Homes in ZIP Code 05091

• 

  

  

  /29

  Est $658,927 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,280 Sq Ft

  42 River St, Woodstock, VT 05091

  42 River St, Woodstock, VT 05091
• 

  

  

  /54

  $1,370,000 Open Sat 10AM - 11:30PM

  • 5 Beds
  • 4.5 Baths
  • 4,617 Sq Ft

  687 S Perry Rd, Woodstock, VT 05091

  Privately sited on a knoll to capture sweeping North Westerly views, this expanded Classic Cape has been lovingly stewarded and tastefully updated over the years. Enter through the formal foyer with wainscot, or a convenient mudroom with powder room. Superior craftsmanship throughout featuring a beautifully appointed chef's kitchen with Viking range-top, wall ovens and best quality appliances,

  Danny Kogut Williamson Group Sothebys Intl. Realty

  687 S Perry Rd, Woodstock, VT 05091
• 

  

  

  /52

  $1,320,000 Sold Jul 25, 2025

  • 3,953 Sq Ft
  • $334/SF
  • 85 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1919

  11 College Hill Rd, Woodstock, VT 05091

  Welcome to 11 College Hill Road - Situated in the heart of Woodstock Village, this classic 1919 Gambrel offers space, charm, and incredible views of both the Ottauquechee River and the town's beloved Mount Tom. This beautifully maintained home is perched perfectly above the river with over a half an acre of landscaped outdoor space, including 50 feet of river frontage, mature fruit trees, and

  Zoe Hathorn Washburn Snyder Donegan Real Estate Group

  11 College Hill Rd, Woodstock, VT 05091
• 

  

  

  /40

  Est $857,827 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft

  25 Slayton Terrace, Woodstock, VT 05091

  25 Slayton Terrace, Woodstock, VT 05091
• 

  

  

  /49

  $810,000

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft

  37 South St, Woodstock, VT 05091

  Welcome to this beautifully renovated residence in the vibrant heart of Woodstock Village. Enjoy unparalleled convenience with a short stroll to the Elementary School, Woodstock Inn, the picturesque Green, and an array of charming shops, restaurants, and bakeries that define village living. Nestled directly across from Vail Field, this home offers easy access to playgrounds, ball fields, and

  Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

  37 South St, Woodstock, VT 05091
• 

  

  /42

  $429,000 Sold Jul 16, 2025

  • 1,496 Sq Ft
  • $287/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1976

  3450 N Perry Rd, Barnard, VT 05031

  This charming log home features an open kitchen/dining/living room with three cozy bedrooms, two full bathrooms, and a family room, perfect for comfortable living. The rustic wooden interior and warm atmosphere create a welcoming space for family and friends. Each floor has a propane wood stove for ambiance and extra warmth on those chilly winter nights, while a large wrap-around deck is perfect

  Susan Hickey Snyder Donegan Real Estate Group

  3450 N Perry Rd, Barnard, VT 05031
• 

  

  /40

  Est $1,007,152 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,136 Sq Ft

  77 Central St, Woodstock, VT 05091

  77 Central St, Woodstock, VT 05091
• 

  

  /14

  $125,000

  • Land
  • 16.46 Acres
  • $7,594 per Acre

  0 Angell Rd, Barnard, VT 05091

  This 16.46-acre parcel sits just off Angell Road, a quiet Class IV road in Barnard. It's a great spot for someone looking to build an off-grid home or camp. The driveway has already been roughed in. It just needs fabric and a layer of hardpack. A nice building site has been cleared, so you can get started without a big clearing job. There’s also an approved septic design for a three-bedroom home,

  Devin Josler Black House Real Estate

  0 Angell Rd, Barnard, VT 05091
• 

  

  /41

  $1,075,000 Sold Jul 15, 2025

  • 4,698 Sq Ft
  • $229/SF
  • 353 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1985

  119 English Mills Way, Woodstock, VT 05091

  An expansive 5 bedroom home, in a private location, conveniently just a few minutes drive from Woodstock Village! Among often sought amenities are a ground floor primary bedroom suite with private bath, a dramatic great room with cathedral ceiling and wood burning fireplace, a generously sized lower level in-law/guest suite with kitchen, dining, living room and bedroom with bath, 3 additional

  John Wetmore Wetmore Real Estate

  119 English Mills Way, Woodstock, VT 05091
• 

  

  /40

  Est $2,751,186 Not Listed For Sale

  • 7 Beds
  • 4.5 Baths
  • 5,306 Sq Ft

  4 Bond St, Woodstock, VT 05091

  4 Bond St, Woodstock, VT 05091
• 

  

  /43

  $695,000 Open Sat 12PM - 1:30PM

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  1514 South Rd, Woodstock, VT 05091

  This tidy, well maintained Mid-Century Ranch home is conveniently located just 1.5 miles from the Village Green. Perched on a sunny knoll with a southern valley view, this well maintained home features open concept kitchen/dining, a large, bright living room, three bedrooms all with oak floors, a walk out basement providing opportunity for guest accommodation, or a hobby/play room. The 2 car

  Danny Kogut Williamson Group Sothebys Intl. Realty

  1514 South Rd, Woodstock, VT 05091
• 

  

  /51

  $1,300,000 Sold Jul 02, 2025

  • 4,228 Sq Ft
  • $307/SF
  • 91 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1980

  608 Fletcher Hill Rd, Woodstock, VT 05091

  Open House Sunday, April 13, 12:00 to 2:00 - Tucked away in the serene forests of Woodstock, Vermont, this beautifully remodeled 11-room home offers 4 bedrooms, 4 bathrooms, and 4,225 sq. ft. of luxurious living space on 5.4 private acres. The open-concept design is flooded with natural light, featuring a stunning chef’s kitchen with high-end stainless steel appliances, Vermont soapstone

  Sandy Reavill Real Broker LLC

  608 Fletcher Hill Rd, Woodstock, VT 05091
• 

  

  /35

  Not Listed For Sale

  • 7 Beds
  • 5.5 Baths
  • 6,472 Sq Ft

  3 Bond St, Woodstock, VT 05091

  3 Bond St, Woodstock, VT 05091
• 

  

  /18

  $300,000

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  17 High St Unit 2, Woodstock, VT 05091

  Charming Woodstock Condo in Prime LocationLocated in the highly desirable High Street neighborhood of Woodstock, this 2-bedroom condo offers the perfect blend of convenience and charm. Just steps from cafes, restaurants, and village amenities, the property provides easy access to everything the village has to offer. A highlight of the home is the inviting screened porch, perched above the

  Terry Davis Williamson Group Sothebys Intl. Realty

  17 High St Unit 2, Woodstock, VT 05091
• 

  

  /28

  $882,500 Sold Jun 18, 2025

  • 1,616 Sq Ft
  • $546/SF
  • 111 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  46 Stewart Ln Unit P-304, Ludlow, VT 05149

  Winterplace on Okemo Mountain – A One-of-a-Kind Opportunity! Discover the ultimate mountain retreat at Winterplace, one of Okemo's most sought-after condominium complexes. This exceptional top-floor, 3-bedroom plus loft condominium has been beautifully remodeled, blending modern comfort with classic alpine charm. The expanded loft has been transformed into a spacious second living area, perfect

  Katherine Burns William Raveis Real Estate Vermont Properties

  46 Stewart Ln Unit P-304, Ludlow, VT 05149
• 

  

  /40

  Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,488 Sq Ft

  28 Pleasant St, Woodstock, VT 05091

  28 Pleasant St, Woodstock, VT 05091
• 

  

  /60

  $919,000

  • 5 Beds
  • 5 Baths
  • 3,886 Sq Ft

  3961 Hartland Hill Rd, Woodstock, VT 05091

  This lovely,expanded Cape sits just a half mile from Woodstock Village's East End.Surrounded by rolling green fields and wooded hillsides-this home offers a beautiful country setting less than a mile to village shopping, schools, dining and recreation. Updated with modern finishes to enhance accessibility and one level living-while maintaining the warm, country charm. First floor features a

  Tambrey Vutech KW Vermont Woodstock

  3961 Hartland Hill Rd, Woodstock, VT 05091
• 

  

  /31

  $475,000 Sold Jun 16, 2025

  • 2,091 Sq Ft
  • $227/SF
  • 29 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1978

  85 Townhouse Way Unit 18, Woodstock, VT 05091

  Fully furnished and equipped condo nestled in a small quiet community just 5 minutes from historic Woodstock. This is an end unit in very good condition- first floor comprised of a den//bedroom with pocket doors for added privacy and an adjacent 3/4 bath. New windows throughout. Spacious living room anchored by a wood burning fireplace with hardwood floors. A couple of steps down takes you

  Gretchjen Smith Williamson Group Sothebys Intl. Realty

  85 Townhouse Way Unit 18, Woodstock, VT 05091
• 

  

  /21

  Est $531,776 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,060 Sq Ft

  193 Hartland Hill Rd, Woodstock, VT 05091

  193 Hartland Hill Rd, Woodstock, VT 05091
• 

  

  /33

  $675,000 Open Fri 12:30PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,555 Sq Ft

  35 Mountain Ave, Woodstock, VT 05091

  Prime In-Village location on Mountain Avenue just steps to Faulkner Park, The Mt Tom trail system and Woodstock Rec Center. This classic New England duplex (eastern side) home serves perfectly as a full time residence, or an easy keep as a second home. Through a classic covered porch enter the foyer with gleaming hardwood floors and high ceilings. The spacious living room has a propane stove, and

  Danny Kogut Williamson Group Sothebys Intl. Realty

  35 Mountain Ave, Woodstock, VT 05091
• 

  

  /54

  $1,500,000 Sold Jun 09, 2025

  • 3,012 Sq Ft
  • $498/SF
  • 68 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1971

  22 Orchard Hill Rd, Woodstock, VT 05091

  LICHENVALE at 22 Orchard Hill Road in Pomfret is a traditional Royal Barry Wills designed cape situated to capture sweeping views south down the Pomfret Valley to Mt. Tom, and the hills surrounding Woodstock Village. The well-cared for dwelling is naturally landscaped with mature gardens, and stone walls and sited on a level plateau at the margins of an open meadow below and the forested hillside

  Laird Bradley Williamson Group Sothebys Intl. Realty

  22 Orchard Hill Rd, Woodstock, VT 05091
• 

  

  /38

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,390 Sq Ft

  702 Route 12, Hartland, VT 05048

  702 Route 12, Hartland, VT 05048
• 

  

  /50

  $2,400,000

  • 5 Beds
  • 4.5 Baths
  • 4,832 Sq Ft

  1059 Carlton Hill Rd, Woodstock, VT 05091

  Set on over two picturesque acres along one of the most beautiful country roads in the area, this spacious and impeccably renovated contemporary farmhouse offers the perfect balance of charm and modern comfort. Just minutes from Woodstock and South Woodstock, the property enjoys both convenience and a peaceful setting.Completely remodeled in 2016 by Sargent Design Company, the home

  Keri Cole Williamson Group Sothebys Intl. Realty

  1059 Carlton Hill Rd, Woodstock, VT 05091
• 

  

  /32

  $700,000 Sold May 30, 2025

  • 1,520 Sq Ft
  • $461/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1880

  13 Golf Ave, Woodstock, VT 05091

  Charming circa 1880 cape in Woodstock Village! Located on a quiet dead-end street across from Mt Peg trail head... Walk to all of towns amenities, shops, restaurants and events on Historic Woodstock Green. Championship golf, fly fishing and skiing near by. This lovely antique cottage has hardwood floors through out, open kitchen with first floor laundry. Adjacent is sitting area and dining.

  Gretchjen Smith Williamson Group Sothebys Intl. Realty

  13 Golf Ave, Woodstock, VT 05091
• 

  

  /40

  Est $1,217,984 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,130 Sq Ft

  8 Garvin Hill Rd, Woodstock, VT 05091

  8 Garvin Hill Rd, Woodstock, VT 05091
• 

  

  /35

  $549,000

  • 4 Beds
  • 3 Baths
  • 2,470 Sq Ft

  3364 W Woodstock Rd, Woodstock, VT 05091

  Welcome to this lovingly updated antique Cape, set on two open, level acres across from the sparkling Ottauquechee River. Just five minutes from Woodstock Village and perfectly positioned on the west side for quick trips to Killington and Pico, this home makes the ideal Vermont getaway.Inside, you’ll find four comfortable bedrooms and a warm, inviting layout designed for making memories.

  Keri Cole Williamson Group Sothebys Intl. Realty

  3364 W Woodstock Rd, Woodstock, VT 05091
• 

  

  /36

  $1,800,000 Sold May 23, 2025

  • 4,100 Sq Ft
  • $439/SF
  • 61 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2008

  484 Carlton Hill Rd, Woodstock, VT 05091

  Make this unique Adirondack-style home, with its rich stone and timber frame, and perfect location along the banks of the Ottauquechee River, your new Vermont retreat. Every window offers a stunning view of Mt. Tom, and the rushing river, making it a nature lover's paradise. The fieldstone fireplace soars two stories high in the great room, which is flooded with natural light through expansive

  Jennifer Kirkman KW Vermont Woodstock

  484 Carlton Hill Rd, Woodstock, VT 05091
• 

  

  /40

  Est $559,812 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,436 Sq Ft

  140 Cream Pot Rd, Hartland, VT 05048

  140 Cream Pot Rd, Hartland, VT 05048
• 

  

  /43

  $6,100,000

  • 6 Beds
  • 6 Baths
  • 8,264 Sq Ft

  37 Maxham Rd, Woodstock, VT 05091

  Hawk Gate Farm is a 352-acre estate, roughly square in shape, in the hills of South Pomfret. This storied landscape—once five independent farmsteads—embodies the evolution of rural New England from its earliest post-colonial roots to the present day. At its heart stands the Isaac Newton House, a c.1790 Federal-style brick Cape with preserved period detail. Features include finely crafted

  Story Jenks LandVest, Inc/Woodstock

  37 Maxham Rd, Woodstock, VT 05091
• 

  

  /49

  $875,000 Sold May 16, 2025

  • 2,034 Sq Ft
  • $430/SF
  • 19 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1992

  19 Linden Hill St, Woodstock, VT 05091

  Perched along scenic Linden Hill, this stunning village home offers exceptional privacy, comfort, and spacious interiors. A paved driveway leads to a one-car garage with a covered entrance, ensuring effortless access in all seasons.Inside, a generous mudroom provides a practical transition into the inviting living room, featuring a cozy propane fireplace, or the well-appointed kitchen with sleek

  Holly Hall Hall Collins Real Estate Group

  19 Linden Hill St, Woodstock, VT 05091
• 

  

  /39

  Est $699,785 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,263 Sq Ft

  200 Garvin Hill Rd, Woodstock, VT 05091

  200 Garvin Hill Rd, Woodstock, VT 05091
• 

  

  /42

  $3,500,000

  • 6 Beds
  • 8 Baths
  • 5,142 Sq Ft

  18 The Green, Woodstock, VT 05091

  Conveniently located on the southwest side of the picturesque Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town’s finest residences. Lovingly stewarded and thoughtfully restored to the highest standard preserving the historic integrity and honoring the period detail, all while achieving the perfect unification of sophistication, functionality, modern comfort

  Danny Kogut Williamson Group Sothebys Intl. Realty

  18 The Green, Woodstock, VT 05091
• 

  

  /17

  $86,500 Sold May 16, 2025

  • 1,120 Sq Ft
  • $77/SF
  • 86 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2011

  132 Riverbend Way, Woodstock, VT 05091

  Wonderful Woodstock location!!! 3 bedroom single wide mobile home ready for the new owner! Open concept kitchen and living room with plenty of closet space. Outside there is a large storage shed, a front porch and a deck under the tree. This home sits on a large corner lot! Only 13 miles to I-89!!

  Jenna Luce RE/MAX Upper Valley

  132 Riverbend Way, Woodstock, VT 05091
• 

  

  /12

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,673 Sq Ft

  391 Phelps Rd, Woodstock, VT 05091

  391 Phelps Rd, Woodstock, VT 05091
• 

  

  /28

  $459,000

  • 3 Beds
  • 2 Baths
  • 2,314 Sq Ft

  7265 U S 4, Bridgewater, VT 05034

  This captivating historic cape has been tastefully updated while retaining its unique architectural charm. The spacious floor plan is centered around the lovely eat-in kitchen with its butcher block covered center island all of which is detailed by a striking exposed beamed ceiling. Located off one side of the kitchen is the mudroom entryway with built-ins that introduces you to an inviting

  Mary Mayhew Snyder Donegan Real Estate Group

  7265 U S 4, Bridgewater, VT 05034
• 

  

  /40

  $575,000 Sold May 09, 2025

  • 1,700 Sq Ft
  • $338/SF
  • 274 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1848

  105 Happy Valley Rd, Woodstock, VT 05091

  PRICE REDUCTION!! A Quintessential Historic 3 Bedroom, 1,700 sq/ft. Home in Woodstock's coveted Taftsville Village. The "Levi D. Hall House" was built in 1848 by D. Taft & Sons and has been a loved and well-maintained home by the same family for nearly 70 years. Enter into beautiful natural light and a home in pristine condition throughout. The classic country kitchen has high ceilings with

  John Bassette Bassette Real Estate Group

  105 Happy Valley Rd, Woodstock, VT 05091
• 

  

  /40

  Est $905,368 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 2,375 Sq Ft

  3090 South Rd, Woodstock, VT 05091

  3090 South Rd, Woodstock, VT 05091
• 

  

  /14

  $249,000

  • Land
  • 6.5 Acres
  • $38,308 per Acre

  5518 Vt Route 12, Barnard, VT 05031

  A pastoral parcel of land with the benefit a truly mesmerizing private pond! The location is great! Recreation on pristine Silver Lake and shopping in the beloved Barnard General Store are just a few minutes away from this peaceful Barnard Village acreage! One obvious building site would take advantage of views of the pond. Other possible sites certainly are presented within the extended open

  John Wetmore Wetmore Real Estate

  5518 Vt Route 12, Barnard, VT 05031
• 

  

  /20

  $2,900,000 Sold May 05, 2025

  • 3,550 Sq Ft
  • $817/SF
  • 0 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1986

  3086 South Rd, Woodstock, VT 05091

  Beautifully and extensively renovated residence, newer construction barn-garage with five overhead doors and an attached one-bedroom apartment (ADU). The land component offers over a mile of private trails perfect for walking, horseback, snowshoeing and biking, including a coursing stream with waterfalls, open meadows, a sledding hill and beautiful landscaping. Detached screened porch and stone

  John Snyder Snyder Donegan Real Estate Group

  3086 South Rd, Woodstock, VT 05091
• 

  

  /37

  Est $1,070,313 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,949 Sq Ft

  326 Hall Cir, Woodstock, VT 05091

  326 Hall Cir, Woodstock, VT 05091

Showing Results 41 - 80, Page 2 of 18