Windsor, VT Homes

/58
$695,000 Sold May 08, 2025
- 2,622 Sq Ft
- $265/SF
- 328 Days On Market
- 5 Beds
- 3 Baths
- Built 1850
6 Gleascott Ave, Ludlow, VT 05149

This is a village jewel. Come see this completely renovated 5 bedroom 3 bath Victorian home that has been updated with modern conveniences yet retains many of the original craftsman features. The kitchen boasts stainless appliances, quartz countertops, a large island with a breakfast bar, and subway tile backsplash. There are restored hardwood floors throughout, some heated bath tile floors,

Kevin Barnes William Raveis Real Estate Vermont Properties

6 Gleascott Ave, Ludlow, VT 05149

/40
Est $634,610 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,694 Sq Ft
5 Gill Terrace, Ludlow, VT 05149

5 Gill Terrace, 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
$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

/40
Est $560,721 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,016 Sq Ft
12 Depot St, Ludlow, VT 05149

12 Depot St, 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
/42
$550,000 Sold May 02, 2025
- 1,470 Sq Ft
- $374/SF
- 441 Days On Market
- 3 Beds
- 2 Baths
- Built 1973
62 Okemo Trailside Extension Unit 9-C, Ludlow, VT 05149

Trailside Village on Okemo, Unit 9C – a meticulously maintained three-bedroom plus a loft, two-bathroom condo ideally situated with direct access to the Sachem Trail. This residence has undergone recent updates, including the kitchen and bathrooms, showcasing custom wood trim and solid wood interior doors for a touch of elegance. Experience modern convenience with upgraded appliances, including a

Katherine Burns William Raveis Real Estate Vermont Properties

62 Okemo Trailside Extension Unit 9-C, 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

/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
/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

/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

/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
/39
$462,500 Sold May 01, 2025
- 1,374 Sq Ft
- $337/SF
- 210 Days On Market
- 3 Beds
- 2 Baths
- Built 1900
69 Pleasant St, Ludlow, VT 05149

Discover the charm and convenience of village living with this delightful 3-bedroom, 2-bathroom fully furnished home, offering views of Okemo Mountain. The main level contains a kitchen, 3/4 bathroom, a dining room, a bedroom, and a living room with mountain views. Upstairs you'll find a full bathroom with two more bedrooms. The home boasts a welcoming covered front porch, perfect for relaxing

Katherine Burns William Raveis Real Estate Vermont Properties

69 Pleasant St, 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

/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
/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

/10
Est $346,333 Not Listed For Sale
- 6 Beds
- 3 Baths
- 2,552 Sq Ft
62 Andover St, Ludlow, VT 05149

62 Andover St, Ludlow, VT 05149

/23
$175,000
- 1 Bed
- 1 Bath
- 520 Sq Ft
32 Pond St Unit 5, Ludlow, VT 05149

Charming One-Bedroom Condo in the Heart of Ludlow VillageThis freshly updated condo offers the perfect opportunity to own in Ludlow, just moments from Main Street and the Okemo slopes. Enjoy easy access with a private covered porch entrance and the convenience of walking to local shops and restaurants or catching the Okemo Shuttle just steps away.Inside, you'll find a charming interior

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

32 Pond St Unit 5, 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

/40
Est $526,445 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,870 Sq Ft
42 Andover St, Ludlow, VT 05149

42 Andover St, Ludlow, VT 05149

/15
$130,000
- 1 Bed
- 1 Bath
- 266 Sq Ft
32 Pond St Unit 3, Ludlow, VT 05149

Charming One-Bedroom Efficiency in the Heart of Ludlow VillageThis beautifully remodeled efficiency offers the perfect opportunity to own in Ludlow, just moments from Main Street and the Okemo slopes. Enjoy easy access with a private covered porch entrance and the convenience of walking to local shops and restaurants or catching the Okemo Shuttle just steps away.Inside, you'll find a

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

32 Pond St Unit 3, 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

/35
Est $322,480 Not Listed For Sale
- 1 Bed
- 1 Bath
- 799 Sq Ft
5 S Hill St, Ludlow, VT 05149

5 S Hill St, Ludlow, VT 05149

/17
$140,000
- 1 Bed
- 1 Bath
- 266 Sq Ft
32 Pond St Unit 1, Ludlow, VT 05149

Charming One-Bedroom Efficiency in the Heart of Ludlow VillageThis beautifully remodeled ground-floor efficiency offers the perfect opportunity to own in Ludlow, just moments from Main Street and the Okemo slopes. Enjoy easy access with a private covered porch entrance and the convenience of walking to local shops and restaurants or catching the Okemo Shuttle just steps away.Inside,

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

32 Pond St Unit 1, 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

/40
Est $686,607 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,234 Sq Ft
14 Pond St, Ludlow, VT 05149

14 Pond St, 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
/37
$400,000 Sold Apr 17, 2025
- 3,470 Sq Ft
- $115/SF
- 352 Days On Market
- 6 Beds
- 2.5 Baths
- Built 1850
121 Main St, Ludlow, VT 05149

Motivated Seller! Make Offer! Discover this Ludlow Village home that offers the perfect combination of space, comfort, and convenience. With three levels of living space, this residence boasts ample room for everyone. The main level greets you with a large living room, gas fireplace, hardwood floors, an office, kitchen, dining area, a full bath, and a den. Upstairs, enjoy three bedrooms and a

Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

121 Main St, 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

/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
/21
$205,000 Sold Apr 16, 2025
- 2,400 Sq Ft
- $85/SF
- 19 Days On Market
- 3 Beds
- 3 Baths
- Built 2006
1374 Kingdom Rd, Ludlow, VT 05149

Looking for property between Okemo and Killington out in the lakes region?This private 5-acre parcel with an unfinished garage/home could be perfect to finish as you like and be ready to enjoy much sooner than purchasing land to improve and build. There is even a 45-acre adjacent parcel of land available with the possibility of building a larger home perhaps a secluded log cabin. There are

Tyleen Murray Kelley Real Estate, Inc.

1374 Kingdom Rd, 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
$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
/37
$396,185 Sold Apr 11, 2025
- 1,302 Sq Ft
- $304/SF
- 4 Days On Market
- 4 Beds
- 2 Baths
- Built 1987
1372 Kingdom Rd, Ludlow, VT 05149

Country Cape in Beautiful Wooded Setting in the Lakes Region, close to skiing: 20 minutes to Killington, 10 minutes to Okemo and Ludlow Town. This cute 2-level 4 bedroom home has so much natural light! Relax and enjoy outdoor living and dining on an 18' x 20' Trex deck surrounded by perennial gardens. A nice covered walkway keeps firewood dry, leading to the Mudroom Entry with closets and bench

Cathy Quaglia Killington Valley Real Estate

1372 Kingdom Rd, 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

/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
/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

/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

/49
$675,000
- 3 Beds
- 3 Baths
- 856 Sq Ft
97 Okemo Trailside Extension Unit 15 C, Ludlow, VT 05149

Welcome to Trailside 15-C. This recently renovated condo is ready for the next loving family. The natural light filled well appointed condo is turn key and just steps from the slopes. Step into the spacious mudroom with ample hooks, and cubbies to store your gear neatly and a live edge bench to put on your boots. You'll feel right at home when you walk into the light filled open living

Frank Provance Diamond Realty

97 Okemo Trailside Extension Unit 15 C, 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

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