Homes with virtual tours for Sale in Windsor County, VT

132 homes

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VIDEO TOUR

ABOUT THIS HOME
Home with Virtual Tour for sale in Windsor County, VT:
Beautifully renovated 3-bedroom, 2.5-bath chalet perched on the slope of the former Plymouth Notch Ski Area. This move-in-ready home combines mountain charm with modern comfort. Interior upgrades include new flooring, fully renovated bathrooms, stylish lighting, and a refreshed kitchen with granite countertops, tile backsplash, pot filler, and all-new stainless steel appliances. The open-concept living area centers around a cozy stacked stone fireplace--perfect for relaxing after a day outdoors. Mechanical improvements feature a new Rinnai propane heater, Navien on-demand hot water system, and all-new electric baseboard heat. The home's exterior was freshly repainted in 2024, and a new roof

$649,000

3 beds2.5 baths1,788 sq ft

162 Bear Hill Rd, Plymouth, VT 05056

Renovated bathrooms • Granite countertops • Refreshed kitchen

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in Windsor County, VT:
Welcome to your mountain sanctuary in the heart of Solitude Village—Okemo’s premier slopeside community. This luxurious 5-bedroom, 3-bathroom retreat offers true ski-on/ski-off access, allowing you to hit the Rising Star Trail or Moon Shadow right from your doorstep. Step inside to a warm, elegant interior featuring radiant-heated tile and rich hardwood floors throughout. The expansive great room, with its stunning stone fireplace and vaulted ceilings, creates the perfect après-ski gathering space. Just off the great room, a custom beverage bar with seating for three invites you to unwind with a cocktail while watching the snow fall. The chef’s kitchen is appointed

$3,100,000

5 beds4.5 baths7,634 sq ft

165 Moon Shadow Dr Unit M-15, Ludlow, VT 05149

Walkout lower level • Private balcony • Custom beverage bar

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in Windsor County, VT:
Village Charmer - Experience the allure of village living in the heart of Ludlow with this recently renovated 6-bedroom, 4-bathroom residence. Ideal for your comfort and convenience, the property is within walking distance of Ludlow's shopping and dining amenities and just a short drive (a few minutes) to the base of Okemo. Boasting not one, but two mudrooms, it provides ample space for all your outdoor gear. Step into the expansive open-concept kitchen/dining room, offering a welcoming atmosphere. This home presents various living space options, including a sizable game room with a wet bar. Ascend to the upper level to discover a spacious entertainment/living room with an additional loft s

$750,000

6 beds4 baths3,127 sq ft

8 Pond St, Ludlow, VT 05149

Sizable game room • Short drive okemo • Open-concept kitchen

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in Windsor County, VT:
AFFORDABLE SKI HOME NEAR OKEMO MOUNTAIN RESORT Discover your perfect Vermont getaway with this charming 3-bedroom, 2-bath ski home just minutes from Okemo Mountain Resort in the heart of Proctorsville Village. Ideal as a low-maintenance vacation retreat or full-time residence, this well-kept 1977 home on . 26± acres combines comfort, convenience, and exceptional value in one of the most desirable areas of the Okemo Valley. Step inside to a spacious, sun-filled living room, a bright eat-in kitchen with breakfast nook, and an enclosed breezeway—the perfect spot to relax or entertain after a day on the slopes. The primary bedroom and living room offer generous space, while the tw

$289,000

3 beds2 baths1,232 sq ft

842 Main St, Proctorsville, VT 05153

Natural light • Eat-in kitchen • Original paneling

VIDEO TOUR

ABOUT THIS HOME
Home with Virtual Tour for sale in Windsor County, VT:
Jackson Gore Village at Okemo – Adams House Condominium. Welcome to slopeside living at its finest in the Adams House at Jackson Gore Village, located at the heart of Okemo Mountain Resort. This spacious and beautifully appointed condominium offers effortless access to the slopes and a full suite of resort amenities. The open-concept living area features a comfortable space to gather, complete with a cozy gas fireplace, a generous dining area, and a fully equipped kitchen—perfect for fueling up before a day of mountain adventure. The Ensuite bedroom offers a king-size bed fireplace and en-suite bath, while the second bedroom includes two queen beds, providing plenty of room for

$99,000

2 beds3 baths1,369 sq ft

Jackson Gore Adams House Unit 510/512 QIII, Ludlow, VT 05149

Cozy gas fireplace • Resort amenities • Private laundry

Property at 248 Gird Lot Rd, Springfield, VT 05151, 5 beds, 4.5 baths

$2,495,000

5 beds4.5 baths4,800 sq ft

248 Gird Lot Rd, Springfield, VT 05151

Property at 78 Coopers Trce, Plymouth, VT 05056, 4 beds, 4 baths

$739,000

4 beds4 baths2,578 sq ft

78 Coopers Trce, Plymouth, VT 05056

Property at 33 Ferndale Dr, Barnard, VT 05031, 3 beds, 2.5 baths

$999,000

3 beds2.5 baths4,289 sq ft

33 Ferndale Dr, Barnard, VT 05031

Property at Jackson Gore Adams House Unit 625/627 Q3, Ludlow, VT 05149, 3 beds, 3 baths

$210,000

3 beds3 baths2,011 sq ft

Jackson Gore Adams House Unit 625/627 Q3, Ludlow, VT 05149

Property at 325 Cemetery Rd, West Windsor, VT 05089, 4 beds, 2 baths

$1,325,000

4 beds2 baths2,554 sq ft

325 Cemetery Rd, West Windsor, VT 05089

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

$740,000

6 beds7 baths3,880 sq ft

815 Route 100, Weston, VT 05161

Property at 3 Mace Hill Rd, Hartland, VT 05048, 6 beds, 3 baths

$425,000

6 beds3 baths2,243 sq ft

3 Mace Hill Rd, Hartland, VT 05048

Property at 1300 Mountain Rd, Ludlow, VT 05149, 4 beds, 5 baths

$2,000,000

4 beds5 baths2,887 sq ft

1300 Mountain Rd, Ludlow, VT 05149

Property at 44 Freeman Rd Unit B2, Cavendish, VT 05153, 3 beds, 3.5 baths

$635,000

3 beds3.5 baths2,203 sq ft

44 Freeman Rd Unit B2, Cavendish, VT 05153

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

$899,000

6 beds6 baths5,497 sq ft

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

Property at 476 Salt Ash Rd, Plymouth, VT 05056, 5 beds, 6 baths

$4,850,000

5 beds6 baths9,153 sq ft

476 Salt Ash Rd, Plymouth, VT 05056

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

$495,000

6 beds5 baths3,217 sq ft

423 Main St, Chester, VT 05142

Property at 117 Ledgewood Rd Unit F3 w/F4 Garage, Ludlow, VT 05149, 4 beds, 3.5 baths

$995,000

4 beds3.5 baths2,585 sq ft

117 Ledgewood Rd Unit F3 w/F4 Garage, Ludlow, VT 05149

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

$525,000

3 beds2 baths2,246 sq ft

9 Deeplawn Ct, Ludlow, VT 05149

Property at 61 Academy Cir, South Woodstock, VT 05071, 6 beds, 5 baths

$3,500,000

6 beds5 baths5,433 sq ft

61 Academy Cir, South Woodstock, VT 05071

Property at 3800 Weston Andover Rd, Andover, VT 05143, 8 beds, 7.5 baths

$6,950,000

8 beds7.5 baths10,062 sq ft

3800 Weston Andover Rd, Andover, VT 05143

Property at 60 Spaulding Rd Unit J1, Cavendish, VT 05142, 2 beds, 2.5 baths

$400,000

2 beds2.5 baths1,445 sq ft

60 Spaulding Rd Unit J1, Cavendish, VT 05142

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

$599,000

1 bed1.5 baths1,044 sq ft

144 Lodge Rd #5, Ludlow, VT 05149

Property at Jackson Gore Adams House Unit 606/608 QII, Ludlow, VT 05149, 2 beds, 3 baths

$100,000

2 beds3 baths1,367 sq ft

Jackson Gore Adams House Unit 606/608 QII, Ludlow, VT 05149

Property at 141 Upper Xrd, Ludlow, VT 05149, 3 beds, 2 baths

$525,000

3 beds2 baths1,658 sq ft

141 Upper Xrd, Ludlow, VT 05149

Property at 400 Ruusunen Rd, Springfield, VT 05156, 6 beds, 4.5 baths

$3,350,000

6 beds4.5 baths5,657 sq ft

400 Ruusunen Rd, Springfield, VT 05156

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

$1,800,000

4 beds4 baths2,310 sq ft

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

Property at 51 E Ash Rd, Plymouth, VT 05056, 7 beds, 8.5 baths

$2,950,000

7 beds8.5 baths13,410 sq ft

51 E Ash Rd, Plymouth, VT 05056

Property at 688 Hidden Heights Rd, Chester, VT 05143, 3 beds, 2 baths

$685,000

3 beds2 baths2,205 sq ft

688 Hidden Heights Rd, Chester, VT 05143

Property at 69 Daybreak Dr Unit H-102, Ludlow, VT 05149, 2 beds, 2.5 baths

$700,000

2 beds2.5 baths1,166 sq ft

69 Daybreak Dr Unit H-102, Ludlow, VT 05149

Property at 107-109 Baker Rd, Springfield, VT 05156, 7 beds, 4.5 baths

$825,000

7 beds4.5 baths4,733 sq ft

107-109 Baker Rd, Springfield, VT 05156

Property at Jackson Gore Inn Unit 342/344 QIV, Ludlow, VT 05149, 3 beds, 3 baths

$195,000

3 beds3 baths1,670 sq ft

Jackson Gore Inn Unit 342/344 QIV, Ludlow, VT 05149

Property at 365 Q4 Jackson Gore Inn Rd Unit 365 Q4, Ludlow, VT 05149, 1 bath

$52,000

0 beds1 bath390 sq ft

365 Q4 Jackson Gore Inn Rd Unit 365 Q4, 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 Jackson Gore Adams House Unit 517/519 QIII, Ludlow, VT 05149, 1 bed, 2 baths

$70,000

1 bed2 baths957 sq ft

Jackson Gore Adams House Unit 517/519 QIII, Ludlow, VT 05149

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 448 QIV Jackson Gore Inn Unit 448 QIV, Ludlow, VT 05149, 1 bed, 2 baths

$70,000

1 bed2 baths775 sq ft

448 QIV Jackson Gore Inn Unit 448 QIV, Ludlow, VT 05149

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

$1,600,000

3 beds2 baths3,291 sq ft

265 Depot St, Proctorsville, VT 05153

Property at 322 QIV Jackson Gore Inn Unit 322 QIV, Ludlow, VT 05149, 1 bath

$63,000

0 beds1 bath390 sq ft

322 QIV Jackson Gore Inn Unit 322 QIV, Ludlow, VT 05149

Property at 00 Howe Hill Rd #2, South Royalton, VT 05068

$125,000

— beds— baths— sq ft

00 Howe Hill Rd #2, South Royalton, VT 05068

Property at 00 Howe Hill Rd Lot 1 & 2, South Royalton, VT 05068

$250,000

— beds— baths— sq ft

00 Howe Hill Rd Lot 1 & 2, South Royalton, VT 05068

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Homes with virtual tours for Sale in Windsor County

There are currently 132 homes with virtual tours for sale in Windsor County at a median listing price of $549K. 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 80 days. This map is refreshed with the newest listings in Windsor County every 15 minutes.

In the past month, 94 homes have been sold in Windsor County. In addition to houses in Windsor County, there were also 101 condos, 4 townhouses, and 25 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 Sun Oct 26 2025 on the search page

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