4,299

Windsor, VT Homes

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    • /40

      Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,251 Sq Ft

      689 E Lake Rd, Ludlow, VT 05149

      689 E Lake Rd, Ludlow, VT 05149
  • /28

    $250,000

    • 1 Bed
    • 1 Bath
    • 396 Sq Ft

    80 Pleasant St, Ludlow, VT 05149

    Ludlow Village Tiny House with private frontage on the Black River - an ideal home base for enjoying all that Vermont has to offer. Just a short walk to the village's restaurants and shops, and only minutes to skiing, golf, and year-round recreation. The backyard is tucked away from the road, offering a peaceful outdoor retreat with a storage shed and direct river access. Whether you're looking

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    80 Pleasant St, Ludlow, VT 05149
  • /20

    $320,000 Sold Mar 28, 2025

    • 1,426 Sq Ft
    • $224/SF
    • 24 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1900

    33 Andover St, Ludlow, VT 05149

    Perfect village townhome on the Okemo shuttle- with stunning slope views! This charming property offers the perfect blend of comfort and convenience for your mountain escape. Located on the free Okemo shuttle route, you'll enjoy effortless access to the slopes, and the heart of Ludlow is just a short stroll away. With no Uber in town, being able to walk to the local favorites like Goodman's,

    Lisa Kelley Cummings & Co

    33 Andover St, Ludlow, VT 05149
    • /25

      Est $684,424 Not Listed For Sale

      • 3 Beds
      • 0.5 Baths
      • 988 Sq Ft

      217 Ellisons Lake Rd, Ludlow, VT 05149

      217 Ellisons Lake Rd, Ludlow, VT 05149
  • /26

    $695,000

    • 2 Beds
    • 2 Baths
    • 1,349 Sq Ft

    19 Kettlebrook Rd Unit D-5, Ludlow, VT 05149

    Direct ski-on, ski-off two-bedroom top-floor unit in the Kettlebrook community. Nicely updated throughout. Enclosed mudroom entrance with built-ins, laundry, and exterior ski closet. The main level includes a well-designed kitchen and a separate dining area with a newly installed slider leading out to the deck, which looks out to the slopes; a living room with a wood burning fireplace and

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

    19 Kettlebrook Rd Unit D-5, Ludlow, VT 05149
  • /40

    $330,000 Sold Mar 28, 2025

    • 1,107 Sq Ft
    • $298/SF
    • 163 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    32 Route 103 S Unit B2, Ludlow, VT 05149

    Brookhaven B2 on the Okemo Shuttle. This is one of the best values in Ludlow for a 3-bedroom condo. Situated in a park-like setting and only 5 minutes to Okemo makes this a perfect vacation, primary, or investment property. The primary bedroom is en suite and the open-concept floorplan is great for entertaining. There's a deck with views of Okemo. The wood-burning fireplace adds the right amount

    Kevin Barnes William Raveis Real Estate Vermont Properties

    32 Route 103 S Unit B2, Ludlow, VT 05149
    • /40

      Est $2,427,723 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,251 Sq Ft

      1358 Route 100 N, Ludlow, VT 05149

      1358 Route 100 N, Ludlow, VT 05149
  • /16

    $400,000

    • Land
    • 14 Acres
    • $28,694 per Acre

    0 Gill Terrace Unit 5050286, Ludlow, VT 05149

    In Ludlow Village! 13+ acre wooded lot boasts a direct view of Okemo Mountain! Power and shared driveway on the lot. Old ATV trails run through. Some seasonal drainages but mostly rolling, walkable terrain. It drops off severely on the west side above the cemmetary. A simple WALKING TRAIL FROM the DRIVEWAY on the right follows "dotted flagging" and gets one into the best areas of the land. The

    Don Eatmon Kelley Real Estate, Inc.

    0 Gill Terrace Unit 5050286, Ludlow, VT 05149
  • /43

    $810,000 Sold Mar 26, 2025

    • 1,883 Sq Ft
    • $430/SF
    • 153 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1980

    128 Okemo Trailside Extension Unit 18 D, Ludlow, VT 05149

    Trailside Road in Ludlow, Vermont, your dream ski condo awaits. This newly renovated 4 bedroom, 2 bathroom condo offers the ultimate mountain living experience, steps from Sachem ski trail. Wake up to stunning mountain views and morning sunlight pouring into the spacious living room, which opens onto a balcony—ideal for your morning coffee. Off the kitchen is a large porch with a sunken hot tub,

    Katherine Burns William Raveis Real Estate Vermont Properties

    128 Okemo Trailside Extension Unit 18 D, Ludlow, VT 05149
    • /38

      Est $424,909 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 568 Sq Ft

      1414 Route 100 N, Ludlow, VT 05149

      1414 Route 100 N, Ludlow, VT 05149
  • /25

    $495,000

    • 3 Beds
    • 1 Bath
    • 895 Sq Ft

    121 E Lake Rd, Ludlow, VT 05149

    Charming Lake Cottage with Over 113 +/-Feet of Waterfront on Lake Pauline.Lovingly maintained by the same family since the 1940s, this delightful lakefront cottage is a rare find. Step inside to discover original touches like tongue-and-groove paneling and vintage details that evoke a simpler time, all thoughtfully preserved. Modern updates blend seamlessly with its nostalgic charm and

    Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

    121 E Lake Rd, Ludlow, VT 05149
  • /29

    $330,000 Sold Mar 21, 2025

    • 2,500 Sq Ft
    • $132/SF
    • 29 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2016

    59 Birch Ln, Ludlow, VT 05149

    Get a jumpstart on building your dream home! This mostly finished shell is ready for your talent and vision to get this cute house wrapped up and ready for next ski season. Three story walk out with southern exposure, this house has huge potential. Super convenient location in the Pines Development just minutes to downtown Ludlow. Some walls are up but you can easily redesign each level to

    Joseph Karl William Raveis Real Estate Vermont Properties

    59 Birch Ln, Ludlow, VT 05149
    • /5

      Est $966,698 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft

      52 Fishing Access Rd, Ludlow, VT 05149

      52 Fishing Access Rd, Ludlow, VT 05149
  • /39

    $875,000

    • 3 Beds
    • 5 Baths
    • 3,000 Sq Ft

    151 Smokerise, Ludlow, VT 05149

    Entertain in Style in this VERY spacious home on 3.52 acres of paradise. Make memories and invite all of your friends and family to this tasteful home with room for everyone and more. Large living room, with wood burning stone fireplace, lovely views and a slider to the wrap around expanded deck. Inviting custom country kitchen with island and granite countertops along with 2 bedrooms and a full

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

    151 Smokerise, Ludlow, VT 05149
  • /27

    $336,500 Sold Mar 14, 2025

    • 698 Sq Ft
    • $482/SF
    • 21 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1984

    350 Mountain Rd Unit 207, Ludlow, VT 05149

    Experience the unique floor plan of this end-unit slopeside condo, offering direct access to the slopes and views of skiers and snowboarders. The bathroom is conveniently accessible from both the hallway and the spacious bedroom. The open-concept living area features a kitchen, electric fireplace, oversized bedroom, and a balcony for enjoying the mountain views. As an end unit located next to the

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

    350 Mountain Rd Unit 207, Ludlow, VT 05149
    • /35

      Est $535,848 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,665 Sq Ft

      11 Smokeshire Rd, Ludlow, VT 05149

      11 Smokeshire Rd, Ludlow, VT 05149
  • /38

    $775,000

    • 3 Beds
    • 2.5 Baths
    • 2,274 Sq Ft

    85 Rimrock Rd Unit 13A, Ludlow, VT 05149

    Excellent value priced to sell - Prime location, ski-on, ski-off with direct access to Sachem trail, with just a few steps from your door and you'll be on the slopes! This is a bright and sunny condo with 3 bedrooms, 2 1/2 bathrooms and a loft. There is a cathedral ceiling in the living/dining area with a wood burning fireplace and a deck with long distance view. Some recent updates include

    Karen Wilson TPW Real Estate

    85 Rimrock Rd Unit 13A, Ludlow, VT 05149
  • /54

    $375,000 Sold Mar 14, 2025

    • 1,040 Sq Ft
    • $361/SF
    • 10 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1966

    1 Okemo Heights, Ludlow, VT 05149

    Perched on Okemo Heights is this completely renovated three bedroom, one and a half bath turn key home. If your looking for an easy keeper look no more! Bring your ski gear and your tooth brush, you won't need a paint brush. Pull in the oversized garage/basement area with direct access to the house. Keeping the car clear of snow so there's no wasted time clearing the snow on a powder day!

    Frank Provance Diamond Realty

    1 Okemo Heights, Ludlow, VT 05149
    • /39

      Est $1,012,996 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 4,199 Sq Ft

      150 Flatow Rd, Ludlow, VT 05149

      150 Flatow Rd, Ludlow, VT 05149
  • /60

    $895,000

    • 3 Beds
    • 3.5 Baths
    • 1,674 Sq Ft

    141 E Lake Rd, Ludlow, VT 05149

    Welcome to Blue Goose on Lake Pauline – A Stunning Vermont Waterfront Retreat. Tucked along the shores of scenic Lake Pauline, is a thoughtfully crafted contemporary lake home that blends timeless post-and-beam architecture with elegant craftsman details. From the moment you step inside, you'll be drawn in by the soaring cathedral ceilings, rich woodwork, and natural light that pours through the

    Kevin Barnes William Raveis Real Estate Vermont Properties

    141 E Lake Rd, Ludlow, VT 05149
  • /53

    $1,150,000 Sold Mar 13, 2025

    • 2,606 Sq Ft
    • $441/SF
    • 5 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2024

    709 W Hill Rd, Ludlow, VT 05149

    Step into this new masterpiece, a home thoughtfully designed to blend modern luxury with the beauty of its surroundings. Nestled on a picturesque lot, this property offers everything you could want for a serene escape or an active lifestyle. The heart of the home is the stunning, chef-inspired kitchen, boasting sleek cement countertops and a matching sink that perfectly complements the woodsy

    Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

    709 W Hill Rd, Ludlow, VT 05149
    • /26

      Est $446,520 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,848 Sq Ft

      1375 S Hill Rd, Ludlow, VT 05149

      1375 S Hill Rd, Ludlow, VT 05149
  • /40

    $695,000

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

    133 Okemo Trailside Extension Unit 43D, Ludlow, VT 05149

    Welcome to your dream mountain getaway! This 4-bedroom townhouse, nestled on Okemo Mountain, boasts mountain views and offers the perfect blend of comfort and adventure. Enjoy the convenience of a private shuttle service to the Sachem ski trail, ensuring you're never far from the slopes. Recent updates include an energy-efficient furnace, new windows and sliders, and carpeting throughout .With

    Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

    133 Okemo Trailside Extension Unit 43D, Ludlow, VT 05149
  • /56

    $680,000 Sold Mar 10, 2025

    • 1,638 Sq Ft
    • $415/SF
    • 23 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    97 Okemo Trailside Extension Unit 15E, Ludlow, VT 05149

    If you're looking for a completely renovated on mountain condo just steps to the Sachem Trial you've found it! Trailside 15-E has been renovated inside and out. This 3 bedroom with loft and 2 renovated full bathrooms is turn key and complete, bring your ski gear and toothbrush that's all you'll need. From your front row parking spot you'll step onto the new stairs & deck, and enter into the

    Frank Provance Diamond Realty

    97 Okemo Trailside Extension Unit 15E, Ludlow, VT 05149
    • /39

      Est $883,945 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,389 Sq Ft

      1844 S Hill Rd, Ludlow, VT 05149

      1844 S Hill Rd, Ludlow, VT 05149
  • /37

    $730,000

    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft

    81 White Loop Unit 102, Ludlow, VT 05149

    Enjoy effortless escapes in this inviting 3-bedroom, 2-bathroom slopeside condo at Winterplace. Located on the ground floor with southern exposure, this unit boasts abundant natural light and stunning winter views. You will love the ski-in/ski-out convenience for hassle-free winter adventures. The spacious living area is perfect for cozy evenings by the fire after a long day on the slopes.

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

    81 White Loop Unit 102, Ludlow, VT 05149
  • /27

    $440,000 Sold Mar 07, 2025

    • 1,228 Sq Ft
    • $358/SF
    • 35 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1982

    147 Okemo Trailside Extension Unit 24C, Upper, Ludlow, VT 05149

    Privately located two bedroom, two bath Okemo Trailside condominium just steps from the Sachem ski trail. Wonderful year round retreat. Enjoy long distance mountain views and ski slope access in the winter, private wooded setting with path leading to the swimming pool and tennis courts in the summer. Nicely updated. Kitchen with painted cabinets, stone countertop, wood floors, and tiled

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

    147 Okemo Trailside Extension Unit 24C, Upper, Ludlow, VT 05149
    • /40

      Est $598,228 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,623 Sq Ft

      628 S Hill Rd, Ludlow, VT 05149

      628 S Hill Rd, Ludlow, VT 05149
  • /60

    $3,650,000

    • 5 Beds
    • 4 Baths
    • 5,181 Sq Ft

    348 Turtle Hill Rd, Ludlow, VT 05149

    Built over the course of two years and completed in 2023, this nearly new custom timberframe home showcases exceptional craftsmanship and fine attention to detail. Privately sited on over 13 acres, the property offers sweeping, panoramic views of southern Vermont's mountains and valleys; vistas that are truly second to none. The home's architectural highlights include hand-hewn Douglas fir beams

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    348 Turtle Hill Rd, Ludlow, VT 05149
  • /40

    $585,000 Sold Feb 26, 2025

    • 1,860 Sq Ft
    • $315/SF
    • 248 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    1179 S Hill Rd, Ludlow, VT 05149

    Located on prestigious South Hill, nestled on a sprawling 13.5 acre property in the picturesque landscape of Vermont, this log home offers a perfect blend of rustic charm and modern amenities. The open-concept living area features exposed beams and large windows allowing plenty of natural light and offering stunning mountain views. The fully equipped kitchen with wood cabinetry and large dining

    Frank Provance Diamond Realty

    1179 S Hill Rd, Ludlow, VT 05149
    • /34

      Est $268,698 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,508 Sq Ft

      510 Route 103 S, Ludlow, VT 05149

      510 Route 103 S, Ludlow, VT 05149
  • /45

    $74,000

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft

    418 Qtr I Jackson Gore Inn, Ludlow, VT 05149

    Top-Floor 1BR/2BA at Jackson Gore – Sleeps 6, Gorgeous Views, Premium Resort AccessExperience the best of slopeside living with this beautifully appointed 1-bedroom, 2-bathroom top-floor unit at Jackson Gore, Okemo Mountain Resort. Perfectly positioned with incredible valley views and a glimpse of the outdoor heated pool, this residence offers both comfort and convenience, just steps from the

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

    418 Qtr I Jackson Gore Inn, Ludlow, VT 05149
  • /57

    $589,000 Sold Feb 14, 2025

    • 2,584 Sq Ft
    • $228/SF
    • 10 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1984

    339 Fox Ln Unit 1, Ludlow, VT 05149

    Welcome to Unit A-1, at Fox Run a natural light filled, end unit, with additional windows to let the sunshine in. Fox Run a unique complex of townhomes consisting of four bedroom four bath units situated over looking the Fox Run Golf Course with views of Okemo Mountain through the majestic white pines. Convenient front door parking at this four bedroom four bath townhome that is in turn key

    Frank Provance Diamond Realty

    339 Fox Ln Unit 1, Ludlow, VT 05149
    • /38

      Est $612,851 Not Listed For Sale

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

      9 Ives Rd, Ludlow, VT 05149

      9 Ives Rd, Ludlow, VT 05149
  • /38

    $650,000

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

    193 Jackson Gore Unit 840/842, Ludlow, VT 05149

    Discover the perfect balance of comfort, convenience, and stunning valley views in this beautifully appointed 2-bedroom, 3-bathroom residence located in the sought-after Bixby House at Jackson Gore, Okemo Mountain Resort. This spacious and well-designed unit offers an exceptional slopeside experience with direct ski access and all the amenities you need for a relaxing, four-season Vermont

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

    193 Jackson Gore Unit 840/842, Ludlow, VT 05149
  • /60

    $1,150,000 Sold Feb 11, 2025

    • 1,814 Sq Ft
    • $634/SF
    • 3 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1997

    57 Daybreak Dr Unit G201, Ludlow, VT 05149

    Solitude Village on Okemo Mountain is a sought-after ski location offering the perfect blend of comfort, convenience, and mountain charm. G201 is a 3 bedroom, 3 and a half bath, top floor, corner condominium. Step inside through the mudroom with storage cubbies for all your gear. The main level features an open-concept design, where the kitchen flows into the dining room and a great room with a

    Katherine Burns William Raveis Real Estate Vermont Properties

    57 Daybreak Dr Unit G201, Ludlow, VT 05149
    • /38

      Est $812,910 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,107 Sq Ft

      48 Highland Views N, Ludlow, VT 05149

      48 Highland Views N, Ludlow, VT 05149
  • /52

    $730,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    42 Harrison Ln Unit M-205, Ludlow, VT 05149

    Winterplace on Okemo. Welcome to this beautifully updated 3-bedroom, 2-bathroom condo, ideally situated in the highly coveted Winterplace community on Okemo Mountain. This exceptional home offers unparalleled convenience for ski enthusiasts, boasting easy access to Okemo's main base and the summit, all within a short walk to the nearby ski trail.Step inside to discover a spacious open-concept

    Katherine Burns William Raveis Real Estate Vermont Properties

    42 Harrison Ln Unit M-205, Ludlow, VT 05149
  • /46

    $635,000 Sold Feb 07, 2025

    • 1,386 Sq Ft
    • $458/SF
    • 36 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2008

    193 Jackson Gore Unit 647, Ludlow, VT 05149

    Bixby House 647. What a location!! Unique and Slopeside, 2BR, 2BA, ski to and from the deck!! Primary bedroom has a king-sized bed and ensuite bathroom with double sinks and jacuzzi tub. Second bedroom has two queen sized beds with large second bathroom. Mudroom with washer and dryer. Nice open dining/living/kitchen concept with lots of windows bringing light and nature inside. Large pantry

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

    193 Jackson Gore Unit 647, Ludlow, VT 05149
    • /14

      Est $339,786 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,104 Sq Ft

      331 Town Farm Rd, Ludlow, VT 05149

      331 Town Farm Rd, Ludlow, VT 05149

Showing Results 121 - 160, Page 4 of 18

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