Rhinebeck, NY Homes for Sale with Acreage

This exceptional log home offers a tranquil retreat on 8.8 acres, featuring a private pond and a park-like setting. The property emphasizes privacy and includes an inground pool with a deck for outdoor enjoyment. Additionally, it boasts a substantial workshop with a one-bedroom guest quarters located above it, providing versatile extra space. Another run-in shed offers further utility storage.

KEVIN HOWE BHHS Hudson Valley Properties

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,

Jason Nadeau Compass Greater NY, LLC

Privately sited across 10.37 park-like acres, this fully updated residence stands as an elevated countryside sanctuary, positioned moments from historic Rhinebeck Village and ten minutes from the Taconic State Parkway.The interiors express a refined architectural warmth, anchored on the main level by a primary suite with full bath, a striking floor-to-ceiling stone fireplace with an

Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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

Set on 3.7 private acres at the end of a quiet dead-end road, 17 Molland Drive feels tucked away from the world. Surrounded by mature trees and established landscape, the property has a peaceful, private quality, with plenty of room to wander, garden, gather outdoors, or simply enjoy the quiet.Built in the 1970s, the spacious home has a relaxed, rambling character and unfolds across two

Leslie Hill Rouse + Co Real Estate LLC

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

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

Annabel Taylor Four Seasons Sotheby's Int.

*Re-introdusing *this storybook Ranch style home . Tucked away on a quiet dead end road in Clinton and offering an incredible blend of privacy , beauty and flexible living in an unbeatable location . This sundrenched home boast 2557 sq sf with 3 bedrooms, 3 full baths on 2.47 acres of parklike property , mature trees and nature all around as well as exclusive rights to private Long Pond -famed

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

Just five minutes from the heart of Rhinebeck Village and under two hours 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 begin

Jacob Cohen eXp Realty

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 that

SHERI SCEROLER Four Seasons Sothebys Intl

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

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 Sotheby's Int.

On a quiet dead-end street close to Rhinebeck Village, this IMMACULATE 4 bedroom, 2 bath home with 2078 SF is move in ready and a wonderful mother/daughter. 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

Paul Hallenbeck BHHS Hudson Valley Properties

Set back from a quiet country road on 2.12 private acres, this fully renovated mid-century ranch offers an effortless blend of modern design, comfort, and Hudson Valley living. The chic, light-filled, single-level interior features an open floor plan, hardwood and ceramic tile floors, three bedrooms, and two baths, including a cozy primary suite with ensuite bath. The eat-in kitchen opens to a

E. ELIZABETH PETERS Corcoran Country Living

Welcome Home! This sweet county retreat blends comfortable charm with a delightful view, offering a peaceful escape just minutes from the historic village of Rhinebeck. Lovely landscaping showcases a vibrant collection of trees and flowering perennial plantings. The beautiful grounds burst with color throughout the seasons, creating a picturesque setting that offers an enchanting backdrop. A

Christine Pergolizzi Houlihan Lawrence Inc.

Feast your eyes on this gorgeous contemporary sited on 8 private acres between the Villages of Rhinebeck and Red Hook, offering 4 bedrooms and 3.5 baths in a total of 3200 finished square feet. The distinctive exterior is wrapped with redwood siding and a standing seam metal roof. Corner windows flood the home with light while capturing the natural beauty of the setting. The 15 x 40 infinity

Linda Lindsay Upstate Down

(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

Charming farm house 2 bedrooms 2baths , wide board floors nice sun room and front porch . Freshly painted inside and out . Grounds are park like and long driveway give an estate like feel.. The 20 acres can be easily cleared for animals and it is able to be subdivided . 2 miles to Taconic and 10 minutes to downtown Rhinebeck . Mountain View is one of the nicest roads in the township with mostly

Thomas LeGrand LeGrand Real Estate, Inc.

A classic, modern farmhouse on five acres with a pond, perennial gardens, and a beautiful, sprawling backyard all on a dead end road. Newly constructed in 2022, the immaculate 4,000+ square foot home is perfectly executed. The interiors feel luxurious with wideboard white oak floors throughout and a vaulted 17ft ceiling in the main, open living space. There is a gas fireplace anchoring the room

Annabel Taylor 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

Ideally located near the Taconic State Parkway, this spacious 2 br, 1 bath country home is just a short drive to the shops, dining, and charm of the Village of Rhinebeck. This charming 1 acre property features 2 sheds on a private, fenced-in backyard, complete with a beautiful deck thats perfect for relaxing or entertaining. Plenty of room for gardening too. As you enter the home, you’ll be

John Cutler BHHS Hudson Valley Properties