Refine Search
Map
Sort by
$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
$698,000
2 Beds ⋅ 2 Baths ⋅ 1024506 MLS
If you have been patiently waiting for the perfect Hudson Valley home that checks every single box—from effortless one-floor living and high-end barefoot luxury to a vibrant, resort-style social scene—your wait is officially over! Welcome to 10 Maggie May Way, an exceptional single-level residence that seamlessly pairs next-generation green technology with an unparalleled lifestyle. Offering rare privacy and sweeping curb appeal, fully heated garage design, this eco-luxury end-unit delivers the classic, stately aesthetic of a detached home with all the maintenance free ease of a premier condominium association. Step inside to an expansive, sun-drenched floor plan warmed from the ground up by radiant heated floors and anchored by the ambient glow of an elegant gas fireplace. The gourmet kitchen is a true centerpiece, beautifully appointed with premium granite countertops that offer both timeless durability and sophisticated style. Advanced geothermal technology ensures flawless climate control year-round with an incredibly small carbon footprint and radically low utility costs. When it's time to unwind, retreat to a luxurious primary suite featuring a magnificent spa-style bathtub—your own private sanctuary for long, soothing soaks. Need an extra room? Here you have a flex space you can use for a den, office or hobby room. Beyond your front door lies a vibrant, 20-acre playground designed for wellness and connection. Here you have one of Hudson Valley’s premier 55+ luxury lifestyle communities. Glassbury Court’s spectacular luxury clubhouse serves as your extended living room, featuring a fully equipped fitness center, a billiards room with a premium pool table and bar, a private movie theater, a sparkling heated outdoor pool and so much more. Whether you are starting your morning with a fast-paced match on the tennis or pickleball courts, watching your pup play in the dedicated community dog park, hiking the scenic trails around the lake, or gathering with neighbors, the lifestyle here is rich, active, and entirely maintenance-free. Minutes from historic downtown Cold Spring and the Metro-North, this is the ultimate Hudson Valley retreat you've been searching for.

10 Maggie May Way, Cold Spring
$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
$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
$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
$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
$63,900
1 Beds ⋅ 1 Baths ⋅ 966557 MLS
A Rare find. Lots redone including kitchen, walk in shower, furnace., and some of the windows. Parking is in front of your door. Shed stays. Washer and dryer stay. Nice large covered patio area. Great over 55 park. Low monthly fee. Become a shareholder in this park!! Have a share and a voice. Sale includes one share in this coop senior mobile home park. Close to shopping, train, medical facilities, sports club. Low monthly fee, taxes are additional but are included in your monthly payment, $375 plus your tax, about $500 total. Tax is adjusted thru NYS programs. Additional fee is approximate Pretty parklike property with room to sit outside and do some plantings. Square ft, year built and taxes are approximate. Owner is responsible for cutting the grass around the home and shoveling their walkway if it snows.

10 Treeline Circle Unit #10, Cold Spring
$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
$75,000
2 Beds ⋅ 1 Baths ⋅ 928789 MLS
Welcome to The Cold Spring Mobile Home Park in the charming village of Cold Spring, New York. Nestled in a peaceful setting, this home offers comfortable, easy living with a functional layout and abundant natural light. The interior features a welcoming living room with a fireplace, dining area, kitchen, 2 bedrooms & a bath. There is also a deck, shed and 2 parking spaces. Enjoy the tranquility of the surrounding area while being just minutes from local shops, dining, Metro-North, and the Hudson River. Ideal as a primary residence or weekend retreat, this property offers an affordable opportunity to enjoy all that Cold Spring has to offer. Land rent of $620/month covers water, sewer, garbage, plowing & real estate taxes. This sale is subject to court approval (not a short sale). Property to be sold in "as is" condition. Please verify all info.

3485 US 9, Cold Spring
$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

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.