426

Windsor County VT Homes for Sale

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  • /6

    $239,000

    • 2 Beds
    • 1 Bath
    • 1,190 Sq Ft

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

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

    Jane Darrach Martha E. Diebold/Hanover

    442 E Woodstock Rd Unit 4A, Woodstock, VT 05091
  • /60

    $1,250,000

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

    49 Burton Rd, Weston, VT 05161

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

    Claudia Harris Mary Mitchell Miller Real Estate

    49 Burton Rd, Weston, VT 05161
  • /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

    $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
  • /60

    $899,000

    • 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

    Kate Cassidy Four Seasons Sotheby's Int'l Realty

    31 Huntington Place Unit 1,2 & 3, Rochester, VT 05767
  • /12

    $399,000

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

    5209 5211 Willard Rd, Hartford, VT 05059

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

    Richard Higgerson Higgerson & Company

    5209 5211 Willard Rd, Hartford, VT 05059
  • /2

    $349,000

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

    00 Main St, Ludlow, VT 05149

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

    Lisa Kelley Cummings & Co

    00 Main St, Ludlow, VT 05149
  • /60

    $529,000

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

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

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

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

    74 Spaulding Rd Unit I-4, Proctorsville, VT 05153
  • /16

    $150,000

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

    0 Brook Rd, Springfield, VT 05156

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

    Lisa Friedman Great American Dream Realty

    0 Brook Rd, Springfield, VT 05156
  • /16

    $390,000

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

    181 Banister Rd, West Windsor, VT 05037

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

    Dan Noble Snyder Donegan Real Estate Group

    181 Banister Rd, West Windsor, VT 05037
  • /16

    $390,000

    • 3 Beds
    • 1 Bath
    • 1,620 Sq Ft

    181 Banister Rd, Windsor, VT 05089

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

    Dan Noble Snyder Donegan Real Estate Group

    181 Banister Rd, Windsor, VT 05089
  • /43

    $71,000

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft

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

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

    Kevin Barnes William Raveis Real Estate Vermont Properties

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

    $595,000

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

    29-31 High St, Ludlow, VT 05149

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

    Frank Provance Diamond Realty

    29-31 High St, Ludlow, VT 05149
  • /46

    $750,000

    • 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 Acres Welcome 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
  • /58

    $549,000

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

    00 Long Hill Rd, Woodstock, VT 05071

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

    Eric Johnston Four Seasons Sotheby's Int'l Realty

    00 Long Hill Rd, Woodstock, VT 05071
  • /43

    $1,600,000

    • 4 Beds
    • 3 Baths
    • 6,014 Sq Ft

    15 Central St, Woodstock, VT 05091

    15 Central Street is one of the finest commercial locations in Woodstock with two of the most creative and successful businesses as the anchor tenants. The property has adapted to changes of the course of its long history of uses including residential shop owner, a barber shop, a dance & pool hall, law office, architectural services and a variety of mercantile endeavors. Notably, the building

    Laird Bradley Williamson Group Sothebys Intl. Realty

    15 Central St, Woodstock, VT 05091
  • /60

    $1,350,000

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

    86 Main St, Ludlow, VT 05149

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

    John Napier TPW Real Estate

    86 Main St, Ludlow, VT 05149
  • /26

    $350,000

    • 1 Bed
    • 1 Bath
    • 638 Sq Ft

    350 Mountain Rd Unit B305, Ludlow, VT 05149

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

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

    350 Mountain Rd Unit B305, Ludlow, VT 05149
  • /11

    $135,000

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

    5417 Fletcher Ln, Hartford, VT 05059

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

    Richard Higgerson Higgerson & Company

    5417 Fletcher Ln, Hartford, VT 05059
  • /19

    $359,000

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

    25 Independent Dr, Hartland, VT 05048

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

    Alex DeFelice The Clerkin Agency, P.C.

    25 Independent Dr, Hartland, VT 05048
  • /20

    $799,000

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

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

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

    Linde McNamara LindeMac Real Estate

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

    $525,000

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

    141 Upper Crossroad, Ludlow, VT 05149

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

    Kevin Barnes William Raveis Real Estate Vermont Properties

    141 Upper Crossroad, Ludlow, VT 05149
  • /2

    $149,999

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

    00 Blackmer Blvd, Stockbridge, VT 05772

    An affordable 56.5 acres of desirable woodland! Pathways heading towards elevated destinations meander up through this tranquil hillside of trees. While some marketable timber has been identified, for many people these classic Vermont woods could be the setting for the construction of a rustic cabin. The property has been "perc tested" by the owners and it has been determined that the property

    John Wetmore Wetmore Real Estate

    00 Blackmer Blvd, Stockbridge, VT 05772
  • /41

    $269,000

    • 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
  • /58

    $695,000

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

    815 Vermont Route 100, Weston, VT 05161

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

    Lee Brown Four Seasons Sotheby's Int'l Realty

    815 Vermont Route 100, Weston, VT 05161
  • /25

    $115,000

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

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

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

    Terry Davis Williamson Group Sothebys Intl. Realty

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

    $195,000

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

    Lot 48 Partridge Rd, Ludlow, VT 05149

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

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

    Lot 48 Partridge Rd, Ludlow, VT 05149
  • /6

    $175,000

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

    Lot 51 Partridge Rd, Ludlow, VT 05149

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

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

    Lot 51 Partridge Rd, Ludlow, VT 05149
  • /60

    $2,750,000

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

    51 E Ash Rd, Plymouth, VT 05056

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

    Kevin Barnes William Raveis Real Estate Vermont Properties

    51 E Ash Rd, Plymouth, VT 05056
  • /46

    $215,000

    • 3 Beds
    • 2 Baths
    • 2,121 Sq Ft

    222 River St, Bethel, VT 05032

    Nestled on over an acre of serene countryside, this 3-bedroom, 2-bathroom home offers endless potential for those seeking a peaceful retreat with room to make it their own. Enjoy the beauty of nature with direct river frontage, perfect for fishing, kayaking, or simply relaxing to the soothing sounds of the water. The home features a spacious layout with abundant natural light, offering a cozy

    Flex Realty Group Flex Realty

    222 River St, Bethel, VT 05032
  • /13

    $489,000

    • 8 Beds
    • 4 Baths
    • 3,483 Sq Ft

    13 Hawthorn St, Hartford, VT 05001

    Strong Cash Flow! Profitable Investment Opportunity! This four unit multifamily property is an excellent chance for investors to add a consistent cash flowing building to their portfolio or for an on site owner occupancy and the extra rents to pay for your housing.Located in charming Wilder village on a generous .25 +/- acre in town lot. The units consist of three bedroom, two bedrooms and a

    Alex DeFelice The Clerkin Agency, P.C.

    13 Hawthorn St, Hartford, VT 05001
  • /57

    $419,000

    • 2 Beds
    • 2 Baths
    • 1,832 Sq Ft

    55 Horseshoe Ave, Hartford, VT 05001

    Excellent opportunity to own a Wilder village / Frost Park area duplex! This single family conversion home features a wonderful, level, spacious in town neighborhood lot, convenient location, possibility of single level living, and income potential all make this home a rare find! This multi-family home has 2 units, each with 1 bedroom and 1 bath. The kitchen, dining & living room areas have a

    Alex DeFelice The Clerkin Agency, P.C.

    55 Horseshoe Ave, Hartford, VT 05001
  • /46

    $8,000,000

    • 3 Beds
    • 3.5 Baths
    • 6,096 Sq Ft

    115 Eastman Rd, South Woodstock, VT 05071

    Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a

    Keri Cole Williamson Group Sotheby's International Realty

    115 Eastman Rd, South Woodstock, VT 05071
  • /7

    $54,900

    • Land
    • 29 Acres
    • $1,893 per Acre

    0 Rt 7 (Db 94 Dp 399), Royalton, KY 41464

    These 29 acres, per PVA map, are located in southern Magoffin County in Royalton, Kentucky, with the acreage running along both sides of RT 7. The property is located in the Salt Lick area outside Royalton and includes property on both sides of Salt Lick Road as well. The property is undeveloped but electric and public water are available. For those with visions of homesteading, the Licking River

    Doug Wireman First Choice Realty & Assoc.

    0 Rt 7 (Db 94 Dp 399), Royalton, KY 41464
  • /22

    $275,000

    • Land
    • 91 Acres
    • $3,022 per Acre

    000 Green Mountain Turnpike, Andover, VT 05143

    91± Acres with Stunning Mountain Views in Chester, VermontDiscover a breathtaking 91± acre property just minutes from the charming village of Chester, Vermont. This expansive parcel features stunning alpine views of Fox Chair Mountain, over 3,000 feet of road frontage, and power and internet access along more than half the frontage. Located on the historic Green Mountain Turnpike, this

    Daire Gibney Barrett and Valley Associates Inc.

    000 Green Mountain Turnpike, Andover, VT 05143
  • /60

    $1,750,000

    • 4 Beds
    • 3.5 Baths
    • 5,000 Sq Ft

    2706 E Woodstock Rd, Woodstock, VT 05091

    INVESTMENT & RESIDENTIAL OPPORTUNITY - Rare historic building (The Taftsville Country Store - Woodstock VT) available for owner occupancy with multiple additional income units in the village of Taftsville. Just five minutes to the quintessential downtown New England Village of Woodstock! Property includes storefront space (approved for restaurant, café, or retail store), Post Office (with current

    John Bassette Bassette Real Estate Group

    2706 E Woodstock Rd, Woodstock, VT 05091
  • /2

    $650,000

    • 5 Beds
    • 2 Baths
    • 2,947 Sq Ft

    108 Main St, Ludlow, VT 05149

    Wonderful investment opportunity in the Ludlow village. 2 unit multi-family with great rental history. Units are in excellent shape. First floor features a spacious 3 bedroom with hardwood floors. The second unit has 2 bedrooms also with Hardwood floors, both in move in ready condition. Units are currently rented and producing income. Just a mile from the Okemo access road and right in the

    Gary Coger Four Seasons Sotheby's Int'l Realty

    108 Main St, Ludlow, VT 05149
  • /14

    $119,900

    • Land
    • 49.2 Acres
    • $2,437 per Acre

    00 Eaton Ave, Springfield, VT 05156

    Prime Development Opportunity: 49+ Acres in Springfield, VTUnlock the potential of this expansive 49+ acre parcel, ideally situated just minutes from downtown Springfield, VT. This prime land boasts considerable road frontage and direct access to town water and sewer, making it a developer's dream. Springfield is a thriving community surrounded by stunning landscapes, with easy access to

    Daire Gibney Barrett and Valley Associates Inc.

    00 Eaton Ave, Springfield, VT 05156
  • /41

    $175,000

    • 3 Beds
    • 3 Baths
    • 1,854 Sq Ft

    705/707 Qtr I V Adams House, Ludlow, VT 05149

    Adams 705/707 Quarter IV: Quarter ownership. This top floor, 3 bedroom unit is in a wonderful location with magical mountain views up the Jackson Gore Peak! This is a lockout condominium with two bedrooms on one side and one bedroom on the lockout side with incredible ski access. The large Primary Bedroom boasts a King sized Bed, a fireplace and beautiful en-suite bathroom. The second bedroom has

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

    705/707 Qtr I V Adams House, Ludlow, VT 05149
  • /41

    $5,950,000

    • 8 Beds
    • 7.5 Baths
    • 10,062 Sq Ft

    3800 Weston-Andover Rd, Andover, VT 05143

    The ultimate family compound, award nominated video tour. This fully furnished and equipped luxury property is located in Andover, Vermont, set on 384 acres in the iconic Green Mountains, offering a rare blend of nature’s bounty, seclusion, and timeless craftsmanship. The custom built 10,062 square foot main house features an expansive open concept design. Crafted with post and beam timber frame

    Steve Stettler Four Seasons Sotheby's Int'l Realty

    3800 Weston-Andover Rd, Andover, VT 05143

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