Windsor County VT Homes for Sale

/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
/27
$57,000
- Land
- 0.67 Acre
- $85,075 per Acre
00 Snow Ln, Windsor, VT 05089

Lovely residential neighborhood with easy access to I-91. This easy access building lot (Parcel #3) sits on a short private roadway with convenient hookups to town water and sewer. Power and internet is also at the street and easily available. Property is located on the school bus route and is a great location for families. Land is relatively flat and should be easy building. Good expansion

John Bassette Bassette Real Estate Group

00 Snow Ln, Windsor, VT 05089
/29
$55,000
- Land
- 0.56 Acre
- $98,214 per Acre
00 Snow Ln, Windsor, VT 05089

Lovely residential neighborhood with easy access to I-91. This perfect building lot (Parcel #2) sits on a short private roadway with convenient access to town water and sewer. Power and internet is at the street and easily available. Property is located on the school bus route and is a great location for families. The land is relatively flat and should be an easy building location. Good expansion

John Bassette Bassette Real Estate Group

00 Snow Ln, Windsor, VT 05089
/41
$98,000
- Land
- 1.23 Acres
- $79,675 per Acre
00 Snow Ln, Windsor, VT 05089

Lovely residential neighborhood with easy access to I91. These two separate and contiguous building lots sit on a small private road and have town water and sewer access on the edge of the property. Power is also on-site. This listing is for 1.23 acres that are divided into two separate buildable lots of Parcel #2 which is .56 acres (MLS #5036196), and Parcel #3 which is .67 acres (MLS #5036198).

John Bassette Bassette Real Estate Group

00 Snow Ln, Windsor, VT 05089
/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
/60
$1,399,000
- 4 Beds
- 4 Baths
- 3,669 Sq Ft
484 Route 12, Hartland, VT 05048

South facing end of the road retreat, with long views! Equally appealing are expansive western views, for dynamic sunsets! Equestrian amenities of small horse barn, fenced paddocks and direct access to trails! This welcoming residence is certainly unique! A cape style home, with contemporary open floor plan, dramatic windows and a wide deck is seamlessly married to a rustic log cabin, with true

John Wetmore Wetmore Real Estate

484 Route 12, Hartland, VT 05048
/60
$630,000
- 5 Beds
- 5.5 Baths
- 5,478 Sq Ft
311 Old Route 12, Bethel, VT 05032

Tucked at the edge of a stunning park-like lawn, this spacious home offers both privacy and convenience—just minutes from the Barnard General Store, Silver Lake, Woodstock, and Bethel. Surrounded by landscaped grounds with ponds, rock walls, and gardens, it's a true Vermont retreat. Enjoy the peaceful setting from the deck or the covered porch.The sun-filled main level features a bright kitchen

Lucas deSousa Vermont Real Estate Company

311 Old Route 12, Bethel, VT 05032
/51
$1,400,000
- 7 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
/20
$500,000
- 2 Beds
- 1 Bath
- 1,144 Sq Ft
133 Stagecoach Rd, Norwich, VT 05055

Construction project for sale. Accelerate your building time line with a significant amount of work already completed. The temporary roof needs to be removed and main level completed. Utilize the existing contemporary design or bring your own vision to life. The project to date includes: Driveway, underground power and fiber optic internet, 4-bedroom septic, drilled well with Penteck Intellidrive

Linda White EXP Realty

133 Stagecoach Rd, Norwich, VT 05055
/41
$340,000
- 3 Beds
- 2.5 Baths
- 2,072 Sq Ft
37 Wright Rd, Ludlow, VT 05149

This residence offers great opportunities for the next owner and is located in an ideal location within close proximity to the village of Ludlow, Okemo Mountain and the many amenities the Okemo Valley provides, all only minutes away. The spacious layout, with 3 bedrooms and 2.5 bathrooms, has good bones and is primed to be modernized, it simply awaits your vision. Once you arrive, you will find

Roger Danyew Diamond Realty

37 Wright Rd, Ludlow, VT 05149
/58
$549,000
- 8 Beds
- 1 Bath
- 3,500 Sq Ft
1254 U S 5, Springfield, VT 05156

Welcome to the former Danforth Inn! Take a trip back in time to 1780 as you look at this extremely original old building that was built in Weathersfield Bow in 1780 by Gideon Lyman. In 1789 Joseph Danforth moved to the Bow and he leased and then bought the Inn, changing the name to the Danforth Inn. This property will need some love, but it has never been spoiled in its originality, and it's just

Glenn Olney Barrett and Valley Associates Inc.

1254 U S 5, Springfield, VT 05156
/34
$199,900
- 4 Beds
- 3 Baths
- 1,863 Sq Ft
97 Vermont Route 100, Weston, VT 05161

MOTIVATED SELLER, Being sold AS IS, Bring your cash offers on this older home full of so much character-Minutes from both downtown Weston and Londonderry, Vermont, this charming home 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 overlooking the river with mature shade trees and a

Erin Kendall EXP Realty

97 Vermont Route 100, Weston, VT 05161
/22
$695,000
- 8 Beds
- 6 Baths
- 6,960 Sq Ft
61 Depot St, Hartford, VT 05001

Approved to be converted into 4 Residential units with 2 commercial office spaces. Number of rooms and baths based on a proposed conversion of the building with the commercial spaces on the lower level and 4 apartments above. Includes 20 off street parking spots, elevator, and two sets of stairwells. Sprinkler and fire alarm. Metal roof, air conditioned and heated. Signage on Street, paved

Richard Ballou RE/MAX Upper Valley

61 Depot St, Hartford, VT 05001
/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
$440,000
- 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
/55
$559,000
- 3 Beds
- 2 Baths
- 2,246 Sq Ft
9 Deeplawn Ct, Ludlow, VT 05149

Set on a knoll overlooking the elementary school and view beyond, this three bedroom, two bath contemporary cape is within 5 min. of Okemo and features a sleek, renovated kitchen with quartz counters and upgraded appliances. A large, light-filled living/dining area perfect for entertaining and a cozy tv room (which could function as a first floor bedroom) and full bath with updated vanity

Geralyn Donohue Engel & Völkers Okemo

9 Deeplawn Ct, Ludlow, VT 05149
/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
/59
$825,000
- 3 Beds
- 2 Baths
- 2,843 Sq Ft
28 Plumley Ridge, Ludlow, VT 05149

This stunning contemporary offers breathtaking views of Okemo Mountain and boasts luxurious features throughout. Imagine relaxing in the hot tub on the wrap around deck while soaking in the scenery! The covered porch was completed in November, 2024 with a barn door slider for storage, which adds an extra touch of convenience. It will be painted, when weather permits. As you enter the home through

Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

28 Plumley Ridge, Ludlow, VT 05149
/60
$875,000
- 7 Beds
- 5 Baths
- 3,192 Sq Ft
65 Andover St, Ludlow, VT 05149

Stunning turnkey three plex ready for your family compound, investment, or own/rent half while using scenario. I've driven by this house the color has always caught my attention, it's one of the most warming paint color schemes found in Ludlow. Here are the details: Front house: Two units one upper 3 bedroom 2 bath unit and a lower 3 bedroom, 2 bath unit. There is a permitted 1br two story

Joseph Karl William Raveis Real Estate Vermont Properties

65 Andover St, Ludlow, VT 05149
/31
$66,000
- 1 Bed
- 2 Baths
- 775 Sq Ft
274/276 Qtr I Jackson Gore Inn, Ludlow, VT 05149

A wonderful 1 bedroom, 2 bath with optional lockout opportunity at Jackson Gore! Sleeping 8, it is located on the 2nd floor with valley views and close to the Round House Restaurant. Features include 2 queen beds, a queen sleep sofa, a queen wall bed, full kitchen, a jetted bath tub, a gas fireplace and a deck. All Jackson Gore amenities including Spring House fitness center, indoor and outdoor

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

274/276 Qtr I Jackson Gore Inn, Ludlow, VT 05149
/36
$575,000
- 6 Beds
- 5 Baths
- 3,217 Sq Ft
423 Main St, Chester, VT 05143

Absolutely stunning architecture located just steps from the village green and across the road from the historic Congregational Church. This property has five apartments. The kitchen appliances are included in each and there is a shared washer and dryer available for tenant use. Each of the five units has its own 100-amp electric panel box. The heat is a central, oil fired boiler providing

Betty McEnaney Diamond Realty

423 Main St, 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
/56
$750,000
- 2 Beds
- 2.5 Baths
- 3,201 Sq Ft
1583 Vermont Route 100, Plymouth, VT 05056

BREATHTAKING VIEWS! Beautiful Lake Amherst property with 200 feet of lake frontage and a great new dock. Prime location minutes to Killington, Okemo, and Woodstock. Enjoy panoramic lake and mountain views from the entire main level of this open concept 2 bedroom, 2 1/2 bath contemporary gem. The floor plan is ideal for entertaining family and friends. Spacious eat in kitchen with breakfast bar

Marni Rieger KW Vermont-Killington

1583 Vermont Route 100, Plymouth, VT 05056
/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
/22
$645,000
- 3 Beds
- 1.5 Baths
- 1,468 Sq Ft
187 Dana Rd, Woodstock, VT 05091

This delightful gambrel cape offers a wonderful combination of thoughtful and charming updates, energy efficient upgrades, and a coveted and convenient location! An intelligent interior design offers an all-season functional flow for everyday living as well as entertaining. Step inside by way of a spacious entryway/mudroom that also has direct entry from the attached garage. One will find the

Mary Mayhew Snyder Donegan Real Estate Group

187 Dana Rd, Woodstock, VT 05091
/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
/57
$1,995,000
- 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
/33
$755,000
- 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
/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
/19
$269,000
- Land
- 86 Acres
- $3,113 per Acre
00 Tarbell Hill Rd, Perkinsville, VT 05151

For limited time only! 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

Randy Snelling KW Coastal and Lakes & Mountains Realty/Hanover

00 Tarbell Hill Rd, Perkinsville, VT 05151
/60
$550,000
- 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
$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
$249,900
- 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
/37
$529,500
- 4 Beds
- 2.5 Baths
- 2,200 Sq Ft
56 Main St, Ludlow, VT 05149

Great opportunity for all. The hard work of setting up an Airbnb has been done! Welcome to Bears Den!! This is a terrific location for those looking for convenience whether it be for a second home or investment property. Great location opposite Okemo Mountain School, Okemo shuttle stop. Walking or riding distance to shops, restaurants and the new Ludlow Area Sporting Trails located behind

Betty McEnaney Diamond Realty

56 Main St, Ludlow, VT 05149
/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
/4
$84,900
- Land
- 3.80 Acres
- $22,342 per Acre
14 Hartland Hill Rd, Hartland, VT 05048

Owner Will Consider Financing – Ask for Details!3.8 Acres of Wooded Serenity in Hartland, VTDiscover the perfect balance of privacy and convenience with this beautiful 3.8-acre wooded parcel tucked away in the quiet countryside of Hartland, Vermont. Set off the beaten path, this peaceful retreat offers a sense of seclusion while being just minutes from the vibrant communities of Quechee and

Kris Pettee EXP Realty

14 Hartland Hill Rd, Hartland, VT 05048
/19
$385,000
- 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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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.