Windsor County VT Homes for Sale

/23
$500,000
- 2 Beds
- 1 Bath
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
$299,999
- 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
/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
/55
$895,000
- 4 Beds
- 4.5 Baths
- 2,769 Sq Ft
104 Main St, Ludlow, VT 05149

Discover one of Ludlow Village’s true gems—now beautifully reimagined into a stunning 4-bedroom, 4.5-bathroom residence that perfectly balances classic charm with modern luxury. Whether you’re searching for a primary home, vacation retreat, or an investment opportunity, this timeless property offers it all. Step inside to an inviting open-concept living space, with soaring ceilings and abundant

Sarah Sheehan William Raveis Real Estate Vermont Properties

104 Main St, Ludlow, VT 05149
/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
/56
$549,000
- 3 Beds
- 2 Baths
- 1,598 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
/23
$69,000
- Land
- 2.86 Acres
- $24,126 per Acre
58 Remington Rd, Chester, VT 05143

Building lot with driveway and culverts in place, lot has preliminary site work complete including level grass land area, electrical transformer and 100 amp electrical power plus VTel fiber internet on lot for your new Vermont home. Home must be a minimun of 1,800 square feet of finished living space. Wastewater design and permits in place. A 16' x 25' garage/shed on lot for storage while

John Napier TPW Real Estate

58 Remington Rd, Chester, VT 05143
/60
$875,000
- 7 Beds
- 5 Baths
- 3,192 Sq Ft
65 Andover St, Ludlow, VT 05149

This stunning, turnkey three-unit property is perfect as a family compound, investment opportunity, or live/rent scenario. The main home features two updated units: a 3-bedroom, 2-bath lower-level apartment with a beautiful covered porch, and a 3-bedroom, 2-bath upper-level apartment with its own smaller porch. Behind the main home sits a two-story 1-bedroom carriage house with radiant electric

Sarah Sheehan 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
$699,000
- 2 Beds
- 2.5 Baths
- 2,304 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
/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
$1,895,000
- 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
/31
$729,000
- 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
/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
/28
$375,000
- Land
- 10 Acres
- $37,955 per Acre
0 Turtle Hill Rd, 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, Ludlow, VT 05149
/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

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
/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
/51
$995,000
- 4 Beds
- 3.5 Baths
- 2,730 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
/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
/43
$1,395,000
- 4 Beds
- 3 Baths
- 4,864 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
/60
$1,490,000
- 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
/35
$299,000
- 3 Beds
- 1.5 Baths
- 1,546 Sq Ft
22 Andover St, Ludlow, VT 05149

Enjoy this cozy village home on town water/sewer within walking distance to the Okemo shuttle, shops, restaurants and all that the village of Ludlow has to offer! This 3-bedroom home is a 2-level farmhouse style charmer. The main level has an eat-in kitchen with a pantry, dining room, living room, full bathroom and a bedroom. The upper level has 2 bedrooms with a 1/2 bath along with storage

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
/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

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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.