Windsor, VT Homes in ZIP Code 05149

• 

  

  

  /19

  Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,355 Sq Ft

  440/442 Qtr I Jackson Gore Inn, Ludlow, VT 05149

  440/442 Qtr I Jackson Gore Inn, Ludlow, VT 05149
• 

  

  

  /40

  $399,999

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

  32 Route 103 S Unit B8, Ludlow, VT 05149

  Brookhaven B8, a delightful three-bedroom, two-bathroom condominium located in the Ludlow Village. This beautifully renovated home offers a fantastic combination of comfort and convenience. You'll be just minutes away from the base of Okemo Mountain and the wonderful restaurants and shops in the village, with the added bonus of a free shuttle to the mountain. Inside, the condo features stylish

  Katherine Burns William Raveis Real Estate Vermont Properties

  32 Route 103 S Unit B8, Ludlow, VT 05149
• 

  

  

  /28

  $882,500 Sold Jun 18, 2025

  • 1,616 Sq Ft
  • $546/SF
  • 111 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  46 Stewart Ln Unit P-304, Ludlow, VT 05149

  Winterplace on Okemo Mountain – A One-of-a-Kind Opportunity! Discover the ultimate mountain retreat at Winterplace, one of Okemo's most sought-after condominium complexes. This exceptional top-floor, 3-bedroom plus loft condominium has been beautifully remodeled, blending modern comfort with classic alpine charm. The expanded loft has been transformed into a spacious second living area, perfect

  Katherine Burns William Raveis Real Estate Vermont Properties

  46 Stewart Ln Unit P-304, Ludlow, VT 05149
• 

  

  

  /21

  Not Listed For Sale

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

  242/244 Qtr I Jackson Gore Inn, Ludlow, VT 05149

  242/244 Qtr I Jackson Gore Inn, Ludlow, VT 05149
• 

  

  

  /24

  $750,000

  • 2 Beds
  • 1 Bath
  • 679 Sq Ft

  38 Northshore Dr, Ludlow, VT 05149

  Same family owned for several decades and now it's time for another family to see the benefits of lakeside living. This cottage is located on private Northshore Drive on beautiful Lake Rescue. Use as-is for summer fun, then plan your future new build or winterize this home. Expand the existing footprint to suit your family's needs. The waterfront gazebo and storage building is your access to

  Katherine Burns William Raveis Real Estate Vermont Properties

  38 Northshore Dr, Ludlow, VT 05149
• 

  

  /32

  $467,982 Sold Jun 13, 2025

  • 1,754 Sq Ft
  • $267/SF
  • 246 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1973

  62 Okemo Trailside Extension Unit 9 B, Ludlow, VT 05149

  Spacious three bedroom plus loft Okemo Trailside townhouse located just steps from the Sachem ski trail, Okemo's most popular novice trail. Recent updates include new flooring, new lighting, new sliders and doors, new bathroom cabinetry, fixtures, counters, and flooring, new door and window trim, new wood accents, updated kitchen appliances, countertops, and cabinetry, and new roof. Open living

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

  62 Okemo Trailside Extension Unit 9 B, Ludlow, VT 05149
• 

  

  /39

  Est $888,249 Not Listed For Sale

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

  286 Dix Hill Rd, Ludlow, VT 05149

  286 Dix Hill Rd, Ludlow, VT 05149
• 

  

  /35

  $729,000

  • 3 Beds
  • 3 Baths
  • 2,247 Sq Ft

  62 Highland Views N, Ludlow, VT 05149

  Motivated sellers...Don't miss out!! This is the best of both worlds...convenient location and privacy all at the same time. This home is in absolutely perfect condition. Just 2 years old, there will be no headaches for the next owner. Three levels of living space for you to enjoy. The wall of windows brings the outside in. The woods surrounding the house give you solitude, but there are

  Betty McEnaney Diamond Realty

  62 Highland Views N, Ludlow, VT 05149
• 

  

  /26

  $695,000 Sold Jun 12, 2025

  • 1,296 Sq Ft
  • $536/SF
  • 286 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  22 Harrison Ln Unit L203, Ludlow, VT 05149

  Enjoy this spacious three bedroom, open kitchen, dining and living room floor plan in the Winterplace Community. Located only a few steps to the slopes and the Sunburst Six summit ski lift. Be the first skier to the top of the mountain on a powder day! This unit is just a short walk to the community recreation center and the hot tubs, indoor pool, and exterior tennis courts. Upgrades include a

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

  22 Harrison Ln Unit L203, Ludlow, VT 05149
• 

  

  /33

  Est $841,769 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,271 Sq Ft

  113 Ellison Loop, Ludlow, VT 05149

  113 Ellison Loop, Ludlow, VT 05149
• 

  

  /52

  $627,500

  • 3 Beds
  • 2.5 Baths
  • 1,868 Sq Ft

  2510 E Hill Rd, Chester, VT 05143

  This home on East Hill Road commands one of the area's best views all the way to Stratton! It is one of those spots where the view is different every day & spectacular! The home sits on 14 acres & it overlooks land protected by the Vermont Land Trust and mountains beyond. From the moment you enter, you won't want to leave. It is immaculate and ready to go. A large mudroom with a slate floor &

  Betty McEnaney Diamond Realty

  2510 E Hill Rd, Chester, VT 05143
• 

  

  /32

  $425,000 Sold Jun 06, 2025

  • 3,316 Sq Ft
  • $128/SF
  • 110 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1970

  147 Davis Rd, Ludlow, VT 05149

  Check out this wonderful family retreat! With 5 generous bedrooms, large living room, large deck and country setting...BONUS "rec area" in the barn and deck is “hot tub “ ready with power in place ! There is more than enough room for everyone! Only minutes to world class skiing at Okemo-Vail resort or Killington, close to the lakes and snowmobile trails. Lower level is mostly finished with living

  Lisa Kelley Cummings & Co

  147 Davis Rd, Ludlow, VT 05149
• 

  

  /21

  Est $391,767 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,370 Sq Ft

  74 van Guilder Ln, Ludlow, VT 05149

  74 van Guilder Ln, Ludlow, VT 05149
• 

  

  /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
• 

  

  /46

  $695,000 Sold Jun 03, 2025

  • 1,715 Sq Ft
  • $405/SF
  • 97 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1993

  24 Ledgewood Rd Unit B4/B5 Garage, Ludlow, VT 05149

  Ledgewood on Okemo B4 and B5 garage—a remarkable 3-bedroom plus bonus room, 3-bathroom condominium nestled on Okemo Mountain. Seize the opportunity to reside in one of Okemo's most coveted developments, offering a prime mountain location. Enjoy the convenience of direct access to the Ledgewood ski trail, ensuring effortless access to the slopes. Additionally, revel in the luxury of your private

  Katherine Burns William Raveis Real Estate Vermont Properties

  24 Ledgewood Rd Unit B4/B5 Garage, Ludlow, VT 05149
• 

  

  /40

  Est $827,711 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,861 Sq Ft

  53 Godfrey Rd, Ludlow, VT 05149

  53 Godfrey Rd, Ludlow, VT 05149
• 

  

  /27

  $299,000

  • 2 Beds
  • 2 Baths
  • 806 Sq Ft

  30 Pond St Unit 11, Ludlow, VT 05149

  This is a village charmer. Remodeled and completely move in ready, this two bedroom, two bath condominium is within walking distance to Main Street. Located at the base of Okemo Mountain with easy access to the Okemo shuttle in the winter months and only 4 miles to the lakes region for year-round enjoyment. As soon as you open the door, the fresh and welcoming decor draws you in. This beautifully

  McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

  30 Pond St Unit 11, Ludlow, VT 05149
• 

  

  /43

  $485,000 Sold Jun 02, 2025

  • 1,524 Sq Ft
  • $318/SF
  • 192 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  10 Rimrock Rd Unit 5C, Ludlow, VT 05149

  A wonderful opportunity to own a condo right on Okemo Mountain! This property has been lovingly maintained for over 50 years by the same owners. It's location is perfect for skiing, as it sits in the Trailside community and is a short walk to the Sachem Trail. This home boasts 3 bedrooms, 2 bathrooms and a loft with a skylight. The living, dining and kitchen area is an open concept plan. There is

  John Napier TPW Real Estate

  10 Rimrock Rd Unit 5C, Ludlow, VT 05149
• 

  

  /33

  Est $480,494 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  14 Twine Hill Rd, Ludlow, VT 05149

  14 Twine Hill Rd, 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
• 

  

  /13

  $542,000 Sold May 30, 2025

  • 1,369 Sq Ft
  • $396/SF
  • 462 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 2008

  193 Jackson Gore Unit 744/746, Ludlow, VT 05149

  Bixby House 744/746 Whole Ownership. This luxury two-bedroom, valley side home features fully-equipped kitchen with stainless steel appliances, tiled back splash, farm sink and granite counters. The cozy living room includes a dining area and gas fireplace. The tiled foyer entry provides storage for outdoor gear. Primary bedroom has a king bed and a spacious master bath with his and her sinks.

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

  193 Jackson Gore Unit 744/746, Ludlow, VT 05149
• 

  

  /26

  Est $564,443 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,809 Sq Ft

  2 Wilbart Ave, Ludlow, VT 05149

  2 Wilbart Ave, Ludlow, VT 05149
• 

  

  /56

  $699,000

  • 2 Beds
  • 2.5 Baths
  • 2,064 Sq Ft

  1583 Vermont Route 100, Plymouth, VT 05056

  BREATHTAKING VIEWS! Beautiful Lake Amherst property with 200 feet of lake frontage and a great new dock. Prime location minutes to Killington, Okemo, and Woodstock. Enjoy panoramic lake and mountain views from the entire main level of this open concept 2 bedroom, 2 1/2 bath contemporary gem. The floor plan is ideal for entertaining family and friends. Spacious eat in kitchen with breakfast bar

  Marni Rieger KW Vermont-Killington

  1583 Vermont Route 100, Plymouth, VT 05056
• 

  

  /60

  $3,400,000 Sold May 29, 2025

  • 6,184 Sq Ft
  • $550/SF
  • 237 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 2004

  4 Morning Star, Ludlow, VT 05149

  Accepting Back Up Offers. One of the most coveted homes on Okemo is ready for its new owner. Welcome to a spectacular, Montana lodge-style retreat nestled in a prime slopeside location on Okemo Mountain, adjacent to Solitude Village Day Lodge. This breathtaking ski-in/ski-out home sits at the top of Daybreak Trail, offering unrivaled mountain views in every direction. Crafted from Montana lodge

  Joseph Karl William Raveis Real Estate Vermont Properties

  4 Morning Star, Ludlow, VT 05149
• 

  

  /40

  Est $528,298 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,837 Sq Ft

  58 Main St, Ludlow, VT 05149

  58 Main St, Ludlow, VT 05149
• 

  

  /51

  $375,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  85 Main St Unit 101, Ludlow, VT 05149

  JUST REDUCED! Brand new construction in the heart of the village. It doesn't get any better than this completely re-conformed commercial space to condo. This turn key move in ready, fully furnished condo needs nothing, it's BRAND NEW. Walk to your favorite restaurants, and all of the other Ludlow amenities. The beautiful Fletcher Memorial Library is just across the street as is the gazebo on

  Frank Provance Diamond Realty

  85 Main St Unit 101, Ludlow, VT 05149
• 

  

  /38

  $783,000 Sold May 28, 2025

  • 1,842 Sq Ft
  • $425/SF
  • 124 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1984

  67 Okemo Trailside Extension Unit 39A, Ludlow, VT 05149

  Trailside Village 39A on Okemo Mountain - Welcome to this stunning mountain condo, perfectly nestled in a serene and picturesque location on the demand shuttle route. Offering breathtaking panoramic views of the surrounding mountains, this property is the ultimate retreat. The home boasts a spacious, open floor plan that seamlessly blends the living, dining, and kitchen areas, making it ideal for

  Katherine Burns William Raveis Real Estate Vermont Properties

  67 Okemo Trailside Extension Unit 39A, Ludlow, VT 05149
• 

  

  /20

  Est $472,449 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,194 Sq Ft

  64 Main St, Ludlow, VT 05149

  64 Main St, 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
• 

  

  /41

  $460,000 Sold May 23, 2025

  • 2,178 Sq Ft
  • $211/SF
  • 281 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1890

  39 High St, Ludlow, VT 05149

  Ludlow Village home with views of Okemo Mountain. This five-bedroom farmhouse, perfectly situated on High Street, is in the heart of Ludlow Village. Step inside from the covered porch to the large mudroom, which is ideal for storing your seasonal gear. Off the mudroom, you’ll find two bedrooms and a full bathroom. Next, the living room with a wood-burning fireplace, ideal for winter gatherings.

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  39 High St, Ludlow, VT 05149
• 

  

  /40

  Est $596,765 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,188 Sq Ft

  68 Main St, Ludlow, VT 05149

  68 Main St, 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
• 

  

  /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
• 

  

  /39

  Est $393,038 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,114 Sq Ft

  17 Meadow St, Ludlow, VT 05149

  17 Meadow St, 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
• 

  

  /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
• 

  

  /35

  Est $340,349 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,801 Sq Ft

  9 Meadow St, Ludlow, VT 05149

  9 Meadow St, Ludlow, VT 05149
• 

  

  /60

  $795,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 2,722 Sq Ft

  5 Whispering Pines Rd, Ludlow, VT 05149

  Experience the Best of Country Living on North HillLocated just 1.9 miles from Okemo, this charming 5-bedroom contemporary home offers the perfect balance of privacy and convenience. Whether you're hitting the slopes in winter or teeing off in summer, world-class skiing and golf are just moments away. Plus, Main Street's pubs, pizza parlors, fine dining, and unique shops are all within easy

  Diane Rousseau Four Seasons Sotheby's Int'l Realty

  5 Whispering Pines Rd, 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
• 

  

  /30

  Est $661,261 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,041 Sq Ft

  94 Birch Ln, Ludlow, VT 05149

  94 Birch Ln, Ludlow, VT 05149

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