Windsor County VT Homes for Sale with Acreage

• 

  

  

  /20

  $290,000

  $10K PRICE DROP

  • Land
  • 75 Acres
  • $3,867 per Acre

  1175 Quarry Rd, Chester, VT 05143

  Discover the true meaning of "getting away from it all" at 1175 Quarry Road. This expansive 75 acre parcel is tucked away a full mile up a quiet, dead end dirt road in the desirable town of Chester. Mostly wooded with rising topography.It’s an ideal canvas for a private homestead, a hunting camp, or a seasonal getaway. You get the peace of a dead end road with the convenience of being near

  Jessica Samples BHG Masiello Keene

  1175 Quarry Rd, Chester, VT 05143
• 

  

  

  /40

  $499,500

  • 3 Beds
  • 2 Baths
  • 1,827 Sq Ft

  111 E Gilson Ave, White River Junction, VT 05001

  This is the type of property that doesn't come around very often! It is set on 2.5 private acres at the end of the road, abutting Vermont State Forest land. That said, it has terrific walkability to stores, Simon Pearce, the elementary school, Lake Pinneo, nearby hiking trails and Quechee Gorge. It's an easy drive to skiing, shopping in West Lebanon and hospitals. The land features level sunny

  Mary Paino Coldwell Banker LIFESTYLES - Quechee

  111 E Gilson Ave, White River Junction, VT 05001
• 

  

  

  /41

  $5,150,000

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

  3800 Weston-Andover Rd, Andover, VT 05143

  Escape to Moosewalk Lane. This ultimate family compound is a fully furnished and equipped rural retreat in Andover, Vermont. Set on 384 acres rising to 2,200 feet, the tract blends seclusion and timeless craftsmanship, with miles of private trails for winter sports, horseback riding and recreational vehicles, all threading through open meadows, historic stone walls, and woodlands, with direct

  Steve Stettler Four Seasons Sotheby's Int'l Realty

  3800 Weston-Andover Rd, Andover, VT 05143
• 

  

  

  /8

  $275,000

  • Land
  • 1.95 Acres
  • $141,026 per Acre

  3186 South Rd, Woodstock, VT 05091

  1.95 Acre lot minutes from Woodstock Village, South Woodstock, and Green Mountain Horse Association. Kidder Brook runs along the North property boundary, and a sunny lawn area has multiple small gardens. There is a large clearing, and a well-cared for 1973 mobile home on a concrete slab on the property. This lot has tremendous potential in a fantastic location. House is being sold As-is.

  Andrew Hubbell Vermont Real Estate Company

  3186 South Rd, Woodstock, VT 05091
• 

  

  

  /21

  $199,000

  $100K PRICE DROP

  • Land
  • 8.1 Acres
  • $24,568 per Acre

  0 Fay Ln Unit 7226 and 7227, Hartford, VT 05059

  Discover the serene beauty of Vermont from this expansive 8.1-acre parcel along Fay Lane! The lot is located in the esteemed Quechee Lakes Landowners Association (QLLA). Quechee Lakes is a private, full-amenity resort with two championship golf courses, a private lake and beach, tennis and pickleball, indoor/outdoor pools, a fitness center, and a racquet sport complex. In winter, enjoy downhill

  Brooks Reavill

  0 Fay Ln Unit 7226 and 7227, Hartford, VT 05059
• 

  /2

  $269,000

  • Land
  • 13.9 Acres
  • $19,353 per Acre

  1 Barbara Lee Ln, Norwich, VT 05055

  Tucked off a quiet country lane in desirable Norwich, this 13.9 acre parcel offers a beautiful blend of privacy, convenience, and thoughtfully advanced planning. Just 10 minutes to center village and Dan & Whit’s, the land features a mostly level, roughed-in driveway approach and a peaceful setting ideal for a serene Vermont lifestyle. EC Fiber is available at the road for modern connectivity. A

  Kris Lippi Get Listed Realty

  1 Barbara Lee Ln, Norwich, VT 05055
• 

  

  /20

  $250,000

  • Land
  • 28.5 Acres
  • $8,772 per Acre

  00 Chapel Hill Rd, Sharon, VT 05065

  Located on a class IV road, right after the end of the publicly maintained section of Chapel Hill Road, this 28.5 acre parcel has potential for a camp, off-grid home, or as a recreational getaway. Extensive work has been done to the road leading to the lot including widening the road and adding culverts and the Seller has roughed in a driveway (Buyer would need to obtain a driveway permit prior

  Tami Sullivan Snyder Donegan Real Estate Group

  00 Chapel Hill Rd, Sharon, VT 05065
• 

  

  /50

  $1,245,000

  $55K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,971 Sq Ft

  42 Deerfield Dr, Ludlow, VT 05149

  Perched on South Hill with sweeping views of Okemo Mountain, this thoughtfully built home captures everything you want in a Vermont mountain retreat—comfort, quality, and a setting that’s hard to beat. Just minutes from the slopes, downtown Ludlow shopping, and dining, it offers the perfect balance of country feel and everyday convenience. Inside, the layout is open and inviting, designed for

  Kevin Barnes William Raveis Real Estate Vermont Properties

  42 Deerfield Dr, Ludlow, VT 05149
• 

  

  /22

  $399,000

  • 1 Bed
  • 1 Bath
  • 536 Sq Ft

  1190 Long Hill Rd, Woodstock, VT 05071

  Tucked away on 11.58 private acres in the heart of South Woodstock, this peaceful Vermont retreat offers simplicity, seclusion, and endless potential. Located along scenic Long Hill Road — surrounded by rolling countryside, woodland trails, and some of the area’s most distinguished estates — the property features a cozy 1-bedroom, 1-bath home with an open, efficient layout designed for quiet

  Tara Reeves Vermont Real Estate Company

  1190 Long Hill Rd, Woodstock, VT 05071
• 

  

  /26

  $479,000

  $16K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 2,091 Sq Ft

  85 Townhouse Way Unit 14, Woodstock, VT 05091

  Fully furnished condo nestled in a small quiet community just 5 minutes from "Historic Woodstock". Super location! This unit is in very good condition- first floor comprised of a den//bedroom with pocket doors for added privacy and an adjacent 3/4 bath. Spacious living room anchored by a newer propane fireplace to curl up with a book on a cold winter day. A couple of steps down takes you into a

  Gretchjen Smith Williamson Group Sothebys Intl. Realty

  85 Townhouse Way Unit 14, Woodstock, VT 05091
• 

  

  /35

  $380,000

  • Land
  • 24.5 Acres
  • $15,510 per Acre

  1992 Andover Ridge Rd, Andover, VT 05143

  Perched at the top of Andover Ridge Road, this exceptional Vermont building lot offers breathtaking 180-degree panoramic long-range views stretching across rolling mountain ranges and endless Green Mountain scenery. With a newly constructed driveway already in place and a state wastewater permit secured and the system installed, this property is well positioned for your future dream home or

  Claudia Harris Mary Mitchell Miller Real Estate

  1992 Andover Ridge Rd, Andover, VT 05143
• 

  

  /43

  $1,200,000

  • 3 Beds
  • 2.5 Baths
  • 2,771 Sq Ft

  348 Fort Defiance Hill, Bethel, VT 05032

  You immediately become aware of the very special nature of this property the moment you turn onto the tree-lined driveway winding to the top of a mild grade where the home is perfectly sited. The barn garage section was built in 2010 and the main residence was added in 2019. The many features of this house make it a perfect primary residence or a welcoming vacation retreat. Open format

  Stan Butler Four Seasons Sotheby's Int'l Realty

  348 Fort Defiance Hill, Bethel, VT 05032
• 

  

  /60

  $800,000

  • 7 Beds
  • 4.5 Baths
  • 4,733 Sq Ft

  107 Baker Rd, Springfield, VT 05156

  Welcome to this spacious and beautifully expanded Gambrel-style home, nestled on a breathtaking 9.55-acre property with sweeping mountain views in the heart of Springfield, Vermont. Combining classic New England charm with thoughtful modern upgrades, this property is more than just a home; it's a vibrant lifestyle. The main house, built in 1955, was thoughtfully enhanced with a large addition in

  Jeremy Collins Ridgeline Real Estate

  107 Baker Rd, Springfield, VT 05156
• 

  

  /8

  $250,000

  $50K PRICE DROP

  • Land
  • 22.9 Acres
  • $10,917 per Acre

  00 Howe Hill Rd, Sharon, VT 05065

  Build Your Vermont Dream in Sharon. Nestled along scenic Howe Hill Road, these two building parcels offer the perfect mix of convenience, privacy, and possibility. The lower 15.4 acre parcel has three-bedroom waste water permit and direct access from a small clearing off Howe Hill Road. The upper 7.5 acre parcel has spectacular mountain view potential with five-bedroom waste water permit.

  Joanne Kent Four Seasons Sotheby's Int'l Realty

  00 Howe Hill Rd, Sharon, VT 05065
• 

  

  /35

  $1,800,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,718 Sq Ft

  245 Turnpike Rd, Sharon, VT 05065

  At the end of a private road, 72 acres of woodland and meadow create a peaceful setting with sweeping views across the Connecticut River Valley to the mountains of New Hampshire. From the summit ridges of the Franconia Range, the panorama unfolds for miles. By day, the landscape shifts with the changing light and seasons; by night, the stars emerge in remarkable clarity. Completed in 2022, the

  Amy Donohue LandVest, Inc/Woodstock

  245 Turnpike Rd, Sharon, VT 05065
• 

  

  /21

  $79,000

  • 1 Bed
  • 192 Sq Ft

  324 Sunrise Rd, Bethel, VT 05032

  Located just minutes to I89 exit 3 yet off the path into the woods is this primitive camp on 10.06 acres to be developed or used as a recreational getaway. Car ready on good gravel roadway right to the property. Deed provides for septic on adjacent lot if a state approved system can be found. Access VAST trails directly or hunt right from your door. Sold As Is with furnishings and two generators

  Patricia Harvey Xsell Realty LLC

  324 Sunrise Rd, Bethel, VT 05032
• 

  

  /46

  $965,000

  • 3 Beds
  • 2.5 Baths
  • 2,638 Sq Ft

  358 Cowdrey Path, South Woodstock, VT 05071

  This beautifully renovated, truly move-in-ready home has been thoughtfully updated throughout — including a brand-new kitchen, refreshed flooring, modernized bathrooms, fresh interior paint, a new garage door, an automatic full-house generator, and more. The property is offered FULLY TURNKEY, with nearly all furniture and furnishings conveying with the sale (artwork excluded). Privately sited in

  John Snyder Snyder Donegan Real Estate Group

  358 Cowdrey Path, South Woodstock, VT 05071
• 

  

  /52

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft

  366 Crimson Hawk Rd Unit S1-24, Plymouth, VT 05056

  Tucked within the Hawk community, this charming mountain retreat offers the perfect blend of privacy, recreation, and convenience. Set within a private 1.09-acre wooded lot, owners are also able to enjoy access to Hawk's common land with room to explore, including trails ideal for snowshoeing, hiking, and cross-country skiing. Perfectly positioned between Killington and Okemo Mountain, and just

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  366 Crimson Hawk Rd Unit S1-24, Plymouth, VT 05056
• 

  

  /6

  $119,000

  $40K PRICE DROP

  • Land
  • 10.66 Acres
  • $11,163 per Acre

  00 Norrie Davies Rd, Cavendish, VT 05142

  This property is in two parcels, see survey. The 5.82 acre parcel with the pond sets between Tarbell Hill Rd and Norrie Davies Rd. The 4.84 acre building lot parcel is directly across and is entirely on Norrie Davies Rd. The building lot is wooded with 1200+ feet of road frontage and has a state permit for a 4 bedroom septic system. The lovely pond offer a pleasant place to relax and enjoy.

  Frank Ellison Ellison Real Estate, Inc.

  00 Norrie Davies Rd, Cavendish, VT 05142
• 

  

  /10

  $115,000

  • Land
  • 2.58 Acres
  • $44,574 per Acre

  Lot 30 Cedar, Ludlow, VT 05149

  End of cul de sac 2.5 +/- acre lot on town sewer in well established neighborhood. Rare building lot opportunity on town sewer with close proximity to Okemo, the lakes region, golf, and village amenities.

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

  Lot 30 Cedar, Ludlow, VT 05149
• 

  

  /40

  $450,000

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  1317 S Hill Rd, Ludlow, VT 05149

  Private, yet accessible location on South Hill. These are hard to come by! Nicely set back from the road is this two-story contemporary with room for family and guests. Nice lawn area as well as wooded acreage. You will enjoy your peace and quiet as you sit out on your covered porch with a cup of coffee or a cocktail! Enter into a small mudroom and you have a half flight of stairs going either up

  Betty McEnaney Diamond Realty

  1317 S Hill Rd, Ludlow, VT 05149
• 

  

  /41

  $785,000

  $30K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,284 Sq Ft

  2605 Cox District Rd, Woodstock, VT 05091

  This lovely four-bedroom, 2.5-bath cape features a two-car attached garage and a separate 700+/- sq. ft. one-bedroom apartment. The property also includes a separate outbuilding ideal for a workshop or additional storage. The primary living space boasts a modern kitchen with updated cabinetry, granite countertops, and cherry floors. The open-concept family and dining rooms flow into a bright

  Bonnie Bergeron Snyder Donegan Real Estate Group

  2605 Cox District Rd, Woodstock, VT 05091
• 

  

  /46

  $1,195,000

  $130K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,913 Sq Ft

  177 Old Tavern Rd, Weston, VT 05161

  Renovated in 2024, this timber frame sits on 5.75 pastural acres. This property offers sunrise views, beautiful sun all day and a peaceful setting with pond on a quiet country road. The house has 3 bedrooms, 3 full baths, and an office. Wide plank original pine floors, open timber frame concept and all new baths with heated floors. Custom white oak cabinets in the kitchen and baths, with

  Jessica Marullo TPW Real Estate

  177 Old Tavern Rd, Weston, VT 05161
• 

  

  /20

  $405,000

  • 576 Sq Ft

  126 Red Bridge Rd, Ludlow, VT 05149

  Welcome to the ULTIMATE Summer Camp! With 430 feet of shoreline access where you'll have a gateway way to the lakes. From your frontage you have direct access to the Red Bridge Spillway with easy swimming access to Lake Rescue or portage over your canoe, kayak or paddle board. The flat yard and wooded buffer from the road gives this property the feel of a private Idaho. Enjoy endless summer days

  Frank Provance Diamond Realty

  126 Red Bridge Rd, Ludlow, VT 05149

Showing Results 281 - 304, Page 8 of 8