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

This Renovated country contemporary home sited on 1.56 picturesque acres just 1.5 miles from the Village of Rhinebeck. Designed for seamless indoor-outdoor living, the property features over 1,300 sf of decking, perennial flower and rock gardens, a fenced raised-bed vegetable garden, and a stunning rock garden with a waterfall which cascades into a tranquil Koi pond. A charming, light-filled

Kimberly Baker BHHS Hudson Valley Properties

Tucked away on a quiet private road in the desirable town of Rhinebeck, this spacious ranch offers the perfect blend of privacy, comfort, and convenience. Set on 2.4 serene acres, the property provides plenty of room to relax, entertain, and enjoy the natural beauty of the Hudson Valley. The home features a bright and functional layout with generous living spaces, ideal for both everyday living

Lorraine Little LITTLE LORRAINE ML

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

Welcome to 11 Haggerty Hill Rd - a rare Hudson Valley equestrian estate set on over 26 private acres just 5 minutes from the Village of Rhinebeck and approximately 90 miles to the GW Bridge. One of Rhinebeck’s earliest equestrian properties, this turnkey estate blends historic character with a complete modern transformation, offering refined country living in one of the Hudson Valley’s most

Jacob Cohen eXp Realty

A Rhinebeck Farmhouse Like No Other: Tucked at the corner of River Road, just five minutes from the village of Rhinebeck, 77 Upper Hook Road is the rare property that delivers on every promise — history, beauty, land, and livability, all in one. Built in 1830 and thoughtfully renovated, this charming farmhouse sits on 3.43 private acres. The original character has been carefully preserved and the

Wendy Maitland Atelier WM LLC

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.

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

Welcome to your private sanctuary, tucked into more than three wooded acres just ten minutes from the heart of Rhinebeck Village. Set at the end of a quiet dead-end road, this peaceful retreat feels worlds away, where the surrounding woods offer a constant sense of calm and seclusion. At the center of the property stands a striking modern lodge with an expansive glass facade. A stunning stone

Marina Tatistcheff Compass Greater NY LLC

Incredible Multi-Lot Opportunity Between Rhinebeck and Red Hook! Come explore this unique property offering three separate lots included in the price! Lot 1 (3.899 acres): Features a 2005-built duplex with two vacant 1-bedroom apartments, each with a garage underneath. The units can be rented as-is for immediate income, or you can take advantage of the flexible layout—utilize the garages, expand

Steven Collier BHHS Hudson Valley Properties

Step inside to this historic Rhinebeck home located on a lovely scenic country road. Originally built in 1790, this beautifully restored home has all the modern conveniences, and seamlessly blends with original details from the past. High ceilings and exposed beams throughout, with original wide board floors, 2 wood burning fireplaces, the staircase; all add to the charm. There is a lofted

Dana Goldberg Houlihan Lawrence Inc.

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 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

Doreen De Carolis Upstate Down

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 Sothebys Intl

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

Set on a full acre near the scenic banks of the Hudson River, this just-shy-of-3,000-square-foot Energy Star Certified home in the Town of Rhinebeck offers an exceptional blend of efficiency, comfort, and location. Featuring 3 bedrooms and 2.5 baths, the home is thoughtfully designed for both everyday living and entertaining.A finished basement with a cozy wood stove provides versatile

TRACY DOBER Rouse + Co Real Estate 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

Welcome to 12 Ann Drive, a stately 4-bedroom colonial beautifully sited on 1.76 landscaped acres featuring mature trees, perennial gardens, and classic stone walls. Designed for entertaining both indoors and out, this home offers an inviting 18x36 inground pool and hot tub, perfect for warm-weather gatherings, alongside generous interior living spaces for year-round comfort. Inside, gleaming

Macarena Tracey Rouse + Co Real Estate

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

Set just east of the Rhinebeck Village, Wonderland Farm encompasses 60 acres of gently rolling countryside, a landscape 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 hundred years of continuous agricultural heritage and thoughtful stewardship. At its

Daniel Staley Staley Real Estate, LLC