Ludlow VT
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$3,100,000 | $406 per sq.ft.
165 Moon Shadow Drive
5 Beds | 5 Baths | Total Sq. Ft. 7634 | Acres: 0.92
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 room, with its stunning stone fireplace and vaulted ceilings, creates the perfect après-ski gathering space. Just off the great room, a custom beverage bar with seating for three invites you to unwind with a cocktail while watching the snow fall. The chef's kitchen is appointed with high-end appliances, granite countertops, and custom cabinetry--ideal for entertaining. The dining room comfortably seats twelve, making it perfect for holidays and celebrations. After a day on the slopes, drop your gear in the well-designed mudroom with built-in cubbies before heading down to the walkout lower level--complete with a pool table, exercise space, sauna, and hot tub for ultimate relaxation. A large game room with tons of comfortable seating for movie watching. The spacious primary suite includes a private balcony, perfect for morning coffee with mountain views. Additional features include a dramatic carport entry, two-car garage, ample storage, and timeless craftsmanship throughout. Whether you're seeking a serene winter escape or an active four-season retreat, this home delivers. ROFR See
MLS Property & Listing Details & 60 images.
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$3,250,000 | $567 per sq.ft.
191 Moon Shadow Drive
5 Beds | 7 Baths | Total Sq. Ft. 5728 | Acres: 0.92
Solitude home at the top of the hill awaits! Solitude on Okemo Mountain, where this exceptional five-bedroom home captures the ultimate ski location, breathtaking long-range views, and unparalleled privacy. Perfectly positioned to embrace the beauty of the surrounding mountains, this residence offers a rare opportunity to enjoy true slope-side living in one of Vermont's most sought-after resort communities. The main floor offers a sunken living room with views of the Okemo Valley. Off the living room is a dining room and kitchen with a large island and room for entertaining. The family room off the kitchen has a full bathroom and access to the large deck with a hot tub overlooking the ski trail. From the main floor, you can access the heated garage. Above the garage is a primary suite. The primary suite has a vaulted ceiling,a gas fireplace, a balcony, and a soaking tub with window views. The bathroom has a large shower, a double vanity, and a walk-in closet. Back down to the main level, you can access another second floor with 2 en-suites, each with a full bathroom. There is a den and a full bathroom to complete the second level. The basement area offers a full game room and family room, 2 additional bedrooms, a full bathroom, a half-court basketball room, and a mudroom, which opens to the bridge that brings you to the ski trail. The current homeowner has thoughtfully enhanced the property with numerous upgrades, including new mechanical systems and additional improvements that enhance efficiency and livability. Step outside and experience mountain living at its finest in this secluded setting, where serenity meets adventure right at your doorstep. Whether you're relaxing after a day on the slopes or entertaining while taking in the sweeping vistas, this home delivers the very best of resort lifestyle. If you're looking for the best of the best, call us today to schedule your private showing and discover this extraordinary mountain retreat. See
MLS Property & Listing Details & 60 images. Includes a Virtual Tour
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Under Contract
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$3,550,000 | $542 per sq.ft.
Price Change! reduced by $200,000 down 6% on February 5th 2026
657 Town Farm Road
4 Beds | 5 Baths | Total Sq. Ft. 6548 | Acres: 163.37
Rare opportunity to own one of the largest privately owned parcels within minutes of Okemo! 163+ Acre estate with sweeping views and open fields in Ludlow's prestigious South Hill area. Under 10 minutes to Okemo, this luxury home has received numerous updates in the last several years. Large updated eat-in country kitchen w/ wood cabinetry, stone countertops and updated stainless steel appliances. A gas fireplace with sitting room compliments this wonderful space. Doors off the kitchen and dining room lead out to a fieldstone patio with grill island as well as a recently constructed gazebo overlooking mt. views and a lovely pond. A circular great room with floor to ceiling windows is centered by a woodburning fireplace and offers spectacular hillside vistas. A dining room off the kitchen and great room offers additional space for formal dining. The primary bedroom is privately located in a separate suite off the main living area. Updated primary bath includes a large enclosed tile shower. The upper level includes a guest suite with a recently completed bathroom with soaking tub, 2 additional bedrooms, and an recently updated 3/4 bath, and sauna. Lower level includes a large family room, a separate TV room, a 3/4 bath, + 2 bonus rooms (additional accommodations). Includes an attached heated two car garage and a historic barn. Mini splits provide a/c on main and upper levels. Updated windows, roof, A/C, and boiler. Owners have purchased another property in the area and are highly motivated to sell! See
MLS Property & Listing Details & 60 images. Includes a Virtual Tour
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$3,650,000 | $705 per sq.ft.
348 Turtle Hill Road
5 Beds | 4 Baths | Total Sq. Ft. 5181 | Acres: 13.58
Built over the course of two years and completed in 2023, this nearly new custom timberframe home showcases exceptional craftsmanship and fine attention to detail. Privately sited on over 13 acres, the property offers sweeping, panoramic views of southern Vermont's mountains and valleys; vistas that are truly second to none. The home's architectural highlights include hand-hewn Douglas fir beams with walnut pegs, a striking custom stone fireplace, Marvin windows, radiant heat, white oak flooring, a handcrafted maple staircase, and soaring 30-foot ceilings. Designed with comfort and entertaining in mind, the spacious interior offers an effortless flow and abundant natural light throughout. The gourmet kitchen is a cook's dream, featuring double ovens, an oversized granite island, and generous dining spaces that are perfect for intimate dinners or large gatherings. The thoughtful floor plan allows for excellent separation of space, ensuring privacy for both owners and guests. From the moment you step into this home, be it through the ski room or the front door, you are met with top notch quality and a fluid transition between the outside and indoor spaces. A true celebration of Vermont living, this home was built to enjoy for generations, to bring the outdoors in and offers warmth, light, and a connection to nature in every season. Come take a look at "The Barn"; you will not be disappointed! See
MLS Property & Listing Details & 60 images. Includes a Virtual Tour
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$4,500,000 | $1,429 per sq.ft.
Price Change! reduced by $1,000,000 down 22% on February 9th 2026
85 Pallottas Hill Road
4 Beds | 2 Baths | Total Sq. Ft. 3150 | Acres: 127
MAJOR 7 FIGURE PRICE REDUCTION! Your Vermont Mountain Retreat Awaits Discover 127 acres of pure Vermont beauty at the foot of Okemo Mountain, just 2 minutes from downtown Ludlow. This rare property offers expansive meadows, forested trails, and panoramic views of Okemo, Mount Ascutney and beyond. Enjoy direct access to cross country skiing, hiking, snowshoeing, the VAST trail system, and year-round outdoor adventure. The updated finished 3150 square ft 4 bedroom house with bonus rooms and barn is move-in ready. Perfect for your full-time home, vacation getaway, or guest house while you build your dream retreat elsewhere on the property. This is a once-in-a-lifetime chance to own one of Ludlow's last large undeveloped parcels. Preliminary engineering, structural work and surveys are complete, making this a perfect candidate for multi-phased development. Owner financing available. Create a private estate, build a family compound, or develop a ski-centric neighborhood of townhomes, chalets, or even commercial lodging. See
MLS Property & Listing Details & 42 images.
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$4,775,000 | $721 per sq.ft.
924 Okemo Ridge Road
7 Beds | 7 Baths | Total Sq. Ft. 6624 | Acres: 1.05
Perched in Solitude, one of Okemo's most sought-after on-mountain neighborhoods, 924 Okemo Ridge Road offers exceptional slope access, sweeping long-range views, and the scale to comfortably bring generations together under one roof. With 7 bedrooms and 6.5 bathrooms, this is a true ski home--designed for gathering, hosting, and making memories year after year. The home delivers classic ski lodge vibes with expansive living spaces, walls of glass framing the mountain views, and seamless indoor-outdoor flow. Slopeside outdoor living is a standout feature, with a maintenance-free deck system, covered hot tub area, heated stone patio, and an exterior fireplace built for long après-ski afternoons. Ski home, light the fire, and settle in. Inside, the kitchen was fully renovated in 2021 and anchors the main living space with new cabinetry, granite countertops, a reconfigured island, a dedicated coffee and bar area, a pizza oven, and thoughtfully integrated appliances--perfect for feeding a crowd. Multiple gathering zones include a theater room, game room, wine room, sauna, and a well-designed boot room that keeps ski days organized. Significant mechanical and system upgrades add peace of mind. Other great upgrades include Tesla charging and whole-home Sonos. The result is a turnkey, well-maintained slopeside retreat that balances comfort, durability, and fun--whether it's a holiday weekend with the whole family or a quiet midweek powder day. Located just steps from some of the best skiing on the mountain at Okemo Mountain Resort, this Solitude home stands apart for its access, views, and ability to live large on the mountain. Visit the Okemo real estate community today. Taxes are based on current town assessment. ROFR See
MLS Property & Listing Details & 60 images.
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$4,999,000 | $545 per sq.ft.
62 Moon Shadow Drive
5 Beds | 5 Baths | Total Sq. Ft. 9170 | Acres: 1.84
Welcome to one of Okemo's most distinctive properites, an iconic SKI-ON, SKI-OFF Tennessee log-style home set directly on the Moon Shadow ski trail within Solitude Village. This home offers the ultimate slopeside lifestyle with panoramic mountain views stretching across the Okemo Valley. Crafted with authentic log construction, showcasing broad hewn timbers, wide chinking, reclaimed wood floors, and exceptional stonework throughout. Seven wood-burning fireplaces create a warm, inviting ambiance, while soaring ceilings and expansive windows frame breathtaking vistas. Designed for both grand entertaining and intimate retreat, the home features five bedrooms and four and a half baths, including three private en-suites. A private guest quarters with its own entrance, great room, and fireplace provides anideal space for visitors. The primary suite is a true escape, highlighted by a soaking tub perfectly positioned to capture the view. The gourmet kitchen blends rustic charm with refined finishes, featuring high-end appliances, honed granite countertops, a wood-burning fireplace, and a large island. Adding to the convenience of this home is a commercial-style ice maker perfect for entertaining. Home features dual washers and dryers, making mountain living easy. Living spaces flow effortlessly to a spacious deck and an elevated stone patio with an oversized hot tub overlooking the trail and surrounding mountain vistas, an ideal setting for après relaxation. A large game room offers endless entertainment with gaming tables and pinball, while additional gathering spaces, including a loft with billiards, provide room for everyone to unwind. Well-appointed ski room equipped with boot warmers and abundant storage ensures seamless organization for all of your gear. Offered fully furnished and turnkey, including much of the art and sports memorabilia, this home is ready for immediate enjoyment. With direct trail access and a strong rental history, this is a rare opportunity. ROFR See
MLS Property & Listing Details & 58 images.
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