Rhinebeck, NY Homes for Sale with Acreage

"Set on 12 generous acres in one of Rhinebeck’s most appealing country settings, this updated property offers space, privacy, and exceptional flexibility just minutes from Rhinebeck Village and the Taconic Parkway. The home features a remodeled kitchen, generous natural light, and inviting living spaces with strong potential for redesign or further customization. Recent upgrades include 200 amp

MARIE MONROE BHHS Hudson Valley Properties

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,

SHERI SCEROLER Four Seasons Sothebys Intl

Thoughtfully custom built and beautifully maintained, this exceptional 4-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

Peggy Santamorena Houlihan Lawrence Inc.

A charming farm house freshly painted and wide board floors refinished newer kitchen and a nice sun room . Park like grounds and home has a long set back from road .Mountain view is one of the most scenic roads in Clinton with many great properties and estates. Mostly local traffic and you are minutes from the Taconic Parkway and less than 10 minutes from downtown Rhinebeck . A wonderful property

Thomas LeGrand LeGrand Real Estate, Inc.

The Canopy House Named for the towering canopy of mature trees that defines its landscape, The Canopy House is a home shaped as much by light as by architecture. Here, the forest is not simply the backdrop, it becomes part of daily life. Walls of glass frame the changing seasons while sunlight filters through the leaves, casting shifting patterns across stone, wood, and slate throughout the day.

Delyse Berry Upstate Down

Did someone say"I want a New House", Well its arrived... Don't miss the charming surprisingly expansive and yet still cozy cottage, As you open the front door you are greeted by an expansive open floor plan. Looking from the front door through the Great Room the lush greenbelt greets your eyes! In between the view line and the front door the magic happened. Completely renovated from the walls in,

Brian Woolsey BHHS Hudson Valley Properties

Located on a quiet country road just minutes from Rhinebeck Village, this charming early 1800s farmhouse is sited on three beautiful acres. The grounds offer a wonderful blend of open lawns and mature plantings, including fruit trees, majestic oak trees, lilacs, hydrangeas, raised-bed vegetable gardens, a pergola path draped in trumpet vines, a fire pit, and a garden shed—creating an idyllic

Kimberly Baker BHHS Hudson Valley Properties

Incredible multi-lot opportunity perfectly positioned between Rhinebeck and Red Hook, offering three separate lots included in one price. Lot 1 encompasses 3.899 acres and features a fully renovated 2005 duplex with two vacant, turn-key units ready for immediate income or occupancy. Apartment A is a beautifully updated 1-bedroom, 1-bathroom unit, while Apartment B is nearly double the size,

Steven Collier BHHS Hudson Valley Properties

28 Acres in Rhinebeck | Turnkey Equestrian Facility with Rare Residential and Commercial Zoning Set on over 28 private acres in one of the Northeast's most established equestrian and lifestyle corridors, Black Rock Farm offers a rare opportunity to own a fully operational equestrian estate just minutes from the villages of Rhinebeck and Millbrook. More than simply a horse farm, this property

Anthony Flores Upstate Down

Tucked gracefully in a private, tree-lined setting, this timeless New England-inspired residence offers the rare combination of classic architecture, exceptional craftsmanship, and effortless everyday living. Sunlight pours in through expansive windows, framing views of mature trees and a rolling lawn in every season. Every detail reflects quality--from the substantial millwork and rich materials

Annabel Taylor Four Seasons Sotheby's Int.

Tucked away on a quiet dead end road in the heart of peaceful Clinton Corners sits this sun-filled oversized Raised Ranch style home. This home offers the perfect blend of privacy , comfort and access to nature including exclusive right to private "Long Pond" . This boast The Omega institute and holdsa record for exceptionally clean water. Set on 2.47 acres of beautifully landscaped , park-like

Rebecca Hanlon Corcoran Country Living

A significant property, the Southern gateway to the town of Red Hook along the Route 9 corridor and owned by one family for over four decades. This offering consists of 60 acres on three parcels sold together: in Town of Red Hook, 37 acres of prime open farmland, a 10-acre homestead parcel with a circa-1860 Victorian farmhouse, multiple barns, and a garage, and in the town of Rhinebeck, an

Rachel Hyman-Rouse Rouse + Co Real Estate LLC

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

Doreen De Carolis Upstate Down

Just five minutes from the heart of Rhinebeck Village and approximately 90 miles from NYC, this private 26+ acre equestrian estate embodies the ideal balance of rustic warmth and elevated modern living. Rebuilt from the studs up between 2017 and 2019 and thoughtfully expanded in 2025, this 3-bedroom, 2.5-bath, 3,723-square-foot Colonial is completely turnkey. You can walk right in and immediately

Jacob Cohen eXp Realty

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

Julia Crowley Rouse + Co Real Estate, LLC

Set in a beautiful rural landscape on 20.677 acres with seasonal views of Silver Lake, this inviting property captures the essence of Hudson Valley living--peaceful, scenic, and just a short drive to the Village of Rhinebeck. Built in 2007, the thoughtfully designed home offers over 4,000 square feet of comfortable living space with 4 bedrooms and 4.5 baths, complemented by a detached 8 car

Paula Redmond Corcoran Country Living - Mill

A rare, thoughtfully renovated mid-century style home, just minutes to the village of Rhinebeck. Inside, cathedral ceilings with wooden beams rise above wide plank floors. At the center of it all stands a central fieldstone chimney that rises through the full height of the home like a spine. It anchors the rooms around it, and offers a fireplace on each level. Oversized windows line the main

Kayla Camstra Anatole House LLC

On a quiet dead-end street close to Rhinebeck Village, this IMMACULATE 4 bedroom, 2 bath home with 2078 SF is move in ready for you. Taxes are low. There are oak floors, wonderful light, an open floor plan, a DR,LR, & a FR with a fireplace, plus there's a great kitchen w/quartz counters & an island. Outside is beautiful & private w/lawns front & back, stone walls, huge trees, & a WONDERFUL

Paul Hallenbeck BHHS Hudson Valley Properties

Stonecrest on the Hudson is a stunningly designed home on 16 inspiringly landscaped acres with extensive views of the river and the Catskills. A creation of stone, metal, and glass, the home, though imposing, inhabits its environment with seamless grace and is curated for comfort and meditative living. Many exquisite features make Stonecrest one-of-a-kind, impossible to duplicate. Upon approach,

Jill Rose Houlihan Lawrence Inc.

(To Be Built) Sleek and sophisticated, this modernist residence echoes the subtle ripples of nearby Round Pond, to which Lakeside has lake access rights. The architecture is comprised of three wings joined on a single level to create dynamic indoor and outdoor living spaces, perfect for the ease of single level living.Lakeside is located in Rhinebeck on 4.5 acres, primarily wooded with

DOUG MAXWELL Upstate Modernist

Resting on 8.6 private acres just minutes from the heart of Rhinebeck Village, this exceptional three-bedroom, two-bath residence has been thoughtfully rebuilt from the ground up, offering the rare combination of timeless Hudson Valley charm and the confidence of virtually new construction.The comprehensive renovation touched nearly every aspect of the home. A new asphalt shingle roof, new

SHERI SCEROLER Four Seasons Sothebys Intl

Set just east of the Village of Rhinebeck, Wonderland Farm encompasses 65 acres of gently rolling countryside spread across two separate deeded parcels. The landscape is defined by open fields, mature woodlands, and the meandering Landsman Kill stream. Recognized by the New York State Agricultural Society as a Century Farm, the property reflects more than a century of continuous agricultural

Daniel Staley Staley Real Estate, LLC

Milan Hall Farm circa 1750Truly exceptional. Completely private.Set across 87 acres of open field and quiet forest, Milan Hall Farm unfolds as a rare Hudson Valley offering--where land, history, and thoughtful stewardship meet.A winding stream and natural waterfall trace the landscape, alongside a private 1.3 mile walking trail through the woods, all bordered by enduring stone walls

SHERI SCEROLER Four Seasons Sotheby's Int.