1,282

Windsor Homes

Section Image
  • /27

    $57,000

    • Land
    • 0.67 Acre
    • $85,075 per Acre

    00 Snow Ln, Windsor, VT 05089

    Lovely residential neighborhood with easy access to I-91. This easy access building lot (Parcel #3) sits on a short private roadway with convenient hookups to town water and sewer. Power and internet is also at the street and easily available. Property is located on the school bus route and is a great location for families. Land is relatively flat and should be easy building. Good expansion

    John Bassette Bassette Real Estate Group

    00 Snow Ln, Windsor, VT 05089
  • /13

    $1,650 per month

    63 Main Street

    2 Beds

    55 Depot Ave, Windsor, VT 05089

    55 Depot Ave, Windsor, VT 05089
  • /56

    $119,000 Sold Mar 17, 2025

    • 1,523 Sq Ft
    • $78/SF
    • 139 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1935

    17 Dewey Ave, Windsor, VT 05089

    Nicely located just walking distance to the school and town amenities. Nice level lot with home just waiting for you to make it your own. Three bedrooms and spacious main level.

    Dorothy Griswold The Clerkin Agency, P.C.

    17 Dewey Ave, Windsor, VT 05089
    • /20

      Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,509 Sq Ft

      51 River St, Windsor, VT 05089

      51 River St, Windsor, VT 05089
  • /29

    $55,000

    • Land
    • 0.56 Acre
    • $98,214 per Acre

    00 Snow Ln, Windsor, VT 05089

    Lovely residential neighborhood with easy access to I-91. This perfect building lot (Parcel #2) sits on a short private roadway with convenient access to town water and sewer. Power and internet is at the street and easily available. Property is located on the school bus route and is a great location for families. The land is relatively flat and should be an easy building location. Good expansion

    John Bassette Bassette Real Estate Group

    00 Snow Ln, Windsor, VT 05089
  • /2

    $1,875 per month

    8 Union St.

    3 Beds

    8 Union St, Windsor, VT 05089

    8 Union St, Windsor, VT 05089
  • /39

    $325,000 Sold Feb 12, 2025

    • 1,400 Sq Ft
    • $232/SF
    • 36 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1890

    18 County Rd, Windsor, VT 05089

    Enjoy all the conveniences of Village life, with a tranquil view of rolling green horse pastures right from your window. This absolutely-charming antique New Englander has one of the best locations in town. Just outside your back door you'll enter the 200 AC Paradise Park nature trail network, complete with ponds, waterfalls, vernal pools and wildlife. The house is tidy, efficient, and lovingly

    Danny Kogut Williamson Group Sothebys Intl. Realty

    18 County Rd, Windsor, VT 05089
    • /9

      Est $182,725 Not Listed For Sale

      324 Old Mill Pond Rd, Windsor, VT 05089

      324 Old Mill Pond Rd, Windsor, VT 05089
  • /41

    $98,000

    • Land
    • 1.23 Acres
    • $79,675 per Acre

    00 Snow Ln, Windsor, VT 05089

    Lovely residential neighborhood with easy access to I91. These two separate and contiguous building lots sit on a small private road and have town water and sewer access on the edge of the property. Power is also on-site. This listing is for 1.23 acres that are divided into two separate buildable lots of Parcel #2 which is .56 acres (MLS #5036196), and Parcel #3 which is .67 acres (MLS #5036198).

    John Bassette Bassette Real Estate Group

    00 Snow Ln, Windsor, VT 05089
  • /19

    $262,000 Sold Dec 18, 2024

    • 1,710 Sq Ft
    • $153/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1971

    242 Huntington Dr, Windsor, VT 05089

    Welcome home to this inviting 3-bedroom, 1-bath ranch-style gem nestled in one of Windsor’s most sought-after neighborhoods. Step inside to find a cozy living room with a beautiful fireplace, perfect for New England winters. The kitchen opens into the dining room, and could be your chance at a fun remodel. Each bedroom provides comfort and plenty of natural light, making it a warm retreat for

    Katie Ladue Gilbert KW Vermont Woodstock

    242 Huntington Dr, Windsor, VT 05089
    • /35

      Est $437,047 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,832 Sq Ft

      473 Taylor Dr, Windsor, VT 05089

      473 Taylor Dr, Windsor, VT 05089
  • /23

    $255,000

    • 4 Beds
    • 1 Bath
    • 1,008 Sq Ft

    59 Weston Heights, Windsor, VT 05089

    Great Location! Well-Maintained! 4BR's Cape Full Basement with work bench, Many recent updates in the last three years, Rear deck, Garden area and Private backyard.

    Don Chabot Town and Country Realty

    59 Weston Heights, Windsor, VT 05089
  • /40

    $425,000 Sold Dec 17, 2024

    • 3,146 Sq Ft
    • $135/SF
    • 151 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1796

    25 Main St, Windsor, VT 05089

    Built in 1796, the historic Trask House is located on beautiful Main St. in the heart of downtown Windsor. The center hall Federal sits on just under 1/2 acre and has an attached barn/garage in the back with plenty of storage. There is a private brick patio surrounded by a white picket fence and lovely landscaping. Inside, you are greeted by large open rooms with hardwood floors, high ceilings,

    Dan Noble Snyder Donegan Real Estate Group

    25 Main St, Windsor, VT 05089
    • /29

      Est $355,484 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,517 Sq Ft

      3 Old Mill Pond Rd, Windsor, VT 05089

      3 Old Mill Pond Rd, Windsor, VT 05089
  • /3

    $590,000

    • 17 Beds
    • 2,768 Sq Ft

    1185 U S 5 S, Windsor, VT 05089

    Introducing a prime investment opportunity nestled on 1.44 acres of picturesque countryside just moments away from the convenience of town living. Whether you're a seasoned investor seeking a lucrative addition to your portfolio or a newcomer to the world of real estate investment, this 8-unit property presents an attractive proposition. With its idyllic location, modern updates, and reliable

    Katie Ladue Gilbert KW Vermont Woodstock

    1185 U S 5 S, Windsor, VT 05089
  • /26

    $306,000 Sold Dec 16, 2024

    • 2,289 Sq Ft
    • $134/SF
    • 24 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1890

    2446 Us Route 5 N, Windsor, VT 05089

    This beautifully updated 4-bedroom, 2-bath New England Colonial, nestled in a friendly neighborhood, combines classic charm with modern convenience. Step inside to discover a warm and inviting oversized mudroom, seamlessly flowing into a bright kitchen featuring a custom island and an abundance of cabinetry for all your storage needs. Just off the kitchen, the graciously sized dining room is

    Livian Vermont KW Vermont

    2446 Us Route 5 N, Windsor, VT 05089
    • /40

      Est $333,326 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,588 Sq Ft

      157 Jewett Rd, Windsor, VT 05089

      157 Jewett Rd, Windsor, VT 05089
  • /4

    $195,000

    • 5 Beds
    • 3.5 Baths
    • 4,011 Sq Ft

    70-74 State St, Windsor, VT 05089

    The Stephen Jacob House is an extremely important historic residence in a town known for its historic architecture. Built in 1784 in the Georgian/Federal style, the residence was sited on the rise of State Street from the Village of Windsor. It's commanding presence was embellished with cornice dentil detailing and possibly a Palladian window. Having been used for many purposes over the years,

    Wade Treadway Wade I Treadway Real Estate

    70-74 State St, Windsor, VT 05089
  • /21

    $253,000 Sold Nov 27, 2024

    • 1,300 Sq Ft
    • $195/SF
    • 10 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1957

    54 Hillside Dr, Windsor, VT 05089

    Nestled just off the main road, this charming split-level home offers the perfect blend of privacy and convenience. Located just moments from town, you'll enjoy the peaceful setting without sacrificing easy access to local amenities. The inviting living room features a large picture window, filling the space with natural light. The adjacent kitchen includes a cozy dining area, ideal for family

    Katie Ladue Gilbert KW Vermont Woodstock

    54 Hillside Dr, Windsor, VT 05089
    • /27

      Est $240,083 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,080 Sq Ft

      18 Fairview Terrace, Windsor, VT 05089

      18 Fairview Terrace, Windsor, VT 05089
  • /18

    $229,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,665 Sq Ft

    3 Fitch Ct, Windsor, VT 05089

    Ready for the next generation is this lovingly cared for New Englander.Nestled on a quiet side street in the heart of Windsor, VT, this classic 2-bedroom, 2-bath home offers both character and warmth. The inviting front porch welcomes you into a sunlit living space featuring hardwood floors, original woodwork, and large windows that let in plenty of natural light.The spacious kitchen boasts ample

    Katie Ladue Gilbert KW Vermont Woodstock

    3 Fitch Ct, Windsor, VT 05089
  • /30

    $325,000 Sold Nov 27, 2024

    • 1,700 Sq Ft
    • $191/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    918 Us Route 5 N, Windsor, VT 05089

    Discover your dream home in this beautifully renovated 3-bedroom, 2-bath split-level residence, nestled in the serene landscapes of Windsor. This move-in-ready gem boasts a host of modern updates, making it the perfect blend of comfort and style. Step inside to a welcoming heated mudroom that leads you into the spacious living area, adorned with stunning hardwood floors and vaulted ceilings that

    Livian Vermont KW Vermont

    918 Us Route 5 N, Windsor, VT 05089
    • /14

      Est $147,938 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft

      17 Fairview Terrace, Windsor, VT 05089

      17 Fairview Terrace, Windsor, VT 05089
  • /20

    $168,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,182 Sq Ft

    1807 Rte 44, Windsor, VT 05089

    This home is ideal for a builder, investor or new homeowner who can qualify for a conventional or construction loan. Sale price includes a variety of building materials. The home appears structurally sound with a 3 zone hot water heating system, drilled well and public sewer. This property features an attached 1 car garage or a heated workshop, 3 BR's, 1.5 baths, office, fireplaced LR /with

    Don Chabot Town and Country Realty

    1807 Rte 44, Windsor, VT 05089
  • /39

    $275,000 Sold Nov 15, 2024

    • 1,242 Sq Ft
    • $221/SF
    • 30 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    69 Morningside Dr, Windsor, VT 05089

    Don’t scroll past this listing without flipping through all the pictures! This turn-key 1988 ranch with a full concrete basement and attached garage in a quiet cul-de-sac neighborhood located in Windsor, Vermont is calling your name! Move right in with ease as the property is available now. Live comfortably on the main level with three bedrooms and two full bathrooms, plus the downstairs has

    Krista Harness Heney Realtors - Element Real Estate (Montpelier)

    69 Morningside Dr, Windsor, VT 05089
    • /23

      Est $269,278 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,270 Sq Ft

      15 Fairview Terrace, Windsor, VT 05089

      15 Fairview Terrace, Windsor, VT 05089
  • /36

    $329,000 Pending

    • 3 Beds
    • 4 Baths
    • 2,052 Sq Ft

    4 Old Mill Pond Rd, Windsor, VT 05089

    Old Mill Pond Condominiums offer an idyllic haven in the heart of Windsor. Imagine enjoying mountain views, pond access, and amenities such as an in-ground pool and tennis courts.This unit features vaulted ceilings and unique architectural elements often missing in typical condominiums. Guests can relax by the cozy fireplace or on the spacious deck with mountain views, depending on the

    Julie Davis KW Vermont Woodstock

    4 Old Mill Pond Rd, Windsor, VT 05089
  • /20

    $161,710 Sold Nov 15, 2024

    • 1,439 Sq Ft
    • $112/SF
    • 9 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1941

    146 Ascutney St, Windsor, VT 05089

    Come check out this very cute diamond in the rough! This home offers 2 good sized bedrooms with huge closets and a primary with a deck off the bedroom, as well as potential for a en suite bathroom....Several possibilities for the downstairs as well....Along with a 2 car garage with possible furnace hook up and its own electrical panel. This property is convenient to in town amenities and all that

    Jenn Boyer Coldwell Banker Homes Unlimited

    146 Ascutney St, Windsor, VT 05089
    • /38

      Est $331,354 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,215 Sq Ft

      87 Kennedy Dr, Windsor, VT 05089

      87 Kennedy Dr, Windsor, VT 05089
  • /30

    $264,900 Pending

    • 4 Beds
    • 1.5 Baths
    • 2,116 Sq Ft

    43 River St, Windsor, VT 05089

    Charming & spacious home with timeless character. Step into a home where classic charm meets modern convenience! From the moment you enter, you'll be captivated by the warmth of the hardwood floors, wide trim, built-ins, and soaring ceilings that create an inviting and spacious atmosphere. The generously sized rooms effortlessly accommodate daily life, while the enclosed three-season porch

    Katie Ladue Gilbert KW Vermont Woodstock

    43 River St, Windsor, VT 05089
  • /20

    $248,000 Sold Nov 04, 2024

    • 1,400 Sq Ft
    • $177/SF
    • 26 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1938

    4 Kiniry St, Windsor, VT 05089

    Back on the market. Did you miss this one in the first round? Completely Remodeled! This stunning home has undergone a total makeover, emerging as a beautiful, clean, and charming retreat in a lovely neighborhood. With nothing left to do but move in and enjoy, this 3+ bedroom residence boasts a brand-new kitchen, updated bathroom, and a newly restored mudroom entry and deck with laundry and 1/2

    Katie Ladue Gilbert KW Vermont Woodstock

    4 Kiniry St, Windsor, VT 05089
    • /17

      Est $246,402 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,064 Sq Ft

      93 Weston Heights, Windsor, VT 05089

      93 Weston Heights, Windsor, VT 05089
  • /17

    $275,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,264 Sq Ft

    42 Elm St, Windsor, VT 05089

    OFFER DEADLINE: 3/27/2025 at 2pm.Nestled in the heart of Windsor, VT, this delightful 3-bedroom, 2-bathroom home offers classic New England charm with many recent renovations. Situated in a desirable in-town location, this two-story home boasts a welcoming front porch, perfect for relaxing with your morning coffee.Inside, you'll find a warm and inviting layout. The entry way provides

    Katie Ladue Gilbert KW Vermont Woodstock

    42 Elm St, Windsor, VT 05089
  • /23

    $244,900 Sold Oct 31, 2024

    • 1,196 Sq Ft
    • $205/SF
    • 11 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1932

    2156 U S 5, Windsor, VT 05089

    Step into this beautifully taken care of vintage charmer, where classic Vermont character meets modern comfort. The home's original features are intact, including stunning maple hardwood floors and a striking tiger eye maple staircase that captures the essence of timeless elegance. The kitchen is a perfect blank canvas to add in your own personal touches. Enjoy the serenity of the seasons on

    Katie Ladue Gilbert KW Vermont Woodstock

    2156 U S 5, Windsor, VT 05089
    • /15

      Est $266,791 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,532 Sq Ft

      19 Weston Heights, Windsor, VT 05089

      19 Weston Heights, Windsor, VT 05089
  • /28

    $240,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,654 Sq Ft

    2125 U S 5, Windsor, VT 05089

    With fabulous curb appeal and a welcoming covered porch, this turn-key circa 1940 New England home beautifully blends timeless design with modern comfort. The open-concept kitchen and dining area flow seamlessly into spacious living areas, creating a warm and inviting atmosphere. Elegant features such as French doors, a fireplace with a classic brick hearth, and bay windows add character and

    Katie Ladue Gilbert KW Vermont Woodstock

    2125 U S 5, Windsor, VT 05089
  • /39

    $350,000 Sold Oct 21, 2024

    • 2,160 Sq Ft
    • $162/SF
    • 74 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1967

    39 Huntington Dr, Windsor, VT 05089

    Price Just Improved!...... Welcome to this well-maintained ranch located in the highly sought-after Juniper Terrace neighborhood. This delightful home features 3 cozy bedrooms and 1 full bath, perfect for comfortable living. The inviting living area is complemented by a pellet stove, providing warmth and ambiance during the cooler months. The highlight of this home is the finished basement,

    Katie Ladue Gilbert KW Vermont Woodstock

    39 Huntington Dr, Windsor, VT 05089
    • /20

      Est $283,000 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,164 Sq Ft

      210 Weston Heights, Windsor, VT 05089

      210 Weston Heights, Windsor, VT 05089
  • /23

    $199,000 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,352 Sq Ft

    28 Bishops Loop, Windsor, VT 05089

    OFFER DEADLINE: MONDAY 4/21/25 6pmReady to start your real estate investment journey? This 3-bedroom home is the perfect opportunity for someone eager to build equity and willing to add their own personal touch. Upstairs, you’ll find three spacious bedrooms and a convenient half bath—ideal for families or future tenants.The eat-in kitchen is ready for your updates, offering a blank canvas

    Katie Ladue Gilbert KW Vermont Woodstock

    28 Bishops Loop, Windsor, VT 05089
  • /38

    $380,000 Sold Oct 11, 2024

    • 2,656 Sq Ft
    • $143/SF
    • 14 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1909

    1124 U S 5, Windsor, VT 05089

    This property is the perfect fit if you are new to home ownership and would like to have a portion of your mortgage paid monthly. The main home is 3 bedrooms, 3 bathrooms, new deck, spacious yard, and updated appliances. The 1 bedroom unit has a nice enclosed porch, adding seasonal living space, and has been renovated. There is also storage space above that could be added to this unit. In the

    Katie Ladue Gilbert KW Vermont Woodstock

    1124 U S 5, Windsor, VT 05089

Showing Results 1 - 40, Page 1 of 18

Home Trends in Windsor, VT

Housing Trends

Median Sale Price
$270,000
Median Single Family Sale Price
$258,500
Median Townhouse Sale Price
$1,085,750
Average Price Per Sq Ft
$196
Number of Homes for Sale
1
Last 12 months Home Sales
25
Months of Supply
0.50
Median List Price
$265,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
13%
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