Windsor County, VT homes for sale & real estate

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ABOUT THIS HOME
Windsor County, VT Homes for Sale
Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage for the open kitchen/dining/living area. The centrally located kitchen offers copious counter space and a spacious island for dining and food prep all of which are detailed with handsome jet mist granite counter tops. An office/media room and half bath complete the main level. The upper level

$1,195,000

3 beds3.5 baths2,385 sq ft

26 Mt Peg Rd Unit D, Woodstock, VT 05091

Spacious island • Office media room • Captivating views

$229,000

2 beds1 bath1,228 sq ft

15 Frederic St, Springfield, VT 05156

0.33 acre lot • Garage • Built 1940

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ABOUT THIS HOME
Windsor County, VT Homes for Sale
Experience slopeside convenience and resort-style comfort with this studio condominium located at the Jackson Gore Inn on Okemo Mountain. This end unit offers expansive valley and mountain views, creating the perfect year-round getaway. The open-concept layout features a queen bed, a sleep sofa, a gas fireplace, and a full kitchen, making it ideal for relaxing after a day on the slopes or trails. Enjoy the convenience of ski-on/ski-off access, plus a wealth of resort amenities, including a heated outdoor pool and hot tubs, and access to The Spring House—featuring an indoor pool and hot tub, fitness center, and yoga studio. In the warmer months, explore scenic hiking right from your do

$55,000

0 beds1 bath390 sq ft

212 QIII Jackson Gore Inn Unit 212 QIII, Ludlow, VT 05149

Hot tubs • Heated outdoor pool • Indoor pool

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ABOUT THIS HOME
Windsor County, VT Homes for Sale
Experience the ultimate in mountain living with this top-floor one-bedroom, two-bathroom Jackson Gore Adams House condominium on Okemo Mountain. This quartershare ownership offers you a carefree, luxury resort lifestyle with direct ski-on/ski-off access and all the amenities of Jackson Gore Village. The spacious condo comfortably sleeps eight, featuring two fixed queen beds, a queen wall bed, and a queen sleep sofa, offering great flexibility for owners and guests. The lock-out design allows you to use one side while renting the other for added income potential. Enjoy a jetted bathtub, full kitchen, in-unit washer and dryer, and underground heated parking—everything you need for a rel

$74,000

1 bed2 baths1,011 sq ft

Jackson Gore Adams House Rd Unit 714/716 QIII, Ludlow, VT 05149

Full kitchen • Jetted bathtub • Outdoor hot tubs

ABOUT THIS HOME
Windsor County, VT Homes for Sale
Affordable Okemo Trailside 3 bedroom plus den end unit. In great condition and ready to be your ski get-a-way this season. Updates include kitchen, main level bathroom and a brand new wood burning fireplace installed in the Fall of 2025. On 2 levels, there is an open kitchen/dining/living area, bath and bedroom on the main level, 2 bedrooms, bath, laundry and a cozy den finish the lower level. The condo is nicely furnished, just walk in, light the fire and pour yourself a glass apres ski, for a warm relaxing evening. Walk to the Sachem Trail to enjoy the trails, and walk back for your down time. Trailside has a summer pool and tennis courts to get you here in the Summer months.

$549,000

3 beds2 baths1,248 sq ft

22 Rimrock Rd Unit 4B, Ludlow, VT 05149

Summer pool • Tennis courts • Walk to sachem trail

Property at 117 Horseshoe Dr, West Windsor, VT 05089, 3 beds, 3 baths

$849,900

3 beds3 baths3,392 sq ft

117 Horseshoe Dr, West Windsor, VT 05089

Property at 140 Lodge Rd #11, Ludlow, VT 05149, 3 beds, 3 baths

$1,390,000

3 beds3 baths1,836 sq ft

140 Lodge Rd #11, Ludlow, VT 05149

Property at 37 Village Center Rd #1, Ludlow, VT 05149, 4 beds, 3 baths

$1,675,000

4 beds3 baths1,884 sq ft

37 Village Center Rd #1, Ludlow, VT 05149

Property at 2140 Brandon Mountain Rd, Rochester, VT 05767, 3 beds, 1.5 baths

$499,000

3 beds1.5 baths2,656 sq ft

2140 Brandon Mountain Rd, Rochester, VT 05767

Property at 1452 Tyson Rd, Reading, VT 05062, 2 beds, 1 bath

$475,000

2 beds1 bath1,020 sq ft

1452 Tyson Rd, Reading, VT 05062

Property at 42 Heritage Condo Way #22, Woodstock, VT 05091, 1 bed, 1 bath

$239,000

1 bed1 bath816 sq ft

42 Heritage Condo Way #22, Woodstock, VT 05091

Property at 513 Deer Brook Way Lot 16, Woodstock, VT 05091, 4 beds, 2.5 baths

$1,295,000

4 beds2.5 baths2,668 sq ft

513 Deer Brook Way Lot 16, Woodstock, VT 05091

Property at 127 Trombley Rd, Chester, VT 05143, 5 beds, 1 bath

$449,000

5 beds1 bath2,856 sq ft

127 Trombley Rd, Chester, VT 05143

Property at 1079 Fletcher Hill Rd, Woodstock, VT 05071, 2 beds, 2 baths

$425,000

2 beds2 baths1,440 sq ft

1079 Fletcher Hill Rd, Woodstock, VT 05071

Property at 72 Wood Rd, Hartford, VT 05001, 3 beds, 2 baths

$1,300,000

3 beds2 baths2,334 sq ft

72 Wood Rd, Hartford, VT 05001

Property at 958 E Woodstock Rd, Woodstock, VT 05091, 3 beds, 2.5 baths

$1,150,000

3 beds2.5 baths2,220 sq ft

958 E Woodstock Rd, Woodstock, VT 05091

Property at 1782 Blackmer Blvd, Stockbridge, VT 05772, 2 beds, 1 bath

$425,000

2 beds1 bath1,092 sq ft

1782 Blackmer Blvd, Stockbridge, VT 05772

Property at 1806 Route 100 S, Rochester, VT 05767, 4 beds, 2 baths

$399,000

4 beds2 baths2,554 sq ft

1806 Route 100 S, Rochester, VT 05767

Property at 111 Acton Pl, South Royalton, VT 05068, 1 bed, 1 bath

$65,000

1 bed1 bath342 sq ft

111 Acton Pl, South Royalton, VT 05068

Property at 46 Partridge Rd, Ludlow, VT 05149, 5 beds, 4 baths

$2,499,000

5 beds4 baths5,305 sq ft

46 Partridge Rd, Ludlow, VT 05149

Property at 1001 Woodstock Rd, White River Junction, VT 05001, 2 beds, 2 baths

$379,900

2 beds2 baths1,584 sq ft

1001 Woodstock Rd, White River Junction, VT 05001

Property at 211 Wood Rd, Hartford, VT 05059, 3 beds, 2 baths

$795,000

3 beds2 baths1,940 sq ft

211 Wood Rd, Hartford, VT 05059

Property at 329 Main St, Proctorsville, VT 05153, 11 beds, 10.5 baths

$799,000

11 beds10.5 baths5,102 sq ft

329 Main St, Proctorsville, VT 05153

Property at 9 Fairview St, Springfield, VT 05156, 4 beds, 1.5 baths

$200,000

4 beds1.5 baths1,482 sq ft

9 Fairview St, Springfield, VT 05156

Property at 5798 W Woodstock Rd, Woodstock, VT 05091, 4 beds, 2 baths

$439,000

4 beds2 baths1,617 sq ft

5798 W Woodstock Rd, Woodstock, VT 05091

Property at 525 Morgan Rd, Hartford, VT 05059, 2 beds, 2 baths

$390,000

2 beds2 baths1,344 sq ft

525 Morgan Rd, Hartford, VT 05059

Property at 85 Pallottas Hill Rd, Ludlow, VT 05149, 4 beds, 2 baths

$5,500,000

4 beds2 baths3,150 sq ft

85 Pallottas Hill Rd, Ludlow, VT 05149

Property at 89 route 12, Hartland, VT 05048, 3 beds, 1 bath

$165,000

3 beds1 bath1,554 sq ft

89 route 12, Hartland, VT 05048

Property at 3 Chester Rd, Springfield, VT 05156, 3 beds, 1 bath

$165,000

3 beds1 bath1,704 sq ft

3 Chester Rd, Springfield, VT 05156

Property at 66 Webster Rd, Hartland, VT 05048, 3 beds, 2.5 baths

$349,000

3 beds2.5 baths2,104 sq ft

66 Webster Rd, Hartland, VT 05048

Property at 31 Lakota Rd, Barnard, VT 05031, 3 beds, 2 baths

$424,900

3 beds2 baths1,288 sq ft

31 Lakota Rd, Barnard, VT 05031

Property at 1163 Baker Turn Rd Unit 2E, Hartford, VT 05059, 2 beds, 1.5 baths

$374,000

2 beds1.5 baths1,320 sq ft

1163 Baker Turn Rd Unit 2E, Hartford, VT 05059

Property at 475 Twenty Mile Stream Rd, South Reading, VT 05062, 3 beds, 3 baths

$895,000

3 beds3 baths3,920 sq ft

475 Twenty Mile Stream Rd, South Reading, VT 05062

Property at 1312 Macintosh Hill Rd, Randolph, VT 05060, 5 beds, 2 baths

$795,000

5 beds2 baths2,500 sq ft

1312 Macintosh Hill Rd, Randolph, VT 05060

Property at 1500 Brownsville Hartland Rd, West Windsor, VT 05089, 2 beds, 1 bath

$115,000

2 beds1 bath720 sq ft

1500 Brownsville Hartland Rd, West Windsor, VT 05089

Property at 145 Main St #210, Ludlow, VT 05149, 2 beds, 1 bath

$215,000

2 beds1 bath892 sq ft

145 Main St #210, Ludlow, VT 05149

Property at 1004 Jericho Rd, White River Junction, VT 05001, 3 beds, 3.5 baths

$799,000

3 beds3.5 baths2,529 sq ft

1004 Jericho Rd, White River Junction, VT 05001

Property at 253 Old Quechee Rd Unit 6D, White River Junction, VT 05059, 2 beds, 1.5 baths

$219,000

2 beds1.5 baths1,063 sq ft

253 Old Quechee Rd Unit 6D, White River Junction, VT 05059

Property at 41 Pleasant St, Woodstock, VT 05091, 9 beds, 11 baths

$2,599,000

9 beds11 baths5,993 sq ft

41 Pleasant St, Woodstock, VT 05091

Property at 40 Union St, White River Junction, VT 05001, 4 beds, 2 baths

$329,000

4 beds2 baths1,373 sq ft

40 Union St, White River Junction, VT 05001

Property at 696 Route 100 N, Ludlow, VT 05149, 2 beds, 1 bath

$415,000

2 beds1 bath1,100 sq ft

696 Route 100 N, Ludlow, VT 05149

Viewing page 3 of 9

Average home prices near Windsor County, VT

Cities

Enfield homes for sale
$415,000
Norwich homes for sale
Quechee homes for sale
$499,000
Hartland homes for sale
$882,500
White River Junction homes for sale
$485,000
Killington Village homes for sale
$345,000
Chester homes for sale
$477,000
Lebanon homes for sale
$539,000
Rutland homes for sale
$269,000
Woodstock homes for sale
$1,095,000
Ludlow homes for sale
$585,000
Claremont homes for sale
$320,000
Randolph homes for sale
$529,000
Hanover homes for sale
$699,500
Windsor homes for sale
$180,000

Counties

Hillsborough County homes for sale
$549,900
Chittenden County homes for sale
$550,000
Merrimack County homes for sale
$499,450

Windsor County, VT real estate trends

All Home Types trends in Windsor County, VT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$435,000

+10.4% YoY | Oct 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2025

Growth

% YoY

Windsor County, VT

$435,000

+10.4%

See more Windsor County, VT market insights

More to explore in Windsor County, VT

How to buy a house in Windsor County, VT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Vermont

Burlington homes for sale
$549,450
Stowe homes for sale
$1,150,000
Woodstock homes for sale
$1,095,000
Montpelier homes for sale
$350,000
Brattleboro homes for sale
$360,000
South Burlington homes for sale
$666,130
Shelburne homes for sale
$549,900
Waterbury homes for sale
$424,500
Rutland homes for sale
$269,000
Manchester homes for sale
$1,269,000
Ludlow homes for sale
$585,000
Barre homes for sale
$279,000
Middlebury homes for sale
$482,500
Bennington homes for sale
$272,000
Norwich homes for sale
$0

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 Wed Dec 10 2025 on the search page

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