2,983

Windsor, VT Homes

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  • /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
    • /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
  • /50

    $1,495,000

    • 4 Beds
    • 2.5 Baths
    • 1,170 Sq Ft

    360 Okemo Trailside Extension Unit 37E, Ludlow, VT 05149

    Exceptional Slopeside Living at Okemo. This premier 4-bedroom end unit in Okemo’s coveted Trailside community offers some of the best ski-on/ski-off access on the mountain. Step out your door and ski straight to the high-speed Sunburst Six bubble chair— or walk directly to the Glades Peak Quad, then return home to stunning, unobstructed mountain views.Fully reimagined with a focus on luxury,

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

    360 Okemo Trailside Extension Unit 37E, 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
    • /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
  • /31

    $68,500

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft

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

    Jackson Gore Inn, Unit 434 QIV. 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

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

    434 Qtr. I V Jackson Gore Inn, 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
    • /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
  • /42

    $945,000

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    360 Okemo Trailside Extension Unit 37B, Ludlow, VT 05149

    It Truly is About Location! Sitting directly on the Sachem Trail this 3 bedroom townhome is one of the best locations on Okemo Mountain. You can access the trail either through the enlarged custom designed mudroom or step out onto the snow from the lower level sliding door. Either way this is the location that you are looking for! The kitchen is spacious, updated and open to the light-filled

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

    360 Okemo Trailside Extension Unit 37B, 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
    • /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
  • /57

    $2,190,000

    • 4 Beds
    • 3.5 Baths
    • 3,073 Sq Ft

    7 Norman Dr, Ludlow, VT 05149

    This is a rare opportunity to own a stunning year-round residence on the shores of Lake Rescue, nestled within a sought-after community that includes Okemo Mountain Ski Resort—offering the ultimate four-season lifestyle. Ideally located on the coveted east side of the lake, the home is perfectly positioned to capture afternoon sun and dramatic sunsets over the water.Beautifully landscaped

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

    7 Norman Dr, 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
    • /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
  • /56

    $3,100,000

    • 5 Beds
    • 4.5 Baths
    • 5,194 Sq Ft

    165 Moonshadow Dr Unit M-15, Ludlow, VT 05149

    Welcome to your mountain sanctuary in the heart of Solitude Village—Okemo’s premier slopeside community. This luxurious 5-bedroom, 3-bathroom retreat offers true ski-on/ski-off access, allowing you to hit the Rising Star Trail or Moon Shadow right from your doorstep. Step inside to a warm, elegant interior featuring radiant-heated tile and rich hardwood floors throughout. The expansive great

    Joseph Karl William Raveis Real Estate Vermont Properties

    165 Moonshadow Dr Unit M-15, 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 $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
  • /19

    $325,000

    • Land
    • 18 Acres
    • $18,056 per Acre

    00 Turtle Hill Rd, Ludlow, VT 05149

    Build Your Dream Home on a Private 18-Acre Estate in South HillDiscover the perfect setting for your custom-designed residence on this expansive 18-acre parcel, ideally situated at the secluded end of a cul-de-sac within South Hill's exclusive community. This exceptional property offers a rare blend of privacy and convenience, surrounded by other custom-built homes. Imagine your new home

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

    00 Turtle Hill Rd, 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
    • /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
  • /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
  • /59

    $695,000 Sold Feb 04, 2025

    • 1,280 Sq Ft
    • $543/SF
    • 97 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    42 Harrison Ln Unit M101, Ludlow, VT 05149

    Winterplace M101 - Welcome to this beautifully updated 3-bedroom, 2-bathroom condo located in the sought-after Winterplace community on Okemo Mountain. Just a short walk to the nearby ski trail, you’ll enjoy easy access to Okemo’s main base and the summit, making this condo a skier’s dream. This ground-floor, end unit offers a spacious open-concept design with a living room, dining area, and

    Katherine Burns William Raveis Real Estate Vermont Properties

    42 Harrison Ln Unit M101, Ludlow, VT 05149
    • /40

      Est $473,023 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,400 Sq Ft

      375 Site 1 Rd, Ludlow, VT 05149

      375 Site 1 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
  • /33

    $165,000 Sold Jan 31, 2025

    • 784 Sq Ft
    • $210/SF
    • 0 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 2006

    408 Commonwealth Ave, Ludlow, VT 05149

    Finally an affordable super clean home in Ludlow! This two bedroom home is only 20 years old. Located just minutes to downtown Ludlow on desirable Commonwealth Avenue. The home features an open concept which feels light and airy. Larger primary bedroom and smaller secondary bedroom share the full bathroom. There splits throughout the house offering warmth in the colder months and a/c on those

    Kevin Barnes William Raveis Real Estate Vermont Properties

    408 Commonwealth Ave, Ludlow, VT 05149
    • /36

      Est $387,785 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,843 Sq Ft

      115 Brooks Rd, Ludlow, VT 05149

      115 Brooks 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
  • /35

    $280,000 Sold Jan 31, 2025

    • 864 Sq Ft
    • $324/SF
    • 94 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1972

    143 Vermont Route 100, Ludlow, VT 05149

    Super chic 3 bedroom, 1.75 bath single wide ski/vacation home on .94 surveyed acres+/- with lovely bedroom addition featuring sliders to a spacious deck overlooking the Jewell Brook. The contemporary open kitchen, dining and living area has a great vibe and overlooks the mesmerizing scenery of the brook. An en suite half bath on one end is complemented by two bedrooms, full bath, laundry and a

    Geralyn Donohue Engel & Völkers Okemo

    143 Vermont Route 100, Ludlow, VT 05149
    • /22

      Est $324,044 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,664 Sq Ft

      23 Hemenway Rd, Ludlow, VT 05149

      23 Hemenway 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

    $2,100,000 Sold Jan 31, 2025

    • 4,117 Sq Ft
    • $510/SF
    • 495 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 1994

    121 Snow Bridge Rd Unit S5, Ludlow, VT 05149

    Located directly on the Sachem Trail, this wonderful slopeside home in the Snowbridge community is on the market for the first time by its original owners. Open main level plan includes a well designed kitchen with breakfast bar leading to a separate dining area with windows overlooking the trail. The expansive living room is majestically centered by a woodburning fireplace and accesses a wrap

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

    121 Snow Bridge Rd Unit S5, Ludlow, VT 05149
    • /18

      Est $399,147 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,550 Sq Ft

      74 Oconnor Hill Rd, Ludlow, VT 05149

      74 Oconnor Hill Rd, 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
  • /40

    $60,000 Sold Jan 30, 2025

    • 390 Sq Ft
    • $154/SF
    • 211 Days On Market
    • 1 Bath
    • Built 2003

    111 Jackson Gore Rd Unit 209 QTR IV, Ludlow, VT 05149

    Experience the Ultimate Mountain Getaway! Escape to your own slice of paradise with this charming studio condo at the Jackson Gore Inn and Resort. Perfect for winter enthusiasts and nature lovers alike, this cozy retreat offers everything you need for an enjoyable and entertaining getaway. Just steps away from the ski lifts, enjoy immediate access to slopes and breathtaking mountain views. One

    Frank Provance Diamond Realty

    111 Jackson Gore Rd Unit 209 QTR IV, Ludlow, VT 05149
    • /16

      Est $439,817 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,588 Sq Ft

      975 Bixby Rd, Ludlow, VT 05149

      975 Bixby Rd, Ludlow, VT 05149
  • /46

    $52,000

    • 1 Bath
    • 390 Sq Ft

    365 Q4 Jackson Gore Inn Rd Unit 365 Q4, Ludlow, VT 05149

    Jackson Gore on Okemo. An excellent opportunity to own a vacation home at Jackson Gore on Okemo, #365 Quarter IV ownership. This option provides an easy way to enjoy a mountain retreat with a minimal investment. This studio property is located within the Jackson Gore Inn, offering slopeside views of the mountain. Owners have access to a wide range of resort amenities, including the pool, hot

    Joseph Karl William Raveis Real Estate Vermont Properties

    365 Q4 Jackson Gore Inn Rd Unit 365 Q4, Ludlow, VT 05149
  • /48

    $727,000 Sold Jan 13, 2025

    • 1,400 Sq Ft
    • $519/SF
    • 260 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    145 Ledgewood Rd Unit D5, Ludlow, VT 05149

    Ledgewood - on Okemo Mountain Resort. Say goodbye to long lines and crowded parking lots – here, you can simply step outside your door and onto the slopes, allowing you to maximize your time on the mountain and create lasting memories with loved ones. Whether you're a seasoned skier or a novice seeking to improve your skills, this seamless access makes every day on the mountain a joyous occasion.

    Joseph Karl William Raveis Real Estate Vermont Properties

    145 Ledgewood Rd Unit D5, Ludlow, VT 05149
    • /39

      Est $902,015 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,488 Sq Ft

      1147 Bixby Rd, Ludlow, VT 05149

      1147 Bixby Rd, Ludlow, VT 05149
  • /47

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,819 Sq Ft

    400 E Lake Rd, Ludlow, VT 05149

    **Incredible Opportunity Awaits!** Escape to your dream getaway in this charming classic A-frame home, perfectly located in one of Vermont's most desirable areas. Ideal for both summer and winter enthusiasts, this property offers easy access to skiing, snowmobiling, golfing, and the vibrant life surrounding the lake, all right at your fingertips! Nestled on a tranquil wooded lot along a peaceful

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

    400 E Lake Rd, Ludlow, VT 05149
  • /36

    $763,000 Sold Jan 10, 2025

    • 1,842 Sq Ft
    • $414/SF
    • 55 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1985

    85 Okemo Trailside Extension Unit 40A, Ludlow, VT 05149

    Welcome to your Okemo Mountain getaway in this beautifully updated four-bedroom townhouse nestled in a desirable slopeside community with access to the Sachem ski trail. Boasting breathtaking views, this stunning condo offers three levels of spacious living, perfect for family gatherings or entertaining friends. Step outside onto the expansive wraparound deck, where you can soak in the

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

    85 Okemo Trailside Extension Unit 40A, Ludlow, VT 05149

Showing Results 81 - 120, Page 3 of 18

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