Windsor, VT Homes in ZIP Code 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
• 

  

  

  /24

  Est $220,661 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,608 Sq Ft

  6 Hall St, Windsor, VT 05089

  6 Hall St, Windsor, VT 05089
• 

  

  

  /30

  $299,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,332 Sq Ft

  2505 County Rd, Windsor, VT 05089

  Here's a hidden gem for you in the heart of Vermont's magical, tranquil and picturesque countryside. Situated on 22 acres of forest and field sits a modest ranch home that is simplistic in style but overflowing with warmth and contentment. Loved for 40k+ years, it will be hard to turn over to its next denizen. The home is a time capsule of 70's charm and with some updating, can be enhanced

  Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

  2505 County Rd, 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
• 

  

  

  /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
• 

  

  /42

  $490,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,340 Sq Ft

  71 Brian Jones Rd, Windsor, VT 05089

  Price reduction, motivated sellers! Great opportunity to make rental income, or have a secluded in-law apartment! Two well-maintained properties being sold together on a total of 13.6 +/- acres! Located on a country road in beautiful Ascutney VT with easy access to I-91. The main property, #71, is a cape-style house built in 1938 that was updated and renovated (including new insulation and

  Chelsea Richardson Barrett and Valley Associates Inc.

  71 Brian Jones Rd, Windsor, VT 05089
• 

  

  /27

  $460,000 Sold Nov 21, 2024

  • 2,044 Sq Ft
  • $225/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1965

  152 Rice Rd, Windsor, VT 05089

  This charming four-bedroom home is set on seven acres in a rural location. Tucked away on a quiet dirt road, the property offers lovely views of the surrounding hills and serves as an ideal escape from the hustle and bustle, while still being a quick commute to the amenities of Hanover and Lebanon. At the heart of the home is the beautifully appointed kitchen, featuring soapstone countertops and

  Susan Zak Four Seasons Sotheby's Int'l Realty

  152 Rice Rd, Windsor, VT 05089
• 

  

  /29

  Est $237,235 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  28 Enright Ave, Windsor, VT 05089

  28 Enright Ave, Windsor, VT 05089
• 

  

  /22

  $292,500 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,606 Sq Ft

  32 Clough Ave, Windsor, VT 05089

  Welcome to this rejuvenated home with one car garage with recent updates including fresh paint and flooring, new kitchen counter tops and cabinets and light fixtures. There’s good interior space with a living room, dining room, family room, second floor laundry and 3 bedrooms upstairs as well as an enclosed front porch for evening relaxing. This is a great opportunity and should be on your short

  Susan Bellville Bellville Realty

  32 Clough Ave, 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
• 

  

  /28

  Est $180,511 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  9 Dewey Ave, Windsor, VT 05089

  9 Dewey Ave, Windsor, VT 05089
• 

  

  /11

  $96,232 Under Contract

  • 2 Beds
  • 2 Baths
  • 777 Sq Ft

  132 Cubb Ct, Windsor, VT 05089

  Welcome to 132 Cubb Court, 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

  Kate Barry EXP Realty

  132 Cubb Ct, 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
• 

  

  /40

  Est $320,520 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,296 Sq Ft

  39 Dairy Ln, Windsor, VT 05089

  39 Dairy Ln, Windsor, VT 05089
• 

  

  /36

  $525,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft

  65 Bergland Ln, West Windsor, VT 05089

  Delayed showings begin at the Open House on Sunday, June 29th from 10 AM to 12 PM!Tucked at the end of a quiet road, this charming contemporary home sits on over 10 acres with a private pond, open meadow, and wooded privacy. Sunshine pours into the bright living spaces, and the back deck offers a perfect spot to relax and overlook the water. A backyard chicken coop can keep you stocked with

  Holly Hall Hall Collins Real Estate Group

  65 Bergland Ln, West Windsor, VT 05089
• 

  

  /33

  $725,000 Sold Nov 15, 2024

  • 3,794 Sq Ft
  • $191/SF
  • 156 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1987

  781 Silver Hill Rd, West Windsor, VT 05089

  Beautifully constructed Davis Timber frame home in the desirable Silver Hill region of West Windsor. Spacious, bright rooms connect beautifully to private outdoor deck and screened porch overlooking a large swimming pond. The generous living room runs front to back anchored by a beautiful stone fireplace with warm golden hardwood floors, and exposed beam structure. The open concept kitchen offers

  Danny Kogut Williamson Group Sothebys Intl. Realty

  781 Silver Hill Rd, West Windsor, VT 05089
• 

  

  /37

  Est $358,318 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 3,176 Sq Ft

  40 Village Green, Windsor, VT 05089

  40 Village Green, Windsor, VT 05089
• 

  

  /25

  $289,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,196 Sq Ft

  1471 County Rd, Windsor, VT 05089

  Nestled in a peaceful rural setting, this roomy 4-bedroom, 3-bathroom home offers incredible potential for those looking to create their dream country home. While the property is in need of some work, it features a generous layout and sits on a little over an acre, which allows for plenty of space to enjoy the beautiful setting. The home features hardwood floors, vinyl windows, a pellet stove, as

  Jenn Boyer Coldwell Banker Homes Unlimited

  1471 County Rd, 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
• 

  

  /15

  Est $142,791 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 384 Sq Ft

  807 County Rd, Windsor, VT 05089

  807 County Rd, Windsor, VT 05089
• 

  

  /18

  $239,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,743 Sq Ft

  66 Union St, Windsor, VT 05089

  PRICE JUST IMPROVED!Welcome to this beautifully maintained New Englander nestled in the historic town of Windsor — Vermont's first capital and a gem of the Upper Valley. This classic 3-bedroom, 2-bath home blends timeless charm with thoughtful updates, offering a perfect retreat in a vibrant, small-town setting.Located within walking distance to Windsor’s shops, restaurants, schools,

  Katie Ladue Gilbert KW Vermont Woodstock

  66 Union 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
• 

  

  /13

  Est $243,569 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  96 Cole Hill Rd, Windsor, VT 05089

  96 Cole Hill Rd, Windsor, VT 05089
• 

  

  /26

  $94,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  16 Day St, Windsor, VT 05089

  "Highest & Best Offer" deadline for submission is 10am EDT, Friday 5/23.This property is eligible under the Freddie Mac First Look Initiative through 06/15/2025.This property is offered 'as is'. Seller has not occupied property therefore there are no 'disclosures' offered.Interior ceiling damage(s) caused by roof 'failure' but half of roof was covered with corrugated metal

  Robert Balewicz Evergreen Realty of Vermont

  16 Day St, Windsor, VT 05089
• 

  

  /33

  $975,000 Sold Oct 29, 2024

  • 2,988 Sq Ft
  • $326/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  5434 Rush Meadow Rd, West Windsor, VT 05089

  5434 RUSH MEADOW- Lovely reproduction Cape in prime Rush Meadow neighborhood. This is a wonderful, peaceful setting- a perfect balance of bright sunshine, pasture, and wooded landscape. The house is immaculate and well designed with an open floor plan and historic touches throughout. The first floor master suite is spacious with a private deck. There are two large bedrooms on the second floor, a

  David Donegan Snyder Donegan Real Estate Group

  5434 Rush Meadow Rd, West Windsor, VT 05089
• 

  

  /20

  Est $256,018 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,266 Sq Ft

  17 Clough Ave, Windsor, VT 05089

  17 Clough Ave, Windsor, VT 05089
• 

  

  /19

  $165,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  44 Route 44, Windsor, VT 05089

  Single-Level Home in the Heart of Windsor!Welcome to this inviting 3-bedroom, 2-bath home nestled on a quiet street in historic Windsor, Vermont. This well-maintained, single-level property offers the perfect blend of comfort, convenience, and New England charm.Step inside to discover a bright and open living space with warm hardwood floors, plenty of natural light, and a cozy

  Katie Ladue Gilbert KW Vermont Woodstock

  44 Route 44, Windsor, VT 05089
• 

  

  /25

  $380,000 Sold Oct 25, 2024

  • 1,140 Sq Ft
  • $333/SF
  • 8 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1970

  46 Yodel Valley Rd, West Windsor, VT 05089

  Please join us for an OPEN HOUSE Saturday, September 14th 10 AM - 12 PM! Nestled at the end of a private road amidst the tranquil woods, this charming chalet-style home offers a serene escape on 3 acres and just moments from Ascutney Mountain. Whether you seek a private getaway, year round living, or an investment opportunity (the current owners proving a successful and conservative AirBnB income

  Tyler Hall BHHS Verani Upper Valley

  46 Yodel Valley Rd, West Windsor, VT 05089
• 

  

  /39

  Est $235,298 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,354 Sq Ft

  21 Cherry St, Windsor, VT 05089

  21 Cherry St, Windsor, VT 05089
• 

  /2

  $379,000 Pending

  • 7 Beds
  • 4 Baths
  • 3,894 Sq Ft

  102-104 State St, Windsor, VT 05089

  INVESTMENT PROPERTY. 4 UNITS, 1 1-bedroom unit & 3 2-bedroom units. Separate basement for each unit. Recent improvement includes, new roof, replaced plywood, foam board and membrane, at a cost of $70,600.00. Heat is separate pellet stoves for each unit, also an oil-fired steam system if needed for backup. Electric is separate, tenants pay electric. Landlord pays heat. Minimum of 48-hour required

  Don Chabot Town and Country Realty

  102-104 State St, Windsor, VT 05089
• 

  

  /40

  $700,000 Sold Oct 25, 2024

  • 3,468 Sq Ft
  • $202/SF
  • 20 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1975

  962 Coon Club Rd, West Windsor, VT 05089

  Located on the East side of West Windsor, this spacious, impeccably maintained, expanded log home is situated on 4.4 acres with panoramic views overlooking the valley to Mt Ascutney and beyond. This is the perfect opportunity for your very own manageable hobby farm. The Post and Beam Kitchen with sweeping cathedral ceiling is well appointed with custom cabinetry, granite counters, Viking range

  Danny Kogut Williamson Group Sothebys Intl. Realty

  962 Coon Club Rd, West Windsor, VT 05089
• 

  

  /17

  Est $310,870 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,550 Sq Ft

  109 Morningside Dr, Windsor, VT 05089

  109 Morningside Dr, Windsor, VT 05089
• 

  

  /29

  $199,900 Pending

  • 4 Beds
  • 1.5 Baths
  • 2,310 Sq Ft

  9 Main St, Windsor, VT 05089

  A Grand Old Home Full of Character and PotentialWhat a beauty this home once was—and can be again! Brimming with historic charm, this spacious residence is just waiting for someone to restore it to its full glory. From the high ceilings and rich pecan woodwork to the elegant crown moldings and soapstone countertops, the original details create a timeless backdrop for your

  Linda Benoit Highland Realty

  9 Main St, Windsor, VT 05089
• 

  

  /38

  $800,000 Sold Oct 23, 2024

  • 4,010 Sq Ft
  • $200/SF
  • 56 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1850

  58 Cemetery Rd, West Windsor, VT 05089

  The Colonel Sherman House, former home of Atty General Edgar Sherman is offered only for the 2nd time in 80 years. This stately 1800's brick Federal home is a Brownsville landmark with all the architectural trimmings, beautiful weathered rose-hued brick patina and attached ell. Sited on 3.64 acres at the corner of prestigious Cemetery Rd with idyllic local views over Mt Ascutney, the main home

  Seth Barbiero EXP Realty

  58 Cemetery Rd, West Windsor, VT 05089
• 

  

  /21

  Est $266,264 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,734 Sq Ft

  72 Harris Rd, Windsor, VT 05089

  72 Harris Rd, 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
• 

  

  /30

  Est $268,598 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  333 Brook Rd, Windsor, VT 05089

  333 Brook Rd, Windsor, VT 05089
• 

  

  /37

  $540,000 Sold Oct 16, 2024

  • 3,026 Sq Ft
  • $178/SF
  • 53 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  207 Garden Way, Windsor, VT 05089

  MOTIVATED SELLERS! This 4 bedroom, 3 bath turnkey cape has been lovingly cared for by its owners. This home is situated on a large level lot on a private road right over the Connecticut River from Claremont, NH. Less than a mile from Exit 8 off I-91, <30 mins to Lebanon/Hanover. Situated within a school choice district and walking distance from highly rated Weathersfield School. Open concept main

  Jeffrey Brown American Dream Real Estate Associates, L

  207 Garden Way, Windsor, VT 05089
• 

  

  /40

  Est $323,173 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,161 Sq Ft

  49 Valley View Trace, Windsor, VT 05089

  49 Valley View Trace, 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

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