Homes with a View for Sale in Windsor County, VT

204 homes

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NEW 11 HRS AGO

ABOUT THIS HOME
Home with View for sale in Windsor County, VT:
This is a neat spot. Close enough to the village that you can walk to shops and restaurants but just far enough out that you enjoy the peace and quiet of a dead-end road. The house sits up from the road which means that you get to enjoy some views of Okemo. If you would rather not drive up to the mountain, you can walk to the end of the street and hop on Okemo's shuttle. Built in 1993, this home offers living space on three levels. You walk into a small mudroom where you can leave your coats and boots. Then, into the large family room with space for TV, games or exercise all of which gets to take in the view. Also on this level, there is a bonus room. .. work from home, no problem! The ful

$585,000

3 beds3 baths3,062 sq ft

32 Plumley Ave, Ludlow, VT 05149

Views of okemo • New siding • Small balcony

ABOUT THIS HOME
Home with View for sale in Windsor County, VT:
Effortless Style Meets Vermont Village Living Sweeping arches, sun-soaked spaces, and vintage charm, this Ludlow Village home is the perfect blend of character and modern comfort. Lovingly cared for over 33 years, it's been thoughtfully renovated to keep the history intact while adding all the upgrades you want. Wake up to southern light streaming into your sunroom, sip coffee on the elevated deck with mountain views, or gather friends around the patio's hot tub and gas fire pit after a day on the slopes. With Okemo Mountain Resort just minutes away, you can ski in winter, golf in summer, and explore pristine lakes all year long. Inside, high-speed internet keeps you connected while heated

$799,000

4 beds2 baths2,516 sq ft

14 Gill Ter, Ludlow, VT 05149

Hot tub • High-speed internet • Elevated deck

ABOUT THIS HOME
Home with View for sale in Windsor County, VT:
Welcome to "Valley Brook Farm", a Historic Cape in the middle of Horse country on 12.92 acres with Barns, rolling & level Pasture, a swimming Pond, and Brook. Located in the heart of the nationally renowned Green Mountain Horse Association trail network. Nestled on scenic & bucolic Jenneville Road, this c. 1820 Cape offers the warmth of wide pine floors, post-and-beam character, and sun-filled spaces. The 1.75-story home (2,212+ sq ft) includes 4 bedrooms and 2 full baths. The charming country kitchen features an expansive Family Room area and breakfast nook with a view of the rear meadows. The adjoining pantry, pellet stove, and coat closet make for practical Vermont

$635,000

4 beds2 baths2,212 sq ft

298 Jenneville Rd, Hartland, VT 05048

Swimming pond • 12.92 acres • Barns

VIDEO TOUR

ABOUT THIS HOME
Home with View for sale in Windsor County, VT:
Welcome to your dream getaway! Add your finishing touches to this newly built "South Hill" home. This 5-bedroom, 4-bathroom country home combines timeless craftsmanship with modern comfort, just minutes from Okemo. Step inside to the inviting, open floor plan where natural light pours in. Open concept includes the kitchen, dining, and living areas—a perfect space for entertaining. The kitchen awaits your personal touch, ready for you to install your countertops and appliances, while the living room offers a large stone wood-burning fireplace. Completing the main level is a bonus room that offers the flexibility of a 5th bedroom or home office to suit all your needs. Upstairs

$995,000

5 beds4 baths3,063 sq ft

152 Town Farm Rd, Ludlow, VT 05149

Blue stone patio • Open floor plan • Walk-in closet

VIDEO TOUR

ABOUT THIS HOME
Home with View for sale in Windsor County, VT:
Gilbert’s Hill: The birthplace of American skiing and one of Vermont's most celebrated properties for its contribution to the ski industry. Spanning 112.88± acres in Woodstock (79.31 acres) and Pomfret (33.57 acres), the farm is recognized as the birthplace of lift-served skiing in America, where the first rope tow was installed in 1934. Today, its open pastures, rolling terrain, and historic ski hill remain wonderfully intact — a living landscape that forever changed the trajectory of winter sport and the development of recreational skiing in the United States. At the heart of the property is a restored circa 1855 Greek Revival brick farmhouse with four bedrooms, two bat

$2,395,000

4 beds2 baths3,000 sq ft

1362 Barnard Rd, Woodstock, VT 05091

Historic ski hill • 112.88 acre lot • Garage

Property at 103 Bear Hill Rd W, Ludlow, VT 05149, 1 bed, 1 bath

$299,000

1 bed1 bath320 sq ft

103 Bear Hill Rd W, Ludlow, VT 05149

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 650 Francis Rd, Barnard, VT 05031, 2 beds, 5.5 baths

$39,000,000

2 beds5.5 baths9,950 sq ft

650 Francis Rd, Barnard, VT 05031

Property at 332 Cushing Rd, Pomfret, VT 05053, 3 beds, 3.5 baths

$1,295,000

3 beds3.5 baths3,590 sq ft

332 Cushing Rd, Pomfret, VT 05053

Property at 3914 South Rd, Woodstock, VT 05071, 4 beds, 3 baths

$725,000

4 beds3 baths3,584 sq ft

3914 South Rd, Woodstock, VT 05071

Property at 46 Ledgeside Ter, White River Junction, VT 05001, 2 beds, 1 bath

$150,000

2 beds1 bath1,296 sq ft

46 Ledgeside Ter, White River Junction, 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 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 31 Lakota Rd, Barnard, VT 05031, 3 beds, 2 baths

$419,000

3 beds2 baths1,288 sq ft

31 Lakota Rd, Barnard, VT 05031

Property at 221 Grout Rd, Perkinsville, VT 05151, 6 beds, 4 baths

$728,500

6 beds4 baths3,000 sq ft

221 Grout Rd, Perkinsville, VT 05151

Property at 48 Alpine Way Unit D-1, Ludlow, VT 05149, 5 beds, 5.5 baths

$3,150,000

5 beds5.5 baths3,460 sq ft

48 Alpine Way Unit D-1, Ludlow, VT 05149

Property at 166 Robbins Hl, Hartford, VT 05059, 4 beds, 3.5 baths

$699,000

4 beds3.5 baths4,336 sq ft

166 Robbins Hl, Hartford, VT 05059

Property at 355 Greene Rd, South Woodstock, VT 05071, 7 beds, 8.5 baths

$18,000,000

7 beds8.5 baths12,520 sq ft

355 Greene Rd, South Woodstock, VT 05071

Property at 3019 Popple Dungeon Rd, Chester, VT 05143, 1 bed, 1 bath

$169,000

1 bed1 bath200 sq ft

3019 Popple Dungeon Rd, Chester, VT 05143

Property at 19 Huntington Pl, Rochester, VT 05767, 6 beds, 7.5 baths

$795,000

6 beds7.5 baths4,744 sq ft

19 Huntington Pl, Rochester, VT 05767

Property at 19 Strawberry Ln, Ludlow, VT 05149, 3 beds, 1.5 baths

$589,000

3 beds1.5 baths888 sq ft

19 Strawberry Ln, Ludlow, VT 05149

Property at 411 Wood Rd, Hartford, VT 05059, 4 beds, 3.5 baths

$1,425,000

4 beds3.5 baths4,204 sq ft

411 Wood Rd, Hartford, VT 05059

Property at 73 Laber Rd, Bridgewater Corners, VT 05035, 4 beds, 6.5 baths

$1,490,000

4 beds6.5 baths6,269 sq ft

73 Laber Rd, Bridgewater Corners, VT 05035

Property at 815 Route 100, Weston, VT 05161, 6 beds, 7 baths

$695,000

6 beds7 baths3,880 sq ft

815 Route 100, Weston, VT 05161

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 333 Music Mountain Rd, Stockbridge, VT 05772, 3 beds, 2 baths

$715,000

3 beds2 baths2,542 sq ft

333 Music Mountain Rd, Stockbridge, VT 05772

Property at 228 Leonard Rd, Sharon, VT 05065, 3 beds, 2.5 baths

$739,000

3 beds2.5 baths2,235 sq ft

228 Leonard Rd, Sharon, VT 05065

Property at 1877 Willard Rd, Hartford, VT 05059, 4 beds, 3.5 baths

$850,000

4 beds3.5 baths2,970 sq ft

1877 Willard Rd, Hartford, VT 05059

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 37 Atwood Ave, Woodstock, VT 05091, 2 beds, 1 bath

$420,000

2 beds1 bath768 sq ft

37 Atwood Ave, Woodstock, VT 05091

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

Property at 1514 South Rd, Woodstock, VT 05091, 3 beds, 2 baths

$595,000

3 beds2 baths1,920 sq ft

1514 South Rd, Woodstock, VT 05091

Property at 26 Mt Peg Rd Unit B, Woodstock, VT 05091, 3 beds, 3.5 baths

$995,000

3 beds3.5 baths2,584 sq ft

26 Mt Peg Rd Unit B, 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 18 The Grn, Woodstock, VT 05091, 6 beds, 7 baths

$3,500,000

6 beds7 baths5,142 sq ft

18 The Grn, Woodstock, VT 05091

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 57 River St, Springfield, VT 05156, 7 beds, 4 baths

$249,000

7 beds4 baths3,294 sq ft

57 River St, Springfield, VT 05156

Property at 198 Piper Hill Rd, Weston, VT 05161, 4 beds, 2.5 baths

$1,995,000

4 beds2.5 baths3,839 sq ft

198 Piper Hill Rd, Weston, VT 05161

Property at 760 E Ash Rd, Plymouth, VT 05056, 4 beds, 3.5 baths

$715,000

4 beds3.5 baths2,654 sq ft

760 E Ash Rd, Plymouth, VT 05056

Property at 157 Thompson Rd, Chester, VT 05143, 4 beds, 2.5 baths

$995,000

4 beds2.5 baths2,772 sq ft

157 Thompson Rd, Chester, VT 05143

Property at 5685 VT Route 12, Barnard, VT 05031, 5 beds, 5.5 baths

$3,945,000

5 beds5.5 baths8,122 sq ft

5685 VT Route 12, Barnard, VT 05031

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Homes with a View for Sale in Windsor County

There are currently 204 homes with a view homes for sale in Windsor County at a median listing price of $550K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windsor County stay on the market for 101 days. This map is refreshed with the newest listings in Windsor County every 15 minutes.

In the past month, 86 homes have been sold in Windsor County. In addition to houses in Windsor County, there were also 94 condos, 4 townhouses, and 27 multi-family units for sale in Windsor County last month. Find your dream home in Windsor County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Windsor County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windsor County. If you're looking to sell your home in the Windsor County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windsor County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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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 Thu Dec 11 2025 on the search page

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