Red Hook Homes with Attached Parking features

**Discover the Charm of Red Hook, NY: A Hidden Gem in Dutchess County**

Nestled in the picturesque landscapes of Dutchess County, Red Hook, NY, is a delightful town that perfectly blends small-town charm with modern conveniences. Known for its vibrant community spirit, Red Hook boasts a rich history and a thriving arts scene, making it an attractive destination for families, professionals, and retirees alike. With its quaint downtown, eclectic shops, and inviting eateries, residents enjoy a relaxed lifestyle surrounded by the stunning natural beauty of the Hudson Valley.

One of the standout features of homes in Red Hook is the availability of attached parking. In a town where outdoor activities and local events thrive, having your own private parking space is a significant advantage. Whether you’re heading out for a weekend adventure or simply commuting to work, you’ll appreciate the convenience and peace of mind that attached parking provides. No more searching for street parking or worrying about the safety of your vehicle; your home offers an easy and secure solution.

Red Hook is also home to excellent schools, beautiful parks, and a welcoming community atmosphere, making it an ideal place to plant roots. With a variety of homes available, many equipped with attached parking, you can find the perfect residence to suit your lifestyle. Experience the warmth of Red Hook and discover why so many choose to call this charming town their home. Embrace the opportunity to live in a community that celebrates both its history and its future!

Newest Red Hook Homes with Attached Parking features

$575,000

3 Beds ⋅ 3 Baths ⋅ 1031234 MLS

Tucked along a quiet, tree-lined drive overlooking the first fairway of Red Hook Golf Club, this beautifully maintained townhome offers a peaceful setting where nature, recreation, and convenience come together. Just 7 minutes to the Village of Rhinebeck and 10 minutes to Red Hook, you'll enjoy easy access to shopping, acclaimed restaurants, farmers markets, theaters, hiking trails, and everything the Hudson Valley has to offer, while coming home to a setting that feels like a private park. Wake to sweeping views of lush green fairways, specimen trees, and an abundance of birds, including hummingbirds that frequent the expansive rear deck throughout the day. Whether you're an avid golfer or simply appreciate the beauty and tranquility of the landscape, this home offers an exceptional lifestyle. A new remote-controlled retractable awning (2024) creates the perfect shaded retreat for outdoor dining or relaxing while overlooking the course. Freshly painted and filled with natural light, the home features 3 bedrooms, 2.5 baths, beautiful new wood floors, and a spacious primary suite with soaring ceilings, a large walk-in closet, and an en-suite bath. The eat-in kitchen is equipped with stainless steel appliances and opens through sliding glass doors to the oversized deck, while the formal dining room and inviting living room provide comfortable spaces for entertaining and everyday living. A full dry basement offers abundant storage or future finishing potential, and the attached one-car garage is complemented by a generous driveway plus additional guest parking directly across from the home. Recent updates include a newer roof, central air conditioning, hot water heater, beautiful new wood flooring, and the 2024 retractable awning, offering peace of mind for years to come. Low HOA fees include lawn care, snow removal, garbage service, and driveway sealing, allowing for truly low-maintenance living. Enjoy dinner just a short stroll away at The Grove restaurant, spend weekends at the nearby Dutchess County Fairgrounds or Old Rhinebeck Aerodrome, or explore the charming villages of Rhinebeck, Red Hook, and Tivoli with their renowned dining, boutiques, and cultural attractions. With municipal water and sewer, an unbeatable location, and one of the most serene settings in the area, this is Hudson Valley living at its best.

66 Tee Lane, Red Hook

$480,000

3 Beds ⋅ 1 Baths ⋅ 1019732 MLS

Welcome to your own Hudson Valley retreat! Nestled on approximately 2 scenic acres, this beautifully updated 3-bedroom, 1-bath ranch offers the perfect blend of country charm and modern convenience. Step inside to discover a tastefully renovated interior featuring a newer kitchen, updated bath, and comfortable living spaces filled with natural light. Living room with fireplace for cozy winter nights and sliding doors to deck. Major improvements—including the roof and siding replaced within the last three years—provide peace of mind for years to come. Outside, enjoy your private backyard oasis complete with massive deck and inground swimming pool, ideal for relaxing summer days, entertaining friends, or simply taking in the peaceful surroundings. The attached garage, ample driveway parking, and expansive property provide plenty of room for hobbies, gardening, or future possibilities. Conveniently located just minutes from the villages of Red Hook and Rhinebeck, you'll enjoy easy access to restaurants, shopping, farmers markets, wineries, parks, Bard College, and the Taconic State Parkway while still enjoying the tranquility of country living. Whether you're searching for a full-time residence or a weekend escape, this move-in-ready home is a rare opportunity to own a beautifully updated property in one of the Hudson Valley's most desirable locations.

408 Field Road, Red Hook

$2,294,000

4 Beds ⋅ 6 Baths ⋅ 988928 MLS

Nestled in the heart of the Hudson Valley, this exceptional custom-built compound offers a rare blend of elegance, privacy, and ease. Set on 3.15 acres of beautifully landscaped grounds, the property unfolds as a true retreat—featuring a main residence with a heated three-car attached garage, a legal guest house, a commercial-sized detached garage, a heated in-ground pool, pool pavilion, and multiple outdoor living spaces designed for both quiet enjoyment and memorable gatherings. The 4,900+ square foot main residence is rich in detail and thoughtful design. A gracious entry foyer welcomes you into formal living and dining rooms, while the expansive open-concept family room, with its inviting fireplace, creates a warm and natural gathering place. The gourmet kitchen, appointed with granite countertops and stainless-steel appliances, is both functional and refined. A charming breakfast nook overlooks a spacious deck and the beautifully landscaped pool complex, offering a serene backdrop for everyday living. The first-floor primary suite is a private sanctuary, with tray ceiling, custom closets, a spa-like bath with soaking tub and separate shower, and private access from the bedroom to the rear deck. A formal dining room with winscot, crown molding and hardwood floors, a well-placed laundry room, powder room, and secondary staircase leading to the heated three-car garage complete the main level. Upstairs, three generously sized bedrooms and three full baths are complemented by a comfortable sitting nook and a dedicated home office, perfectly suited for remote work or creative pursuits. The fully finished walk-out lower level expands the home’s versatility, offering a second full kitchen, fitness area, home theater with seating for nine, and a full bath, along with ample storage and dedicated mechanical spaces. The detached 36' x 32' heated garage offers exceptional flexibility, complete with a second-floor office and full bath, ideal for workspace, hobbies, or additional storage. Attached, the beautifully designed two-story guest house provides a fully self-sufficient living experience, featuring a private entrance, covered stone patio, full kitchen, living room with a striking stone fireplace, laundry, and two and a half baths. With its own garden and dedicated parking, this space presents an outstanding opportunity for extended living or supplemental income (Airbnb approval was never used, but can be renewed). Outdoors, the property truly shines. The backyard is a private oasis centered around a 38' x 30' heated in-ground pool, framed by custom stonework, walkways, and mature plantings. The pool house, both heated and air-conditioned, includes a changing room and a well-appointed bath. A striking covered cabana/gazebo features built-in seating and a full outdoor kitchen, complete with gas grill, refrigerator, microwave, and sink ... creating an effortless setting for summer entertaining. Additional features enhance both charm and functionality, including a small vegetable/herb garden, a gas fire pit, invisible fencing, and a custom-built kennel or chicken coop. A second gated driveway, discreetly positioned behind a stacked-stone retaining wall, provides convenient access for RV, boat, or guest parking. Extensive upgrades include 9-foot and vaulted ceilings, radiant floor heating on levels 1 and 2 (including the attached garage), Marvin Integrity windows, a high-efficiency Viessmann boiler, crown molding, LED recessed lighting, and spray foam insulation—ensuring comfort and energy efficiency year-round. Ideally located just minutes from the Taconic Parkway, Rhinebeck, and Red Hook, as well as area golf courses, wineries, spas, and fine dining, this one-of-a-kind property offers a seamless balance of seclusion and accessibility. Situated within the Red Hook Central School District.

163 Hapeman Hill Road, Red Hook

$6,995,000

3 Beds ⋅ 5 Baths ⋅ 948111 MLS

Crestline is a visionary to-be-built residence offering 6,216 finished square feet of meticulously designed living space, including three bedroom suites and four-and-a-half luxurious baths. Pricing has been thoughtfully recalibrated to reflect the finalized construction scope and delivery approach, presenting an exceptional opportunity to secure a landmark Hudson Valley residence with enduring architectural and lifestyle value. Perched atop a private 41-acre hilltop with commanding 360-degree views of the Catskills, Stissing Mountain, and the rolling agricultural valleys below, Crestline is an architectural statement that harmonizes seamlessly with its natural surroundings. Located just minutes from Rhinebeck and Red Hook—celebrated for boutique shopping and farm-to-table dining—the property also offers effortless access to the Taconic State Parkway, placing New York City approximately 90 minutes away. Surrounded by protected farmland and open countryside, Crestline enjoys rare privacy while remaining close to hiking trails, antique markets, and the recreational offerings of the Hudson River Valley. The home’s architecture unfolds in two distinct volumes connected by a soaring triple-height glass foyer that creates a dramatic sense of arrival. The west-facing pavilion, a glass-wrapped structure that appears to float above the land, contains open-plan living and entertaining spaces designed to showcase sweeping Catskill views. Inside, 13-foot ceilings and expansive floor-to-ceiling windows flood the living room, gourmet kitchen, dining area, and library with natural light. A refined fluted-glass and steel partition subtly separates the kitchen from the dining area, while a dual-sided fireplace provides warmth between dining and great room. The library overlooks the pool and landscape, offering a tranquil retreat. Below this pavilion, inset into the slope, is a lower-level lounge and a separate pool house with full bath and sauna. The eastern volume, grounded in stone and wood, houses the private living quarters. The main level features a screening room and a serene primary suite with spa-like bath, dual walk-in closets, fireplace, and access to a secluded terrace. Upstairs, a family room and two spacious bedrooms, each with ensuite baths and walk-in closets, create a quiet retreat. Outdoor living is fully integrated into the design. A hardscaped kitchen and dining terrace with retractable shade structures extends from the foyer and great room, ideal for alfresco entertaining. The west-facing pool deck steps gracefully down the slope, aligning with the lower lounge and pool house, and includes shaded seating with a fireplace and sun-drenched lounging areas. Two rooftop gardens provide additional outdoor escapes with sweeping views. Hand-laid stone feature walls define the architectural experience, weaving indoors and out to anchor fireplaces, outdoor cooking areas, and a wet bar, while forming a stone-lined entry vestibule. A floating steel, wood, and glass staircase rises through the foyer beneath a skylight. Interior finishes reflect a modern yet grounded sensibility, pairing wide-plank oak floors and rift-cut walnut cabinetry with quartzite countertops, marble baths, and burnished brass accents. The exterior combines glass curtain wall, anodized bronze, and sustainable Accoya wood. Crestline is fully electric and sustainably designed, featuring geothermal heating and cooling, triple-pane windows, high-grade insulation, and energy-efficient systems throughout. From quiet evenings in the library to weekend gatherings around the pool, Crestline offers a rare balance of architectural distinction, immersive views, and privacy. This is not simply a home—it is a retreat where architecture and nature exist in perfect harmony.

151 Rowe Road, Red Hook

$3,999,000

6 Beds ⋅ 6 Baths ⋅ 921530 MLS

Nearly 30 secluded acres of rolling meadows and woodlands unfold into breathtaking panoramic views of the Catskill Mountains. This is a place to slow down and reconnect. Reminiscent of the Adirondack Great Lodges, this home is a masterful blend of rustic elegance and timeless craftsmanship. Soaring, strap-and-beam ceilings create a dramatic sense of space, while a custom-crafted staircase and a floor-to-ceiling wood-burning stone fireplace add to the home's warmth and grandeur. Step from the main living area out onto the brick patio to take in sweeping sunset views over the mountains. The expansive dining room easily accommodates large gatherings, and features a cozy window seat ideal for lounging while soaking in the views. The chef’s kitchen is both stylish and functional, featuring a beamed tin ceiling, tile flooring, and stone countertops that lend a timeless elegance. Just off the kitchen, step into your private outdoor oasis. This expansive patio features a pergola draped in mature, blooming wisteria. At the heart of the space is a fully equipped built-in barbecue station perfect for hosting al fresco dinners or weekend cookouts. A half bath, laundry room, and walk-in pantry offer added convenience, leading directly to the attached garage. The first-floor primary ensuite has westerly mountain vistas, direct access to its own private deck, and a secluded outdoor shower. Three additional bedrooms and a full bath provide ample space for family and guests. The second floor offers additional privacy and flexibility, featuring a second primary ensuite complete with a private balcony. Two more bedrooms with balconies, a full bath, and a cozy reading nook create a warm and welcoming retreat. The heated gunite pool and pool house, complete with a full bath and kitchen, are perfectly positioned to capture all-day sunlight while maintaining complete privacy. Tucked away for privacy, the Vermont Post and Beam barn adds both character and versatility to the property. Outfitted with electric and a full second-story loft, it features eaved windows that flood the space with natural light. This exceptional property exudes quiet rustic elegance, with spacious living areas, rolling lawns, and dramatic Catskill Mountain views. Located in the northeast area of Dutchess County with easy access to Red Hook, Rhinebeck, Pine Plains, Millbrook, Tivoli, Germantown, Hudson and more. Convenient to trains, Fisher Center, Bard College, private airports, excellent restaurants, farmers markets and more.

926 Turkey Hill Road, Red Hook

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