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$1,499,000
3 Beds ⋅ 3 Baths ⋅ 1030795 MLS
This country pool house offers serious nature lovers the perfect watering hole in their own backyard. The 2001 construction is all about nature and water. The pool is the centerpiece to this home which sits comfortly back from the road allowing the mountain forest to provide even further privacy. 4 bedrooms and 3 full baths add to the luxury. This is a real country house in a beautiful setting with all the modern amenities and a gigantic pool.

541 E Mountain Road N, Cold Spring
$425,000
1 Beds ⋅ 1 Baths ⋅ 1030648 MLS
COMMERCIAL or RESIDENTIAL. Your choice -- zoned for both! Located in the center of the Village, this jewel box features its own private driveway for up 2 cars. Move right into one of the original houses in Cold Spring, fully-renovated in turn-key condition. Perfect for a full-time residence or weekend home where you can leave the car and walk to the train. Or ideal for a centrally-located office: therapist, legal, architect, gallery, etc. Bright living room has potential for a gas fireplace, with a cozy dining room and convenient kitchen. Upstairs, a full bedroom and showered bathroom. Expansive basement with natural light, washer & dryer and ample storage. Charming cafe area on the side and lovely blooming garden with rose-covered trellis in the front.

2 Kemble Avenue, Cold Spring
$715,000
2 Beds ⋅ 2 Baths ⋅ 1027903 MLS
Welcome to Glassbury Court of Cold Spring! Stunning Highland model features one floor living in a pristinely kept 55+ adult community. Nestled in the gorgeous Hudson Valley just 50 miles from Manhattan, live in convenience at the midpoint between Cold Spring village and Fishkill village with exciting Beacon just minutes away. Have the easy access to restaurants and every amenity you can imagine, together with the gorgeous surrounding Hudson Highlands and natural landscape. This home features a stunning en suite setup with a second guest bedroom, a third room for an office or den, open kitchen and living concept with fireplace, radiant heat throughout the home as well as in the garage, and a community clubhouse featuring a heated outdoor swimming pool and tennis/pickleball courts. All new furnace installed this year. Top line builder upgrade finishes make this a unique home in this community.

1 Maggie May Way, Cold Spring
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 1020810 MLS
Set on just over 4 tree-lined acres in the heart of Garrison, this beautifully maintained Colonial offers a spacious and thoughtfully designed layout with timeless appeal. A dramatic two-story foyer welcomes you into a freshly painted interior featuring hardwood floors throughout the main level, a first-floor bedroom, and a full bath—ideal for guests, a home office, or flexible living. The kitchen with stainless steel appliances opens to a durable, low-maintenance deck overlooking the backyard, creating an easy indoor-outdoor flow. The inviting living room features a wood-burning fireplace, adding warmth and character to the main living space. Upstairs, the generous primary suite offers a large walk-in closet and an en-suite bath with double vanity, separate shower, and Jacuzzi tub. Two additional bedrooms, each with double closets, share a full hall bath, while a finished bonus room above the attached two-car garage provides versatile space for work, recreation, or storage. Recent improvements include a new roof, Renewal by Andersen replacement windows, new siding, a Buderus boiler and hot water heater, an automatic whole-house generator, and owned solar panels that deliver exceptional energy efficiency with little to no electric costs. Conveniently located just minutes from Cold Spring, Metro-North, hiking trails, and the Hudson River, this special home offers comfort, efficiency, and ease of living in a highly desirable Hudson Valley setting.

310 Avery Road, Garrison
$925,000
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
$3,200,000
5 Beds ⋅ 5 Baths ⋅ 1009485 MLS
Just 60 minutes from Manhattan, this exceptional Hudson Highlands retreat offers a rare combination of architectural character, protected natural surroundings, and direct access to some of the region’s most celebrated outdoor destinations. Set on 13 private acres across two separate lots—including a second vacant, buildable parcel—the property is tucked away on a quiet dirt road known for its strong sense of community, minimal traffic, and remarkable tranquility. Bordering the 8,000-acre Hudson Highlands State Park Preserve with more than 70 miles of trails, the estate enjoys a setting that feels both deeply secluded and endlessly connected to nature. Outdoor recreation begins at your doorstep. The property features its own trail network and private trailhead connecting directly to the Appalachian Trail, offering true hike-on, hike-off access. Walk to nearby lakes, explore the trails of the Russel Wright Design Center, hike to Anthony’s Nose, or cycle directly from the property to Bear Mountain, one of the Northeast’s premier road biking destinations. A seasonal stream, private campsite, and campfire area further enhance the experience of living immersed in the landscape. Designed by noted Hudson Valley architect Frank Dushin, the residence blends the warmth and craftsmanship of the Arts and Crafts tradition with the clean lines and thoughtful spatial design of modernism. Dramatic exposed beams, natural materials, and a striking sunken living room create spaces that feel both timeless and distinctly connected to their surroundings. The home has been extensively renovated, including a complete reimagining of the primary suite and bath, beautifully updated bathrooms throughout, and a thoughtfully designed laundry room. Two fireplaces, a screened porch, and expansive views of the surrounding gardens and woodlands create inviting spaces for every season. Outside, more than two decades of garden design by a beloved local horticulturist have shaped the landscape into a living extension of the home. Mature plantings, curated garden rooms, and woodland paths unfold across the property, creating beauty and interest throughout the year. A separate wellness pavilion includes a gym, steam room, dedicated shower facilities, outdoor hot tub, and connections for a future sauna, while a detached two-bedroom guest house with its own kitchen offers comfortable accommodations for family and visitors. Rarely does a property combine architectural pedigree, buildable acreage, direct trail access, protected parkland, established gardens, and resort-style amenities so close to New York City. This is a true Hudson Highlands sanctuary—private, peaceful, and connected to the landscape in every direction.

20 S Mountain Pass Spur, Garrison
$650,000
3 Beds ⋅ 3 Baths ⋅ 1006868 MLS
Experience the charm of a historic Greek Revival farmhouse beautifully updated for modern living. This 1,776 sq ft, 3-bedroom, 3-bath home blends original 19th-century character with today’s comfort and efficiency. Wide-plank wood floors, a full-length columned front porch, and period architectural details create an inviting sense of history from the moment you arrive. Inside, the living room centers around a fireplace with a wood-burning stove, perfect for cozy Hudson Valley evenings. The home is equipped with a heat pump for efficient heating and cooling, plus solar panels and a Tesla Powerwall battery system, offering exceptional energy savings and peace of mind. A detached 2-car garage provides ample storage and workspace. The large front yard offers room to relax, garden, or entertain, all just minutes from the Village of Cold Spring, known for its charming shops, restaurants, and Metro-North station for an easy NYC commute. A rare opportunity to own a historic home with modern sustainability and unbeatable convenience.

26 Fishkill Road, Cold Spring
$620,000
3 Beds ⋅ 2 Baths ⋅ 1002388 MLS
Discover 515-517 East Mountain Road North—a turnkey ranch perched atop the mountain, where timeless charm meets contemporary living on over 2 acres. This exceptional home artfully blends old-world details with modern additions, creating a perfect harmony of character and comfort. The main house has been beautifully renovated and expanded, featuring a brand-new addition that transforms the living space. This sun-drenched expansion added a spacious sunroom/playroom and a pristine new full bathroom. Beautiful reclaimed wood flooring adds warmth and history throughout, while digital WiFi-enabled thermostats in every room allow you to manage comfort from anywhere. Inside, enjoy a stunning open-concept kitchen with granite countertops, a large island perfect for entertaining and everyday living, a convenient pot filler, high-end appliances, and a reverse osmosis filtration system under the sink for pure drinking water. The primary bedroom offers a private retreat with an en-suite bath featuring a walk-in shower. Peace of mind comes standard with a newly installed septic system for the main residence. Beyond the main house lies a separate 434 square foot cottage, sold as-is, that could potentially be rehabbed. Locate near multiple hiking trails and parks, this property offers a move-in ready mountain-top sanctuary with sophisticated modern upgrades and endless outdoor recreation at your doorstep.

517 E Mountain Road N Unit #515-517, Cold Spring
$659,999
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
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
$8,950,000
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
$574,999
4 Beds ⋅ 2 Baths ⋅ 991094 MLS
Tucked away in a serene setting, this inviting property offers a wonderful blend of comfort and outdoor enjoyment. The private backyard is perfect for relaxing or entertaining, complete with an in-ground pool that creates your own summer retreat. Inside, a wood-burning fireplace adds warmth and character, creating a cozy focal point for cooler seasons. A two-car garage provides convenience along with plenty of storage space. Recent updates include a new roof (2022), a new sliding door (2025), and a new electric panel (2026), offering added peace of mind. Whether hosting gatherings or enjoying a quiet evening, this home delivers a lifestyle that feels both peaceful and connected.

11 Hustis Road, Cold Spring
$459,000
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
$635,000
2 Beds ⋅ 2 Baths ⋅ 988773 MLS
Charming Historic Village Home in an unbeatable location. Tucked into one of the most desirable settings in the Village of Cold Spring, this charming home offers comfort, privacy, and convenience just moments from the village’s shops, restaurants, trails, and commuter rail access. While maintaining much of the original character and details of this Cold Spring Foundry Worker home. Warm, cozy, and peaceful, the home blends original details with practical everyday living while also offering exciting potential opportunities for buyers seeking to expand, modernize, or further enhance the property over time. The spacious living room features abundant natural light and beautiful original wood floors. An original staircase adds timeless charm, while hardwood floors continue throughout key living spaces. The bright primary bedroom offers generous light and an oversized closet, creating a comfortable retreat. Upstairs, the bathroom includes a roomy linen cabinet for added storage. The thoughtfully designed eat-in kitchen is well laid out with ample cabinet storage and excellent functionality. A dedicated study/office alcove provides the perfect setup for working from home, reading, or creative pursuits. Outside, enjoy a secluded backyard ideal for relaxing or entertaining, along with convenient off-street parking. Additional features include forced hot water heat, oil fuel with above-ground tank, 200-amp electric service, and a full basement offering excellent storage space. Whether enjoyed as-is or thoughtfully renovated to suit your vision, this is a rare opportunity to own a distinctive village home with personality, flexibility, and an exceptional Cold Spring location.

11 Kemble Avenue, Cold Spring
$3,249,000
15 Beds ⋅ 8 Baths ⋅ 990116 MLS
A Unique Village Compound / Investment Opportunity – An amazing possibility in the Heart of Cold Spring. An exceptional and rarely available offering: four adjacent properties creating a unique compound, investment portfolio, or redevelopment opportunity. Located on tranquil village streets just steps from shops, restaurants, hiking trails, and the commuter rail, this in-town cluster offers flexibility, scale, and long-term potential in one of the Hudson Valley’s most desirable communities. Properties included: • 3-unit residential rental building • The Stone House (4-bedroom renovation opportunity) • Charming single-family home with fireplace and porch • Kemble Avenue – Historic village home Together, these properties offer a rare combination of income-producing assets, renovation potential, owner-occupant housing options, and abundant parking—all within walking distance of everything Cold Spring has to offer. 24 Rock Street – Multi-residential Income Property A three-unit residential apartment building. Each unit offering two bedrooms, a large eat-in kitchen, living room, and in-unit washer/dryer. All units are separately metered with electric heat and hot water. The property includes attic and basement storage. The units are currently furnished offering flexible rental income streams with solid upside potential. 26 Rock Street – The Stone House (Renovation Opportunity) A four-bedroom stone home; gutted and ready for full renovation. Rich in original details and character including hardwood floors, staircase, doors, window frames, and exposed brick. Vaulted ceilings and a large backyard with fire pit complete this rare blank canvas. 28 Rock Street – Cozy Village Home with Fireplace A charming residence featuring an eat-in kitchen, dining room, working fireplace, and inviting porch. Includes original hardwood floors in the master bedroom, cedar-lined closet, full bath, and convenient village living. 11 Kemble Avenue – Charming Home with Expansion Potential A warm and historic home featuring original wood floors, spacious living room, eat-in kitchen, study alcove, and secluded backyard. The property also offers full basement storage, 200-amp service, and renovation / expansion potential. Compound Highlights • Four contiguous village properties • Strong income-producing components • Multiple renovation and value-add opportunities • Ideal for multi-generational living or investment strategy • Walkable to Metro-North, shops, dining, and Hudson River waterfront • Strong long-term rental and appreciation potential in Cold Spring • Abundant off-street parking This is a truly rare chance to assemble a village-scale compound in a tightly held market. Whether envisioned as an estate, live-and-invest setup, or long-term redevelopment play, this portfolio offers unmatched flexibility in a premier Hudson Valley location.

Cold Spring
$575,000
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
$690,000
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
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
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
$4,995,000
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

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.