Windsor County VT Homes for Sale

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  /44

  $339,000

  • 3 Beds
  • 2 Baths
  • 2,224 Sq Ft

  165 N Main St, Rochester, VT 05767

  NEW PRICE! Experience the "Feng Shui" of the Pineapple Outpost in beautiful Rochester, a charming and vibrant town. This captivating early Post and Beam home presents an exquisite blend of historic charm and modern conveniences. Inside, discover wide pine floors, exposed beams, and a cozy fireplace in the main-level primary bedroom, each element showcasing the home’s rustic elegance. With two

  Gail Engel & Völkers Okemo

  165 N Main St, Rochester, VT 05767
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  /27

  $650,000

  • Land
  • 77.7 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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  /36

  $349,000

  • Land
  • 10.56 Acres
  • $33,049 per Acre

  0 Valley View Dr, Ludlow, VT 05149

  Elevate Your Lifestyle at Summit Ridge - Tucked away in a private, gated community just minutes from the slopes of Okemo and our Lakes Region, this homesite is the perfect canvas for your mountain dream home. Imagine waking up to panoramic, long-range mountain views in every direction—serenity, space, and stunning scenery, all wrapped into one unbeatable location with 10.56 acres. You're just a

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  0 Valley View Dr, Ludlow, VT 05149
• 

  

  

  /31

  $74,000

  • 1 Bed
  • 2 Baths
  • 775 Sq Ft

  228/230 Qtr I Jackson Gore Inn, Ludlow, VT 05149

  Great location! This one bedroom lockout unit with a deck is looking right over the outdoor pool and hot tubs with a beautiful valley view! Direct access to the elevator/stairs to the private owner's locker room where you store your skis in your personal locker. Unit C Features: 1 bedroom, sleeps eight, lock-out capabilities, 2 fixed Queen beds, Queen sleep sofa, Queen wall bed, full kitchen, 2

  Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

  228/230 Qtr I Jackson Gore Inn, Ludlow, VT 05149
• 

  

  

  /29

  $2,000,000

  • 4 Beds
  • 5 Baths
  • 2,887 Sq Ft

  1300 Mountain Rd, Ludlow, VT 05149

  One-of-a-kind location on Okemo Mountain. This property enjoys direct Slopeside access on Okemo's Mountain Road Trail. Land runs down adjacent to the Sidewinder Trail. Above Solitude Village. Northern boundary is the Coleman Brook. Fantastic views to the east with clearing. Current winter access is via ski lift only. Off season access is via the Mountain Road. If you have a vision, this

  Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  1300 Mountain Rd, Ludlow, VT 05149
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  /6

  $239,000

  • 2 Beds
  • 1 Bath
  • 1,190 Sq Ft

  442 E Woodstock Rd Unit 4A, Woodstock, VT 05091

  Airy, tranquil and quiet, this former yoga studio space has been converted into a two bedroom condo. Sweeping views through the Palladian window, large living area with soaring vaulted ceiling, newer kitchen with granite counters and newer bath with walk in shower. Spacious entry can accommodate bikes, skis and more. Walking distance to shops, restaurants, entertainment and recreation in the

  Jane Darrach Martha E. Diebold/Hanover

  442 E Woodstock Rd Unit 4A, Woodstock, VT 05091
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  /51

  $1,250,000

  • 6 Beds
  • 5.5 Baths
  • 5,790 Sq Ft

  49 Burton Rd, Weston, VT 05161

  Location, Views, and Room for Everyone – It’s All Here and Waiting for You! Offering maximum warmth, comfort, and charm, this beautifully-built and well-maintained home features traditional New England architecture on 7+ picturesque and tranquil acres just outside the delightful village of Weston. The inviting layout features classic design and rich architectural details with formal and informal

  Claudia Harris Mary Mitchell Miller Real Estate

  49 Burton Rd, Weston, VT 05161
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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
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  /59

  $410,000

  • 2 Beds
  • 2 Baths
  • 2,400 Sq Ft

  54 Twitchell Settlement, Rochester, VT 05767

  "Nestled on over three private acres, this Vermont retreat exudes rustic charm and modern comfort. The soaring cathedral ceilings and floor-to-ceiling arched windows in the great room flood the space with natural light, creating a warm and inviting atmosphere. The open-concept layout seamlessly connects the kitchen, dining, and living areas, ideal for gatherings or quiet moments by the pellet

  Nick Sicard EXP Realty

  54 Twitchell Settlement, Rochester, VT 05767
• 

  

  /51

  $375,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  85 Main St Unit 101, Ludlow, VT 05149

  JUST REDUCED! Brand new construction in the heart of the village. It doesn't get any better than this completely re-conformed commercial space to condo. This turn key move in ready, fully furnished condo needs nothing, it's BRAND NEW. Walk to your favorite restaurants, and all of the other Ludlow amenities. The beautiful Fletcher Memorial Library is just across the street as is the gazebo on

  Frank Provance Diamond Realty

  85 Main St Unit 101, Ludlow, VT 05149
• 

  

  /12

  $399,000

  • Land
  • 4.73 Acres
  • $84,355 per Acre

  5209 5211 Willard Rd, Hartford, VT 05059

  We are pleased to offer a rare and highly desirable estate-sized double lot in the Upper Willard Road neighborhood of Quechee Lakes. The two parcels that make up this 4.73+/- acres of Vermont countryside were strategically assembled by the current owner to offer an excellent opportunity to build your Vermont retreat in the region’s favorite four-season recreational lifestyle resort. With

  Richard Higgerson Higgerson & Company

  5209 5211 Willard Rd, Hartford, VT 05059
• 

  /2

  $349,000

  • Land
  • 9.9 Acres
  • $35,253 per Acre

  00 Main St, Ludlow, VT 05149

  LOCATION LOCATION LOCATION....options are unlimited for this large ready to develop parcel. Okemo Mountain views, level (and mostly cleared) parcel with MAJOR ROAD FRONTAGE! You can't beat the spot or the wonderful mountain view!** One of the owners is a licensed Vermont Real Estate agent.

  Lisa Kelley Cummings & Co

  00 Main St, Ludlow, VT 05149
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  /60

  $529,000

  • 3 Beds
  • 3.5 Baths
  • 2,203 Sq Ft

  74 Spaulding Rd Unit I-4, Proctorsville, VT 05153

  Welcome to the Castle Hill Resort and Spa community! This well-maintained 3 bedroom plus loft upper-level end unit has over 2200 square feet of space and is just a short drive to skiing and Okemo Mountain Resort amenities. The tiled mudroom entry leads to bright open spaces including the kitchen with breakfast bar, as well as the dining and living areas accented by a cathedral ceiling and

  Andre Menard Mary W. Davis Realtor & Assoc., Inc.

  74 Spaulding Rd Unit I-4, Proctorsville, VT 05153
• 

  

  /16

  $150,000

  • Land
  • 5.94 Acres
  • $25,253 per Acre

  0 Brook Rd, Springfield, VT 05156

  This beautiful 5.94 acre lot set high upon a hill has complete privacy! A half mile long driveway leads through the trees to a landing with mowed field to build your Vermont dream home. Gorgeous sunset views and lots of wildlife! The land is very fertile and has been farmed for over 100 years. Power on site. Nearby to town, country club, and rec center. **Land is behind 341 Brook Road in

  Lisa Friedman Great American Dream Realty

  0 Brook Rd, Springfield, VT 05156
• 

  

  /16

  $390,000

  • Land
  • 10.2 Acres
  • $38,235 per Acre

  181 Banister Rd, West Windsor, VT 05037

  Over 10 acres of beautiful fields and pasture with long range views and stone walls lining the property. Mature trees dot the perimeter and a lovely stream runs along the roadside. There is a multilevel functioning barn with water and electricity and a small gated paddock off to the side. Located in the heart of Horse Country, this would be and ideal equestrian property or a great place to raise

  Dan Noble Snyder Donegan Real Estate Group

  181 Banister Rd, West Windsor, VT 05037
• 

  

  /16

  $390,000

  • 3 Beds
  • 1 Bath
  • 1,620 Sq Ft

  181 Banister Rd, Windsor, VT 05089

  Over 10 acres of beautiful fields and pasture with long range views and stone walls lining the property. Mature trees dot the perimeter and a lovely stream runs along the roadside. There is a multilevel functioning barn with water and electricity and a small gated paddock off to the side. Located in the heart of Horse Country, this would be and ideal equestrian property or a great place to raise

  Dan Noble Snyder Donegan Real Estate Group

  181 Banister Rd, Windsor, VT 05089
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  /28

  $350,000

  • Land
  • 9.88 Acres
  • $35,425 per Acre

  0 Turtle Hill Rd Unit 2 5032739, Ludlow, VT 05149

  Build Your Dream Home with Breathtaking Okemo Views! This exceptional nearly 10-acre parcel offers the perfect balance of privacy and convenience, just minutes from town. Enjoy some of the finest views of Okemo while designing your Vermont retreat. Nestled on a private road, this is the perfect spot for your four-season getaway—close to world-class skiing, the lakes region, top-rated restaurants,

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  0 Turtle Hill Rd Unit 2 5032739, Ludlow, VT 05149
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  /43

  $71,000

  • 1 Bed
  • 2 Baths
  • 775 Sq Ft

  456 QIV Jackson Gore Inn Unit 456 QIV, Ludlow, VT 05149

  Jackson Gore 1 bedroom 2 bath condo 456 quarter IV on Okemo. This top-floor Jackson Gore Inn condo with incredible valley views is now available and it can easily sleep 6 guests with a king bedroom en suite, a queen sleeper sofa, and a queen Murphy bed. The kitchen has full-size stainless appliances and the living room is a great gathering space with a gas fireplace. Many amenities are just a

  Kevin Barnes William Raveis Real Estate Vermont Properties

  456 QIV Jackson Gore Inn Unit 456 QIV, Ludlow, VT 05149
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  /58

  $595,000

  • 6 Beds
  • 3 Baths
  • 3,325 Sq Ft

  29-31 High St, Ludlow, VT 05149

  Location, Location, Location! In the heart of the village, on the coveted, much sought after, quiet High St. is this three family beautiful property. A short stroll to downtown Ludlow and all it has to offer. Two beautiful units in the main house with hardwood flooring, updated kitchens and both with 3 season sun porches. A cozy two bedroom apartment above the three car garage with a covered

  Frank Provance Diamond Realty

  29-31 High St, Ludlow, VT 05149
• 

  

  /19

  $379,000

  • 1 Bed
  • 1 Bath
  • 599 Sq Ft

  350 Mountain Rd Unit B301, Ludlow, VT 05149

  This beautifully remodeled, top-floor end-unit condominium is the perfect slopeside retreat. Recent updates include new granite countertops, stainless steel appliances, custom cabinetry, new flooring throughout, an updated bathroom, and stylish furnishings. Even the doors have been upgraded to solid wood for a high-end touch. Turn the key and start enjoying—there's nothing left to do except hang

  Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

  350 Mountain Rd Unit B301, Ludlow, VT 05149
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  /58

  $549,000

  • Land
  • 20.2 Acres
  • $27,178 per Acre

  00 Long Hill Rd, Woodstock, VT 05071

  Discover the perfect blend of privacy and convenience with this exceptional 20.2-acre parcel, combining two lots into one remarkable opportunity. Featuring a 50 foot right-of-way for access, this wooded retreat offers multiple prime building sites. With selective clearing, you can take in breathtaking views in your choice of direction; east, south, north, or west.Located just minutes from

  Eric Johnston Four Seasons Sotheby's Int'l Realty

  00 Long Hill Rd, Woodstock, VT 05071
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  /43

  $1,600,000

  • 4 Beds
  • 3 Baths
  • 6,014 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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  /60

  $1,350,000

  • 11 Beds
  • 11 Baths
  • 6,069 Sq Ft

  86 Main St, Ludlow, VT 05149

  Turnkey Village Inn and Restaurant in the heart of Ludlow, Vt. only steps to Okemo Mountain Ski Resort. This fully furnished and equipped property includes 9 guest rooms with private baths, a 2 bedroom, 2 bathroom owner’s apartment, and a former wine bar/restaurant space ready to relaunch with all FF&E included. Historic charm throughout, wood floors, fireplaces, and original detail-paired with

  John Napier TPW Real Estate

  86 Main St, Ludlow, VT 05149
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  /26

  $350,000

  • 1 Bed
  • 1 Bath
  • 638 Sq Ft

  350 Mountain Rd Unit B305, Ludlow, VT 05149

  Direct slopeside oversized Okemo Mountain Lodge unit comfortably sleeps 6. Top floor location offers wide panoramic views of the slopes and neighboring hillsides, and fills the unit with natural light. Open living design includes kitchen with breakfast bar, living room with fireplace, and large bedroom with private access to full bath. Deck off living room offers wonderful outdoor space

  Andre Menard Mary W. Davis Realtor & Assoc., Inc.

  350 Mountain Rd Unit B305, Ludlow, VT 05149
• 

  

  /11

  $135,000

  • Land
  • 1.19 Acres
  • $113,445 per Acre

  5417 Fletcher Ln, Hartford, VT 05059

  Located in the highly desirable Upper Willard Road neighborhood of Quechee Lakes, this 1.19-acre parcel offers an excellent opportunity to build your Vermont retreat in one of the region’s premier four-season communities. The gently sloping terrain provides flexibility for a homesite, either closer to Fletcher Lane or further back at a higher elevation toward the west end of the property. Recent

  Richard Higgerson Higgerson & Company

  5417 Fletcher Ln, Hartford, VT 05059
• 

  

  /19

  $359,000

  • 4 Beds
  • 3 Baths
  • 2,144 Sq Ft

  25 Independent Dr, Hartland, VT 05048

  Affordable, Large multi family building on 6.36+/- acres currently being used as 3 units but has a 4th unit which will need to be finished and updated. This property has lots of space and many options for rental revenue. Add this property to your rental portfolio and rent all four units or Live on site in one unit and have the other three units help pay for your living expenses. This property is

  Alex DeFelice The Clerkin Agency, P.C.

  25 Independent Dr, Hartland, VT 05048
• 

  

  /23

  $325,000

  • Land
  • 45 Acres
  • $7,222 per Acre

  1376 Kingdom Rd, Plymouth, VT 05056

  Rare offering of forty-five beautiful acres in the lakes region between Killington and Okemo. You know what they say..."They don't make more land". More photos coming soon or come and take a look yourself and hike or snowshoe around the property. Potential views of Okemo with clearing. Subdivision is possible and has been started at the State level (along with wastewater permitting), but

  Tyleen Murray Kelley Real Estate, Inc.

  1376 Kingdom Rd, Plymouth, VT 05056
• 

  

  /20

  $799,000

  • 6 Beds
  • 3.5 Baths
  • 3,900 Sq Ft

  35 Railroad Row Unit C3-2, Hartford, VT 05001

  Here is a great opportunity to buy a co-living business in White River Junction, VT, that is a turn key operation. The living spaces are sunny and very bright with a large spacious kitchen and a cozy living room. There are 6 individual large studio-type rooms and 4 baths, one with a laundry area. A buyer could choose to live there and run the business or manage it from afar. Another option would

  Linde McNamara LindeMac Real Estate

  35 Railroad Row Unit C3-2, Hartford, VT 05001
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  /60

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,658 Sq Ft

  141 Upper Crossroad, Ludlow, VT 05149

  Welcome to Okemo's iconic roundhouse. While not completely round, this distinctive home is only about 1,200' from the main base area - an easy walk even in ski boots. It is all about location! You will find 3+ bedrooms, 2 full baths, a sauna, and hardwood floors in the common areas. The wrap-around deck provides views of Okemo ski trails and is great for outdoor entertaining. The mudroom has a

  Kevin Barnes William Raveis Real Estate Vermont Properties

  141 Upper Crossroad, Ludlow, VT 05149
• 

  /2

  $149,999

  • Land
  • 56.5 Acres
  • $2,655 per Acre

  00 Blackmer Blvd, Stockbridge, VT 05772

  An affordable 56.5 acres of desirable woodland! Pathways heading towards elevated destinations meander up through this tranquil hillside of trees. While some marketable timber has been identified, for many people these classic Vermont woods could be the setting for the construction of a rustic cabin. At the dramatic height of the land the property abuts extensive acreage of conserved land owned

  John Wetmore Wetmore Real Estate

  00 Blackmer Blvd, Stockbridge, VT 05772
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  /41

  $299,000

  • 4 Beds
  • 1 Bath
  • 1,554 Sq Ft

  2 Pond St, Ludlow, VT 05149

  This charming home, cherished by one family since the mid-1950s, presents a wonderful opportunity for renovation and personalization. This nine room home has 4 bedrooms, 1 bath, and an eat-in kitchen. The location is ideally situated within walking distance of Dorsey Park and Ludlow Village. Catch the shuttle bus to Okemo for a day of skiing or walk to the restaurants, grocery store and all the

  Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

  2 Pond St, Ludlow, VT 05149
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  /38

  $435,000

  • 3 Beds
  • 3 Baths
  • 2,074 Sq Ft

  259 Jay Hill Rd, Hartford, VT 05001

  Welcome to this bright and sunny home that has been updated in the past two years. New floors throughout, a remodeled kitchen, 2 remodeled bathrooms, a whole house generator, and an electric car charger are just a few of the assets of this property. Enjoy being outside with two decks and an electric dog fence around the whole house. This home is being offered furnished except for the basement

  Sandra Dell KW Coastal and Lakes & Mountains Realty/Hanover

  259 Jay Hill Rd, Hartford, VT 05001
• 

  

  /59

  $695,000

  • 6 Beds
  • 7 Baths
  • 3,880 Sq Ft

  815 Vermont Route 100, Weston, VT 05161

  Escape to this enchanting circa 1830 Colonial, a quintessential Vermont country retreat perfectly positioned at the edge of Weston Village with breathtaking Green Mountain views. Embrace the beauty of nature with nearby XC ski trails, snowmobiling, and snowshoeing, plus five renowned ski mountains just a short drive away. In summer, Weston comes alive with concerts on the village green, summer

  Lee Brown Four Seasons Sotheby's Int'l Realty

  815 Vermont Route 100, Weston, VT 05161
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  /24

  $699,000

  • Land
  • 33 Acres
  • $21,182 per Acre

  00 Olcott Rd Unit 189, Norwich, VT 05055

  This 33-acre estate quality parcel is offered with conceptual drawings and a fully permitted four-bedroom wastewater system design, presenting an exceptional opportunity to build in a prime Upper Valley location. Overlooking and bordering conserved land, the property is located just 1.5 miles from the center of Norwich, Vermont. Its close proximity to downtown Hanover, NH, and Dartmouth College,

  Richard Higgerson Higgerson & Company

  00 Olcott Rd Unit 189, Norwich, VT 05055
• 

  

  /25

  $115,000

  • Land
  • 10 Acres
  • $11,500 per Acre

  S-1C Great Roaring Brook Rd, Plymouth, VT 05056

  Ten-acre wooded parcel with potential views located near the top of Great Roaring Brook Rd. The topography is rolling too steep with multiple buildings sites, rock crop outs, and streams throughout. A wonderful opportunity to design and build your Vermont dream home. Located between Ludlow and Woodstock with equal distance to Killington and Okemo Ski areas. Close to Lake Rescue and Echo Lake for

  Terry Davis Williamson Group Sothebys Intl. Realty

  S-1C Great Roaring Brook Rd, Plymouth, VT 05056
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  /6

  $195,000

  • Land
  • 1 Acre
  • $195,000 per Acre

  Lot 48 Partridge Rd, Ludlow, VT 05149

  1.01+/- acres. Lot 48. Ready to build. Prestigious neighborhood, some lots with views of Okemo Slopes with clearing. Very convenient to the village and Okemo Mountain Resort. This property is owned by a Vermont licensed real estate agent.

  Boris Lavanovich Mary W. Davis Realtor & Assoc., Inc.

  Lot 48 Partridge Rd, Ludlow, VT 05149
• 

  

  /6

  $175,000

  • Land
  • 1.02 Acres
  • $171,569 per Acre

  Lot 51 Partridge Rd, Ludlow, VT 05149

  1.02+/- acres. Lot 51. Ready to build. Prestigious neighborhood, some lots with views of Okemo Slopes with clearing. Very convenient to the village and Okemo Mountain Resort. This property is owned by a Vermont licensed real estate agent.

  Boris Lavanovich Mary W. Davis Realtor & Assoc., Inc.

  Lot 51 Partridge Rd, Ludlow, VT 05149
• 

  

  /21

  $235,000

  • Land
  • 11.8 Acres
  • $19,915 per Acre

  0 Wildlife Rd Unit 5025731, Hartford, VT 05001

  Incredible year-round vast and long range mountain views on this open land perched at the top of a hill with the septic design and permit already in place. There is power on the poles that have already been brought up to the cleared house-site along the installed and established gravel driveway large enough for a firetruck to turn around. This has been professionally surveyed by Pathways

  Franchesca Collins Hall Collins Real Estate Group

  0 Wildlife Rd Unit 5025731, Hartford, VT 05001
• 

  

  /60

  $1,995,000

  • 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
• 

  

  /60

  $2,950,000

  • 7 Beds
  • 10 Baths
  • 13,410 Sq Ft

  51 E Ash Rd, Plymouth, VT 05056

  Welcome to Eureka House. This 7 bedroom Robert Carl Williams designed home is the ultimate in Vermont luxury and privacy. Enjoy unparalleled amenities like a 14-seat theater with stage, drive-through portico entrance, 2 story living room with gallery, 2 laundries, bedrooms are all en suite, and a 2 1/2-story carriage house with 3-car garage as well as living space above. The property is framed

  Kevin Barnes William Raveis Real Estate Vermont Properties

  51 E Ash Rd, Plymouth, VT 05056

Showing Results 401 - 440, Page 11 of 13