Windsor, VT Homes in ZIP Code 05091

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  /60

  $1,995,000

  • 3 Beds
  • 2.5 Baths
  • 5,422 Sq Ft

  2334 South Rd, Woodstock, VT 05091

  Offered for the first time, the exclusive private residence of one of Woodstock's most notable and prolific builders, Hank Savelberg. Located just five minutes from the Woodstock Village Green, this whimsical, private, contemporary hillside estate was lovingly constructed featuring well thought, connected open spaces with expansive glass walls and dramatic sweeping wooden ceilings. The entire

  Danny Kogut Williamson Group Sothebys Intl. Realty

  2334 South Rd, Woodstock, VT 05091
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  /42

  $1,580,000 Sold Dec 30, 2024

  • 4,378 Sq Ft
  • $361/SF
  • 79 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1886

  33 River St, Woodstock, VT 05091

  BEAUTIFULLY renovated rare antique residence in the heart of historic Woodstock! Located in a premiere neighborhood within walking distance to all of towns amenities, hiking on Mtn Tom in your backyard. Situated on a very large lot featuring an in-ground pool accented with arbor and pool house. Lovely perennial gardens and large backyard for those seeking a vegetable garden or room for

  Gretchjen Smith Williamson Group Sothebys Intl. Realty

  33 River St, Woodstock, VT 05091
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  /40

  Est $1,012,803 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 2,555 Sq Ft

  3090 South Rd, Woodstock, VT 05091

  3090 South Rd, Woodstock, VT 05091
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  /33

  $4,490,000

  • 5 Beds
  • 5.5 Baths
  • 8,122 Sq Ft

  5685 Vermont 12, Barnard, VT 05031

  SEE PROPERTY-SPECIFIC WEBSITE FOR DETAILS, HIGH RESOLUTION PHOTOS, VIDEOS AND MORE. If you’ve been looking for the iconic Vermont home, rarely does an opportunity like this present itself. Welcome to HIGHLAND GLEN, an idyllic Vermont home situated on 12 picturesque acres in the quaint town of Barnard, VT. Upon arrival at Highland Glen, you'll immediately sense the special charm of this

  John Snyder Snyder Donegan Real Estate Group

  5685 Vermont 12, Barnard, VT 05031
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  /32

  $692,000 Sold Dec 19, 2024

  • 2,527 Sq Ft
  • $274/SF
  • 195 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1890

  1207 Church Hill Rd, Woodstock, VT 05091

  Historic Vermont cape house with easy access, only a mile to the Woodstock village center. There is a lot of history and character with beautiful old wood floors and beams. A covered walkway from the attached two-car garage comes into a mud-entry room and right into the classic farmhouse kitchen. Off the kitchen is a generous pantry/laundry room and a bath with shower. The spacious family

  John Snyder Snyder Donegan Real Estate Group

  1207 Church Hill Rd, Woodstock, VT 05091
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  /22

  Not Listed For Sale

  00 Vt Route 12, Barnard, VT 05031

  00 Vt Route 12, Barnard, VT 05031
• 

  

  /48

  $4,900,000

  • 7 Beds
  • 9 Baths
  • 8,442 Sq Ft

  5893 Stage Rd, Barnard, VT 05031

  "LONG WAY HILL" - An elegant and beautifully constructed residence of the highest quality, privately situated on 54 acres with long-range views, lawns, gardens, fields and trails. Beautiful perennial and wildflower gardens offer charming, private views of woods and hills over a half-acre pond. Architect-designed in the style of a traditional New England country home, the main residence has 5

  John Snyder Snyder Donegan Real Estate Group

  5893 Stage Rd, Barnard, VT 05031
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  /44

  $470,000 Sold Dec 17, 2024

  • 1,536 Sq Ft
  • $306/SF
  • 31 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1971

  2115 E Woodstock Rd, Woodstock, VT 05091

  This charming Woodstock home, with river views & versatile floor plan offers two levels of thoughtfully designed living space. This property is a fantastic opportunity for a short-term rental investment or the perfect family getaway for ski season! Upon entering, you’ll immediately notice the attractive wood finishes & natural light, capturing the beauty of the surroundings. The home has 3

  Isabella Luhrs BHG Masiello Keene

  2115 E Woodstock Rd, Woodstock, VT 05091
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  /37

  Est $1,199,493 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,949 Sq Ft

  326 Hall Cir, Woodstock, VT 05091

  326 Hall Cir, Woodstock, VT 05091
• 

  

  /15

  $835,000

  • Land
  • 150 Acres
  • $5,567 per Acre

  0 Walker Hill Rd, Bridgewater, VT 05091

  150 acres of recreational paradise! Absolute and total privacy! Enjoy long views of mountain peaks showing criss crossed ski trails, pristine cascading streams with mesmerizing waterfalls over large rock outcroppings, mature woodland which hasn't been logged in over 50 years, a fully equipped camper trailer with propane fired generator for off grid living and even a 4 wheeler outfitted with

  John Wetmore Wetmore Real Estate

  0 Walker Hill Rd, Bridgewater, VT 05091
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  /2

  $2,850,000 Sold Dec 16, 2024

  • 6,403 Sq Ft
  • $445/SF
  • 158 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1976

  2055 Church Hill Rd, Woodstock, VT 05091

  Nestled among verdant rolling hills, High Birch is located in one of the area’s most desirable regions at the midpoint between Woodstock and South Woodstock Villages. Designed in 1976 by prominent New York architect Lewis Davis, of Davis, Brody and Bond renowned for his modernist skyscrapers that impacted the skyline of New York City, the home contrasts sleek interior spaces to the surrounding

  Danny Kogut Williamson Group Sothebys Intl. Realty

  2055 Church Hill Rd, Woodstock, VT 05091
• 

  

  /30

  Est $1,388,485 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,218 Sq Ft

  2409 South Rd, Woodstock, VT 05091

  2409 South Rd, Woodstock, VT 05091
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  /47

  $8,000,000

  • 3 Beds
  • 3.5 Baths
  • 5,384 Sq Ft

  115 Eastman Rd, Woodstock, VT 05091

  Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a

  Keri Cole Williamson Group Sothebys Intl. Realty

  115 Eastman Rd, Woodstock, VT 05091
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  /48

  $1,195,000 Sold Dec 12, 2024

  • 2,058 Sq Ft
  • $581/SF
  • 15 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1972

  5274 W Woodstock Rd, Woodstock, VT 05091

  This stunner of a farmhouse is a spectacular example of vision, craftsmanship, and a commitment to the finest materials including standing seamed roofs and fully updated systems.  The recently installed custom iron doors provide Architectural Digest design aesthetic. The chef’s kitchen showcases a stainless six burner stove along with the quietest Bosch dishwasher available, built-in Bosch

  Keri Cole Williamson Group Sothebys Intl. Realty

  5274 W Woodstock Rd, Woodstock, VT 05091
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  /40

  Est $1,321,751 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,668 Sq Ft

  513 Deer Brook Way, Woodstock, VT 05091

  513 Deer Brook Way, Woodstock, VT 05091
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  /38

  $690,000

  • 4 Beds
  • 3 Baths
  • 2,557 Sq Ft

  144 Butternut Ln, Woodstock, VT 05091

  The Harry Emmons House an antique brick cape located in the village of Taftsville sited on an open flat village lot. Through the classic covered farm porch enter a gathering room with a brick fireplace, light-filled high ceilings, exposed beams in comfortably sized rooms, a country kitchen, sunny dining room, and a first-floor bedroom with dressing area. Moving upstairs, the second floor has two

  Scott Monahan Williamson Group Sothebys Intl. Realty

  144 Butternut Ln, Woodstock, VT 05091
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  /23

  $660,000 Sold Dec 11, 2024

  • 2,264 Sq Ft
  • $292/SF
  • 186 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1975

  374 Fairbanks Turn, Hartford, VT 05059

  Premier location on the upper side of Fairbanks Turn, this expansive home on a private wooded lot offers a beautiful setting for either a permanent residence or four-season vacation get-aways. As a Quechee Lakes resident, enjoy easy access to the Quechee Club’s world-class amenities: two championship golf courses, tennis, pickleball, paddle tennis, private ski hill, in-door and out-door pools,

  Danny Kogut Williamson Group Sothebys Intl. Realty

  374 Fairbanks Turn, Hartford, VT 05059
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  /40

  Est $1,452,984 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,329 Sq Ft

  282 Fletcher Hill Rd, Woodstock, VT 05091

  282 Fletcher Hill Rd, Woodstock, VT 05091
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  /27

  $650,000

  • Land
  • 78 Acres
  • $8,366 per Acre

  0 Mecawee Rd, Woodstock, VT 05091

  Spectacular 77+ acre parcel on sought after Mecawee Rd. with a perfect combination of level, sloping and hilly terrain. There are multiple building sites including a large cleared area set back off the road with a driveway in place and utilities (electric & fiber optic) at the street. This past Fall, the Sellers went to great lengths to clear the land all the way down to the road opening up

  Dan Noble Snyder Donegan Real Estate Group

  0 Mecawee Rd, Woodstock, VT 05091
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  /34

  $875,000 Sold Dec 10, 2024

  • 1,590 Sq Ft
  • $550/SF
  • 12 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1880

  5 Mountain Ave Unit 4, Woodstock, VT 05091

  ICONIC. Just a stroll across Woodstock's famed covered bridge, this historic property is home to five unique condominiums - premier among them is this gracious, bright, and fully renovated two-bedroom home. With beamed nine-foot ceilings, a true turret (complete with curved glass!), a handsome den, spacious bedrooms, private laundry, and dedicated garage parking, this gorgeous condo is equally

  Keri Cole Williamson Group Sothebys Intl. Realty

  5 Mountain Ave Unit 4, Woodstock, VT 05091
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  /40

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,191 Sq Ft

  15 Pelham North Rd, Hartland, VT 05048

  15 Pelham North Rd, Hartland, VT 05048
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  /9

  $275,000

  • Land
  • 0.43 Acre
  • $639,535 per Acre

  1054 W Woodstock Rd, Woodstock, VT 05091

  Ideally located parcel across West Woodstock Road from the Woodstock Farmers Market and 500 yards from the entry to Woodstock Union Middle & High School. Public water and sewer available with access off Prosper Road near the junction of US Road Route 4/West Woodstock Road. Building plans available. Multi-unit housing development potential in zero vacancy environment.

  Laird Bradley Williamson Group Sothebys Intl. Realty

  1054 W Woodstock Rd, Woodstock, VT 05091
• 

  

  /34

  $800,000 Sold Nov 26, 2024

  • 2,976 Sq Ft
  • $269/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  728 Route 12, Hartland, VT 05048

  This beautiful Geobarn home blends timeless charm with modern, sustainable living. The open floor plan, with 9-foot ceilings, creates a sense of space, enhanced by radiant heat on the first floor and warm pine flooring throughout. A striking fieldstone fireplace anchors the cozy living area, perfect for relaxing on cold Vermont evenings. The oversized windows flood the home with natural light,

  Carrie Mathews Winhall Real Estate

  728 Route 12, Hartland, VT 05048
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  /40

  Est $2,164,819 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,864 Sq Ft

  26 The Green, Wood Stock, VT 05091

  26 The Green, Wood Stock, VT 05091
• 

  

  /57

  $1,895,000

  • 3 Beds
  • 2.5 Baths
  • 2,688 Sq Ft

  20 The Green, Woodstock, VT 05091

  Stunning antique cape! Located in the 'heart' of Woodstock. Originally located on Central Street- this home was moved in the 1960's to this location and had an extensive renovation in 2011. The antique brick section was built in 1826- it boasts a spacious living room anchored with a large wood burning fireplace, original wide pine floors and lots of space for entertaining. Adjacent find a

  Gretchjen Smith Williamson Group Sothebys Intl. Realty

  20 The Green, Woodstock, VT 05091
• 

  

  /30

  $589,900 Sold Nov 15, 2024

  • 2,459 Sq Ft
  • $240/SF
  • 67 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1862

  92 Lakota Rd, Barnard, VT 05031

  Renovated Vermont farmhouse in the highly desirable Woodstock area! Vintage finishes blended with modernity. Versatile single-family home floor plan has a separate entry that can be used as in-law suite, or income producing rental unit. Tax record show 3-bedroom, but comfortably sleeps more. Barn has unlimited uses. Currently used as a workshop / storage. An expansive flat yard with areas to

  David White OwnerEntry.com

  92 Lakota Rd, Barnard, VT 05031
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  /34

  Est $969,082 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,784 Sq Ft

  20 Lincoln St, Woodstock, VT 05091

  20 Lincoln St, Woodstock, VT 05091
• 

  

  /31

  $729,000

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

  13 Slayton Terrace, Woodstock, VT 05091

  Charming cottage located in the heart of historic Woodstock Village with walking distance to all the shops, restaurants and town theatre. Mtn Peg walking trails just a 2 minute walk from front door for those hiking enthusiasts. This home is filled with an abundance of natural sunlight and features all hardwood floors throughout. New kitchen with butcher block counters, stainless appliances,

  Gretchjen Smith Williamson Group Sothebys Intl. Realty

  13 Slayton Terrace, Woodstock, VT 05091
• 

  

  /26

  $1,115,000 Sold Nov 14, 2024

  • 2,250 Sq Ft
  • $496/SF
  • 107 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2006

  317 Bridgewater Hollow Road Extension Unit 7-035, Woodstock, VT 05091

  If you are looking for a beautiful and quiet off-the-grid mountain retreat, look no further. This custom log home is situated on 106+ acres with incredible mountain views, brooks, pond, orchard, hiking trails, and abundant wildlife and it is just minutes from the Killington ski area and the charming town of Woodstock, VT. The interior of the home is best described as having the feeling of a

  Kris Lippi Get Listed Realty

  317 Bridgewater Hollow Road Extension Unit 7-035, Woodstock, VT 05091
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  /32

  Est $561,027 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  35 White Loop Unit B-102, Ludlow, VT 05149

  35 White Loop Unit B-102, Ludlow, VT 05149
• 

  

  /35

  $1,895,000

  • 5 Beds
  • 4.5 Baths
  • 4,214 Sq Ft

  10 College Hill Rd, Woodstock, VT 05091

  10 College Hill is the perfect in-village residence, off the main road yet walk-to-everything. The original, historic residence was designed in 1916 by renowned architect John Russell Pope whose accomplishments include the Jefferson Memorial, and master plans for Dartmouth and Yale. It also enjoys modern additions and updates including a stunning first-level primary bedroom suite designed in

  John Snyder Snyder Donegan Real Estate Group

  10 College Hill Rd, Woodstock, VT 05091
• 

  

  /18

  $70,000 Sold Nov 01, 2024

  • 1,124 Sq Ft
  • $62/SF
  • 141 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1977

  257 Riverbend Way, Woodstock, VT 05091

  A wonderful opportunity in the amazing community of Woodstock, Vermont. Only 10 minutes to the charming Woodstock village is this Spacious 2-Bedroom Mobile Home located in Riverside MHP. This home offers an abundance of space and desirable features, making it an ideal retreat for those seeking comfort, convenience, and outdoor adventure. Two Bedrooms, Two Full Bathrooms With bedrooms located at

  Heather Ashline BHHS Verani Upper Valley

  257 Riverbend Way, Woodstock, VT 05091
• 

  

  /34

  Est $650,416 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,300 Sq Ft

  1782 South Rd, Woodstock, VT 05091

  1782 South Rd, Woodstock, VT 05091
• 

  

  /43

  $1,395,000

  • 4 Beds
  • 3 Baths
  • 4,864 Sq Ft

  15 Central St, Woodstock, VT 05091

  15 Central Street is one of the finest commercial locations in Woodstock with two of the most creative and successful businesses as the anchor tenants. The property has adapted to changes of the course of its long history of uses including residential shop owner, a barber shop, a dance & pool hall, law office, architectural services and a variety of mercantile endeavors. Notably, the building

  Laird Bradley Williamson Group Sothebys Intl. Realty

  15 Central St, Woodstock, VT 05091
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  /30

  $328,000 Sold Oct 24, 2024

  • 1,152 Sq Ft
  • $285/SF
  • 139 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1967

  5770 Stage Rd, Woodstock, VT 05091

  Three bedroom /1 bath wood frame ranch home with walkout lower level on 3.9+/- acres located in Barnard, Vermont. Only 0.6 miles up from the Barnard General Store, it is an easy walk to the general store, PO and Silver Lake. Owned by the same family for over 50 years, this home is simple but sweet and ideal for those looking for one level living. Facing south, you will find this home gets lots of

  Lisa Baldwin Coldwell Banker LIFESTYLES - Hanover

  5770 Stage Rd, Woodstock, VT 05091
• 

  

  /26

  Est $601,316 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,059 Sq Ft

  11 Church St Unit 2, Woodstock, VT 05091

  11 Church St Unit 2, Woodstock, VT 05091
• 

  

  /48

  $795,000

  • 3 Beds
  • 2 Baths
  • 1,694 Sq Ft

  25 Linden Hill St, Woodstock, VT 05091

  This classic early 20th Century farmhouse with 3 sunny bedrooms and two baths is sited on a quiet Village Street uphill above the Woodstock Elementary School and across from the public playground at Vail Field and the Woodstock Country Club golf course. The home has benefitted from the thoughtful additions of an eat-in kitchen and a front porch where you can enjoy long summer evenings. A

  Laird Bradley Williamson Group Sothebys Intl. Realty

  25 Linden Hill St, Woodstock, VT 05091
• 

  /2

  $650,000 Sold Oct 22, 2024

  • 2,016 Sq Ft
  • $322/SF
  • 69 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1980

  157 Deer Ridge Way, Woodstock, VT 05091

  Welcome to this beautifully renovated 3-bedroom, 2.5 bathroom home situated on a private road just minutes from the Woodstock Village. This property has undergone extensive remodeling to provide modern comfort and style. The primary suite is featured with a heat pump for heating and cooling, a tastefully tiled bathroom with a heated floor, a walk-in closet, as well as a laundry room. The living

  Andrew Kimbell Hall Collins Real Estate Group

  157 Deer Ridge Way, Woodstock, VT 05091
• 

  

  /38

  Est $1,493,397 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,350 Sq Ft

  2876 Hartland Hill Rd, Woodstock, VT 05091

  2876 Hartland Hill Rd, Woodstock, VT 05091
• 

  

  /60

  $2,450,000

  • 4 Beds
  • 3.5 Baths
  • 5,573 Sq Ft

  851 Riverside Park Rd, Woodstock, VT 05091

  "All Seasons" is the ultimate Vermont retreat, designed for gatherings and getaways while seamlessly blending rustic charm with modern luxury. This 5,900-sq-ft barn-style home, just over five minutes from Woodstock Village via Route 4 and the Lincoln Covered Bridge, sits high on a knoll above the Ottauquechee River with views to Killington. A veritable mini-resort, the property offers

  Richard Higgerson Higgerson & Company

  851 Riverside Park Rd, Woodstock, VT 05091

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