2,983

Windsor, VT Homes

Section Image
  • /60

    $785,000

    • 3 Beds
    • 3 Baths
    • 2,630 Sq Ft

    2 Macdonald Ln, Ludlow, VT 05149

    Tucked away on a quiet dead-end dirt road off West Hill and only minutes to Okemo’s base lodge. This beautiful log cabin home on Okemo Mountain offers the perfect blend of rustic character and modern living. With 3 bedrooms, 3 bathrooms, and an open-concept layout, this is the Vermont retreat you've been waiting for. Step inside to a warm and inviting living room with vaulted ceilings, exposed

    Joseph Karl William Raveis Real Estate Vermont Properties

    2 Macdonald Ln, Ludlow, VT 05149
  • /38

    $495,000 Sold May 23, 2025

    • Land
    • 74 Acres
    • $6,671 per Acre
    • 481 Days On Market

    0 MacGinnis Unit 4982154, Ludlow, VT 05149

    The Soapstone Babbling Brook flows through this wonderful property with stone walls, soft and hard wood trees, all within 1.5 miles to downtown Ludlow and Okemo Mountain. Developers take notice of the beautiful long distant VIEWS to OKEMO and beyond from several different locations on the property, with the potential to connect to village sewer. The perfect playground for any outdoor

    Frank Provance Diamond Realty

    0 MacGinnis Unit 4982154, Ludlow, VT 05149
    • /40

      Est $763,474 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,943 Sq Ft

      28 Plumley Ave, Ludlow, VT 05149

      28 Plumley Ave, Ludlow, VT 05149
  • /47

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,116 Sq Ft

    32 Route 103 S Unit D4, Ludlow, VT 05149

    Brookhaven condo D4 is located in the village of Ludlow and just a few minutes to the slopes at Okemo Mountain. This four-season destination is convenient to our lake’s region, restaurants, Fox Run Golf Club, shopping, and more. Enjoy easy access to the mountain with the Okemo Village Shuttle stopping in the Brookhaven parking lot. This top floor three-bedroom, two-full-bathroom condominium looks

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    32 Route 103 S Unit D4, Ludlow, VT 05149
  • /32

    $780,000 Sold May 22, 2025

    • 2,280 Sq Ft
    • $342/SF
    • 98 Days On Market
    • 6 Beds
    • 4 Baths
    • Built 1973

    149 Upper Crossroad, Ludlow, VT 05149

    Location, Location, Location! Walk to the Okemo Base Lodge from this clean and tidy side-by-side duplex. Each townhouse has 3 bedrooms, 2 baths, an open kitchen/dining/living room and laundry included in each residence.. The lower levels each have a comfortable den, bath and bedroom, while the upper levels both have 2 additional bedrooms, a 2nd bath, laundry, and living area along with propane

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

    149 Upper Crossroad, Ludlow, VT 05149
    • /40

      Est $468,562 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,577 Sq Ft

      13 Edelweiss Rd, Ludlow, VT 05149

      13 Edelweiss Rd, Ludlow, VT 05149
  • /19

    $385,000

    • 1 Bed
    • 1 Bath
    • 599 Sq Ft

    350 Mountain Rd Unit B301, Ludlow, VT 05149

    This beautifully remodeled, top-floor end-unit condominium is the perfect slopeside retreat. Recent updates include new granite countertops, stainless steel appliances, custom cabinetry, new flooring throughout, an updated bathroom, and stylish furnishings. Even the doors have been upgraded to solid wood for a high-end touch. Turn the key and start enjoying—there's nothing left to do except hang

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

    350 Mountain Rd Unit B301, Ludlow, VT 05149
  • /34

    $75,000 Sold May 16, 2025

    • 957 Sq Ft
    • $78/SF
    • 50 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 2007

    621/623 Qtr I Adams House, Ludlow, VT 05149

    Adams House Unit 621/623 Qtr I: Quarter Ownership. This luxury one-bedroom condo sleeps 8 with the flexibility of a lock-out option. You will love the wonderful slopeside view. Features include two baths, including one with a jetted tub, two queen beds, a queen wall bed, a queen sleep sofa, along with a gas fireplace. Enjoy the plentiful amenities including fitness center, skating arena,

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

    621/623 Qtr I Adams House, Ludlow, VT 05149
    • /40

      Est $610,647 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 1,925 Sq Ft

      61 Pallottas Hill Rd, Ludlow, VT 05149

      61 Pallottas Hill Rd, Ludlow, VT 05149
  • /26

    $350,000

    • 1 Bed
    • 1 Bath
    • 638 Sq Ft

    350 Mountain Rd Unit B305, Ludlow, VT 05149

    Direct slopeside oversized Okemo Mountain Lodge unit comfortably sleeps 6. Top floor location offers wide panoramic views of the slopes and neighboring hillsides, and fills the unit with natural light. Open living design includes kitchen with breakfast bar, living room with fireplace, and large bedroom with private access to full bath. Deck off living room offers wonderful outdoor space

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

    350 Mountain Rd Unit B305, Ludlow, VT 05149
  • /27

    $288,000 Sold May 08, 2025

    • 2,240 Sq Ft
    • $129/SF
    • 130 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1951

    410 Route 100 S, Ludlow, VT 05149

    Located in the heart of Ludlow, this home is a four-season retreat, with Okemo Mountain Resort offering world-class skiing in the winter and mountain biking, hiking, and golfing in the summer. This home is less than 2 miles from Okemo and right on the VAST trail. The vibrant village of Ludlow offers quaint shops, excellent dining, and a welcoming community atmosphere, all just a short drive

    Noel Weeks Welcome Home Real Estate

    410 Route 100 S, Ludlow, VT 05149
    • /29

      Est $844,016 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,478 Sq Ft

      56 Komula Dr, Ludlow, VT 05149

      56 Komula Dr, Ludlow, VT 05149
  • /32

    $370,000

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    109 Okemo Ridge Rd Unit C201, Ludlow, VT 05149

    Located Direct Slopeside, this 1 bedroom, 1 full bath end unit condominium at Okemo Mountain Lodge is available for the first time in 20 years! Beautifully renovated throughout and nicely furnished, C201 is ready for your family to move right in. The larger style kitchen has plenty of cabinetry and counter space, is light and bright, and open to the living room which features an electric

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

    109 Okemo Ridge Rd Unit C201, Ludlow, VT 05149
  • /36

    $70,000 Sold May 05, 2025

    • 775 Sq Ft
    • $90/SF
    • 88 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 2003

    382/384 Qtr I V Jackson Gore Inn, Ludlow, VT 05149

    Great one-bedroom lockout opportunity at Jackson Gore! Sleeps 8, located on the third floor with valley views and close to the Round House. Features: 1 bedroom, sleeps eight, lock-out capabilities, 2 fixed Queen beds, Queen sleep sofa, Queen wall bed, full kitchen, 2 full bathrooms, jetted bath tub, fireplace and deck. All Jackson Gore Amenities including Spring House Fitness Center, Indoor and

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

    382/384 Qtr I V Jackson Gore Inn, Ludlow, VT 05149
    • /11

      Est $231,182 Not Listed For Sale

      • 2 Beds

      478 E Lake Rd, Ludlow, VT 05149

      478 E Lake Rd, Ludlow, VT 05149
  • /56

    $985,000

    • 5 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    109 Upper Loop, Ludlow, VT 05149

    Escape to this spacious 5-bedroom, 3-bathroom home nestled on Okemo Mountain, offering the perfect blend of comfort and convenience. The inviting lower level welcomes you with a cozy family room featuring a two story, wood-burning fireplace, two bedrooms, and a full bathroom—ideal for guests or a private retreat. The main living area on the second level boasts an open kitchen and dining area,

    Joseph Karl William Raveis Real Estate Vermont Properties

    109 Upper Loop, Ludlow, VT 05149
  • /14

    $206,000 Sold May 01, 2025

    • 843 Sq Ft
    • $244/SF
    • 4 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1972

    1619 Route 100 N, Ludlow, VT 05149

    Cozy Ski Retreat Near Okemo & Killington – Move-In Ready!Escape to your own charming, low-maintenance ski house, perfectly situated between Okemo and Killington ski areas. This fully furnished getaway offers the ultimate convenience for outdoor enthusiasts, whether you're hitting the slopes in winter or exploring Vermont’s beauty year-round.Enjoy winter views of Lake Rescue from the comfort of

    Allison Griep KW Vermont Woodstock

    1619 Route 100 N, Ludlow, VT 05149
    • /39

      Est $662,820 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 997 Sq Ft

      55 Red Bridge Rd, Ludlow, VT 05149

      55 Red Bridge Rd, Ludlow, VT 05149
  • /53

    $899,000

    • 5 Beds
    • 3.5 Baths
    • 2,890 Sq Ft

    222 Andover Rd, Ludlow, VT 05149

    Nestled on a peaceful 10.59 acre parcel, this stunning home is just 9 minutes to the Okemo Base Lodge, making it an ideal retreat for outdoor enthusiasts. The spacious layout features open kitchen, dining, and living room with gas fireplace, adorned with beautiful beams and a large kitchen island, making it perfect for entertaining. Key features of the property include:A welcoming mudroom

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

    222 Andover Rd, Ludlow, VT 05149
  • /60

    $1,500,000 Sold Apr 30, 2025

    • 3,416 Sq Ft
    • $439/SF
    • 99 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1974

    162 Okemo Ridge Rd, Ludlow, VT 05149

    Welcome to this exceptional four-bedroom, four-story single-family residence nestled in the heart of the Okemo Base area. Offering the perfect blend of privacy and convenience, this home is directly across from Okemo Mountain Resort, placing you just a short walk from the ski trail, skier services, restaurants, and the ski lift. Designed with both luxury and comfort in mind, the property features

    Joseph Karl William Raveis Real Estate Vermont Properties

    162 Okemo Ridge Rd, Ludlow, VT 05149
    • /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
  • /46

    $769,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,393 Sq Ft

    31 Plumley Ave, Ludlow, VT 05149

    Charming Country Retreat in Ludlow – Minutes from Okemo MountainDon’t miss this rare opportunity to enjoy the peace of country living in the heart of Ludlow, a quintessential Vermont ski town and home to Okemo Mountain Resort. This meticulously maintained home has been lovingly cared for by the same owner for over 30 years. Designed for easy living, this move-in-ready property features

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

    31 Plumley Ave, Ludlow, VT 05149
  • /44

    $1,200,000 Sold Apr 28, 2025

    • 1,850 Sq Ft
    • $649/SF
    • 227 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1969

    75 Fishing Access Rd, Ludlow, VT 05149

    Lake Rescue, the best of lakeside living at this beautifully updated home with 120 feet of lake frontage. This amazing location is a must see! The front yard is open to the lake with a private dock and beautiful views. The front entryway welcomes you with glistening water views, setting the tone for the open-concept living space that's perfect for entertaining. The kitchen features a large

    Katherine Burns William Raveis Real Estate Vermont Properties

    75 Fishing Access Rd, 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
  • /58

    $825,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,943 Sq Ft

    28 Plumley Ridge, Ludlow, VT 05149

    This stunning contemporary offers breathtaking views of Okemo Mountain and boasts luxurious features throughout. Imagine relaxing in the hot tub on the wrap around deck while soaking in the scenery! The covered porch was completed in November, 2024 with a barn door slider for storage, which adds an extra touch of convenience. It will be painted, when weather permits. As you enter the home through

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

    28 Plumley Ridge, Ludlow, VT 05149
  • /35

    $79,000 Sold Apr 25, 2025

    • 775 Sq Ft
    • $102/SF
    • 41 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 2003

    211/213 QIII Jackson Gore Inn Unit 211/213 QIII, Ludlow, VT 05149

    Jackson Gore Inn 211/213 QIV on Okemo Mountain. Come experience the ultimate mountain getaway with this slopeview 1-bedroom 2-bath lockout condo. Designed for flexibility, the lockout lets you stay on one side while renting the other, maximizing your investment while enjoying all the resort amenities. This spacious condo comfortably sleeps eight. The primary bedroom features two queen beds and a

    Joseph Karl William Raveis Real Estate Vermont Properties

    211/213 QIII Jackson Gore Inn Unit 211/213 QIII, 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
  • /31

    $79,500

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft

    368/370 Qtr I V Jackson Gore Inn, Ludlow, VT 05149

    368/370 Qtr. IV~Enjoy two coveted winter weeks —including Christmas and New Year’s(2025-26)—at this spacious 1-bedroom, 2-bathroom lockout unit at the Jackson Gore Inn at Okemo. Located on the third floor and just steps from the Round House, this unit offers beautiful valley views and ideal proximity to lifts, pools, and dining. Unit C Features: 1 bedroom, sleeps eight, lock-out

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

    368/370 Qtr I V Jackson Gore Inn, Ludlow, VT 05149
  • /59

    $670,000 Sold Apr 25, 2025

    • 2,338 Sq Ft
    • $287/SF
    • 56 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1795

    151 Town Farm Rd, Ludlow, VT 05149

    Charming Country Retreat - Just minutes to downtown and Okemo Mountain! Escape to this Vermont charmer, a stunning 3-bedroom, 2.5-bathroom country home, perfectly blending rustic charm with modern comforts. Nestled near Okemo Mountain, this property offers a serene escape just minutes from skiing, hiking, golf, the lakes region, and year-round outdoor adventures. Step inside to be greeted by

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    151 Town Farm Rd, 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
  • /29

    $209,999

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    9 Stryhas Trailer Ct, Ludlow, VT 05149

    Charming and well-maintained 3-bedroom, 2-bathroom manufactured home in a peaceful 55+ community. This inviting home features an open concept layout, high ceilings, and is filled with natural light pouring in through multiple skylights, creating a bright and airy atmosphere. Step outside to a new deck with an awning—perfect for enjoying warm summer days.The fenced yard is great for pets

    Gabrielle Turco Kelley Real Estate, Inc.

    9 Stryhas Trailer Ct, Ludlow, VT 05149
  • /45

    $1,915,375 Sold Apr 04, 2025

    • 2,965 Sq Ft
    • $646/SF
    • 287 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1969

    380 Ghia Farm Rd, Ludlow, VT 05149

    Welcome to Phelps Barn on Sachem. This home is a replica of the famous Phelps Barn, part of the historic Grafton Inn and currently used as the Inn's pub. There are large gathering spaces, perfect for entertaining, with two wood-burning fireplaces and a fun loft area. The kitchen has been redesigned and flows nicely into the dining room. The ski room entry has all the space you need to store your

    Kevin Barnes William Raveis Real Estate Vermont Properties

    380 Ghia Farm Rd, 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
  • /56

    $1,950,000

    • 3 Beds
    • 3.5 Baths
    • 1,844 Sq Ft

    161 Fishing Access Rd, Ludlow, VT 05149

    Spectacular Lakefront Living in Ludlow, Vermont. Welcome to your ultimate four-season escape — a rare lakefront treasure tucked at the end of a quiet private road on the peaceful Round Pond section of Lake Rescue. With a private swimming area and boat docks just steps from your door, this home offers unparalleled privacy, natural beauty, and direct water access. Take in panoramic lake views from

    Katherine Burns William Raveis Real Estate Vermont Properties

    161 Fishing Access Rd, Ludlow, VT 05149
  • /36

    $68,500 Sold Apr 04, 2025

    • 775 Sq Ft
    • $88/SF
    • 307 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 2003

    418 Qtr I V Jackson Gore Inn, Ludlow, VT 05149

    Jackson Gore Inn, Unit 418 QV. Quarter Ownership - thirteen deeded weeks per year. This one-bedroom slopeside residence has a quiet, top-floor location featuring beautiful valley views. With a sleeper sofa and wall bed in the living room and a king bed in the master, this unit sleeps six. Conveniently located near the south elevator, with close proximity to the Spring House and outdoor pool.

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

    418 Qtr I V Jackson Gore Inn, 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
  • /57

    $1,800,000

    • 4 Beds
    • 4 Baths
    • 2,310 Sq Ft

    37 Village Center Rd Unit 4 Blue Spruce, Ludlow, VT 05149

    SouthFace Village, Blue Spruce #4 is the newest development on Okemo Mountain. Discover the ultimate ski-in, ski-out living with this stunning 4-bedroom, 4-bathroom condominium nestled in the heart of a prestigious gated community with direct access to the Suncatcher Trail and Sunshine Chairlift Quad. This beautifully furnished home is designed for your comfort and enjoyment. Upon entering the

    Joseph Karl William Raveis Real Estate Vermont Properties

    37 Village Center Rd Unit 4 Blue Spruce, 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
    • /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
  • /38

    $69,900

    • 1 Bed
    • 2 Baths
    • 957 Sq Ft

    709/711 Qtr I Adams House, Ludlow, VT 05149

    Adams 709/711 Qtr. I: Rare opportunity to own a top-floor 1-bedroom, 2-bathroom lockout unit in the sought-after Adams House at Jackson Gore. This spacious, slope-facing residence offers stunning mountain views and ultimate ski-in/ski-out convenience. This luxury one-bedroom condo sleeps 8 with the flexibility of a lock-out option. Features include two baths, including one with a jetted tub, two

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

    709/711 Qtr I Adams House, Ludlow, VT 05149

Showing Results 41 - 80, Page 2 of 18

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