Windsor County VT Homes for Sale with View

/34
$199,900
- 4 Beds
- 3 Baths
- 1,863 Sq Ft
97 Vermont Route 100, Weston, VT 05161

Minutes from both downtown Weston and Londonderry, Vermont, this charming home full of character is looking for its next owners to come in with their creativity and put in the work to bring this home back to its original beauty. It has a lovely, level back yard with mature shade trees and a fruit tree. Enter on the large back porch and then inside the door is the spacious kitchen and living room

Erin Kendall EXP Realty

97 Vermont Route 100, Weston, VT 05161
/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
/59
$455,000
- 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
/60
$949,000
- 6 Beds
- 6 Baths
- 5,497 Sq Ft
31 Huntington Place Unit 1,2 & 3, Rochester, VT 05767

Charming 1900s Village Building, Three Condo Units, One Incredible Opportunity!In the heart of Rochesters picturesque village, this beautifully restored early 1900s building is a rare investment opportunity, offered as a single property with three fully furnished condo units. Perfect for an owner-occupant, a multi-generational retreat, or a savvy investor, this historic gem blends classic New

Kate Cassidy Four Seasons Sotheby's Int'l Realty

31 Huntington Place Unit 1,2 & 3, Rochester, VT 05767
/49
$725,000
- 3 Beds
- 2.5 Baths
- 1,842 Sq Ft
182 Okemo Trailside Extension Unit 42 D, Ludlow, VT 05149

This nicely updated 3 bedroom plus family room townhome has stunning views to the east in a mid- mountain setting.Enjoy the large updated kitchen with wood cabinetry, stone countertops, and wood crafted breakfast bar. The open living area with cathedral ceiling centered by a woodburning fireplace, leads out to a covered deck and hot tub offering spectacular mountain views. The private primary

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

182 Okemo Trailside Extension Unit 42 D, Ludlow, VT 05149
/48
$1,295,000
- 4 Beds
- 3 Baths
- 3,764 Sq Ft
204 High Ridge Rd, Brownsville, VT 05037

Beautiful 4 BR 3 Ba custom built home in West Windsor. 33.5 acres with a view of Mt Ascutney, & functional stand alone work shop (idealfor office/shop/or B&B with permits & update),swimming pond, pond houseand privacy- 3rd(last) home on private road. The home has a deck & large front porch, an open floor plan and lots of natural light. Spacious kitchen, dining area with woodstove, sunken living

Dana Waters Dark Horse Realty

204 High Ridge Rd, Brownsville, VT 05037
/58
$1,200,000
- 3 Beds
- 4 Baths
- 3,739 Sq Ft
1502 Popple Dungeon Rd, Chester, VT 05143

Welcome to paradise! Enjoy all four seasons in this handsome colonial-style home with modern amenities. From the covered porch, relax and take in views of the front gardens and your land across the road with apple trees and brook frontage. A large solar array is tucked out of sight producing all the power you would need. Behind the house is a fenced-in garden and greenhouse, a couple of useful

Betty McEnaney Diamond Realty

1502 Popple Dungeon Rd, Chester, VT 05143
/48
$395,000
- 3 Beds
- 1 Bath
- 1,064 Sq Ft
125 W Hill Rd, Ludlow, VT 05149

125 West Hill Road, per google maps it's 2 minutes to the Okemo base .07 miles away. AND just a one minute walk to the West Hill Recreation Area. This throwback ranch home has been well cared for and loved by the original family who built the house. Pull into the two car garage and unload your gear into the breezeway that could be the ultimate mudroom/playroom. Step into the eat in kitchen

Frank Provance Diamond Realty

125 W Hill Rd, 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
- 10 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
/59
$675,000
- 3 Beds
- 3.5 Baths
- 2,023 Sq Ft
24 Freeman Rd Unit A1, Cavendish, VT 05153

One of only four units like this in the complex of 54 condos. This unique 3 bedroom plus loft with three and a half baths is a town house layout. Walk directly into abundant mudroom, no stairs involved. The walk in owners closet with custom cubbies will be more than adequate for all of your gear. The entire condo has been tastefully decorated by a professional and the furnishings that are

Frank Provance Diamond Realty

24 Freeman Rd Unit A1, Cavendish, VT 05153
/9
$299,000
- Land
- 86 Acres
- $3,461 per Acre
00 Tarbell Hill Rd, Perkinsville, VT 05151

Discover an expansive 86.4± acre Vermont retreat perched on a scenic hillside in Weathersfield, offering breathtaking long-range views of Ascutney Mountain. A winding brook follows the road frontage, enhanced by seasonal streams that bring the landscape to life each spring. Historic trails, old stone walls, and remnants of former homesteads lend a unique charm rarely found elsewhere. The driveway

Randy Snelling KW Coastal and Lakes & Mountains Realty/Hanover

00 Tarbell Hill Rd, Perkinsville, VT 05151
/16
$150,000
- Land
- 6 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
$410,000
- Land
- 10 Acres
- $40,196 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
$410,000
- 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
/44
$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
/34
$299,500
- 2 Beds
- 2 Baths
- 1,373 Sq Ft
58 Valley View Rd Unit 1, Bridgewater Corners, VT 05035

Main floor two-bedroom, 2-bathroom condo with lovely mountain views. An open floor plan which outfits the living room, dining and kitchen with plenty of natural light. In addition is the primary ensuite, 3/4-bathroom, second bedroom and office/den. Common space includes a coin operated laundry facility, shared deck, gazebo, and a storage room, along with 2 parking spaces per unit. The property is

Terry Davis Williamson Group Sothebys Intl. Realty

58 Valley View Rd Unit 1, Bridgewater Corners, VT 05035
/40
$795,000
- 6 Beds
- 3 Baths
- 3,325 Sq Ft
29-31 High St, Ludlow, VT 05149

Location, Location, Location! GENERATING $76,800.00 PER YEAR! 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

Frank Provance Diamond Realty

29-31 High St, Ludlow, VT 05149
/41
$679,000
- 4 Beds
- 2.5 Baths
- 1,883 Sq Ft
147 Okemo Trailside Extension Unit 24D, Ludlow, VT 05149

This four-bedroom townhome is just steps to trail and community amenities in lovely end of road setting. Located on the sunny south end, it has long distance seasonal views. An updated kitchen with breakfast bar includes wood cabinetry, stone counters, and hardwood floors. The large living area with cathedral ceiling is centered by a woodburning fireplace and leads out to an updated wrap around

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

147 Okemo Trailside Extension Unit 24D, Ludlow, VT 05149
/37
$550,000
- 3 Beds
- 2 Baths
- 1,819 Sq Ft
400 E Lake Rd, Ludlow, VT 05149

**Incredible Opportunity Awaits!** Escape to your dream getaway in this charming classic A-frame home, perfectly located in one of Vermont's most desirable areas. Ideal for both summer and winter enthusiasts, this property offers easy access to skiing, snowmobiling, golfing, and the vibrant life surrounding the lake, all right at your fingertips! The main level features two cozy bedrooms and a

Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

400 E Lake Rd, Ludlow, VT 05149
/49
$1,100,000
- 4 Beds
- 3.5 Baths
- 3,830 Sq Ft
1777 Bible Hill Rd, Brownsville, VT 05037

This tidy, well orchestrated Custom Timber Frame Cape is the perfect package! You will love the beautiful, bright spaces that connect seamlessly for every day living and entertaining. Tasteful updates and improvements throughout, this house was designed with convenience in mind. Gleaming hardwood floors run through the main and second level. The roomy country kitchen has soapstone counters, and

Danny Kogut Williamson Group Sothebys Intl. Realty

1777 Bible Hill Rd, Brownsville, VT 05037
/30
$595,000
- Land
- 20 Acres
- $29,455 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’ 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 South

Eric Johnston Four Seasons Sotheby's Int'l Realty

00 Long Hill Rd, Woodstock, VT 05071
/45
$799,000
- 3 Beds
- 2 Baths
- 1,360 Sq Ft
145 Ledgewood Rd Unit D4, Ludlow, VT 05149

Ledgewood On Okemo! Unit D4. This nicely updated 3 bedroom/2 bath condominium is conveniently located directly on the ski trail and on ground level so you can ski to your door! From your car, walk into a warm foyer that leads to your front door, which opens up into the mudroom and kitchen area. The kitchen has been tastefully updated with stainless appliances, tile backsplash and flooring, along

Joseph Karl William Raveis Real Estate Vermont Properties

145 Ledgewood Rd Unit D4, Ludlow, VT 05149
/29
$4,895,000
- 3 Beds
- 7 Baths
- 12,048 Sq Ft
101 Old Coach Rd, Norwich, VT 05055

Positioned to attain the optimum from its striking site, the extraordinary residence enjoys commanding views & full exposure to the South, to include Mt. Ascutney, the hills of Norwich, as well as close by views of the property's idyllic pond and fields. Surrounded by gentle contours, stone walls and lush plantings, the 73+/- ac estate ensures privacy while providing a luxurious retreat.

Jane Darrach Martha E. Diebold/Hanover

101 Old Coach Rd, Norwich, VT 05055
/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
/24
$539,000
- 2 Beds
- 3 Baths
- 2,036 Sq Ft
639 Baker Turn, Hartford, VT 05001

This well-cared-for home underwent significant renovations in 2013, including the addition of a spacious garage, radiant heating in the updated areas, and a beautifully designed living space above. Positioned to capture abundant southern exposure, the home is filled with natural light, creating a warm and inviting atmosphere. With three full baths, a newer generator, and a private setting, this

Linda Mayo Four Seasons Sotheby's Int'l Realty

639 Baker Turn, Hartford, VT 05001
/41
$539,900
- 2 Beds
- 1.5 Baths
- 1,248 Sq Ft
165 Upper Round Top Rd, Plymouth, VT 05056

Relax from it all in this sweet vintage (with recent updates) mountain chalet retreat with beautiful views, close access to VAST snowmobiling trails from your door, and minutes to world class skiing at Killington or Okemo Mountain Resort. The open concept floor plan is great for entertaining family and friends. This furnished retreat has 2 bedrooms plus a den/bunk room and 1 ½ baths. Loads of

Marni Rieger KW Vermont-Killington

165 Upper Round Top Rd, Plymouth, VT 05056
/4
$35,000
- Land
- 1.00 Acre
- $35,000 per Acre
341 Seavers Brook Rd, Springfield, VT 05156

Discover the perfect spot on this beautiful 1-acre wooded lot! The sale of this property being listed is contingent upon the proposed Seller completing the purchase of this property.The proposed Seller currently has this property under contract for purchase.Road frontage measurements are approximate

Kris Pettee EXP Realty

341 Seavers Brook Rd, Springfield, VT 05156
/34
$535,000
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
12 Twine Hill Rd, Ludlow, VT 05149

Nestled in the picturesque town of Ludlow, Vermont, 12 Twine Hill Road offers a charming single-family home that combines comfort with convenience. Built in 1970, this residence features 3 bedrooms and 2 bathrooms within its 1,680 square feet of living space. The property sits on a 0.27-acre lot, providing ample outdoor space for relaxation and recreation. Breathtaking views off the massive

David White OwnerEntry.com

12 Twine Hill Rd, Ludlow, VT 05149
/24
$155,000
- Land
- 13 Acres
- $12,016 per Acre
0 Woods Rd W Unit 5030103, Ludlow, VT 05149

Can't find the right house, nor the right location? This coveted Farm Ridge Lot could solve all your problems. This 12.9 acre lot has various terrain and private wooded views. This lot is on a cul de sac named Wood Road West and is very quiet. You can decide how much land to clear - it's begging to have the land opened up to reveal the stunning views that neighboring houses enjoy. The lot was

Joseph Karl William Raveis Real Estate Vermont Properties

0 Woods Rd W Unit 5030103, Ludlow, VT 05149
/60
$575,000
- 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, sauna, and hardwood floors in the common areas. The wrap-around deck provides great views of Okemo ski trails and Ascutney Mountain as well as provides for added

Kevin Barnes William Raveis Real Estate Vermont Properties

141 Upper Crossroad, Ludlow, VT 05149
/2
$149,999
- Land
- 56 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
/35
$621,000
- 3 Beds
- 3 Baths
- 2,915 Sq Ft
1643 Hammond Hill Rd, West Windsor, VT 05089

Discover your homestead dream on 8 acres of beautiful land that’s been incredibly loved and improved upon in the last 18 years. The classic farmhouse has hardwood floors, big kitchen, dining room and spacious living with den, 2 bathrooms and 2 bedrooms. In addition, this unique property now has a 2 car garage and living space above it that includes large office and1-BR apt for guests, family or

Daniel Preston KW Vermont Woodstock

1643 Hammond Hill Rd, West Windsor, VT 05089
/10
$135,000
- Land
- 13 Acres
- $10,120 per Acre
00 Hill Top Rd, Andover, VT 05143

If you're searching for the perfect lot to build your dream home, this 13+ acre property could be just what you've been looking for! Nestled on a peaceful road, this expansive lot offers a prime opportunity to create your ideal home while staying close to top local attractions, including the stunning mountains of Okemo, Stratton, Magic, and Bromley. With permits already in place for a

Flex Realty Group Flex Realty

00 Hill Top Rd, Andover, VT 05143
/40
$2,250,000
- 5 Beds
- 3.5 Baths
- 3,502 Sq Ft
4945 South Rd, Woodstock, VT 05071

The John Arnold Cottle House is a landmark residence in the heart of South Woodstock, a rare blend of village convenience and country living. Built in 1811 by one of the area's earliest settlers, this stately Federal-style brick home has been thoughtfully restored to honor its historic charm while integrating modern comforts. Set on 2.7 acres, the property features 450 ft of frontage on Kedron

Story Jenks LandVest, Inc/Woodstock

4945 South Rd, Woodstock, VT 05071
/28
$139,000
- Land
- 0.23 Acre
- $604,348 per Acre
0 Prospect St Unit 3 5028799, Ludlow, VT 05149

Here's your opportunity to purchase Ludlow's newest village lot offering. Lot 3 is located on the right side of the road and is the last lot on the street. Lot 3 is a nice level lot with endless possibilities. Lot 3 has partial views of Okemo Mountain and you'll see some spectacular sunsets. Ludlow's restaurants, shops, and parks are just a short walk away and Okemo Mountain is about a mile

Kevin Barnes William Raveis Real Estate Vermont Properties

0 Prospect St Unit 3 5028799, Ludlow, VT 05149
/40
$595,000
- 3 Beds
- 1.5 Baths
- 2,023 Sq Ft
988 Jenne Rd, Reading, VT 05062

Located on one of Vermont’s most photographed roads, this iconic Vermont home offers unmatched views from broad windows, which create a warm, sun-soaked interiors. Master craftsmanship is seen throughout the house, from the stunning floors to the designer built-ins. The living room, kitchen, and dining room share an open plan centered around a magnificent stone fireplace. Sliders lead to outdoor

Jennifer Kirkman KW Vermont Woodstock

988 Jenne Rd, Reading, VT 05062
/8
$89,000
- Land
- 6 Acres
- $14,833 per Acre
00 E Barnard Rd, Barnard, VT 05068

This six-acre East Barnard parcel has long frontage on the year-round Harlow Brook. Steep topography along the road and at the access point will necessitate a crossing to the interior portions of the property across the brook that may be suitable for development. Mostly wooded with several smaller clearings, the property presents an adventurous opportunity with plenty of brook trout and enough

Richard Higgerson Higgerson & Company

00 E Barnard Rd, Barnard, VT 05068
/46
$1,900,000
- 5 Beds
- 3.5 Baths
- 3,680 Sq Ft
10 Bischoff Ln, Hartland, VT 05048

Privately cited on the edge of a bluff facing south over the village of Hartland with views of Mt. Ascutney and north across a pond to abutting conservation land is this gracious 5-bedroom 3.5-bath brick federal with 6 fireplaces on 11 acres. Built in the early 1800’s, all the woodwork in the main house is original including the detailed chimney pieces, the south entry hall with semicircular

Chris Lang LandVest, Inc/Woodstock

10 Bischoff Ln, Hartland, VT 05048
/20
$789,000
- Land
- 70 Acres
- $11,296 per Acre
92 Winding Brook Ln, Hartford, VT 05001

The hay meadows, fields, ponds, streams and forests that comprise this almost seventy acre parcel in West Hartford, Vermont tell the history of the working landscape of Vermont. As a direct abutter to the Quechee Lakes Landowner’s Association Parcel 5, the property provides access to miles of recreational trails, as well as nearby access to both the Appalachian Trail and VAST snowmobile trail

Richard Higgerson Higgerson & Company

92 Winding Brook Ln, Hartford, VT 05001

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.