Windsor, VT Homes

/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

/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

/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

/8
Not Listed For Sale
0 S Hill Rd, Ludlow, VT 05149

0 S Hill Rd, 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
/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

/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

/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
/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

/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

/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
/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

/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

/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
/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

/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

/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
/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

/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

/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
$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

/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

/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
/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 $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

/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
/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

/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

/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
/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 $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

/40
$625,000 Under Contract
- 6 Beds
- 5.5 Baths
- 4,004 Sq Ft
20 Plumley Ave, Ludlow, VT 05149

Step back in time with this true Victorian grand home, a beautiful reminder of days gone by. The residence is adorned with detailed woodworking, spacious rooms, and hardwood floors, capturing the essence of its period charm. With six bedrooms and numerous bonus rooms, this home offers ample space for family and guests. The main home features a large kitchen with cherry cabinetry, a generous

Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

20 Plumley Ave, 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

/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

/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
/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

/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

/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

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