Courtesy: Houlihan Lawrence Inc.
845-265-5500
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.
Courtesy: Limited Editions Realty, Inc.
845-265-3111
A 1954 Cape Cod 1600SF- home in move-in condition, located in Nelsonville, the sister village of Cold Spring, is sited on 1/4 acre of lawn. It is a one owner home with hardwood floors throughout, 2 lower and 2 second floor bedrooms and 2 full baths. A cozy living room with stone fireplace and EIK complements the home. There is a full basement with a wood burning stove and garage door egress to rear yard and sheds, and a one car attached garage. An enclosed breezeway from garage to home is tiled and protected from the elements. Close to protected lands for hiking trails, tree hugging and the village of Cold Spring. Metro-North RR is 5 minute drive to station. CLOSING CANNOT OCCUR UNTIL PROBATE HAS BEEN FINALIZED.
Courtesy: Houlihan Lawrence Inc.
845-265-5500
Thoughtfully updated and on a quiet cul-de-sac in Garrison, this home features an open-concept layout that maximizes both space and flow. The updated kitchen, complete with a butcher block island, breakfast bar, and stainless steel appliances, opens to the dining area and oversized bi-level deck, ideal for entertaining, al fresco dining, and enjoying seasonal views. The versatile fully finished walkout lower level is currently configured as a spacious primary suite complete with an en suite bath, wood-burning fireplace, and dedicated laundry area with direct access to the backyard and 1 car garage. Upstairs, two bedrooms share access to a full bathroom. An additional bonus room with a Murphy bed is perfectly suited as a home office, gym, guest space, studio, or playroom. Residents enjoy access to Continental Village amenities, including Cortlandt Lake, private beach access, kayaking, canoeing, paddle boarding, fishing, tennis and basketball courts, and a community clubhouse—a special opportunity to enjoy year-round recreation in one of Garrison's most beloved neighborhoods. Minutes to Metro North for an easy NYC commute.
Courtesy: Four Seasons Sothebys Intl
518-822-0800
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.
Courtesy: HomeSmart Homes & Estates
845-547-0005
Nestled in the desirable Continental Village community, this lovingly cared-for 3-bedroom, 2 full bath hi-ranch has been cherished by the same owners since it was built 49 years ago. Pride of ownership shines throughout, from the gleaming hardwood floors to the thoughtfully maintained living spaces. The sun-filled main level features an inviting living room with a beautiful bay window, creating a bright and welcoming atmosphere. The formal dining room opens to a cozy sunroom through sliding glass doors, offering the perfect place to enjoy your morning coffee or unwind at the end of the day. An updated kitchen provides both style and functionality for everyday living. Downstairs, the fully finished lower level offers wonderful flexibility with a spacious family room, full bath, and an additional bedroom or den—ideal for guests, a home office, or extended living arrangements. A large storage and utility room adds even more practicality. Living in Continental Village means more than owning a home—it's enjoying a true community lifestyle. Residents have access to a private lake with a beach area perfect for swimming, sunbathing, and relaxing by the water. The community also features a clubhouse that hosts events and activities throughout the year, as well as basketball, tennis courts, playgrounds, and recreational areas for all ages to enjoy. Conveniently located for commuters and just minutes from trains, highways, shopping, restaurants, medical facilities. This special home is ready for its next chapter and new memories to be made.
Courtesy: Robert A. McCaffrey Realty Inc
845-265-4113
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.
Courtesy: Julia B Fee Sothebys Int. Rlty
914-834-0270
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.
Courtesy: Real Broker NY LLC
855-450-0442
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.
Courtesy: Houlihan Lawrence Inc.
845-265-5500
An architectural crown jewel in the heart of Cold Spring village, The Chestnut Estate is a masterfully restored 1865 Gothic Victorian. Beneath a hand scalloped slate roof, this property delivers grand proportions befitting a true historic compound. Inside soaring ornate ceilings, wide-plank floors, hand-carved arches and heirloom-quality wood work welcome you. The expansive four-bedroom layout includes a tastefully appointed primary bedroom suite featuring a Juliet balcony and full en suite bathroom complete with claw foot soaking tub. The state-of-the-art chef’s kitchen is anchored by a La Cornue range, accented with Carrera marble countertops and high end appliances. Framed by mature specimen trees, the grounds offer expansive verandas, a bluestone porch, and a heated salt-water pool, all set privately on one of the largest residential parcels in the village. For the ultimate visionary, there is the unique option to purchase two adjoining building lots, some of the final remaining building lots in the village, ensuring enduring seclusion for generations to come – a once-in-a-lifetime opportunity.
Courtesy: Indian Brook Properties
845-788-4191
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.
Courtesy: Realmart Realty LLC
888-362-6543
NOTE: Please , DON'T walk property WITHOUT PERMISSION. Surveillance cameras. Also available for rent at $6500/mo, Rental MLS Listing #1009737. Newly renovated and upgraded chalet home offers ambiance and charm from the moment you step through the door. Cathedral ceilings throughout the house give a sense of height and brightness. The large windows in every room bring the outside in. The stone fireplace is the centerpiece of the open-concept floor plan. A TV room off of the dining room is surrounded by a wall of windows from which to look out at the changing seasons and partial mountain views. Down the hallway, you will find three bedrooms, and two bathrooms, including a master bedroom suite The sliding glass door in the master bedroom provides views and easy access to the outdoor shower! From the foyer, down a few steps onto a finished lower level with enough space for both a TV/playroom and bedroom/home-office. On this level, you will find a full bathroom and laundry room. Make it yours now. Pre-approval/proof of funds for showings.
Courtesy: William Pitt Sothebys Int Rlty
845-677-9822
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.
Courtesy: Redfin Real Estate
914-618-5318
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.
Courtesy: Keller Williams Realty Partner
914-962-0007
Welcome to 69 Hy Vue Terrace, a fully updated raised ranch in desirable Cold Spring offering exceptional flexibility, functionality, and standout upgrades throughout. This home has been meticulously improved inside and out with a new roof, siding, gutters, exterior lighting, refreshed decking, updated windows, new flooring, fresh paint, renovated bathrooms, new PEX plumbing, new hot water heater, serviced Mitsubishi split systems, underground utilities, and a serviced whole-house generator. The beautifully renovated primary suite features radiant heated floors, a double vanity, and a tiled shower. A true showstopper is the expansive detached “Garage Mahal,” designed to accommodate 10+ vehicles and equipped with an epoxy floor, steel beam reinforcements for a lift, engine hoist framing, and 220V service. The space is also prepped for radiant heat and future plumbing. A lower-level bunker and full attic/loft space offer even more versatility. A rare opportunity with extensive updates, incredible garage space, and room to adapt to a variety of needs. Call today for your private showing.
Courtesy: Houlihan Lawrence Inc.
845-265-5500
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.
Courtesy: Houlihan Lawrence Inc.
845-265-5500
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.
Courtesy: Houlihan Lawrence Inc.
845-265-5500
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.
Courtesy: Houlihan Lawrence Inc.
914-591-2700
Welcome to your own private retreat in the heart of the Hudson Valley. This warm and inviting 3-bedroom, 2-bath home is filled with charm, natural light, and spectacular treetop views that create a peaceful everyday escape. A spacious entry welcomes you into the home, leading to a bright dining room with breathtaking elevated views and direct access to a large private deck- perfect for relaxing, entertaining, or simply enjoying the rolling landscape and scenic surroundings. The spacious eat-in kitchen offers plenty of room for gathering, while the living room features a beautiful wood-burning stove and a walkout to the deck. Every room is designed to capture the beauty of nature, with windows framing the surrounding landscape and filling the home with warmth and light. The primary bedroom includes an en-suite bath, along with two additional bedrooms and a conveniently located laundry area just off the kitchen. Located just minutes from the charming Village of Cold Spring, you'll enjoy easy access to riverfront dining, boutiques, cafes and local shops. Just 12 minutes to the Metro-North train station, commuting to New York City is simple and convenient. Close to the Westchester border and major commuter routes, this location offers the perfect balance of privacy and accessibility. Outdoor enthusiasts will love being near Bear Mountain State Park, offering hiking, biking, boating, scenic trails and year round recreation. The nearby Appalachian Trail adds even more adventure right at your doorstep.
Philipstown is located in New York. Philipstown, New York has a population of 9,814. Philipstown is less family-centric than the surrounding county with 32.55% of the households containing married families with children. The county average for households married with children is 33.97%.
The median household income in Philipstown, New York is $119,918. 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 Philipstown is 47.3 years.
The average high temperature in July is 83.1 degrees, with an average low temperature in January of 18.1 degrees. The average rainfall is approximately 48.7 inches per year, with 37.6 inches of snow per year.
