Available Listings

$1,149,000
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Windham Area Single Family Home

Active

292 South Street Windham, NY 12496

5 Bed
6 Baths
3460 sqft
MLS# 156125
Incredible Investment Opportunity - Proven Short-Term Rental Income!
Welcome to 292 South St, Windham - a luxury townhouse with exceptional income potential, already generating 85,000-110,000 annually while being rented for just a small portion of the year. This high-performing vacation rental has significant upside for buyers active on platforms like Airbnb, Vrbo, and AirDNA. With full-time professional management overseeing bookings, pricing, and guest communication, the revenue potential could increase dramatically—making this a standout opportunity for STR investors and second-home owners.

Located just steps from Windham Mountain Club and only 2.5 hours from NYC, this stunning mountain retreat offers modern luxury, panoramic views, and unmatched access to four-season adventure. Whether you're seeking a turn-key income-producing property or a private escape that pays for itself, 292 South St delivers on both fronts.

The interior features an open-concept layout designed for entertaining and relaxation, including a chef's kitchen with stainless-steel appliances, granite countertops, and a spacious great room with a cozy fireplace. Step out to a 720-square-foot deck offering spectacular slope views. With five generously sized bedrooms (four with en-suite baths), the layout accommodates large groups. The top-floor primary suite includes a spa-like bathroom, private terrace, and custom walk-in closets.

Additional highlights include:

Heated garage and equipment room

Central air and two laundry rooms

Nearly door-to-door shuttle to Windham's North Lot

Optional furnishings for a seamless turn-key setup

Seller open to partial owner financing for qualified buyers

Beyond its rental appeal, owners and guests enjoy close proximity to award-winning dining, spas, and year-round outdoor activities. Optional Windham Mountain Club membership provides exclusive access to spa services, a future golf course (2026), tennis, pool, and more.

With low upkeep, high rental rates, and strong demand throughout the year, this is a premium short-term rental investment backed by proven performance. Whether you choose to enjoy it personally or maximize income through professional oversight, 292 South St represents a rare opportunity in one of the Northeast's most desirable mountain destinations.

Schedule your private showing today and start unlocking its full income potential.
Listing by: Hudson Valley Catskills MLS / Coldwell Banker Village Green Realty / Regina Tortorella
$999,000
Active

Windham Area Single Family Home

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5 Jacob Strasse Road Windham, NY 12496

4 Bed
4 Baths
3245 sqft
MLS# 855166
Virtual Tour
Modern Mountain Retreat just minutes from Windham Village! Looking for that perfect mix of modern style and cozy mountain living? Welcome to your dream home! This beautifully updated 4-bedroom, 3.5-bathroom escape offers over 3,000 square feet of space, set on five peaceful acres and it's just a few minutes from Windham's village shops, restaurants, and world-class ski slopes.
Enter through a spacious foyer (perfect for dropping your ski gear) into a bright, open main floor. The sunken living room, complete with a stunning stone fireplace, flows right onto a huge deck where you can entertain or just soak in the views. The custom chef's kitchen is a showstopper, featuring top-of-the-line Miele, Sub-Zero, and Asko appliances, sleek quartz countertops, and gorgeous hand-brushed white oak cabinetry. The dining area with its custom table and curved windows is made for memorable meals with your favorite visitors. There's also a generously sized guest bedroom and full bath on this level.

Head upstairs via a custom steel staircase to find an open gallery landing that looks over the living area. The primary suite is pure luxury, with its own private balcony and adjacent spa-like bathroom. Across the hall, another large bedroom offers a fun loft space perfect for a home office, reading nook, or meditation spot. For more space to entertain, the lower level offers a media and game room, along with a guest room and en-suite bath.
This special property is just 2.5 hours from NYC close enough for weekend escapes yet feels like a true getaway.
Listing by: ONEKEY / Coldwell Banker Village Green Realty / Christine Hinz
$995,000
Active

Saugerties Area Single Family Home

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1716 Route 212 Saugerties, NY 12477

3 Bed
2 Baths
3439 sqft
MLS# 20251583
Step back in time with this enchanting antique farmhouse nestled on a sprawling 10+-acre semi-rural retreat. This historical gem, built in the early 1800s, captures the rustic elegance of a bygone era while offering a tranquil sanctuary for nature lovers and history enthusiasts alike. Once the cherished residence of Jody Wolcott Carson (Johnny Carson's first wife) and Donald Bright Buckley, an original ''Mad Men'' era luminary, this home has been lovingly maintained since passing to the current owners in 1972. The estate boasts an iconic large red barn, adding to the picturesque charm of the property. Explore the natural grandeur of the land, from the serene pond with its thriving wildlife, including Wide Mouth Bass, turtles, and blue herons, to the diverse horticultural collection featuring Sweetgum, Dawn Redwood, Dolgo Crabapples, Copper Beech and many other specimen trees. Enjoy summer days in the unique cement pool, which is partially shaded by a majestic Weeping Hemlock. Inside, the home features two inviting fireplaces and a tavern room, creating the perfect ambiance for cozy evenings. The studio/music room dazzles with a cathedral ceiling, a spiral staircase, leading to a sleeping loft, and an oversized arched paned window, complemented by a chandelier from the Biltmore in Manhattan. The kitchen, adorned with a cast iron cook stove, and the screened-in north facing porch add to the home's period charm. With a semi-circle driveway and room for two cars in the barn, the property proximity to both Woodstock and Saugerties, this home offers both seclusion and convenience. Discover a peaceful lifestyle surrounded by natural beauty and history at this Saugerties treasure. Welcome to your own slice of the Hudson Valley, where the past is your present.
Listing by: Hudson Valley Catskills MLS / Coldwell Banker Village Green Realty / Sara Gorman Maliha
$995,000
Active

Saugerties Area Single Family Home

Active

1716 Route 212 Saugerties, NY 12477

3 Bed
2 Baths
3429 sqft
MLS# 865818
Step back in time with this enchanting antique farmhouse nestled on a sprawling 10+-acre semi-rural retreat. This historical gem, built in the early 1800s, captures the rustic elegance of a bygone era while offering a tranquil sanctuary for nature lovers and history enthusiasts alike. Once the cherished residence of Jody Wolcott Carson (Johnny Carson's first wife) and Donald Bright Buckley, an original ''Mad Men'' era luminary, this home has been lovingly maintained since passing to the current owners in 1972. The estate boasts an iconic large red barn, adding to the picturesque charm of the property. Explore the natural grandeur of the land, from the serene pond with its thriving wildlife, including Wide Mouth Bass, turtles, and blue herons, to the diverse horticultural collection featuring Sweetgum, Dawn Redwood, Dolgo Crabapples, Copper Beech and many other specimen trees. Enjoy summer days in the unique cement pool, which is partially shaded by a majestic Weeping Hemlock. Inside, the home features two inviting fireplaces and a tavern room, creating the perfect ambiance for cozy evenings. The studio/music room dazzles with a cathedral ceiling, a spiral staircase, leading to a sleeping loft, and an oversized arched paned window, complemented by a chandelier from the Biltmore in Manhattan. The kitchen, adorned with a cast iron cook stove, and the screened-in north facing porch add to the home's period charm. With a semi-circle driveway and room for two cars in the barn, the property proximity to both Woodstock and Saugerties, this home offers both seclusion and convenience. Discover a peaceful lifestyle surrounded by natural beauty and history at this Saugerties treasure. Welcome to your own slice of the Hudson Valley, where the past is your present.
Listing by: ONEKEY / Coldwell Banker Village Green Realty / Sara Gorman Maliha
$990,000
Active

Wawarsing Area Single Family Home

Active

118 Bennett Napanoch, NY 12458

3 Bed
2 Baths
1460 sqft
MLS# 20252490
Welcome to an undiscovered area known as Napanoch, NY. Here you will find this amazing stream side contemporary home, located on 28 acres and built by a master cabinet maker for his young bride. Health issues are forcing the sale of this dream home and all offers will be considered, even owner financing! When you leave the town road and head back this quarter of a mile driveway you can sense just how special this home site is. With roughly 2,100' of Rondout Creek frontage and 1,900' of town road frontage the possibilities here are endless. Sitting by the creek is a unique contemporary home with two ground floor bedrooms. Upstairs you'll find the third bedroom and a large game room, complete with its own wet bar! The two-story stone fireplace in the living room made of Fools Gold will mesmerize you. The 30 x 42 four car garage will impress you as well, and it even has room for all your toys. The extensive road frontage will allow for the ultimate compound if desired. The creek frontage is just gorgeous and so peaceful while sitting on the covered back porch. The home was built like a fortress and sits safely out of the flood plain, looking down on the creek. New standing seam metal roof on both buildings! Check out the interior 'paint' and be amazed to find out it's really wallpaper.
Listing by: Hudson Valley Catskills MLS / Coldwell Banker Village Green Realty / Bruce Stalnaker
$989,000
Pending

Accord Area Single Family Home

Pending

582 Old Kings Highway Accord, NY 12404

4 Bed
3 Baths
3312 sqft
MLS# 831931
582 Old Kings Highway is more than just a home—it's a meticulously updated piece of history, offering the best of Hudson Valley living. Whether you're savoring a cup of coffee under the pergola, crafting in the workshop, or enjoying the surrounding communities, this property provides a lifestyle without compromise. Come see why this is not just a home but a legacy waiting to be passed on to its next thoughtful steward. Set on a historic pathway that once connected Kingston to the Delaware Valley water gap, this extraordinary c. 1695 stone home offers a rare opportunity to own one of the Hudson Valley's oldest living treasures—grounded in 17th-century craftsmanship and elevated by newer artistic nuances and improvements. Inside 582 Old Kings Highway in Accord, NY, the original wide plank floors, hand-hewn beams, and authentic Dutch-style doors conjure images of the home's storied past. However, thoughtful updates like the opened floor plan, radiant heating, and energy-efficient Deerfield cast iron pellet stove, make it both comfortable and sustainable. The large gourmet kitchen, part of a wood-framed addition seamlessly designed to match the home's period details, features luxury appliances and a massive Rumsford fireplace that fills the space with warmth for the chef and those who gather around the farmhouse table at its center. A sunny breakfast nook is the perfect place for reading or getting some work done. Upstairs, 4 large bedrooms (including two primary suite)s offer gracious sleeping quarters and flexibility. One suite has a cozy pellet stove, the other a STUNNING, recently renovated bathroom with dual Remer rain showers, Italian floor tiles, a Moroccan-style plaster finish, and a custom vanity repurposed from reclaimed wood. The impressive list of recent interior and structural upgrades and renovations to the house is too long to include here, but feel free to request the full list. The charm extends outdoors, where a private meditation studio/workshop sits within a renovated outbuilding, boasting heated floors, vintage steel windows, and electricity. A stone patio with a pergola adorned with native, non-invasive wisteria is an ideal space for day or evening dining. The exterior of the home was recently repainted (2023) and features new gutters. The property's location is another standout feature, perfectly situated near cultural and recreational spots like Stone Ridge, High Falls, Kingston, and New Paltz. Outdoor enthusiasts will appreciate the proximity to Shawangunk and Catskills trails, orchards, farmers markets, and the famous, family-owned Saunderskill Farms. Homes that bring together the Hudson Valley's unique historical architecture and its modern laid-back style are rare, tour this one today via the 3D Virtual Walkthrough or in person.
Listing by: ONEKEY / Coldwell Banker Village Green Realty / Antonio (Tony) Parrotta
$949,000
Active

Hunter Area Single Family Home

Active

213 Botti Drive Hunter, NY 12442

4 Bed
5 Baths
2974 sqft
MLS# 156849
Come See the Views for Yourself!Contemporary Mountain Retreat /Views/Fully Furnished /Prime Airbnb PotentialPerched on one of the largest and most elevated lots in the Village of Hunter, this stunning contemporary home captures unrivaled panoramic views of Hunter Mountain's ski slopes, a breathtaking backdrop that transforms with every season. Just a 1-minute drive to swimming at Dolan's Lake public beach, skiing and festivals at Hunter Mountain Resort, and only 10 minutes to multiple golf courses, hiking at Kaaterskill Falls, and Windham Mountain all just 2.5 hours from NYC-a combination of mountain luxury, convenience and income potential. Step into a vaulted great room bathed in natural light, with remote-controlled skylight shades, gleaming hardwood floors, and wall-to-wall slope views. The multi-tiered deck, wired for a hot tub, is your private mountain sanctuary, complete with a retractable awning for shaded comfort on hot summer days. Picture yourself gathering around a cozy fire table on the deck or creating a welcoming fire pit in the lush yard, where you can watch snowflakes dance in winter or soak in vibrant fall foliage and woodsy scents. The chef's kitchen features granite countertops & stainless-steel appliances, while four bedrooms plus a fifth sleeping area offer flexibility for owners and guests alike. Three bedrooms are en-suites with private baths, and two offer direct access to the deck or balcony. The spacious family room on the lower level includes a Murphy bed identical to those in the Kaatskill Mountain Club- a special resort-style touch in your own home! Choose your primary suite upstairs or down; both offer privacy, walk-in closets, spa-like baths, and outdoor access facing breathtaking views. The finished walkout lower level also features a wet bar, a wood-burning stove, a full bath, and access to the heated two-car garage. Comfort is built-in with mini-split air conditioning units throughout the home, a roof that's only four years old, and convenient main-floor laundry. Offered fully furnished (minus the living room rug and a small heirloom table), so you can skip the hassle of furniture shopping and move right in or start renting immediately! Whether it's aprs-ski evenings by the fire, vibrant fall foliage views, or summer sunsets on the deck, this home delivers unforgettable experiences year-round.
Listing by: Hudson Valley Catskills MLS / Coldwell Banker Village Green Realty / Regina Tortorella
$925,000
Active

Windham Area Single Family Home

Active

30 The Loop Windham, NY 12496

5 Bed
4 Baths
3100 sqft
MLS# 155949
Walk to the Slopes in the Winter and Listen to the Soothing Sounds of the Cascading Waterfall from the Primary Ensuite in The Spring & Summer! Escape to Luxury in the Catskill Mountains - Your Dream Ski Chalet Awaits! Step into the extraordinary at this stunning ski chalet a short distance from the slopes at the Windham Mountain Resort! Perfect for city escapes or quality time with loved ones, this luxurious retreat is designed to help you unwind, reconnect, and create unforgettable memories. Unmatched Mountain Ambiance: This tri-level chalet offers warm wood interiors, soaring vaulted ceilings, and glowing fireplaces, creating the ultimate mountain vibe. The great room, with its dramatic vaulted ceilings, two-story wall of glass, and wood-burning fireplace, is a showstopper that brings everyone together with breathtaking Catskill Mountain views. A Chef's Dream & Ample Space: The high-end kitchen features stainless steel appliances, including a Wolf stove, and an open concept that blends seamlessly with the living space. With four-five bedrooms and four bathrooms, there's room for everyone to enjoy privacy and comfort. Two ensuites elevate luxury living. A primary ensuite on the top floor with sweeping mountain views and another on the lower level, perfect for hosting guests. A flexible loft space is ideal for a home office or a gym. A Mountain Paradise & Cozy Retreat: This chalet was made for mountain enthusiasts. A heated equipment room keeps your gear dry and ready for the next adventure. After a day on the mountain, either head to the hot tub for a soak or to the family room, where a wet bar with a second fireplace awaits the perfect spot to gather for cocktails. Share stories, laugh, and make memories that will last a lifetime. Perfectly Located: The paved driveway accommodates four or more cars, and Windham's charming shops, dining, and activities are just minutes away. The Ultimate Getaway: This chalet is more than a home; it's your personal escape. Whether savoring the mountain, relaxing by the fire, or enjoying a drink at the wet bar, every moment feels special. Use it as your private retreat or take advantage of its incredible rental potential. Your Catskill adventure starts now. Don't wait, reach out today and make this dream getaway yours!
Listing by: Hudson Valley Catskills MLS / Coldwell Banker Village Green Realty / Regina Tortorella