Rhinebeck, NY Homes for Sale with Garage

"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

A Rare 1900 Stone Gem in the Heart of Rhinebeck VillageStep back in time while enjoying the best of village living in this extraordinary 1,660-square-foot stone home, built in 1900 with a level of integrity and artistry rarely seen today. Steeped in Hudson Valley history, this one-of-a-kind residence offers a flawless blend of historic soul and enduring quality. Unmatched Historic Character &

Peggy Santamorena Houlihan Lawrence Inc.

A Victorian on one of Rhinebeck's most walkable blocks, minutes on foot from the Village center. Deep green shingle-and-clapboard exterior, cream gingerbread trim, and a wraparound porch with scrollwork brackets set the house back from the street behind mature landscaping. The property is over 1/3 of an acre on a corner lot with an extraordinary side entrance and a wall of privacy fencing which

Rachel Hyman-Rouse Rouse + Co Real Estate, LLC

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

Kyle Irwin Corcoran Country Living

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

Juliana Botta Four Seasons Sothebys Intl

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

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

TRACY DOBER Rouse + Co Real Estate LLC

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.

Three-bedroom, 1.5-bath ranch situated on nearly one acre in Rhinebeck. The property offers a spacious side yard and a convenient location close to village amenities, shopping, dining, and commuter routes. The home is ready for updating and presents an opportunity for buyers looking to make improvements and add their own style. The walkout lower level includes an attached garage and a separate

Daniel Staley Staley Real Estate, LLC

Tucked away on a quiet cul-de-sac in the heart of charming Rhinebeck Village, this newly renovated modern ranch offers the perfect blend of style, comfort, and convenience. Privately set on an easy-to-maintain .32-acre lot, this move-in ready home features 3 bedrooms and 3 full bathrooms with beautifully updated finishes throughout. Step inside to discover new hardwood floors flowing throughout

Peggy Santamorena Houlihan Lawrence Inc.

RARE RHINEBECK VILLAGE OFFERING! Located on one of the village's most desirable streets, this combined property consists of TWO houses, each on their own separate lot and tax parcels, adjacent to each other. First there is a Cape-style home that is thoughtfully renovated with high end finishes. Upon entering, immediately your senses calm and you feel right at home. An open floor plan, but with

Dana Goldberg 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

This is a rare opportunity to thoughtfully steward and restore one of Rhinebeck Village’s most architecturally compelling historic residences — a property defined by provenance, scale, and enduring beauty.Set on coveted Chestnut Street, this distinguished circa-1870 Italianate villa offers 4 bedrooms and 2.5 baths and is among the few remaining historic homes in the village to retain such

SHERI SCEROLER Four Seasons Sothebys Intl

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

WALK TO THE VILLAGE OF RHINEBECK! FABULOUS RHINEBECK INVESTMENT OPPORTUNITY! Rare three family rental property in the Village of Rhinebeck! Fully occupied by long term tenants. Washer and Dryer in every unit! Separate electric meters. This three-family home in the charming Village of Rhinebeck presents a fantastic investment opportunity. Located in a quiet, neighborhood with a park directly

Robyn Tricinelli Century 21 Alliance Realty Grp

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.

-A Rhinebeck Village Classic- Nestled beneath towering shade trees in the heart of Rhinebeck Village, this charming 1933 Craftsman-inspired cottage offers the increasingly rare combination of walkability, character, and opportunity. Original hardwood floors, period details, inviting covered porches, and a detached garage speak to the home's enduring charm, while four bedrooms and two baths

SHERI SCEROLER Four Seasons Sothebys Intl

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

Nestled within the sought-after lakeside community of Sepasco Village in the Town of Rhinebeck, this spacious and meticulously maintained 2,800-square-foot home offers an exceptional blend of comfort, flexibility, and Hudson Valley living. Featuring four bedrooms and three-and-one-half baths, the thoughtfully designed floor plan includes primary suites on both the main and second levels, making

Ann Stettner Neil Charles Real Estate, LLC

Bright, Stylish 2-Bedroom Condo in The Woods at Rhinebeck. This well maintained 2-bedroom, 2.5-bath condo offers effortless living in one of Rhinebeck’s most desirable communities. Light-filled and welcoming, the home features an open main level that flows seamlessly to a screened-in porch, perfect for morning coffee, summer dinners, or simply enjoying the peaceful wooded setting. Upstairs, both

Leigh Bahnatka BHHS Hudson Valley Properties

Welcome to effortless living at The Gardens at Rhinebeck, a well-maintained community offering several ponds, walking trails, and a butterfly & bird sanctuary just minutes from the heart of Rhinebeck Village. This inviting condominium offers a peaceful setting with scenic views and is perfectly situated beside a tranquil pond.Step inside to discover updated flooring throughout the both

LILLIAN LIN Rouse + Co Real Estate LLC

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

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 along a quiet, tree-lined road in the heart of Rhinebeck Village, 7 Cramer Rd offers the best of Hudson Valley living—where a slower pace, scenic beauty, and a vibrant local culture come together effortlessly.Completely remodeled between 2020–2021, this home delivers true one-level living with a thoughtful, high-quality renovation throughout. Every detail has been carefully considered,

Leigh Bahnatka BHHS Hudson Valley Properties

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

Experience charming Rhinebeck Village in this post and beam Village home only blocks to fine dining, shops, farmer's market, etc. This 3 bedroom 2 1/2 bath home blends craftmanship with comfort. Radiant heat on the main level, spacious country kitchen and a large living room for gathering and or entertaining. Large primary bedroom with adjoining bath with skylights, shower and whirlpool tub, two

Linda Page Fraleigh & Rakow Realty, LLC

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.

Welcome to 19 Closs Drive, where timeless charm meets modern comfort in this beautifully updated, move-in-ready 3-bedroom, 2-bath ranch, ideally located just a short stroll from the heart of Rhinebeck Village. Enjoy easy access to acclaimed restaurants, charming boutiques, cafés, schools, spas, and all the character this sought-after Hudson Valley community has to offer.From the moment

Felicia Ritters Century 21 Alliance Realty Grp

RARE RHINEBECK VILLAGE OFFERING! Located on one of the village's most desirable streets, this combined property consists of TWO houses, each on their own separate lot and tax parcels, adjacent to each other. First there is a Cape-style home that is thoughtfully renovated with high end finishes. Upon entering, immediately your senses calm and you feel right at home. An open floor plan, but with

Dana Goldberg 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

This sprawling expanded ranch, set back on a long drive and surrounded by beautifully landscaped grounds, is a rare offering that combines exceptional craftsmanship, thoughtful design, and an unbeatable Hudson Valley location. Quality contractor-owned and meticulously maintained, pride of ownership is evident throughout. The show-stopping living room features dramatic exposed truss-style beams,

Susan Todd BHHS Hudson Valley Properties

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.