Dorset, VT Homes

/45
$1,390,000 Sold Aug 20, 2025

92 Barrows Heights, Dorset, VT 05251
- 5 Beds
- 4 Baths
- 3,165 Sq Ft
- Built 1931
Last Sold Summary
- $439/SF
- 33 Days On Market
Current Estimated Value $1,531,036

Last Listing Agent Katherine Zilkha Four Seasons Sotheby's Int'l Realty

92 Barrows Heights, Dorset, VT 05251

/31
Est $799,806 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,592 Sq Ft
161 Dorset Hill Rd, East Dorset, VT 05253

161 Dorset Hill Rd, East Dorset, VT 05253

/60
$5,600,000
- 5 Beds
- 5.5 Baths
- 4,674 Sq Ft
1060 Upper Hollow Rd, Dorset, VT 05251

'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.

1060 Upper Hollow Rd, Dorset, VT 05251
/58
$1,672,500 Sold Aug 25, 2025

75 Church St, Arlington, VT 05250
- 5 Beds
- 5.5 Baths
- 6,165 Sq Ft
- Built 2004
Last Sold Summary
- 7% Below List Price
- $271/SF
- 41 Days On Market
Last Listing Agent Sunny Breen Josiah Allen Real Estate, Inc.

75 Church St, Arlington, VT 05250

/34
Est $395,149 Not Listed For Sale
- 1 Bed
- 1 Bath
- 852 Sq Ft
184 Dorset Hollow Rd, Dorset, VT 05251

184 Dorset Hollow Rd, Dorset, VT 05251

/4
$275,000 Pending
- 3 Beds
- 2 Baths
- 2,520 Sq Ft
456 Kelleher Rd, Dorset, VT 05251

Value-add opportunity in Dorset. This three-bedroom, multi-level home offers strong upside for investors or buyers looking to renovate and build equity. The existing footprint supports an open-concept kitchen and dining area with a spacious living level above. The home includes a primary bedroom with full bath, an additional 3⁄4 guest bath, and a large two-car attached garage. The basement offers

Andrea Kaplan Four Seasons Sotheby's Int'l Realty

456 Kelleher Rd, Dorset, VT 05251
/38
$875,000 Sold Dec 19, 2025

81 Windward S, Dorset, VT 05251
- 4 Beds
- 3.5 Baths
- 4,650 Sq Ft
- Built 1981
Last Sold Summary
- 10% Below List Price
- $188/SF
- 58 Days On Market
Last Listing Agent Adrienne Sherwood Four Seasons Sotheby's Int'l Realty

81 Windward S, Dorset, VT 05251

/19
Est $881,730 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,912 Sq Ft
239 Cheney Rd, Dorset, VT 05251

239 Cheney Rd, Dorset, VT 05251

/21
$249,000
- Land
- 3.42 Acres
- $72,807 per Acre
0 Havoc Hill Unit 29, Dorset, VT 05253

Tranquility and Adventure Await on Havoc Hill. Discover 3.42 plus private, wooded acres nestled atop storied Havoc Hill in charming East Dorset, Vermont. Known for its beauty and historic ties to early Vermont logging and farming communities, Havoc Hill offers a rare opportunity to own land rich in character and natural serenity. Set off the picturesque Mad Tom Road, this secluded parcel is fully

Timothy Apps Four Seasons Sotheby's Int'l Realty

0 Havoc Hill Unit 29, Dorset, VT 05253
/40
$1,500,000 Sold Oct 01, 2025

59 Church St, Dorset, VT 05251
- 5 Beds
- 4.5 Baths
- 3,436 Sq Ft
- Built 1850
Last Sold Summary
- 17% Below List Price
- $437/SF
- 116 Days On Market
Current Estimated Value $1,556,244

Last Listing Agent R. Diedrich August

59 Church St, Dorset, VT 05251

/37
Est $703,079 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,390 Sq Ft
2523 Route 30, Dorset, VT 05251

2523 Route 30, Dorset, VT 05251

/2
$425,000
- Land
- 3 Acres
- $141,667 per Acre
lot A Forest Pond Rd, Dorset, VT 05251

Private Dorset West Road Location... private road... nearby Manchester and Dorset. Ready to build. Waste Water permit in place for 5 BR, 8 person occupancy.

Charles Mauro Josiah Allen Real Estate, Inc.

lot A Forest Pond Rd, Dorset, VT 05251
/50
$1,275,000 Sold Sep 05, 2025

3360 Dorset Rd W, Dorset, VT 05251
- 4 Beds
- 5 Baths
- 3,610 Sq Ft
- Built 1960
Last Sold Summary
- 7% Below List Price
- $353/SF
- 79 Days On Market
Current Estimated Value $1,424,008

Last Listing Agent David Halligan Four Seasons Sotheby's Int'l Realty

3360 Dorset Rd W, Dorset, VT 05251

/32
Est $436,968 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,332 Sq Ft
567 Kirby Hollow Rd, Dorset, VT 05251

567 Kirby Hollow Rd, Dorset, VT 05251

/38
$749,000
- 3 Beds
- 2.5 Baths
- 4,683 Sq Ft
2744 Danby Mountain Rd, Dorset, VT 05251

This classic Vermont mountain retreat offers the perfect blend of comfort, privacy, and year-round recreation. Located just minutes from Dorset Village and Manchester, the property is surrounded by adventure—ski touring, snowshoeing, and hiking are all available right from your yard. A new wrap-around Trex deck invites you to unwind or dine outdoors while taking in views of the gardens and

Andie Fusco Four Seasons Sotheby's Int'l Realty

2744 Danby Mountain Rd, Dorset, VT 05251
/57
$800,000 Sold May 30, 2025

3149 Morse Hill Rd, Dorset, VT 05251
- 2 Beds
- 4 Baths
- 3,390 Sq Ft
- Built 2005
Last Sold Summary
- 6% Below List Price
- $236/SF
- 77 Days On Market
Current Estimated Value $991,426

Last Listing Agent Nancy Greenwood Watson Realty & Associates

3149 Morse Hill Rd, Dorset, VT 05251

/24
Est $805,680 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,300 Sq Ft
3259 Route 30, Dorset, VT 05251

3259 Route 30, Dorset, VT 05251

/27
$580,000 Sold Jul 11, 2025

2061 Dorset Rd W, Dorset, VT 05251
- 2 Beds
- 2 Baths
- 1,416 Sq Ft
- Built 1986
Last Sold Summary
- 3% Below List Price
- $410/SF
- 5 Days On Market
Last Listing Agent Hayleyanne Van Der Kar Four Seasons Sotheby's Int'l Realty

2061 Dorset Rd W, Dorset, VT 05251

/37
Est $1,512,722 Not Listed For Sale
- 4 Beds
- 6 Baths
- 4,199 Sq Ft
738 Dorset West Rd, Dorset, VT 05251

738 Dorset West Rd, Dorset, VT 05251

/37
$1,250,000 Sold Nov 21, 2025

7 Timberbrook N, Dorset, VT 05251
- 5 Beds
- 4.5 Baths
- 4,686 Sq Ft
- Built 2013
Last Sold Summary
- 15% Below List Price
- $267/SF
- 45 Days On Market
Last Listing Agent Gregory Cutler Four Seasons Sotheby's Int'l Realty

7 Timberbrook N, Dorset, VT 05251

/32
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,481 Sq Ft
3341 Vermont 30, Dorset, VT 05251

3341 Vermont 30, Dorset, VT 05251

/48
$3,025,000 Sold Aug 08, 2025

73 Pine Rd, Dorset, VT 05251
- 6 Beds
- 3.5 Baths
- 3,250 Sq Ft
- Built 2023
Last Sold Summary
- 8% Below List Price
- $931/SF
- 458 Days On Market
Current Estimated Value $3,475,546

Last Listing Agent Christiane Carroccio TPW Real Estate

73 Pine Rd, Dorset, VT 05251

/34
Est $953,811 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,228 Sq Ft
364 Barrows Heights, Dorset, VT 05251

364 Barrows Heights, Dorset, VT 05251

/38
$715,000 Sold Sep 29, 2025

343 Kelleher Rd, Dorset, VT 05251
- 3 Beds
- 2.5 Baths
- 2,120 Sq Ft
- Built 1972
Last Sold Summary
- 4% Above List Price
- $337/SF
- 4 Days On Market
Current Estimated Value $780,232

Last Listing Agent Christiane Carroccio TPW Real Estate

343 Kelleher Rd, Dorset, VT 05251

/27
Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,300 Sq Ft
177 Dorset West Rd, Dorset, VT 05251

177 Dorset West Rd, Dorset, VT 05251

/2
$160,000 Sold May 30, 2025

0 Kelleher Rd, Dorset, VT 05251
- Land
- 4.49 Acres
- $35,635 per Acre
Last Sold Summary
- 14% Above List Price
- 42 Days On Market
Last Listing Agent Christiane Carroccio TPW Real Estate

0 Kelleher Rd, Dorset, VT 05251

/39
Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,647 Sq Ft
217 Dorset Rd W, Dorset, VT 05251

217 Dorset Rd W, Dorset, VT 05251

/60
$1,369,000 Sold Sep 04, 2025

393 Red Tail Ln, Dorset, VT 05251
- 3 Beds
- 4 Baths
- 3,967 Sq Ft
- Built 1987
Last Sold Summary
- $345/SF
- 12 Days On Market
Current Estimated Value $1,475,961

Last Listing Agent David Halligan Four Seasons Sotheby's Int'l Realty

393 Red Tail Ln, Dorset, VT 05251

/35
Not Listed For Sale
- 5 Beds
- 7 Baths
- 8,835 Sq Ft
308 Uphill Ln, Dorset, VT 05251

308 Uphill Ln, Dorset, VT 05251

/29
$665,000 Sold May 09, 2025

147 Spring Hill Ln, Dorset, VT 05251
- 3 Beds
- 2 Baths
- 1,716 Sq Ft
- Built 1972
Last Sold Summary
- 3% Above List Price
- $388/SF
- 51 Days On Market
Current Estimated Value $803,636

Last Listing Agent Katherine Zilkha Four Seasons Sotheby's Int'l Realty

147 Spring Hill Ln, Dorset, VT 05251

/36
Est $802,606 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,166 Sq Ft
293 Mcnamara Rd, Dorset, VT 05251

293 Mcnamara Rd, Dorset, VT 05251

/60
$2,150,000 Sold Sep 04, 2025

341 Danby Mountain Rd, Dorset, VT 05251
- 4 Beds
- 4.5 Baths
- 4,975 Sq Ft
- Built 1983
Last Sold Summary
- 13% Below List Price
- $432/SF
- 36 Days On Market
Current Estimated Value $2,378,697

Last Listing Agent Laura Beckwith Josiah Allen Real Estate, Inc.

341 Danby Mountain Rd, Dorset, VT 05251

/19
Est $537,422 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,168 Sq Ft
255 Mad Tom Rd, East Dorset, VT 05253

255 Mad Tom Rd, East Dorset, VT 05253

/28
Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,082 Sq Ft
3444 Vermont 30, Pawlet, VT 05761

3444 Vermont 30, Pawlet, VT 05761

/40
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
3992 Dorset Rd W, Dorset, VT 05251

3992 Dorset Rd W, Dorset, VT 05251

/39
Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,452 Sq Ft
3478 Vermont 30, Pawlet, VT 05761

3478 Vermont 30, Pawlet, VT 05761

/40
Est $3,069,614 Not Listed For Sale
- 5 Beds
- 7 Baths
- 5,033 Sq Ft
190 Turkey Run Ln, Dorset, VT 05251

190 Turkey Run Ln, Dorset, VT 05251

/40
Est $1,506,348 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 4,480 Sq Ft
167 Green Peak Orchard Rd N, Dorset, VT 05253

167 Green Peak Orchard Rd N, Dorset, VT 05253

/7
Not Listed For Sale
737 Squirrel Hollow Rd, Dorset, VT 05253

737 Squirrel Hollow Rd, Dorset, VT 05253

/46
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 3,100 Sq Ft
443 Owl's Head Hill Ln, Dorset, VT 05251

443 Owl's Head Hill Ln, Dorset, VT 05251

Showing Results 41 - 80, Page 2 of 18

Vermont Bennington County Dorset

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