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$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

$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

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