Winhall, VT homes for sale & real estate

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33 Jamie Ln, Winhall, VT 05340
33 Jamie Ln, Winhall, VT 05340
33 Jamie Ln, Winhall, VT 05340
ABOUT THIS HOME
Winhall, VT Homes for Sale
Exceptional Log Home tucked away in the beautiful Green Mountains of Vermont. Welcome to 33 Jamie Lane a 12 acre sanctuary minutes to Stratton Mountain Resort. This extraordinary property offers true privacy surrounded by woods and nature. Features three finished levels of dramatic living space with floor to ceiling windows , soaring stone fireplace, and cherry floors. Open concept kitchen/dining off expansive great room and a large primary ensuite bedroom with private outdoor deck. A powder room off tiled foyer, and a mudroom entrance from garage to kitchen complete the main level. Upstairs you'll find a loft/library area overlooking the great room and two additional ensuite bedrooms. The

$1,600,000

4 beds4.5 baths4,541 sq ft

33 Jamie Ln, Winhall, VT 05340

11.96 acre lot • 2 garage spots • Car-dependent

5 Linscott Rd #56, Winhall, VT 05340
5 Linscott Rd #56, Winhall, VT 05340
5 Linscott Rd #56, Winhall, VT 05340
ABOUT THIS HOME
Winhall, VT Homes for Sale
This irresistible renovated Forest Farms contemporary with 3 bedrooms and 2 ½ baths has an inviting ambiance as well as appealing floor plan flow. Past the foyer with half bath is the open living concept with white oak hardwood floors. The glow and warmth of the raised hearth stone fireplace in the living area is shared from windowed dining area to bright kitchen with all new appliances, new quartz countertops, new subway tile backsplash. On the east side wing the vaulted primary bedroom en suite with walk in closet offers ease of one level living. On the west side, the den offers a cozy retreat. Sliders throughout bring scenic outdoors in and indoors living out. A wide deck spans th

$799,000

3 beds2.5 baths2,370 sq ft

5 Linscott Rd #56, Winhall, VT 05340

1 acre lot • 2 garage spots • Car-dependent

163 VT Route 30, Winhall, VT 05340
163 VT Route 30, Winhall, VT 05340
163 VT Route 30, Winhall, VT 05340
ABOUT THIS HOME
Winhall, VT Homes for Sale
Charming Restored Post & Beam Home with Commercial Zoning Near Stratton. Discover the perfect blend of rustic charm and modern functionality in this beautifully restored post and beam home ideally situated at the corner of Vermont Route 30 and scenic Kendall Farm Road. Featuring three bedrooms and two full baths, the home offers soaring vaulted ceilings, exposed beams, and an abundance of natural light that highlights its warm, inviting character. Located less than a mile from the Stratton Mountain access road, this property places you in the heart of Southern Vermonts year-round recreation. Enjoy easy access to skiing, hiking, and biking, with the Stratton snowmaking pond just a shor

$449,000

3 beds2 baths1,590 sq ft

163 VT Route 30, Winhall, VT 05340

0.93 acre lot • Car-dependent

22 Bromley Forest Rd, Winhall, VT 05340
22 Bromley Forest Rd, Winhall, VT 05340
22 Bromley Forest Rd, Winhall, VT 05340
ABOUT THIS HOME
Winhall, VT Homes for Sale
Open House Sunday July 6, 10-12. Welcome to your dream Vermont home—where space, light, and location come together in perfect harmony. This beautifully upgraded 4-bedroom residence, complete with a versatile bonus room, features an open-concept living area designed for comfort and connection. The kitchen is a standout, featuring an ILVE 30-Inch Majestic II Dual Fuel Range with 5 Sealed Brass Burners—offering a professional-grade cooking experience in the heart of your home. Expansive windows throughout flood the home with natural light, creating a warm and inviting atmosphere. Step outside onto the deck and take in breathtaking mountain views—perfect for relaxing or enter

$705,000

4 beds2.5 baths2,408 sq ft

22 Bromley Forest Rd, Winhall, VT 05340

1 acre lot • Garage • Car-dependent

C1 Meadow Ridge Rd, Winhall, VT 05340
C1 Meadow Ridge Rd, Winhall, VT 05340
C1 Meadow Ridge Rd, Winhall, VT 05340
ABOUT THIS HOME
Winhall, VT Homes for Sale
WELCOME TO YOUR FAMILY'S PERFECT MOUNTAIN RETREAT. .WELCOME TO PIPER RIDGE!! This spacious 4 bedroom/4 bath condo is designed for comfort, convenience and offers an exceptional blend of mountain charm and modern amenities! Enjoy two open concept living areas with cozy wood burning fireplaces, fully equipped kitchen, private balcony showcasing winter mountain views. .. Perfect for entertaining. .. With timeless and delightful charm it is the ideal haven for family and guests! The "Icing on the Cake" and Real GEM is the exclusive access to your own state of the art sports center featuring a fitness center, indoor heated pool, tennis, game room and much more, great for unwinding afte

$885,000

4 beds4 baths2,598 sq ft

C1 Meadow Ridge Rd, Winhall, VT 05340

$1,507 HOA • Garage • Community pool

Property at 0 Maple Ridge Rd Unit B-2, Winhall, VT 05340, 4 beds, 3 baths

$820,000

4 beds3 baths2,317 sq ft

0 Maple Ridge Rd Unit B-2, Winhall, VT 05340

Property at D-9 Cobble Ridge Rd, Winhall, VT 05340, 3 beds, 3 baths

$799,000

3 beds3 baths2,317 sq ft

D-9 Cobble Ridge Rd, Winhall, VT 05340

Property at 21 Burnt Hill Rd, Winhall, VT 05340, 4 beds, 2 baths

$749,000

4 beds2 baths2,055 sq ft

21 Burnt Hill Rd, Winhall, VT 05340

Property at 3 Strattonwald Rd, Winhall, VT 05340, 3 beds, 1 bath

$525,000

3 beds1 bath1,344 sq ft

3 Strattonwald Rd, Winhall, VT 05340

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

$980,000

4 beds3.5 baths4,104 sq ft

25 Benson Fuller Rd, Winhall, VT 05340

Property at 6 Quarter Mile Rd, Winhall, VT 05340, 3 beds, 3 baths

$795,000

3 beds3 baths2,044 sq ft

6 Quarter Mile Rd, Winhall, VT 05340

Property at 69 Upper Taylor Hill Rd Unit D, Winhall, VT 05340, 8 beds, 8.5 baths

$2,950,000

8 beds8.5 baths6,471 sq ft

69 Upper Taylor Hill Rd Unit D, Winhall, VT 05340

Property at 6 Roundtree Rd, Winhall, VT 05340, 4 beds, 2 baths

$825,000

4 beds2 baths1,908 sq ft

6 Roundtree Rd, Winhall, VT 05340

Property at 6 Deep Woods Rd, Winhall, VT 05340, 3 beds, 1.5 baths

$370,000

3 beds1.5 baths1,116 sq ft

6 Deep Woods Rd, Winhall, VT 05340

Property at 50 Stratton View Rd, Winhall, VT 05340, 6 beds, 5 baths

$1,100,000

6 beds5 baths5,298 sq ft

50 Stratton View Rd, Winhall, VT 05340

Property at 761 Stratton Mountain Access Rd #240, Stratton, VT 05155, 2 beds, 2 baths

$635,000

2 beds2 baths916 sq ft

761 Stratton Mountain Access Rd #240, Stratton, VT 05155

Property at 11 Pond View Rd, Winhall, VT 05340, 3 beds, 3 baths

$629,000

3 beds3 baths1,650 sq ft

11 Pond View Rd, Winhall, VT 05340

Property at 43 Middle Ridge Rd #311, Stratton, VT 05155, 2 beds, 2 baths

$665,000

2 beds2 baths1,036 sq ft

43 Middle Ridge Rd #311, Stratton, VT 05155

Property at Ridge Ct Unit A6, Winhall, VT 05340, 3 beds, 3 baths

$799,000

3 beds3 baths2,118 sq ft

Ridge Ct Unit A6, Winhall, VT 05340

Property at 73 Cranberry Hill Rd, Winhall, VT 05340, 4 beds, 4.5 baths

$975,000

4 beds4.5 baths2,658 sq ft

73 Cranberry Hill Rd, Winhall, VT 05340

Property at 2 Lower Stratton Valley Rd, Winhall, VT 05340, 4 beds, 1.5 baths

$410,000

4 beds1.5 baths1,344 sq ft

2 Lower Stratton Valley Rd, Winhall, VT 05340

Property at 19 Old Town Rd, Winhall, VT 05340, 5 beds, 6 baths

$2,500,000

5 beds6 baths7,625 sq ft

19 Old Town Rd, Winhall, VT 05340

Property at 405 VT Route 30, Winhall, VT 05340, 8 beds, 3.5 baths

$649,000

8 beds3.5 baths2,520 sq ft

405 VT Route 30, Winhall, VT 05340

Property at 25 Mountain Haunts Rd, Winhall, VT 05340, 6 beds, 6.5 baths

$2,999,000

6 beds6.5 baths6,650 sq ft

25 Mountain Haunts Rd, Winhall, VT 05340

Property at 4A Ridge Ct, Winhall, VT 05340, 3 beds, 3 baths

$649,000

3 beds3 baths1,886 sq ft

4A Ridge Ct, Winhall, VT 05340

Property at 11 Founders Hill Rd, Winhall, VT 05340, 5 beds, 3.5 baths

$1,450,000

5 beds3.5 baths4,017 sq ft

11 Founders Hill Rd, Winhall, VT 05340

Property at 83 Benson Fuller Dr, Winhall, VT 05340, 5 beds, 5.5 baths

$1,050,000

5 beds5.5 baths4,729 sq ft

83 Benson Fuller Dr, Winhall, VT 05340

Property at 33 Forest Haunts Rd, Winhall, VT 05340, 4 beds, 4 baths

$1,350,000

4 beds4 baths4,640 sq ft

33 Forest Haunts Rd, Winhall, VT 05340

Property at 19 Stratton West Rd, Winhall, VT 05340, 3 beds, 1.5 baths

$365,000

3 beds1.5 baths1,088 sq ft

19 Stratton West Rd, Winhall, VT 05340

Property at 14 Old Ridge Rd, Winhall, VT 05340, 4 beds, 4 baths

$1,975,000

4 beds4 baths4,270 sq ft

14 Old Ridge Rd, Winhall, VT 05340

Property at 0 Route 30, Jamaica, VT 05343

$59,900

— beds— baths— sq ft

0 Route 30, Jamaica, VT 05343

Property at 0 River Rd, Winhall, VT 05340

$435,000

— beds— baths— sq ft

0 River Rd, Winhall, VT 05340

Property at 88A Sylvan Ridge Rd, Winhall, VT 05340

$110,000

— beds— baths— sq ft

88A Sylvan Ridge Rd, Winhall, VT 05340

Property at 0 Stratton View Rd #58, Winhall, VT 05340

$65,000

— beds— baths— sq ft

0 Stratton View Rd #58, Winhall, VT 05340

Property at 0 Stratton View Rd Unit 62-63, Winhall, VT 05340

$135,000

— beds— baths— sq ft

0 Stratton View Rd Unit 62-63, Winhall, VT 05340

Property at 0 Stratton View Rd #59, Winhall, VT 05340

$65,000

— beds— baths— sq ft

0 Stratton View Rd #59, Winhall, VT 05340

Property at 80 The Hollow Rd Unit D4, Winhall, VT 05340

$235,000

— beds— baths— sq ft

80 The Hollow Rd Unit D4, Winhall, VT 05340

Property at 69 Benson Fuller Rd #29, Winhall, VT 05340

$298,500

— beds— baths— sq ft

69 Benson Fuller Rd #29, Winhall, VT 05340

Property at Route 11/30 Lot 3, Winhall, VT 05340

$115,000

— beds— baths— sq ft

Route 11/30 Lot 3, Winhall, VT 05340

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Average home prices near Winhall, VT

Cities

Cavendish homes for sale
$549,000
Putney homes for sale
$550,000
Stratton Mountain homes for sale
$825,000
Bennington homes for sale
$272,000
Danby homes for sale
$539,000
Springfield homes for sale
$216,950
Chester homes for sale
$412,500
Hinsdale homes for sale
$279,999
Wilmington homes for sale
$587,500
Manchester homes for sale
$1,300,000
Brattleboro homes for sale
$327,000
Arlington homes for sale
$549,000
Dorset homes for sale
$1,537,500
Ludlow homes for sale
$529,500
Newfane homes for sale
$297,000

Zip Codes
Minor Civil Divisions

Winhall, VT real estate trends

$667K

Sale price

+3.0%
since last year

$331

Sale $/sq ft

+43.0%
since last year

Under list price

7.2%

Days on market

109

Down payment

—

Total homes sold

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Copyright 2025 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 Sat Jul 12 2025 on the search page

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