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luxury house with pool for sale Windham, United States

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Contemporary house with pool and terrace Windham (United States)

Are you sitting down? Because this one will take your breath away! This brand new modern mountain masterpiece with an indoor pool, glass walls & slope views is offered fully furnished & turn-key! It's a show stopping contemporary retreat where every inch has been crafted for ultimate luxury, relaxation, and awe-inspiring views. Enveloped in two-story walls of glass, this brand new residence captures sweeping, unobstructed vistas of Windham Mountain's ski slopes from every single room. This is not just a home—it's a once-in-a-lifetime experience, designed by a renowned custom home builder with an obsession for detail, modern elegance, and exceptional quality. Highlights include an indoor heated pool and spa-like sanctuary for year-round relaxation, two primary ensuites on each level with spa bathrooms and private deck access, 4-5 bedrooms plus home theater and game room for ultimate entertaining, a chef's kitchen with open floor plan flowing to a massive wraparound deck, stone patio with fire pit for starlit gatherings, and an unmatched location just 5 minutes to Windham Mountain Club and only 2.5 hours from NYC. Already optimized as a luxury short-term rental, this four-season escape is fully permitted, proven, and profitable with the option to purchase fully furnished for a true turn-key investment. This is more than a home—it's your legacy in the Catskills. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

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$1,899,000
346
5bedrooms
4bathrooms

By Annonceur International

4 listings near Windham

Nearby
37

House with pool and garden Gilboa (United States)

This classic Greek Revival farmhouse on Beaver Hill Road in Gilboa NY is surrounded by 111 acres of fields and meadows and is ready for a new generation of farmer with its sunshine and alluvian soil at the foothills in the Northern Catskills. Boasting 6 bedrooms and 3 full bathrooms, a crowd can gather here to reap the bounties this rural land can produce. This late 19th century farmhouse with its pretty blue metal roof is giving rustic country character to the pretty surroundings and boasts an hallmark barn, a swimming pool and potting shed. Situated in the heart of Schoharie County, and featuring one of the rare qualities of no zoning laws in Gilboa NY, this country estate is an unusual opportunity to reinvent a farmland fantasy. This gorgeous rural pocket of the Northern Catskills delivers all the scenery you'd expect, plus the additional feeling just a little off the beaten path in the best possible way. Take time to have lunch at the wonderful Yellow Deli in Oak Hill and shop the gorgeous style at Pidgin. Or ski nearby Windham Mountain Club and make a day of it.

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$825,000
6bedrooms
3bathrooms
land 45ha

By Four Seasons Sotheby's International Realty

Nearby
46

Contemporary house with pool and garden Hunter (United States)

Modern Victorian estate with pool, yoga studio, cottage and mountain access. Escape to the heart of the Catskills with this extraordinary modern Victorian estate, where timeless architectural charm meets contemporary comfort. Nestled on just under 20 acres of meadows and forest, this spacious 7-bedroom, 5.5-bath residence offers the ultimate mountain lifestyle; ideal as a full-time residence, weekend getaway, multi-generational compound, or income-producing vacation rental. Designed with comfort and connection in mind, the home boasts an expansive chef's kitchen with ample seating and additional counter space for casual gatherings. Light-filled living and dining areas offer an inviting atmosphere for entertaining or everyday living, while oversized windows capture panoramic views of the surrounding landscape. Multiple ensuite bedrooms, a spacious main-level powder room, and thoughtfully appointed shared baths provide privacy and convenience for guests. The primary suite includes a spa-like bath with a soaking tub and shower, a cozy lounge area, and a private balcony for quiet retreat. An additional guest or owner's suite complete with its own kitchen, bedroom, and bathroom offers flexibility for multigenerational living or rental potential. Step outside and discover your own private retreat. A 20x50 in-ground swimming pool invites summer lounging and entertaining, while a dedicated yoga studio, basketball court, hiking trails, and fire pit offer year-round recreation and relaxation. Expansive lawns, gardens and multiple outdoor dining areas make the property perfect for hosting gatherings or enjoying peaceful evenings under the stars. With fresh spring water and crisp mountain air, every detail is designed for restorative living. Perfectly positioned just 2.5 hours from New York City, the property offers effortless access to the best of the Catskills. Enjoy skiing and year-round outdoor adventure with Hunter Mountain just 10 minutes away and Belleayre Mountain only 20 minutes from your door. Explore local swimming holes, fish in the Esopus Creek, and discover the vibrant communities of Phoenicia, Woodstock, and Tannersville; each offering an array of shops, art galleries, dining, and cultural experiences. Whether you're envisioning a private sanctuary, a wellness-focused retreat, or a high-demand short-term rental, this one-of-a-kind Catskills estate offers the perfect balance of nature, comfort, and convenience; all in a setting that feels worlds away yet remarkably close to everything. Furnishings are available for purchase, offering a true turn-key opportunity.

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$1,795,000
7bedrooms
5bathrooms
land 7.7ha

By William Pitt Sotheby's International Realty

Nearby
30

House with pool and garden Bearsville (United States)

Guardian House is a private mountain retreat set into the wooded hills of Bearsville, designed by renowned Woodstock architect Barry Price and rebuilt in 2011 to live in harmony with its surroundings. Thoughtful, restrained, and deeply connected to the landscape, the home feels both grounded and elevated, a place meant for retreat, reflection, and gathering. Wrapped in forest and framed by long mountain views, the house unfolds across multiple levels, with light pouring in through expansive windows and doors that blur the line between indoors and out. Natural materials anchor the interiors, creating a sense of warmth and calm that feels equally suited to winter weekends by the fire or long summer days flowing onto the decks and screened porch. The main living spaces are open, intuitive, and deeply connected to the landscape, designed for both quiet mornings and effortless entertaining. Step outside and nearly every room opens to nature, with generous outdoor living spaces that invite coffee at sunrise, evening dinners under the trees, and long conversations that stretch late into the night. The grounds feel like a personal sanctuary. A serene pond sits just beyond the home, while the pool and pool house create a true resort-like experience tucked discreetly into the property. Whether hosting friends, spending time with family, or enjoying complete solitude, the setting offers rare privacy and a constant connection to the land. A separate guest house adds flexibility and independence, ideal for extended stays, visiting guests, or a private workspace removed from the main residence. Every element of the property has been considered with intention, balancing design, comfort, and livability without excess. Just minutes from Woodstock yet entirely its own world, Guardian House is a place to slow down, reset, and live fully within the landscape. A rare Catskills offering that prioritizes lifestyle, privacy, and a deep sense of place.

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$2,399,000
496
4bedrooms
4bathrooms

By Annonceur International

Nearby
50
Video

House with pool and garden Arkville (United States)

Legacy estate built into a hillside at 2,400 feet above sea level with far-reaching mountain views, Sul Monte is a of rare architectural pedigree and natural beauty. Commissioned in 1921 by opera legend Amelita Galli-Curci and designed by Harrie Thomas Lindeberg, one of the most respected country house architects of the 20th century, the home blends European country house traditions with an American sense of scale and ease. The result is a residence both gracious and grounded, expressive in form yet timeless in spirit. Set on 61 acres of terraced lawns, wildflower meadows, specimen trees, and woodlands with walking trails, the property offers sweeping views across the Catskills. Its half-timbered facade, leaded glass windows, and sculpted cedar shake roof evoke the romance of the English countryside, while interiors reveal over 8,200 square feet designed for both entertaining and private living. Enter through the porte cochere into an all-season mudroom leading to the spacious eat-in kitchen and adjacent breakfast room. From here, a generous butler's pantry, complete with original cabinetry, a vintage warming cabinet, and a zinc-clad sink, connects to both the informal dining room with leaded glass and stone floors and the formal dining room with beamed ceilings, fireplace, and a built-in bar concealed behind paneled doors. At the heart of the home, the living room blends comfort, character, and versatility. A wall of built-in bookcases displays books and personal collections, while a deluxe billiards table anchors the space beneath its original pendant light. A cozy seating area centers around the carved mantel bearing Galli-Curci's initials flanked by foxes, an enduring nod to Sul Monte's storied past. With leaded glass windows, wide-plank floors, and period details throughout, the room invites both lively gatherings and quiet evenings at home. Just beyond, a sunroom perfectly frames Catskill Mountain views and offers an inviting spot for a morning read or evening aperitif. Monumental windows framed in stone flood the great room with natural light, accentuating its soaring ceilings and exposed timber trusses. Originally Galli-Curci's private rehearsal studio, the space now serves as a magnificent setting for music, gatherings, or peaceful downtime. Its scale, light, and craftsmanship give the great room a presence that's both impressive and inviting. Up a private staircase from the great room, the primary suite is rich in character, with a barrel-vaulted ceiling, diamond-paned windows, and a deep window seat perfectly poised for taking in the grounds and views beyond. The suite includes a dressing room lined with mirrored closet doors and an en suite bath with original tilework and fixtures, positioned to capture western sunset light. Five additional bedrooms are gracious and well-proportioned, four of which feature finely crafted built-in closets. All six of the home's bathrooms retain original 1920s porcelain fixtures. Tucked into a beautifully landscaped corner of the grounds, the saline, heated pool also enjoys expansive views and offers a tranquil escape just a short stroll across the lawn from the house, ideal for a morning swim, a relaxed afternoon, or gathering with friends at sunset. Other features include an indoor sauna, expansive flagstone terrace, a small barn, a charming shed, and a four-room studio space with a bathroom and kitchen above the garage, currently used as a potter's studio, with potential for guest or staff accommodations with additional improvements. Located minutes from Belleayre Mountain Ski Resort and the hamlets of Phoenicia, Margaretville, and Fleischmanns, Sul Monte is just 2.5 hours from NYC and within easy reach of Woodstock and other Hudson Valley destinations. More than a residence, Sul Monte is a piece of architectural heritage, shaped by Lindeberg's belief that great homes are meant not just to endure, but to be lived in fully and shared generously.

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$3,250,000
8bedrooms
7bathrooms
land 24.7ha

By Four Seasons Sotheby's International Realty

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