2,254

Windsor, VT Homes in ZIP Code 05089

Section Image Section Image
  • 789 Hammond Hill Rd, West Windsor, VT 05089
    789 Hammond Hill Rd, West Windsor, VT 05089
    789 Hammond Hill Rd, West Windsor, VT 05089
    /43

    $575,000

    • 3 Beds
    • 3 Baths
    • 1,826 Sq Ft

    789 Hammond Hill Rd, West Windsor, VT 05089

    “The Hideaway House”. . . An Oasis of Tranquility. Nestled away in a bowl of woods & set back over 200 feet from the road, this 3-bedroom, 3-full-bath home with attached 2-car garage & extremely high-speed fiber optic Internet offers sanctuary-like privacy situated on 5.52 hillside acres in fashionable West Windsor, VT. This welcoming residence is secluded serenity at its best & is located in

    Agent Photo

    Ross Doody

    Century 21 Highview Realty

    (802) 461-4869

    789 Hammond Hill Rd, West Windsor, VT 05089
  • 55 Depot Ave, Windsor, VT 05089
    55 Depot Ave, Windsor, VT 05089
    55 Depot Ave, Windsor, VT 05089
    /7

    $1,150 per month

    63 Main Street

    1 Bed

    55 Depot Ave, Windsor, VT 05089

    55 Depot Ave, Windsor, VT 05089
  • 14 Central St, Windsor, VT 05089
    14 Central St, Windsor, VT 05089
    14 Central St, Windsor, VT 05089
    /15

    $210,000 Sold Aug 06, 2025

    • 1,056 Sq Ft
    • $199/SF
    • 7 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1920

    14 Central St, Windsor, VT 05089

    Discover this incredibly efficient, modern home in downtown Windsor, fully updated in 2018. This turn-key property offers comfort, convenience, and contemporary living.Step inside to find all main living areas thoughtfully located on the second floor. The primary bedroom boasts an oversized, ensuite bathroom with a spacious walk-in shower, providing a private oasis. The kitchen is a

    David White OwnerEntry.com

    14 Central St, Windsor, VT 05089
    • 51 River St, Windsor, VT 05089
      51 River St, Windsor, VT 05089
      51 River St, 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
  • 96 Dairy Ln, Windsor, VT 05089
    96 Dairy Ln, Windsor, VT 05089
    96 Dairy Ln, Windsor, VT 05089
    /37

    $459,000

    • 4 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    96 Dairy Ln, Windsor, VT 05089

    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

    Katie Ladue Gilbert KW Vermont Woodstock

    96 Dairy Ln, Windsor, VT 05089
  • 0 Victory Dr, Weathersfield, VT 05030
    0 Victory Dr, Weathersfield, VT 05030
    0 Victory Dr, Weathersfield, VT 05030
    /8

    $57,500 Sold Jul 30, 2025

    • Land
    • 2.80 Acres
    • $20,536 per Acre
    • 231 Days On Market

    0 Victory Dr, Weathersfield, VT 05030

    2.8 Acres +/- Building Lot with roughed in driveway off Victory Drive. Nice private wooded building site less that 1 mile west of Exit 8 off I-91. The lot has 300' road frontage on VT. Rte. 131 and 500' road frontage on Victory Drive. Great location just 21 miles from Okemo Mt. and 30 minutes from Dartmouth Hitchcock Medical Center.

    Don Chabot Town and Country Realty

    0 Victory Dr, Weathersfield, VT 05030
    • 89 Silver Hill Rd, West Windsor, VT 05089
      89 Silver Hill Rd, West Windsor, VT 05089
      89 Silver Hill Rd, West Windsor, VT 05089
      /40

      Est $1,403,666 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 4,200 Sq Ft

      89 Silver Hill Rd, West Windsor, VT 05089

      89 Silver Hill Rd, West Windsor, VT 05089
  • 17 Vermont 12, Hartland, VT 05048
    17 Vermont 12, Hartland, VT 05048
    17 Vermont 12, Hartland, VT 05048
    /33

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,152 Sq Ft

    17 Vermont 12, Hartland, VT 05048

    1850 home re-furbished top to bottom for modern amenities with antique charm. New roof, floors, kitchen, bathrooms, windows, electrical, plumbing, and heating throughout. Very large flat yard located right downtown.

    Derek Eisenberg Continental Real Estate Group, Inc.

    17 Vermont 12, Hartland, VT 05048
  • 338 Us Route 5 S, Windsor, VT 05089
    338 Us Route 5 S, Windsor, VT 05089
    338 Us Route 5 S, Windsor, VT 05089
    /11

    $240,000 Sold Jul 21, 2025

    • 2,504 Sq Ft
    • $96/SF
    • 7 Days On Market
    • 6 Beds
    • 2 Baths
    • Built 1840

    338 Us Route 5 S, Windsor, VT 05089

    Imagine waking to the soft glow of dawn filtering through the windows of your charming three-story farmhouse, nestled in the heart of Vermont’s historic birthplace. As you sip coffee in the sunlit kitchen, the Connecticut River glimmers across the street, promising a day of serenity. This -bedroom, 2-bath home, brimming with character, becomes your sanctuary.Upstairs, the tranquil bedrooms

    Kevin Holmes Blue Slate Realty

    338 Us Route 5 S, Windsor, VT 05089
    • 473 Taylor Dr, Windsor, VT 05089
      473 Taylor Dr, Windsor, VT 05089
      473 Taylor Dr, Windsor, VT 05089
      /35

      Est $449,419 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
  • 1643 Hammond Hill Rd, West Windsor, VT 05089
    1643 Hammond Hill Rd, West Windsor, VT 05089
    1643 Hammond Hill Rd, West Windsor, VT 05089
    /49

    $625,000

    • 3 Beds
    • 3 Baths
    • 2,680 Sq Ft

    1643 Hammond Hill Rd, West Windsor, VT 05089

    Welcome to your private 8-acre homestead retreat in West Windsor, where nature, comfort, and self-sufficiency come together for everyday adventure. Explore wooded trails, swim in your own peaceful pond, or sip your morning brew on the sunny coffee deck. Evenings shine around the single fire pit, while a handcrafted treehouse brings out the kid in everyone.Grow your own food with raised garden

    Eric Johnston Four Seasons Sotheby's Int'l Realty

    1643 Hammond Hill Rd, West Windsor, VT 05089
  • 7 Stardust Cir, Windsor, VT 05089
    7 Stardust Cir, Windsor, VT 05089
    7 Stardust Cir, Windsor, VT 05089
    /25

    $145,000 Sold Jul 18, 2025

    • 1,742 Sq Ft
    • $83/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    7 Stardust Cir, Windsor, VT 05089

    Welcome to this spacious and well-maintained double-wide home located in a desirable age-restricted community in Weathersfield, Vermont. Offering 3 comfortable bedrooms and 2 bathrooms, this home provides an ideal blend of functionality and ease of living. The open-concept living and dining area is perfect for entertaining or relaxing, while the primary suite offers a private bath and

    Katie Ladue Gilbert KW Vermont Woodstock

    7 Stardust Cir, Windsor, VT 05089
    • 157 Jewett Rd, Windsor, VT 05089
      157 Jewett Rd, Windsor, VT 05089
      157 Jewett Rd, Windsor, VT 05089
      /40

      Est $337,569 Not Listed For Sale

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

      157 Jewett Rd, Windsor, VT 05089

      157 Jewett Rd, Windsor, VT 05089
  • 3361 County Rd, Windsor, VT 05089
    3361 County Rd, Windsor, VT 05089
    3361 County Rd, Windsor, VT 05089
    /39

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 1,452 Sq Ft

    3361 County Rd, Windsor, VT 05089

    Enjoy privacy and lovely views from this well executed contemporary home overlooking copious gardens and mature plantings to a spectacular pond with an arched footbridge (spotlights highlight the bridge after dark) to access your own little island. Beautiful updates throughout the home include new maintenance-free manufactured cedar-tone shingles on the entire house and workshop shed. The kitchen

    Danny Kogut Williamson Group Sothebys Intl. Realty

    3361 County Rd, Windsor, VT 05089
  • 215 Densmore Hill Rd, Hartland, VT 05048
    215 Densmore Hill Rd, Hartland, VT 05048
    215 Densmore Hill Rd, Hartland, VT 05048
    /36

    $440,000 Sold Jul 15, 2025

    • 1,032 Sq Ft
    • $426/SF
    • 116 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    215 Densmore Hill Rd, Hartland, VT 05048

    Midway between Woodstock and South Woodstock you'll find this charming, private, log home. Sited on a 5 +/- acre wooded parcel, with a porch, and deck that are perfect for outdoor dining, and listening to the brook on quiet summer evenings. Inside, there's an open-concept living room and dining area for gathering; with a cozy (gas) fireplace, a cathedral ceiling and a wall of windows providing

    Sue Starr-Adams EXP Realty

    215 Densmore Hill Rd, Hartland, VT 05048
    • 18 Fairview Terrace, Windsor, VT 05089
      18 Fairview Terrace, Windsor, VT 05089
      18 Fairview Terrace, Windsor, VT 05089
      /27

      Est $206,365 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
  • 358 Us Route 5 S, Windsor, VT 05089
    358 Us Route 5 S, Windsor, VT 05089
    358 Us Route 5 S, Windsor, VT 05089
    /36

    $325,000

    • 4 Beds
    • 2 Baths
    • 2,452 Sq Ft

    358 Us Route 5 S, Windsor, VT 05089

    Charming Duplex in the Heart of Windsor – Ideal for Owner-Occupants or Investors! Discover a fantastic opportunity to own a versatile, income-producing duplex in the vibrant and historic town of Windsor. Perfectly suited for an owner-occupant looking to offset their mortgage with rental income—or a savvy investor seeking solid returns—this well-maintained property offers both comfort and cash

    Daniel Preston KW Vermont Woodstock

    358 Us Route 5 S, Windsor, VT 05089
  • 3 Foster Ave, Windsor, VT 05089
    3 Foster Ave, Windsor, VT 05089
    3 Foster Ave, Windsor, VT 05089
    /16

    $235,000 Sold Jul 11, 2025

    • 2,662 Sq Ft
    • $88/SF
    • 5 Days On Market
    • Built 1917

    3 Foster Ave, Windsor, VT 05089

    Welcome to 3-5 Foster Avenue – A Rare Opportunity with Generational CharmLovingly cared for by the same owner for over 77 years, this classic duplex is full of warmth, character, and potential. Nestled on a quiet dead-end street, each unit offers 3 spacious bedrooms, inviting covered porches, and generous living space perfect for relaxing or entertaining. The fenced-in backyard is ideal for

    Raelene Robinson-Garrow KW Vermont Woodstock

    3 Foster Ave, Windsor, VT 05089
    • 17 Fairview Terrace, Windsor, VT 05089
      17 Fairview Terrace, Windsor, VT 05089
      17 Fairview Terrace, Windsor, VT 05089
      /14

      Est $128,626 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft

      17 Fairview Terrace, Windsor, VT 05089

      17 Fairview Terrace, Windsor, VT 05089
  • 5 Brownsville Rd, Hartland, VT 05048
    5 Brownsville Rd, Hartland, VT 05048
    5 Brownsville Rd, Hartland, VT 05048
    /39

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,932 Sq Ft

    5 Brownsville Rd, Hartland, VT 05048

    Formerly Hartland Schoolhouse #11, this charming antique brick colonial in a village location, is just a 6 minute drive from an I-91 entrance/exit. Beautiful natural light in the 3 bedrooms, 2 baths. Indian shutters, lovely old wood floors and moldings and a surprisingly open floor plan. A very easy commute to Dartmouth College or Dartmouth Health.

    Jane Darrach Martha E. Diebold/Hanover

    5 Brownsville Rd, Hartland, VT 05048
  • 59 Weston Heights, Windsor, VT 05089
    59 Weston Heights, Windsor, VT 05089
    59 Weston Heights, Windsor, VT 05089
    /23

    $255,000 Sold Jul 01, 2025

    • 1,008 Sq Ft
    • $253/SF
    • 90 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1942

    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
    • 15 Fairview Terrace, Windsor, VT 05089
      15 Fairview Terrace, Windsor, VT 05089
      15 Fairview Terrace, Windsor, VT 05089
      /23

      Est $272,787 Not Listed For Sale

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

      15 Fairview Terrace, Windsor, VT 05089

      15 Fairview Terrace, Windsor, VT 05089
  • 7 Brownsville Rd, Hartland, VT 05048
    7 Brownsville Rd, Hartland, VT 05048
    7 Brownsville Rd, Hartland, VT 05048
    /42

    $575,000

    • 1 Bed
    • 1 Bath
    • 861 Sq Ft

    7 Brownsville Rd, Hartland, VT 05048

    In a charming setting overlooking the Lull Brook, this house is the perfect home or retreat for one or two people. A large room for living/dining/kitchen and a loft bedroom up a flight of stairs. Full bath on the first level. Incredibly pretty woodwork and outstanding views. This house has MAGIC! Has been used both as a primary residence and a very successful Air B and B.Property will

    Jane Darrach Martha E. Diebold/Hanover

    7 Brownsville Rd, Hartland, VT 05048
  • 3 Fitch Ct, Windsor, VT 05089
    3 Fitch Ct, Windsor, VT 05089
    3 Fitch Ct, Windsor, VT 05089
    /18

    $229,000 Sold Jun 25, 2025

    • 1,665 Sq Ft
    • $138/SF
    • 20 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1940

    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

    Katie Ladue Gilbert KW Vermont Woodstock

    3 Fitch Ct, Windsor, VT 05089
    • 87 Kennedy Dr, Windsor, VT 05089
      87 Kennedy Dr, Windsor, VT 05089
      87 Kennedy Dr, Windsor, VT 05089
      /38

      Est $293,265 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
  • 205 Channing Dr, Windsor, VT 05089
    205 Channing Dr, Windsor, VT 05089
    205 Channing Dr, Windsor, VT 05089
    /21

    $350,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,391 Sq Ft

    205 Channing Dr, Windsor, VT 05089

    Welcome to this inviting 2-bedroom, 1.5-bath ranch-style home located just a short distance from Main Street in Windsor, VT. Set on a manageable and sunny .29-acre lot, this home offers convenient single-level living with a bright, open-concept kitchen and living area—perfect for relaxing or entertaining. A spacious back enclosed porch extends your living space, ideal for enjoying Vermont’s

    Katie Ladue Gilbert KW Vermont Woodstock

    205 Channing Dr, Windsor, VT 05089
  • 2 Walker Cemetery Trail, Windsor, VT 05089
    2 Walker Cemetery Trail, Windsor, VT 05089
    2 Walker Cemetery Trail, Windsor, VT 05089
    /60

    $579,000 Sold Jun 19, 2025

    • 3,006 Sq Ft
    • $193/SF
    • 39 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1800

    2 Walker Cemetery Trail, Windsor, VT 05089

    Tucked into a peaceful Vermont country setting, this c.1800 Antique Cape blends historic charm with modern comforts on a scenic 2.57-acre corner lot and a lovely spring-fed pond. The recently installed, and fully paid for, solar array gives extensive financial and green benefits - offsetting around $100/mnth in electricity costs (or $20,000 worth of mortgage value). The 3-4 bedroom, 4-bath home

    John Bassette Bassette Real Estate Group

    2 Walker Cemetery Trail, Windsor, VT 05089
    • 93 Weston Heights, Windsor, VT 05089
      93 Weston Heights, Windsor, VT 05089
      93 Weston Heights, Windsor, VT 05089
      /17

      Est $225,894 Not Listed For Sale

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

      93 Weston Heights, Windsor, VT 05089

      93 Weston Heights, Windsor, VT 05089
  • 255 Channing Dr, Windsor, VT 05089
    255 Channing Dr, Windsor, VT 05089
    255 Channing Dr, Windsor, VT 05089
    /20

    $349,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft

    255 Channing Dr, Windsor, VT 05089

    Extremely well maintained 3 bedroom / 2 bath ranch style home located in the Juniper Terrace neighborhood. The home offers a Buderus boiler, radiant floors, open floor plan with natural wood trim, wood floors in the main living area and a 2 flue chimney for woodstove hookup. Cooks will love the kitchen with its cherry cabinets, granite counters, stainless steel appliances, pantry and 5 burner

    Lisa Baldwin Coldwell Banker LIFESTYLES - Hanover

    255 Channing Dr, Windsor, VT 05089
  • 1807 Route 44, Windsor, VT 05089
    1807 Route 44, Windsor, VT 05089
    1807 Route 44, Windsor, VT 05089
    /20

    $180,000 Sold Jun 13, 2025

    • 1,182 Sq Ft
    • $152/SF
    • 204 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1958

    1807 Route 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 Route 44, Windsor, VT 05089
    • 128 Weston Heights, Windsor, VT 05089
      128 Weston Heights, Windsor, VT 05089
      128 Weston Heights, Windsor, VT 05089
      /13

      Est $231,623 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,373 Sq Ft

      128 Weston Heights, Windsor, VT 05089

      128 Weston Heights, Windsor, VT 05089
  • 2085 Us Route 5 S, Windsor, VT 05089
    2085 Us Route 5 S, Windsor, VT 05089
    2085 Us Route 5 S, Windsor, VT 05089
    /27

    $292,500 Open Sun 11AM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    2085 Us Route 5 S, Windsor, VT 05089

    Brimming with character and thoughtful upgrades, this lovingly maintained turnkey Colonial offers the perfect balance of rural New England charm and everyday convenience. Enjoy serene pastoral views from cozy living spaces, and a functional kitchen enhanced with tasteful improvements. Expansive yard spaces provide endless possibilities—garden, play, or host memorable gatherings with friends and

    Josh Gray Real Broker LLC

    2085 Us Route 5 S, Windsor, VT 05089
  • 42 Elm St, Windsor, VT 05089
    42 Elm St, Windsor, VT 05089
    42 Elm St, Windsor, VT 05089
    /17

    $275,000 Sold Jun 09, 2025

    • 1,264 Sq Ft
    • $218/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1934

    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 a place for

    Katie Ladue Gilbert KW Vermont Woodstock

    42 Elm St, Windsor, VT 05089
    • 1092 Weeden Hill Rd, Windsor, VT 05089
      1092 Weeden Hill Rd, Windsor, VT 05089
      1092 Weeden Hill Rd, Windsor, VT 05089
      /26

      Est $184,611 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,452 Sq Ft

      1092 Weeden Hill Rd, Windsor, VT 05089

      1092 Weeden Hill Rd, Windsor, VT 05089
  • 31 Maple St, Windsor, VT 05089
    31 Maple St, Windsor, VT 05089
    31 Maple St, Windsor, VT 05089
    /36

    $235,000

    • 3 Beds
    • 1.5 Baths
    • 1,900 Sq Ft

    31 Maple St, Windsor, VT 05089

    PRICE REDUCTION! Discover classic Vermont charm in this 3-bedroom, 1.5-bathroom home located on a quiet, tree-lined street just steps from downtown Windsor. This home is perfect for those who appreciate historic charm and are ready to make it their own. Inside, you’ll find a welcoming layout and abundant natural light. The first floor features a full bathroom, laundry, spacious living and dining

    Tara Reeves Vermont Real Estate Company

    31 Maple St, Windsor, VT 05089
  • 2125 U S 5, Windsor, VT 05089
    2125 U S 5, Windsor, VT 05089
    2125 U S 5, Windsor, VT 05089
    /28

    $245,000 Sold Jun 02, 2025

    • 1,654 Sq Ft
    • $148/SF
    • 39 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1940

    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
    • 74 Union St, Windsor, VT 05089
      74 Union St, Windsor, VT 05089
      74 Union St, Windsor, VT 05089
      /29

      Est $266,101 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,142 Sq Ft

      74 Union St, Windsor, VT 05089

      74 Union St, Windsor, VT 05089
  • 358 Us Route 5 S, Windsor, VT 05089
    358 Us Route 5 S, Windsor, VT 05089
    358 Us Route 5 S, Windsor, VT 05089
    /36

    $325,000

    • 2,452 Sq Ft

    358 Us Route 5 S, Windsor, VT 05089

    Charming Duplex in the Heart of Windsor – Ideal for Owner-Occupants or Investors! Discover a fantastic opportunity to own a versatile, income-producing duplex in the vibrant and historic town of Windsor. Perfectly suited for an owner-occupant looking to offset their mortgage with rental income—or a savvy investor seeking solid returns—this well-maintained property offers both comfort and cash

    Daniel Preston KW Vermont Woodstock

    358 Us Route 5 S, Windsor, VT 05089
  • 77 Taylor Dr, Windsor, VT 05089
    77 Taylor Dr, Windsor, VT 05089
    77 Taylor Dr, Windsor, VT 05089
    /30

    $335,000 Sold Jun 02, 2025

    • 5,088 Sq Ft
    • $66/SF
    • 126 Days On Market
    • 8 Beds
    • 4 Baths
    • Built 1860

    77 Taylor Dr, Windsor, VT 05089

    A stellar combination and flexible to your needs. This 3 unit building situated on a large lot includes workshops, storage for tenants, and /or covered parking. Included is a single family manufactured home for additional income or a great spot to build a 2 bedroom cottage / tiny home. Great property for rental income or make this a family compound. Just north of town there is ample lawn for

    Katie Ladue Gilbert KW Vermont Woodstock

    77 Taylor Dr, Windsor, VT 05089
    • 2 Terrace St, Windsor, VT 05089
      2 Terrace St, Windsor, VT 05089
      2 Terrace St, Windsor, VT 05089
      /40

      Est $247,735 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,728 Sq Ft

      2 Terrace St, Windsor, VT 05089

      2 Terrace St, Windsor, VT 05089

Showing Results 1 - 40, Page 1 of 18

Vermont Windsor County Windsor 05089

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group