Available Listings

$1,395,000 (USD)
Active

Saugerties Area Single Family Home

Active

114 Dutchtown Saugerties, NY 12477

4 Bed
2 Baths
2688 sqft
MLS# 20260789
Welcome to Dutchtown. Built in 1934, this stately stone-and-brick Tudor spans over 2,600 square feet and offers four bedrooms and two bathrooms, all brimming with character and old-world charm. Set on 34 acres along a quiet country road, the property is surrounded by breathtaking natural woodland and overlooks a large, wildlife-filled pond. Birds, turtles, and native wildlife inhabit the landscape, creating a private sanctuary entirely your own.
Old-world character meets thoughtful updates throughout. Coffered ceilings, original wood floors, solid wood doors with original brass hardware, and even skeleton keys speak to the home's history and craftsmanship.
The expansive living room features built-ins and an original stone fireplace, with two distinct exits that connect seamlessly to the outdoors. One opens to a balcony overlooking the pond, an ideal setting for sunset views and quiet mornings with nature. The other leads to an oversized bluestone patio with a fire pit, perfect for gathering. A graciously sized dining room also opens to the patio, creating effortless indoor-outdoor flow.
The first floor includes two well-proportioned bedrooms that conveniently share a full bath. A true highlight is the intimate sitting room, where original sunburst-style windows frame tranquil pond views and let in natural light.
The kitchen balances charm and function with slate floors, custom cabinetry, quartz countertops, a Dutch door, and a bay window that brings the landscape into view.
Upstairs, hickory flooring runs throughout. The oversized primary bedroom features an in-room fireplace, built-ins, and a walk-in closet. A second bedroom with vintage wallpaper, a large cedar closet, and an additional flexible room currently used as a playroom complete the upper level.
The upstairs bath is a showpiece, offering radiant heat, a soaking tub with an in-room shower, a striking pointed dormer detail, a double vanity, and a separate toilet area. The lowest level of the speakeasy, such as a stone-clad space with an original fireplace, leads to a patio.
The grounds also include an old barn and a separate studio building, offering flexible space for a home office, creative studio, playroom, or storage, adaptable to suit a variety of needs.
With a central location, 12 minutes to both the villages of Saugerties and Woodstock. This is old-world charm, large acreage, and convenience all in one.
Listing by: Hudson Valley Catskills MLS / Coldwell Banker Village Green Realty / Leslie Foti
$1,350,000 (USD)
Active

Cairo Area Single Family Home

Active

404 Winter Clove Road Round Top, NY 12473

6 Bed
7 Baths
8284 sqft
MLS# 20255898
Discover a rare Catskills retreat in Round Top, NY, offering 6.3 peaceful acres with open land, wooded edges, and sweeping mountain views. Ideal as a weekend escape or full-time residence, this property includes two beautiful homes, modern amenities, and nearby access to trails, waterfalls, and local dining. It blends total privacy with a prime location close to Hudson, Woodstock, ski resorts, and year-round recreation.

The main home is a striking 6,748 sq ft postmodern chalet (including the finished basement) filled with natural light and designed for comfort, creativity, and entertaining. Its dramatic centerpiece is a 2,500 sq ft great room with soaring ceilings and exceptional acoustics—a space once used by opera performers and perfect for gatherings, celebrations, music, or quiet relaxation. With six bedrooms, seven bathrooms, central A/C, and an attached two-car garage, the home delivers spacious living with modern convenience. Zoning for residential and entertainment use offers added flexibility for hosting events or retreats.

The residence is equipped with a whole-house generator, security system, and direct-to-station fire alarm, providing peace of mind. The finished basement adds more than 2,000 sq ft of flexible living space, including a sauna, bathrooms, a laundry room, a large flex room suitable for a gym, studio, or recreation area, plus generous storage and a separate entrance that expands layout options even further.

Outdoor living is a defining feature. An deck and patio with hot tub beside them, showcases beautiful mountain views, creating a resort-like experience year-round. Below, a stone patio and fire pit offer additional space for relaxing and entertaining. Thoughtful landscaping enhances curb appeal while maintaining a low-maintenance, natural look.

A second home, a charming Cape-style guest house, adds significant versatility. With three bedrooms, two bathrooms, and an open kitchen-living layout, it's ideal for multi-generational living, rental potential, private guest accommodations, or a dedicated creative retreat. The dual-home setup makes the property especially attractive for buyers seeking space, privacy, and flexibility.

The location elevates the entire lifestyle. A bike trail directly behind the property leads to waterfalls, swimming holes, and wooded stretches perfect for hiking and biking. Round Top restaurants are close enough to walk to, offering convenience with small-town charm. Golfers will appreciate being only minutes from Blackhead Mountain's scenic course, while skiers can reach Hunter and Windham Resorts in about thirty minutes. Nearby towns like Hudson, Ashland, and Woodstock add arts, dining, and culture to your orbit, making this a true four-season destination.

Whether you're seeking a private mountain retreat, a luxurious weekend getaway, or a spacious home with room for guests and gatherings, this property stands out as a rare Catskills offering. With two homes, stunning mountain views, extensive indoor-outdoor living spaces, and a prime location near top attractions, this estate delivers a lifestyle of relaxation, beauty, and possibility.
A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Listing by: Hudson Valley Catskills MLS / Coldwell Banker Village Green Realty / Regina Tortorella
$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
$1,311,200 (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 as distributed by MLS GRID / Coldwell Banker Village Green Realty / Antonio (Tony) Parrotta
$1,199,000 (USD)
Active

Prattsville Area Single Family Home

Active

172 Hank Oliver Prattsville, NY 12468

3 Bed
3 Baths
3400 sqft
MLS# 20261626
A rare opportunity to own a fully designed land and build package set on 10 private acres with sweeping views of the Catskills, surrounded by hundreds of acres of rolling, verdant farmland and pristine, untouched landscape in the sought-after Western Catskills region.
Privately positioned on a quiet, no-outlet country road, this setting offers exceptional peace, limited traffic, and a true connection to nature--where open skies, mountain vistas, and unspoiled surroundings define the experience.

The proposed residence features approximately 3,400 square feet of modern farmhouse design, highlighted by a spacious open-concept layout and a stunning 640 sq ft wraparound porch--perfect for taking in mountain sunsets, entertaining, or simply enjoying the tranquility of the surrounding countryside. Architectural plans and elevations are complete, offering a clear vision while still allowing flexibility to tailor bedroom configurations, layout details, and finishes to your personal style. Buyers may choose to move forward with the thoughtfully designed farmhouse plan or collaborate with the builder to explore a custom design that reflects their own vision.

Designed with quality and efficiency in mind, the home includes high-end construction and finishes throughout, such as premium windows, custom cabinetry, hardwood flooring, granite countertops, energy-efficient systems, and a fireplace feature. Low-maintenance materials and thoughtful building practices provide long-term durability and comfort.

What truly sets this offering apart is the ability to build with confidence and ease.
The project is led by R.A. Tait LLC, a premier local builder-designer with over 70 years of combined expertise, this builder and his team, will oversee the entire process from the ground up. From site work to final finishes, every phase is professionally managed--eliminating the need for buyers to coordinate subcontractors or navigate the complexities of construction. This streamlined approach allows you to enjoy the creative aspects of customization while the build is handled with precision and care.

Adding to the appeal, infrastructure is planned and in place, including road access, electric, proposed well, septic design, and site preparation--allowing for a smooth and efficient building timeline.

Optional enhancements may include a whole-house generator, underground utilities, a private pond, and additional exterior upgrades--further elevating the property's lifestyle and long-term value.

Additional Opportunity:
An adjoining 14+ acre parcel located directly across the street is also available, featuring a 6-stall horse barn, rolling open acreage, and a scenic stream--ideal for equestrian use, recreation, or creating a larger Catskills estate.

Set just a short drive to Windham, Hunter, and Belleayre Mountains, this property offers the perfect balance of seclusion and accessibility, ideal as a full-time residence, weekend retreat, or investment opportunity.

This offering presents an opportunity to establish a true Catskills estate--your custom home set privately on one side, with the option for equestrian facilities and open rolling acreage across the street--an exceptional and seldom available pairing.
Listing by: Hudson Valley Catskills MLS / Coldwell Banker Village Green Realty / Lisa Jaeger
$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