05037, VT homes for sale & real estate

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1159 Ski Tow Rd, West Windsor, VT 05037
1159 Ski Tow Rd, West Windsor, VT 05037
1159 Ski Tow Rd, West Windsor, VT 05037
ABOUT THIS HOME
05037, VT Homes for Sale
Located near the end of a country cul-de-sac at Ascutney Mountain this Split entry has 3BR/2BA it is configured as two units with separate entries & 2 kitchens but has been used as a single-family home, as well. It has 2 nice brick fireplaces; one with a VT Castings woodstove insert, the other has a wood stove hook up. Recent updates include a new Rinnai direct vent propane heater, 2 Tesla Power Walls & rEV charger outlet. A nice backyard is accessed by sliding doors, a covered patio, a large deck, plenty of room to entertain or let the kids play! Benefits from public water and sewer, no association fees. Protective covenants exist. Steps away from Ascutney Outdoors hiking &amp

$329,000

3 beds2 baths1,656 sq ft

1159 Ski Tow Rd, West Windsor, VT 05037

0.5 acre lot • $116 HOA • Car-dependent

104 Deer Run #13, West Windsor, VT 05037
104 Deer Run #13, West Windsor, VT 05037
104 Deer Run #13, West Windsor, VT 05037
ABOUT THIS HOME
05037, VT Homes for Sale
Welcome to this nicely maintained 2-bedroom + loft condo offering direct access to the renowned Ascutney Trails—perfect for mountain biking, skiing, hiking, and trail running. Enjoy stunning mountain views from the spacious living room, which features two large sliding glass doors that flood the space with natural light. The open loft above the living area offers even more scenic vistas and flexible living space. Both bedrooms feature charming exposed beams, adding warmth and character. Peaceful and private, yet just a short walk to village amenities and minutes from I-91, this home combines tranquility with convenience. With in-unit laundry and strong rental potential, this is an ide

$275,000

2 beds1.5 baths1,140 sq ft

104 Deer Run #13, West Windsor, VT 05037

$383 HOA • Car-dependent

204 High Ridge Rd, West Windsor, VT 05037
204 High Ridge Rd, West Windsor, VT 05037
204 High Ridge Rd, West Windsor, VT 05037
ABOUT THIS HOME
05037, VT Homes for Sale
This hidden gem is one of the best kept secrets in West Windsor. Sited at the end of a private road with rolling green lawns, and a tree top view of Mount Ascutney, this lovingly stewarded home was impeccably constructed and orchestrated with flowing wide open, bright spaces. The perfect home for full or part time living, and entertaining. The living room is anchored by a painted brick Rumford fireplace, and a bank of windows overlooking gardens and lawns. The open concept dining/kitchen area with a woodstove steps out to a spacious deck. There is an attached two car garage entering a mudroom with a sunroom looking across perennial beds to the swimming pond and cabana. There is a study off

$1,275,000

4 beds3 baths3,796 sq ft

204 High Ridge Rd, West Windsor, VT 05037

33.5 acre lot • 2 garage spots • Car-dependent

166 Jewett Rd, West Windsor, VT 05037
166 Jewett Rd, West Windsor, VT 05037
166 Jewett Rd, West Windsor, VT 05037
ABOUT THIS HOME
05037, VT Homes for Sale
Stately hilltop home built by Silas Banister c. 1800, recently undergone a complete restoration. Quality materials & craftsmanship throughout. It has gorgeous views of nearby Ascutney Mountain & long-range views of NH. The property consists of 98 acres made up of fields, hard & softwoods, trails, a large sugarbush (potential for a future boiling operation). Conserved by Upper Valley Land Trust, enrolled in Current Use. The main floor offers a new kitchen which boasts a beautiful 11' quartz island & counters. Dining & Family Room with soapstone woodstove, Living Room with a new Rumford Fireplace with rod iron & glass doors for efficiency. A large Sunroom w

$3,650,000

5 beds4 baths3,212 sq ft

166 Jewett Rd, West Windsor, VT 05037

98 acre lot • 3 garage spots • Car-dependent

3440 Route 44, West Windsor, VT 05037
3440 Route 44, West Windsor, VT 05037
3440 Route 44, West Windsor, VT 05037
ABOUT THIS HOME
05037, VT Homes for Sale
This well cared for contemporary home has only been used as a second home for the original owners. The house takes advantage of the southwest exposure to be able to bring the outside in with the use of large palladium windows and multiple French doors. Some of the interior features include 3 woodburning fireplaces , wide pine floors , vaulted ceilings , and skylights. The floor plan has an easy flow. The charming kitchen leads into a spacious dining room with fireplace. The living room with stunning fireplace leads out to a large deck for outdoor dining. Off of the living room the cozy family room features a wall of built-in bookcases. The downstairs bedroom complete with private bath opens

$598,000

3 beds3.5 baths2,391 sq ft

3440 Route 44, West Windsor, VT 05037

1.49 acre lot • Car-dependent

Property at 295 Hotel Rd #17, West Windsor, VT 05089, 3 beds, 3 baths

$215,000

3 beds3 baths1,600 sq ft

295 Hotel Rd #17, West Windsor, VT 05089

Property at 295 Hotel Rd Unit 10/10A, West Windsor, VT 05037, 3 beds, 3 baths

$207,000

3 beds3 baths1,604 sq ft

295 Hotel Rd Unit 10/10A, West Windsor, VT 05037

Property at 320 W Rowe Hill Rd, West Windsor, VT 05037

$325,000

0 beds— baths— sq ft

320 W Rowe Hill Rd, West Windsor, VT 05037

Property at 586 Ski Tow Rd, West Windsor, VT 05037, 3 beds, 2 baths

$495,000

3 beds2 baths1,480 sq ft

586 Ski Tow Rd, West Windsor, VT 05037

Property at 1084 Rush Meadow Rd, West Windsor, VT 05089, 2 beds, 1 bath

$289,500

2 beds1 bath996 sq ft

1084 Rush Meadow Rd, West Windsor, VT 05089

Property at 1777 Bible Hill Rd, West Windsor, VT 05089, 4 beds, 3.5 baths

$995,000

4 beds3.5 baths3,830 sq ft

1777 Bible Hill Rd, West Windsor, VT 05089

Property at 00 Route 44, West Windsor, VT 05037

$100,000

— beds— baths— sq ft

00 Route 44, West Windsor, VT 05037

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Nearby homes that match your criteria

96 Dairy Ln, Windsor, VT 05089
96 Dairy Ln, Windsor, VT 05089
96 Dairy Ln, Windsor, VT 05089
ABOUT THIS HOME
05037, VT Homes for Sale
Nestled on 1.34 picturesque acres in historic Windsor, this classic 4-bedroom Colonial blends timeless charm with comfortable living. Set back from the road, the home offers privacy and space to enjoy Vermont’s natural beauty while being just minutes from town amenities, schools, and I-91. Inside, you'll find a traditional floor plan with spacious living and dining areas, a well-appointed kitchen, and plenty of natural light throughout. With this flexible layout, you can configure bedrooms on 1 or both levels. The basement is dry, and has ample finished space for an extra playroom or family room. The expansive yard is ideal for gardening, play, or simply taking in the peaceful surrou

$459,000

4 beds2.5 baths2,272 sq ft

96 Dairy Ln, Windsor, VT 05089

1.34 acre lot • 2 garage spots • Car-dependent

NEW CONSTRUCTION

11 Cubb Ct, Windsor, VT 05089
11 Cubb Ct, Windsor, VT 05089
11 Cubb Ct, Windsor, VT 05089
ABOUT THIS HOME
05037, VT Homes for Sale
Welcome to 11 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient construction, modern appliances, and low-maintenance materials, making it perfect for easy living. Located in a peaceful and well-maintained community, this home is ideal for those looking for a move-in-ready option in a convenient location. Don’t miss out on this opportunity! Contact us t

$96,232

2 beds2 baths777 sq ft

11 Cubb Ct, Windsor, VT 05089

$425 HOA • Car-dependent

NEW CONSTRUCTION

23 Cubb Ct, Windsor, VT 05089
23 Cubb Ct, Windsor, VT 05089
23 Cubb Ct, Windsor, VT 05089
ABOUT THIS HOME
05037, VT Homes for Sale
Welcome to 23 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 manufactured home offers 1 bedroom, 1 bathroom, and 643 sq. ft. (13'4"x48) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient construction, modern appliances, and low-maintenance materials, making it perfect for easy living. Located in a peaceful and well-maintained community, this home is ideal for those looking for a move-in-ready option in a convenient location. Don’t miss out on this opportunity! Contact us tod

$87,826

1 bed1 bath643 sq ft

23 Cubb Ct, Windsor, VT 05089

$425 HOA • Car-dependent

NEW CONSTRUCTION

84 Cubb Ct, Windsor, VT 05089
84 Cubb Ct, Windsor, VT 05089
84 Cubb Ct, Windsor, VT 05089
ABOUT THIS HOME
05037, VT Homes for Sale
Welcome to 84 Cubb Court, , Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-66 model manufactured home offers 3 bedrooms, 2 bathrooms, and 880 sq. ft. (13'4"x66) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient construction, modern appliances, and low-maintenance materials, making it perfect for easy living. Located in a peaceful and well-maintained community, this home is ideal for those looking for a move-in-ready option in a convenient location. Don’t miss out on this opportunity! Cont

$98,995

3 beds2 baths880 sq ft

84 Cubb Ct, Windsor, VT 05089

$425 HOA • Car-dependent

NEW CONSTRUCTION

517 Back Mountain Rd, Windsor, VT 05089
517 Back Mountain Rd, Windsor, VT 05089
517 Back Mountain Rd, Windsor, VT 05089
ABOUT THIS HOME
05037, VT Homes for Sale
Welcome to 517 Back Mountain Rd. , Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient construction, modern appliances, and low-maintenance materials, making it perfect for easy living. Located in a peaceful and well-maintained community, this home is ideal for those looking for a move-in-ready option in a convenient location. Don’t miss out on this opportunit

$96,232

2 beds2 baths777 sq ft

517 Back Mountain Rd, Windsor, VT 05089

$425 HOA • Car-dependent

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1134 Route 106, Reading, VT 05062
1134 Route 106, Reading, VT 05062
1134 Route 106, Reading, VT 05062
ABOUT THIS HOME
05037, VT Homes for Sale
Timeless Stone Estate on 36 Acres with Modern Comforts & Rustic Elegance. Welcome to your private countryside retreat—an extraordinary 36-acre estate where historic charm meets modern-day living. Built in the 1800s and thoughtfully updated, this 5-bedroom, 2.5-bath stone home offers the kind of setting most only dream of: expansive rolling land, a private pond and multiple outbuildings for all your hobbies, animals, or creative pursuits. Step inside and be greeted by warm woodwork, beautiful stone tile, and character-filled finishes throughout. The heart of the home is a granite-topped kitchen with stainless steel appliances, a spacious walk-in pantry, and a cozy wood-burning fi

$745,000

5 beds2.5 baths2,717 sq ft

1134 Route 106, Reading, VT 05062

36.03 acre lot • 2 garage spots • Car-dependent

Property at 789 Hammond Hill Rd, West Windsor, VT 05089, 3 beds, 3 baths

$600,000

3 beds3 baths1,826 sq ft

789 Hammond Hill Rd, West Windsor, VT 05089

Property at 515 Shattuck Hill Rd Unit 515, 513 & 511, West Windsor, VT 05037, 6 beds, 5.5 baths

$1,597,000

6 beds5.5 baths4,225 sq ft

515 Shattuck Hill Rd Unit 515, 513 & 511, West Windsor, VT 05037

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 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

Average home prices near 05037, VT

Cities

Enfield homes for sale
$473,000
Norwich homes for sale
$639,000
Quechee homes for sale
$405,000
Hartland homes for sale
$429,000
Charlestown homes for sale
$564,450
Newport homes for sale
$485,000
White River Junction homes for sale
$499,000
Springfield homes for sale
$225,000
Chester homes for sale
$325,000
Lebanon homes for sale
$519,000
Woodstock homes for sale
$1,200,000
Ludlow homes for sale
$529,000
Claremont homes for sale
$369,900
Hanover homes for sale
$649,000
Windsor homes for sale
$250,000

Zip Codes
Minor Civil Divisions

05037, VT real estate trends

All Home Types trends in 05037, VT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$303,500

-25.1% YoY | Jun 2025

1 year
3 year
5 year

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

Location

Data

Jun 2025

Growth

% YoY

05037, VT

$303,500

-25.1%

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Popular Markets in Vermont

Burlington homes for sale
$620,000
Stowe homes for sale
$899,000
Woodstock homes for sale
$1,200,000
Montpelier homes for sale
$474,950
Brattleboro homes for sale
$334,000
South Burlington homes for sale
$710,000
Shelburne homes for sale
$719,000
Waterbury homes for sale
$340,000
Manchester homes for sale
$1,325,000
Rutland homes for sale
$277,000
Ludlow homes for sale
$529,000
Barre homes for sale
$260,000
Bennington homes for sale
$272,000
Middlebury homes for sale
$677,000
Norwich homes for sale
$639,000

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 Aug 03 2025 on the search page

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