$885,647Average Value$470Average Price per Sq Ft40Homes For Sale
Rhinebeck offers small-town and rural vibes near the Hudson River
About 17 miles north of Poughkeepsie, Rhinebeck is a sprawling town where farmland and forests stretch out from the banks of the Hudson River. Houses often have acreage, but there are also small suburban areas. The tiny hamlet of Rhinecliff unfurls along the river’s edge, while Rhinebeck Village sits near the town’s center. “It just has loads of charm," says Sheri Sceroler, a global real estate advisor at Four Seasons Sotheby’s International Realty who has lived in Rhinebeck for 27 years, "a small-town feeling, farm-to-table restaurants, great boutique shopping, the Catskill Mountains, the Hudson River.” Sceroler says that Rhinebeck is the kind of town where a trip to the grocery store or a local coffee shop is bound to be dotted with familiar faces.
Rhinebeck boasts large beautiful homes, with elegant front porches, for residents to enjoy.
The housing market in Rhinebeck spans from modest historic homes to large estates.
Rhinecliff Landing in Rhinebeck sits right at the Hudson's edge, where locals come to watch the river, clear their head or watch the sunset.
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A walkable downtown full of local restaurants
Although Rhinecliff has a small grocery store and a tavern, most of the town’s shops and restaurants are found in Rhinebeck Village’s downtown. For those who live in the village itself, its walkability is a big draw. “There’s a health foods store you can walk to, you can walk to dinner, you can walk to the movies,” Sceroler says. “Everything is within walking distance if you live in the village.” Local boutiques and restaurants fill the little downtown to bursting. Bread Alone Bakery & Café and Le Petit Bistro are favorite brunch spots, Gaby’s is a Mexican spot known for its margaritas and guacamole and Terrapin Restaurant offers tapas in a converted church, originally built in 1825. It’s not the only historic building here, either; Foster’s Coach House is a tavern built in the 1890s, now outfitted with TVs where customers can watch games.
Samuel’s Sweet Shop is another popular spot. The old-fashioned candy store carries a healthy dose of nostalgia, but it’s also famous because it’s co-owned by two Hollywood couples: actors Jeffrey Dean Morgan and Hilarie Burton Morgan alongside actor Paul Rudd and screenwriter Julie Yaeger. “That’s definitely a destination point. People drive to come to Samuel’s, the little pinny candy store that’s very charming,” Sceroler says. Residents can catch a movie at Upstate Films: Starr Cinema or pick up groceries at Sunflower Market or Tops Friendly Market.
Samuel's Sweet Shop in Rhinebeck is part old school candy counter, part local landmark, where a few famous co-owners make it a favorite for kids and visitors alike.
Start your mornings with fresh loaves and delicious coffee at the Bread Alone Bakery and Cafe in Rhinebeck.
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Historic Victorian houses and potential for acreage
“When you think Rhinebeck, you think really old homes,” Sceroler says, adding that although there are some newer homes, many are simple Victorians dating to the 1800s or early 1900s. There are also older colonials and American Foursquares. Many recently built homes are even designed to resemble older Victorians or colonials, though there are also a few ranch-style or new traditional homes. Historic homes are common in Rhinebeck’s rural and suburban areas, but Rhinebeck Village has a special historic district where strict rules ensure the preservation of historic details. “If you think 1820s, 1840s, 1860s — all aesthetically on point and very well maintained,” Sceroler says.
Outside of the confines of the Rhinebeck Village or the hamlet of Rhinecliff, extensive acreage is commonplace; many homes have over 5 acres of land, and some have acreage in the double digits. Between their age and potential acreage, prices vary wildly here. Houses with very little land can cost between $460,000 and $850,000, though Sceroler notes that some restored historic houses in Rhinebeck Village have sold for nearly $3 million. Houses with acreage can cost anywhere from $900,000 to $3 million. Estates with acreage on the bank of the Hudson typically cost between $4 million and $8 million.
Many of Rhinebeck's grand Victorian homes add vibrant color to the neighborhood.
Some of Rhinebeck’s older homes have been restored to near perfection, with sale prices stretching from the mid 400s to over three million.
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Abundant hiking trails and sailing or boating on the Hudson River
Thompson-Mazzarella Park is one of the town’s developed parks, offering baseball and soccer fields alongside its playground and tennis, volleyball and basketball courts. Most of Rhinebeck’s abundant parks offer wooded hiking paths like Drayton Grant Park at Burger Hill. The three stones that serve as benches at the hill’s peak look out on the mountains in the distance. It’s also a favorite wintertime sledding spot. Nearby, Ferncliff Forest’s 200 acres have 12 miles of hiking and mountain biking trails, a fishing pond, campsites and gorgeous views from the fire tower. The Poets’ Walk is another popular spot just outside Rhinebeck. “It’s got walking trails along the Hudson River where you might see bald eagles and osprey and have a view of the Catskill Mountains and the sunset,” Sceroler says. In the fall, the area is so pretty that Sceroler says it gets “leaf peepers” — people coming up specifically to see the leaves paint Rhinebeck in a kaleidoscope of color.
The Hudson River is also a go-to spot for outdoor recreation, especially during the summer. Sailing is especially popular, but people also fish, kayak and motorboat, and Sceroler says that there’s sometimes kite surfing when the wind is right. During the winter, some still brave the cold to go ice yachting.
The basketball courts at Thompson-Mazzarella Park in Rhinebeck are a go to spot for pickup games, solo practice, and anyone just looking to shoot around after school or work.
Rhinebeck locals love the trails and views of the Drayton Grant Park at Burger HIll.
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Highly rated Rhinebeck schools for the town and village
Niche gives the Rhinebeck Central School District an A-minus and lists it as the second-best district in Dutchess County. Children in the town attend Chancellor Livingston Elementary School and Bulkeley Middle School, both of which earn A-minuses, before moving on to Rhinebeck High School. The high school earns an A, and Niche lists it as the second-best high school in the county. Bard College, known for its focus on the performing arts, is less than 7 miles away.
At Chancellor Elementary in Rhinebeck, younger students start their day in a school that feels welcoming, local and just the right size for the town.
Bulkeley Middle School gives Rhinebeck families a strong foundation in the heart of town.
Ranked among the top in Dutchess County, Rhinebeck High School offers strong academics and career development for Rhinebeck kids.
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Fairs and festivals at the fairgrounds, farmers market
The Dutchess County Fair, which has been running for over 160 years, is held in Rhinebeck every August. The event features live music, carnival rides, food and a petting zoo. The same fairgrounds host other events like the Sheep and Wool Festival, the Rhinebeck Antiques Fair and the Rhinebeck Antique Car Show. In the village, Rhinebeck Farmers Market meets every Sunday from May through December, offering fresh produce often grown right in the town alongside homemade goods.
Major roads, a train station and a local hospital
U.S. Route 9 is the biggest road running through Rhinebeck. Rhinecliff has an Amtrak train station with service to cities like New York City and Chicago. Northern Dutchess Hospital offers medical care right in Rhinebeck.
Below average CAP Index, plans to resolve flooding on Chestnut Street
Rhinebeck’s CAP Index crime score is 2 out of 10, compared to the national average of 4.
Despite its proximity to the river, First Street, a climate risk data organization, says that the town is only at a moderate risk of flooding. Homes near creeks are most at risk, and there’s been a longstanding problem of extensive rainfall causing flooding on the east end of Chestnut Street in Rhinebeck Village. In 2025, the village began discussing plans to fix the issue with Chestnut Street; several options have been proposed, but none have been picked or set in motion yet. Occasional tropical storms also bring a moderate risk of high winds.
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On average, homes in Rhinebeck, NY sell after 61 days on the market compared to the national average of 55 days. The median sale price for homes in Rhinebeck, NY over the last 12 months is $775,000, up 4% from the median home sale price over the previous 12 months.
Located in the gorgeous lake community of Sepasco Village in Rhinebeck, this building lot is a rare commodity in today's real estate market. It was recently approved by the Dutchess County Board of Health for a 3-bedroom dwelling. The lot has been partially cleared and staked out. The site plan is available upon request. If this location appeals to you, come take a look. It could be where the
Charming Rhinebeck Cottage with Lake Rights & Modern UpdatesTucked away on a peaceful, wooded hillside at 6 Woods Road, this updated 2-bedroom plus a BONUS room cottage perfectly balances tranquil country living with everyday convenience. Located just 8 minutes from downtown Rhinebeck world-class dining and shops, and a quick 11-minute drive from the Taconic State Parkway, it is an ideal
Welcome to 32 North Loop, a well-maintained townhouse-style condominium in The Woods at Rhinebeck. Offering 1,194 square feet, this 1 bedroom, 1.5 bath home is ideally located just a short distance from the heart of Rhinebeck Village, where you'll enjoy easy access to shops, restaurants, and everyday conveniences. The inviting open-concept floor plan connects the living and dining areas, creating
Welcome to Knickerbocker Farm, an elegant circa 1790 farmhouse overlooking rolling meadows, a tranquil pond, and two antique barns, on over 12 acres, just three miles from the heart of Rhinebeck. Enter through the classic front hall with its graceful staircase and sense of history. The living, dining, and sitting rooms are graciously proportioned, each featuring 10-foot ceilings, decorative crown
A rare legal two-family just steps from the Rhinecliff Amtrak station and minutes to Rhinebeck village. Currently configured with a 2-bedroom apartment on the first floor and a 3-bedroom apartment above, this home offers immediate income potential, flexible multi-generational living, or the option to convert to a single-family residence. Envision transforming the upstairs kitchen into a large
Tucked into a peaceful hillside setting on four private acres, 133 White Schoolhouse Lane offers a quiet Rhinebeck retreat surrounded by the natural beauty of the Hudson Valley. Thoughtfully designed for privacy and comfort, the home balances open, connected living spaces with more traditional rooms that create warmth, separation, and flexibility.The layout feels both inviting and practical,
WhistleWood FarmA rare multi-use estate set on just under 40 acres in the heart of Rhinebeck, NY.Currently operating as a successful bed-and-breakfast, event venue, and horse boarding facility, WhistleWood Farm offers exceptional flexibility for both residential and commercial buyers seeking a true Hudson Valley destination property.Comprised of three parcels totaling nearly 40 acres,
Rare opportunity in the historic hamlet of Rhinecliff. This well-kept home, originally built in 1859, offers timeless charm along with everyday comfort, the house was updated over the years and is featuring three bedrooms, two full baths, parking space for two cars, and a large storage/workshop shed. The fully fenced, level backyard provides a wonderful space for relaxing, gardening,
Nestled in the heart of the Village of Rhinebeck, this beautifully renovated one-level ranch blends timeless charm with modern comfort. Offering 1,300 square feet of thoughtfully updated living space, the home features three bedrooms, two baths, and gleaming hardwood floors throughout.The renovated kitchen is designed to impress with stainless steel appliances, a premium Wolf range, and an
Thoughtfully custom built and beautifully maintained, this exceptional 3-bedroom, 3.5-bath contemporary, is privately nestled on 1.2 professionally landscaped acres just minutes from the heart of Rhinebeck Village. Offering the perfect balance of elegant design, comfortable living, and resort-style outdoor spaces, this is a home where everyday life feels like a retreat.The welcoming main
Three-bedroom, 1.5-bath ranch situated on nearly one acre in desirable Rhinebeck, NY. Offering a spacious side yard and a convenient Hudson Valley location, the property is just minutes from Rhinebeck Village, shopping, dining, schools, and major commuter routes.The home is comfortable and livable as it stands, while offering an excellent opportunity for buyers who want to make updates
Welcome to 1000 Oaks, a distinctive Rhinebeck country retreat.Set on 6.8 acres, this summer rental offers a 3,200+ square-foot main house and a heated 14' x 26' gunite pool, all surrounded by the quiet beauty of the Hudson Valley landscape.Like many exceptional homes shaped by a clear point of view, 1000 Oaks reflects the spirit of wabi-sabi, the time-honored Japanese philosophy that
Rhinebeck Cove View Apartments offer a beautiful collection of apartment homes and townhouse-style duplexes set in a scenic, wooded setting with a quiet, family-friendly atmosphere.Conveniently located just minutes from Route 9 off Primrose Hill Road, you’ll have easy access to shopping, restaurants, and all that the Village of Rhinebeck has to offer. The property is also close to Route
Rhinebeck Luxury Farmhouse Rental Experience timeless elegance and modern comfort at this exceptional four-bedroom solar-powered farmhouse, set on over five private acres adjacent to an historical Hudson River Valley estate and equestrian facility of over 650 acres. Originally constructed in the mid-1800s and thoughtfully modernized over the decades, the home was fully renovated in 2024 to
Summer Rental | Rhinebeck, NYModern Country Living on 7 Private Acres Set along a quiet country road just minutes from the heart of Rhinebeck, this beautifully remodeled estate offers an effortless blend of modern comfort and relaxed Hudson Valley charm. Spread across 7 peaceful acres of open meadow, gardens, and soft woodland edges, the property includes a fully renovated main house and a
Rhinebeck Rental - Spacious 1,249 sq. ft. 2-bedroom townhouse style rental in a well-maintained 18-unit complex nestled on over 6 peaceful wooded acres just minutes from the Village of Rhinebeck. Unit #7 offers large, open rooms, a private patio area, in-unit washer & dryer, and plenty of off-street parking.Freshly painted and located in a quiet setting, these rental combines privacy with
The Cottage at Rokeby Farm. This newly renovated cottage on a 19 acre farm offers significant natural light, pine floors, an eat in kitchen with granite countertops and washer/dryer in unit. Located walking distance from Red Hook's main street, and minutes away from Rhinebeck Village, Northern Dutchess Hospital, and Bard College. Also ideal for weekend getaways. Parking, Electricity, Heat, and
Great Location, just outside the village of Rhinebeck. Bright and inviting ranch. Open floor plan with beautiful, newly redone hard wood floors throughout. Large living room, 2 bedrooms, newly tiled bathroom, breakfast area plus dining room or office with French doors out to large level fenced backyard. Stainless Steel appliances and butcher block countertops, washer and dryer too. Breezeway is
Spacious loft-like full second floor ( 950 sq ft ) in historic district brick building on Mill Street across from The Beekman Arms and the FDR post office - about 150 feet from Rhinebeck's village center. Glowing antique wood floors. Nine-foot ceilings and ten large windows on three sides provide excellent natural light. The loft ( 50' x 19' ) includes a separate corner conference/private office
Perched at the top of a long winding drive and surrounded by woodland, this stunning new construction offers something genuinely rare: the feeling of a true country escape with the restaurants, shops, and culture of Rhinebeck just a four-minute drive away. The setting has a way of making the outside world feel very far off. Inside, the open layout was built for the way people actually want to
Enjoy carefree living at The Gardens in Rhinebeck, approximately 1 mile from the Village. This well maintained and light filled, 2 bedrooms and 2.5 bathrooms unit offers a great living space on two levels. Living room is open to the dining room and a sliding door that will take you to a private back deck overlooking nature, park like views. The kitchen offers eat-in space and plenty of cabinet
Very well-kept 1999 country ranch that sits high off the road, offering good privacy. It has 3 bedrooms, good size eat in kitchen. and a living room. One and a half baths, large covered front porch, and a 2-car attached garage. There is a laundry room and small pantry off the kitchen. partial basement is dry with great storage. There a walk-up finished attic, central air, and an emergency
Perfect location in The Gardens. On the Pond! One level and lovely! This 2 BR, 2 bath Condo in The Gardens is picture perfect. Eat-in kitchen, diningroom, and living room with high ceilings and dramatic entrance. Meticulously cared for. Just move right in. The Gardens offers hiking trails, open meadows, tranquil ponds, a pool for swimming and sunning, tennis courts, pickle ball, a fully equipped
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