Historical Homes

Discover these historic homes, each with a unique story waiting for you to make it your own. Explore these timeless treasures and discover a home that connects you to the past.

$308,000

3 Bed

2 Bath

Ghent

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Conveniently situated to all all amenities...Hudson, Chatham, Berkshires, Taconic Parkway, I90 are all just moments away. Yet this property is located on a very quiet street in Ghent, just across the road from the Ghent Village playgrounds and ball field. Wide board floors, fenced in yard with some raised gardens, full sized kitchen, and a meandering stream rolls through back yard.. Needs some TLC.

$4,945,000

6 Bed

5 Bath

Clinton

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Sited on one of the most beautiful parcels in the Hudson Valley, this idyllic estate on a quiet country lane offers endless possibilities with the features of a mini-resort. Set on a knoll overlooking a gorgeous, spring-fed pond complete with gazebo, swing and swim-up dock, this historic country retreat includes the circa 1860 main house, a separate guest apartment with views of an additional pond, a gunite pool with pool house, a tennis court, golf green with three separate tee boxes, and a large sports barn which offers a fully equipped gym on the upper level and a first floor basketball court (and potential indoor pickle-ball court). The renovated vintage Colonial has five bedrooms, three and a half baths, a chef's kitchen with top of the line appliances (including three ovens and two dishwashers) perfect for cooking and gathering with an adjacent sitting room and fireplace; a spacious dining room with a delightful breakfast nook; a light-filled living room with a fireplace and hidden cabinets for storing wood, a family room/den with a fireplace, a wet bar and plenty of storage, as well as an all-season, window filled sunroom with radiant heated stone flooring and views to the back lawn and hot tub. The second floor offers four bedrooms, three newly done baths with linear drains, an office, a well appointed laundry room and a walk-up attic. There is a Sonos sound system with indoor and outdoor speakers, whole house generator and security system. Outdoors, incredible recreational options abound with two swimming ponds, sweeping lawns, a 50 ft. heated gunite pool and a pool house complete with kitchen, full bath, laundry, internet and Sonos sound (indoor and out), golf, tennis and sports barn. Additionally, there is a three-car garage and guest apartment with a full bath and kitchenette, a second barn for storage or workshop and a fully enclosed and irrigated vegetable garden. The grounds are magical and noteworthy, with lovely stone terraces, perennial gardens, a charming playhouse, specimen trees, rock walls, running brook and a waterfall. A superb location less than 2 hours from NYC, minutes to the Taconic State Parkway, 20 minutes to Millbrook and Rhinebeck Villages, and convenient to all the Hudson Valley has to offer.

$269,000

2 Bed

1 Bath

Amenia

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Step back in time to the 1860s with this charming, well-preserved home, lovingly cared for by the current owners for the past 39 years. Key updates include a durable metal roof and a new furnace, both installed in 2018, and a recently added hot water heater from 2022.The original two-story structure boasts spacious rooms, and a thoughtfully designed living room addition (21x13) was incorporated in the 1960s. The expansive interiors and high ceilings are sure to impress.While there's potential to modernize and harmonize this historic gem with the conveniences of the 21st century, it sits beautifully on a generous 1-acre lot.Conveniently located near the Wassaic Train Station, the Harlem Valley Rail Trail, and the charming towns of Millerton, Millbrook, and Sharon and Kent, CT, this home is ideally situated.The area offers vibrant farm markets, farm stands, and a variety of cultural and recreational activities, making Amenia a delightful place to call home.

$2,100,000

6 Bed

3 Bath

Millerton

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Once in a lifetime opportunity to acquire one of the last remaining unrestricted working farms in Northern Dutchess County, NY. Choice building sites, panoramic views and seclusion yet convenient to New York City, Metro North commuter train and nearby area amenities including Millerton, NY, Litchfield County, CT, Troutbeck Inn, Millbrook, NY and Silo Ridge. This property is totally unrestricted and offers development and conservation tax gifting opportunities. The owners will also consider sub division.

$375,000

6 Bed

7 Bath

Copake

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Put A Fork in Us, We're Done!! It's time for the next chapter of the Copake Inn. With a long-standing history in the center of Copake -- ahh, if only the walls could talk, the stories that could be told. The Horse Shoe bar remains, along with room for dining tables, dancing and a pool table on the main floor. Living space on the upper level includes single rooms with a hallway bathroom from the old Inn days. There are also two separate apartments.This part of Copake history does need work, but has been priced attractively for a sale.It would be our honor to show you the Copake Inn.

$90,500

2 Bed

1 Bath

Ancram

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Looking for a lover of history to preserve and rehab this historic structure which was an integral part of Ancram's storied past. The Tinsmith House was built in the 19th century and served as the location of the local tinsmith shop as well as a general store and a residence. The structure sits at the crossroads of Route 82 and County Route 7 in the historic Ancram hamlet. The property requires a total rehab and is not currently habitable. Property is located in the Hamlet Business/Residential zone which offers other possibilities in addition to a residence such as antique store, art gallery, retail store or office. OWNER FINANCING available.

$525,000

4 Bed

2 Bath

Pine Plains

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You wanted charm? You got it! This vintage 1903 village home in Pine Plains, NY formerly served as both the town pharmacy and library, and many of the bookshelves and all the quaint apothecary drawers remain intact. The large 3000sq foot home on a nicely landscaped yard of nearly a half an acre is filled with period details: wooden moldings, original door knobs and intricate iron hardware, a beautifully carved mantelpiece, and several built-ins. And, protected by carpeting for decades, there are beautiful wood floors throughout. Entered from either of two shady covered porches, the first floor has a living room (the former pharmacy), library, dining room, laundry room, powder room and an eat-in kitchen with a spacious mudroom attached. Upstairs there are four bedrooms, a study, and a full bath with a spacious walk-in closet. There's a walk-up attic that can be used for storage or finished off as additional living space. In the basement is a quite new furnace and a brand-new oil tank. While the house is in move-in condition, a bit of thoughtful updating of kitchen and baths will make the home really shine. Outside, the entirely fenced-in yard has gardens, a wide-open lawn perfect for entertaining and games, and a spacious barn that serves as a garage and workshop and has a large second floor that could become as an artist's studio or creative workspace. Steps away from popular local restaurants and the Stissing Center for the Arts, this property is right in the heart of this up-and-coming town. Less than two hours from Manhattan and close to hiking, biking, farmers' markets and antique centers, Pine Plains is an easy drive to the nearby towns of Millbrook, Rhinebeck, Millerton and Hudson. Come and see this place and make it your own!

$339,000

2 Bed

2 Bath

Saugerties

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Although this home was built in 1890 it has been totally rehabbed. New floors, new walls, new ceilings, new electric, new plumbing, etc. The 3 season room could be converted into a 3rd bedroom by adding electric heat.The only thing that needs to be done is to move in and enjoy your new home. Only 10 minutes to the village of Saugerties and 10 minutes to Catskill.

$399,900

3 Bed

3 Bath

Northeast

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A Charming 3 Bedroom Home with a 1 Car Garage in the Village of Millerton! The first floor features a bedroom or an office, a living room with a pellet stove, a full bath, a kitchen, a 1/2 bath, a dining room with a wood stove, an enclosed porch, and a 1 car attached garage. The second floor features 2 bedrooms and a 1/2 bath. The second floor 1/2 bath has plumbing for a tub or a shower. The home has a back deck, a garden, a back yard with privacy, and a small stream at the back of the property. The heating system and water heater were updated in 2020. The Village of Millerton is in the town of North East. It was featured by Frommer's Budget Travel Magazine in 2007 as one of The Ten Coolest Small Towns in America and in the New York Times article Williamsburg on the Hudson. The village has restaurants, eateries, galleries, retail stores, and antique shops. Walk, bike and run on the Harlem Valley Rail Trail extending 26 beautiful miles through Dutchess and Columbia counties. It's a charming home in a beautiful area! View our 3D virtual tour, floor plans, & 3D virtual sky tour of the home and property.

$625,000

3 Bed

3 Bath

Ancram

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Welcome to VonGal House, a beautifully maintained Victorian perched atop a gentle rise, with picturesque views of the bucolic countryside. Built in 1901, this home exudes historic charm with original details, including a rocking-chair porch, gleaming hardwood floors, intricate moldings, porcelain door knobs, and an ornamental fireplace that anchors the living space. The property offers flexibility as a primary home with live-work space, and rentable capabilities including a separate guest suite and carriage studio. The current layout offers three bedrooms and two baths, complemented by an adjoining guest suite with its own entrance. This configuration provides flexibility for a private rental and can be reimagined to include a first-floor primary suite if desired. The property also features a two-story street frontage carriage studioformerly a gallery and cobbler's workshopoffering endless possibilities as an office, studio, or creative business space with commercial potential. Ample on-site parking increases practicality.The grounds are a gardener's dream, featuring perennial plantings and charming hardscaping that enhance the property's natural beauty. An original outhouse adds a whimsical touch, now serving as a quaint potting shed. Conveniently located just 10 minutes from the Taconic Parkway, steps from the beloved Ancram Little Store, 25 minutes to Hudson, and 15 minutes to both the Connecticut and Massachusetts borders, VonGal House offers country living with easy access to the region's many offerings.

$390,000

2 Bed

1 Bath

Elizaville

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Charming 1940 Twin Lakes CottageTucked among mature trees in the peaceful Twin Lakes community, this inviting 2-bedroom, 1-bathroom cottage offers 1,250 square feet of comfortable living space. Built in 1940 and thoughtfully updated, it maintains its charm while providing modern comforts. With access to the lake just moments away, it's an ideal retreat for nature lovers and outdoor enthusiasts.Conveniently located near the shops and acclaimed restaurants of Hudson and Rhinebeck, and just a short drive to the Hudson Amtrak station, this home is perfect for a weekend escape or year-round livingall within two hours of NYC.Don't miss the chance to own this Hudson Valley retreat!

$1,175,000

3 Bed

2 Bath

Stone Ridge

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Located on Main Street in the heart of the Stone Ridge retail district, this successful business is attached to a period home filled with amazing details, built-ins and ample room for expansion - the possibilities are endless. This well maintained home boasts three floors of living space and a full dry basement offering plenty of room for storage. Turnkey operation for a tried and true business with a solid customer base. The business currently has a full commercial kitchen, retail counter, and cafe dining area. Pending approvals, the almost one acre of land has as much potential as the home itself with space for possible increased parking or building expansion.  Centrally located in Ulster County, in the hamlet of Stone Ridge and close to Woodstock, New Paltz, Kingston, and Rosendale. Minutes away from the Mohonk Preserve and Minnewaska State Park and under 2 hours to Manhattan. With local popular attractions like Inness, Arrowood Farms and Westwind Orchards - the Stone Ridge area makes for a clean quality way of living. Come be a part of Ulster County and experience all that the Hudson Valley has to offer.

$625,000

3 Bed

3 Bath

Ancram

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$1,050,000

2 Bed

2 Bath

Plattekill

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The Thaddeus Hait House has historical significance and is listed on the National Register of Historic Places. The farm was established in 1819 and sits along both sides of Allhusen Road. In 1728 the property was a land patent granted to John Spratt and Andrich Marshalk. By the late 18th century much of the patent was subdivided and the farmland passed through Adam Baker and Henry Lockwood prior to Hait purchasing an initial 97 acres parcel. By 1828, Hait continued to enlarge the property through multiple surrounding acquisitions, and the farm had grown to 153 acres. Around this time Hait's Federal style two-story, three-bay farmhouse neared its completion featuring a frame and stone construction. Hait descended from a prestigious, wealthy family that settled in Westchester County, and he spared no expense in the design of his home. There is an elegant second floor parlor, which was a distinct local feature in the style of homes in that era. The superior craftmanship displayed on paneled doors and channeled moldings throughout the residence reflect the wealth and stature of the family. There are several outbuildings on the now 117 acre property. A Dutch barn that likely dates to the late 18th century boasts characteristics that include a timber H-frame, hand-hewn anchor beams and a three aisle floor plan. A second barn that exists on the property is unusual in that it is made of stone, a material that was normally used during that period for dwellings and/or smokehouses. For many years the property was a well-known dairy farm that was run by Ira Hait, Thaddeus's son. The property farm eventually passed on to Thaddeus Hait's grandsons, Ira and John Elting. Ira Elting ran the dairy farm until he sold it in 1888. It then passed through two owners until 1906 when the Allhusen family purchased it and operated a dairy farm for the next 76 years. In 1982 the Adair family purchased the property. Jim Adair was a well-known watercolor artist who used the stone barn for his art studio Red Pump Art Gallery. The property is magnificent and has tremendous potential for a variety of uses. Red Pump Gallery is a fantastic light filled workspace awaiting its new owner/artist. Plenty of storage in the lower level and a walk out entrance. Smaller outbuildings dot the landscape. Close to town, shopping and restaurants.

$489,000

3 Bed

4 Bath

Amenia

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Enter a beautifully restored Arts and Crafts Victorian, where historical charm meets contemporary living. From the welcoming covered porch, step into a foyer that unveils a gourmet chef's kitchen. Pocket doors seamlessly connect the inviting living room to the formal dining room, creating a fluid and elegant space. This home features three bedrooms, two full and two half baths, a finished attic ideal for creative pursuits, and a walk-out basement with an exercise room and studio opening onto a tranquil backyard. The backyard's centerpiece is a charming gazebo with a wood-burning fireplace. Enjoy the convenience of walking to the Harlem Valley Rail Trail and a quick 5-minute drive to the Wassaic Metro-North Station.

$1,175,000

3 Bed

3 Bath

Stone Ridge

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Located on Main Street in the heart of the Stone Ridge retail district, this successful business is attached to a period home filled with amazing details, built-ins and ample room for expansion - the possibilities are endless. This well maintained home boasts three floors of living space and a full dry basement offering plenty of room for storage. Turnkey operation for a tried and true business with a solid customer base. The business currently has a full commercial kitchen, retail counter, and cafe dining area. Pending approvals, the almost one acre of land has as much potential as the home itself with space for possible increased parking or building expansion.  Centrally located in Ulster County, in the hamlet of Stone Ridge and close to Woodstock, New Paltz, Kingston, and Rosendale. Minutes away from the Mohonk Preserve and Minnewaska State Park and under 2 hours to Manhattan.With local popular attractions like Inness, Arrowood Farms and Westwind Orchards - the Stone Ridge area makes for a clean quality way of living. Come be a part of Ulster County and experience all that the Hudson Valley has to offer.

$1,450,000

8 Bed

4 Bath

Hurley

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Enjoy your own waterfall! Upstate retreat on 97 acres ,2 hours from NYC , 1 hour from Albany and just a short distance off of NYS Thruway. Open fields and wooded areas combined with multiple outbuildings make this the perfect getaway or homestead. Main house built in 1786, still has much original detail intact. Large fireplaces in kitchen and living room, wide wood floors, custom cabinetry throughout and an old fashioned front porch overlooking the grounds.. Currently used at a 2 family, the main unit has 5 beds and 2 baths and apartment has 1 bed and 1 bath. Additional 2 bedroom ranch house is currently rented for commercial use.

$475,000

3 Bed

2 Bath

Germantown

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Bright 3 bedroom farm house - on 3 levels with a second floor porch and ground level patio located in desirable Germantown. Ground floor has an open concept kitchen, dining /living room and a pellet stove to keep you warm and cozy. There is also a new laundry room and mud room and walk in pantry and powder room. On the second floor you will find 3 bedrooms and a large walk-in closet (or potential 4th bedroom) The third floor boasts a large media/family room - which can be used many ways, studio, exercise room or make a primary suite on the top floor. There is a completely fenced garden area making it safe for dogs or children or plant a lush garden without worrying about the deer. House is ideally located between Hudson and Germantown, near Tivoli, Red Hook and Rhinebeck all within 15 minutes. This is a must see with tons of potential.

$349,000

5 Bed

5 Bath

Millerton

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4 family unique-not many in area. Income flow justifies any improvements needed over time.All units now occupied with new bath added to lower floor apt. Tenants pay and take care of snow removal. Room for off street parking for one car per unitOwner pays hot water (approx $800 per year ) garbage removal, insurance- general maintUnits needs some improvements but has functioned as a rental unit for 26 plus years5 elect meters tenants pay electric and heatClose to village stores and rail trailRentals as follows- first floor shared apt brings in a total of $1800 mo with two one br areas- two full baths kitchen with second shared unit using hot plate area for cooking in front of first floor-/div>Second floor- one studio apt with lr br combo shower and hot plate kitchen area with small refrigerator at $500 per month In addition second floor unit has 1 br apt with full bath and kitchen at $1,000 per monthThird floor 1 br with lr area as well as full bath Eik kitchen area at $1000 per monthOwner pays approx $1800 year for insuranceSeptic has recently been cleaned out- there are three 1200 gallon cess pool areas with small drain field-;Taxes. Are just over $6500 per year including second included parcel ( main house on one tax bill and adjoining tax parcel on another included in sale)Owner pays garbage removal approx $900 year, owner cuts grass in season- tenants pay for snow removal Note: tenants are untidy!

$1,250,000

5 Bed

6 Bath

Milan

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Where historic charm meets retro-chic flair. This extraordinary 8,000+ SF estate seamlessly blends a meticulously preserved 1810 Federal manor with a whimsical 70s-style wing, creating an entertainer's paradise. Whether envisioned as a family compound, luxury inn, or serene retreat, the possibilities are endless, all set on a breathtaking 10-acre gentleman's farm with open lawn, mature trees, pond, indoor and outdoor pools, wonderful pool house and greenhouse/sunroom breakfast area, plus multiple potential building sites on an additional 147 acres available! Host unforgettable gatherings in the Modern wing's sunken living room, featuring a striking gold fireplace, before stepping up to the indoor pool and lounge, then onto the conservatory deck for cocktails. A free-standing Corning glass-block staircase leads to the sprawling 1,500 SF primary suite with a spa-like bath, dual sinks, and two dressing rooms. On the main level, the vibrant open kitchen boasting exposed beams, frosted glass counters, and sycamore cabinetry flows into the dining area and wet bar. A stunning rear breezeway, lined with exposed beams and floor-to-ceiling windows, connects to the cozy media room and the historic Federal wing, where four ensuite bedrooms offer inviting guest accommodations. Outside, a blue stone terrace leads to the pool and pool house with a wood-burning fireplace ready to transform into an apartment, office, or party barn. A 5-bay garage awaits car enthusiasts. Additional parcels of land, 96 acres and 48 acres, offers agricultural potential, currently hosting Black Angus pastures and a thriving black currant crop. Nearby, the world-renowned Omega Institute in Rhinebeck provides meditation retreats and farm-to-table dining, while Bard College's Frank Gehry-designed Fisher Center offers world-class culture all just two hours from Manhattan. Additional land available! See MLS Land Listings on Rowe Rd (96 acres) and Route 199 (48 acres). Bring your architect and transform Red Hook Farmstead into your dream estate!