638

Windsor, VT Homes in ZIP Code 05037

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  • /33

    $329,000

    • 3 Beds
    • 2 Baths
    • 864 Sq Ft

    1159 Ski Tow Rd, Brownsville, VT 05037

    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

    Dana Waters Dark Horse Realty

    1159 Ski Tow Rd, Brownsville, VT 05037
  • /21

    $189,945 Sold Jul 18, 2025

    • 1,012 Sq Ft
    • $188/SF
    • 38 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1961

    814 Ski Tow Rd Unit 3, West Windsor, VT 05037

    Discover this pleasant multi-level condominium offering a comfortable and versatile layout in a desirable Mt. Ascutney location. The home features a spacious open-concept living and dining area with soaring cathedral ceilings, and access to a covered porch—perfect for relaxing and taking in the surroundings. With 2 bedrooms, 2 full baths, and a versatile loft (not approved for sleeping per Fire

    Katie Ladue Gilbert KW Vermont Woodstock

    814 Ski Tow Rd Unit 3, West Windsor, VT 05037
    • /35

      Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,772 Sq Ft

      951 Ski Tow Rd, West Windsor, VT 05037

      951 Ski Tow Rd, West Windsor, VT 05037
  • /34

    $275,000

    • 2 Beds
    • 1.5 Baths
    • 660 Sq Ft

    104 Deer Run Rd Unit C13, Brownsville, VT 05037

    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

    Daniel Preston KW Vermont Woodstock

    104 Deer Run Rd Unit C13, Brownsville, VT 05037
  • /15

    $140,000 Sold Jul 03, 2025

    • 602 Sq Ft
    • $233/SF
    • 71 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1966

    815 Ski Tow Rd Unit 3, Brownsville, VT 05037

    Tired of paying high rent? Here is a terrific opportunity to dive into home ownership! Featuring 1 BR, and 1 BA, with loft space it would also make a great second home.This condo is very well maintained with sunny spaces and a convenient updated kitchen. Lovely views from the private and covered porch, will help you unwind after a busy day. A perfect spot to enjoy your morning coffee.

    Mary Paino Coldwell Banker LIFESTYLES - Quechee

    815 Ski Tow Rd Unit 3, Brownsville, VT 05037
    • /25

      Est $552,820 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,442 Sq Ft

      124 Village Ln, West Windsor, VT 05037

      124 Village Ln, West Windsor, VT 05037
  • /48

    $1,275,000

    • 4 Beds
    • 3 Baths
    • 3,332 Sq Ft

    204 High Ridge Rd, Brownsville, VT 05037

    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

    Danny Kogut Williamson Group Sothebys Intl. Realty

    204 High Ridge Rd, Brownsville, VT 05037
  • /53

    $525,000 Sold Jun 20, 2025

    • 2,064 Sq Ft
    • $254/SF
    • 41 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2018

    342 Jewett Rd, Brownsville, VT 05037

    Nearly new, energy efficient contemporary home on 2.73a corner lot in Brownsville. This house has natural light, a spacious kitchen with cathedral ceiling & plenty of room for entertaining. Enjoy the cozy living room with wood stove, first floor office, two bedrooms and bath. On the second floor you'll find a beautiful primary suite complete with a nice bathroom, walk-in closet, laundry & private

    Dana Waters Dark Horse Realty

    342 Jewett Rd, Brownsville, VT 05037
    • /27

      Est $264,667 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,154 Sq Ft

      159 Estey Ln, Windsor, VT 05089

      159 Estey Ln, Windsor, VT 05089
  • /60

    $3,650,000

    • 5 Beds
    • 5 Baths
    • 3,212 Sq Ft

    166 Jewett Rd, Brownsville, VT 05037

    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,

    Dana Waters Dark Horse Realty

    166 Jewett Rd, Brownsville, VT 05037
  • /39

    $738,000 Sold May 28, 2025

    • 3,443 Sq Ft
    • $214/SF
    • 78 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1990

    938 Bible Hill Rd, Brownsville, VT 05037

    Outdoor lover’s heaven! Scenic 4 season's views, peaceful country setting you will enjoy in this well-built contemporary cape that stages Mt Ascutney from your own backyard! The home features 4-5 bedrooms, 2.5 baths, newly renovated gourmet kitchen with stone counters, hickory cabinets, stainless steel appliances, bamboo flooring, vaulted ceiling in the living room with a wood fireplace and

    Delia Wallace Coldwell Banker LIFESTYLES - Hanover

    938 Bible Hill Rd, Brownsville, VT 05037
    • /29

      Est $424,216 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,560 Sq Ft

      406 Rush Meadow Rd, Brownsville, VT 05037

      406 Rush Meadow Rd, Brownsville, VT 05037
  • /55

    $598,000

    • 3 Beds
    • 3.5 Baths
    • 2,391 Sq Ft

    3440 Route 44, West Windsor, VT 05037

    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

    Carol Wood Williamson Group Sothebys Intl. Realty

    3440 Route 44, West Windsor, VT 05037
  • /35

    $302,000 Sold May 19, 2025

    • 1,824 Sq Ft
    • $166/SF
    • 20 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    74 Mountains Edge Rd Unit 403, Brownsville, VT 05037

    Beautiful ski in/ski out condo with breathtaking views in the highly desirable 400 building.Discover the perfect blend of comfort, style, and adventure in this beautifully updated condo—offering the best views in the entire complex. Overlooking thousands of acres of pristine Town and State forest, this home provides direct access to the renowned Ascutney Trails, ideal for biking, skiing, and

    Shawna Fox KW Vermont Woodstock

    74 Mountains Edge Rd Unit 403, Brownsville, VT 05037
    • /18

      Not Listed For Sale

      00 Brownsville Hartland Rd, West Windsor, VT 05037

      00 Brownsville Hartland Rd, West Windsor, VT 05037
  • /25

    $207,000

    • 3 Beds
    • 3 Baths
    • 1,604 Sq Ft

    295 Hotel Rd Unit 10/10A, Brownsville, VT 05037

    This spacious walk-up condominium features 3 bedrooms and 3 full baths, with an inviting open-concept living and dining area anchored by a cozy fireplace. Step out onto your private deck overlooking the tubing hill and take in all the action just outside your door!This vibrant community offers an unbeatable lifestyle with access to approximately 1,300 acres of outdoor fun, including

    Allison Griep KW Vermont Woodstock

    295 Hotel Rd Unit 10/10A, Brownsville, VT 05037
  • /10

    $116,000 Sold May 19, 2025

    • Land
    • 5 Acres
    • $21,481 per Acre
    • 181 Days On Market

    0 Yale Heights Rd, West Windsor, VT 05037

    Nicely situated 5.4 acre lot in a private location with electric poles on the property. Mostly wooded with a driveway roughed in at the center of the property. Just a short distance to Ascutney Mountain and Brownsville amenities. Great upper valley access and an ideal location to build your Vermont dream home. Come and take a look at this terrific parcel of land.

    Gary Coger Four Seasons Sotheby's Int'l Realty

    0 Yale Heights Rd, West Windsor, VT 05037
    • /13

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 506 Sq Ft

      789 Ski Tow Rd, West Windsor, VT 05037

      789 Ski Tow Rd, West Windsor, VT 05037
  • /30

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft

    586 Ski Tow Rd, Brownsville, VT 05037

    Adorable & Turn-key 3 bedroom, 2 bath home on landscaped 1.53 acres corner lot in the heart of Ascutney Mt Resort! Many upgrades including Bosch High Efficiency Propane Boiler, Mitsubishi heat pump/AC, Rinnai on demand hot water heater, new well tank & centrifuge filtration system, new fireplace & chimney with Woodstock soapstone woodstove flanked by custom cabinets on each side. Decks, extensive

    Dana Waters Dark Horse Realty

    586 Ski Tow Rd, Brownsville, VT 05037
  • /30

    $305,000 Sold May 07, 2025

    • 1,824 Sq Ft
    • $167/SF
    • 101 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1984

    72 Mountains Edge Rd Unit 501, Brownsville, VT 05037

    Discover Your Mountain RetreatNestled in the heart of the sought-after Mountains Edge community, this condo offers the perfect blend of adventure, comfort, and connection. Once a ski-in/ski-out gem, it has transformed into a mountain biker’s paradise with an abundance of trails while still embracing its winter sports legacy. Whether you’re carving turns on the Ascutney Mountain rope tow and T-bar

    Katie Ladue Gilbert KW Vermont Woodstock

    72 Mountains Edge Rd Unit 501, Brownsville, VT 05037
    • /17

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,665 Sq Ft

      205 Mountains Edge Rd Unit 205, West Windsor, VT 05037

      205 Mountains Edge Rd Unit 205, West Windsor, VT 05037
  • /48

    $215,000

    • 3 Beds
    • 3 Baths
    • 1,600 Sq Ft

    295 Hotel Rd Unit 17, Brownsville, VT 05037

    OWN FOR LESS THAN YOU CAN RENT!! Spacious and bright end unit condo on Ascutney Mountain. Fireplaced living room, dining area with balcony, kitchen and even an entry enclave. 3 bedrooms with 3 full baths. 1 bed/bath on 1st floor. 2 bedrooms, 2 baths, multiple closets and a sitting area on the upper level. The advantage of the 3rd floor is that you get the loft area, cathedral ceilings and some

    Crystal Moses Crystal Moses

    295 Hotel Rd Unit 17, Brownsville, VT 05037
  • /12

    $140,500 Sold May 06, 2025

    • 506 Sq Ft
    • $278/SF
    • 92 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1966

    789 Ski Tow Rd Unit 1, West Windsor, VT 05037

    Well maintained end unit Nordic Haus 1BR/BA condo ready for new owners. Corner unit with covered porch, newer windows, hot water heater and flooring. Perfect for first time buyers, investment or vacation property. Steps from Ascutney Outdoors for hiking, biking, skiing and winter tubing. Close proximity to I91.

    Scott Monahan Williamson Group Sothebys Intl. Realty

    789 Ski Tow Rd Unit 1, West Windsor, VT 05037
    • /40

      Est $829,272 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,078 Sq Ft

      456 Harrington Rd, Brownsville, VT 05037

      456 Harrington Rd, Brownsville, VT 05037
  • /59

    $289,500

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    1084 Rush Meadow Rd, West Windsor, VT 05037

    Attractive two bedroom, 1 bath ranch style home on a serene 1.08-acre parcel nestled along scenic Rush Meadow Road in West Windsor. Right in the heart of Horse Country! The kitchen has upgraded cabinetry and there is overflow third bedroom space in the lower level that can be turned into home office or den usage. Bathroom was upgraded as well. Nothing to do! This gently sloping lot offers a

    John Bassette Bassette Real Estate Group

    1084 Rush Meadow Rd, West Windsor, VT 05037
  • /11

    $200,000 Sold Apr 25, 2025

    • 1,672 Sq Ft
    • $120/SF
    • 56 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1995

    295 Hotel Rd Unit 14A/14B, Brownsville, VT 05037

    Spacious 3 BR 3 B walk up condominium in the Windsor Building at Ascutney Mountain Resort, home of Ascutney Outdoors! Open, fireplaced LR/Dining w sliding glass door to Balcony. Near restaurant & Brownsville Butcher & Pantry.Skiing, Tubing and Mountain Bike & Hiking trails all within walking distance. Recent upgrades to building include roof, siding, windows and sliders. Less than 30 minutes to

    Dana Waters Dark Horse Realty

    295 Hotel Rd Unit 14A/14B, Brownsville, VT 05037
    • /38

      Est $409,469 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,598 Sq Ft

      164 John Meyers Rd, West Windsor, VT 05089

      164 John Meyers Rd, West Windsor, VT 05089
  • /16

    $390,000

    • Land
    • 10 Acres
    • $38,235 per Acre

    181 Banister Rd, West Windsor, VT 05037

    Over 10 acres of beautiful fields and pasture with long range views and stone walls lining the property. Mature trees dot the perimeter and a lovely stream runs along the roadside. There is a multilevel functioning barn with water and electricity and a small gated paddock off to the side. Located in the heart of Horse Country, this would be and ideal equestrian property or a great place to raise

    Dan Noble Snyder Donegan Real Estate Group

    181 Banister Rd, West Windsor, VT 05037
  • /15

    $191,000 Sold Apr 24, 2025

    • 914 Sq Ft
    • $209/SF
    • 93 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1995

    295 Hotel Rd Unit 16/16A, Brownsville, VT 05037

    Don't miss out on this affordable slope side adventure. Nestled at the base of Ascutney Mountain, this fully updated 2-bedroom, 2-bathroom condo is the ultimate retreat for outdoor enthusiasts and active families. Ascutney Outdoors offers an accessible and affordable skiing and snowboarding experience, and the tubing hill right outside your door makes winter fun effortless for kids and adults

    Laurie Kirkpatrick Four Seasons Sotheby's Int'l Realty

    295 Hotel Rd Unit 16/16A, Brownsville, VT 05037
    • /30

      Est $314,580 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,605 Sq Ft

      127 Mountains Edge Rd Unit 210, Brownsville, VT 05037

      127 Mountains Edge Rd Unit 210, Brownsville, VT 05037
  • /51

    $995,000

    • 4 Beds
    • 3.5 Baths
    • 2,730 Sq Ft

    1777 Bible Hill Rd, Brownsville, VT 05037

    This tidy, well orchestrated Custom Timber Frame Cape is the perfect package! You will love the beautiful, bright spaces that connect seamlessly for every day living and entertaining. Tasteful updates and improvements throughout, this house was designed with convenience in mind. Gleaming hardwood floors run through the main and second level. The roomy country kitchen has soapstone counters, and

    Danny Kogut Williamson Group Sothebys Intl. Realty

    1777 Bible Hill Rd, Brownsville, VT 05037
  • /40

    $1,225,000 Sold Apr 02, 2025

    • 4,411 Sq Ft
    • $278/SF
    • 12 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2004

    384 Skyhawk Ln, Brownsville, VT 05037

    384 SKYHAWK LANE- Beautiful custom-built 4 bedroom & 5 bath timberframe home sited on a generous 1 acre lot at the base of Mount Ascutney. The house is being offered Furnished so is turnkey and move-in ready. A vaulted ceiling living room with 20-foot stone fireplace flows seamlessly into the gourmet kitchen and dining area and is flanked by a sizable deck off the back side of the house, a prime

    David Donegan Snyder Donegan Real Estate Group

    384 Skyhawk Ln, Brownsville, VT 05037
    • /33

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,594 Sq Ft

      70 Mountains Edge Rd Unit 612, West Windsor, VT 05037

      70 Mountains Edge Rd Unit 612, West Windsor, VT 05037
  • /19

    $325,000 New Construction

    320 W Rowe Hill Rd, West Windsor, VT 05037

    Wonderful unfinished 24'x34' pole building originally planned to be a stable with an efficiency apartment above now permitted to be a 2 bedroom, 2 bath residence on 9.4 tranquil acres on W Rowe Hill Rd. Sellers say zoning will permit either style.Check out the views at the height of the land or sit by the babbling brook as you plan the completion of this project. The sellers have used all quality

    Dana Waters Dark Horse Realty

    320 W Rowe Hill Rd, West Windsor, VT 05037
  • /18

    $278,416 Sold Mar 20, 2025

    • 1,500 Sq Ft
    • $186/SF
    • 23 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1984

    108 Mountains Edge Rd Unit 302, Brownsville, VT 05037

    Perfectly sited in an ideal Upper Valley location, this Mount Ascutney Resort condo offers an abundance of hiking trails, mountain biking, and rope tow/t-bar skiing all just outside your door. The light-filled, open concept end unit features 3 bedrooms–each with its own full bath for convenience and privacy–and a cozy wood-burning fireplace in the living room, making it perfect for comfortably

    Bonnie Bergeron Snyder Donegan Real Estate Group

    108 Mountains Edge Rd Unit 302, Brownsville, VT 05037
    • /26

      Est $444,920 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,800 Sq Ft

      294 Yale Heights Rd, West Windsor, VT 05037

      294 Yale Heights Rd, West Windsor, VT 05037
  • /44

    $299,500 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    108 Mountains Edge Rd Unit 307, Brownsville, VT 05037

    Beautiful Fully Furnished Home with a Solid Airbnb Rental History. This charming VT townhouse features 3 bedrooms, 2.5 baths and has a wonderful flow for gathering. Bright and cheerfully decorated, it is currently designed to sleep eight. The mudroom entryway has natural light and a coat closet and upon entering you will be greeted by a well-appointed living space with every familiar comfort. The

    John Bassette Bassette Real Estate Group

    108 Mountains Edge Rd Unit 307, Brownsville, VT 05037
  • /40

    $340,000 Sold Feb 14, 2025

    • 1,608 Sq Ft
    • $211/SF
    • 124 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    690 Jewett Rd, West Windsor, VT 05037

    The perfect peaceful home in beautiful Brownsville, VT! This 3 bedroom 2 bath home on 1 acre overlooks the community pond from the spacious wrap around deck & living room with full size sliding glass doors. The main level includes a kitchen, dining area with built in table & benches, & living room with a wood burning fireplace. There is also a bedroom & full bathroom on this level. The walk out

    Amy Hill EXP Realty

    690 Jewett Rd, West Windsor, VT 05037
    • /17

      Est $200,576 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,248 Sq Ft

      2742 Route 44, Windsor, VT 05089

      2742 Route 44, Windsor, VT 05089
  • /6

    $600,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 576 Sq Ft

    237 John Meyers Rd, West Windsor, VT 05037

    Have you been comtemplating this gorgeous property? PRICE JUST REDUCED! 107 acres with sweeping views of Mount Ascutney and endless building potential. Renovate the manufactured home to use as an onsite temporary structure while you construct your dream home. Situated in the heart of one of the greatest little towns, surrounded by beautiful homes, horse properties, and all of the outdoor

    Katie Ladue Gilbert KW Vermont Woodstock

    237 John Meyers Rd, West Windsor, VT 05037

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