Red Hook Homes with Private Parking features

Welcome to Red Hook, NY – a charming town nestled in the heart of Dutchess County, where picturesque landscapes meet a vibrant community spirit. Known for its rich history and scenic beauty, Red Hook offers an idyllic setting for families and individuals seeking a place to call home.

One of the standout features of Red Hook is its highly regarded school district. The Red Hook Central School District is committed to providing a quality education, fostering a supportive learning environment for students from kindergarten through high school. With a focus on academic excellence, innovative programs, and extracurricular activities, parents can rest assured that their children are receiving a well-rounded education. The district prides itself on its dedicated educators and strong community involvement, making it a desirable choice for families.

In addition to its educational offerings, Red Hook boasts a variety of homes that come with private parking – a rare and valuable feature in today’s real estate market. Imagine the convenience of having your own designated space right outside your door, whether it’s for your daily commute or hosting friends and family. These homes not only provide comfort and security but also enhance the overall living experience, allowing you to enjoy the beauty of Red Hook without the hassle of street parking.

With its blend of excellent schools, community charm, and homes equipped with private parking, Red Hook is an exceptional place to settle down. Explore the possibilities and discover your dream home in this delightful town where every day feels like a getaway!

Newest Red Hook Homes with Private Parking features

$290,000

3 Beds ⋅ 2 Baths ⋅ 1028820 MLS

Whether you need a first home or are downsizing you will find Easy Affordable Living in this 3 years young Ranch styled manufactured home in very quiet well-maintained park 5 minutes to all amenities. An abundant amount of living space includes the open concept with spacious light filled Living room that streams into an ultra-modern Kitchen with Breakfast Bar for extra seating. A separate dining area is perfect for meals together and has sliders to back yard and deck. The Primary Bedroom is a sanctuary at the end of the day with its own enormous En suite that will delight you and welcomes you to relax in the soaking jet tub or wash your stress away in the oversized shower. A double vanity makes it easy for two to prepare for the day together. Two very comfy Bedrooms are perfect for guests and share an extra full Bath. Top notch utilities make the home energy efficient, and a full attic is perfect for much needed storage. the yard backs up to bucolic forest, and the neighborhood is great for bike riding, saying hello to nice neighbors or walking Fido. A hop skip and a jump will take you to the Village of Red Hook, Rhinebeck, Bard College and Kingston Rhine cliff Bridge. Located in the Red Hook School district this is a great value with nothing comparable available.

155 Metzger Road Unit #48, 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

$975,000

4 Beds ⋅ 3 Baths ⋅ 1013377 MLS

Welcome to a rare Hudson Valley retreat offering privacy, space, and exceptional versatility just minutes from Red Hook, Rhinebeck, Bard College, and the region’s most sought-after cultural and dining destinations. Set on approximately 3.5 acres of peaceful wooded surroundings, this beautifully maintained 2005 Colonial blends refined comfort with modern functionality—ideal for multi-generational living, extended guests, or a flexible live/work lifestyle. Spanning nearly 4,000 square feet, the home features a bright, open main level with marble and hardwood floors, seamless flow between living spaces, and two distinct living areas including a gas fireplace. A formal dining room provides an elegant setting for entertaining. The second level offers four spacious bedrooms and two full baths, including a generous primary suite with dual showers, a soaking tub, and ample closet space. The fully finished walk-out lower level significantly expands the home’s versatility, offering a private, large one bedroom suite with its own living area, kitchenette, full bath, and separate entrance—ideal for guests, extended family, or potential income use. Additional space includes a home gym, office or playroom, and laundry room. Outdoor living is a true highlight, featuring a private wooded setting, fire pit area, recreation space, and a mature organic orchard with apple, pear, peach, plum, and persimmon trees. Practical upgrades elevate everyday living, including a whole-house generator, water softener, two-car attached garage, and newly built oversized shed with additional storage and parking capability. Ideally located in Tivoli, this property offers the perfect balance of seclusion and accessibility—just minutes to Rhinebeck, Red Hook, Hudson, Amtrak stations, and under 90 minutes to NYC. A rare opportunity for full-time living or a weekend retreat in one of the Hudson Valley’s most desirable lifestyle corridors. Some of the photos are virtually staged.

5094 Route 9G, Tivoli

$1,200,000

1009767 MLS

Unique offering with this LEGAL 7 unit Multifamily. Full occupancy with great reliable tenants. Unit one is 2 Bedroom, 1 full bath, Unit two is 1 Bedroom, 1 Full Bath, Unit Three is a 2 Bedroom, 1 Full Bath, Unit Four is 2 Bedroom, 1 Full Bath, Unit Five is 2 Bedroom 1 Full Bath, Unit Six is 1 Bedroom, 1 Full Bath Unit Seven a 3 Bedroom, 1Full plus 1/2 Bath. TOTAL of 13 Bedrooms and 7 plus 1 1/2 Baths. Property has been maintained to perfection, and the grounds have a Park-Like quality with Gazebo and outdoor track for recreation and is mostly fenced. There are several outbuildings that provide additional income and versatile usage. Located conveniently within 10 minutes to TSP and Villages of Red Hook and Rhinebeck in the Red hook School District. Don't miss this opportunity to invest in this turnkey money maker!

1030 Route 199, Red Hook

$495,000

2 Beds ⋅ 2 Baths ⋅ 1006368 MLS

Circa 1830, this sweet cottage blends historic character with an idyllic Sawkill Creekside setting just 7 minutes from both Red Hook and Rhinebeck. Original wide-board wood floors, exposed beams, and nearly 200 years of preserved detail bring warmth and authenticity to the 2-bedroom, 1.5-bath home. Set amid mature woodland and open grassy clearings, the property feels private and peaceful, with quiet neighbors and the soothing sound of water throughout. Primary and full bath on the 2nd floor. Additional space in the lower level with access to outdoors Behind the cottage, approximately 450 feet of the Saw Kill Creek—a Class A trout stream—winds through the woods, offering a place to cool off on summer days, cast a fishing line, or simply enjoy the view from the back deck above. A rocking-chair front porch welcomes you home, while practical updates include a newer septic tank, 200-amp electrical service, propane heat, owned water softener, and a roof installed in 2010. washer & dryer do not convey

1231 Route 308, Rhinebeck

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