Garrison Real Estate

Garrison Real Estate

Welcome to Garrison, New York – a hidden gem nestled in the heart of Putnam County! This charming village, located along the scenic banks of the Hudson River, offers a delightful blend of natural beauty, rich history, and a warm community spirit that makes it an ideal place to call home.

Garrison is renowned for its breathtaking landscapes, with the majestic Hudson Highlands providing a stunning backdrop for outdoor enthusiasts. Whether you enjoy hiking, biking, or simply taking leisurely strolls, the nearby trails and parks offer endless opportunities to connect with nature. The iconic West Point Military Academy is just a stone's throw away, adding a touch of history and prestige to the area.

The village boasts a vibrant arts scene, with local galleries and theaters showcasing the talents of both established and emerging artists. Garrison's community is tight-knit and welcoming, with regular events that foster connections among residents, from farmers' markets to seasonal festivals.

For those seeking a peaceful retreat while still enjoying easy access to urban amenities, Garrison is perfectly situated. Just a short drive or train ride from New York City, you can immerse yourself in the hustle and bustle of city life before returning to your serene haven.

With its picturesque charm, rich cultural heritage, and a strong sense of community, Garrison, NY, is more than just a place to live – it's a lifestyle. Discover your dream home in this enchanting village and experience all that Garrison has to offer!

Newest Listings in Garrison

$675,000
3 Beds ⋅ 2 Baths ⋅ 1044682 MLS
Beyond its rustic stone wall, discover 212 Old Albany Post Road, a charming split-level three-bedroom, two-bath ranch tucked back on a lovely, level two-acre parcel in Garrison, New York. A generous setback provides both privacy and wonderful curb appeal along this historic country lane as it meanders through Garrison's bucolic landscape. Cheerful and inviting, the home offers a pass-through floor plan, two-inch oak floors, two wood-burning fireplaces—one in the living room and another in the primary bedroom—a kitchen with newly updated appliances and granite countertops, and large, sun-flooded picture windows with picture-perfect views of the front lawn. Extending the living space outdoors, an expansive two-level deck offers nearly 1,000 square feet for dining, entertaining and relaxing, with easy access to the backyard. Together, the front and back lawns provide plenty of room for games, picnics, gardening and entertaining. Recent improvements include a new roof and fresh exterior paint in 2026, along with an updated stove and microwave in 2025, dishwasher in 2021 and refrigerator in 2021. Two existing sheds provide abundant storage for gardening and outdoor equipment. A pond and charming pergola complete the property's exceptional outdoor setting, making this an appealing Garrison country retreat with room to enjoy, garden and gather. Everyday conveniences remain close at hand, with Cortlandt Town Center and major shopping nearby. With two level acres and a generous setback, the property also presents intriguing possibilities for a future owner looking to reimagine or expand the existing home, subject to all applicable municipal approvals.

212 Old Albany Post Road, Garrison
$699,000
3 Beds ⋅ 3 Baths ⋅ 1046623 MLS
Beautiful, bright, and spacious 3-bedroom, 3-bath Raised Ranch situated in a desirable neighborhood. The main level features a generous living room with hardwood floors, a dining room with a skylight and sliding glass door leading to the deck, and an updated kitchen with new cabinetry, stainless steel appliances, and granite countertops. The main level also offers a full hall bathroom, two bedrooms, and a spacious primary bedroom with a private primary bathroom. The finished lower level provides additional versatile living space, including a den/office, bathroom, laundry room, and a large family room with a door leading directly to the backyard. Perfect for relaxing, entertaining, working from home, or accommodating guests, this home offers plenty of space and flexibility. Close to parks, shopping, restaurants, train station(MetroNorth), schools and more. Come make this home your own! Schedule your showing today!

23 Allen Road, Garrison
$6,500,000
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
$6,500,000
1039176 MLS
Winter Hill, a flagship property in the Hudson Highlands, is a meeting of two amazing worlds. A marriage of stately 19th century craftsmanship and 21st century cutting edge construction techniques, these buildings offer tremendous opportunity for both investors and end-users. Set on twenty rolling acres of verdant, natural beauty, with stone walls, mature trees and well maintained plantings, the main house was built in 1883 for Rev. Walter Thompson. It has been restored and modernized for use as an office over the past decade by a team of skilled architects, designers and craftsmen. Off a quiet, country road and down a long, gently curving driveway, Winter Hill emerges in full view as you crest the ridge. The well lit, paved parking lot has space for forty cars, with additional parking elsewhere. The main original double door entrance, under a classic porte-cochere, has been enhanced with a keyless entrance security system. Inside, the large, grand lobby is centered around a huge wood-burning fireplace. Original details - pocket doors, gleaming hardwood floors and walls of multi-paned windows are accentuated by the contemporary glass chandelier. Beyond is a library, waiting room or potentially a private office, with a fireplace of its own. Next, is the massive conference room, with a projector and screen for presentations. Another fireplace, with amazing original woodworking surrounding it, is at the head of this room. Behind, there is a large, open office space with moveable dividers. Another private office and a copier room complete this area. Nearby, a full chef's kitchen, well suited for catered events, can be found. Also on this level are two half bathrooms and a separate, accessible entrance. There are open or wooded views from every room. The covered porch and slate patio is a perfect spot to host client events, or to simply relax between meetings. On the second level, arrived at via the convenient, full four-floor elevator, or gorgeous front staircase, there is additional abundant office space. At the top of the stairs, find a potential second lobby or open office space. Off of this, there are two large offices, one with a second, private office connected. All of these rooms are brilliantly lit with both natural light and an automatic, energy conscious lighting system. Two of the rooms have original fireplaces and views to the rolling grounds. Other original details, like wood floors and stained glass windows, are here as well. There is also a kitchenette, copier room and two more bathrooms. One floor up, find four more offices. As with the rest of the building, a fire suppression system keeps this level safe and nearly every room has its own heating zone. Let’s jump in the elevator and jet down to the lowest level, to find two more large offices, one with it's own separate entrance. There are also huge storage rooms, access to the new utility systems, including state of the art electrical and a/v rooms, a kitchenette, janitor's room and a bathroom. Leaving the basement through the walkout, we climb up to the second building, a garage/ with residential unit above. This space has views of its own, a kitchen and full bathroom. Nearby, the 22,000 gallon water tower ensures never running out of fresh water. Let’s not forget the storage shed with a backup generator next to it. From here, we can see the property at a different angle. The building's cedar shingle siding and roof, with stately brick chimneys rises before us. To our right, protected land, to our left the park-like fields 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. The entire Hudson Valley opens before us, with NYC one hour south and Albany less than two hours north. Don't miss this opportunity.

20 Nazareth Way, Garrison
$75,000
1038347 MLS
Vacant land offered with sale of neighboring house at 1 Morris Rd.

3 Morris Road, Garrison
$1,500,000
5 Beds ⋅ 5 Baths ⋅ 1042131 MLS
Privately set on nearly 20 acres in Garrison, 19 Twin Bridges Road offers an incredible sense of space and seclusion surrounded by the natural beauty of the Hudson Highlands. Inside, nearly 6,000 square feet of living space centers around a dramatic great room with soaring ceilings, clerestory windows, a stone fireplace and walls of glass overlooking the wooded property. The spacious kitchen and light-filled dining area are designed for gathering, while a handsome wood-paneled office with custom built-ins and its own fireplace provides a dedicated place to work from home. A main-level primary suite, additional bedrooms and flexible living spaces provide plenty of room to spread out, host guests or create spaces that suit your needs, with a finished walk-out lower level adding even more possibilities. Outside, nearly 20 wooded acres adjoin New York State land, creating a peaceful, private setting that feels worlds away. Whether as a full-time residence or weekend escape, this is a home with room to gather, unwind and enjoy the natural beauty of Garrison.

19 Twin Bridges Road, Garrison
$2,300,000
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
$700,000
3 Beds ⋅ 2 Baths ⋅ 1038331 MLS
Welcome to this move-in ready three-bedroom, two-bathroom brick ranch in Continental Village, beautifully set on one-third of an acre with mature lush landscaping and an exceptionally tranquil outdoor setting. A rare zen-like koi pond, built-in above-ground pool, stone fire pit, sunset views, multiple gardening areas, and outdoor storage create a backyard designed for relaxing, entertaining, and enjoying the outdoors. At the heart of the home is the eat-in kitchen—a bright and inviting space with excellent flow to both the outdoor deck and dining room. The positioning, natural lighting, and high ceilings make this one of the home's standout rooms, creating a welcoming gathering space for everyday living and entertaining. An expansive living area features a wood-burning fireplace and bow windows, creating a warm and comfortable setting with plenty of natural light and room to relax. The finished lower level offers exceptional versatility and is currently used as a media room, game room, and office. This level also includes a full bathroom, laundry room, separate walk-in closet, and convenient access to the garage. The first level is 1,731sf, and the lower level is 607sf. Offered with the adjacent lot at 3 Morris Rd for an additional $75,000.

1 Morris Road, Garrison
$3,100,000
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
$335,000
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
$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
$15,000
1020060 MLS
Tucked along a quiet stretch of Steuben Road in Garrison, NY, this .303-acre parcel offers a rare opportunity for a buyer who understands land, zoning, and long-term potential. Set within the R-40 zoning district, the property measures approximately 60 feet of road frontage and is being sold strictly as is, with no existing approvals in place. This is not a turnkey building lot — and that’s exactly what makes it interesting. At just under one-third of an acre, the parcel will most likely require a variance to support residential development. For the right buyer, builder, or investor, this represents a chance to step into a project with eyes wide open and create value through proper planning, zoning review, and town-level approvals. Parcels like this don’t appeal to everyone — but for those who understand the process, they often present some of the most rewarding opportunities. The surrounding area reflects the charm Garrison is known for: mature trees, established homes, and a strong sense of place within the Hudson Highlands. The location offers privacy and character while still being convenient to major routes, Metro-North, and the natural beauty that draws people to this part of Putnam County. This property is best suited for a buyer who is comfortable doing due diligence, and collaborating with local professionals, and engaging with the zoning and variance process. Whether the end goal is a modest residence, a long-term hold, or a carefully designed home that fits the neighborhood, the potential lies in the vision — not in prepackaged approvals. Vacant land with road frontage in Garrison is increasingly scarce. Opportunities like this don’t come with guarantees — they come with possibilities. For those willing to navigate the path forward, 57 Steuben Road offers a blank canvas in one of the Hudson Valley’s most desirable communities.

57 Steuben Road, Garrison
Start Your Search

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.