cozy fireplace and a walk-out, offering versatile space for guests or a private retreat. Located just a short drive from the vibrant shops and dining of Manchester Village and near top ski destinations like Bromley and Stratton, this home places you at the heart of Vermont's best outdoor adventures, from skiing and hiking to fishing and more. With a welcoming circular driveway, this Dorset Chalet promises the quintessential Vermont lifestyle, blending natural beauty, outdoor recreation, and small-town charm.

Listed by Margretta Fischer of Wohler Realty Group

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$
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$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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120 Village Street Dorset VT 05253

Dorset, VT120 Village Street

Price$479,000

Est. Mortgage: $/month

MLS Number 5023329

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 4

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 additional bedrooms, 3 1/2 baths, a formal dining room, large living room as well as front parlor. The large kitchen with a center island, 6 burner gas range opens to a deck patio on one side and the large garage on the other. Most of the wood floors are Brazilian cherry, combined with antique maple upstairs, and pale bamboo in the primary suite. There is a feel of the rambling farmhouse in this home, artfully combined with the contemporary elements and comforts. Just a short distance to Manchester, this large , yet cozy home would make the perfect place for a growing family, or to develop into multiplex housing with a few units, as there is already the footprint of a duplex here with two kitchen hook-ups, basements, and furnaces. Recent zoning changes will make this home “mixed-use residential”, opening up a host of creative possibilities for small business as well as housing. Great location & excellent school choice. Worth the trip!

Listed by Jill Simon of Josiah Allen Real Estate,Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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297 Mad Tom Road Dorset VT 05253

Dorset, VT297 Mad Tom Road

Price$475,000

Est. Mortgage: $/month

MLS Number 5023390

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

Set in the heart of one of Vermont's most picturesque historic towns, this home blends timeless charm with modern comforts. Newly renovated, this house offers the perfect haven for full-time living or an idyllic getaway. With the hard work complete, there are just a few finishing touches left to make it truly your own. Step inside and be greeted by an open and inviting layout, redesigned to enhance natural light and flow. A Jotul wood-burning stove, complete with a custom brick hearth, adds to the warm ambiance. The recently leveled and reinforced floor anchors a redesigned kitchen featuring custom cabinetry, soapstone countertops, and brand-new appliances. Adjacent to the breakfast nook is a large laundry area and mudroom, with French doors that lead to an outdoor patio. Upstairs, walls have been removed to open up the hallway and staircase. The primary bedroom offers a walk-in closet and stunning en-suite bathroom. Both bathrooms feature custom tile work and marble countertops. Many modern updates ensure comfort and peace of mind, including all-new plumbing, upgraded electrical, and zoned heating. Energy-efficient windows and a freshly installed roof add both style and efficiency. Outside, a one-car garage offers generous storage, while the upper level is brimming with potential-perfect for a studio, apartment, or your own creative vision.Don't miss this rare opportunity to own a nearly finished dream home that offers the perfect blend of history and modern living.

Listed by Dana Haley of Diamond Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2937 Dorset West Road Dorset VT 05251

Dorset, VT2937 Dorset West Road

Price$410,000

Est. Mortgage: $/month

MLS Number 5013651

  • Land
  • County Bennington
  • Square Feet 117,612
  • Acreage 2.7

Prime Buildable Lot in Dorset - Embrace the Best of All Worlds Discover a rare opportunity to own a ready-to-build lot in the heart of Dorset, perfectly positioned to offer unparalleled access to the town's finest attractions. Just moments from scenic hiking trails, the picturesque Dorset Green, and the esteemed Dorset Field Club, this property is your gateway to a lifestyle of outdoor adventure and community charm. With multiple building sites available, you can design your dream home to maximize the stunning natural beauty and captivating views of this desirable location. Whether you envision a cozy retreat or a grand residence, this lot provides the flexibility to create a space that's uniquely yours in an ideal setting. Don't miss your chance to build in a location that offers the best of all worlds-where convenience, natural beauty, and community spirit converge.

Listed by Andrea Kaplan of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2506 Danby Mountain Road Dorset VT 05251

Dorset, VT2506 Danby Mountain Road

Price$239,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5008276

  • Land
  • County Bennington
  • Square Feet 226,512
  • Acreage 5.2

This 5.2 acre lot is a great opportunity to build your Vermont dream home. As a result of a fire, a log home was destroyed, but there is a drilled well, existing septic system, and power to the site as well as a roughed in driveway. Also there is a fenced in clay tennis court that just needs a little TLC. Wonderful opportunity for a full or part time home come and take a look!

Listed by David Shehadi of Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3093 Route 30 Dorset VT 05251

Dorset, VT3093 Route 30

Rental Price$9,000

For Rent

MLS Number 5020423

  • Rentals
  • County Bennington
  • Property Type Rental
  • Bedrooms 3
  • Bathroom 3

Wonderful Dorset Village Historic Colonial, private and completely protected by the established vintage tree line that buffers the neighbors and Route 30. Walk to Village location, this property has been fully renovated with updated kitchen and baths. The house is warm and welcoming with front and side covered porch entrance while the rear screened porch creates an expansive summer room to the south and west. The living room is front to back featuring a center fireplace and wood flooring throughout. An newly updated farmhouse kitchen boasts pantry and laundry and opens up to the dining room for kitchen/great room affect. There is a main level master bedroom and bath. A lovely staircase brings one up to a proper landing with 4 corner bedrooms and two more baths! Truly a lovely home for a Dorset Village family vacation! Window AC units.

Listed by Elizabeth Romano of Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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294 Green Peak Orchard S Dorset VT 05251
For Rent

MLS Number 5032072

  • Rentals
  • County Bennington
  • Property Type Rental
  • Bedrooms 4
  • Bathroom 4

Escape to a stunning summer retreat in Southern Vermont, featuring 4 spacious bedrooms and 3.5 baths. Nestled in the heart of nature, this property offers breathtaking mountain views, perfect for relaxation and outdoor adventures. Open-concept living/kitchen area with plenty of seating, a wood burning fireplace, and panoramic mountain views. Kitchen is fully equipped with modern appliances, perfect for family meals and entertaining. 3 bedrooms located on the first floor with 2 baths, sitting area and laundry. Upstairs boasts kitchen, living room, sunroom, primary bedroom with en suite bath and powder room. Expansive deck and sunroom to enjoy the stunning views and all nature has to offer. Peaceful and private, yet conveniently close to hiking trails, local dining, and shops in Dorset and Manchester. Available: April 15, 2025 - September 15, 2025 Price: $6,500/Monthly

Listed by Elizabeth Romano of Josiah Allen Real Estate,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1728 Route 30 Dorset VT 05251

Dorset, VT1728 Route 30

Rental Price$6,000

For Rent

MLS Number 5032207

  • Rentals
  • County Bennington
  • Property Type Rental
  • Bedrooms 3
  • Bathroom 4

Escape to Cody Cottage, a charming 3 bed, 3 bath home perfect for outdoor enthusiasts and families alike! Nestled next to the scenic Dorset Quarry, this cozy retreat offers easy summer swimming and breathtaking mountain views. Vaulted ceiling in the living room with dining that opens to the updated kitchen with 2 seat island. 1st Floor has the primary bedroom with en suite bath, a guest bedroom with hallway bath and laundry. 2nd floor loft boasts a 3rd bedroom, hallway bath and office space. Enjoy morning coffee or evening sunsets on the private deck. Explore nearby trails up Raptor Lane, perfect for hiking enthusiasts. Just 15 minutes to Bromley Mountain and 30 minutes to Stratton Mountain for winter skiing. Don't miss out on this opportunity to live in a serene mountain setting with all the amenities you need for an active lifestyle! Available: April 18th, 2025 (RENTED: November 15th, 2024 - April 15th, 2025) Price: $5,500 / Month Plus $500 per month for utilities (Off Season) $6,000/ Month plus $500 per month for utilities (Prime Season)

Listed by Elizabeth Romano of Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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365 Dogpatch Lane Dorset VT 05251

Dorset, VT365 Dogpatch Lane

Rental Price$4,000

For Rent

MLS Number 5015160

  • Rentals
  • County Bennington
  • Property Type Rental
  • Bedrooms 3
  • Bathroom 2

Winter Seasonal Rental! Escape to this charming 3 bedroom, 1.5 bath retreat, perfect for a cozy winter getaway! Nestled in the serene landscapes of Dorset, this private hideaway offers a warm and inviting atmosphere. Relax in the sunroom, a perfect spot for morning coffee or afternoon reading. Fully equipped kitchen with half bath and laundry room. Open living/dining floor plan with woodstove and mudroom. 2nd Floor boasts 3 bedrooms and 1 full bath. Beautiful wood floors throughout add to its rustic charm. Embrace the tranquility of the winter season in this cozy hideaway. Driveway requires a 4-Wheel drive vehicle. Garage is not for tenant use. Available: November 15th, 2024 - March 15th, 2025 Price: $4,000/Monthly plus Heat and Electric

Listed by Elizabeth Romano of Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated March 23, 2025 3:22 AM EDT