Windsor, VT Homes

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  /10

  $129,000

  • Land
  • 3.00 Acres
  • $43,000 per Acre

  0 Goldcoast Rd, Bridgewater, VT 05034

  Come see this beautiful piece of Vermont!! Conveniently located in the town of Bridgewater that boasts no zoning. Enjoy all the outdoor adventures that Vermont has to offer nearby, minutes to world class skiing and riding, mountain biking, surrounded by snowmobiling trails, golf, Long Trail Brewery, Plymouth’s trio of lakes, and the quintessential Vermont town of Woodstock. Visualize your own

  Will Spanos KW Vermont-Killington

  0 Goldcoast Rd, Bridgewater, VT 05034
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  /22

  $131,000 Sold Oct 18, 2024

  • 1,013 Sq Ft
  • $129/SF
  • 194 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2023

  7 Park View Way Unit 32, Woodstock, VT 05091

  A wonderful opportunity for affordable living in the charming community of Woodstock Vermont. Need help with down payment Champlain Housing Trust may be able to help you, up to $30,000 in deferred loan program for qualified buyers. Home is on site after a long rainy summer ready for the new owner. 2023 Single Wide Mobile home 3 bedrooms 2 bath. Buyers application for Park approval under

  Jenna Luce RE/MAX Upper Valley

  7 Park View Way Unit 32, Woodstock, VT 05091
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  /40

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,135 Sq Ft

  418 Fletcher Hill Rd, South Woodstock, VT 05071

  418 Fletcher Hill Rd, South Woodstock, VT 05071
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  /28

  $239,000

  • 3 Beds
  • 1,984 Sq Ft

  18 Oak Chapel Rd, Bridgewater, VT 05035

  Discover the potential of this unique fixer-upper property nestled on 0.64 acres, featuring not one, but two distinct buildings awaiting your vision.Step into the main 3-bedroom white house, a fixer-upper's dream filled with endless possibilities. The front porch offers a seasonal retreat with stunning Vermont mountain views - envision it transformed into a year-round haven with a few

  Chelsea Bevis KW Vermont Woodstock

  18 Oak Chapel Rd, Bridgewater, VT 05035
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  /12

  $475,000 Sold Oct 17, 2024

  • Land
  • 4.17 Acres
  • $113,909 per Acre

  • 64 Days On Market

  0 Rose Hill Rd, Woodstock, VT 05091

  Secluded and desirable. This parcel boasts privacy despite its unrivaled distance to the happenings of downtown Woodstock, Vermont and even closer proximity to Woodstock's Recreation Center. Break ground into the life you've always dreamed of. Piping has been brought in for town sewer and additional piping is ready for underground electricity to be installed. This 4.17 acre lot provides ample

  Taylor Medeiros-Batey KW Coastal and Lakes & Mountains Realty/Hanover

  0 Rose Hill Rd, Woodstock, VT 05091
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  /37

  Est $3,079,598 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 4,700 Sq Ft

  592 Quinn Rd, Woodstock, VT 05091

  592 Quinn Rd, Woodstock, VT 05091
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  /40

  $799,000

  • 7 Beds
  • 6 Baths
  • 5,028 Sq Ft

  52 Upper, Bridgewater, VT 05035

  A "turn-key" commercial opportunity in a highly visible location! Being well situated between the world class skiing of Killington and the numerous amenities of historic Woodstock Village entrepreneurial dreams for this diverse property can easily take flight! Within this classic New England style structure are a professionally appointed and immaculate commercial kitchen, spacious dining rooms,

  John Wetmore Wetmore Real Estate

  52 Upper, Bridgewater, VT 05035
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  /40

  $725,000 Sold Oct 15, 2024

  • 1,296 Sq Ft
  • $559/SF
  • 101 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  64 Fowler Rd Unit Q104, Ludlow, VT 05149

  Winterplace on Okemo Mountain! Nestled in the heart of winter wonder, Winterplace Q104 presents an enticing opportunity for mountain living at its finest. This meticulously maintained three-bedroom, two-bathroom condo is your key to slope-side serenity. Step into spacious comfort as the open kitchen seamlessly flows into the inviting living room, offering ample space for gatherings and

  Joseph Karl William Raveis Real Estate Vermont Properties

  64 Fowler Rd Unit Q104, Ludlow, VT 05149
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  /39

  Est $833,733 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  46 Stewart Ln Unit P305, Ludlow, VT 05149

  46 Stewart Ln Unit P305, Ludlow, VT 05149
• 

  

  /11

  $579,000

  • Land
  • 6 Acres
  • $89,628 per Acre

  0 Barnard Rd, Woodstock, VT 05091

  A truly unique 6 acre parcel of land conveniently located in the heart of Woodstock! Tremendous development potential! Zoning allows both COMMERCIAL and RESIDENTIAL use! The 6 acres visually divide into 2 components with 2 diverse personalities. The 1st component is an extraordinary private building lot in the heart of Woodstock! Access to this 4 acre component initially leads through a pleasant

  John Wetmore Wetmore Real Estate

  0 Barnard Rd, Woodstock, VT 05091
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  /35

  $595,000 Sold Oct 11, 2024

  • 1,146 Sq Ft
  • $519/SF
  • 38 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  93 Blackbriar Rd, Woodstock, VT 05091

  Privately sited on 1.90 landscaped and wooded acres in downtown Woodstock, this newly renovated mid-century Bungalow offers the perfect combination of original charm, modern amenities, and locational convenience. Renovations were extensive and include new kitchen cabinets, countertops, appliances, and fixtures, bathroom tile shower enclosure, hearthstone for the wood-burning fireplace, and

  David Donegan Snyder Donegan Real Estate Group

  93 Blackbriar Rd, Woodstock, VT 05091
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  /40

  Est $887,987 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,324 Sq Ft

  917 Carlton Hill Rd, Woodstock, VT 05091

  917 Carlton Hill Rd, Woodstock, VT 05091
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  /14

  $845,000

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft

  234 Randall Rd, Wood Stock, VT 05091

  Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais beef cattle, poultry and hay. The owner has been the farmer/steward of many of the areas farms in the Woodstock and South Woodstock. The property has a single family dwelling, shop building with farm

  Wade Treadway Wade I Treadway Real Estate

  234 Randall Rd, Wood Stock, VT 05091
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  /37

  $2,350,000 Sold Oct 11, 2024

  • 3,925 Sq Ft
  • $599/SF
  • 70 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1910

  182 Rose Hill Rd, Woodstock, VT 05091

  This historic home was built in 1904 by John Cotton Dana for his family around 1904. The Danas were a prominent family in Woodstock . The Dana House , home of the Woodstock Historical Society, is a major landmark in Woodstock. The house has recently undergone a comprehensive renovation. The large open rooms ,enveloped with light and lovely views , create a sophisticated yet cozy setting. The

  Carol Wood Williamson Group Sothebys Intl. Realty

  182 Rose Hill Rd, Woodstock, VT 05091
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  /38

  Est $1,181,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft

  506 Westerdale Rd, Woodstock, VT 05091

  506 Westerdale Rd, Woodstock, VT 05091
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  /48

  $7,250,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 5,087 Sq Ft

  412 Skyland Ln, Woodstock, VT 05091

  Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 65 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains

  Story Jenks LandVest, Inc/Woodstock

  412 Skyland Ln, Woodstock, VT 05091
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  /40

  $410,000 Sold Oct 11, 2024

  • 2,030 Sq Ft
  • $202/SF
  • 94 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  148 E Hill Rd Unit A, South Woodstock, VT 05071

  A rare opportunity to own an iconic, contemporary condo in the heart of South Woodstock's bucolic horse country. Less than a mile from the Kedron Valley Inn and Ransom Tavern and just six miles from Woodstock village, this extraordinary four-floor, light-filled, open-concept condo has been updated with thoughtful, longterm investments, including roofs and windows. Surrounded by pristine

  Keri Cole Williamson Group Sothebys Intl. Realty

  148 E Hill Rd Unit A, South Woodstock, VT 05071
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  /6

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,620 Sq Ft

  7 Hathorn Hill Unit 7, Woodstock, VT 05091

  7 Hathorn Hill Unit 7, Woodstock, VT 05091
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  /26

  $489,500 Pending

  • 2 Beds
  • 1.5 Baths
  • 930 Sq Ft

  11A Prospect St, Woodstock, VT 05091

  Walk to everything Woodstock village has to offer from this sunny condo! Within an easy stroll of the Woodstock Inn, downtown restaurants, farmer's markets, and the Marsh Billings Rockefeller National Park, 11A Prospect is ideal for enjoying the charms of village living. Elevated above the Route 4 on a bucolic neighborhood side street, this well-kept home offers historic details with modern

  Keri Cole Williamson Group Sothebys Intl. Realty

  11A Prospect St, Woodstock, VT 05091
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  /27

  $500,000 Sold Oct 11, 2024

  • 1,512 Sq Ft
  • $331/SF
  • 74 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2019

  2294 Bridgewater Center Rd, Bridgewater Corners, VT 05035

  BIG PRICE REDUCTION!! Newly built three-bedroom log home on 6+ acres with astonishing 80x30 garage/shop. Hobbyists, mechanics, tinkerers, car/ custom RV builders take notice- the garage is piped for radiant in floor heating and boasts a 12 x 12 overhead door; large campers and buses are accommodated easily. In the log home, the open-concept kitchen/living/dining features a cathedral ceiling and

  Geoff Eckler Real Broker LLC

  2294 Bridgewater Center Rd, Bridgewater Corners, VT 05035
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  /40

  Est $687,732 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft

  3256 South Rd, Woodstock, VT 05091

  3256 South Rd, Woodstock, VT 05091
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  /36

  $995,000 Pending

  • 4 Beds
  • 1 Bath
  • 2,330 Sq Ft

  61 Putnam Rd, Bridgewater Corners, VT 05035

  Enjoy a peaceful, park-like setting in the Broad Brook valley at one of Bridgewater’s most iconic farmhouses. Both floors of the home feature large rooms, high ceilings, and beautiful wide-board flooring. The main floor has a large eat-in kitchen with connected butler’s pantry/ mudroom, spacious formal dining room with views, living room, parlor, and a bedroom with a bath just outside the door.

  Geoff Eckler Real Broker LLC

  61 Putnam Rd, Bridgewater Corners, VT 05035
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  /40

  $2,000,000 Sold Oct 07, 2024

  • 2,411 Sq Ft
  • $830/SF
  • 35 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2009

  1106 Church Hill Rd, Woodstock, VT 05091

  Travel a mile south of Woodstock Village on Church Hill Road and you’ll discover a rural refuge that combines seclusion with proximity to village life. Two dwellings, a modern home and a separate cottage sheltered by woodland are discreetly sited overlooking a sparkling two-acre spring-fed pond. Each residence offers three bedrooms and two baths with open floor plans and single level living. The

  Laird Bradley Williamson Group Sothebys Intl. Realty

  1106 Church Hill Rd, Woodstock, VT 05091
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  /29

  Est $620,172 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  64 Fowler Rd Unit Q103, Ludlow, VT 05149

  64 Fowler Rd Unit Q103, Ludlow, VT 05149
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  /44

  $1,800,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,423 Sq Ft

  2090 Randall Rd, Woodstock, VT 05091

  Constructed in 2007 with a nod to the Gothic Style Vermont Farmhouse vernacular, this beautifully composed country home creatively integrates curated period detail with modern conveniences and systems. Conveniently located at the end of a picturesque tree lined dirt road just minutes from the Villages of both Woodstock and South Woodstock offering privacy and tranquility. The interior spaces of

  Danny Kogut Williamson Group Sothebys Intl. Realty

  2090 Randall Rd, Woodstock, VT 05091
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  /37

  $935,000 Sold Sep 27, 2024

  • 1,800 Sq Ft
  • $519/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  13 High St, Woodstock, VT 05091

  Prime Woodstock Village Location. Fabulous spot. Walk to everything in town from this absolutely adorable, renovated 3 bedroom/ 2 full bath home. Formally the town Blacksmith shop. This charming property has an open concept floor plan ideal for entertaining. Beautiful wood floors and loads of light throughout. Spacious smooth fenced in yard with frontage on the Kedron Brook. Sit on the deck and

  Marni Rieger KW Vermont-Killington

  13 High St, Woodstock, VT 05091
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  /40

  Est $719,162 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,904 Sq Ft

  588 Kendall Rd, Woodstock, VT 05091

  588 Kendall Rd, Woodstock, VT 05091
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  /40

  $695,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,584 Sq Ft

  3914 South Rd, Woodstock, VT 05091

  This South Woodstock contemporary residence was designed by the original architect-owner to showcase Vermont’s changing seasons and capture views of the Kedron Brook as it wanders through the property past small meadows tucked in along the banks. The home can be accessed privately at grade level through the heated garage and mudroom, while guests enter via a covered entry to the upper level.

  Laird Bradley Williamson Group Sothebys Intl. Realty

  3914 South Rd, Woodstock, VT 05091
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  /39

  $290,000 Sold Sep 20, 2024

  • 1,239 Sq Ft
  • $234/SF
  • 16 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1977

  5713 U S 4, Bridgewater, VT 05035

  Prime Location, Limitless Possibilities: Nestled between Woodstock and the thriving Killington Resort area, this property is perfect for year-round living or as a second home. Featuring two bedrooms, two baths, light filled rooms, super cool AC, and a fun open floor plan. A multi-functional bonus building with four rooms on the main level, one 1100 square foot great room on the second floor and

  Dorothy Griswold The Clerkin Agency, P.C.

  5713 U S 4, Bridgewater, VT 05035
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  /14

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft

  74 Upper Rd, Bridgewater Corners, VT 05035

  74 Upper Rd, Bridgewater Corners, VT 05035
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  /40

  $1,875,000 Pending

  • 10 Beds
  • 12 Baths
  • 7,769 Sq Ft

  2709 W Woodstock Rd, Woodstock, VT 05091

  INVESTMENT, MULTI-GENERATIONAL, MULTI FAMILY AND COMMERCIAL OPPORTUNITY .. priced below appraised value on land and buildings providing instant equity. Experience the charm of Woodstock, VT with its quaint Main Street and enjoy the proximity to Killington Resort, just a short drive away. This exceptional property offers a unique blend of natural beauty and year-round recreational opportunities,

  Susan Bishop Four Seasons Sotheby's Int'l Realty

  2709 W Woodstock Rd, Woodstock, VT 05091
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  /40

  $665,000 Sold Sep 17, 2024

  • 1,304 Sq Ft
  • $510/SF
  • 4 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1988

  101 White Loop Unit H-302, Ludlow, VT 05149

  Winterplace on Okemo, H302. Experience mountain living at its finest with Winterplace on Okemo. This exceptional top-floor condominium offers 2 bedrooms, a loft, and 3 baths, providing ample space for friends and family. The vaulted ceilings and abundant natural light create a warm and inviting atmosphere, perfect for cozying up by the wood-burning fireplace. Enjoy breathtaking long-range

  Katherine Burns William Raveis Real Estate Vermont Properties

  101 White Loop Unit H-302, Ludlow, VT 05149
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  /40

  Est $1,505,107 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 4,080 Sq Ft

  612 Church Hill Rd, Woodstock, VT 05091

  612 Church Hill Rd, Woodstock, VT 05091
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  /40

  $1,875,000 Pending

  • 10 Beds
  • 11 Baths
  • 7,769 Sq Ft

  2709 W Woodstock Rd, Woodstock, VT 05091

  INVESTMENT, MULTI-GENERATIONAL, MULTI FAMILY AND COMMERCIAL OPPORTUNITY .. priced below appraised value on land and buildings providing instant equity. Experience the charm of Woodstock, VT with its quaint Main Street and enjoy the proximity to Killington Resort, just a short drive away. This exceptional property offers a unique blend of natural beauty and year-round recreational opportunities,

  Susan Bishop Four Seasons Sotheby's Int'l Realty

  2709 W Woodstock Rd, Woodstock, VT 05091
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  /28

  $835,000 Sold Sep 06, 2024

  • 3,394 Sq Ft
  • $246/SF
  • 37 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1971

  86 Willow Brook Rd, Woodstock, VT 05091

  This classic expanded Cape Style Home is located on a quiet dirt road within walking distance to The Village Green, and just steps to King Farm and the Mt Tom Trail system. Plenty of room to sprawl about in the generous common spaces. The living room has oversized windows and anchored by a brick fireplace flanked by built in book shelves with a propane stove insert. The dining room has a wood

  Danny Kogut Williamson Group Sothebys Intl. Realty

  86 Willow Brook Rd, Woodstock, VT 05091
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  /8

  Not Listed For Sale

  • 9 Beds
  • 9 Baths
  • 6,980 Sq Ft

  387 Benedict Rd, Woodstock, VT 05071

  387 Benedict Rd, Woodstock, VT 05071
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  /40

  $1,650,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,619 Sq Ft

  441 Spruce Way, Woodstock, VT 05091

  441 SPRUCE WAY - Easily accessible to the village, yet tucked away on over 24 acres is this unique, modern/contemporary residence designed by Boston architect Ken McKinzie and sited perfectly to take in south-facing long range mountain views. The house was designed to be perfect for two, with the primary bedroom suite on the main living level, yet with two bedrooms and a bath at the other end of

  John Snyder Snyder Donegan Real Estate Group

  441 Spruce Way, Woodstock, VT 05091
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  /40

  $358,000 Sold Sep 03, 2024

  • 1,728 Sq Ft
  • $207/SF
  • 43 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1982

  21 Townhouse Way, Woodstock, VT 05091

  The location and setting for this spacious brick home makes it one of the most desirable neighborhoods in Woodstock. The setting is private surrounded by woods and open, landscaped gardens. An easy drive to the Woodstock Green and walkable to the Woodstock Middle and High Schools as well as the Union Arena. The eat in kitchen leads out to a lovely deck that offers a private setting for outdoor

  Carol Wood Williamson Group Sothebys Intl. Realty

  21 Townhouse Way, Woodstock, VT 05091
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  /15

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 934 Sq Ft

  13 Park View Way Unit 31, Woodstock, VT 05091

  13 Park View Way Unit 31, Woodstock, VT 05091
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  /53

  $798,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,308 Sq Ft

  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

  Keri Cole Williamson Group Sothebys Intl. Realty

  392 Gully Rd, Woodstock, VT 05091

Showing Results 121 - 160, Page 4 of 18