Courtesy: Coldwell Banker Realty
914-232-7000
Rising above the Hudson Highlands with commanding views and unmistakable stone architecture, Dicks Castle remains one of the region’s most recognizable and storied landmarks. A Moorish style castle fashioned after Alhambra in Granada, Spain and situated on 26 wooded acres, the exterior features turrets, arches and courtyards surrounded by sculptures and stone walls well over 100 years old. This residence offers an exceptionally rare opportunity: the ability to live inside a piece of Garrison history while enjoying space, privacy, and the contemporary comforts expected of a modern luxury home. This particular home is unlike any other in the castle. At approximately 2,700 square feet, it is the only unit with three full bedrooms and three full baths, a distinction that sets it apart immediately. The interior design elevates the castle’s character with thoughtful updates-tile floors from India with radiant heat, soaring volumes of space, and a layout that blends openness with intimate architectural moments. The heart of the home is a dramatic great room anchored by a fully functional Reynard fireplace and framed by 23-foot ceilings. From this vantage point, two floor-to-ceiling doors and windows open to sweeping panoramas of the Hudson River Valley and the lights of the United States Military Academy at West Point. Few homes in the Hudson Valley offer a view with this level of scale, continuity, and emotional impact. The primary bedroom suite looks out over the great room, giving it a lofted sense of retreat while maintaining connection to the architecture and the views beyond. Two additional bedrooms are generously sized, each appointed with Jacuzzi bathtubs, making them ideal for guests or extended-stay. Every room is positioned to take advantage of natural light and the castle’s unique lines. The floor plan supports both quiet day-to-day living and sophisticated entertaining, with thoughtful storage, a calm material palette, and an overall feeling of permanence that only legacy structures can provide. Exterior living is equally compelling. A private deck extends the living space outdoors, complete with a propane-fueled fire box — perfect for warm evenings under the stars, watching river traffic drift below or the night-time glow of West Point across the valley.There is no other property like this. Inventory within Dicks Castle is scarce, and homes with this scale, bedroom count, and vantage point are almost never available. For buyers who want something that stands apart — architecturally, historically, and emotionally — this is a chance to own a singular residence in one of the Hudson Valley’s most iconic landmarks.
Courtesy: Baez Real Estate, Inc.
929-222-6979
Introducing 298 Old Albany Post Road, a rare opportunity to live within the highly coveted Lake Celeste Association in Garrison, NY—one of the Hudson Valley’s most charming and exclusive lake communities. This private enclave offers residents an unmatched blend of natural beauty, outdoor recreation, and everyday convenience, all just one hour from New York City and moments from Metro-North. The centerpiece of the community is Lake Celeste, a picturesque, non-public lake reserved solely for association members and their guests. Here, you can enjoy swimming, fishing, kayaking, canoeing, paddleboarding, and peaceful boating on crystal-clear waters, with winter ice skating transforming the lake into a seasonal wonderland. A designated sandy beach area, dock, and boat ramp provide easy access and make lakeside living feel effortless and inviting. Designed for those who love the outdoors, the community features an impressive range of recreational amenities. Residents can take advantage of well-maintained tennis courts, a basketball court, and additional open space that can accommodate activities such as badminton, volleyball, shuffleboard, and bocce. appreciate having a tot lot and playground, while nature enthusiasts enjoy direct access to scenic hiking trails, wooded landscapes, and serene walking paths that wind throughout the area. The community clubhouse serves as a hub for gatherings, celebrations, and social events, adding to the friendly, close-knit atmosphere that makes Lake Celeste so special. The association’s HOA ensures peace of mind with services that include snow removal, trash collection, road care, and maintenance of all common areas, ensuring that the neighborhood remains beautifully cared for in every season. Many homes in the Lake Celeste community are designed to embrace their natural surroundings, often featuring expansive decks, patios, wooded privacy, and views of the lake or nearby mountains, creating a tranquil setting perfect for both year-round living and luxurious weekend escapes. Living at Lake Celeste offers a true lifestyle—where mornings can begin with coffee by the water, afternoons spent kayaking or relaxing at the beach, and evenings enjoyed on a deck overlooking the trees and stars. This is Hudson Valley living at its finest, combining privacy, recreation, community amenities, and quick access to New York City in one exceptional location.
Courtesy: RE/MAX Benchmark Realty Group
845-565-0004
Welcome to 39 Upland Drive, Garrison, NY! This charming property offers great potential for a variety of uses, including as a weekend getaway or short-term rental opportunity (subject to local regulations). Featuring classic Hudson Valley charm and surrounded by nature, this home provides a peaceful setting while remaining conveniently close to major highways, hiking trails, and the Hudson River. Whether you’re looking for a cozy retreat or a property with flexible use options, 39 Upland Drive is full of possibilities.
Courtesy: Houlihan Lawrence Inc.
845-265-5500
Gracefully set in the heart of Garrison, this beautifully updated c.1906 Cape blends original craftsmanship with fresh, modern design. Each room is filled with natural light and timeless detail - from the gable windows and hardwood floors to the built-in bookcases that frame a cozy wood-burning fireplace. With a versatile layout, this home invites you to settle in and stay awhile. The eat-in chef’s kitchen, equipped with high-end stainless appliances and a central island, opens to a fenced flagstone patio framed by serene meadow views - an idyllic spot for morning coffee or evening gatherings. The first floor also offers a bedroom and full bath, while upstairs holds two additional bedrooms, a second full bath and a treehouse-like loft space, ideal for art, work or wellness practices. Just beyond your doorstep, Manitou Point Preserve boasts 126 protected acres and three miles of quiet trails edging along the Hudson while an easy walk to Manitou Metro North station puts you in easy reach of New York City. Effortlessly connected yet quietly apart from it all, this home truly captures the essence of Hudson Valley living.
Courtesy: Houlihan Lawrence Inc.
845-265-5500
At Hudson Ridge, the essentials of a home, location, design, and space, come together with ease. Recently reimagined to capture natural light and a contemporary aesthetic, it offers a setting that is both open and inviting. Set on nearly five acres, the property has the character of a country estate. The main level is anchored by a spacious living room with a modern free standing fireplace and glass doors that open to the updated pool and deck. At the heart of the home, the renovated kitchen connects to the dining room on one side and to a den with a woodburning fireplace on the other. A second deck extends from the den, overlooking the level backyard. Also on this floor are a bedroom and an additional room that functions as a formal living room, study, or office. Upstairs, the primary suite includes a renovated bath and generous closets, while two additional bedrooms and a full bath provide ample space. The finished lower level offers room for movies, games, or exercise, while a bright studio above the detached two car garage serves as a flexible workspace. The detached two car garage is equipped with a Tesla charging station for convenience. Balancing privacy, light, and versatility, Hudson Ridge adapts easily to a variety of lifestyles. Its central location places MetroNorth, schools, and the shops and restaurants of Cold Spring’s historic village just minutes away, bringing the best of the Hudson Valley within reach.
Courtesy: Coldwell Banker Realty
914-245-3400
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.
Courtesy: Houlihan Lawrence Inc.
845-265-5500
Located in Garrison, NY, this country carriage-style house was once part of the estate of Samuel Sloan, a prominent railroad magnate who settled in the Hudson Valley during the 1850s. Charming and filled with natural light, the home has been meticulously renovated from top to bottom, seamlessly blending comfort, style, and functionality. The gardens, thoughtfully designed by the owner, offer year-round beauty and tranquility while remaining easy to care for. Graceful stone walls wind through the property, encircling orchards along with vegetable and flower gardens, creating a serene and picturesque landscape. Another standout feature of this property is the endless pool and sauna, which provide the perfect spaces for relaxation and recreation in every season. Ideally located just minutes from Metro-North, the historic Village of Cold Spring, and the stunning Hudson River, this home is perfect for use as either a full-time residence or a weekend retreat. It truly offers everything one could desire.
Courtesy: HOULIHAN LAWRENCE INC. GA
With its open floorplan, large deck, pool, and large yard this house is perfect for hosting large parties or private gatherings with family and friends. Start each day enjoying majestic views of the Hudson River, Hudson Highlands, Storm King and Breakneck Ridge. Stroll along the many paths that meander through your established and manicured gardens; enjoy the beautiful waterfall and pond. The gardens have been featured in Hudson Valley Magazine and others. You and your guests will enjoy the tranquility of your Private Oasis; with Gardens, Ponds, Waterfall, Heated Pool, and Views. Over 3,600 Square Feet of living space (house, private office / Artist Studio above the detached garage, and an adorable bungalow cottage perfect for guests or tenants), plus 1,350 Square Foot deck, and 500 Square Foot greenhouse. There is a whole house generator and a sprinkler system for the yard and gardens. Close to train and Village of Cold Spring. Move in ready. This House and property must be seen to be fully appreciated.
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Garrison is located in New York. Garrison, New York 10524has a population of 4,303. Garrison 10524 is less family-centric than the surrounding county with 33.03% of the households containing married families with children. The county average for households married with children is 33.97%.
The median household income in Garrison, New York 10524 is $123,426. The median household income for the surrounding county is $111,617 compared to the national median of $69,021. The median age of people living in Garrison 10524 is 49 years.
The average high temperature in July is 82.3 degrees, with an average low temperature in January of 18.4 degrees. The average rainfall is approximately 50.8 inches per year, with 38.6 inches of snow per year.
