Windsor County, VT homes for sale & real estate

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3D WALKTHROUGH

ABOUT THIS HOME
Windsor County, VT Homes for Sale
Ledgewood on Okemo. Enjoy a ski on ski off community at Okemo Mountain Resort. This modern, multi-level condo balances contemporary convenience with cozy charm. Ideal for entertaining or a serene ski retreat, the layout features a bright, open-concept main level and an attached one-car garage. The main level boasts light hardwood flooring, a dramatic stone fireplace, and massive windows that flood the room with natural light. The gourmet kitchen features stainless steel appliances, a gas range, white cabinetry, and a breakfast bar. The spacious, adjacent dining area comfortably accommodates large gatherings. The upper level hosts a sunlit bedroom with custom bunk setups, built-in storage, c

$1,300,000

4 beds3 baths2,871 sq ft

24 Ledgewood Rd Unit B2/B6 GR, Ludlow, VT 05149

Gourmet kitchen • Massive windows • $1,260 HOA

3D WALKTHROUGH

ABOUT THIS HOME
Windsor County, VT Homes for Sale
Town Line Estate is a once-in-a-generation offering. This extraordinary 22-acre private estate is a testament to master builder craftsmanship and refined living. From the moment you arrive, every detail speaks to an uncompromising standard, classic beams, rich cherry cabinetry, and two Rumford fireplaces create warmth and character throughout. The heart of the home is a restaurant-quality kitchen designed for serious entertaining, flowing seamlessly to a spacious back deck and elegant stone patio. Soak in natural light year-round in the stunning solarium, or retreat to the dramatic tower atrium, an architectural showpiece unlike anything in the market. The estate's grounds are simply breath

$2,250,000

4 beds3.5 baths5,079 sq ft

254 Town Line Rd, Plymouth, VT 05056

Spacious back deck • Elegant stone patio • Stunning solarium

ABOUT THIS HOME
Windsor County, VT Homes for Sale
Jackson Gore Inn Unit 240 Quarter IV: Quarter Ownership. Enjoy your morning coffee with the rising sun. Views from this unit include overlooking the Spring House and up the Black River Valley with easy access to the elevators, laundry room, owners lounge and library. This is a handicap adaptive unit. 13 deeded weeks per year and includes some fabulous amenities to enjoy year-round. Unit A-Studio HCP Features: Sleeps four, Queen bed, Queen sleeper sofa, full kitchen, jetted bath tub, fireplace, entertainment center.

$52,000

Studio1 bath390 sq ft

240 Qtr. I V Jackson Gore Inn, Ludlow, VT 05149

Fabulous amenities • $176 HOA • Garage

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ABOUT THIS HOME
Windsor County, VT Homes for Sale
Welcome home to Trailside 15C on Okemo. Fully renovated and sold turn-key furnished, this 3-bedroom, 3-bath Trailside condominium is designed for effortless mountain living. The well-thought-out floor plan maximizes space and comfort, featuring a sun-filled main level with vaulted ceilings, exposed beams, and an open-concept kitchen, living, and dining area that captures a classic Vermont vibe. The spacious mudroom provides practical storage for all of your gear, while the deck extends your living space outdoors. Upstairs, retreat to a private primary en suite sanctuary. The lower level offers two additional bedrooms and a full bath, ideal for guests and family. A dedicated outdoor ski clos

$625,000

3 beds3 baths1,376 sq ft

97 Okemo Trailside Ext Unit 15C, Ludlow, VT 05149

Fully renovated • Turn-key furnished • Open-concept kitchen

ABOUT THIS HOME
Windsor County, VT Homes for Sale
MOTIVATED SELLER! Immaculately cared for Hemlock Ridge Condo. This two bedroom, two bath unit with dedicated parking is a rare find and has had many wonderful updates over the last several years. Updates include a newer Viesman Boiler / heating unit installed February 2023 which are known for high efficiency and durability, New Daiken mini split heat pump condenser units installed August 2024, windows, pantry, custom blinds and flooring. Interior features include a large open concept dining room and living room space with sliding glass door allowing for very good natural light and enjoyable views of the nicely landscaped back yard / common lawn area. Exterior features include a private back

$347,000

2 beds1.5 baths1,225 sq ft

99 Heather Dr Unit 8F, White River Junction, VT 05001

In-ground pool • Private back deck • Tennis court

Property at 144 Lodge Rd #5, Ludlow, VT 05149, 1 bed, 1.5 baths

$485,000

1 bed1.5 baths1,044 sq ft

144 Lodge Rd #5, Ludlow, VT 05149

Property at 7868 Pomfret Rd, North Pomfret, VT 05053, 5 beds, 4 baths

$475,000

5 beds4 baths3,036 sq ft

7868 Pomfret Rd, North Pomfret, VT 05053

Property at 1726 Skitchewaug Trl, Springfield, VT 05156, 4 beds, 4.5 baths

$2,790,000

4 beds4.5 baths2,894 sq ft

1726 Skitchewaug Trl, Springfield, VT 05156

Property at 139 Pleasant Valley Rd, Springfield, VT 05156, 3 beds, 1 bath

$279,000

3 beds1 bath1,331 sq ft

139 Pleasant Valley Rd, Springfield, VT 05156

Property at 36 Okemo Trailside Ext Unit 6D, Ludlow, VT 05149, 1 bed, 1 bath

$315,000

1 bed1 bath858 sq ft

36 Okemo Trailside Ext Unit 6D, Ludlow, VT 05149

Property at 934 Heald Rd, Proctorsville, VT 05153, 3 beds, 2.5 baths

$780,000

3 beds2.5 baths2,416 sq ft

934 Heald Rd, Proctorsville, VT 05153

Property at 55 Cherry Hl, Springfield, VT 05156, 6 beds, 4.5 baths

$2,300,000

6 beds4.5 baths8,656 sq ft

55 Cherry Hl, Springfield, VT 05156

Property at 3578 Royalton Turnpike Rd, Barnard, VT 05031, 2 beds, 1 bath

$369,000

2 beds1 bath1,140 sq ft

3578 Royalton Turnpike Rd, Barnard, VT 05031

Property at 574 Willard Rd Unit 2C, Hartford, VT 05059, 2 beds, 1 bath

$235,000

2 beds1 bath832 sq ft

574 Willard Rd Unit 2C, Hartford, VT 05059

Property at 110 Main St, Ludlow, VT 05149

$850,000

— beds— baths3,382 sq ft

110 Main St, Ludlow, VT 05149

Property at 10 W Hill St, Ludlow, VT 05149, 3 beds, 1 bath

$399,999

3 beds1 bath1,239 sq ft

10 W Hill St, Ludlow, VT 05149

Property at 754 Hartford Ave, White River Junction, VT 05001, 2 beds, 2 baths

$700,000

2 beds2 baths3,526 sq ft

754 Hartford Ave, White River Junction, VT 05001

Property at 1641 W Hill Rd, Rochester, VT 05767, 3 beds, 3 baths

$640,000

3 beds3 baths2,697 sq ft

1641 W Hill Rd, Rochester, VT 05767

Property at 145 Okemo Trailside Ext Unit 23BL, Ludlow, VT 05149, 1 bed, 1 bath

$379,000

1 bed1 bath884 sq ft

145 Okemo Trailside Ext Unit 23BL, Ludlow, VT 05149

Property at 35 White Loop Unit B301, Ludlow, VT 05149, 2 beds, 3 baths

$795,000

2 beds3 baths1,304 sq ft

35 White Loop Unit B301, Ludlow, VT 05149

Property at 122 Quechee Hollow Ln Unit 4E, Quechee, VT 05059, 2 beds, 1 bath

$215,000

2 beds1 bath832 sq ft

122 Quechee Hollow Ln Unit 4E, Quechee, VT 05059

Property at 54 Commonwealth Ave, Springfield, VT 05156, 3 beds, 2 baths

$390,000

3 beds2 baths1,214 sq ft

54 Commonwealth Ave, Springfield, VT 05156

Property at 240 Ghia Farm Rd, Ludlow, VT 05149, 5 beds, 3 baths

$1,150,000

5 beds3 baths3,065 sq ft

240 Ghia Farm Rd, Ludlow, VT 05149

Property at 62 Pullman Ln, White River Junction, VT 05001, 3 beds, 2.5 baths

$795,000

3 beds2.5 baths2,066 sq ft

62 Pullman Ln, White River Junction, VT 05001

Property at 1057 Brockway Mills Rd, Springfield, VT 05156, 3 beds, 1 bath

$350,000

3 beds1 bath2,128 sq ft

1057 Brockway Mills Rd, Springfield, VT 05156

Property at 62 Okemo Trailside Ext Unit 9C, Ludlow, VT 05149, 3 beds, 2 baths

$579,000

3 beds2 baths1,470 sq ft

62 Okemo Trailside Ext Unit 9C, Ludlow, VT 05149

Property at 310 Pierce Hill Rd, Brownsville, VT 05037, 7 beds, 5 baths

$1,295,000

7 beds5 baths5,774 sq ft

310 Pierce Hill Rd, Brownsville, VT 05037

Property at 2940 Route 103 #254, Cavendish, VT 05142, 1 bed, 1 bath

$175,000

1 bed1 bath675 sq ft

2940 Route 103 #254, Cavendish, VT 05142

Property at 350 Mountain Rd Unit B206, Ludlow, VT 05149, 1 bed, 1 bath

$355,000

1 bed1 bath638 sq ft

350 Mountain Rd Unit B206, Ludlow, VT 05149

Property at 406 Mt View Loop, Rochester, VT 05767, 2 beds, 1.5 baths

$465,000

2 beds1.5 baths1,008 sq ft

406 Mt View Loop, Rochester, VT 05767

Property at 37 Village Center Rd Unit Blue Spruce 4, Ludlow, VT 05149, 4 beds, 4 baths

$1,650,000

4 beds4 baths2,475 sq ft

37 Village Center Rd Unit Blue Spruce 4, Ludlow, VT 05149

Property at 265 Depot St, Proctorsville, VT 05153, 3 beds, 2 baths

$895,000

3 beds2 baths3,291 sq ft

265 Depot St, Proctorsville, VT 05153

Property at 140 Lodge Rd #3, Ludlow, VT 05149, 2 beds, 2.5 baths

$795,000

2 beds2.5 baths1,253 sq ft

140 Lodge Rd #3, Ludlow, VT 05149

Property at 144 Lodge Rd Unit 1, Ludlow, VT 05149, 3 beds, 3 baths

$1,450,000

3 beds3 baths1,836 sq ft

144 Lodge Rd Unit 1, Ludlow, VT 05149

Property at 990 Main St, Cavendish, VT 05153, 4 beds, 3.5 baths

$495,000

4 beds3.5 baths3,356 sq ft

990 Main St, Cavendish, VT 05153

Property at 243 Qtr. I V Jackson Gore Inn, Ludlow, VT 05149, 1 bath

$65,000

Studio1 bath390 sq ft

243 Qtr. I V Jackson Gore Inn, Ludlow, VT 05149

Property at 318 Mountain Rd Unit A302, Ludlow, VT 05149, 1 bed, 1 bath

$365,000

1 bed1 bath656 sq ft

318 Mountain Rd Unit A302, Ludlow, VT 05149

Property at 350 Mountain Rd Unit B103, Ludlow, VT 05149, 1 bed, 1 bath

$375,000

1 bed1 bath599 sq ft

350 Mountain Rd Unit B103, Ludlow, VT 05149

Property at 53 Moon Shadow Dr Unit M-10, Ludlow, VT 05149, 7 beds, 6.5 baths

$4,450,000

7 beds6.5 baths6,245 sq ft

53 Moon Shadow Dr Unit M-10, Ludlow, VT 05149

Property at 2141 Twenty Mile Stream Rd Lot 1 and 2, Proctorsville, VT 05153, 5 beds, 4 baths

$1,300,000

5 beds4 baths2,893 sq ft

2141 Twenty Mile Stream Rd Lot 1 and 2, Proctorsville, VT 05153

Property at 45 Pleasant St, Woodstock, VT 05091, 5 beds, 5.5 baths

$1,595,000

5 beds5.5 baths3,154 sq ft

45 Pleasant St, Woodstock, VT 05091

Viewing page 7 of 13

Average home prices near Windsor County, VT

Cities

Enfield homes for sale
$359,950
Norwich homes for sale
$1,165,000
Quechee homes for sale
$375,000
White River Junction homes for sale
$439,500
Springfield homes for sale
$259,000
Chester homes for sale
$417,500
Lebanon homes for sale
$495,000
Rutland homes for sale
$299,000
Plainfield homes for sale
$549,999
Woodstock homes for sale
$975,000
Ludlow homes for sale
$599,000
Claremont homes for sale
$352,500
Randolph homes for sale
$335,000
Hanover homes for sale
$1,045,000
Windsor homes for sale
$339,000

Counties

Grafton County homes for sale
$499,000
Hillsborough County homes for sale
$539,900
Merrimack County homes for sale
$529,900

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)

$518,839

+29.7% YoY | Sep 2026

1 year
3 year
5 year

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

Location

Data

Sep 2026

Growth

% YoY

Windsor County, VT

$518,839

+29.7%

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

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Popular Markets in Vermont

Burlington homes for sale
$525,000
Stowe homes for sale
$1,061,950
Woodstock homes for sale
$975,000
Montpelier homes for sale
$430,000
South Burlington homes for sale
$683,500
Brattleboro homes for sale
$289,000
Waterbury homes for sale
$442,500
Rutland homes for sale
$299,000
Ludlow homes for sale
$599,000
Shelburne homes for sale
$594,500
Waitsfield homes for sale
$515,000
Middlebury homes for sale
$499,000
Manchester homes for sale
$995,000
Bennington homes for sale
$257,000
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 Sat Oct 24 2026 on the search page

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