Modern & Contemporary Homes for Sale in Windsor County VT

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  $675,000

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  518 Baltimore Rd, Chester, VT 05143

  Nestled on 10 picturesque rolling acres, just minutes from Chester Village Green and Okemo Mountain Resort, this beautiful country home offers the perfect blend of charm, comfort, and convenience. The property features established gardens, apple trees, blueberry bushes, and a stone patio—ideal for relaxing or entertaining.Inside, you’ll find two levels of well-designed living space. The

  Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

  518 Baltimore Rd, Chester, VT 05143
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  /28

  $3,300,000

  • 3 Beds
  • 4.5 Baths
  • 3,682 Sq Ft

  249 Sawyer Rd, Woodstock, VT 05091

  Located in Woodstock, Vermont just one mile from the village green, the Alta House offers a rich quality of life filled with poolside sunsets, mountain vistas, proximity to town, and access to endless outdoor recreation opportunities. Enjoy the convenience of living close to the shops, cafes, and restaurants of Woodstock, while being tucked away in your own world above. The 3-bedroom primary

  Andrew Bustin LandVest, Inc/Woodstock

  249 Sawyer Rd, Woodstock, VT 05091
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  /14

  $1,560,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,120 Sq Ft

  4070 Tichnor Rd Unit 4070, Hartford, VT 05001

  The Thistle at Mountain Stream — To be built by Mountain Stream at Quechee Lakes, the Thistle offers 3,120 square feet of contemporary living across two levels, paired with a single-bay tuck-under garage, separate heated storage with optional rec-room conversion, and a detached two-car garage. A long, low silhouette under a sweeping shed roof, vertical board-and-batten siding, and a dramatic

  Richard Higgerson Higgerson & Company

  4070 Tichnor Rd Unit 4070, Hartford, VT 05001
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  /60

  $900,000

  • 5 Beds
  • 3 Baths
  • 3,278 Sq Ft

  114 Mountain View Dr, Ludlow, VT 05149

  A Peaceful Haven on Okemo Mountain. Tucked away at the end of a private road, this sophisticated five-bedroom retreat offers the perfect balance of mountain luxury and quiet seclusion. The heart of the home is a gorgeous great room featuring soaring ceilings, warm hardwood floors, and a majestic masonry fireplace. The open-concept design flows seamlessly into the kitchen and dining areas, making

  Katherine Burns William Raveis Real Estate Vermont Properties

  114 Mountain View Dr, Ludlow, VT 05149
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  /40

  $795,000

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  28 Fowler Rd Unit N103, Ludlow, VT 05149

  Winterplace at Okemo Mountain Resort! Welcome to Unit N103, a beautifully appointed first-floor condominium offering the perfect balance of comfort, convenience, and alpine charm. With 3 spacious bedrooms and 2 bathrooms, this residence features a bright, open-concept layout designed for effortless entertaining and relaxing after a day on the slopes. Enjoy true slopeside access with direct entry

  Katherine Burns William Raveis Real Estate Vermont Properties

  28 Fowler Rd Unit N103, Ludlow, VT 05149
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  $835,000

  • 4 Beds
  • 2.5 Baths
  • 1,842 Sq Ft

  233 Okemo Trailside Extension Unit 45A, Ludlow, VT 05149

  Trailside on Okemo Mountain. Experience mountain living at its finest in this spacious 4-bedroom, 3-bathroom condo on Okemo Mountain, perfectly positioned at the top of the complex with enormous easterly views toward Ascutney Mountain. The entire unit has been completely renovated, including sliders and windows! Enter through a welcoming mudroom—ideal for ski gear and all four seasons—before

  Joseph Karl William Raveis Real Estate Vermont Properties

  233 Okemo Trailside Extension Unit 45A, Ludlow, VT 05149
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  /34

  $264,900

  • 2 Beds
  • 1.5 Baths
  • 1,063 Sq Ft

  1299 Quechee Main St Unit 1B, Hartford, VT 05001

  Charming, warm, and ideally located, this two-bedroom, one and one-half-bath Mill Run condominium offers simple Quechee living.This property has been impeccably maintained and thoughtfully refreshed with an emphasis on style and function. The inviting living area features vaulted ceilings, an open layout, a new Hearthstone woodstove and sliding glass doors that open to elevated views

  Derek Cosentino Four Seasons Sotheby's Int'l Realty

  1299 Quechee Main St Unit 1B, Hartford, VT 05001
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  /58

  $390,000

  • 4 Beds
  • 3 Baths
  • 1,976 Sq Ft

  198 Depot St, Cavendish, VT 05153

  Welcome to this charming home nestled in a small neighborhood along the scenic Black River in Cavendish, Vermont. This inviting property combines classic Vermont character with versatile living spaces, all within walking distance of the town green, shops, restaurants, and more. Step inside through the mudroom. The kitchen offers a warm, welcoming space with a sunny dining area perfect for morning

  Katherine Burns William Raveis Real Estate Vermont Properties

  198 Depot St, Cavendish, VT 05153
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  /47

  $749,000

  • 4 Beds
  • 2.5 Baths
  • 1,844 Sq Ft

  36 Lower IV Unit 48B, Ludlow, VT 05149

  This popular Sachem floor plan at the Okemo Trailside community is ready for new owners. Four bedrooms and two and a half baths across three levels, with a very recent remodel. It features a light, bright open floor plan, a beautifully updated kitchen with plenty of counter space and new appliances, a breakfast bar, a dining area with sliders off the deck, and a living room with a cathedral

  Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

  36 Lower IV Unit 48B, Ludlow, VT 05149
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  /52

  $589,000

  • 2 Beds
  • 2.5 Baths
  • 2,017 Sq Ft

  14 Sterling Springs Dr, White River Junction, VT 05001

  A prize location situated at the top of Sterling Springs Drive with views to the hills. This light filled home has an open floor plan allowing for creative use of spaces. Many features include a generous sized primary bedroom with two walk-in closets, and a recently renovated ensuite bathroom. New flooring was added in a section of the main level. The second floor provides a bedroom and full

  Berna Rexford Four Seasons Sotheby's Int'l Realty

  14 Sterling Springs Dr, White River Junction, VT 05001
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  /22

  $1,490,950 Open Sun 12PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 2,709 Sq Ft

  399 Bentley Rd Unit 7-5440, Hartford, VT 05059

  The Evergreen at Mountain Stream — Currently under construction at 399 Bentley Road, the Evergreen offers 2,709 square feet of contemporary living across two finished levels, paired with a detached two-car garage. A long, low silhouette under a standing-seam metal roof, composite board-and-batten siding, and a dramatic central chimney give the home a distinctly modern presence — clean

  Richard Higgerson Higgerson & Company

  399 Bentley Rd Unit 7-5440, Hartford, VT 05059
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  /50

  $100,000

  • 2 Beds
  • 3 Baths
  • 1,367 Sq Ft

  606/608 QII Jackson Gore Adams House Unit 606/608 QII, Ludlow, VT 05149

  Jackson Gore Village at Okemo Mountain Resort - Welcome to the Adams House at Jackson Gore, where mountainside living meets year-round adventure. This spacious, well-appointed condominium offers comfort and convenience in one of Okemo’s most sought-after slopeside communities. Step inside to find a generous open-concept living space with a cozy gas fireplace, ideal for relaxing after a day on the

  Katherine Burns William Raveis Real Estate Vermont Properties

  606/608 QII Jackson Gore Adams House Unit 606/608 QII, Ludlow, VT 05149
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  /60

  $3,250,000

  • 5 Beds
  • 6.5 Baths
  • 5,728 Sq Ft

  191 Moon Shadow Dr Unit M19, Ludlow, VT 05149

  Solitude home at the top of the hill awaits! Solitude on Okemo Mountain, where this exceptional five-bedroom home captures the ultimate ski location, breathtaking long-range views, and unparalleled privacy. Perfectly positioned to embrace the beauty of the surrounding mountains, this residence offers a rare opportunity to enjoy true slope-side living in one of Vermont’s most sought-after resort

  Katherine Burns William Raveis Real Estate Vermont Properties

  191 Moon Shadow Dr Unit M19, Ludlow, VT 05149
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  /16

  $70,000

  • 1 Bed
  • 2 Baths
  • 775 Sq Ft

  434 Qtr. I Jackson Gore Inn, Ludlow, VT 05149

  Jackson Gore Inn, Unit 434 Q I. Quarter Ownership. This top floor residence has beautiful valley facing views. Unit B Features: one bedroom with king bed, queen sleep sofa and queen wall bed, full kitchen, jetted tub, fireplace, entertainment center. This unit sleeps six and includes 1 locker for year round use. Other features include a large master bath offering his and her sinks, gas fireplace

  Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

  434 Qtr. I Jackson Gore Inn, Ludlow, VT 05149
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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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  /41

  $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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  /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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  /60

  $1,395,000

  • 5 Beds
  • 3.5 Baths
  • 4,214 Sq Ft

  28 Mountain View Dr, Ludlow, VT 05149

  This stunning contemporary home blends timeless Vermont charm with exceptional versatility—just moments from Okemo Mountain. Offering 5 bedrooms, 3.5 baths, and over 4,000 square feet across three light-filled levels, the home is thoughtfully designed for both relaxed living and effortless entertaining. The beautifully renovated oversized kitchen serves as the heart of the home, ideal for

  Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

  28 Mountain View Dr, Ludlow, VT 05149
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  /37

  $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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  /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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