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$3,100,000

Deep within the Hudson Highlands, along the historic Old Albany Post Road, this extraordinary 28-acre estate offers a rare union of architectural significance, enduring privacy, and natural beauty. Beyond handcrafted iron gates framed by stone pillars, a winding drive disappears into mature woodlands before revealing a residence that feels quietly woven into the landscape. Stone and timber excavated during construction were incorporated throughout the residence and landscape, giving the estate a remarkable sense of permanence and belonging. Designed in 1961 by architect Reuben Bowden, the home carries the unmistakable spirit of nearby Manitoga — the Garrison estate of American industrial designer Russel Wright, whose “Dragon Rock” home became an icon of building in harmony with the land. As acquaintances of Wright, the original owners drew inspiration from his philosophy when they commissioned Bowden to design a home to the land, rather than upon it. This home has been designed by the spirit of place upon which it stands. The owners lived on the land for several months before design began, observing the sun, the seasons, and the water before settling on the home’s final placement. The result is an exceptional example of organic Mid-Century Modern architecture: unique low angle rooflines, deep eaves, expansive walls of glass, and sculptural forms create a seamless dialogue between house, mountain, spring, stream, and forest. Inside, 3,896 square feet of beautiful living space reflects the craftsmanship of the period. Original cork floors, gracefully curved board and batten walls, extensive built-ins and cozy benches below expansive windows create interiors that are both sculptural and inviting. The principal living room and library rise beneath dramatic ceilings reminiscent of an inverted ship’s hull, while freestanding stone fireplaces anchor the spaces as architectural focal points. The oval dining room is a work of art in itself, with its flowing curved ceiling and original custom cabinetry echoing the room’s elegant geometry. Completely redesigned, modernized and expanded in 2007 for today's lifestyle, the kitchen competes for the focal point of the home, and is the natural gathering placethroughout the day. Retractable walls of glass open completely to a generous lanai, dissolving the boundary between indoors and out, and nearly doubling the space. Every principal room is immersed in woodland views, making the surrounding landscape an ever-changing part of the home. Thoughtful updates throughout. the home—including steam showers and refined finishes —enhance daily living while honoring the home’s original character. Outside, a manicured path winds past a spring-fed pond and brook on its way to one of the estate’s most enchanting features, the 36'x68' custom pool in a shaded, secluded glen, filled entirely by the spring-fed stream that continuously replenishes the pool before flowing back into the stream on the opposite bank. Fully heated, the pool is bordered by flagstone hardscaping and approached by an ancient stone staircase, and feels more discovered than constructed. Poolside, a flat boulder balanced atop another evokes the mysterious ancient stone dolmens found in the Hudson Highland region, while a pool house designed in the style of an oriental tea house offers a breezy, serene retreat at the water’s edge. A separate studio provides additional space for work or creative pursuits. Bordering permanently protected parkland, the property enjoys a level of privacy that is increasingly rare, yet remains just minutes from Metro-North, the charming hamlet of Garrison and the Village of Cold Spring with convenient access to New York City. Offering three bedrooms, three-and-one-half baths, and 28 acres of protected Hudson Highlands landscape, this is an exceptional architectural retreat—timeless in design, deeply connected to its setting, and unlike anything else in the region.

3 Beds ⋅ 4 Baths ⋅ 1026489 MLS

Deep within the Hudson Highlands, along the historic Old Albany Post Road, this extraordinary 28-acre estate offers a rare union of architectural significance, enduring privacy, and natural beauty. Beyond handcrafted iron gates framed by stone pillars, a winding drive disappears into mature woodlands before revealing a residence that feels quietly woven into the landscape. Stone and timber excavated during construction were incorporated throughout the residence and landscape, giving the estate a remarkable sense of permanence and belonging. Designed in 1961 by architect Reuben Bowden, the home carries the unmistakable spirit of nearby Manitoga — the Garrison estate of American industrial designer Russel Wright, whose “Dragon Rock” home became an icon of building in harmony with the land. As acquaintances of Wright, the original owners drew inspiration from his philosophy when they commissioned Bowden to design a home to the land, rather than upon it. This home has been designed by the spirit of place upon which it stands. The owners lived on the land for several months before design began, observing the sun, the seasons, and the water before settling on the home’s final placement. The result is an exceptional example of organic Mid-Century Modern architecture: unique low angle rooflines, deep eaves, expansive walls of glass, and sculptural forms create a seamless dialogue between house, mountain, spring, stream, and forest. Inside, 3,896 square feet of beautiful living space reflects the craftsmanship of the period. Original cork floors, gracefully curved board and batten walls, extensive built-ins and cozy benches below expansive windows create interiors that are both sculptural and inviting. The principal living room and library rise beneath dramatic ceilings reminiscent of an inverted ship’s hull, while freestanding stone fireplaces anchor the spaces as architectural focal points. The oval dining room is a work of art in itself, with its flowing curved ceiling and original custom cabinetry echoing the room’s elegant geometry. Completely redesigned, modernized and expanded in 2007 for today's lifestyle, the kitchen competes for the focal point of the home, and is the natural gathering placethroughout the day. Retractable walls of glass open completely to a generous lanai, dissolving the boundary between indoors and out, and nearly doubling the space. Every principal room is immersed in woodland views, making the surrounding landscape an ever-changing part of the home. Thoughtful updates throughout. the home—including steam showers and refined finishes —enhance daily living while honoring the home’s original character. Outside, a manicured path winds past a spring-fed pond and brook on its way to one of the estate’s most enchanting features, the 36'x68' custom pool in a shaded, secluded glen, filled entirely by the spring-fed stream that continuously replenishes the pool before flowing back into the stream on the opposite bank. Fully heated, the pool is bordered by flagstone hardscaping and approached by an ancient stone staircase, and feels more discovered than constructed. Poolside, a flat boulder balanced atop another evokes the mysterious ancient stone dolmens found in the Hudson Highland region, while a pool house designed in the style of an oriental tea house offers a breezy, serene retreat at the water’s edge. A separate studio provides additional space for work or creative pursuits. Bordering permanently protected parkland, the property enjoys a level of privacy that is increasingly rare, yet remains just minutes from Metro-North, the charming hamlet of Garrison and the Village of Cold Spring with convenient access to New York City. Offering three bedrooms, three-and-one-half baths, and 28 acres of protected Hudson Highlands landscape, this is an exceptional architectural retreat—timeless in design, deeply connected to its setting, and unlike anything else in the region.

481 Old Albany Post Road, Garrison

$535,000

Welcome to this beautifully maintained 3 bedroom, 2 bathroom ranch nestled in the desirable Continental Village community. Thoughtfully designed for both comfort and everyday living, this inviting home features hardwood floors throughout the main level and a bright, sun-filled living room with oversized windows and a floor to ceiling stone fireplace that serves as the heart of the home. The spacious kitchen offers direct access to a large back deck, creating the perfect space for outdoor dining, entertaining guests, or simply relaxing while enjoying the peaceful backyard setting. The finished lower level adds about 325 square feet of valuable living space and versatility, ideal for a family room, home office, or recreation area. Additional highlights include central air conditioning, a one car attached garage, basement laundry, and plenty of storage. As a resident of Continental Village, you'll enjoy the lake lifestyle with access to the community's nonmotorized lake and private beach, along with amenities including basketball and tennis courts, a clubhouse, and a brand new playground coming soon. Throughout the year, residents can take advantage of community events and activities that foster a true neighborhood feel. Conveniently located near shopping, dining, schools, parks, and major commuter routes, this home offers the perfect blend of small town charm, modern convenience, and an easy lifestyle.

3 Beds ⋅ 2 Baths ⋅ 1024383 MLS

Welcome to this beautifully maintained 3 bedroom, 2 bathroom ranch nestled in the desirable Continental Village community. Thoughtfully designed for both comfort and everyday living, this inviting home features hardwood floors throughout the main level and a bright, sun-filled living room with oversized windows and a floor to ceiling stone fireplace that serves as the heart of the home. The spacious kitchen offers direct access to a large back deck, creating the perfect space for outdoor dining, entertaining guests, or simply relaxing while enjoying the peaceful backyard setting. The finished lower level adds about 325 square feet of valuable living space and versatility, ideal for a family room, home office, or recreation area. Additional highlights include central air conditioning, a one car attached garage, basement laundry, and plenty of storage. As a resident of Continental Village, you'll enjoy the lake lifestyle with access to the community's nonmotorized lake and private beach, along with amenities including basketball and tennis courts, a clubhouse, and a brand new playground coming soon. Throughout the year, residents can take advantage of community events and activities that foster a true neighborhood feel. Conveniently located near shopping, dining, schools, parks, and major commuter routes, this home offers the perfect blend of small town charm, modern convenience, and an easy lifestyle.

311 Sprout Brook Road, Garrison

$365,000

EASY TO SHOW! ONLY CASH BUYERS – CALLING ALL INVESTORS! PROPERTY IS BEING SOLD AS IS, IN ITS CURRENT CONDITION. SUBJECT TO LENDER SHORT SALE APPROVAL. PROPERTY WILL BE DELIVERED VACANT AT CLOSING. SELLER WILL SATISFY ALL LIENS AND MONETARY JUDGMENTS PRIOR TO CLOSING. WE HAVE A FULL TITLE REPORT AVAILABLE AND CAN PROVIDE A COPY UPON REQUEST. ANNUAL HOA FEE: APPROXIMATELY $4,000. Welcome to 298 Old Albany Post Road in the desirable Lake Celeste Association in Garrison, NY. Enjoy private lake access with swimming, fishing, kayaking, boating, and a sandy beach. The community also offers tennis and basketball courts, a playground, clubhouse, hiking trails, and beautiful natural surroundings. The HOA includes snow removal, trash collection, road maintenance, and maintenance of the common areas. A rare opportunity to own in one of the Hudson Valley's most desirable private lake communities. CASH BUYERS ONLY.

3 Beds ⋅ 2 Baths ⋅ 1022695 MLS

EASY TO SHOW! ONLY CASH BUYERS – CALLING ALL INVESTORS! PROPERTY IS BEING SOLD AS IS, IN ITS CURRENT CONDITION. SUBJECT TO LENDER SHORT SALE APPROVAL. PROPERTY WILL BE DELIVERED VACANT AT CLOSING. SELLER WILL SATISFY ALL LIENS AND MONETARY JUDGMENTS PRIOR TO CLOSING. WE HAVE A FULL TITLE REPORT AVAILABLE AND CAN PROVIDE A COPY UPON REQUEST. ANNUAL HOA FEE: APPROXIMATELY $4,000. Welcome to 298 Old Albany Post Road in the desirable Lake Celeste Association in Garrison, NY. Enjoy private lake access with swimming, fishing, kayaking, boating, and a sandy beach. The community also offers tennis and basketball courts, a playground, clubhouse, hiking trails, and beautiful natural surroundings. The HOA includes snow removal, trash collection, road maintenance, and maintenance of the common areas. A rare opportunity to own in one of the Hudson Valley's most desirable private lake communities. CASH BUYERS ONLY.

298 Old Albany Post Road, Garrison

$499,900

Nestled in the desirable Continental Village community, this lovingly cared-for 3-bedroom, 2 full bath hi-ranch has been cherished by the same owners since it was built 49 years ago. Pride of ownership shines throughout, from the gleaming hardwood floors to the thoughtfully maintained living spaces. The sun-filled main level features an inviting living room with a beautiful bay window, creating a bright and welcoming atmosphere. The formal dining room opens to a cozy sunroom through sliding glass doors, offering the perfect place to enjoy your morning coffee or unwind at the end of the day. An updated kitchen provides both style and functionality for everyday living. Downstairs, the fully finished lower level offers wonderful flexibility with a spacious family room, full bath, and an additional bedroom or den—ideal for guests, a home office, or extended living arrangements. A large storage and utility room adds even more practicality. Living in Continental Village means more than owning a home—it's enjoying a true community lifestyle. Residents have access to a private lake with a beach area perfect for swimming, sunbathing, and relaxing by the water. The community also features a clubhouse that hosts events and activities throughout the year, as well as basketball, tennis courts, playgrounds, and recreational areas for all ages to enjoy. Conveniently located for commuters and just minutes from trains, highways, shopping, restaurants, medical facilities. This special home is ready for its next chapter and new memories to be made.

3 Beds ⋅ 2 Baths ⋅ 1006179 MLS

Nestled in the desirable Continental Village community, this lovingly cared-for 3-bedroom, 2 full bath hi-ranch has been cherished by the same owners since it was built 49 years ago. Pride of ownership shines throughout, from the gleaming hardwood floors to the thoughtfully maintained living spaces. The sun-filled main level features an inviting living room with a beautiful bay window, creating a bright and welcoming atmosphere. The formal dining room opens to a cozy sunroom through sliding glass doors, offering the perfect place to enjoy your morning coffee or unwind at the end of the day. An updated kitchen provides both style and functionality for everyday living. Downstairs, the fully finished lower level offers wonderful flexibility with a spacious family room, full bath, and an additional bedroom or den—ideal for guests, a home office, or extended living arrangements. A large storage and utility room adds even more practicality. Living in Continental Village means more than owning a home—it's enjoying a true community lifestyle. Residents have access to a private lake with a beach area perfect for swimming, sunbathing, and relaxing by the water. The community also features a clubhouse that hosts events and activities throughout the year, as well as basketball, tennis courts, playgrounds, and recreational areas for all ages to enjoy. Conveniently located for commuters and just minutes from trains, highways, shopping, restaurants, medical facilities. This special home is ready for its next chapter and new memories to be made.

36 Rochambeau Road, Garrison

$1,480,000

A truly magical setting overlooking the Hudson River offers the perfect balance of sophistication, comfort and convenience updated in 2026. Walls of windows and glass doors capture the natural light and distant scenic Hudson River views creating a sense of warmth and understated sophistication. Finest materials including Maple, Oak and Terra Cotta floors, Granite Countertops, Tumbled Marble Baths, Custom Metal Railings, new appliances, refinished hardwood floors and the entire interior has been repainted. Enhancements listed on the Upgrade Highlights List attached to the MLS Documents. In 2000 the house was expanded with an addition. An easy commute via Metro N RR to approximately one + hour to NYC, while remaining close to the Audubon Sanctuary, Boscobel, Country Club, curios, restaurants, hiking, art center, and 19th Century Architecture.

3 Beds ⋅ 4 Baths ⋅ 907208 MLS

A truly magical setting overlooking the Hudson River offers the perfect balance of sophistication, comfort and convenience updated in 2026. Walls of windows and glass doors capture the natural light and distant scenic Hudson River views creating a sense of warmth and understated sophistication. Finest materials including Maple, Oak and Terra Cotta floors, Granite Countertops, Tumbled Marble Baths, Custom Metal Railings, new appliances, refinished hardwood floors and the entire interior has been repainted. Enhancements listed on the Upgrade Highlights List attached to the MLS Documents. In 2000 the house was expanded with an addition. An easy commute via Metro N RR to approximately one + hour to NYC, while remaining close to the Audubon Sanctuary, Boscobel, Country Club, curios, restaurants, hiking, art center, and 19th Century Architecture.

61 Indian Brook Road, Garrison

$575,000

The charm of Hudson Valley living is evident in this Garrison, NY home. Set on two tax lots totaling 2.5 acres, it offers privacy and a peaceful natural setting. This Cape Cod–style home features generously sized, light-filled rooms. The living area accommodates both living and dining, with a floor-to-ceiling window and sliding doors opening to the deck for an easy connection to the landscape. An additional main-level room offers flexibility as a den, office, or library. The kitchen is thoughtfully designed with wood-paneled cabinetry, providing ample storage and functionality. Upstairs are two spacious bedrooms and a full bath, along with newly installed hardwood floors. The interior has been freshly painted for a seamless move-in. Just ten minutes from the train and close to the Village of Cold Spring’s shops and restaurants, the home offers a charming Hudson Valley setting with easy access to local amenities.

2 Beds ⋅ 2 Baths ⋅ 960718 MLS

The charm of Hudson Valley living is evident in this Garrison, NY home. Set on two tax lots totaling 2.5 acres, it offers privacy and a peaceful natural setting. This Cape Cod–style home features generously sized, light-filled rooms. The living area accommodates both living and dining, with a floor-to-ceiling window and sliding doors opening to the deck for an easy connection to the landscape. An additional main-level room offers flexibility as a den, office, or library. The kitchen is thoughtfully designed with wood-paneled cabinetry, providing ample storage and functionality. Upstairs are two spacious bedrooms and a full bath, along with newly installed hardwood floors. The interior has been freshly painted for a seamless move-in. Just ten minutes from the train and close to the Village of Cold Spring’s shops and restaurants, the home offers a charming Hudson Valley setting with easy access to local amenities.

41 Chapman Road, Garrison

$1,300,000

A rare opportunity to own over 5.9 acres across three separate parcels in the heart of Garrison. The main residence at 111 Philipse Brook Road is a 4-bedroom, 2.5-bath Colonial built in 1987, offering approximately 2,294 square feet of living space on 1.83 acres. The home features a gracious layout with spacious living and dining areas, wood-beamed ceilings, two fireplaces, a finished lower-level recreation room, open and screened porches, and an attached two-car garage. Included in this offering are two additional separately deeded parcels: 2.25-acre lot 1.83-acre lot All three parcels together provide flexibility for estate expansion, compound living, long-term investment, or preservation of privacy. The combined acreage offers a rare opportunity to control surrounding land in this highly desirable Garrison location. Located within the Garrison School District and just minutes to Metro-North, hiking trails, the Hudson River, and the cultural attractions of Cold Spring and Beacon. A unique offering with exceptional potential — available as a package with all three parcels included in the sale.

4 Beds ⋅ 3 Baths ⋅ 962616 MLS

A rare opportunity to own over 5.9 acres across three separate parcels in the heart of Garrison. The main residence at 111 Philipse Brook Road is a 4-bedroom, 2.5-bath Colonial built in 1987, offering approximately 2,294 square feet of living space on 1.83 acres. The home features a gracious layout with spacious living and dining areas, wood-beamed ceilings, two fireplaces, a finished lower-level recreation room, open and screened porches, and an attached two-car garage. Included in this offering are two additional separately deeded parcels: 2.25-acre lot 1.83-acre lot All three parcels together provide flexibility for estate expansion, compound living, long-term investment, or preservation of privacy. The combined acreage offers a rare opportunity to control surrounding land in this highly desirable Garrison location. Located within the Garrison School District and just minutes to Metro-North, hiking trails, the Hudson River, and the cultural attractions of Cold Spring and Beacon. A unique offering with exceptional potential — available as a package with all three parcels included in the sale.

111 Philipse Brook Road, Garrison