Astorlanerealty.com Search Results

$6,500,000

Winter Hill, a flagship property in the Hudson Highlands, stands at the intersection of preservation, nature conservation and modern design. This timeless Tudor Revival in the heart of Garrison is a one-of-a-kind home, perched atop twenty acres of verdant, natural beauty. As you enter the property and approach the house on the long, winding drive, open fields flanked by stately trees stretch out to your left. When the house comes into view along the ridge, you begin to enter a different state of mind. Blood pressure drops, worries fade, and you are home. This is the home you have always wanted. A home where you can welcome family and friends. Built in 1883 for Rev. Walter Thompson and restored and modernized for use as an office over the past decade by a team of skilled architects, designers and craftsmen, Winter Hill emerges in full view as you crest the ridge. Park in either the sprawling forty space lot, perfect for entertaining many guests, or under the porte-cochere, connected to the wrap-around porch. Open the double doors and enter the main foyer, with a unique wall design, and find yourself in an elegant living room, centered on a huge wood-burning fireplace. Original details - pocket doors, gleaming hardwood floors and walls of multi-paned windows - are accentuated by the modern glass chandelier. Beyond is the front parlor, with striking bay window seating. Behind, you will find the massive central dining room, with amazing original fireplace details, then a perfect home office space or potential formal library, with its own fireplace. All of these rooms flow together to make an amazing space for entertaining. Imagine friends, family and community gathering here, in your home. Off the central hall, find the chef's dream kitchen, with beautifully unique light fixtures, stainless appliances, two ovens, a prep sink and abundant counter space. More on this level: a back room that would be a great first floor bedroom, two half baths and a bonus room. Everywhere are open or wooded views. Step out to the covered front porch and slate patio. Here, you'll host drinks in the evening, or simply sit with a cup of tea in the morning, looking over the serene fields. On the second level, arrived at via the convenient, full four-floor elevator, or gorgeous front staircase, opportunity abounds. Currently used as offices, the many large and bright rooms here can be converted into guest bedrooms, family rooms, playrooms and more. Two of the rooms have fireplaces. Other 1800's details, like wood floors and leaded glass windows, are here, as elsewhere. Most rooms have views to the gorgeous grounds. One floor up, find even more bright spaces - bedrooms, guest areas, artist and craft rooms, or wherever your vision takes you. Let’s hop in the elevator and jet down to the lowest level, to discover large spaces that are perfect for home gyms and media rooms. There are huge storage rooms and the new utility systems, including state of the art electrical and a/v rooms. Leaving the basement through the walkout, we exit to the side yard and look out to the fields flowing before us. At the side is the private guest cottage above the two-car garage. This cottage has views of its own, a kitchen and full bathroom. This is a perfect spot for your guests, or extended family. Nearby, the large water tower ensures never running out of fresh water. From here, we can see the property at a different angle. The home’s cedar shingle siding and roof, with stately brick chimneys, rises before us. To our right, protected land, to our left the park-like land and rolling hills stretching out to the tree line, almost as far as you can see. All of this, just minutes to the train and the heart of Cold Spring. Come, visit Winter Hill and join its living story.

8 Beds ⋅ 8 Baths ⋅ 1039174 MLS

Winter Hill, a flagship property in the Hudson Highlands, stands at the intersection of preservation, nature conservation and modern design. This timeless Tudor Revival in the heart of Garrison is a one-of-a-kind home, perched atop twenty acres of verdant, natural beauty. As you enter the property and approach the house on the long, winding drive, open fields flanked by stately trees stretch out to your left. When the house comes into view along the ridge, you begin to enter a different state of mind. Blood pressure drops, worries fade, and you are home. This is the home you have always wanted. A home where you can welcome family and friends. Built in 1883 for Rev. Walter Thompson and restored and modernized for use as an office over the past decade by a team of skilled architects, designers and craftsmen, Winter Hill emerges in full view as you crest the ridge. Park in either the sprawling forty space lot, perfect for entertaining many guests, or under the porte-cochere, connected to the wrap-around porch. Open the double doors and enter the main foyer, with a unique wall design, and find yourself in an elegant living room, centered on a huge wood-burning fireplace. Original details - pocket doors, gleaming hardwood floors and walls of multi-paned windows - are accentuated by the modern glass chandelier. Beyond is the front parlor, with striking bay window seating. Behind, you will find the massive central dining room, with amazing original fireplace details, then a perfect home office space or potential formal library, with its own fireplace. All of these rooms flow together to make an amazing space for entertaining. Imagine friends, family and community gathering here, in your home. Off the central hall, find the chef's dream kitchen, with beautifully unique light fixtures, stainless appliances, two ovens, a prep sink and abundant counter space. More on this level: a back room that would be a great first floor bedroom, two half baths and a bonus room. Everywhere are open or wooded views. Step out to the covered front porch and slate patio. Here, you'll host drinks in the evening, or simply sit with a cup of tea in the morning, looking over the serene fields. On the second level, arrived at via the convenient, full four-floor elevator, or gorgeous front staircase, opportunity abounds. Currently used as offices, the many large and bright rooms here can be converted into guest bedrooms, family rooms, playrooms and more. Two of the rooms have fireplaces. Other 1800's details, like wood floors and leaded glass windows, are here, as elsewhere. Most rooms have views to the gorgeous grounds. One floor up, find even more bright spaces - bedrooms, guest areas, artist and craft rooms, or wherever your vision takes you. Let’s hop in the elevator and jet down to the lowest level, to discover large spaces that are perfect for home gyms and media rooms. There are huge storage rooms and the new utility systems, including state of the art electrical and a/v rooms. Leaving the basement through the walkout, we exit to the side yard and look out to the fields flowing before us. At the side is the private guest cottage above the two-car garage. This cottage has views of its own, a kitchen and full bathroom. This is a perfect spot for your guests, or extended family. Nearby, the large water tower ensures never running out of fresh water. From here, we can see the property at a different angle. The home’s cedar shingle siding and roof, with stately brick chimneys, rises before us. To our right, protected land, to our left the park-like land and rolling hills stretching out to the tree line, almost as far as you can see. All of this, just minutes to the train and the heart of Cold Spring. Come, visit Winter Hill and join its living story.

20 Nazareth Way, Garrison

$2,300,000

Set on 22+ acres in Garrison, NY, this extraordinary historic Hudson Valley estate offers a rare opportunity to restore and reimagine a one-of-a-kind country property. Once part of the storied c.1900s Dick’s Castle estate, the property served as servants’ quarters and a working farm. More than a century later, the estate retains an incredible degree of architectural integrity, with slate roofs, stone cottages, original details, and a striking three-story barn that has been thoughtfully adapted as a pool house and game room overlooking the in-ground pool. Beyond the main residence, two additional cottages and three outbuildings offer tremendous flexibility for guests, studios, or other creative pursuits. The surrounding acreage accented with native meadows and mature fruit trees gives total privacy while remaining close to everything that makes the Hudson Valley so desirable. The Hudson River, Cold Spring Village, Metro-North trains, hiking trails, shops and restaurants, are all just minutes away, with New York City accessible in just over an hour by train or car. A one-of-one historic estate with acreage, architectural integrity, privacy, and proximity, Normandy Grange offers the opportunity to create a distinctive Hudson Valley legacy property. Property is being sold as-is.

6 Beds ⋅ 7 Baths ⋅ 1041990 MLS

Set on 22+ acres in Garrison, NY, this extraordinary historic Hudson Valley estate offers a rare opportunity to restore and reimagine a one-of-a-kind country property. Once part of the storied c.1900s Dick’s Castle estate, the property served as servants’ quarters and a working farm. More than a century later, the estate retains an incredible degree of architectural integrity, with slate roofs, stone cottages, original details, and a striking three-story barn that has been thoughtfully adapted as a pool house and game room overlooking the in-ground pool. Beyond the main residence, two additional cottages and three outbuildings offer tremendous flexibility for guests, studios, or other creative pursuits. The surrounding acreage accented with native meadows and mature fruit trees gives total privacy while remaining close to everything that makes the Hudson Valley so desirable. The Hudson River, Cold Spring Village, Metro-North trains, hiking trails, shops and restaurants, are all just minutes away, with New York City accessible in just over an hour by train or car. A one-of-one historic estate with acreage, architectural integrity, privacy, and proximity, Normandy Grange offers the opportunity to create a distinctive Hudson Valley legacy property. Property is being sold as-is.

15-18 Normandy Grange, Garrison

$899,000

Stone pillars mark the entrance to this custom-built Colonial, gracefully set on more than 17 private acres of picturesque countryside. Designed with vision and distinction by its original owners, this expansive estate reflects a level of craftsmanship and scale rarely found today. Now awaiting restoration and thoughtful updating, the property presents an exceptional opportunity for a new owner to reimagine its impressive spaces and restore this remarkable country residence to its former splendor. Inside, oversized windows fill the home with natural light, highlighting hardwood floors, generous proportions, and timeless architectural details. The elegant formal dining room, enhanced by decorative molding, high ceilings, and hardwood flooring, recalls the grandeur of a bygone era and provides a gracious setting for celebrations and memorable gatherings. At the heart of the home, the magnificent sun-drenched living room makes a dramatic statement with wide-plank wood flooring, crown molding, and a beautifully designed tiled fireplace. Grand yet inviting, it is a room equally suited to elegant entertaining, quiet afternoons, or evenings gathered fireside. The spacious eat-in kitchen features granite countertops, a pantry, recessed lighting, abundant cabinetry, and views across the lush grounds. Offering generous space to create a beautifully updated culinary centerpiece, it remains a natural gathering place for morning coffee, casual meals, and everyday living. The main level continues with an oversized den offering the flexibility of a potential first-floor bedroom, a family room with fireplace and access to the stone patio, two powder rooms, a conveniently located laundry room, and an attached three-car garage. A breezeway connects the main residence to a privately situated au pair suite featuring a sitting room, bedroom, and kitchenette—an adaptable space well suited for mulitgenarational living, guests, or a private home office. Upstairs, sun-filled rooms, hardwood floors, and generously proportioned bedrooms continue the home's sense of space. The primary suite offers ample closets, a dressing room, and a private bath with soaking tub and glass-enclosed shower, providing the foundation for a serene owner's retreat. The additional bedrooms are equally spacious, complemented by two full hall baths and a charming sitting area ideal for reading or quiet relaxation. Beyond the residence, the property's 17-plus acres create a truly special setting. Expansive lawns, a picturesque duck pond, open meadows, and verdant countryside surround the home with privacy and natural beauty. A Gunite pool, currently requiring restoration, offers the potential to once again become a wonderful centerpiece for summer entertaining. With its substantial acreage, the property invites endless possibilities for gardens, outdoor gathering spaces, recreation, or simply preserving the peaceful landscape that makes this estate so distinctive. Conveniently located approximately 60 minutes from New York City, with access to Metro-North, Routes 22 and 311, I-684 and I-84, the property is also close to Thunder Ridge Ski Area, rail trails, golf, parks, shopping, and dining. Offering exceptional scale, privacy, and timeless character, this estate is an exciting opportunity for a buyer with the vision to undertake its restoration and usher it into its next chapter. With thoughtful renewal, its distinctive architecture, beautiful grounds, and extraordinary setting have the potential to once again create a magnificent Hudson Valley country retreat

6 Beds ⋅ 6 Baths ⋅ 1028107 MLS

Stone pillars mark the entrance to this custom-built Colonial, gracefully set on more than 17 private acres of picturesque countryside. Designed with vision and distinction by its original owners, this expansive estate reflects a level of craftsmanship and scale rarely found today. Now awaiting restoration and thoughtful updating, the property presents an exceptional opportunity for a new owner to reimagine its impressive spaces and restore this remarkable country residence to its former splendor. Inside, oversized windows fill the home with natural light, highlighting hardwood floors, generous proportions, and timeless architectural details. The elegant formal dining room, enhanced by decorative molding, high ceilings, and hardwood flooring, recalls the grandeur of a bygone era and provides a gracious setting for celebrations and memorable gatherings. At the heart of the home, the magnificent sun-drenched living room makes a dramatic statement with wide-plank wood flooring, crown molding, and a beautifully designed tiled fireplace. Grand yet inviting, it is a room equally suited to elegant entertaining, quiet afternoons, or evenings gathered fireside. The spacious eat-in kitchen features granite countertops, a pantry, recessed lighting, abundant cabinetry, and views across the lush grounds. Offering generous space to create a beautifully updated culinary centerpiece, it remains a natural gathering place for morning coffee, casual meals, and everyday living. The main level continues with an oversized den offering the flexibility of a potential first-floor bedroom, a family room with fireplace and access to the stone patio, two powder rooms, a conveniently located laundry room, and an attached three-car garage. A breezeway connects the main residence to a privately situated au pair suite featuring a sitting room, bedroom, and kitchenette—an adaptable space well suited for mulitgenarational living, guests, or a private home office. Upstairs, sun-filled rooms, hardwood floors, and generously proportioned bedrooms continue the home's sense of space. The primary suite offers ample closets, a dressing room, and a private bath with soaking tub and glass-enclosed shower, providing the foundation for a serene owner's retreat. The additional bedrooms are equally spacious, complemented by two full hall baths and a charming sitting area ideal for reading or quiet relaxation. Beyond the residence, the property's 17-plus acres create a truly special setting. Expansive lawns, a picturesque duck pond, open meadows, and verdant countryside surround the home with privacy and natural beauty. A Gunite pool, currently requiring restoration, offers the potential to once again become a wonderful centerpiece for summer entertaining. With its substantial acreage, the property invites endless possibilities for gardens, outdoor gathering spaces, recreation, or simply preserving the peaceful landscape that makes this estate so distinctive. Conveniently located approximately 60 minutes from New York City, with access to Metro-North, Routes 22 and 311, I-684 and I-84, the property is also close to Thunder Ridge Ski Area, rail trails, golf, parks, shopping, and dining. Offering exceptional scale, privacy, and timeless character, this estate is an exciting opportunity for a buyer with the vision to undertake its restoration and usher it into its next chapter. With thoughtful renewal, its distinctive architecture, beautiful grounds, and extraordinary setting have the potential to once again create a magnificent Hudson Valley country retreat

202 McManus Road N, Patterson

$8,950,000

Set upon a private rise within the Hudson Highlands, Evarts Hill is a restored 1929 French Normandy style estate distinguished by its provenance, craftsmanship, and natural and formal landscapes. Encompassing 53.65 acres and bordered by conserved lands of the Hudson Highlands Land Trust, the property offers exceptional privacy and an unspoiled natural setting just 50 miles from New York City. The setting preserves the integrity of one of Garrison's last original country estates. The estate was held by a single family for generations before its recent renewal. The main residence, a stone-and-stucco chateau with a slate roof, draws inspiration from rural Normandy and the Loire Valley. Designed with restraint and classic proportions, it combines formal architecture with a sense of intimacy, and ease suited to its surroundings. A three-story rotunda anchors the interior and introduces a classic curved staircase that rises through the center of the home. The floor plan unfolds in a balanced sequence of rooms. Grand entertaining spaces are complemented by more intimate private rooms. Approximately 6,200 square feet, which includes six bedrooms/five baths, and one half bath. Original features—deep-set windows, sleeping porches, and period millwork—remain intact, supported by a full restoration completed in 2018. Modern systems include radiant heating, central climate control, fiber-optic connectivity, and discreet security integration. The estate comprises a series of interconnected structures and landscapes. A converted carriage house of approximately 4,000 square feet serves as a guest residence, offering five bedrooms/bathrooms, a garage, and an artist’s studio marked by a distinctive tower element. Outdoor areas include a gunite pool surrounded by stone terraces, established gardens, a parterred rose garden, and an open lawn. A separate Billiards Lodge with a large stone fireplace offers a private retreat. Evarts Hill represents a rare continuity of architecture, land, and history. It is an early-20th-century Hudson Highlands estate reimagined for modern living, set amid lasting beauty and privacy.

6 Beds ⋅ 6 Baths ⋅ 972365 MLS

Set upon a private rise within the Hudson Highlands, Evarts Hill is a restored 1929 French Normandy style estate distinguished by its provenance, craftsmanship, and natural and formal landscapes. Encompassing 53.65 acres and bordered by conserved lands of the Hudson Highlands Land Trust, the property offers exceptional privacy and an unspoiled natural setting just 50 miles from New York City. The setting preserves the integrity of one of Garrison's last original country estates. The estate was held by a single family for generations before its recent renewal. The main residence, a stone-and-stucco chateau with a slate roof, draws inspiration from rural Normandy and the Loire Valley. Designed with restraint and classic proportions, it combines formal architecture with a sense of intimacy, and ease suited to its surroundings. A three-story rotunda anchors the interior and introduces a classic curved staircase that rises through the center of the home. The floor plan unfolds in a balanced sequence of rooms. Grand entertaining spaces are complemented by more intimate private rooms. Approximately 6,200 square feet, which includes six bedrooms/five baths, and one half bath. Original features—deep-set windows, sleeping porches, and period millwork—remain intact, supported by a full restoration completed in 2018. Modern systems include radiant heating, central climate control, fiber-optic connectivity, and discreet security integration. The estate comprises a series of interconnected structures and landscapes. A converted carriage house of approximately 4,000 square feet serves as a guest residence, offering five bedrooms/bathrooms, a garage, and an artist’s studio marked by a distinctive tower element. Outdoor areas include a gunite pool surrounded by stone terraces, established gardens, a parterred rose garden, and an open lawn. A separate Billiards Lodge with a large stone fireplace offers a private retreat. Evarts Hill represents a rare continuity of architecture, land, and history. It is an early-20th-century Hudson Highlands estate reimagined for modern living, set amid lasting beauty and privacy.

61 Evarts Hill Unit #41, Garrison

$1,325,000

Exceptional 3-Unit Investment Property in the Heart of Cold Spring Rare opportunity to own a well-maintained three-unit residential rental property on a side street in the charming Village of Cold Spring. This income-producing building features three spacious two-bedroom apartments, each with separate electric meters, electric heat, and electric hot water—offering convenience and simplified management. Each apartment includes a generous eat-in kitchen, comfortable living room, and in-unit washer/dryers. The top-floor unit also features a dishwasher. The property is currently fully furnished and may be acquired furnished or unfurnished, creating flexible rental options for owners or tenants. Additional value-and opportunities include a large attic with approximately 7-foot ceilings—ideal for storage, studio, or office use—as well as a full basement for additional storage needs. Residents enjoy an unbeatable location close to Cold Spring’s celebrated shops, restaurants, hiking trails, and convenient access to the Metro-North Railroad for an easy commute to New York City. Apartment Highlights First Floor: Tranquil and cozy layout featuring a spacious primary bedroom, inviting eat-in kitchen, and a front porch perfect for morning coffee or evening relaxation. Second Floor: Unique New Orleans-style outdoor veranda, a rare in Cold Spring, plus abundant natural light, spacious eat-in kitchen, and peaceful bedrooms. Third Floor: Perched high above the village, this airy apartment feels private and serene with sunny interiors and charming peek-a-boo views of the Hudson River. A distinctive multi-family property in one of the Hudson Valley’s most desirable river towns. Ideal for investors, owner-occupants, or those seeking a flexible live/work opportunity.

6 Beds ⋅ 3 Baths ⋅ 988763 MLS

Exceptional 3-Unit Investment Property in the Heart of Cold Spring Rare opportunity to own a well-maintained three-unit residential rental property on a side street in the charming Village of Cold Spring. This income-producing building features three spacious two-bedroom apartments, each with separate electric meters, electric heat, and electric hot water—offering convenience and simplified management. Each apartment includes a generous eat-in kitchen, comfortable living room, and in-unit washer/dryers. The top-floor unit also features a dishwasher. The property is currently fully furnished and may be acquired furnished or unfurnished, creating flexible rental options for owners or tenants. Additional value-and opportunities include a large attic with approximately 7-foot ceilings—ideal for storage, studio, or office use—as well as a full basement for additional storage needs. Residents enjoy an unbeatable location close to Cold Spring’s celebrated shops, restaurants, hiking trails, and convenient access to the Metro-North Railroad for an easy commute to New York City. Apartment Highlights First Floor: Tranquil and cozy layout featuring a spacious primary bedroom, inviting eat-in kitchen, and a front porch perfect for morning coffee or evening relaxation. Second Floor: Unique New Orleans-style outdoor veranda, a rare in Cold Spring, plus abundant natural light, spacious eat-in kitchen, and peaceful bedrooms. Third Floor: Perched high above the village, this airy apartment feels private and serene with sunny interiors and charming peek-a-boo views of the Hudson River. A distinctive multi-family property in one of the Hudson Valley’s most desirable river towns. Ideal for investors, owner-occupants, or those seeking a flexible live/work opportunity.

24 Rock Street, Cold Spring

$999,000

Set on five private, wooded acres in one of Putnam County’s most desirable locations, this exceptional 21-room estate offers rare privacy, scale, and architectural significance. Originally built in 1928 and featured in House Beautiful, the home was designed by Ilonka Karasz, renowned artist and co-founder of MoMA. After serving as a wellness retreat, the property has been thoughtfully restored to a stunning single-family residence. A grand foyer opens to a dramatic vaulted living area anchored by a striking fireplace and sliding doors to a garden terrace. The dining area flows seamlessly into a sunlit wet bar and a newly renovated, lofted chef’s kitchen with high-end stainless steel appliances, oversized windows, and a statement granite island. A winding hallway leads to ten renovated bedrooms, five with en-suite baths. A lofted library with a fireplace connects the bedroom wings, while an additional living room or study opens through Andersen doors to a private rear terrace. A winding staircase leads to a beautifully renovated studio with panoramic views and its own terrace. Additional spaces include a billiards and poker room, fitness center, wine cellar, and attached two-car garage. Outdoor amenities feature a 35-foot swimming pool, a tranquil pond, and a covered carport creating a true estate setting with exceptional versatility. With its scale, layout, and prior use, the property offers outstanding flexibility for a variety of lifestyle or income-producing opportunities, including a boutique bed-and-breakfast, luxury short-term rental, wellness or retreat center, private event venue, or multigenerational compound, subject to approvals.

10 Beds ⋅ 6 Baths ⋅ 958315 MLS

Set on five private, wooded acres in one of Putnam County’s most desirable locations, this exceptional 21-room estate offers rare privacy, scale, and architectural significance. Originally built in 1928 and featured in House Beautiful, the home was designed by Ilonka Karasz, renowned artist and co-founder of MoMA. After serving as a wellness retreat, the property has been thoughtfully restored to a stunning single-family residence. A grand foyer opens to a dramatic vaulted living area anchored by a striking fireplace and sliding doors to a garden terrace. The dining area flows seamlessly into a sunlit wet bar and a newly renovated, lofted chef’s kitchen with high-end stainless steel appliances, oversized windows, and a statement granite island. A winding hallway leads to ten renovated bedrooms, five with en-suite baths. A lofted library with a fireplace connects the bedroom wings, while an additional living room or study opens through Andersen doors to a private rear terrace. A winding staircase leads to a beautifully renovated studio with panoramic views and its own terrace. Additional spaces include a billiards and poker room, fitness center, wine cellar, and attached two-car garage. Outdoor amenities feature a 35-foot swimming pool, a tranquil pond, and a covered carport creating a true estate setting with exceptional versatility. With its scale, layout, and prior use, the property offers outstanding flexibility for a variety of lifestyle or income-producing opportunities, including a boutique bed-and-breakfast, luxury short-term rental, wellness or retreat center, private event venue, or multigenerational compound, subject to approvals.

584 Milltown Road, Brewster

$625,000

Nestled just off Route 9 and bordered by a gently rolling creek, this charming Dutch Colonial offers a rare opportunity to experience the natural beauty and quiet lifestyle Cold Spring, NY is known for. Set on over an acre of land, the home is surrounded by mature trees and open lawn, creating a private and peaceful retreat. The property features a versatile 4-bedroom residence with a 2-bedroom walk-out below, ideal for extended family, guests, or flexible living arrangements. Outdoor space abounds, with room to garden, relax, or simply enjoy the tranquil woodland setting. A detached work shed at the rear of the property provides additional storage or creative space, while a separate front storage area adds convenience. The long driveway offers ample parking, making it easy to host visitors while maintaining privacy. Whether you’re drawn to the charm of a classic Dutch Colonial, the flexibility of a multi-unit layout, or the calming presence of nature just outside your door, this unique property captures the essence of Hudson Valley living.

6 Beds ⋅ 3 Baths ⋅ 941328 MLS

Nestled just off Route 9 and bordered by a gently rolling creek, this charming Dutch Colonial offers a rare opportunity to experience the natural beauty and quiet lifestyle Cold Spring, NY is known for. Set on over an acre of land, the home is surrounded by mature trees and open lawn, creating a private and peaceful retreat. The property features a versatile 4-bedroom residence with a 2-bedroom walk-out below, ideal for extended family, guests, or flexible living arrangements. Outdoor space abounds, with room to garden, relax, or simply enjoy the tranquil woodland setting. A detached work shed at the rear of the property provides additional storage or creative space, while a separate front storage area adds convenience. The long driveway offers ample parking, making it easy to host visitors while maintaining privacy. Whether you’re drawn to the charm of a classic Dutch Colonial, the flexibility of a multi-unit layout, or the calming presence of nature just outside your door, this unique property captures the essence of Hudson Valley living.

11 Cross Creek Road, Cold Spring

$1,399,000

Set on 36 acres along one of the area's most beautiful roads, 898 Gipsy Trail Road feels like a private country retreat overlooking Bird Pond. This estate was built as a place for gathering, with six bedrooms, six bathrooms, and a layout designed to welcome family and friends with ease. The foyer sits at the heart of the home, connecting the spaces that define the main level. To one side, the primary suite offers its own fireplace and a quiet retreat. Nearby, an additional bedroom provides flexibility for guests. The main living room opens to the back deck and frames sweeping lawn and lake views, while the dining room and chef’s kitchen create a natural hub for entertaining. A second living room and a sunroom with a dramatic stone fireplace add yet more options for relaxation in every season. Upstairs, four bedrooms are balanced by a bright family room at the center, ideal for gathering or play. The walk-out lower level extends the living space with a bonus room, two oversized playrooms, a sauna, and a full bath. Outdoors, the property stretches in every direction. Rolling lawns slope down toward the pond, while an expansive pool with pool house anchors the summer setting. More than a house, this is a true compound, an escape that can host generations, while being just minutes to the Trail Club & highways to be in the city in 1 hour. Taxes being grieved.

6 Beds ⋅ 7 Baths ⋅ 916431 MLS

Set on 36 acres along one of the area's most beautiful roads, 898 Gipsy Trail Road feels like a private country retreat overlooking Bird Pond. This estate was built as a place for gathering, with six bedrooms, six bathrooms, and a layout designed to welcome family and friends with ease. The foyer sits at the heart of the home, connecting the spaces that define the main level. To one side, the primary suite offers its own fireplace and a quiet retreat. Nearby, an additional bedroom provides flexibility for guests. The main living room opens to the back deck and frames sweeping lawn and lake views, while the dining room and chef’s kitchen create a natural hub for entertaining. A second living room and a sunroom with a dramatic stone fireplace add yet more options for relaxation in every season. Upstairs, four bedrooms are balanced by a bright family room at the center, ideal for gathering or play. The walk-out lower level extends the living space with a bonus room, two oversized playrooms, a sauna, and a full bath. Outdoors, the property stretches in every direction. Rolling lawns slope down toward the pond, while an expansive pool with pool house anchors the summer setting. More than a house, this is a true compound, an escape that can host generations, while being just minutes to the Trail Club & highways to be in the city in 1 hour. Taxes being grieved.

898 Gipsy Trail Road, Carmel

$4,995,000

Gothic Revival Country House. Welcome to the Hurst-Pierrepont Estate. This Gothic beauty, situated in the picturesque Hudson Valley is truly a one of a kind offering. The house completed in 1867, designed by Alexander Jackson Davis for Edwards Pierrepont as a country home, sits on almost 20 verdant acres with pool, patio, pond, perennial gardens and specimen trees. Preserving the home's rich history inside, the period features continue throughout. Beginning with the dramatic entrance showcasing the grand, keyhole staircase, the generous public spaces with many fine trim details, paned windows , archways and niches abound. A layout that offers great flow for entertaining as well as many nooks in which to retreat to relax. A slice of country life without being too remote. This hidden sanctuary in the center of Garrison awaits its next owner to enjoy all the history and beauty it has to offer. Privacy without sacrificing convenience. A perfect retreat.

8 Beds ⋅ 7 Baths ⋅ 871871 MLS

Gothic Revival Country House. Welcome to the Hurst-Pierrepont Estate. This Gothic beauty, situated in the picturesque Hudson Valley is truly a one of a kind offering. The house completed in 1867, designed by Alexander Jackson Davis for Edwards Pierrepont as a country home, sits on almost 20 verdant acres with pool, patio, pond, perennial gardens and specimen trees. Preserving the home's rich history inside, the period features continue throughout. Beginning with the dramatic entrance showcasing the grand, keyhole staircase, the generous public spaces with many fine trim details, paned windows , archways and niches abound. A layout that offers great flow for entertaining as well as many nooks in which to retreat to relax. A slice of country life without being too remote. This hidden sanctuary in the center of Garrison awaits its next owner to enjoy all the history and beauty it has to offer. Privacy without sacrificing convenience. A perfect retreat.

1070 Route 9D, Garrison