Available Listings

$1,350,000 (USD)
Pending

Windham Area Condominium

Pending

11 Whisper Creek Windham, NY 12496

4 Bed
4 Baths
1856 sqft
MLS# 20260229
Luxury Ski-In/Ski-Out Living at the Base of Windham Mountain Club. Welcome to Whisper Creek, one of Windham Mountain Club's most coveted luxury residences, ideally positioned at the base of the slopes for true ski-in/ski-out convenience. Professionally renovated, with upgrades just completed, this exceptional four-bedroom, four-bath residence feels fresh, refined, and like new, offering elevated mountain living paired with a full-service resort lifestyle.

Throughout the home, custom raised-panel woodwork, a sophisticated gray and warm light-brown color palette, and stacked-stone fireplace surround create a refined, cohesive aesthetic.

Main living areas are anchored by new dark hardwood floors, while plush carpeting and custom blackout curtains in the bedrooms create a serene retreat and ensure quiet, restorative sleep.

The open-concept living, dining, and kitchen space is designed for both comfort and entertaining, highlighted by Restoration Hardware statement pendant lights over the breakfast bar, together with designer wall sconces, and layered ambient lighting helps set the mood.

Function and flow are key, with a well-appointed tiled mudroom featuring a built-in bench, coat hooks, cubbies, and a pantry closet with custom shelving to keep everything organized and within reach. Spa-like baths are finished with glass shower doors and refined fixtures, reinforcing the home's turnkey appeal.

Large windows and a private balcony capture gorgeous mountain views, bringing the outdoors in year-round.

Whisper Creek residents enjoy an unmatched resort experience, including underground parking, a ski locker room with direct access to the Whisper Creek lift, and inviting common spaces with a warm gathering lounge with full kitchen, ideal for hosting larger groups or special occasions. Outdoor amenities include a year-round heated pool, two hot tubs, BBQ grilling areas, and an outdoor gas firepit, perfect for après-ski evenings. A state-of-the-art fitness room completes the offering, supporting an active lifestyle in every season.
Whether used as a primary residence, weekend escape, or legacy mountain retreat, this Whisper Creek home delivers effortless luxury, like-new condition, thoughtful design, and unparalleled access to Windham Mountain Club—winter season and beyond.
3D Walkthrough Tour is available in the digital Lookbook or by request
Listing by: Hudson Valley Catskills MLS / Coldwell Banker Village Green Realty / Lisa Jaeger
$1,340,000 (USD)
Active

Woodstock Area Single Family Home

Active

66 Plochmann Woodstock, NY 12498

2 Bed
2 Baths
1560 sqft
MLS# 20255281
So close yet so far away! Walk to town from your totally private and like-new timber frame home with soaring 23-foot ceilings and walls of windows to bring nature in. As you enter from one of Woodstock's most coveted roads, through the stately pillars, you will feel a sense of tranquility with nature on this 9.94-acre lot that is just a half mile from the village of Woodstock and less than a half mile from the iconic Levon Helm barn. As you follow the curve of the driveway and the glacial bluestone outcropping deposits rising from the meadow, this elegantly sited Harvest Moon timber frame home blends seamlessly with the trees with its black metal roof and natural wood siding. Through the old timber you can even see peeks of Overlook Mountain that could be expanded. Experience elevated eco-conscious living in this architecturally stunning timber frame home, built in 2021 with sustainability and style at its core. This 2-bedroom, 2-bath residence showcases soaring ceilings, exposed timber framing, and an open-flow layout that celebrates natural light and craftsmanship.

Designed for year-round comfort, the home features radiant floor heating, sun lamps in both bathrooms, a towel warmer, and a cozy gas heating stove. The chef's kitchen is a true centerpiece—perfectly appointed for entertaining or quiet culinary moments, with premium finishes and thoughtful design.

Located just a short walk from the artistic heart of Woodstock, this home blends green living with cultural vibrancy.

A rare opportunity to own a refined retreat where luxury meets sustainability.

A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Listing by: Hudson Valley Catskills MLS / Coldwell Banker Village Green Realty / Mercedes Ross
$1,340,000 (USD)
Active

Woodstock Area Single Family Home

Active

66 Plochmann Lane Woodstock, NY 12498

2 Bed
2 Baths
1560 sqft
MLS# 921637
Virtual Tour
So close yet so far away! Walk to town from your totally private and like-new timber frame home with soaring 23-foot ceilings and walls of windows to bring nature in. As you enter from one of Woodstock's most coveted roads, through the stately pillars, you will feel a sense of tranquility with nature on this 9.94-acre lot that is just a half mile from the village of Woodstock and less than a half mile from the iconic Levon Helm barn. As you follow the curve of the driveway and the glacial bluestone outcropping deposits rising from the meadow, this elegantly sited Harvest Moon timber frame home blends seamlessly with the trees with its black metal roof and natural wood siding. Through the old timber you can even see peeks of Overlook Mountain that could be expanded. Experience elevated eco-conscious living in this architecturally stunning timber frame home, built in 2021 with sustainability and style at its core. This 2-bedroom, 2-bath residence showcases soaring ceilings, exposed timber framing, and an open-flow layout that celebrates natural light and craftsmanship.

Designed for year-round comfort, the home features radiant floor heating, sun lamps in both bathrooms, a towel warmer, and a cozy gas heating stove. The chef's kitchen is a true centerpiece—perfectly appointed for entertaining or quiet culinary moments, with premium finishes and thoughtful design.

Located just a short walk from the artistic heart of Woodstock, this home blends green living with cultural vibrancy.

A rare opportunity to own a refined retreat where luxury meets sustainability.

A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
Listing by: ONEKEY / Coldwell Banker Village Green Realty / Mercedes Ross
$1,311,200 (USD)
Active

Wawarsing Area Single Family Home

Active

14 Red Rock Wawarsing, NY 12489

3 Bed
2 Baths
2000 sqft
MLS# 20254322
Welcome to South Hill, a modern community with luxurious homes immersed in the Catskills. Located in Ulster County, South Hill is at the forefront of a new generation of Upstate homes. Designed by an award winning architect, each home is inspired by the dynamic landscape of South Hill and has been crafted with the utmost attention to detail while allowing you a high degree of control to make this your home. The Woodland is a 2000 square foot home designed with clean and modern finishes, natural textures, local materials, super-insulated walls and roof for low maintenance, environmental impact and energy usage. This single-story home integrates with the natural landscape and is offered on one of the largest lots - 7 wooded hickory and hemlock acres with frontage on South Hill Rd and Red Rock Road. Featuring a large and open Living/Dining/Kitchen space with 12.5 ft ceilings for gatherings. Two bedrooms can be found off of the corridor and across to a full bathroom and separate laundry room and mechanical space. The main bedroom and bathroom suite is placed at the opposite end of the home and opens onto the landscape. The home includes double pane insulated windows, finished concrete floors, chrome Kohler Purist fixtures, minimal cassette heating and cooling, and a storage attic. The exterior has stained knotty pine siding and a standing seam metal roof. Add-on amenities include a 550 sq ft guest house, a detached 2-car garage (or 1-car garage and studio), in-ground swimming pool, wood-fired sauna, outdoor kitchen, outdoor shower and a firepit. Located less than 2 hours from New York City, South Hill is optimal for weekend getaways, 4-season adventures, or a lifetime. Offering this new construction opportunity to build your home on a property with some of the most breathtaking views in the Hudson Valley. Access to 30 acres of common open space and a community barn. A full brochure is available upon request.
Listing by: Hudson Valley Catskills MLS / Coldwell Banker Village Green Realty / Antonio (Tony) Parrotta
$1,311,200 (USD)
Active

Grahamsville Area Single Family Home

Active

14 Red Rock Road Grahamsville, NY 12489

3 Bed
2 Baths
2000 sqft
MLS# 912018
Virtual Tour
Welcome to South Hill, a modern community with luxurious homes immersed in the Catskills. Located in Ulster County, South Hill is at the forefront of a new generation of Upstate homes. Designed by an award winning architect, each home is inspired by the dynamic landscape of South Hill and has been crafted with the utmost attention to detail while allowing you a high degree of control to make this your home. The Woodland is a 2000 square foot home designed with clean and modern finishes, natural textures, local materials, super-insulated walls and roof for low maintenance, environmental impact and energy usage. This single-story home integrates with the natural landscape andis offered on one of the largest lots - 7 wooded hickory and hemlock acres with frontage on South Hill Rd and Red Rock Road. Featuring a largeand open Living/Dining/Kitchen space with 12.5 ft ceilings for gatherings. Two bedrooms can be found off of the corridor and across to a full bathroom and separate laundry room and mechanical space. The main bedroom and bathroom suite is placed at the opposite end of the homeand opens onto the landscape. The home includes double pane insulated windows, finished concrete floors, chrome Kohler Purist fixtures, minimal cassette heating and cooling, and a storage attic. The exterior has stained knotty pine siding and a standing seam metal roof. Add-on amenities include a 550 sq ft guest house, a detached 2-car garage (or 1-car garage and studio), in-ground swimming pool, wood-fired sauna, outdoor kitchen, outdoor shower and a firepit. Located less than 2 hours from New York City, South Hill is optimal for weekend getaways, 4-season adventures, or a lifetime. Offering this new construction opportunity to build your home on a property with some of the most breathtakingviews in the Hudson Valley. Access to 30 acres of common open space and a community barn. A full brochure is available upon request.
Listing by: ONEKEY / Coldwell Banker Village Green Realty / Antonio (Tony) Parrotta
$1,299,000 (USD)
Active

Windham Area Single Family Home

Active

91 Larosa Durham, NY 12422

5 Bed
3 Baths
2744 sqft
MLS# 20260730
Catskills Log Cabin Retreat on 15 Acres with Riding Trails, Carriage House, Pond & Mountain Views

Sited on 15 private acres along one of the area's most celebrated scenic routes -- known for its sweeping valley and mountain views -- this exceptional Catskills log cabin retreat offers the complete upstate experience buyers are searching for. Located just 7 miles from the Windham Mountain Club, the property blends privacy, recreation, and convenience in one rare offering.

Together, the main house and carriage house provide a total of 3,894 square feet of living and entertaining space to enjoy.

The main residence spans 2,744 square feet across three levels, offering 5 bedrooms and 3 full bathrooms with an ideal layout for a primary residence, second home, ski house, or mountain investment property. The open floor plan features vaulted ceilings, warm wood finishes, and a wood-burning fireplace anchoring the great room. The kitchen is appointed with granite countertops, stainless steel appliances, and effortless flow into the dining area.

Glass doors open to an expansive wraparound deck complete with a hot tub, outdoor shower, and panoramic valley views -- perfectly suited for entertaining, après-ski evenings, or peaceful mornings in the Catskills. The walkout lower level adds a spacious family room, providing additional living and recreation space.

Above the garage, the fully finished carriage-house retreat offers an additional 1,150 square feet of heated and air-conditioned living and entertaining space. This elevated guest or studio-style area includes a vaulted ceiling with exposed beams, fireplace, full bathroom, wet bar, barnwood accent wall, metal stair railings, and sweeping mountain and valley views -- making it ideal for guests, creative work, private office use, or memorable gatherings.

The property consists of three contiguous parcels totaling 15 acres (SBL: 31.00-1-36, 31.00-1-37, and 31.00-1-38) with riding and hiking trails carved throughout and a private fishing pond -- a rare opportunity for buyers seeking acreage in the Catskills with usable land for recreation, privacy, and long-term value.

Additional features include central air conditioning in the main residence and a whole-house generator for year-round comfort and reliability.

Minutes to skiing, golf, hiking, and dining at the Windham Mountain Club and convenient to the charming communities of Durham and Round Top, this is a rare opportunity to own a true Catskills mountain retreat with acreage, water feature, guest space, and views -- all in one exceptional property.
Listing by: Hudson Valley Catskills MLS / Coldwell Banker Village Green Realty / Regina Tortorella
$1,149,000 (USD)
Active

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. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
Listing by: Hudson Valley Catskills MLS / Coldwell Banker Village Green Realty / Regina Tortorella
$1,125,000 (USD)
Active

Windham Area Single Family Home

Active

292 #3 South Windham, NY 12496

5 Bed
6 Baths
3643 sqft
MLS# 20254832
Turn-Key Windham Ski Retreat | Modern End Unit with 4 En-Suites, Full Furnishing Option & High Income Potential Personal Use or Income Ready and hitting the market just in time for peak rental demand, this modern end-unit townhome at 292 South Street offers an unbeatable opportunity for both investors and second-home seekers. Featuring four en-suite bedrooms, panoramic slope views, and a sleek open layout built in 2021, it's the perfect blend of luxury and earning potential. Want to start generating income the moment you close? The seller is offering the **option to purchase the unit fully furnished** including kitchenware, linens, and drapes — so you can immediately begin short-term renting or using the home for personal enjoyment this fall and winter season. Whether you're looking to lock in a ski escape before the snow hits or secure a turn-key investment, this property is ready to deliver. Currently grossing between ninety and ninety-five thousand dollars annually with only part-time bookings, the home has proven income performance and **plenty of room to grow**. With increased availability, more active marketing, and consistent short-term rental management, there's clear upside for anyone looking to scale the business side. Windham continues to draw strong year-round interest, with ski season, hiking, festivals, and mountain events fueling rental demand throughout the calendar. Designed for group stays and effortless hosting, the layout features five large bedrooms — four with private bathrooms — along with a spa-like primary suite that includes a private terrace and walk-in closets. The main level offers a bright, open concept living space centered around a chef's kitchen, granite counters, stainless steel appliances, and a cozy fireplace. Step outside onto a 720-square-foot deck and take in sweeping mountain views that keep guests coming back season after season. Additional perks include a heated garage and equipment room, two laundry rooms, central air, and nearly door-to-door shuttle access to Windham's North Lot. As an end-unit, the property is bathed in natural light from three sides, further elevating its comfort and appeal. Annual expenses remain low, with insurance around twenty-five hundred dollars, electricity at twenty-one hundred, and heating fuel roughly thirty-one hundred — all primarily tenant usage. With existing income and clear growth potential, this is a strong financial performer. Seller is open to partial owner financing for qualified buyers and contact info for local property managers is available upon request to help ramp up operations immediately. Optional membership to Windham Mountain Club adds access to premium amenities like spa services, a new golf course coming in 2026, tennis, pool, and more — enhancing both the lifestyle and rental value. Whether you're after a high-yield income property, a low-maintenance second home, or both, this turn-key offering stands out in one of the Northeast's most desirable ski and four-season destinations. Private showings are available now. Lock in your mountain investment before the season begins. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
Listing by: Hudson Valley Catskills MLS / Coldwell Banker Village Green Realty / Regina Tortorella