Windsor County, VT Homes

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  /20

  $129,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  5527 Vermont 106, Reading, VT 05062

  OPPORTUNITY KNOCKS FOR INVESTORS AND CASH BUYERS! This 3BR ranch home is located on a country lot and offers lots of potential. Roomy one floor living has three bedrooms, large bath, large living room, kitchen and an enclosed porch offering lots of indoor space. Very nice hardwood floors throughout the home. Home has been occupied until this spring but is very much in need of updating. Very sunny

  

  Julie Buffum

  Buffum Realty

  (802) 499-2578

  5527 Vermont 106, Reading, VT 05062
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  /16

  $20,000 per month

  • 4 Beds
  • 2.5 Baths
  • 3,438 Sq Ft
  • House for Rent

  237 Ellison's Lake Rd, Ludlow, VT 05149

  Make the most of this ski season in this spacious 4-bedroom, 2.5-bath home, perfectly located just minutes from the slopes. With room to sleep family and friends comfortably, it’s the ideal spot to gather after a day on the mountain. The home offers a welcoming layout, plenty of space to relax, and all the essentials for a cozy Vermont winter getaway. Whether you’re looking for quick access to

  Roger Danyew Diamond Realty

  237 Ellison's Lake Rd, Ludlow, VT 05149
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  /44

  $503,000 Sold Oct 31, 2025

  • 1,674 Sq Ft
  • $300/SF
  • 49 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1965

  2110 Lynds Hill Rd, Plymouth, VT 05056

  Wonderful location on over 14 acres with outstanding mountain views! Immediate access to VAST snowmobile trails and endless hiking/mountain biking trails. This 4 bedroom, 2 1/2 bath mountain contemporary chalet has an open concept floor plan with loads of glass to soak in the amazing views. Handsome fieldstone hearth with wood burning fireplace on the main living level. The primary bedroom with

  Marni Rieger KW Vermont-Killington

  2110 Lynds Hill Rd, Plymouth, VT 05056
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  /40

  Est $796,710 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,275 Sq Ft

  43 Bear Ridge Rd, Ludlow, VT 05149

  43 Bear Ridge Rd, Ludlow, VT 05149
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  /45

  $220,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 972 Sq Ft

  10 Clark St, North Springfield, VT 05150

  Delightful light filled ranch home with a touch of whimsy and country mixed to make this home a happy spot to be. Walk into the large finished and heated breezeway, a great place to sit a spell or use as a mud room. Access to the breezeway from front, back and the garage to make this a very convenient and usable space. This home features a large kitchen with room for a table, stainless steel

  

  Julie Buffum

  Buffum Realty

  (802) 520-2725

  10 Clark St, North Springfield, VT 05150
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  /2

  $1,300 per month

  27 Maple Street

  2 Beds

  27 Maple St, Windsor, VT 05089

  27 Maple St, Windsor, VT 05089
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  /34

  $350,000 Sold Oct 31, 2025

  • 2,600 Sq Ft
  • $135/SF
  • 31 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1974

  12 Meadow Dr, Springfield, VT 05156

  This delightful ranch home located in a desirable cul-de-sac neighborhood, is where you can enjoy a nice evening walk and chat with the neighbors. Enter from the front porch to the bright living room with a lovely fireplace and hardwood floors, to enjoy a fire on those cool evenings. The nice sized kitchen adjoins the lovely dining room which features easy access to the large screened-in porch,

  Carol Cole BHG Masiello Brattleboro

  12 Meadow Dr, Springfield, VT 05156
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  /40

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,078 Sq Ft

  87 Robbins Hill, Hartford, VT 05059

  87 Robbins Hill, Hartford, VT 05059
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  /37

  $475,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  580 Moore Rd, South Royalton, VT 05068

  Enjoy Vermont country living in this welcoming home set in a peaceful, scenic setting. The large eat-in kitchen is perfect for gathering with family and friends, with easy flow into the dining and living rooms. A screened-in front porch lets you enjoy your morning coffee while listening to the sounds of the babbling brook and birdsong. The spacious light-filled interior features high ceilings,

  

  Melissa Robinson

  Coldwell Banker LIFESTYLES - Hanover

  (802) 215-5369

  580 Moore Rd, South Royalton, VT 05068
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  /34

  $17,500 per month

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • House for Rent

  62 Dublin Rd, Plymouth, VT 05056

  Perfectly situated between Okemo and Killington and just a short stroll to the Echo Lake Inn, this seasonal rental is a rare find in a prime Vermont location. Step inside to a welcoming mudroom with barn board accents, setting the tone for a home that blends rustic character with modern comfort. The spacious kitchen, with its butcher block counters, farmhouse sink, and stainless appliances, is

  Frank Provance Diamond Realty

  62 Dublin Rd, Plymouth, VT 05056
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  /53

  $798,000 Sold Oct 31, 2025

  • 1,308 Sq Ft
  • $610/SF
  • 28 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2019

  392 Gully Rd, Woodstock, VT 05091

  Built in 2019, this charming Cape-style home is nestled on five sunny, private acres just minutes from Woodstock Village. Thoughtfully designed and beautifully constructed, the home offers efficient, low-maintenance living in a coveted location. With excellent solar exposure, stunning sunset views, and lovely hillside scenery, it’s bright, warm, and welcoming year-round. The interior features a

  Keri Cole Williamson Group Sothebys Intl. Realty

  392 Gully Rd, Woodstock, VT 05091
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  /8

  Not Listed For Sale

  • 3 Beds

  0 Hillcrest Dr, Chester, VT 05143

  0 Hillcrest Dr, Chester, VT 05143
• 

  

  /20

  $299,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,380 Sq Ft

  46 Jay Hill Rd, Hartford, VT 05047

  A great opportunity to own a 4BR, 2, BA single family home with no condo fees! This charming, unique home offers 1,300 square feet of light-filled, comfortable living space and is move-in ready. Nearly every inch has been thoughtfully updated, including a brand-new hardpacked driveway and extensive tree removal (15–20 trees) to open up the landscape.The interior features all-new vinyl plank

  

  Herb Hart

  Quechee Lakes Real Estate Center

  (855) 706-4527

  46 Jay Hill Rd, Hartford, VT 05047
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  /25

  $1,325 per month

  16 Pearl St.

  1 Bed

  16 Pearl St, Springfield, VT 05156

  16 Pearl St, Springfield, VT 05156
• 

  

  /60

  $850,000 Sold Oct 31, 2025

  • 2,732 Sq Ft
  • $311/SF
  • 61 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2001

  141 E Lake Rd, Ludlow, VT 05149

  Welcome to Blue Goose on Lake Pauline – A Stunning Vermont Waterfront Retreat. Tucked along the shores of scenic Lake Pauline, is a thoughtfully crafted contemporary lake home that blends timeless post-and-beam architecture with elegant craftsman details. From the moment you step inside, you'll be drawn in by the soaring cathedral ceilings, rich woodwork, and natural light that pours through the

  Kevin Barnes William Raveis Real Estate Vermont Properties

  141 E Lake Rd, Ludlow, VT 05149
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  /40

  Est $2,708,061 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,900 Sq Ft

  147 N Village Rd, Ludlow, VT 05149

  147 N Village Rd, Ludlow, VT 05149
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  /49

  $2,195,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,997 Sq Ft

  9671 Vt Route 12, Barnard, VT 05031

  [See the property specific website with video, hi-rez photos and more]. SPRING HILL FARM – A Storied Vermont Estate with Timeless Appeal. Set amidst the rolling hills of Barnard, Vermont, Spring Hill Farm is a distinguished country estate where historic charm and thoughtful stewardship come together across 207 acres of beautifully maintained landscape. Anchoring the property is a stately brick

  

  Susan Hickey

  Snyder Donegan Real Estate Group

  (802) 491-4915

  9671 Vt Route 12, Barnard, VT 05031
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  /18

  $1,500 per month

  • 1 Bed
  • 1 Bath
  • 3,257 Sq Ft
  • Apartment for Rent

  636 Old Connecticut River Rd, Springfield, VT 05156

  Fully applianced 1 bedroom heated unit with deck and river views all for $1500/month!

  Roselyn Caplan Century 21 Highview Realty

  636 Old Connecticut River Rd, Springfield, VT 05156
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  /5

  $235,000 Sold Oct 30, 2025

  • 1,056 Sq Ft
  • $223/SF

  • 2 Beds
  • 1 Bath
  • Built 1988

  133 Colonial Dr Unit 206, White River Junction, VT 05001

  Move right in and enjoy this welcoming open floor plan. Designed for convenience, all rooms are on the first floor, complete with a washer/dryer and mudroom. This unit is BRAND NEW. A private patio extends your living space outdoors—perfect for entertaining or relaxing. Each unit allows for one dog or one cat and comes with two parking spots. Ideally located near the VA hospital, schools, and all

  Katie Ladue Gilbert KW Vermont Woodstock

  133 Colonial Dr Unit 206, White River Junction, VT 05001
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  /15

  Est $60,844 Not Listed For Sale

  3438 Royalton Turnpike, Barnard, VT 05068

  3438 Royalton Turnpike, Barnard, VT 05068
• 

  

  /23

  $242,500

  • 1 Bed
  • 1 Bath
  • 816 Sq Ft

  42 Heritage Condo Way Unit 22, Woodstock, VT 05091

  Bright and efficient 1-bedroom ground-level condo in the sought-after Heritage Way association, just one mile from Woodstock Village. This move-in-ready coveted end unit offers comfort, privacy, and numerous recent updates.Features include a new Rinnai furnace (2023), new Anderson sliding glass door and bedroom windows (2024), drop ceiling with added sound insulation, and full-size washer

  

  Kasia Butterfield

  Coldwell Banker LIFESTYLES - Quechee

  (802) 520-0625

  42 Heritage Condo Way Unit 22, Woodstock, VT 05091
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  /17

  $1,340 - $2,185 per month

  Apartment for Rent

  Studio - 2 Beds

  241 S Main St, White River Junction, VT 05001

  Studio's available in downtown White River Junction, walking distance to most amenities!

  241 S Main St, White River Junction, VT 05001
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  /21

  $295,000 Sold Oct 30, 2025

  • 1,063 Sq Ft
  • $278/SF
  • 6 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1978

  1299 Quechee Main St Unit 3B, Hartford, VT 05001

  Tastefully renovated 2 level 2 bedroom 1.5 bath unit in Mill Run. Seasonal views of the Qttauquechee River from the deck. Furnished with some exceptions.Close to the amenities of the Quechee Club...skiing, golf, paddle, Tennis, pools indoor and outdoor, 2 restaurants, gym and hiking trails. Easy access to the highways, restaurants and shopping.

  Linda Hicks Quechee Lakes Real Estate Center

  1299 Quechee Main St Unit 3B, Hartford, VT 05001
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  /39

  Est $961,075 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,507 Sq Ft

  433 Cowdrey Path, Woodstock, VT 05091

  433 Cowdrey Path, Woodstock, VT 05091
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  /9

  $49,000

  • Land
  • 1.61 Acres
  • $30,435 per Acre

  00 Hawk Spur Rd, Plymouth, VT 05056

  Location, Location, Location. Come build your get-a-way smack dab in the middle of all the fun things to do! For starters -- Skiing, Snowmobiling, Hiking, Biking, Boating, Fishing, Hunting and so much more. Like to eat out? Scores of diverse established restaurants in Ludlow, Woodstock and Killington!!!!Septic system design for 3 Bedroom included!!!

  

  Geoff Eckler

  Real Broker LLC

  (802) 327-8181

  00 Hawk Spur Rd, Plymouth, VT 05056
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  /29

  $45,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,439 Sq Ft
  • Condo for Rent

  17 Daybreak Dr Unit F205, Ludlow, VT 05149

  Solitude Village on Okemo Mountain – Unbeatable Ski Access & Amenities! This 3-bedroom, 2.5-bath condominium (sleeps 7) offers the ultimate winter getaway, located directly on the Promenade Trail for convenient ski-in/ski-out access. The open-concept living and dining area features a cozy wood-burning fireplace and a breakfast bar, perfect for gathering after a day on the slopes. The spacious

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  17 Daybreak Dr Unit F205, Ludlow, VT 05149
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  /43

  $546,000 Sold Oct 30, 2025

  • 1,474 Sq Ft
  • $370/SF
  • 5 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1978

  699 Baker Turn Rd, Hartford, VT 05059

  Classic New England architecture and thoughtfully integrated with modern systems and conveniences, this distinguished home stands out in Vermont’s premier four-season resort community—Quechee Lakes. Located just minutes from the Quechee Club, Dartmouth College, Woodstock VT, and the amenities of downtown White River Junction, this home offers timeless design in a setting of enduring appeal.

  Seth Barbiero EXP Realty

  699 Baker Turn Rd, Hartford, VT 05059
• 

  

  /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
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  /22

  $169,000

  • 2 Beds
  • 1 Bath
  • 884 Sq Ft

  270 Quarry Rd, Perkinsville, VT 05151

  This sweet ranch style home is located in the village of Perkinsville and features two bedrooms, one bath, living room, dining room and kitchen, nice lay out for easy, one floor living. Walk out basement with a new hot air furnace in 2025, newer hot water heater and updated electrical panel make this home a good candidate for someone looking to cosmetically update a home. Current family has

  

  Julie Buffum

  Buffum Realty

  (802) 480-9804

  270 Quarry Rd, Perkinsville, VT 05151
• 

  

  /19

  $1,450 - $2,500 per month

  South Block

  Studio

  132 S Main St, White River Junction, VT 05001

  The apartment building at 132 South Main Street was designed by the award-winning Studio Nexus Architects. High ceilings and large windows characterize the open-concept design of these spacious studios. The building is located in the heart of downtown White River Junction, just footsteps from public transportation, Northern Stage Theater, area shops and award-winning restaurants including Elixir,

  132 S Main St, White River Junction, VT 05001
• 

  

  /55

  $352,000 Sold Oct 30, 2025

  • 1,663 Sq Ft
  • $212/SF
  • 0 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  8 Meadow St, Ludlow, VT 05149

  Imagine the possibilities with this charming 2+ bedroom village home, owned by the same family for many years. Here's your opportunity. The property includes a spacious 24' x 44' two-story workshop/barn, ideal for various uses. Conveniently located near the town library, the new pedestrian bridge over the Black River, and the Village Green, this home offers a prime location with easy access to

  Kevin Barnes William Raveis Real Estate Vermont Properties

  8 Meadow St, Ludlow, VT 05149
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  /38

  Est $300,258 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,732 Sq Ft

  3089 Vt Route 11 W, Chester, VT 05143

  3089 Vt Route 11 W, Chester, VT 05143
• 

  

  /29

  $499,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,334 Sq Ft

  216 Quechee-Hartland Rd, Hartford, VT 05059

  Rare New Construction in Quechee, VT – No HOA Fees! The open-concept floor plan features 3 bedrooms and 2 full baths, seamlessly connecting the kitchen, dining area, and living room. The primary suite includes a private full bath and a spacious walk-in closet. Additional highlights include a covered front porch, a generous back deck and an oversized 1-car garage with direct entry into the

  

  Melissa Robinson

  Coldwell Banker LIFESTYLES - Hanover

  (802) 644-7200

  216 Quechee-Hartland Rd, Hartford, VT 05059
• 

  

  /26

  $40,000 per month

  • 6 Beds
  • 3.5 Baths
  • 3,557 Sq Ft
  • House for Rent

  55 Wallis View Ln, Ludlow, VT 05149

  Winter Seasonal Rental available November 1, 2025 through April 15, 2026. Price is $40,000 plus $7000 for utility deposit and $5000 security deposit. All funds due prior to rental start. Beautiful views from this large cape-style home. Open kitchen to living room with stone fireplace. Comfortable, warm and spacious. Fully-equipped kitchen for the chef. All linens provided. Hot tub. Bed

  Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  55 Wallis View Ln, Ludlow, VT 05149
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  /26

  $70,000 Sold Oct 30, 2025

  • Land
  • 0.86 Acre
  • $81,395 per Acre

  • 101 Days On Market

  00 Greeley Shunpike, Hartford, VT 05001

  - $20K PRICE DROP!! - Discover .86± acres of prime land on Greeley Shunpike Rd in beautiful Quechee, VT. This is the last lot on a private, gently sloping, shared drive - nestled within the prestigious Quechee Lakes Landowners Association (QLLA). Enjoy full membership in The Quechee Club, offering access to 6,000+ acres of manicured greenways, two championship golf courses (Lakeland and

  John Bassette Bassette Real Estate Group

  00 Greeley Shunpike, Hartford, VT 05001
• 

  

  /15

  Est $363,213 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 866 Sq Ft

  15 Railroad Row Unit 2C4, White River Junction, VT 05001

  15 Railroad Row Unit 2C4, White River Junction, VT 05001
• 

  

  /41

  $849,900

  • 3 Beds
  • 3 Baths
  • 3,392 Sq Ft

  117 Horseshoe Dr, Brownsville, VT 05037

  Experience Vermont living at its finest in this custom-built home, thoughtfully designed by the builder for exceptional energy efficiency and year-round comfort. Perfect as a relaxing getaway, this property offers expansive sleeping spaces ideal for hosting family and friends. Spend your days exploring the nearby VAST Trail system or Ascutney Mountain, and your evenings unwinding by the

  Katie Ladue Gilbert KW Vermont Woodstock

  117 Horseshoe Dr, Brownsville, VT 05037
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  /9

  $1,875 per month

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • House for Rent

  291 Moses Ln, Royalton, VT 05068

  Property Id: 2149489Spacious lawn with fire pit/fire pit. Walking distance to Law School. Tenants pay utilities. High speed internet available.

  291 Moses Ln, Royalton, VT 05068
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  /41

  $330,000 Sold Oct 30, 2025

  • 1,798 Sq Ft
  • $184/SF
  • 94 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1880

  109 High St, Cavendish, VT 05142

  Upgraded, updated, and ready for you! Discover the perfect blend of small-town charm and four-season adventure in the heart of Cavendish. Perched on a sunny corner lot with views of Hawks Mountain, this classic Vermont home offers easy access to everything from skiing at Okemo to hiking, biking, and swimming nearby. Step inside through the thoughtfully planned mudroom and enter a warm, updated

  Dana Haley Diamond Realty

  109 High St, Cavendish, VT 05142
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  /14

  Est $236,451 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft

  1416 Allen Hill Rd, Pomfret, VT 05068

  1416 Allen Hill Rd, Pomfret, VT 05068

Showing Results 41 - 80, Page 2 of 18