Dorset, VT Homes

• 

  

  

  /60

  $1,600,000

  • 5 Beds
  • 4.5 Baths
  • 4,243 Sq Ft

  397 Fern Hill, Dorset, VT 05251

  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.

  (802) 644-3043

  397 Fern Hill, Dorset, VT 05251
• 

  

  

  /17

  $2,300 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  3789 Dorset West Rd, Dorset, VT 05251

  YEAR ROUND Rental - Unfurnished One-Bedroom Super cool one-bedroom unfurnished renovated Carriage House perched high above the Dorset West Road. Just a short distance from the Dorset Inn, the Dorset Theatre, the Dorset Field Club, and the beloved Dorset Union Store. UTILITIES INCLUDED. Use of the 1-car GARAGE also included in the rent. The Landlord requires references, background, and

  

  Kristin Comeau

  TPW Real Estate

  (802) 423-3173

  3789 Dorset West Rd, Dorset, VT 05251
• 

  

  

  /16

  $282,500 Sold Nov 03, 2025

  • Land
  • 10.15 Acres
  • $27,833 per Acre

  • 19 Days On Market

  0 Foote Rd Unit 5053891, Dorset, VT 05251

  Discover the perfect blend of privacy, natural beauty, and convenience with this stunning 10.15-acre parcel located on peaceful Foote Road in Dorset, Vermont. Tucked away in a quiet and quaint setting, this exceptional property offers the ideal canvas for your dream home or getaway retreat. The land features a harmonious mix of cleared and wooded acreage, providing both open space for building

  David Shehadi Josiah Allen Real Estate, Inc.

  0 Foote Rd Unit 5053891, Dorset, VT 05251
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  /32

  Est $1,319,653 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,507 Sq Ft

  40 Nims, Dorset, VT 05251

  40 Nims, Dorset, VT 05251
• 

  

  

  /47

  $1,500,000

  • Land
  • 38.57 Acres
  • $38,890 per Acre

  500 Nims Rd, Dorset, VT 05251

  This Majestic and Private 38 + acre parcel located nearby the Dorset Village, is tucked away on an elevated and prepped site which just happens to be one of the most dreamy and picturesque estate quality lands offered in all of Dorset. Just a mile from the Dorset Green and perched up on a knoll with nothing less than amazing mountain views to the south, east and the north. Absolutely stunning

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 634-4776

  500 Nims Rd, Dorset, VT 05251
• 

  

  /31

  $6,500 per month

  • 4 Beds
  • 3.5 Baths
  • 2,340 Sq Ft
  • House for Rent

  294 Green Peak Orchard S, Dorset, VT 05253

  Escape to a stunning summer/winter 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

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 644-7034

  294 Green Peak Orchard S, Dorset, VT 05253
• 

  

  /15

  $380,000 Sold Oct 15, 2025

  • Land
  • 16 Acres
  • $23,750 per Acre

  • 0 Days On Market

  0 Tower Rd Unit 28, Dorset, VT 05251

  Very Private Wooded Parcel off of Tower Road sharing a drive with the neighbor... Mountain Views... borders Green Mountain National Forrest...a great 16 acre residential parcel that supports quiet enjoyment of Dorset's quiet end of the Dorset Hollow Location. The 4 BR VT WW permit is in place. A well exists on the property... rough drive in place. Woods roads and an easement exists on

  Laura Beckwith Josiah Allen Real Estate, Inc.

  0 Tower Rd Unit 28, Dorset, VT 05251
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  /40

  Est $2,791,500 Not Listed For Sale

  • 5 Beds
  • 7.5 Baths
  • 8,700 Sq Ft

  440 Marcia Ln, Dorset, VT 05251

  440 Marcia Ln, Dorset, VT 05251
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  /33

  $2,295,000

  • 4 Beds
  • 5.5 Baths
  • 4,506 Sq Ft

  3039 Vermont 30, Pawlet, VT 05761

  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

  3039 Vermont 30, Pawlet, VT 05761
• 

  

  /37

  $8,000 per month

  • 3 Beds
  • 3 Baths
  • 1,980 Sq Ft
  • House for Rent

  3093 Route 30, Dorset, VT 05251

  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

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 255-8729

  3093 Route 30, Dorset, VT 05251
• 

  

  /40

  $1,500,000 Sold Oct 01, 2025

  • 3,436 Sq Ft
  • $437/SF
  • 116 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1850

  59 Church St, Dorset, VT 05251

  Exceptional Dorset Church St. offering. Spacious c 1850s Italianate with Greek Revival features in remarkable condition with new roof, windows, refinished floors, A/C. Spacious, bright eat-in kitchen large parlor living room with fireplace, dining room. First floor master suite, bright well-appointed eat-in kitchen and updated bathrooms. 4-5 bedrooms, Large level yard, stone walled terraces

  R. Diedrich August

  59 Church St, Dorset, VT 05251
• 

  

  /33

  Est $434,484 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,020 Sq Ft

  885 Mad Tom Rd, East Dorset, VT 05253

  885 Mad Tom Rd, East Dorset, VT 05253
• 

  

  /46

  $1,495,000

  • 4 Beds
  • 4.5 Baths
  • 5,170 Sq Ft

  50 Grouse Ln, Dorset, VT 05251

  Custom built Dorset Hollow estate offered for the first time since 1998. Located on 10 extremely private acres, this 5,100 sqft home offers 4 bedrooms and five bathrooms, plus a two car attached garage. Many fine features including: four fireplaces, verdi marble flooring, marvin windows, slate roof, viessmann boiler - all top of the line. The living room is exceptional w large wood burning

  David Halligan Four Seasons Sotheby's Int'l Realty

  50 Grouse Ln, Dorset, VT 05251
• 

  

  /38

  $715,000 Sold Sep 29, 2025

  • 2,120 Sq Ft
  • $337/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1972

  343 Kelleher Rd, Dorset, VT 05251

  This peaceful 3-bedroom Dorset cottage, situated on 1.75 acres, has undergone extensive renovation over the past four years, making it truly move-in ready. Just 2.7 miles to the Dorset Farmers Market and 4.4 miles to the Manchester roundabout, the location is ideal. Recent improvements include a new roof, windows, electrical system, water filtration, backup generator, new bathrooms, fresh

  Christiane Carroccio TPW Real Estate

  343 Kelleher Rd, Dorset, VT 05251
• 

  

  /38

  Est $725,603 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,828 Sq Ft

  96 Mount Aeolus Ln, East Dorset, VT 05253

  96 Mount Aeolus Ln, East Dorset, VT 05253
• 

  

  /52

  $2,300,000

  • 6 Beds
  • 3 Baths
  • 3,340 Sq Ft

  215 & 221 Vt Route 30, Dorset, VT 05251

  Two homes, multiple barns and outbuildings on 69 incredible acres in Dorset, VT. Nestled in the Green Mountains, 215 Route 30 the 1780s farmhouse featuring 3 bedrooms, 2 baths with 1645 finished sqft. The second building, nestled away from the road is 221 Route 30 built in 1940 with 3 bedrooms and 2 baths. 1800 sqft. The property offers pastoral venues, mature forest, and scenic mountain views. A

  Margretta Fischer Wohler Realty Group

  215 & 221 Vt Route 30, Dorset, VT 05251
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  /21

  $465,000 Sold Sep 12, 2025

  • 1,472 Sq Ft
  • $316/SF
  • 2 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1757

  4195 Route 30, Dorset, VT 05251

  Step back in time with this charming circa 1757 cottage, a true testament to history, standing strong through the British invasion, the Revolution, and early American frontier days, this home boast solid bones, and timeless character! Nestled in, with lovely views, it exudes unique historical allure!This is ideal for those who appreciate historic homes and are ready to update and personalize.

  Sunny Breen Josiah Allen Real Estate, Inc.

  4195 Route 30, Dorset, VT 05251
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  /6

  Est $742,554 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,703 Sq Ft

  18 Lane Rd, Dorset, VT 05251

  18 Lane Rd, Dorset, VT 05251
• 

  

  /40

  $1,525,000

  • 4 Beds
  • 3 Baths
  • 3,931 Sq Ft

  932 Mcnamara Rd, Dorset, VT 05251

  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

  Britt Wohler

  932 Mcnamara Rd, Dorset, VT 05251
• 

  

  /57

  $2,200,000 Sold Sep 12, 2025

  • 6,358 Sq Ft
  • $346/SF
  • 57 Days On Market

  • 7 Beds
  • 6.5 Baths
  • Built 1928

  349 Kent Hill Rd, Dorset, VT 05251

  Located in the heart of Dorset Village, just a short walk to the town green, this stunning 7-bedroom, 7-bath residence, built in 1928, is a rare find. Set on 4 hill top acres, the property exudes timeless elegance, blending the charm of its historic roots with thoughtful modern updates. Inside, you will discover a captivating blend of warmth and sophistication. The gourmet kitchen, the heart of

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  349 Kent Hill Rd, Dorset, VT 05251
• 

  

  /40

  Est $528,942 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  601 Peace St, Dorset, VT 05251

  601 Peace St, Dorset, VT 05251
• 

  

  /40

  $1,350,000

  • 2 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  81 Fern Hill, Dorset, VT 05251

  Storybook Cape full of comfort and charm in a private location surrounded by gardens, specimen maples and an unusual acre of pachysandra ground cover.The home's living room centers around a traditional fireplace and French doors leading to a slate terrace overlooking established gardens. The sun filled dining room features built in cabinets and leads to a custom designed kitchen. A sunroom

  Elena Atwill Four Seasons Sotheby's Int'l Realty

  81 Fern Hill, Dorset, VT 05251
• 

  

  /50

  $1,275,000 Sold Sep 05, 2025

  • 3,610 Sq Ft
  • $353/SF
  • 79 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1960

  3360 Dorset Rd W, Dorset, VT 05251

  Exceptional Dorset Contemporary with Classic Craftsmanship & Modern ComfortsSet on 1.86 peaceful acres abutting Dorset Field Club property, this beautifully maintained four-bedroom, five-bath contemporary home offers privacy, elegance, and an ideal Vermont lifestyle. Surrounded by nature and just moments from Dorset Village, this property blends timeless design with thoughtful updates,

  David Halligan Four Seasons Sotheby's Int'l Realty

  3360 Dorset Rd W, Dorset, VT 05251
• 

  

  /23

  Est $514,888 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,722 Sq Ft

  30 Owls Head Hill Ln, Dorset, VT 05251

  30 Owls Head Hill Ln, Dorset, VT 05251
• 

  

  /37

  $1,275,000 Under Contract

  • 5 Beds
  • 4.5 Baths
  • 4,686 Sq Ft

  7 Timberbrook N, Dorset, VT 05251

  Contemporary Luxury Farmhouse with two separate lots totaling 4.7 acres that combines amazing mountain views with the Modern Efficiency and Cost Savings of Geothermal Cooling & Heating and a Private Ground Mounted Tracking Solar Array! Natural light floods the entire home that includes a private primary suite, additional 4 bedrooms and 4 bathrooms. A large entry and foyer leads to the

  Gregory Cutler Four Seasons Sotheby's Int'l Realty

  7 Timberbrook N, Dorset, VT 05251
• 

  

  /60

  $1,369,000 Sold Sep 04, 2025

  • 3,967 Sq Ft
  • $345/SF
  • 12 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1987

  393 Red Tail Ln, Dorset, VT 05251

  Stunning contemporary design with elevated mountain views, three bedrooms, four bathrooms, on 11.52 secluded acres in Dorset Hollow. Many recent improvements including: propane baseboard heat, mini-splits for a/c, kitchen redesign, and screened in porch. This home offers an open floor plan with floor to ceiling windows, wood burning fireplace, access to rear sundeck, and wonderful unobstructed

  David Halligan Four Seasons Sotheby's Int'l Realty

  393 Red Tail Ln, Dorset, VT 05251
• 

  

  /16

  Est $626,191 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  21 Peace St, Dorset, VT 05251

  21 Peace St, Dorset, VT 05251
• 

  

  /40

  $875,000

  • 6 Beds
  • 5 Baths
  • 5,689 Sq Ft

  2677 Route 30, Dorset, VT 05251

  Dorset Historic six-bedroom farmhouse with an apartment above a garage on 1.79 acres with view. This charming home blends Vermont rustic appeal with modern family living.Upon entering, you'll find a brightly lit mudroom with wide board flooring, built-in shelving, and ample space for all seasons. This leads into a large breakfast room that adjoins the kitchen and family rooms. The first

  Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  2677 Route 30, Dorset, VT 05251
• 

  

  /60

  $2,150,000 Sold Sep 04, 2025

  • 4,975 Sq Ft
  • $432/SF
  • 36 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1983

  341 Danby Mountain Rd, Dorset, VT 05251

  Spectacular Dorset 24 acre Architect Designed Estate conveniently located 1.3 miles from the Dorset Green boasting level stone walled perennial gardens, meadows and woodlands, water ways and pond with established walking paths meandering throughout this compound creating ideal indoor - outdoor transitions to be embraced quietly amongst song birds and completely away from all hustle and bustle!

  Laura Beckwith Josiah Allen Real Estate, Inc.

  341 Danby Mountain Rd, Dorset, VT 05251
• 

  

  /16

  Est $477,946 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,129 Sq Ft

  85 Benedict Rd, East Dorset, VT 05253

  85 Benedict Rd, East Dorset, VT 05253
• 

  

  /48

  $3,285,000

  • 5 Beds
  • 6 Baths
  • 6,900 Sq Ft

  68 Green Peak Orchard Rd N, Dorset, VT 05253

  Located in Green Peak Orchard, this custom Greek Revival home on 9.9 aces features wide-planked floors, custom moldings, hand-plastered walls and ceilings, historic reproduction lighting and custom wainscotting & cabinetry. Slate and copper roofs as well as Vermont marble and soapstone complete the authentic details of this striking residence. The home welcomes you through a brick-floored mudroom

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

  68 Green Peak Orchard Rd N, Dorset, VT 05253
• 

  

  /23

  $525,000 Sold Aug 29, 2025

  • 2,139 Sq Ft
  • $245/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1910

  62 Dorset Village Ln, Dorset, VT 05251

  Charming Home in Quaint Dorset Village SettingNestled on a gentle knoll above the heart of Dorset Village, this delightful home offers the perfect blend of privacy and convenience. Just a short stroll to village amenities and mere moments from the renowned Pinnacle hiking trails, the location is ideal for those seeking both community charm and outdoor adventure.Brimming with

  Andrea Kaplan Four Seasons Sotheby's Int'l Realty

  62 Dorset Village Ln, Dorset, VT 05251
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  /32

  Est $370,657 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 890 Sq Ft

  5085 Route 30, Dorset, VT 05251

  5085 Route 30, Dorset, VT 05251
• 

  

  /20

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  27 Owls Head Hill Ln, Dorset, VT 05251

  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

  27 Owls Head Hill Ln, Dorset, VT 05251
• 

  

  /58

  $1,672,500 Sold Aug 25, 2025

  • 6,165 Sq Ft
  • $271/SF
  • 41 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2004

  75 Church St, Arlington, VT 05250

  Picture Postcard Perfect! Built in harmony with nature, filled with color and warmth, spectacular floor plan including a very impressive great room, gorgeous first floor primary bedroom, great finished lower level. Not to mention within walking distance to the Dorset Inn, Dorset Field Club, and all the amenities of lovely Church Street! The future owner will certainly be lucky to take stewardship

  Sunny Breen Josiah Allen Real Estate, Inc.

  75 Church St, Arlington, VT 05250
• 

  

  /27

  Est $635,349 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,708 Sq Ft

  2533 Route 30, Dorset, VT 05251

  2533 Route 30, Dorset, VT 05251
• 

  

  /38

  $950,000

  • 4 Beds
  • 3.5 Baths
  • 4,650 Sq Ft

  81 Windward S, Dorset, VT 05251

  Set on a quiet private road in the heart of Dorset, Vermont, this distinguished four bedroom Colonial blends classic New England architecture with modern comfort. Framed by mountain views and surrounded by natural beauty, the property offers the perfect balance of privacy, charm, and convenience. Inside, you’ll find inviting spaces designed for both everyday living and gracious entertaining.

  Adrienne Sherwood Four Seasons Sotheby's Int'l Realty

  81 Windward S, Dorset, VT 05251
• 

  

  /45

  $1,390,000 Sold Aug 20, 2025

  • 3,165 Sq Ft
  • $439/SF
  • 33 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1931

  92 Barrows Heights, Dorset, VT 05251

  A rare offering in Dorset Village. Set on nearly four private acres just a short stroll from the Dorset Village Green, this masterfully restored 1931 Saltbox Colonial blends timeless New England charm with elevated modern living. Renovated in 2020, the home offers over 3,000 square feet of sunlit, versatile rooms for work, play, or rest; ideal as a full-time residence or refined seasonal

  Katherine Zilkha Four Seasons Sotheby's Int'l Realty

  92 Barrows Heights, Dorset, VT 05251
• 

  

  /27

  Est $733,126 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,604 Sq Ft

  216 Church St, Dorset, VT 05251

  216 Church St, Dorset, VT 05251
• 

  

  /36

  $749,000

  • 3 Beds
  • 2.5 Baths
  • 4,683 Sq Ft

  2744 Danby Mountain Rd, Dorset, VT 05251

  This luxurious mountain escape blends the best of both worlds -peaceful days surrounded by nature's beauty, with hiking, birding, and ski touring steps from your yard, along with nearby access to Dorset Village's dining, arts, and the renowned Dorset Field Club. A new wrap-around Trex deck invites you to relax or dine outdoors while enjoying sweeping views of lush gardens and mountain ridgelines.

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  2744 Danby Mountain Rd, Dorset, VT 05251

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