Land for sale in Windsor County Vermont | Page 1 of 18 | Lands of Vermont
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Land for sale in Windsor County Vermont - Page 1 of 18

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$199,000 115.9 acres
2264 County Road, Windsor, VT 05089 - Windsor County

2264 County Road - Windsor

This is what buyers are always asking for! 115.9 +/- acres located in the beautiful country town of Windsor, VT.  Mature forests containing Sugar Maple, Red Oak and Hickory, with approximately 14 acres of pastures and wonderful views of Ascutney Mountain. Several seasonal streams and the Hubbard Brook curves into the property. Many potential places to place your dream home or cabin all accessed by town-maintained year round roads with power on the frontage.  There is an old homestead site featuring wonderful stone walls and easy access to power and potential for town sewer.  Drill a well or reconnect to the old spring located across the street. Other potential homesites may be located in one of three pastures consisting of approximately 8 a
Curtis Trousdale Preferred Properties
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$124,900 83 acres
1225 Howard Hill Road, Andover, VT 05143 - Windsor County

1225 Howard Hill Road - Andover

A wonderful opportunity to build your dream home on 83+/- acres on the well-regarded Howard Hill Rd in Andover, VT.  Parcel is predominantly mature northern hardwoods with some softwoods stands in the lower elevations. Potential for gorgeous mountain views with some clearing. The westerly side will make for an excellent private home site with a probable walk-out basement. Power is located at the road along with phone & high speed fiber internet. Majority of property (minus 10 acre building lot) is enrolled in the State’s tax reduction program called Current Use for proper timber management. Wonderful large brook down center of property and many trails throughout. Appears to be excellent hunting territory. Howard Hill Rd is a year-round,
Curtis Trousdale Preferred Properties
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$319,000 18.73 acres 3 Beds | 2 Baths | 2900 sqft
188 Fairground Heights, Springfield, VT 05156 - Windsor County

18.73 acres Springfield, VT

Home offers many upgrades including wood floors,tiles,upgraded kitchen with granite counter tops, stainless appliances, metal roof,outdoor pellet furnace ,Southern exposure ,Beautifully landscaped, views, walkout basement adds lots of extra usable space,above ground pool ,hot tub,two car garage with an additional one car garage/ shed for more storage and 18 acres of land for added privacy.
April Shepard CENTURY 21 Shepard & Flint Realty
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$69,000 0 acres
1599 Mattson, Chester, VT 05143 - Windsor County

0 acres Chester, VT

Property offers 10 + acres with an old mobile home that will need to be removed.
April Shepard CENTURY 21 Shepard & Flint Realty
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$795,000 12.8 acres 4 Beds | 5 Baths | 2 ½ Baths | 4340 sqft
1377 Pomfret Road, Pomfret, VT 05067 - Windsor County

12.8 acres Pomfret, VT

Fabulous, tastefully renovated 4 bedroom/3.5 bath cape style home with over 4,300 sqft. of finished living space. Located along the Barnard Brook with a great swimming hole and modern mechanical systems, state of the art HVAC, attached 3 car garage, storage barn with over-sized doors, and a lovely foot bridge to expansive, flat fields. Attractive modern kitchen is seeing a new quartz counter-top upgrade (not photoed yet) and there are plenty of cupboards for storage, two ovens, gas cook-top, and cute eat-in dining area for cozy intimate meals. Need more space for larger gatherings? There is a large 1st floor 24x30 Great Room option, or spread into the bright and cheery dining room, or out onto the covered farmer's porch to enjoy the summer
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$459,000 1.38 acres 4 Beds | 5 Baths | 1 ½ Bath | 2319 sqft
421 Peregrine Road, Plymouth, VT 05056 - Windsor County

1.38 acres Plymouth, VT

CUSTOM CONTEMPORARY located near the end of a dead end road. This home features an open living/dining/kitchen area with a vaulted wood ceiling and one of the homes (3) stone fireplaces that can be enjoyed from all areas, there is access out to a deck off the dining area and beautiful wood flooring throughout. There are (4) bedrooms, each with its own private bath, one with vaulted ceiling and a cedar walk-in closet,(2) stone fireplaces and extensive marble baths in (2) of the bedrooms, lower level walk outs on both sides of the home, one to a second deck area with a hot tub. In addition the property has privacy, views, southern exposure and a detached (2) car garage, all within the private four season community of Hawk Resort that offers nu
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$465,000 10.6 acres 3 Beds | 3 Baths | 3390 sqft
23 Woods Road East, Ludlow, VT 05149 - Windsor County

10.6 acres Ludlow, VT

This Farm Ridge home is situated on 10 /- acres in a prime location just minutes to the lakes and Okemo Mountain. Built by a local builder, this well-maintained 3 bedroom, 3 bathroom home is located on a quiet cul-de-sac with plenty of room to enjoy outdoor activities. This spacious, open concept home has radiant heat throughout, granite counter tops and stainless appliances. The walkout lower level offers flexibility with a guest bedroom and bath, a workout room, an office and a large game room. The master en-suite is located on the main level. There is also an attached heated over-sized two car garage. Seller is offering two Epic Ski Passes with purchase of home.
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$274,000 11.48 acres 3 Beds | 2 Baths | 1456 sqft
316 Little Pond Road, Andover, VT 05143 - Windsor County

11.48 acres Andover, VT

Private! Upgraded and Updated Retro! Solid Chalet Home! Acreage to play on! HUGE Deck off the living area with huge sliders that open the space to be all inclusive. Beautiful full sized field-stone fireplace. Close to: Downhill skiing, XC skiing, VAST Snowmobiling, Quaint Village Shopping, dining and culture (Weston Playhouse), THE Vermont Country Store, summer activities, lakes and trails! 8 mins to magic mountain, 15 mins to okemo, 20 mins to stratton, 20 mins to Bromley, 45 mins to killington, 40 min to mount snow. Upgrades include: new septic tank and piping, new heavy gauge Metal roof, professional sealing/caulk/spray foam for better insulation, new Andersen sliding doors, Vermont castings wood stove, kitchen counter tops and ap
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$299,900 10.12 acres 2 Beds | 2 Baths | 2453 sqft
977 Randall Hill Road, Springfield, VT 05156 - Windsor County

10.12 acres Springfield, VT

A country gem tucked away on 10 acres including wildlife habitat area on Commissary Brook. This exceptional cape has an oversized three car attached garage. The French doors open to a welcoming family room, leading to the formal dining room. It's windows and comfortable deck overlook the massive pond and enjoy mountain views. The tastefully renovated kitchen boasts natural light from the skylight, warm cabinetry that is highlighted by stone counters with an undermount copper sink. The gas cook stove is perfect for all levels of cookery -making this country style kitchen a place for families to gather close to the action! The open concept living room and the common area lead out to the farmers porch. The main level also enjoys a great offic
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$675,000 12.02 acres 3 Beds | 4 Baths | 3895 sqft
169 Landgrove Road, Weston, VT 05161 - Windsor County

12.02 acres Weston, VT

Located equidistant to skiing at Stratton and Okemo (and Bromley and Magic ski areas are even closer!), this marvelous light-filled contemporary sits on 12 acres and is surrounded by elegant birch trees, a wide level lawn and sunny meadow, beautiful flower gardens and views in every direction. The house was completely renovated and doubled in size in 1999/2000 with an eye towards creating comfortable, spacious living areas and embracing rich architectural details. Whether you are gathering in front of the stone fireplace in the Great Room, having an intimate evening in the formal dining room, in the den working from home or working out in the family room . . . you will find a space for every need. A short walk across the meadow will take yo
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$389,000 49.5 acres 2 Beds | 2 Baths | 1470 sqft
1296 Quechee Hartland Road, Hartford, VT 05001 - Windsor County

49.5 acres Hartford, VT

Location and site are a rare fine!. Beautiful 49.5 acres of flat open land that looks over the OttauQuechee River Valley. One side of the land abuts the State Park land that leads to the river. This unique property has 2 residences a three Bedroom home and a Two bedroom cottage. The homes could be renovated or you could build your dream house on this wounder property.
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$899,000 36.6 acres 4 Beds | 5 Baths | 1 ½ Bath | 4606 sqft
25 Hartwood Way, Hartland, VT 05048 - Windsor County

36.6 acres Hartland, VT

Shepherd's Hill Farm is a custom, modern Farmhouse on over 36 pastoral acres overlooking the Ottauquechee River. Ideally located in the charming residential hamlet of Taftsville, this property is within walking distance of the post office, historical Taftsville General Store, and one of the oldest and longest covered bridges in Vermont. Gorgeous grounds including the beautifully nestled swimming pond, English cut-flower gardens, apple orchard, and distant views of the river. This complete country retreat also includes a two-story livestock or horse barn, detached artist studio, caretaker's quarters, and various outbuildings including both a two-car garage and four-bay equipment garage. The four-bedroom home offers a flowing floor plan and a
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$925,000 6.28 acres 4 Beds | 4 Baths | 1 ½ Bath | 4282 sqft
1040 Dunham Hill Road, Woodstock, VT 05091 - Windsor County

6.28 acres Woodstock, VT

Price Reduction! Incredible, breath-taking views of Killington and the Green Mountains from every room in this home. Every detail of this custom built Post and Beam masterpiece was carefully thought through by the owner/builder, a timber frame master craftsman. With an open floor plan, the main level of this magnificent home has a fabulous well equipped chef's kitchen with energy efficient appliances, plenty of cupboards for storage, a lovely dining space, and an expansive Great Room with field stone fireplace and soaring cathedral ceilings. The first floor master bedroom suite has spectacular views from its own private deck, cathedral ceilings, and master bath with walk-in shower, soaking tub, and double sinks. Two large second floor bedro
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$399,995 35 acres 5 Beds | 3 Baths | 1 ½ Bath | 3366 sqft
123 Holden Hill Road, Weston, VT 05161 - Windsor County

35 acres Weston, VT

Crossing the threshold of this 1800's Vermont Farmhouse one can instantly feel the history of this home when times were harder, but life was simpler. A time when dad could be found outside herding the cattle, mom would be out in the garden or stitching a sock, grandmom would be baking an apple crisp, and the children would be playing a game of hide-and-seek in the hayloft. This former dairy farm with expanded ridgeline views highlights 35 captivating acres with hay fields, stonewalls, woods, and an ambiance of pure peacefulness. The property has an active spring and a drilled well, a recent survey, 200 amp electrical service for the barn, and has the potential for an in-law apartment. Within 20 minutes to Manchester, Stratton Mountain, and
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$109,900 1 acres
409 River Street Road, Springfield, VT 05156 - Windsor County

1 acres Springfield, VT

900 Square feet of commercial building on 1 acre in the general business zone Located on a busy state road with good visibility & long stopping site distances & frontage on two roads. Solid one story building in good condition & is ready for a new enterprise. Current owner has made several improvements inside & out side. Tiny pond with retaining wall with patio for summertime fun. If you want to start a new business & don't have a million bucks & have the urge to get started, you might want to check this property out.
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$219,000 1.05 acres 4 Beds | 1 Bath | 2320 sqft
30 Depot Street, Hartland, VT 05048 - Windsor County

1.05 acres Hartland, VT

This 1800 Farmhouse has kept much of its original characteristic, wide pine floors, VT castings wood burning stove, exposed beams. Great eat in kitchen with wood burning stove and formal dinning room. Then 4 bedrooms on second floor and large communal living room. Convenient location to Hartland Elementary, DHMC and Upper Valley.
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$749,000 5.21 acres 4 Beds | 4 Baths | 1 ½ Bath | 3349 sqft
492 Westerdale Road, Woodstock, VT 05091 - Windsor County

5.21 acres Woodstock, VT

This exciting property offers 4 bedrooms, 3.5 baths, and is a scant 3 miles to Woodstock village and minutes to skiing. There is a two-stall horse barn with fenced pasture on this 5.2 acre level lot with power, water, and insulated tack room abutting riding/walking trails. This home features easy transitions between indoor and outdoor spaces and is perfect for entertaining: a screened lounge, country porch, patios and decks surround an in-ground pool. Professional landscaping has maintained the mature perennial beds. The spacious master bedroom takes full advantage of the beautiful pastoral view and has a Jacuzzi tub and walk-in closet. The generous, yet cozy, family room has a fireplace, pine floors and natural light from the many windows.
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$1,295,000 2.61 acres 6 Beds | 7 Baths | 1 ½ Bath | 4500 sqft
798 Thomas Hill Road, Woodstock, VT 05091 - Windsor County

2.61 acres Woodstock, VT

A classic Vermont cape and guest barn sit attractively on a country road just minutes from downtown Woodstock abutting King Farm and Mount Tom National Park. The house features 4 en-suite bedrooms, an eat-in kitchen, family, living, and dining rooms, two gas fireplaces, a classic screened in covered porch, beautiful stone terrace area and a beautifully landscaped private yard. The guesthouse features it's own garage and 2 bedrooms with two baths. The living area with gas fire place and kitchen are extraordinary and are perfect for entertaining. The guest barn also has an attached summer porch as well as large stone patio area which are both nicely landscaped.
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$249,000 1.09 acres 3 Beds | 2 Baths | 2312 sqft
1031 Chateauguay Road, Bridgewater, VT 05034 - Windsor County

1.09 acres Bridgewater, VT

Beautiful Log Home overlooking the North Branch of the Ottaquechee River right at the entrance to the famed Chateauguay Wilderness! This 1.09 acre property includes a cascading stream with footbridge, plenty of outdoor and indoor living space with all the coziness of log cabin living! Three car garage, wood burning fireplace, outdoor hot tub, AND a brand new roof. Only 7 minutes to Long Trail Brewery, 15 minutes to Skyeship Base Lodge at Killington Resort and close to the VAST trail system. Perfect for those who want to get away from it all but with all the conveniences of being close to the excitement. Excellent rental history.
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$400,000 7.3 acres 3 Baths | 2 ½ Baths | 4026 sqft
1379 Dairy Hill Road, Royalton, VT 05068 - Windsor County

7.3 acres Royalton, VT

Incredible Timber Frame structure offering many possibilities.
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$119,000 1 acres 3 Beds | 1 Bath | 1425 sqft
1156 Connecticut River Road, Springfield, VT 05156 - Windsor County

1 acres Springfield, VT

PRICE REDUCED ! Easy to get to country location for this compact split entry ranch home,with 3 bedrooms & a bath. In-ground 14' x 28' pool, deck & patio out back makes for a pleasant place to have fun. The 14 'x 20'shed is there too for the toys and eguipment. Come take a look.
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$565,000 2.29 acres 4 Beds | 4 Baths | 1 ½ Bath | 4472 sqft
101 East Fisher Road Road, Hartford, VT 05059 - Windsor County

2.29 acres Hartford, VT

Privately located on a double lot in the much sought after Quechee Lakes area, this stunning contemporary is one of a kind!! When first entering the sunny interior you will be taken by the 20' ceilings and large windows filling the home with light. Enjoy your mornings in the well designed kitchen with granite counter tops, a built in Miele coffee system, and Meile steamer. A corner fireplace in the living room provides atmosphere on a chilly evening, along with a in-house sound system for those relaxing dinners with friends. If formal dining is on your calendar, a dining room with cathedral ceilings fits the bill, along with a spacious wine closet on the first floor!! If an evening alone is what you desire, a cozy library on the first floo
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$229,000 0.88 acres 4 Beds | 2 Baths | 2030 sqft
3663 Cox District Road, Woodstock, VT 05091 - Windsor County

0.88 acres Woodstock, VT

Charming 1898 4 Bedroom Cape located conveniently in West Woodstock, 1.5 miles from Woodstock Village. Walking distance to the Woodstock Union Middle/High School. First time on the market for more than 60 years! Wonderful maple hardwood flooring throughout. Attached post and beam barn and work shop plus functional sheds. Lovely level yard with fruit trees and large garden space. This gracious home is ready for the next generation! Plenty of space for friends and family! Come put your special touches on this historic gem.
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$890,000 53 acres 4 Beds | 4 Baths | 1 ½ Bath | 4191 sqft
160 Duling Road, Brownsville, VT 05037 - Windsor County

53 acres Brownsville, VT

Just minutes from downtown Woodstock, 53 acres of beautiful land, 13 acres of mown fields and 40 acres of managed woodland laced with 2.5 miles of manicured trails, and a pond. 3 bedroom 3 bath Cape with Ell plus a 1 bedroom / 1 bath attached guest suite with kitchenette and separate entrance. 4200 sq ft in total. Maple floors, updated kitchen with 48 Wolf range, 9 ceilings, spacious living room with fireplace. Full basement and attached 2 car garage. Superb private setting off a dead end dirt road in a neighborhood comprised of some of the Woodstock areas most valuable estates, with direct access to GMHAs renowned horse trail network. Fiber optic internet through EC Fiber. Owner is a VT real estate broker.
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$400,000 1 acres 3 Beds | 3 Baths | 3296 sqft
126 High Street, Cavendish, VT 05142 - Windsor County

1 acres Cavendish, VT

Own a piece of Cavendish history at 126 High Street! This outstanding Gothic Revival Stone home was constructed by a local carpenter, Lucius Page. Mr. Page is well known for his designs of Historic Glimmerstone Mansions, and this is one of the few properties in the area built from local glimmerstone-mica schist. Nicely updated kitchen and bathrooms along with spacious rooms, beautiful woodwork and wide board pine flooring are a few of the wonderful features. Enjoy a long day on the slopes and then come home to relax in front of the grand fireplace or soak outside in the hot tub located on private patio. The two-car garage will keep your cars warm and clear during the snowy months. Enjoy the spacious yard all year long! Seller recently in
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$419,000 1.2 acres 4 Beds | 4 Baths | 3242 sqft
48 Overview Drive, Ludlow, VT 05149 - Windsor County

1.2 acres Ludlow, VT

An exceptional view and a short healthy walk to the lift distinguish this contemporary, saltbox, cedar home. Enter up the covered walkway into your beautiful retreat and relax in front of the floor-to-ceiling stone fireplace after a day on the slopes. Take in the framed view of Mount Ascutney from the sunk-in living space or sun room, and enjoy exceptional sunrises. The roomy custom oak kitchen with new granite counters will suit the chef in you, and is open to the dining area for easy service. Upstairs you'll find the spacious master suite (with plenty of closet space, and full bath with new vanity top and a fresh coat of paint) as well as another large bedroom with en suite bath. The lower level boasts a huge finished living space which
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$649,000 0.67 acres 4 Beds | 3 Baths | 3084 sqft
14 Prospect Street, Woodstock, VT 05091 - Windsor County

0.67 acres Woodstock, VT

PRICE REDUCTION! This wonderfully cared for and remodeled 1880s cape is just five houses from the Town Hall theater in the Village! It has wide pine board flooring, selected radiant heat, a lovely and spacious open floor plan, with four bedrooms and three full bathrooms throughout 3,100 sq. feet of exceptional living space. Looking for a Vermont escape and a roaring fireplace in the central kitchen on a snowy winter evening? A country dining room, private living room with another fireplace, and bonus family/den provide plenty of opportunities for entertaining family & friends. This home has full modern amenities while maintaining its historic beauty and charm! A well respected local builder has given the home a serious upgrade, and the prop
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$299,000 3.5 acres 2 Beds | 2 Baths | 2312 sqft
688 Coaching Lane, Brownsville, VT 05037 - Windsor County

3.5 acres Brownsville, VT

Well built home on 3.5 private acres abutting the West Windsor Town Forest and Mt. Ascutney. Excellent light. Open kitchen dining area. Bedrooms are large with ample storage. The walk out basement has 440 sq. ft finished. Used as an office now but could be a guest room, rec room etc. There is a 1 bay garage under currently used for a woodworking shop. Many other uses are possible. An attractive 30x26 detached garage has room for 3 vehicles plus equipment & toys. Storage up. Views over rolling meadows. Wildlife pond. Tree fort. All located 'on the trails' at the end of Mile Long Field. Endless hiking ,biking and outdoor recreation await. Protective covenants
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$149,900 0.75 acres 4 Beds | 3 Baths | 2250 sqft
26 Craigue Hill Road, Springfield, VT 05156 - Windsor County

0.75 acres Springfield, VT

Ready to move into 3 or 4 bedrooms, 3 full baths, open concept living room, dining room & kitchen, all clean, sharp & nicely appointed. Some other features are soft close drawers, new roof shingles,deck off the master bedroom & is fully insulated and has a new boiler. In town lot with a yard for play or gardening. Easy to maintain, ready for a new family to move in & enjoy. Shared driveway with one other home. Priced reasonable & well below town assessment. Come take a look, invest & get a great buy on a comfortable home.
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$599,000 28.6 acres 4 Beds | 3 Baths | 1 ½ Bath | 2721 sqft
2595 Flamstead Road, Chester, VT 05143 - Windsor County

28.6 acres Chester, VT

Highland Ponds Country Estate Living. While maintaining historical charm and traditional New England architecture, this four bedroom, 1820 brick cape has received updates designed for modern living and entertaining. Dutch-tiled fireplace and built-in shelves in the library, classic windows, wood floors and formal dining room showcase original character. Entertaining options abound in the living room with wood stove, sun room and adjacent patio with hot tub. Lovely views of Okemo from the 28 peaceful acres of stone wall-lined pastures, ponds, woodlands and berry gardens. Several outbuildings complete the estate. The artists studio has an attached 2 car garage, while the cozy guest cottage offers open living, kitchenette, dining room, u