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$698,000

If you have been patiently waiting for the perfect Hudson Valley home that checks every single box—from effortless one-floor living and high-end barefoot luxury to a vibrant, resort-style social scene—your wait is officially over! Welcome to 10 Maggie May Way, an exceptional single-level residence that seamlessly pairs next-generation green technology with an unparalleled lifestyle. Offering rare privacy and sweeping curb appeal, fully heated garage design, this eco-luxury end-unit delivers the classic, stately aesthetic of a detached home with all the maintenance free ease of a premier condominium association. Step inside to an expansive, sun-drenched floor plan warmed from the ground up by radiant heated floors and anchored by the ambient glow of an elegant gas fireplace. The gourmet kitchen is a true centerpiece, beautifully appointed with premium granite countertops that offer both timeless durability and sophisticated style. Advanced geothermal technology ensures flawless climate control year-round with an incredibly small carbon footprint and radically low utility costs. When it's time to unwind, retreat to a luxurious primary suite featuring a magnificent spa-style bathtub—your own private sanctuary for long, soothing soaks. Need an extra room? Here you have a flex space you can use for a den, office or hobby room. Beyond your front door lies a vibrant, 20-acre playground designed for wellness and connection. Here you have one of Hudson Valley’s premier 55+ luxury lifestyle communities. Glassbury Court’s spectacular luxury clubhouse serves as your extended living room, featuring a fully equipped fitness center, a billiards room with a premium pool table and bar, a private movie theater, a sparkling heated outdoor pool and so much more. Whether you are starting your morning with a fast-paced match on the tennis or pickleball courts, watching your pup play in the dedicated community dog park, hiking the scenic trails around the lake, or gathering with neighbors, the lifestyle here is rich, active, and entirely maintenance-free. Minutes from historic downtown Cold Spring and the Metro-North, this is the ultimate Hudson Valley retreat you've been searching for.

2 Beds ⋅ 2 Baths ⋅ 1024506 MLS

If you have been patiently waiting for the perfect Hudson Valley home that checks every single box—from effortless one-floor living and high-end barefoot luxury to a vibrant, resort-style social scene—your wait is officially over! Welcome to 10 Maggie May Way, an exceptional single-level residence that seamlessly pairs next-generation green technology with an unparalleled lifestyle. Offering rare privacy and sweeping curb appeal, fully heated garage design, this eco-luxury end-unit delivers the classic, stately aesthetic of a detached home with all the maintenance free ease of a premier condominium association. Step inside to an expansive, sun-drenched floor plan warmed from the ground up by radiant heated floors and anchored by the ambient glow of an elegant gas fireplace. The gourmet kitchen is a true centerpiece, beautifully appointed with premium granite countertops that offer both timeless durability and sophisticated style. Advanced geothermal technology ensures flawless climate control year-round with an incredibly small carbon footprint and radically low utility costs. When it's time to unwind, retreat to a luxurious primary suite featuring a magnificent spa-style bathtub—your own private sanctuary for long, soothing soaks. Need an extra room? Here you have a flex space you can use for a den, office or hobby room. Beyond your front door lies a vibrant, 20-acre playground designed for wellness and connection. Here you have one of Hudson Valley’s premier 55+ luxury lifestyle communities. Glassbury Court’s spectacular luxury clubhouse serves as your extended living room, featuring a fully equipped fitness center, a billiards room with a premium pool table and bar, a private movie theater, a sparkling heated outdoor pool and so much more. Whether you are starting your morning with a fast-paced match on the tennis or pickleball courts, watching your pup play in the dedicated community dog park, hiking the scenic trails around the lake, or gathering with neighbors, the lifestyle here is rich, active, and entirely maintenance-free. Minutes from historic downtown Cold Spring and the Metro-North, this is the ultimate Hudson Valley retreat you've been searching for.

10 Maggie May Way, Cold Spring

$925,000

Where History Meets the Sound of a Waterfall. Step into a landscape that feels lifted from another century. Nestled along the banks of Clove Creek, this remarkable property invites you to own a piece of local history and imagine the stories that have unfolded here for generations. At its heart stands a historic 1700s farmhouse, a timeless 3-bedroom residence set on 7.94 scenic acres along a quiet country road. Beyond the home, the land reveals its most captivating treasures: dramatic creek frontage, a picturesque gorge, cascading waterfalls, and the enduring stone remnants of an 18th-century grist mill that once harnessed the power of the rushing waters. Offered as a collective sale totaling nearly 14 acres, the property includes three separate parcels, each with frontage on Clove Creek. In addition to the farmhouse parcel, included are a 3.05-acre parcel on Horton Road and a 2.91-acre parcel located at Mill and Horton Roads. Together, these parcels create a rare opportunity to preserve, enjoy, and explore an extraordinary natural and historic setting. Whether you envision a country retreat, an artist's sanctuary, a place to reconnect with nature, or simply a chance to become the steward of a truly unique piece of history, this property offers endless inspiration. Wander beside the waterfalls, listen to the creek as it winds through the gorge, and discover the traces of a bygone era hidden among the stone mill ruins. Included in the sale are Tax Parcel #17.1-69 and Tax Parcel #17.1-62. Offered together, these three parcels provide an exceptional combination of history, natural beauty, and potential on nearly 14 acres along one of the area's most enchanting waterways. Clove Creek is a watershed district. A rare opportunity to own not just a home, but a chapter of history.

3 Beds ⋅ 2 Baths ⋅ 1009674 MLS

Where History Meets the Sound of a Waterfall. Step into a landscape that feels lifted from another century. Nestled along the banks of Clove Creek, this remarkable property invites you to own a piece of local history and imagine the stories that have unfolded here for generations. At its heart stands a historic 1700s farmhouse, a timeless 3-bedroom residence set on 7.94 scenic acres along a quiet country road. Beyond the home, the land reveals its most captivating treasures: dramatic creek frontage, a picturesque gorge, cascading waterfalls, and the enduring stone remnants of an 18th-century grist mill that once harnessed the power of the rushing waters. Offered as a collective sale totaling nearly 14 acres, the property includes three separate parcels, each with frontage on Clove Creek. In addition to the farmhouse parcel, included are a 3.05-acre parcel on Horton Road and a 2.91-acre parcel located at Mill and Horton Roads. Together, these parcels create a rare opportunity to preserve, enjoy, and explore an extraordinary natural and historic setting. Whether you envision a country retreat, an artist's sanctuary, a place to reconnect with nature, or simply a chance to become the steward of a truly unique piece of history, this property offers endless inspiration. Wander beside the waterfalls, listen to the creek as it winds through the gorge, and discover the traces of a bygone era hidden among the stone mill ruins. Included in the sale are Tax Parcel #17.1-69 and Tax Parcel #17.1-62. Offered together, these three parcels provide an exceptional combination of history, natural beauty, and potential on nearly 14 acres along one of the area's most enchanting waterways. Clove Creek is a watershed district. A rare opportunity to own not just a home, but a chapter of history.

50 Mill Road, Cold Spring

$659,999

Welcome to 21 East Mountain Road South in Cold Spring, NY — a beautifully maintained 4-bedroom, 2.5-bath ranch set on 1.1 flat private acres in the highly sought-after Haldane Central School District. This warm and inviting home offers effortless single-level living with original hardwood floors, skylights, central air, 3-zone heating, and a bright open-concept layout designed for everyday comfort. The spacious open basement provides endless possibilities for recreation, fitness, media, or additional living space, while the large attic offers abundant storage. Step outside to your private backyard oasis featuring an enclosed patio, expansive usable yard, and above-ground pool perfect for entertaining. A 2-car attached garage includes generator and trailer hookups. Conveniently located just minutes from the historic Village of Cold Spring, Metro-North, shopping, dining, hiking trails, and the scenic Hudson River, this property offers the perfect blend of privacy, charm, and commuter convenience.

4 Beds ⋅ 3 Baths ⋅ 997105 MLS

Welcome to 21 East Mountain Road South in Cold Spring, NY — a beautifully maintained 4-bedroom, 2.5-bath ranch set on 1.1 flat private acres in the highly sought-after Haldane Central School District. This warm and inviting home offers effortless single-level living with original hardwood floors, skylights, central air, 3-zone heating, and a bright open-concept layout designed for everyday comfort. The spacious open basement provides endless possibilities for recreation, fitness, media, or additional living space, while the large attic offers abundant storage. Step outside to your private backyard oasis featuring an enclosed patio, expansive usable yard, and above-ground pool perfect for entertaining. A 2-car attached garage includes generator and trailer hookups. Conveniently located just minutes from the historic Village of Cold Spring, Metro-North, shopping, dining, hiking trails, and the scenic Hudson River, this property offers the perfect blend of privacy, charm, and commuter convenience.

21 E Mountain Road S, Cold Spring

$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

$459,000

The Stone House. Historic character ready for reimagination. A rare opportunity to restore and personalize a distinctive stone home in the heart of the Village of Cold Spring. Known as “The Stone House,” this four-bedroom residence has been gutted and is ready for renovation—offering a true blank canvas for your vision, style, and craftsmanship. Rich with original character, the home retains many authentic period details including original wood floors, staircase, interior doors, vintage glass door handles, window frames, exposed brick, and hardwood flooring throughout much of the home. Vaulted bedroom ceilings add charm and architectural interest, creating bright and inviting upper-level spaces. The property is heated by oil, there is an above-ground tank in place. With the interior opened; the possibilities are endless. This property is a blank canvas waiting for your inspiration. You have the opportunity to design a modern layout while preserving the timeless appeal of this historic home. Outside, enjoy a large backyard with space to garden, entertain, or relax around the existing fire pit. Private, off-street parking. Located on a side street near Cold Spring’s beloved shops, restaurants, hiking trails, and convenient access to the Metro-North Railroad for service to New York City, this is an exceptional chance to create something special in one of the Hudson Valley’s most sought-after villages. Bring your imagination, your contractor, and your good taste—The Stone House is ready for its next chapter.

4 Beds ⋅ 2 Baths ⋅ 988770 MLS

The Stone House. Historic character ready for reimagination. A rare opportunity to restore and personalize a distinctive stone home in the heart of the Village of Cold Spring. Known as “The Stone House,” this four-bedroom residence has been gutted and is ready for renovation—offering a true blank canvas for your vision, style, and craftsmanship. Rich with original character, the home retains many authentic period details including original wood floors, staircase, interior doors, vintage glass door handles, window frames, exposed brick, and hardwood flooring throughout much of the home. Vaulted bedroom ceilings add charm and architectural interest, creating bright and inviting upper-level spaces. The property is heated by oil, there is an above-ground tank in place. With the interior opened; the possibilities are endless. This property is a blank canvas waiting for your inspiration. You have the opportunity to design a modern layout while preserving the timeless appeal of this historic home. Outside, enjoy a large backyard with space to garden, entertain, or relax around the existing fire pit. Private, off-street parking. Located on a side street near Cold Spring’s beloved shops, restaurants, hiking trails, and convenient access to the Metro-North Railroad for service to New York City, this is an exceptional chance to create something special in one of the Hudson Valley’s most sought-after villages. Bring your imagination, your contractor, and your good taste—The Stone House is ready for its next chapter.

26 Rock Street, Cold Spring

$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

$147,499

A RARE FIND! 2015 mobile home in lovely coop community. Inside so light and bright with beautiful white cabinets. This is a wonderful home with lots of upgrades including upgraded appliances. Newer modern bathroom with large tile shower. Mini split system is 220V. Runs AC and heat. Also propane hot air furnace. Hot water on demand system. New wood look floors. Outside nicely landscaped with a covered deck. 2 Sheds, blacktop driveway and space for gardening. Low monthly lease includes taxes, garbage. Monthly fee $375 plus your taxes.. total about $550 a month. One homeowner must be 55 or over to live here. Sale includes one share of stock. Taxes, year built are approximate. Tax varies because of individual NYS programs etc. Buyer must be approved by association.

2 Beds ⋅ 1 Baths ⋅ 966877 MLS

A RARE FIND! 2015 mobile home in lovely coop community. Inside so light and bright with beautiful white cabinets. This is a wonderful home with lots of upgrades including upgraded appliances. Newer modern bathroom with large tile shower. Mini split system is 220V. Runs AC and heat. Also propane hot air furnace. Hot water on demand system. New wood look floors. Outside nicely landscaped with a covered deck. 2 Sheds, blacktop driveway and space for gardening. Low monthly lease includes taxes, garbage. Monthly fee $375 plus your taxes.. total about $550 a month. One homeowner must be 55 or over to live here. Sale includes one share of stock. Taxes, year built are approximate. Tax varies because of individual NYS programs etc. Buyer must be approved by association.

4 Treeline Circle Unit #4, Cold Spring

$690,000

Welcome to a hidden gem in the Lake Valhalla private community. This 2 bedroom 1 bath log cabin style home has Soaring cathedral ceilings, skylights in livingroom and primary bedroom. Stone fireplace, gleaming hardwood floors, and wrap around porch make for the perfect cozy get away. Low HOA fees, large level, wooded lot. This is must see lake property that won't disappoint. Won't last long. Call for your private appointment.

2 Beds ⋅ 1 Baths ⋅ 967675 MLS

Welcome to a hidden gem in the Lake Valhalla private community. This 2 bedroom 1 bath log cabin style home has Soaring cathedral ceilings, skylights in livingroom and primary bedroom. Stone fireplace, gleaming hardwood floors, and wrap around porch make for the perfect cozy get away. Low HOA fees, large level, wooded lot. This is must see lake property that won't disappoint. Won't last long. Call for your private appointment.

167 Highland Road, Cold Spring

$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

$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