Red Hook Real Estate

Red Hook Real Estate

Located in Dutchess County, New York, Red Hook is a charming town that offers a perfect blend of small-town charm and modern amenities. Known for its picturesque landscapes and close-knit community, Red Hook is a place where residents can enjoy a peaceful and relaxed lifestyle while still having access to all the necessary conveniences.

Red Hook is surrounded by natural beauty, with the Hudson River to the west and the Taconic Mountains to the east. The town is home to several parks and recreational areas, providing ample opportunities for outdoor activities such as hiking, biking, and fishing. One of the highlights is Poets' Walk Park, a scenic riverside park that offers breathtaking views of the Hudson Valley.

In addition to its natural beauty, Red Hook also boasts a vibrant downtown area. The town center is lined with historic buildings that house a variety of shops, restaurants, and cafes. Residents can explore local boutiques, indulge in delicious cuisine, or simply relax and enjoy the friendly atmosphere.

Red Hook is also known for its excellent schools, making it an ideal place for families. The Red Hook Central School District is highly regarded for its quality education and extracurricular programs.

With its beautiful surroundings, strong sense of community, and convenient location, Red Hook is a city that offers the best of both worlds. Whether you're looking for a peaceful retreat or a place to raise a family, Red Hook is definitely worth considering.

Newest Listings in Red Hook

$399,000
3 Beds ⋅ 2 Baths ⋅ 1049734 MLS
Turn Key Manufactured Home in Picturesque Country Setting just Minutes to Taghkanic State Parkway, Rhinebeck & Red Hook Villages. Enjoy the Peaceful Setting and Low Maintenance living this 3 BR 2 BR home offers. Large Wrap Around Deck is the showcase of this house to enjoy scenic views in all the seasons. Enjoy the Perks of Brand New Appliances in Kitchen, separate Dining Room and a stunning Living Room with Fireplace and Picture Window overlooking stunning scenery of trees upon trees. Primary Bed Room has Ensuite with Shower. The two other bedrooms are on the other side of the Living Room for Added Privacy Along with another Full Bathroom. A large Driveway is handy and has separate Garage Space for added convenience. Everything has been updated! The time for Simpler Living is Now. Move in time to enjoy Fall in the Hudson Valley in your very own country escape.

160 Academy Hill Road, Red Hook
$1,375,000
3 Beds ⋅ 2 Baths ⋅ 1049518 MLS
Built in 1787, this wonderfully preserved Hudson Valley farmhouse carries more than two centuries of history with an ease that feels remarkably livable today. Original details remain at the heart of the three-bedroom, two-bath home, set on just shy of 5 acres: wood floors, period hardware, a Dutch door with distinctive patty-pan hinges, exposed structural elements and a generous fireplace anchoring the main living space. These early details are complemented by a thoughtfully updated kitchen that feels clean and understated while remaining sympathetic to the architecture. Light moves beautifully through the house, while a generous screened porch extends the living space outdoors—a relaxed place for summer dinners, morning coffee and long afternoons overlooking the surrounding landscape. Outside, mature trees and established plantings frame the farmhouse, while an impressive original three-bay barn adds another layer of history, character and possibility. And while the setting feels wonderfully removed, it is anything but remote. Bard College and the center of Red Hook are just minutes away, with Rhinebeck and Hudson both within easy reach and Amtrak service from Rhinecliff providing a convenient connection to New York City. What makes this property particularly compelling is what hasn’t been erased. The craftsmanship, patina and wonderful irregularities of an 18th-century farmhouse remain, balanced by the comfort and simplicity of a home meant to be lived in now. A rare opportunity to become the next steward of a Hudson Valley farmhouse dating to 1787—Dutch door, patty-pan hinges, original barn and all.

101 Spring Lake Road, Red Hook
$2,800,000
3 Beds ⋅ 4 Baths ⋅ 1047722 MLS
Set on 9.25 acres of open meadow in Milan, 15 Ferris Lane is a to-be-built contemporary country home conceived and designed by APS Designs, a multidisciplinary design studio, and developed by AELO. The residence takes its cues from the familiar forms of the Hudson Valley and reimagines them through a distinctly contemporary lens. A series of interconnected gabled volumes will stretch across the landscape, combining clean geometry, natural materials, and expansive walls of glass with a warmth and restraint that feel entirely at home in the setting. Symmetrical and timeless in character, the design is grounded in a strong sense of place while introducing inventive new elements. The entrance porch evokes the formality and symmetry of an Italian Palladian villa, creating an iconic arrival. Above, it becomes a panoramic terrace accessed from the second floor, offering an elevated connection to the surrounding landscape. At the heart of the house will be a soaring, barn-like great room whose dramatic volume opens to the landscape through oversized windows and doors. The living, dining, and kitchen areas will flow together, with a mezzanine above adding another layer of space and perspective. Three bedrooms will occupy the quieter wings of the house, creating separation between private and communal spaces. At the rear, the principal living areas will open onto an expansive deck and outdoor entertaining area overlooking the pool and surrounding countryside. The residence will comprise approximately 2,550 square feet on the main level, together with a 730-square-foot mezzanine and an attached 576-square-foot two-car garage. The 9.25-acre property begins along a quiet country road and rises through open meadow to an elevated homesite with long views across neighboring farmland and the rolling hills beyond. The house has been carefully positioned to take full advantage of the setting, with its principal living spaces and terraces oriented toward the surrounding countryside. Founded by Antonio Pio Saracino—an Italian designer and artist licensed to practice architecture in Italy—APS Designs is a multidisciplinary studio whose international projects are shaped by a strong sense of place and span the built environment, interior design, furniture, and art. Saracino’s work is represented in the permanent collections of institutions including the Centre Pompidou, the Brooklyn Museum, and the Los Angeles County Museum of Art, and has been exhibited internationally, including at the Venice Biennale. At 15 Ferris Lane, APS Designs has conceived a contemporary country house for AELO that is firmly rooted in the traditional landscape of the Hudson Valley while establishing a distinctive identity of its own. Estimated delivery Spring 2027.

15 Ferris, Red Hook
$695,000
3 Beds ⋅ 2 Baths ⋅ 1047455 MLS
Set among majestic trees with the gentle sound of a creek below, Turkey Hill is a warm and tranquil country home where soaring ceilings, exposed beams and log home character create an inviting sense of place. A large covered front porch sets the tone. It is the kind of spot made for slow mornings with coffee, long summer evenings and rocking chairs, with birdsong in the trees and the creek in the distance. Inside, cathedral ceilings give the main living space a striking sense of volume, while exposed wood beams throughout the home bring warmth and character from room to room. At the heart of the living room, a wood-burning fireplace with a dramatic stone surround creates a natural gathering place, while a propane stove offers another cozy source of warmth. The kitchen pairs the home’s rustic character with a clean, updated feel, including new quartz countertops and direct access to a side deck leading to the fenced backyard and garden. Off the living room, a light-filled sunroom is currently used as a home office and reading nook, with windows framing views of the surrounding landscape and creek. The sunroom also connects directly to the primary suite, creating an easy flow between the spaces. The primary bedroom includes a walk-in closet and its own private full bathroom, all within a warm, wood-clad space with a high, open ceiling. Upstairs, two equally sized bedrooms share a second full bathroom. Between them, a generous open landing overlooks the living room and fireplace below, further enhancing the home’s open and airy feel. The landscape is just as much a part of Turkey Hill as the house itself. Gardens, old stone walls and a lush meadow give the property the feeling of a country home that has settled naturally into its surroundings. A short trail winds through the meadow to the creek, creating a serene destination of its own just beyond the house. The fenced backyard provides a defined space for gardening, pets and play while still feeling connected to the larger landscape. A full, unfinished walkout basement provides generous room for a workshop, storage and hobbies. The heated detached two-car garage offers even more flexibility, with abundant additional space in the upper attic level, and a new whole-house generator provides added peace of mind. For all its privacy and sense of seclusion, Turkey Hill is remarkably connected. The Taconic State Parkway is just minutes away, putting New York City under two hours from home, while Red Hook, Rhinebeck and Tivoli are all within 10-20 minutes. Together, these beloved Hudson Valley towns offer some of the area’s best restaurants, cafes, shops and markets, making Turkey Hill a desirable country retreat with the best of the region close at hand.

1262 Turkey Hill Road, Red Hook
$550,000
2 Beds ⋅ 1 Baths ⋅ 1046965 MLS
Incredibly gorgeous land with huge trees, wonderful plantings, incredible private overlook of Shooks Pond, and 97 feet of lake access for boating, fishing, or swimming. The neighboring Red Hook Country Club makes this cottage a wonderful getaway, an ideal summer place, or the beginnings of a year-round home. 18 holes of golf and a wonderful restaurant both a short distance away. Two designated bedrooms plus a spacious loft above the great room could add additional sleeping area. As an added bonus the home is being offered with furnishings.

181 Country Club Drive, Red Hook
$1,588,000
1045345 MLS
The "Court Yard" Rental Complex consists of 4 Multi Family Rental Buildings plus 1 Commercial Building (Updating Needed) in the Town of Red Hook, NY. Main House has 5 Bedrooms, 3 Baths, Office and Laundry. Building 2 consists of 3 Apartments 2 - 2 Bedroom, 1 Bath and 1-Bedroom, 1 Bath. Building 3 consists of 2-1 Bedroom, 1 Bath Apartments and Building 4 is a Studio with 1 Bath. The site is Manicured, Landscaped , Level and just under 3 Acres. Potential for additional development All Buildings and Mechanicals are in Very Good to Excellent Condition. New Roofs, Heating Systems, Etc. Paved Parking for 25 Vehicles. 48 Hour Minimum Notice for Accompanied Showings. Discuss with List Agent the schedule and requirements for First and Second Showings. Pre-Approval or Proof of Funds Prior to Showing. No Photos, Video Recording or Digital Imaging Permitted. This is a Fantastic Complex with additional Income Potential.

Red Hook
$125,000
1043549 MLS
Discover the opportunity to create your own Hudson Valley retreat on this 4-acre parcel in the Town of Milan. Located along an established residential stretch of Fitzsimmons Road, this property offers a peaceful country setting with convenient access to Red Hook, Rhinebeck, Route 199 and the Taconic State Parkway. The parcel is located in Milan’s A3A Agricultural District, where residential and agricultural uses are permitted subject to applicable Town and County approvals. With approximately 4 acres, the property exceeds the district’s basic 3-acre minimum lot-size requirement and may offer potential for a future homesite. Enjoy the privacy and natural surroundings of rural Dutchess County while remaining within easy reach of shopping, dining, recreation and the charming Hudson Valley communities of Red Hook and Rhinebeck. Buyer and buyer’s agent to independently verify zoning, road frontage, survey, septic/BOHA requirements, driveway approval, wetlands, utilities and all intended uses with the appropriate municipal agencies.

Fitzsimmons Road, Red Hook
$725,000
3 Beds ⋅ 2 Baths ⋅ 1042315 MLS
Welcome to The Wildwood, a charming Colonial Bi-Level/Raised Ranch tucked away on a quiet dead-end street in the Village of Red Hook. With 3 bedrooms, 2 baths, a full basement, and a lovely screened-in summer porch off the kitchen, this home offers easy living with plenty of room to relax and enjoy the seasons. The kitchen was refreshed in 2020 with CoreTec flooring, painted cabinetry, new appliances, and updated hardware. The lower level offers a comfortable rec room with updated flooring and recessed lighting, a bonus room, and laundry room leading outside to the in-ground pool. A professionally installed pellet stove downstairs adds cozy winter warmth. Numerous improvements provide peace of mind, including a new roof and Harvey windows (both installed 2021), new hot water heater (installed 2025), professionally trimmed trees, and updated landscaping. Outside, enjoy relaxing in the pool or in the shade under the patio. Pool updates include a new liner in 2017 and new filter in 2021, while surrounded by mature fruit bushes and established landscaping. The backyard features a private fire pit area ready for your next gathering—perfect for entertaining friends with evening drinks or roasting marshmallows. Conveniently located near the village center, with schools, library, shops, and restaurants easily accessible, The Wildwood offers a wonderful combination of neighborhood tranquility and village convenience—a comfortable Hudson Valley home with space to gather, unwind, and enjoy a slower pace of life.

21 Smith Street, Red Hook
$675,000
1042877 MLS
A newly subdivided 20 + acre wooded lot 10 minutes from Red Hook Village 15 to Rhinebeck village and 5 miles from Taconic Parkway . Privacy plus driveway in house location staked BOHA in progress and will deliver at closing. NEWLY SUBDIVIDED SO TAX NUMBER AND TAXES ARE NOT AVILABLE YET .This is a world class lot offering privacy , a wonderful forest and a prime location 5 minutes from Taconic , 10 minutes from Red Hook and 15 minutes to Rhinebeck and Amtrac service at Rhinecliff . NONE NICER BOHA is for a 4 bedroom home with NO fill . A woderful forest on the property with a mix of hardwood and evergreens ,No nicer land available

775 Academy Hill Road, Red Hook
$529,900
3 Beds ⋅ 2 Baths ⋅ 1042703 MLS
FULLY AVAILABLE, THIS RANCH STYLE HOME HAS $200,000+ IN NEW UPDATES, WHICH INCLUDE NEW LUXURY VINYL FLOORING THROUGH-OUT THE ENTIRE 1434 SQ. FT. 3 BEDROOM 2 FULL BATH HOME, NEW LIGHTING PACKAGE, BRAND NEW WINDOWS, DOORS, COMPLETLY PAINTED. THE KITCHEN HAS CUSTOM CABINETS ALONG WITH WINE/BEVERAGE REFRIGERATOR. NEW QUARTZ COUNTERTOPS WITH SUBWAY TILE BACK-SPLASH AND, BRAND-NEW STAINLESS-STEEL APPLIANCES AND PANTRY. TWO BRAND NEW FULL BATHROOMS WITH CUSTOM DOUBLE VANITITY AND CLEAR GLASS SHOWER DOORS ARE A MUST SEE. TILE FLOORING IN A LARGE LAUNDRY/MUD ROOM LEAD OUT TO ONE CAR GARAGE AND LEVEL YARD. OTHER UPDATES INCLUDE CENTRAL A/C, HIGH EFFICIENCY HEAT PUMP, WATER HEATER, GARAGE DOOR, SIDING, ROOF, FRONT PORCH AND MUCH MORE. CLOSE TO TACONIC STATE PARKWAY. MOVE IN RIGHT AWAY.

127 Spring Lake Road, Red Hook
$399,000
1041886 MLS
Private Wooded Retreat with Catskill Mountain Views Discover the beauty and tranquility of this exceptional 9.2-acre wooded parcel in Milan, New York, offering the rare combination of privacy, natural beauty, and convenient access to the Hudson Valley’s most desirable destinations. Tucked away in a peaceful, secluded setting, this property is surrounded by mature trees and abundant natural beauty, creating a private retreat where you can enjoy the quiet of the countryside and spectacular views of the Catskill Mountains. Whether your vision is a secluded country home, weekend escape, or private Hudson Valley sanctuary, this property offers a wonderful opportunity to create something truly special. Located just minutes from the charming villages of Rhinebeck and Red Hook, you'll have easy access to acclaimed restaurants, boutique shopping, farmers markets, historic sites, and the many recreational and cultural attractions of the Hudson Valley, while still enjoying the peace and privacy of your own wooded acreage. The property offers the feeling of being far away from it all without sacrificing convenience. Pending Board of Health approval. A beautiful opportunity to own a private piece of the Hudson Valley in a sought-after location — secluded, scenic, and close to everything that makes Rhinebeck and Red Hook so special.

Willow Glen Road, Red Hook
$3,500,000
1040556 MLS
Exceptional 14-unit mixed-use investment property in the heart of Red Hook Village, offering a rare combination of residential and commercial income with future growth potential. Situated on approximately 0.67 acres, the property provides ample on-site parking and potential opportunities for expansion. This distinctive three-story historic building features a diverse mix of commercial office/retail spaces and residential apartments, creating multiple income streams within one conveniently located property. The current configuration includes 7 office/retail spaces, three 2-bedroom apartments, two 1-bedroom apartments, and two additional third-floor apartments. A standout feature is the spacious, high-end third-floor apartment, offering generous living space and a private outdoor deck—an appealing amenity in a walkable village setting. Located in the center of Red Hook, NY, in Dutchess County's Hudson Valley, the property benefits from excellent visibility and convenient access to village shops, restaurants, businesses, and community amenities. Its combination of 14 units, mixed-use income, substantial parking, historic character, and expansion possibilities makes this a compelling opportunity for investors seeking a well-located multifamily and commercial property with long-term potential.

7484 S Broadway, Red Hook
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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.