Windsor, VT Homes

/55
$1,090,000
- 5 Beds
- 3.5 Baths
- 2,434 Sq Ft
80 Mountain View Dr, Ludlow, VT 05149

Experience modern mountain living in this exceptional 5-bedroom, 4-bathroom contemporary home, perfectly situated in a prestigious Okemo Mountain neighborhood.The main level boasts an open-concept design with gleaming hardwood floors, encompassing a gourmet kitchen, dining area, and a striking living room featuring a floor-to-ceiling stone fireplace. Sliding glass doors open to a private

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

80 Mountain View Dr, Ludlow, VT 05149
/26
$40,000 per month
- 6 Beds
- 3.5 Baths
- 3,557 Sq Ft
- House for Rent
55 Wallis View Ln, Ludlow, VT 05149

Winter Seasonal Rental available November 1, 2025 through April 15, 2026. Price is $40,000 plus $7000 for utility deposit and $5000 security deposit. All funds due prior to rental start. Beautiful views from this large cape-style home. Open kitchen to living room with stone fireplace. Comfortable, warm and spacious. Fully-equipped kitchen for the chef. All linens provided. Hot tub. Bed

Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

55 Wallis View Ln, Ludlow, VT 05149
/41
$755,000 Sold Aug 01, 2025
- 1,694 Sq Ft
- $446/SF
- 360 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1983
281 Okemo Trailside Extension Unit 30B, Ludlow, VT 05149

Trailside Village on Okemo, Trailside 30B. Escape to your dream mountain getaway with this stunning 3-bedroom, 2.5-bathroom condo, nestled in the heart of the picturesque mountains. The open-concept living and dining area provides ample room for relaxation and entertainment. Large windows flood the space with natural light, offering breathtaking views. The kitchen offers a large counter space and

Joseph Karl William Raveis Real Estate Vermont Properties

281 Okemo Trailside Extension Unit 30B, Ludlow, VT 05149

/40
Est $844,028 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,082 Sq Ft
43 Bear Ridge Rd, Ludlow, VT 05149

43 Bear Ridge Rd, Ludlow, VT 05149

/58
$1,400,000
- 5 Beds
- 5.5 Baths
- 3,750 Sq Ft
620 Old Weston Mountain Rd, Ludlow, VT 05149

Refined Mountain Living Meets Timeless Craftsmanship. Conveniently located on coveted Old Weston Mt Road with huge long-distance views and an incredible, well-thought-out floor plan! A home where artisan details and design come together to create a warm, rustic luxury retreat. From the moment you step inside, you'll be captivated by the soaring vaulted ceilings, a grand stone fireplace and a

Joseph Karl William Raveis Real Estate Vermont Properties

620 Old Weston Mountain Rd, Ludlow, VT 05149
/8
$16,000 per month
- 1 Bed
- 1 Bath
- 1,000 Sq Ft
- Condo for Rent
113 Trailside Rd Unit 123, Ludlow, VT 05149

This is an adorable-y re done 1 bedroom as far up Magic Mtn as you can get... essentially ski on ski off from your back deck. Great views up Mtn.. and 1 of only 3 units to have a wood burning fireplace.. so nice after a long day of skiing to have your own warm fire... total Vt charm. The Magic skiing and community is legendary... so fun, so friendly... and such an awesome Mtn to ski.. no lines,

Wilkie Bushby TPW Real Estate

113 Trailside Rd Unit 123, Ludlow, VT 05149
/26
$965,000 Sold Jul 31, 2025
- 2,990 Sq Ft
- $323/SF
- 196 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2002
874 Vermont Route 100, Ludlow, VT 05149

Best of both worlds! Is this a ski house on a lake or is it a lake house that's less than 5 minutes from a ski resort? Either way, you are sure to enjoy this 3+ bedroom, 3 bath home with about 300' of lake frontage all four seasons. You can check off the most sought-after attributes like: main floor primary en suite with private balcony, 2 separate living rooms, fireplace, lake frontage, fire

Kevin Barnes William Raveis Real Estate Vermont Properties

874 Vermont Route 100, Ludlow, VT 05149

/40
Est $3,404,422 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 5,900 Sq Ft
147 N Village Rd, Ludlow, VT 05149

147 N Village Rd, Ludlow, VT 05149

/58
$995,000
- 4 Beds
- 3.5 Baths
- 2,585 Sq Ft
117 Ledgewood Rd Unit F3 w/F4 Garage, Ludlow, VT 05149

Ledgewood on Okemo, a spacious condominium located in one of the most sought-after communities on Okemo Mountain. This property offers an abundance of space, featuring two en-suites and two additional bedrooms. The expansive great room opens to a large family kitchen with two breakfast bars, providing ample seating for the whole family. You'll also appreciate the private ski-in/ski-out access and

Katherine Burns William Raveis Real Estate Vermont Properties

117 Ledgewood Rd Unit F3 w/F4 Garage, Ludlow, VT 05149
/25
$45,000 per month
- 3 Beds
- 2 Baths
- 1,531 Sq Ft
- Townhouse for Rent
100 Kettlebrook Rd Unit E2, Ludlow, VT 05149

Come enjoy your ski season at this 3 bedroom 2 full bath Kettlebrook Condo. Located just steps to Bull Run with direct access to the Sunburst Six Pack. You'll never have to hassle with the base area. Enjoy two wood burning fireplaces. One in the living room to get cozy with the family and the other in the intimate setting of the primary suite located in the lower walk/out level, which

Frank Provance Diamond Realty

100 Kettlebrook Rd Unit E2, Ludlow, VT 05149
/45
$750,000 Sold Jul 18, 2025
- 1,360 Sq Ft
- $551/SF
- 132 Days On Market
- 3 Beds
- 2 Baths
- Built 1991
145 Ledgewood Rd Unit D4, Ludlow, VT 05149

Ledgewood On Okemo! Unit D4. This nicely updated 3 bedroom/2 bath condominium is conveniently located directly on the ski trail and on ground level so you can ski to your door! From your car, walk into a warm foyer that leads to your front door, which opens up into the mudroom and kitchen area. The kitchen has been tastefully updated with stainless appliances, tile backsplash and flooring, along

Joseph Karl William Raveis Real Estate Vermont Properties

145 Ledgewood Rd Unit D4, Ludlow, VT 05149

/25
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,025 Sq Ft
338 Qtr II Jackson Gore Inn, Ludlow, VT 05149

338 Qtr II Jackson Gore Inn, Ludlow, VT 05149

/26
$695,000
- 2 Beds
- 2 Baths
- 1,349 Sq Ft
19 Kettlebrook Rd Unit D-5, Ludlow, VT 05149

Direct ski-on, ski-off two-bedroom top-floor unit in the Kettlebrook community. Nicely updated throughout. Enclosed mudroom entrance with built-ins, laundry, and exterior ski closet. The main level includes a well-designed kitchen and a separate dining area with a newly installed slider leading out to the deck, which looks out to the slopes; a living room with a wood burning fireplace and

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

19 Kettlebrook Rd Unit D-5, Ludlow, VT 05149
/40
$40,000 per month
- 3 Beds
- 2.5 Baths
- 4,007 Sq Ft
- House for Rent
975 S Hill Rd, Ludlow, VT 05149

Come enjoy your ski season at this exceptional home located on prestigious South Hill. Pull right into the heated attached garage (no need for cleaning off the car on powder days!) then step into the big mudroom where you can store all of your gear, with washer/dryer and powder room. Now into the eat in kitchen with beautiful wood cabinetry and floors. The formal dining room is perfect for a nice

Frank Provance Diamond Realty

975 S Hill Rd, Ludlow, VT 05149
/28
$565,000 Sold Jul 14, 2025
- 1,881 Sq Ft
- $300/SF
- 48 Days On Market
- 4 Beds
- 2 Baths
- Built 1954
211 Preedom Hill Rd S, Ludlow, VT 05149

Ideally located and beautifully maintained, this well-appointed 4-bedroom, 2-bath home offers nearly 2,000 sq ft of comfortable living space on 2.19 peaceful acres with mountain views. With many recent updates and true move-in-ready condition, this Vermont gem is perfect for year-round living or a weekend retreat. The spacious kitchen features a convenient breakfast bar and flows seamlessly into

Gary Coger Four Seasons Sotheby's Int'l Realty

211 Preedom Hill Rd S, Ludlow, VT 05149

/14
Est $386,438 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,116 Sq Ft
32 Route 103 S Unit C8, Ludlow, VT 05149

32 Route 103 S Unit C8, Ludlow, VT 05149

/39
$875,000
- 3 Beds
- 5 Baths
- 3,000 Sq Ft
151 Smokerise, Ludlow, VT 05149

Entertain in Style in this VERY spacious home on 3.52 acres of paradise. Make memories and invite all of your friends and family to this tasteful home with room for everyone and more. Large living room, with wood burning stone fireplace, lovely views and a slider to the wrap around expanded deck. Inviting custom country kitchen with island and granite countertops along with 2 bedrooms and a full

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

151 Smokerise, Ludlow, VT 05149
/42
$77,000 Sold Jul 10, 2025
- 775 Sq Ft
- $99/SF
- 69 Days On Market
- 1 Bed
- 2 Baths
- Built 2003
211/213 Qtr I Jackson Gore Inn, Ludlow, VT 05149

Welcome to effortless mountain living in this spacious 1-bedroom, 2-bathroom unit at the premier Jackson Gore Inn at Okemo Mountain Resort. Boasting slope views, a lockout design, and room to comfortably sleep up to 8 guests, this is the perfect blend of personal getaway with rental opportunities.The well-designed floor plan features a full kitchen, dining area, and cozy living room with a gas

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

211/213 Qtr I Jackson Gore Inn, Ludlow, VT 05149

/34
Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 1,790 Sq Ft
13 Daybreak Dr Unit 301, Ludlow, VT 05149

13 Daybreak Dr Unit 301, Ludlow, VT 05149

/60
$895,000
- 3 Beds
- 3.5 Baths
- 1,674 Sq Ft
141 E Lake Rd, Ludlow, VT 05149

Welcome to Blue Goose on Lake Pauline – A Stunning Vermont Waterfront Retreat. Tucked along the shores of scenic Lake Pauline, is a thoughtfully crafted contemporary lake home that blends timeless post-and-beam architecture with elegant craftsman details. From the moment you step inside, you'll be drawn in by the soaring cathedral ceilings, rich woodwork, and natural light that pours through the

Kevin Barnes William Raveis Real Estate Vermont Properties

141 E Lake Rd, Ludlow, VT 05149
/17
$120,000 Sold Jul 10, 2025
- Land
- 4.44 Acres
- $27,027 per Acre
- 472 Days On Market
Lot #6 Southern Pines Ln, Ludlow, VT 05149

Fully permited 4.44+/- acre lot located just minutes from the village of Ludlow and Okemo. Underground power, telephone, cable and internet available. Drilled well and sewage disposal by purchaser.

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

Lot #6 Southern Pines Ln, Ludlow, VT 05149

/39
Est $679,604 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
28 Fowler Rd Unit N103, Ludlow, VT 05149

28 Fowler Rd Unit N103, 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
/60
$2,775,000 Sold Jul 08, 2025
- 5,742 Sq Ft
- $483/SF
- 151 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2007
1199 Okemo Ridge Rd Unit S-32, Ludlow, VT 05149

Within the picturesque landscape of Solitude Village at Okemo, this three-level home offers a blend of comfort and style with easy ski/on ski/off access. As you enter, you are greeted by an open concept living space that exudes warmth and sophistication. The living area features a beautiful stone fireplace, perfect for gathering around after a day on the slopes, while large windows flood the

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

1199 Okemo Ridge Rd Unit S-32, Ludlow, VT 05149

/4
Est $904,713 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,456 Sq Ft
160 Solitude Rd Unit L104, Ludlow, VT 05149

160 Solitude Rd Unit L104, Ludlow, VT 05149

/41
$795,000
- 4 Beds
- 2.5 Baths
- 2,663 Sq Ft
490 W Hill Rd, Ludlow, VT 05149

From mountain views to apres-ski soaks in the hot tub, this home delivers the full Vermont lifestyle with ease. Located on one of Ludlow’s most coveted roads, this custom-built mountain retreat offers the perfect blend of quality, comfort, and convenience. Skip the village traffic and drive straight to the base of Okemo in just minutes! Thoughtfully designed and with so much to love, this

Frank Provance Diamond Realty

490 W Hill Rd, 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

/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

/46
$820,000
- 3 Beds
- 3 Baths
- 2,288 Sq Ft
26 Country Crossing, Ludlow, VT 05149

I'm excited to share details about a truly special property that I believe you'll find incredibly appealing. This tastefully appointed home offers multi-level entertainment spaces, three plus comfortable bedrooms, and three baths, making it perfectly suited for both relaxation and entertaining. The location is truly ideal for anyone looking to embrace the Okemo Valley lifestyle. Situated just

Kevin Barnes William Raveis Real Estate Vermont Properties

26 Country Crossing, 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 $818,703 Not Listed For Sale
- 3 Beds
- 3 Baths
- 3,271 Sq Ft
113 Ellison Loop, Ludlow, VT 05149

113 Ellison Loop, 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
/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 $356,591 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

/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
/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 $809,833 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,861 Sq Ft
53 Godfrey Rd, Ludlow, VT 05149

53 Godfrey 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
/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

/30
Est $653,143 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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