Windsor County VT Homes for Sale

/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
/46
$825,000
- 3 Beds
- 3 Baths
- 1,432 Sq Ft
58 Greenbush Rd, Cavendish, VT 05142

Charming Cape Cod Home in a Serene Country Setting – 10.10 AcresWelcome to this beautifully transformed Cape Cod-style home, nestled on just over 10 acres of picturesque countryside. Offering a perfect blend of classic charm and modern convenience, this inviting property is ideal for those seeking tranquility and space. Step onto the welcoming front porch, where you can relax and take in the

Katie Ladue Gilbert KW Vermont Woodstock

58 Greenbush Rd, Cavendish, VT 05142
/35
$1,895,000
- 5 Beds
- 4.5 Baths
- 4,214 Sq Ft
10 College Hill Rd, Woodstock, VT 05091

10 College Hill is the perfect in-village residence, off the main road yet walk-to-everything. The original, historic residence was designed in 1916 by renowned architect John Russell Pope whose accomplishments include the Jefferson Memorial, and master plans for Dartmouth and Yale. It also enjoys modern additions and updates including a stunning first-level primary bedroom suite designed in

John Snyder Snyder Donegan Real Estate Group

10 College Hill Rd, Woodstock, VT 05091
/58
$549,000
- Land
- 20 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 South

Eric Johnston Four Seasons Sotheby's Int'l Realty

00 Long Hill Rd, Woodstock, VT 05071
/56
$1,100,000
- 3 Beds
- 2.5 Baths
- 2,260 Sq Ft
265 Okemo Ridge Rd Unit 2, Ludlow, VT 05149

Beautifully updated 3-bedroom townhome just a short walk to the Kettlebrook trail on Okemo. Spacious 2,200+ end unit on sunny south side of the building. Tiled mudroom with built ins and boot dryer. Updated kitchen with breakfast bar includes stainless steel appliances, tiled backsplash, and composite floor. Separate dining room leads to large exterior deck with long distance seasonal views.

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

265 Okemo Ridge Rd Unit 2, Ludlow, VT 05149
/35
$325,000
- 2 Beds
- 1.5 Baths
- 1,546 Sq Ft
22 Andover St, Ludlow, VT 05149

Cozy village home on town water/sewer within walking distance to the shuttle to Okemo, shops, restaurants and all that the village of Ludlow has to offer! This 2 bedroom, (seller is applying for a 3 br permit), with a bonus room is a 2 level farmhouse style charmer. The main level has an eat-in kitchen with a pantry, dining room, living room and a bonus room that leads to an attached barn. There

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

22 Andover St, Ludlow, VT 05149
/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
/32
$574,000
- 2 Beds
- 2 Baths
- 1,044 Sq Ft
19 White Loop Unit A103, Ludlow, VT 05149

Your Winter Wonderland Awaits at Winterplace A103! Imagine stepping out your door and being on the slopes in moments! This beautifully updated 2-bedroom, 2-bathroom condominium is ideally located, just a short stroll from the ski trails (approx. 100 yards) and the refreshing community pool (approx. 100 feet). Skiers will appreciate the easy access to both the upper mountain lifts and the gentle

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

19 White Loop Unit A103, Ludlow, VT 05149
/24
$275,000
- 3 Beds
- 2 Baths
- 1,296 Sq Ft
210 Quechee-Hartland Rd, Hartford, VT 05001

Welcome to this charming single-level home located in the desirable Quechee area! This private 3-bedroom, 2-full bathroom residence is situated back from the road on a beautifully landscaped property. The exterior features natural shade and gardening spaces, as well as a firepit perfect for enjoying warm evenings. Upon entering, you will find an ample-sized living room with wide pine floors that

Diana LaPerle KW Vermont - Barre

210 Quechee-Hartland Rd, Hartford, VT 05001
/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
/32
$780,000
- 3 Beds
- 2 Baths
- 2,168 Sq Ft
86 W Fisher Rd, Hartford, VT 05001

Stunning Post and Beam home fully renovated in 2022! This beautifully renovated three-bedroom, two-bathroom Post and Beam home blends modern upgrades with timeless charm. Completely updated from top to bottom in 2022, the home features a new roof, fresh paint, new windows, flooring, a redesigned kitchen, a spacious new deck, and so much more!Recent upgrades include central air conditioning, hot

Derek Cosentino Four Seasons Sotheby's Int'l Realty

86 W Fisher Rd, Hartford, VT 05001
/41
$519,900
- 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 baths. Loads of

Marni Rieger KW Vermont-Killington

165 Upper Round Top Rd, Plymouth, VT 05056
/4
$30,000
- Land
- 1.00 Acre
- $30,000 per Acre
341 Seavers Brook Rd, Springfield, VT 05156

Owner Will Consider Financing – Ask for Details!Build Your Dream Home in the Heart of Vermont!Discover the perfect blend of privacy and convenience with this beautiful 1-acre wooded lot located in Springfield, VT. Tucked away in a peaceful natural setting, this parcel offers a quiet retreat surrounded by trees, yet it's just minutes from downtown Springfield. Enjoy quick access to shops,

Kris Pettee EXP Realty

341 Seavers Brook Rd, Springfield, VT 05156
/32
$385,000
- 1 Bed
- 1 Bath
- 640 Sq Ft
109 Okemo Ridge Rd Unit C201, Ludlow, VT 05149

Located Direct Slopeside, this 1 bedroom, 1 full bath end unit condominium at Okemo Mountain Lodge is available for the first time in 20 years! Beautifully renovated throughout and nicely furnished, C201 is ready for your family to move right in. The larger style kitchen has plenty of cabinetry and counter space, is light and bright, and open to the living room which features an electric

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

109 Okemo Ridge Rd Unit C201, Ludlow, VT 05149
/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 needs to

Tyleen Murray Kelley Real Estate, Inc.

1376 Kingdom Rd, Plymouth, VT 05056
/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
/60
$864,900
- 4 Beds
- 3.5 Baths
- 2,704 Sq Ft
166 Robbins Hill Ln, Hartford, VT 05001

PRICE REDUCTION! Come and take a look! Have you been searching for a Vermont home where friends and family can gather? A home with lots of windows and Southern Exposure to feel like you are outside when you are in. A space with good energy that is cozy, yet spacious enough for many to relax in front of the fireplace, prepare a feast in the open kitchen, enjoy cocktails and the view on the deck,

Tyleen Murray Kelley Real Estate, Inc.

166 Robbins Hill Ln, Hartford, VT 05001
/16
$425,000
- 6 Beds
- 4 Baths
- 2,243 Sq Ft
3 MacE Hill Rd, Hartland, VT 05048

Strong Cash Flow! Profitable Investment Opportunity! This fully leased three unit multifamily property is an excellent chance for investors to add a consistent cash flowing property to their portfolio or for an onsite owner to occupy one unit and let the extra additional rents help pay for your housing. A low maintenance property with nice updates over the years which include separate electrical

Alex DeFelice The Clerkin Agency, P.C.

3 MacE Hill Rd, Hartland, VT 05048
/57
$845,000
- 3 Beds
- 3.5 Baths
- 2,906 Sq Ft
903 Old County Rd, Cavendish, VT 05142

Perched on a knoll over looking the Hawks Mountain Range, at the base of Star Mountain is The Perfect Mountain House in Vermont: A Private, Cherished Retreat.Tucked away in the heart of Vermont’s rolling hills, this secluded haven offers the perfect escape with a babbling brook. A home where time slows, where nature wraps around you in quiet embrace, and where every detail speaks of warmth and

Frank Provance Diamond Realty

903 Old County Rd, Cavendish, VT 05142
/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
/20
$799,000
- 6 Beds
- 3.5 Baths
- 3,900 Sq Ft
35 Railroad Row Unit C3-2, Hartford, VT 05001

Here is a rare opportunity to own a large condo in a new LEED certified building in White River Junction, VT. Just 4 miles to downtown Hanover, White River Junction is the new up and coming destination for businesses and young entrepreneurs. This condo is right around the corner from fabulous restaurants, theaters and many other shopping opportunities. With 6 bedrooms, 3 1/2 baths, a living room,

Linde McNamara LindeMac Real Estate

35 Railroad Row Unit C3-2, Hartford, VT 05001
/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
/39
$499,000
- 3 Beds
- 2.5 Baths
- 1,568 Sq Ft
1221 Baker Turn Rd Unit E, Hartford, VT 05059

Welcome to this beautifully renovated ski-on, ski-off, trailside condo in Quechee Lakes! The association has replaced roofs, siding, and decks giving it a gorgeous updated look for 2025. The clean fresh lines of the interior complement the new fresh exterior. The unique multi-level floorplan is perfect for privacy but also has spacious kitchen/dining and living areas that are delightful for

Mary Paino Coldwell Banker LIFESTYLES - Quechee

1221 Baker Turn Rd Unit E, Hartford, VT 05059
/44
$795,000
- 3 Beds
- 2 Baths
- 2,424 Sq Ft
4664 Jericho St, Hartford, VT 05001

Welcome to the beautiful rural Jericho Street area. This home is situated back from the road for total privacy on 22 +/- acres . The lower level includes a Mudroom with two closets which leads to a large open concept kitchen/dining area, a bedroom and bath. The kitchen has plenty of storage, countertop space and a center island. There is also a woodstove centered in the dining/entertaining area

Peter Roberts Roger J. Roberts Real Estate

4664 Jericho St, Hartford, VT 05001
/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
/23
$359,000
- 4 Beds
- 2 Baths
- 1,248 Sq Ft
26 Dorman Rd, Andover, VT 05143

Prepare for an exhilarating mountain getaway at this enchanting four-bedroom chalet, nestled on a lush 2.1-acre estate in the heart of Andover. 2025 Ski season has been epic so far! Envision yourself minutes away from four renowned ski resorts, making this the perfect launchpad for your winter adventures. Immerse yourself in the local charm with easy access to the VAST trail network, offering a

Daire Gibney Barrett and Valley Associates Inc.

26 Dorman Rd, Andover, VT 05143
/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
/53
$689,000
- 3 Beds
- 2.5 Baths
- 2,605 Sq Ft
31 Palmer Rd, Chester, VT 05143

Rivers Edge Farm is an absolutely diverse agricultural property which serves bovine, equine and many other farm animals currently and in its past history. 22+ organic acres of rich river bottom land yields a robust crop of haylage, corn or hay or whatever suits your needs. The buildings are mixed use for the owners. Some are animal occupied and feed storage and one is a large garage/workshop

Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

31 Palmer Rd, Chester, VT 05143
/39
$325,000
- 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
/43
$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
/48
$795,000
- 3 Beds
- 2 Baths
- 1,694 Sq Ft
25 Linden Hill St, Woodstock, VT 05091

This classic early 20th Century farmhouse with 3 sunny bedrooms and two baths is sited on a quiet Village Street uphill above the Woodstock Elementary School and across from the public playground at Vail Field and the Woodstock Country Club golf course. The home has benefitted from the thoughtful additions of an eat-in kitchen and a front porch where you can enjoy long summer evenings. A

Laird Bradley Williamson Group Sothebys Intl. Realty

25 Linden Hill St, Woodstock, VT 05091
/29
$160,000
- 2 Beds
- 3 Baths
- 1,355 Sq Ft
444/446 Qtr I Jackson Gore Inn, Ludlow, VT 05149

Jackson Gore Inn Unit 444/446 Qtr. III Quarter ownership. E-Loft. This 2 BR with Loft, 3 BA, lock-out style, valley view, unit sleeps 10. In addition to the extra natural light the cathedral ceiling brings into this residence, this top floor location ensures your relaxation after a busy day enjoying all the resort and community amenities. There is a king bed with bath in the primary suite, a

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

444/446 Qtr I Jackson Gore Inn, Ludlow, VT 05149
/28
$139,000
- Land
- 0.23 Acre
- $604,348 per Acre
0 Prospect St Unit 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 5028799, Ludlow, VT 05149
/56
$365,000
- 3 Beds
- 2 Baths
- 1,880 Sq Ft
25 Laplante Rd, Cavendish, VT 05142

Welcome to 25 Laplant Road in Cavendish, VT—a private retreat offering the perfect balance of comfort and adventure. Built in 2009 and thoughtfully updated, this inviting home features a spacious and welcoming design, perfect for effortless entertaining. The main level boasts a bright living area, a well-appointed kitchen with a propane range, new dishwasher, and a cozy pellet stove—ideal for

Zack Bourque BHHS Verani Upper Valley

25 Laplante Rd, Cavendish, VT 05142
/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
/38
$459,000
- 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
/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
/28
$519,000
- 3 Beds
- 2 Baths
- 1,666 Sq Ft
105 Williams Ln Unit 10F, Quechee, VT 05059

Mountain retreat, four-season, Kingswood condo, ski-in/ski-out living in Quechee with breathtaking views throughout. This three-bedroom, two-full-bath home has an ensuite bath in the primary bedroom and loft. The main level features an open floor plan, including a spacious kitchen, dining area, and living room with a beautiful wood-burning fireplace. Step out onto the main deck, which offers

Lee Kauffman Altered States Realty

105 Williams Ln Unit 10F, Quechee, VT 05059
/59
$740,000
- 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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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.