luxury houses with pool for sale Millbrook, United States

Early house with charming changes. All updated. Overlooking stream and pond. On 13+ acres. Meadows and woodland walks. Charming old apple orchard. 3 bedrooms, primary bedroom on ground floor. 2 baths. Fireplace in living room. Swimming pool.

A great legacy meets true luxury: Hudson Shore Estate, formerly home to one of Eleanor Roosevelt's early passion projects, a pioneering vocational school for women, has now been masterfully restored to its former glory and offers the perfect setting for a multi-generational family compound. A unique example of Arts & Craft design amongst its peer group of renowned Hudson River mansions, the 7,700-square-foot main house has been completely renovated in the past 5 years, and now features a gourmet kitchen, all new high-efficiency systems, and no less than six luxury bedroom suites, each with its own bathroom, plus a remarkable third-floor owners' suite with an enormous spa bath and den. Restored covered balconies and bluestone patios offer a stunning view of the new multi-level heated-pool area with its fully outfitted cabana and kitchen, plus, beyond, the Vanderbilt Mansion and seasonal glimpses of the Hudson River. A walkout basement level features a sauna, half bath, and multiple spa and exercise rooms. Meticulously preserved are all of the original details of the house, including chestnut wainscoting and beams, lozenge-paned casement windows, heart-shaped balustrade carvings, and ceramic tiles made at the Moravian Pottery and Tile Works, the premier source of Arts & Crafts decoration in America. The main floor's grand Moravian-tiled living room played host in the 1920s to vocational classes for local women when Hilda Worthington Smith, wealthy daughter of the original owner, an inventor of steam-heating systems, founded the Hudson Shore Labor School. Eleanor Roosevelt, a longtime board member and instructor at the school, credited her own experience teaching at the property as inspiration for her future activism as First Lady. The property also includes a separate and fully renovated 2-unit Carriage House building for either extended family or staff, including a new ADA-accessible bathroom and kitchen, on the first floor; and, above, a wonderful light-filled 2-bedroom luxury apartment with a cathedral-ceilinged great room. The building could also potentially be used for a luxury wellness retreat. Virtually every square foot of both buildings has been restored or overhauled by some of the most talented contractors and artisans in the region, with the final result being a genuine move-in-ready masterpiece that's only 90 minutes by car from Manhattan and only 5-15 minutes from the charming New Paltz village center, the MetroNorth station in Poughkeepsie, the waterfront Kingston Rondout district, and neighboring wineries and other Hudson River culinary hotspots.

In the heart of Millerton, where charm, history, and community come together, this distinctive 1870 residence offers approximately 2,888 square feet of warm and gracious living space. Thoughtfully expanded in 2008, the home features four bedrooms, two full baths, and a conveniently located half bathroom on the first floor, blending original character with spaces designed for modern living. The addition introduces a beautifully scaled, light-filled living room with hardwood floors, multiple windows, and a wood-burning brick fireplace. Generous yet welcoming, it is a natural gathering place for quiet evenings at home, time with family and friends, and effortless entertaining. The primary bedroom is a retreat of its own, distinguished by high ceilings, beautiful proportions, and a second wood-burning brick fireplace. Three additional bedrooms provide space for family, guests, a home office, or creative pursuits, while the finished basement adds valuable extra living space for recreation, work, or relaxation. Outside, a covered front porch welcomes you home, while the rear deck, private backyard, and bluestone patio with a third brick fireplace create inviting spaces for morning coffee, outdoor dining, and relaxed evenings beneath the trees. Millerton’s cafés, restaurants, shops, The Moviehouse, village park, and the Harlem Valley Rail Trail are all within walking distance. Rich in character and thoughtfully expanded, this special home offers historic beauty, modern comfort, and the ease of life in a close-knit village community.

Welcome to your private rural sanctuary in scenic Warren. Tucked away on expansive acreage with its own serene pond and gorgeous grounds, this unique, single-level ranch offers the ultimate blend of privacy, natural beauty, and incredible potential. Being sold entirely as-is, this estate is ready for its next steward to bring their creative vision and make it truly shine. The primary residence features a comfortable two-bedroom layout designed for easy, single-level living, which flows effortlessly out to an in-ground pool and dedicated pool house-perfect for summer entertaining or quiet afternoons soaking in the pastoral views. Adding immense value and versatility is a fully self-contained, two-bedroom in-law apartment complete with its own private kitchen, full bathroom, and independent laundry. Embrace the very best of Litchfield County living; you are minutes from pristine lakes, hiking trails, and endless outdoor recreation, all while enjoying close proximity to the historic charm, fine dining, and boutique shopping of nearby Kent, Litchfield, and Washington Depot. Opportunities to own significant acreage with these multi-generational amenities in a prime, low-tax Warren location are rare. Bring your imagination and your updates, and claim this countryside haven as your own. All this just 2 hours from Manhattan. Bedroom count includes legal in-law unit.