Windsor County VT Homes for Sale

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  /13

  $1,625,000 New Construction

  • 5 Beds
  • 4 Baths
  • 3,837 Sq Ft

  7074 Robert Frost Ln Unit 7074, Hartford, VT 05001

  The Aspen at Mountain Stream — To be built by Mountain Stream at Quechee Lakes, the 3,079-square-foot Aspen offers three levels of flexible, beautifully appointed living, with a single-bay tuck-under garage and a detached two-car garage. The main level centers on a great room that combines living, dining, and kitchen areas under double-height ceilings, anchored by a fireplace and opening to a

  Richard Higgerson Higgerson & Company

  7074 Robert Frost Ln Unit 7074, Hartford, VT 05001
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  /33

  $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
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  /37

  $455,000

  • 1 Bed
  • 1 Bath
  • 824 Sq Ft

  15 Railroad Row Unit 2C1, White River Junction, VT 05001

  Make your new home or pied-à-terre one of the few industrial loft condo units in the entire upper valley, right in the heart of thriving White River Junction. Great views from your own personal rooftop deck! If you like art, great restaurants, theater, good healthy shopping options and walking to all of them, this could be your new place. In 2006, five condos were built at Railroad Row as part of

  Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

  15 Railroad Row Unit 2C1, White River Junction, VT 05001
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  $299,000

  • 2,702 Sq Ft

  41 Vt Route 103 S, Chester, VT 05143

  Here's a great opportunity to own a property on Chester's busy Main Street, Route 103 and Route 11. Situated between the Jiffy Mart and the General Dollar Store, there are many possibilities here for a commercial enterprise. Or you can use one unit for a nice business office and continue to rent the other two existing apartments. There is good road frontage for plenty of parking. Consider the

  Glenn Olney Barrett and Valley Associates Inc.

  41 Vt Route 103 S, Chester, VT 05143
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  /42

  $169,999

  • 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
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  /41

  $650,000

  • 3 Beds
  • 3.5 Baths
  • 2,129 Sq Ft

  149 Hawk Pond Rd, Plymouth, VT 05056

  This contemporary Hawk Resort home offers breathtaking open nature views from nearly every room. The main level welcomes you with a bright, open-concept living, dining, and kitchen area filled with natural light from expansive windows. The living room centers around a wood fireplace with brand-new insert, creating a warm and inviting focal point, and a convenient half bath completes this level.

  Mandolyn McIntyre Crow Real Broker LLC

  149 Hawk Pond Rd, Plymouth, VT 05056
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  /2

  $89,500

  • Land
  • 42,688 Sq Ft
  • $91,327 per Acre

  430 Jay Hill Rd, Hartford, VT 05001

  This is the place where your Vermont story begins. 0.98 wooded acres on Jay Hill Road in Quechee—not just land, but an invitation into one of New England's most thoughtful communities. What makes this different? Property ownership includes membership in the Quechee Club. That means 36 holes of championship golf across the Lakeland and Highland courses. It means Ski Quechee (13 trails, free for

  Richard Higgerson Higgerson & Company

  430 Jay Hill Rd, Hartford, VT 05001
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  /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
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  /16

  $229,000

  • 4 Beds
  • 1.5 Baths
  • 2,214 Sq Ft

  2404 Tarbell Hill Rd, Cavendish, VT 05142

  This new to the market home is a must see for location alone: 15 minutes to Okemo gets you skiing all day, or hiking and camping in the state forests. With over 2200 square feet and 3-4 bedrooms, (town has 4 bedrooms, one is accessed by 2 other bedrooms or mudroom could be a bedroom for the count of 4) there is plenty of room for everyone. The living space on the first level is incredible with a

  Christine Lewis Brattleboro Area Realty

  2404 Tarbell Hill Rd, Cavendish, VT 05142
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  /10

  $550,000

  • 4 Beds
  • 4 Baths
  • 3,200 Sq Ft

  401 Maple St, White River Junction, VT 05001

  Great investment property in an excellent location. Strong Cash Flow. Buyer can live in one apartment and rent 3 others. All apartments are generous size with good size closet in bedroom. Large full basement for storage and ample parking in the rear of the building. Close to public transportation and shopping, restaurants and downtown areas.

  Ara Cardew BHG Masiello Keene

  401 Maple St, White River Junction, VT 05001
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  /21

  $259,000 Open Sun 11AM - 1PM

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  574 Willard Rd Unit 3F, Quechee, VT 05059

  Open House Friday 5/8 4 pm to 6 pm and Sunday, 5/10 11 am - 1 pm. Welcome to Unit 3F at Quechee Hollow Condominiums, a beautifully reimagined two-bedroom residence in the heart of Quechee Lakes—Vermont’s premier four-season resort community in the Upper Valley. Thoughtfully renovated in 2021 in a striking modern European style, this light-filled end unit offers a rare blend of contemporary

  Sandy Reavill

  574 Willard Rd Unit 3F, Quechee, VT 05059
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  /8

  $250,000

  • 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
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  /31

  $545,000

  • 3 Beds
  • 3 Baths
  • 3,062 Sq Ft

  32 Plumley Ave, Ludlow, VT 05149

  This is a neat spot. Close enough to the village that you can walk to shops and restaurants but just far enough out that you enjoy the peace and quiet of a dead-end road. The house sits up from the road which means that you get to enjoy some views of Okemo. If you would rather not drive up to the mountain, you can walk to the end of the street and hop on Okemo's shuttle. Built in 1993, this home

  Betty McEnaney Diamond Realty

  32 Plumley Ave, Ludlow, VT 05149
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  /59

  $1,000,000

  • 12 Beds
  • 7 Baths
  • 3,883 Sq Ft

  299 Farrell Farm Rd, Norwich, VT 05055

  This fabulous 10-acre property, originally the site of Farrell Farm, offers a functional multi-unit setup with a strong rental history. The main residence is an 1850s antique Cape featuring six bedrooms, classic wood floors, and plenty of natural light. Attached to the house is a large barn that provides two-car garage space and a separate two-bedroom apartment, currently not rented and in need

  Rowan Carroll Coldwell Banker LIFESTYLES - Hanover

  299 Farrell Farm Rd, Norwich, VT 05055
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  $119,000

  • 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
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  $125,000

  • Land
  • 3,049 Sq Ft
  • $1,785,714 per Acre

  83 Main St, Ludlow, VT 05149

  Prime downtown location! Once home to one of the few stone houses in Ludlow. Walk to everything on Main St. The lot is in the preservation district and may be deemed unbuildable do diligence will be required to determine properties usability. Town Planners suggested a public charging station? First of it's kind in Ludlow!

  Frank Provance Diamond Realty

  83 Main St, Ludlow, VT 05149
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  $65,000

  • 1 Bed
  • 2 Baths
  • 775 Sq Ft

  264/266 Qtr I V Jackson Gore Inn, Ludlow, VT 05149

  Experience the ultimate blend of convenience and flexibility with this rare one-bedroom lockout at the prestigious Jackson Gore Inn. Offering the space and amenities of a larger suite with the strategic layout of two separate units, this property is a powerhouse for both personal retreats and rental potential.Designed to maximize every square foot, this unit comfortably sleeps 8 guests—an

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

  264/266 Qtr I V Jackson Gore Inn, Ludlow, VT 05149
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  /5

  $249,000

  • 4 Beds
  • 4 Baths
  • 2,767 Sq Ft

  3 Wall St, Springfield, VT 05156

  This property is a great source of revenue, with a good sound structure and well maintained utilities this property can serve as a great investment. Within walking distance to down town Springfield where you can find groceries, shops, restaurants and more.

  Thaddeus Abare Barrett and Valley Associates Inc.

  3 Wall St, Springfield, VT 05156
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  /42

  $1,325,000

  • 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
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  /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
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  /46

  $67,500

  • 1 Bed
  • 2 Baths
  • 1,011 Sq Ft

  714/716 QIII Jackson Gore Adams House Rd Unit 714/716 QIII, Ludlow, VT 05149

  Experience the ultimate in mountain living with this top-floor one-bedroom, two-bathroom Jackson Gore Adams House condominium on Okemo Mountain. This quartershare ownership offers you a carefree, luxury resort lifestyle with direct ski-on/ski-off access and all the amenities of Jackson Gore Village. The spacious condo comfortably sleeps eight, featuring two fixed queen beds, a queen wall bed, and

  Kevin Barnes William Raveis Real Estate Vermont Properties

  714/716 QIII Jackson Gore Adams House Rd Unit 714/716 QIII, Ludlow, VT 05149

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