Winhall, VT homes for sale & real estate

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ABOUT THIS HOME
Winhall, VT Homes for Sale
Discover this truly exceptional Vermont Mountain Retreat just seven miles from Stratton Mountain, perfectly located for four-season living! Boasting an inviting open layout great for spending time together, southern exposure and an abundance of natural light this beautifully renovated home has been updated in a sophisticated Vermont rustic style with all the comforts. Enjoy the Luxurious primary suite with its own gas fireplace and sitting area with southern views, 3 additional ensuite bedrooms plus a Bonus room, and a large Family Room. A spacious mudroom entry provides plenty of storage and the private office makes it easy to work while you are here. Eight interior mini splits provide yea

$1,150,000

4 beds5.5 baths3,206 sq ft

Southern exposure • Renovated home • Natural light

11 Spruce High Rd, Winhall, VT 05340

ABOUT THIS HOME
Winhall, VT Homes for Sale
Perched high on Pearl Buck Drive, this distinctive Vermont home is all about location—and the scenery is truly exceptional. Sweeping mountain vistas capture both Stratton and Bromley, creating a dramatic backdrop in every season, from autumn color and snow-covered peaks to long summer sunsets. The road also carries a special local connection to Pearl S. Buck, the Pulitzer- and Nobel Prize-winning author, humanitarian, and civil rights advocate who purchased property in Winhall in 1950. Inside, warm wood floors, natural light, brick accents, and a striking fieldstone fireplace give the home classic Vermont character. Generous gathering spaces and expansive windows make the most of the

$695,000

3 beds2 baths2,000 sq ft

Mountain vistas • Fieldstone fireplace • Extraordinary views

57 Pearl Buck Dr, Winhall, VT 05340

FOR SALE BY OWNER

ABOUT THIS HOME
Winhall, VT Homes for Sale
Your backyard borders U. S. National Forest. Your front yard enjoys seasonal views of Bromley Mountain (more with clearing). You are 4 miles from Bromley Mountain and approximately 10 miles from Manchester and Stratton Mountain. 1.1 acres. Previously permitted for 4-bedroom single-family home.

$169,000

— beds— baths— sq ft

Listed 4 days

0 Signal Hill Rd, Winhall, VT 05340

FOR SALE BY OWNER

ABOUT THIS HOME
Winhall, VT Homes for Sale
Your backyard borders U. S. National Forrest. Your front yard enjoys seasonal views of Bromley Mountain (more with clearing). You are 4 miles from Bromley Mountain and approximately 10 miles from Manchester and Stratton Mountain. 1.1 acres. Previously permitted for 4-bedroom single-family home.

$169,000

— beds— baths— sq ft

Listed 4 days

1 Rogues Ridge Rd, Winhall, VT 05340

ABOUT THIS HOME
Winhall, VT Homes for Sale
* * * Open House Sunday 9/6/26 11:00-1:00 * * * Charming, comfortable, and ideally situated, this expanded 3-bedroom, 2-bath A-frame captures the essence of a Vermont retreat. Perfectly located just 6 minutes to Bromley, 8 minutes to Manchester Center, and aprox 15 minutes to Stratton Mountain, endless mountain recreation and dining are right at your doorstep. A spacious enclosed porch doubles as a functional mudroom, the ideal drop zone for ski gear and outdoor attire before you step inside. The light-filled living room invites you to unwind by the cozy gas stove, offering all the ambiance of a wood fire without the hassle. The layout flows into a dining space that accommodates an eig

$350,000

3 beds2 baths1,040 sq ft

Gas stove • Enclosed porch • Mudroom

18 Old Snow Valley Rd, Manchester Center, VT 05340

Property at 7 Woodrock Rd, Winhall, VT 05340, 3 beds, 2 baths

$749,000

3 beds2 baths976 sq ft

7 Woodrock Rd, Winhall, VT 05340

Property at 20 W Branch Rd, Winhall, VT 05340, 4 beds, 4 baths

$1,050,000

4 beds4 baths2,380 sq ft

20 W Branch Rd, Winhall, VT 05340

Property at 33 Burnt Hill Rd, Winhall, VT 05340, 3 beds, 2 baths

$599,000

3 beds2 baths1,890 sq ft

33 Burnt Hill Rd, Winhall, VT 05340

Property at 11 Round Tree Rd, Winhall, VT 05340, 4 beds, 3.5 baths

$1,325,000

4 beds3.5 baths3,400 sq ft

11 Round Tree Rd, Winhall, VT 05340

Property at 3 Kimball Hill Rd #1, Winhall, VT 05340, 3 beds, 2 baths

$425,000

3 beds2 baths1,344 sq ft

3 Kimball Hill Rd #1, Winhall, VT 05340

Property at 23 Loop Rd #10, Bondville, VT 05340, 3 beds, 2 baths

$595,000

3 beds2 baths1,416 sq ft

23 Loop Rd #10, Bondville, VT 05340

Property at 72 Benson Fuller Rd, Winhall, VT 05340, 3 beds, 3 baths

$765,000

3 beds3 baths2,322 sq ft

72 Benson Fuller Rd, Winhall, VT 05340

Property at Cobble Ridge Rd Unit G6, Bondville, VT 05340, 3 beds, 3 baths

$679,000

3 beds3 baths1,830 sq ft

Cobble Ridge Rd Unit G6, Bondville, VT 05340

Property at 19 Winhall Condo Rd #4, Winhall, VT 05340, 2 beds, 2 baths

$345,000

2 beds2 baths960 sq ft

19 Winhall Condo Rd #4, Winhall, VT 05340

Property at 16B Bromley Knolls Rd Unit B, Winhall, VT 05340, 3 beds, 2 baths

$399,000

3 beds2 baths1,225 sq ft

16B Bromley Knolls Rd Unit B, Winhall, VT 05340

Property at 27 Mountain View Rd, Winhall, VT 05340, 6 beds, 6.5 baths

$1,895,000

6 beds6.5 baths5,896 sq ft

27 Mountain View Rd, Winhall, VT 05340

Property at 11 Founders Hill Rd, Winhall, VT 05155, 6 beds, 3.5 baths

$1,200,000

6 beds3.5 baths4,017 sq ft

11 Founders Hill Rd, Winhall, VT 05155

Property at 159 Winhall Hollow Rd, Winhall, VT 05340, 7 beds, 9.5 baths

$5,575,000

7 beds9.5 baths9,915 sq ft

159 Winhall Hollow Rd, Winhall, VT 05340

Property at 1 Beaver St, Winhall, VT 05340, 3 beds, 2 baths

$605,000

3 beds2 baths2,288 sq ft

1 Beaver St, Winhall, VT 05340

Property at 14 Bromley Knolls Rd, Winhall, VT 05340, 6 beds, 4 baths

$124,990

6 beds4 baths1,224 sq ft

14 Bromley Knolls Rd, Winhall, VT 05340

Property at 33 Stone Lodge Rd, Winhall, VT 05340, 4 beds, 3.5 baths

$2,399,000

4 beds3.5 baths4,536 sq ft

33 Stone Lodge Rd, Winhall, VT 05340

Property at 59 Garden Loop Rd, Winhall, VT 05340, 4 beds, 4.5 baths

$2,500,000

4 beds4.5 baths3,762 sq ft

59 Garden Loop Rd, Winhall, VT 05340

Property at 16 Middle Ridge Rd #22, Winhall, VT 05340, 4 beds, 3.5 baths

$1,050,000

4 beds3.5 baths2,256 sq ft

16 Middle Ridge Rd #22, Winhall, VT 05340

Property at 153 High Meadow Rd, Winhall, VT 05340, 4 beds, 3 baths

$1,225,000

4 beds3 baths3,357 sq ft

153 High Meadow Rd, Winhall, VT 05340

Property at 36 Beaver St, Winhall, VT 05340, 3 beds, 4 baths

$1,650,000

3 beds4 baths5,072 sq ft

36 Beaver St, Winhall, VT 05340

Property at 25 Benson Fuller Rd, Winhall, VT 05340, 4 beds, 3.5 baths

$795,000

4 beds3.5 baths4,104 sq ft

25 Benson Fuller Rd, Winhall, VT 05340

Property at 144 High Meadow Rd, Winhall, VT 05340, 6 beds, 5.5 baths

$1,599,000

6 beds5.5 baths5,568 sq ft

144 High Meadow Rd, Winhall, VT 05340

Property at 13 Golden Triangle Rd, Winhall, VT 05340, 5 beds, 2 baths

$430,000

5 beds2 baths1,664 sq ft

13 Golden Triangle Rd, Winhall, VT 05340

Property at 109 Winhall Hollow Rd, Winhall, VT 05340, 1 bath

$1,200,000

Studio1 bath950 sq ft

109 Winhall Hollow Rd, Winhall, VT 05340

Property at 7 Roundtree Rd, Winhall, VT 05340, 4 beds, 3.5 baths

$910,000

4 beds3.5 baths3,031 sq ft

7 Roundtree Rd, Winhall, VT 05340

Property at 6 Old Ridge Rd, Winhall, VT 05340, 5 beds, 4.5 baths

$1,100,000

5 beds4.5 baths4,453 sq ft

6 Old Ridge Rd, Winhall, VT 05340

Property at 121 High Meadow Rd, Winhall, VT 05340-9999, 6 beds, 4 baths

$1,399,999

6 beds4 baths3,800 sq ft

121 High Meadow Rd, Winhall, VT 05340-9999

Property at Ridge Rd Unit C-4, Bondville, VT 05340, 3 beds, 3 baths

$825,000

3 beds3 baths2,598 sq ft

Ridge Rd Unit C-4, Bondville, VT 05340

Property at 0 Stratton Gardens Rd Unit 10a, 10b,, Winhall, VT 05340

$240,000

Land10.06 acres (lot)

0 Stratton Gardens Rd Unit 10a, 10b,, Winhall, VT 05340

Property at 0 Sylvan Ridge Rd Lot 25, Winhall, VT 05340

$108,000

Land1.00 acre (lot)

0 Sylvan Ridge Rd Lot 25, Winhall, VT 05340

Property at 148 VT Route 30, Winhall, VT 05340

$190,000

Land3.80 acres (lot)

148 VT Route 30, Winhall, VT 05340

Property at 75 Sylvan Ridge Rd, Winhall, VT 05340

$115,000

Land1.00 acre (lot)

75 Sylvan Ridge Rd, Winhall, VT 05340

Property at 0 Route 30, Winhall, VT 05340

$20,000

Land0.99 acre (lot)

0 Route 30, Winhall, VT 05340

Property at 0 Wall St Lot 2 & 3, Winhall, VT 05340

$374,900

Land2.31 acres (lot)

0 Wall St Lot 2 & 3, Winhall, VT 05340

Property at 23 Moose Hollow Rd #40, Winhall, VT 05340

$85,000

Land1.20 acres (lot)

23 Moose Hollow Rd #40, Winhall, VT 05340

Property at 56 Lower Taylor Hill Rd, Winhall, VT 05340

$450,000

Land21.20 acres (lot)

56 Lower Taylor Hill Rd, Winhall, VT 05340

Viewing page 1 of 2

Average home prices near Winhall, VT

Cities

Putney homes for sale
$715,000
Wallingford homes for sale
$300,000
Stratton Mountain homes for sale
$915,000
Bennington homes for sale
$250,000
Springfield homes for sale
$254,000
Jamaica homes for sale
$470,000
Chester homes for sale
$432,450
Hinsdale homes for sale
$307,400
Wilmington homes for sale
$444,500
Manchester homes for sale
$1,222,500
Brattleboro homes for sale
$295,000
Arlington homes for sale
$537,000
Dorset homes for sale
$1,155,000
Ludlow homes for sale
$560,000
Newfane homes for sale
$499,000

Zip Codes
Minor Civil Divisions

Winhall, VT real estate trends

$644K

Sale price

-18.0%
since last year

$302

Sale $/sq ft

-14.4%
since last year

Under list price

1.1%

Days on market

Down payment

—

Total homes sold

See more Winhall, VT market insights

More to explore in Winhall, VT

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Popular Markets in Vermont

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Manchester homes for sale
$1,525,000
Middlebury homes for sale
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Bennington homes for sale
$250,000
Norwich homes for sale
$1,165,000

Copyright 2026 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Tue Sep 15 2026 on the search page

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