500+ Hudson Valley Properties

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309 Woodstock Road
$28,000,000

Millbrook, NY
House
Bedrooms: 7
Bathrooms: 8.5
Web ID: 418881

Canoe Hill is the most exceptional home in the Hudson Valley. At 12,650SF, the house is split into three volumes, each telling its own story: the central corridor, the west wing, and the east wing. Conveyed from its original 1700s location and reassembled on this magnificent site, the home blends the best aspects of Colonial, Greek Revival and Georgian architecture weaved together into a cohesive and unique narrative and aesthetic. The central corridor serves as the lodestar for this masterpiece with the original pine floors and other details intact, the gracious entry opens to the center hall leading to the kitchen and morning room, both with large fireplaces, mudroom, powder room, and oversized butler's pantry. There are five bedrooms; two guest rooms on the second floor are en-suite. Located privately at the end of the hall, or via its own landing, a large en-suite primary with a fireplace and dressing...

(203) 253-1800

461 Silvernails Road
$25,000,000

Pine Plains, NY
House
Bedrooms: 4
Bathrooms: 5
Web ID: 415967

Silvernails Farm is a legacy compound in the heart of the Hudson Valley, home to the breathtaking confluence of the Roeliff Jansen Kill and the Shekomeko Creek, a large natural basin, set within 127 acres of pristine land, integral to both Mohican and Dutch history. The recently completed 7,500sf main residence features lime stucco walls and solid fieldstone masonry on the interior and exterior with a mix of hardwood and Jerusalem limestone flooring. With 4 en-suite bedrooms, the residence also includes a powder room, private study/TV room, large laundry/pantry, wine cellar, and a gym. The living room with 26' ceilings is bracketed by two fireplaces. While embracing traditional craftsmanship and materials, the house is equipped with every modern convenience including an infrared sauna, steam room, 3 fireplaces, motorized shades, insect screens and radiant heated floors. The huge terrace has a covered seating area with a fully equipped kitchen, radiant floor...

(203) 253-1800

365 Tower Road
$25,000,000

Wassaic, NY
House
Bedrooms: 4
Bathrooms: 7
Web ID: 418300

Bordering Amenia and Millbrook, NY this stunning property spans 134 acres, offering absolute privacy with some of the best views in the Hudson Valley. The centerpiece is the 7,500 square foot main residence completed in 2019, designed by Resolution: 4 offering a seamless blend of modern architecture and the natural beauty of the surrounding landscape. There is a spectacular regulation size polo field with views as far as the eye can see. Divided into two wings by the main entry foyer with a glass pivot door, the first being the service wing: chef's kitchen, pantry, mudroom, and powder room. The entertaining wing features the great room with a black steel surround fireplace, and 70' of floor to ceiling glass on the south side. There is a media room with its own fireplace and a clever office space hidden behind a sliding door; a warm space for cozy evenings. A gym...

(203) 253-1800

46 Ledgerock Lane
$19,995,000

Hyde Park, NY
House
Rooms: 14
Bedrooms: 7
Bathrooms: 9
Web ID: 6262636

A modern-day tour-de-force, this epic Hudson River showplace shares its remarkable waterfront setting with a guest house, sculpture garden, collector's garage, and 5-star amenities that transcend the ordinary. In the heart of the Hudson Valley, this enchanting estate is one of the few properties to stand directly on the Hudson River's shores. And it rests on a private peninsula embraced by the sparkling river and majestic surroundings. Seemingly floating above the water, the dazzling 5-bedroom residence and its matching 2-bedroom guesthouse take architectural design to a new level. Radiating sophistication, the home's vast glass walls open to expansive terraces over the river while soaring ceilings and rare wood, marble, and stone create an unforgettable backdrop for luxury living. In addition to stunning indoor and outdoor pools, you'll enjoy a gym, theater, fire pit, spa, outdoor kitchen, dock, and a private helipad. Located close to Rhinebeck, New York City is only...

(203) 253-1800

415 State Route 32
$19,000,000

Highland Mills, NY
House
Rooms: 19
Bedrooms: 11
Bathrooms: 6
Web ID: 6199159

offered to the public for the first time in over 80 years this historic estate offers so much more than the eyes can see. The expansive property is on both sides of route 32 and goes all the way up to CR 105. Several out buildings as well as cottage and caretakers house.

(203) 253-1800

123 Butts Road
$18,000,000

Millbrook, NY
House
Rooms: 9
Bedrooms: 4
Bathrooms: 5
Web ID: 6298731

Welcome to a once-in-a-lifetime opportunity to own an exceptional equestrian estate sprawling over 206 unrestricted acres in the heart of Millbrook hunt country. Originally built in 1865, this property has been meticulously expanded with a lavish addition spanning over 6000 sq ft, seamlessly blending antique charm with modern opulence. Enjoy miles of fenced pastures, riding trails, ponds, and panoramic views of the Catskill Mountains just minutes from the Village of Millbrook. Formerly owned by Margaret Carnegie, only child of Andrew Carnegie, this estate offers a piece of history and unmatched luxury. The main residence features a paneled library with fireplace, formal dining room with fireplace and a very generous living room with yet another fireplace and very high ceilings. Two staircases leading to separate wings and an elevator service both the primary suite and the finished basement. Designed by French architect, Atelier Choiseul, the exceptional stable boasts stables,...

(203) 253-1800

3872 Route 44
$14,000,000

Millbrook, NY
House
Rooms: 29
Bedrooms: 10
Bathrooms: 16.5
Web ID: 6303209

AUCTION: Bid 16 30 May | Listed for $14M | No Reserve | Starting Bids Expected Between $4M-$8M | Migdale Castle, a stunning European-inspired property built in 1927 for Andrew Carnegie's daughter. Renovated and restored exhibiting classic British design with stone exterior and stone interior straight out of the Scottish Highlands. Ten bedrooms, seventeen bathrooms and twelve fireplaces. A 5,000-bottle wine cellar, an indoor edgeless pool with a wall of glass windows opening to 50 acres of beautifully landscaped grounds with mountain views. A well-sited tennis court. Staff buildings and garages add to the convenience of this private domain. An additional 150-acre parcel, totaling 200 acres, has walking trails, fields, orchards, and an organic garden and will be offered to the winning bidder who will have first right to purchase. This unique property gives a chance to invest in one of the most significant estates in the...

(203) 253-1800

521 Stanford Road
$11,950,000

Millbrook, NY
House
Rooms: 16
Bedrooms: 5
Bathrooms: 6
Web ID: 410339

This timeless, Colorado lodge-style home is extraordinarily built and centered on 75+ acres in the heart of Millbrook. Located on one of Millbrook's country roads, close to the village. A gated entrance leads to this unique, 11,500 square foot home constructed of standing dead timber from the west and immense stone from Pennsylvania. The colossal logs, which measure up to 41 inches in diameter, were cut and laid in place out west before being deconstructed and transported to its current location. The open floorplan lends itself to grand entertaining while offering enough niche areas to cozy-up in. At its center is a dramatic great room featuring a vaulted 32-foot ceiling and a mammoth fireplace that one can stand-up in. The wonderful chef's kitchen and adjacent full-size pub, den with fireplace and chess room add to the unique entertaining ambiance. There are five bedrooms suites which all open to their own...

(203) 253-1800

225 Route 22
$11,000,000

Pawling, NY
Vacant Land
Web ID: 6215066

Land of opportunity! A magical 558+ acre parcel of land, 90 minutes from Manhattan, offers endless possibilities as a sprawling, fun-filled family compound or commercial facility with enormous potential. Level terrain, extensive trails, pastures and meadows are a natural for an exceptional equestrian facility (private or commercial), ATVs and hiking and as well as vineyard or farm. Currently used as a private family hunting property for deer, bear and duck, the land boasts an extensive list of location choices over multiple terrain/food plot types depending on the time of year and hunting season. Adjacent to the Great Swamp, Mother Nature has provided great natural habitat for waterfowl and big game alike. In addition, an impressive series of water impoundments were developed to create ponds for waterfowl and other wildlife, ideal for hunting enthusiasts. The water impoundment system is fed by a fresh water well that produces approximately one million gallons...

(203) 253-1800

193 Tuxedo Road
$9,980,000

Tuxedo Park, NY
House
Rooms: 26
Bedrooms: 7
Bathrooms: 8.5
Web ID: 6287249

One of the enclaves most stately homes, the Breezes, a landmark 1887 Tudor manor is a treasure of architectural detail. This distinguished 3-story residence by renowned architect Robert Roberston has been artfully restored to its original glory and is in triple-mint condition from top to bottom. The spacious 12,000+/- square foot floor plan includes 14 principal rooms with 6 bedrooms, 5 full baths, 2 half baths, 3 staff/guest bedrooms with 2 full baths. Exquisite original appointments include 12 fireplaces, each with hand carved or limestone mantelpiece, luxurious and rare tiger oak, mahogany and cherry millwork and floors, leaded stained glass Tiffany Windows, grand Baccarat chandelier, Waterford crystal chandelier and sconces and too many other original details to list. State-of-the-art appurtenances include 12-zone heating, 8-zone air-conditioning, 3 water heaters, phone system with intercom, water shut-off system, sophisticated security/fire alarm system and 4-car garage. On the first floor, guests are welcomed into...

(203) 253-1800

890 Bald Mountain Road
$9,750,000

Austerlitz, NY
House
Rooms: 15
Bedrooms: 4
Bathrooms: 5
Web ID: 145739

Located in a gated community of large acreage land holders and highlighted in Interior Design Magazine, sits this exquisite and truly special property. The main house is a stunning post and beam contemporary masterpiece built with the highest quality materials and a curated aesthetic that draws the outdoors within. Glass, wood, steel and textiles compliment each other to create a space that is inviting and cozy while also being edgy and hip. A gunite pool encased by stone walls sits just beyond a wall of glass. Two equally designed and inviting guest cottages sitting just steps away are perfect for friends and family. Continue beyond the complex, past a couple crystal clear swim ponds and you'll end up at one of the most jaw dropping premier building sites in the Hudson Valley with views overlooking three states. Situated between the Berkshires and Hudson, this...

(203) 253-1800

219237 Sweezey Road
$9,750,000

New Baltimore, NY

Bedrooms: 3
Bathrooms: 2
Web ID: 144572

Arguably one of the most spectacular privately owned waterfront properties from New York City to Albany is this magnificent 199.10 acre peninsula on the dead end of Sweezey Road in the Town of New Baltimore. Family owned for 100 plus years. It was once a destination point for travel from Columbia County to Greene County by way of Weaver's Ferry, which transported passengers, goods and services back and forth from Stuyvesant to the New Baltimore/Coxsackie area. This spiraling property stretches for 1,850 +/- feet of road frontage on Sweezey Road, 4,200 +/- feet of waterfront on the Historic Hudson River and 4,600 +/- feet of waterfront on the Coxsackie Creek. What makes this property unique is it's size and location. It's surrounded by water on three sides and located in the Town of New Baltimore with access to Coxsackie-Athens Central Schools. This sequestered property is only accessible through Riverside...

(203) 253-1800

219237 Sweezey Road
$9,750,000

New Baltimore, NY
Vacant Land
Web ID: 144574

Arguably one of the most spectacular privately owned waterfront properties from New York City to Albany is this magnificent 199.10 acre peninsula on the dead end of Sweezey Road in the Town of New Baltimore. Family owned for 100 plus years. It was once a destination point for travel from Columbia County to Greene County by way of Weaver's Ferry, which transported passengers, goods and services back and forth from Stuyvesant to the New Baltimore/Coxsackie area. This sprawling property stretches for 1,850 +/- feet of road frontage on Sweezey Road, 4,200 +/- feet of waterfront on the Historic Hudson River and 4,600 +/- feet of waterfront on the Coxsackie Creek. What makes this property unique is it's size and location. It's surrounded by water on three sides and located in the Town of New Baltimore with access to Coxsackie-Athens Central Schools. This sequestered property is only accessible through Riverside...

(203) 253-1800

219237 Sweezey Road
$9,750,000

New Baltimore, NY
House
Rooms: 7
Bedrooms: 3
Bathrooms: 2
Web ID: 144531

Arguably one of the most spectacular privately owned waterfront properties from New York City to Albany is this magnificent 199.10 acre peninsula on the dead end of Sweezey Road in the Town of New Baltimore. Family owned for 100 plus years. It was once a destination point for travel from Columbia County to Greene County by way of Weaver's Ferry, which transported passengers, goods and services back and forth from Stuyvesant to the New Baltimore/Coxsackie area. This spiraling property stretches for 1,850 +/- feet of road frontage on Sweezey Road, 4,200 +/- feet of waterfront on the Historic Hudson River and 4,600 +/- feet of waterfront on the Coxsackie Creek. What makes this property unique is it's size and location. It's surrounded by water on three sides and located in the Town of New Baltimore with access to Coxsackie-Athens Central Schools. This sequestered property is only accessible through Riverside...

(203) 253-1800

3255 Claire Drive
$9,449,000

Monroe, NY
Vacant Land
Web ID: 6239645

Beautiful, scenic private property that may be subdivided. Water and sewer may be available from adjacent municipal site in the Village of Monroe. There are 6 existing rented houses and one large storage shed. Most buildings have existing tenants and single lot community is all residential. Property is just 5-10 minutes from village shopping, schools and highways. An aerial video has been added to listing. Tap the virtual tour app for display.

(203) 253-1800
Property for Sale at 79 Jefferson Street, Monticello, New York -  - $9,000,000

79 Jefferson Street
$9,000,000

Monticello, NY
Land
Web ID: 6260415

Great opportunity for a big developer. This 13 acre property is in Opportunity zone. Plans have been approved for 323 units with 600 parking spaces. You can build to rent or build to sell. You can do 1 -3-bedroom units or condos. Village of Monticello is very interested in growing and redevelopment. Seller wants an average of 30k per door to build subject to final approvals. Monticello has an up and running community all year round. Many new shopping open all year.

(203) 253-1800
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