Windsor County, VT homes for sale & real estate

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32 Route 103 S Unit D4, Ludlow, VT 05149
32 Route 103 S Unit D4, Ludlow, VT 05149
32 Route 103 S Unit D4, Ludlow, VT 05149
ABOUT THIS HOME
Windsor County, VT Homes for Sale
Brookhaven condo D4 is located in the village of Ludlow and just a few minutes to the slopes at Okemo Mountain. This four-season destination is convenient to our lake’s region, restaurants, Fox Run Golf Club, shopping, and more. Enjoy easy access to the mountain with the Okemo Village Shuttle stopping in the Brookhaven parking lot. This top floor three-bedroom, two-full-bathroom condominium looks out to Okemo Mountain. Brookhaven offers spacious open floor plans featuring a wood-burning fireplace. This condo has been tastefully renovated and is ready for your family and friends to start making memories. Brookhaven also offers great condo amenities such as firewood in the winter, a ski

$395,000

3 beds2 baths1,116 sq ft

32 Route 103 S Unit D4, Ludlow, VT 05149

$528 HOA • Pool • Car-dependent

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1300 Mountain Rd, Ludlow, VT 05149
1300 Mountain Rd, Ludlow, VT 05149
1300 Mountain Rd, Ludlow, VT 05149
ABOUT THIS HOME
Windsor County, VT Homes for Sale
One-of-a-kind location on Okemo Mountain. This property enjoys direct Slopeside access on Okemo's Mountain Road Trail. Land runs down adjacent to the Sidewinder Trail. Above Solitude Village. Northern boundary is the Coleman Brook. Fantastic views to the east with clearing. Current winter access is via ski lift only. Off season access is via the Mountain Road. If you have a vision, this could be anything you want it to be - think outside the box - a unique investment property or family compound. There is a lot you can do with 27 acres on Okemo Mountain. Home is in need of restoration. Home has been vandalized and is in disrepair. All utilities/systems formerly in place are unknown at this t

$2,000,000

4 beds5 baths2,887 sq ft

1300 Mountain Rd, Ludlow, VT 05149

27 acre lot • Car-dependent

484 Route 12, Hartland, VT 05048
484 Route 12, Hartland, VT 05048
484 Route 12, Hartland, VT 05048
ABOUT THIS HOME
Windsor County, VT Homes for Sale
South facing end of the road retreat, with long views! Equally appealing are expansive western views, for dynamic sunsets! Equestrian amenities of small horse barn, fenced paddocks and direct access to trails! This welcoming residence is certainly unique! A cape style home, with contemporary open floor plan, dramatic windows and a wide deck is seamlessly married to a rustic log cabin, with true Vermont character. Throughout the multilevel residence inviting interior spaces present both large areas for socializing as well as more private space for individual activities. Upon entering the cape the appeal of an open floor plan is obvious! A stylish well appointed kitchen features wrap around s

$1,399,000

4 beds4 baths3,669 sq ft

484 Route 12, Hartland, VT 05048

10.1 acre lot • 2 garage spots • Car-dependent

2940 Route 103 #252, Cavendish, VT 05142
2940 Route 103 #252, Cavendish, VT 05142
2940 Route 103 #252, Cavendish, VT 05142
ABOUT THIS HOME
Windsor County, VT Homes for Sale
Welcome to effortless living at The Pointe at Castle Hill! This charming 1-bedroom, 1-bathroom condominium offers a convenient and low-maintenance lifestyle in a prime location. Just a stone's throw from Okemo Mountain Resort and Fox Run Golf Club, you'll be perfectly positioned to embrace Vermont's stunning outdoor recreation. Enjoy fantastic on-site amenities including a sparkling swimming pool, relaxing hot tub, fun-filled game room, and a well-equipped workout facility. With dedicated on-site maintenance and management teams, this unit is incredibly easy to maintain and rent out. Don't miss this exceptional opportunity to experience all four seasons in beautiful Vermont!

$195,000

1 bed1 bath675 sq ft

2940 Route 103 #252, Cavendish, VT 05142

$688 HOA • Community pool • Car-dependent

67-1 Safford Commons Way #1, Woodstock, VT 05091
67-1 Safford Commons Way #1, Woodstock, VT 05091
67-1 Safford Commons Way #1, Woodstock, VT 05091
ABOUT THIS HOME
Windsor County, VT Homes for Sale
This affordable 1,025 square foot condominium was built in 2022 and is conveniently located near amenities, shopping, and schools. 2 bedrooms, 2 baths. This unit is part of the Twin Pines Housing Trust's affordable housing program. Full price is $360,000. Twin Pines will pay the downpayment, so price to buyer is $226,000. An application to Twin Pines Housing Trust Homeownership program is required to purchase this condo. Household income limits are based on 120% AMI for Vermont Nonmetro.

$226,000

2 beds1 bath1,025 sq ft

67-1 Safford Commons Way #1, Woodstock, VT 05091

$265 HOA • Car-dependent

Property at 442 E Woodstock Rd Unit 4A, Woodstock, VT 05091, 2 beds, 1 bath

$239,000

2 beds1 bath1,190 sq ft

442 E Woodstock Rd Unit 4A, Woodstock, VT 05091

Property at 311 Old Route 12, Barnard, VT 05031, 5 beds, 5.5 baths

$630,000

5 beds5.5 baths5,478 sq ft

311 Old Route 12, Barnard, VT 05031

Property at 49 Burton Rd, Weston, VT 05161, 7 beds, 5.5 baths

$1,400,000

7 beds5.5 baths5,790 sq ft

49 Burton Rd, Weston, VT 05161

Property at 133 Stagecoach Rd, Norwich, VT 05055, 2 beds, 1 bath

$500,000

2 beds1 bath1,144 sq ft

133 Stagecoach Rd, Norwich, VT 05055

Property at 37 Wright Rd, Ludlow, VT 05149, 3 beds, 2.5 baths

$340,000

3 beds2.5 baths2,072 sq ft

37 Wright Rd, Ludlow, VT 05149

Property at 1254 US Route 5, Weathersfield, VT 05156, 8 beds, 1 bath

$549,000

8 beds1 bath3,500 sq ft

1254 US Route 5, Weathersfield, VT 05156

Property at 97 Route 100, Weston, VT 05161, 4 beds, 3 baths

$199,900

4 beds3 baths1,863 sq ft

97 Route 100, Weston, VT 05161

Property at 61 Depot St, Hartford, VT 05001, 8 beds, 4 baths

$695,000

8 beds4 baths6,960 sq ft

61 Depot St, Hartford, VT 05001

Property at 104 Main St, Ludlow, VT 05149, 4 beds, 4.5 baths

$895,000

4 beds4.5 baths2,769 sq ft

104 Main St, Ludlow, VT 05149

Property at 54 Twitchell Settlement, Rochester, VT 05767, 2 beds, 2 baths

$440,000

2 beds2 baths2,400 sq ft

54 Twitchell Settlement, Rochester, VT 05767

Property at 1502 Popple Dungeon Rd, Chester, VT 05143, 3 beds, 4 baths

$1,200,000

3 beds4 baths3,739 sq ft

1502 Popple Dungeon Rd, Chester, VT 05143

Property at 9 Deeplawn Ct, Ludlow, VT 05149, 3 beds, 2 baths

$559,000

3 beds2 baths2,246 sq ft

9 Deeplawn Ct, Ludlow, VT 05149

Property at 31 Huntington Pl Unit 1,2 & 3, Rochester, VT 05767, 6 beds, 6 baths

$949,000

6 beds6 baths5,497 sq ft

31 Huntington Pl Unit 1,2 & 3, Rochester, VT 05767

Property at 249 Norwich Ave, Hartford, VT 05088, 4 beds, 1.5 baths

$479,900

4 beds1.5 baths2,346 sq ft

249 Norwich Ave, Hartford, VT 05088

Property at 28 Plumley Rdg, Ludlow, VT 05149, 3 beds, 2 baths

$825,000

3 beds2 baths2,843 sq ft

28 Plumley Rdg, Ludlow, VT 05149

Property at 65 Andover St, Ludlow, VT 05149, 7 beds, 5 baths

$875,000

7 beds5 baths3,192 sq ft

65 Andover St, Ludlow, VT 05149

Property at 423 Main St, Chester, VT 05142, 6 beds, 5 baths

$575,000

6 beds5 baths3,217 sq ft

423 Main St, Chester, VT 05142

Property at 125 W Hill Rd, Ludlow, VT 05149, 3 beds, 1 bath

$395,000

3 beds1 bath1,064 sq ft

125 W Hill Rd, Ludlow, VT 05149

Property at 1583 Route 100, Plymouth, VT 05056, 2 beds, 2.5 baths

$750,000

2 beds2.5 baths3,201 sq ft

1583 Route 100, Plymouth, VT 05056

Property at 85 Main St #101, Ludlow, VT 05149, 2 beds, 2 baths

$375,000

2 beds2 baths900 sq ft

85 Main St #101, Ludlow, VT 05149

Property at 187 Dana Rd, Woodstock, VT 05091, 3 beds, 1.5 baths

$645,000

3 beds1.5 baths1,468 sq ft

187 Dana Rd, Woodstock, VT 05091

Property at 20 The Grn, Woodstock, VT 05091, 3 beds, 2.5 baths

$1,995,000

3 beds2.5 baths2,688 sq ft

20 The Grn, Woodstock, VT 05091

Property at 24 Freeman Rd Unit A1, Cavendish, VT 05153, 3 beds, 3.5 baths

$675,000

3 beds3.5 baths2,023 sq ft

24 Freeman Rd Unit A1, Cavendish, VT 05153

Property at 74 Spaulding Rd Unit I4, Cavendish, VT 05153, 3 beds, 3.5 baths

$550,000

3 beds3.5 baths2,203 sq ft

74 Spaulding Rd Unit I4, Cavendish, VT 05153

Property at 181 Banister Rd, West Windsor, VT 05037, 3 beds, 1 bath

$410,000

3 beds1 bath1,620 sq ft

181 Banister Rd, West Windsor, VT 05037

Property at 456 QIV Jackson Gore Inn Unit 456 QIV, Ludlow, VT 05149, 1 bed, 2 baths

$71,000

1 bed2 baths775 sq ft

456 QIV Jackson Gore Inn Unit 456 QIV, Ludlow, VT 05149

Property at 58 Valley View Rd Unit 1, Bridgewater, VT 05035, 2 beds, 2 baths

$249,900

2 beds2 baths1,373 sq ft

58 Valley View Rd Unit 1, Bridgewater, VT 05035

Property at 56 Main St, Ludlow, VT 05149, 4 beds, 2.5 baths

$529,500

4 beds2.5 baths2,200 sq ft

56 Main St, Ludlow, VT 05149

Property at 29-31 High St, Ludlow, VT 05149, 6 beds, 3 baths

$795,000

6 beds3 baths3,325 sq ft

29-31 High St, Ludlow, VT 05149

Property at 210 Quechee -Hartland Rd, Hartford, VT 05001, 3 beds, 2 baths

$275,000

3 beds2 baths1,296 sq ft

210 Quechee -Hartland Rd, Hartford, VT 05001

Property at 1643 Hammond Hill Rd, West Windsor, VT 05089, 3 beds, 3 baths

$621,000

3 beds3 baths2,915 sq ft

1643 Hammond Hill Rd, West Windsor, VT 05089

Property at 350 Mountain Rd Unit B301, Ludlow, VT 05149, 1 bed, 1 bath

$385,000

1 bed1 bath599 sq ft

350 Mountain Rd Unit B301, Ludlow, VT 05149

Property at 58 Greenbush Rd, Cavendish, VT 05142, 3 beds, 3 baths

$825,000

3 beds3 baths1,432 sq ft

58 Greenbush Rd, Cavendish, VT 05142

Property at 10 College Hill Rd, Woodstock, VT 05091, 5 beds, 4.5 baths

$1,895,000

5 beds4.5 baths4,214 sq ft

10 College Hill Rd, Woodstock, VT 05091

Property at 32 Oak Ln, Springfield, VT 05156, 3 beds, 2 baths

$93,999

3 beds2 baths880 sq ft

32 Oak Ln, Springfield, VT 05156

Property at 129 Ash Ln, Springfield, VT 05156, 2 beds, 1 bath

$89,499

2 beds1 bath746 sq ft

129 Ash Ln, Springfield, VT 05156

Viewing page 5 of 9

Average home prices near Windsor County, VT

Cities

Enfield homes for sale
$660,950
Norwich homes for sale
$1,095,000
Quechee homes for sale
$429,000
Hartland homes for sale
$589,000
White River Junction homes for sale
$423,000
Springfield homes for sale
$199,000
Chester homes for sale
$364,500
Lebanon homes for sale
$509,450
Rutland homes for sale
$286,000
Woodstock homes for sale
$1,150,000
Ludlow homes for sale
$547,000
Claremont homes for sale
$380,000
Randolph homes for sale
$427,063
Hanover homes for sale
$1,235,000
Windsor homes for sale
$255,000

Counties

Hillsborough County homes for sale
$599,900
Chittenden County homes for sale
$619,000
Merrimack County homes for sale
$549,900

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)

$455,000

+27.8% YoY | May 2025

1 year
3 year
5 year

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

Location

Data

May 2025

Growth

% YoY

Windsor County, VT

$455,000

+27.8%

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
$560,000
Stowe homes for sale
$1,050,000
Woodstock homes for sale
$1,150,000
Montpelier homes for sale
$481,000
Brattleboro homes for sale
$339,000
South Burlington homes for sale
$677,000
Shelburne homes for sale
$774,900
Waterbury homes for sale
$400,000
Manchester homes for sale
$1,195,000
Rutland homes for sale
$286,000
Ludlow homes for sale
$547,000
Bennington homes for sale
$284,000
Barre homes for sale
$285,000
Middlebury homes for sale
$614,000
Norwich homes for sale
$1,095,000

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 Sun Jun 15 2025 on the search page

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