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Waterfront Homes for Sale in Westchester, NY

Welcome to your dedicated resource for waterfront homes for sale in Westchester, NY. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Westchester, NY agent, Tierra Stanback specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the waterfront properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Waterfront Homes for Sale in Westchester, NY

54 Cross Pond Road, Pound Ridge
$2,995,000
4 Beds ⋅ 5 Baths ⋅ 1061606 MLS
The Cross Pond Residence, designed by acclaimed architect Frank Lupo, FAIA, is a rare architect-designed estate set on 3.48 private acres overlooking a large pond in Pound Ridge. Conceived as a series of interconnected structures thoughtfully positioned within the landscape, the property offers a level of design, craftsmanship, and flexibility seldom found in residential architecture. The main residence is organized around dramatic living spaces that embrace the surrounding landscape through expansive walls of glass, soaring ceilings, and carefully framed views of the water and grounds. The primary living area flows seamlessly to dining and kitchen spaces, creating an environment equally suited for everyday living and entertaining. The upper level serves as a private retreat with a spacious primary suite, while the lower level provides additional recreation and gathering space. Complementing the main residence is a fully self-contained secondary living quarters featuring its own living room, dining area, kitchen, bedroom, elevator, and private primary suite. Ideal for extended family, guests, live-in staff, or multigenerational living, it offers complete independence while remaining architecturally integrated with the overall composition. Additional structures include a substantial heated studio building with exceptional flexibility for creative work, hobbies, fitness, collector use, or additional vehicle storage, as well as a detached six-car garage with front and rear access, providing ample space for automobiles, equipment, and storage. Constructed with a level of detail and material quality rarely seen today, the residence incorporates steel framing, glulam beams, commercial-grade window systems, lead-coated copper roofing, standing-seam metal roofing, cedar siding, radiant heating, humidity control, and a hydraulic elevator. The result is a home designed not only for visual impact, but for longevity and performance. The grounds are equally compelling, with expansive lawns, mature trees, exposed rock outcroppings, gardens, and a large pond that serves as the focal point of the property. The landscape was conceived as an extension of the architecture, creating a seamless relationship between built form and nature. For buyers seeking additional outdoor amenities, the property offers attractive opportunities for a future pool installation. Conceptual plans have been prepared illustrating both a garage-side pool pavilion overlooking the pond and a more secluded pool retreat adjacent to the studio building, allowing future owners to tailor the outdoor experience to their lifestyle and entertaining preferences. Published in The New American House 2: Innovations in Residential Design and Construction, The Cross Pond Residence represents a rare opportunity to own an architecturally significant estate where design, landscape, and function exist in complete harmony.

54 Cross Pond Road, Pound Ridge

143 W Main Street, Tarrytown
$2,885,000
4 Beds ⋅ 5 Baths ⋅ 1027904 MLS
An extraordinary waterfront residence awaits you at Hudson Harbor. This exceptional 4 bedroom, rare end-unit townhome combines refined luxury, spectacular views, and an enviable Rivertown lifestyle. With three exposures, this stunning home captures panoramic vistas of the Hudson River, bridge, and breathtaking sunsets. Spanning four beautifully appointed levels, the residence features a private roof deck overlooking the Hudson; an eat-in chef's kitchen with oversized marble island, Sub-Zero, Miele and Wolf appliances, 2 gas ovens, induction cooktops, wine refrigerator and a sunny breakfast nook. Boasting five marble-appointed bathrooms with a newly renovated, spa-like primary bath which offers a freestanding soaking tub and Waterworks fixtures. Rich mahogany floors, Hunter Douglas fully motorized blinds, and bespoke built-ins through all four floors create a sophisticated, cohesive feel. Designed for both gracious living and effortless entertaining, this sun-filled open-concept main level features a fireplace, oversized windows, Juliet balcony, and a private side patio perfect for grilling or morning coffee. A customized home office, in-unit elevator, and flexible first-floor in-law/au-pair suite add exceptional functionality. An attached two-car garage with EV charger and two car driveway provide added convenience. Enjoy the privacy and stature of single-family living with the ease and amenities of a luxury townhome, all just steps from the Hudson River Walk and minutes from vibrant Tarrytown, with its Music Hall, shops, hiking trails, parks and fabulous restaurants. Adding to its perfect location, the Tarrytown Metro-North station is just a two-minute walk, offering a short, scenic commute to Grand Central Terminal. A rare opportunity for upscale waterfront living in one of the Hudson Valley's more desirable Rivertown settings.

143 W Main Street, Tarrytown

80 Half Moon Bay Marina Drive Unit #E-15, Croton-On-Hudson
$75,000
1057156 MLS
DOCK E-15 — ONE OF HALF MOON BAY MARINA’S PREMIER SLIPS Dock E-15, measuring approximately 20' Wide x 36' Length, is one of the more desirable and versatile slips available at Half Moon Bay Marina. Why? It’s not just the generous size—it’s the location and, most importantly, the exceptional width. Unlike many traditional slips designed primarily for monohull boats, E-15 is one of the relatively few slips in the marina offering the width needed to accommodate certain catamarans, as well as a wide variety of larger powerboats and sailboats. That extra beam gives an owner considerably more flexibility when choosing a vessel, while the slip’s location within the marina provides convenient access in a protected Hudson River setting. Ask any boater—when docking, the last thing you want to worry about is hitting the boat next to you. That’s another major advantage of Dock E15. As an outside slip, there is no neighboring boat on one side, giving you extra room to maneuver and making docking easier, safer, and far less stressful. MORE THAN A BOAT SLIP — ENJOY THE HALF MOON BAY MARINA LIFESTYLE Owning Dock E-15 at Half Moon Bay Marina offers much more than simply a place to keep your boat. Enjoy deep-water access capable of accommodating virtually any draft, a protective seawall, and meticulously maintained full-length floating finger docks. The marina offers 30/50-amp electric service, fresh water, free self-service pump-out, and full-service restroom facilities with showers and locker storage. For even more enjoyment, ask about seasonal swimming pool membership, available for an additional fee to seasonal tenants and slip owners. It’s a great way to turn a day on the boat into a complete waterfront experience. Boaters also have convenient access to independent mechanics, boat detailers and divers for inspection and maintenance, as well as private captains when needed. Sea Tow is based right at the marina, providing additional peace of mind while you’re out on the water. Half Moon Bay also offers one of the area’s longest boating seasons, running from April 1 through mid-November, giving you more time each year to enjoy your boat. And the location is hard to beat. The marina offers easy access to New York City and is less than a mile from Croton-Harmon Station, with both Metro-North and Amtrak service. Taxi, Uber/Lyft and car rental options are nearby, and Westchester County Airport is approximately 20 minutes away. Combine all of this with award-winning customer service, protected deep water, excellent facilities and a convenient Hudson River location, and Dock E-15 at Half Moon Bay Marina offers an outstanding home base for your boating adventures—and a rare opportunity to own one of the marina’s larger and more versatile slips.

80 Half Moon Bay Marina Drive Unit #E-15, Croton-On-Hudson

700 Half Moon Bay Drive, Croton-On-Hudson
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 1056236 MLS
For the first time in years, a rare offering at Half Moon Bay - an end-unit townhouse set directly on the Hudson River, with unobstructed water views from two private patios and a deeded boat slip in the marina included in the sale. Morning coffee overlooking the river, an evening drink as the sun sets behind the Palisades - this is what living here looks like every day. Approximately 2,625 square feet unfold across three levels. The main floor opens through a gracious entry foyer to a living room with a fireplace, a formal dining room, and an open kitchen with granite counters. Soaring ceilings and abundant natural light carry throughout, and a library with French doors offers a quiet, well-appointed home office. Upstairs, the primary suite features two walk-in closets and a bath with double sinks. A second bedroom enjoys a fireplace of its own, with three bedrooms and two and a half baths in all. The finished, soundproofed lower level adds wonderfully flexible space - a gym, media room or studio - along with a pantry and generous storage. Thoughtful details complete the home: a two-car attached garage, central air, three-zone gas heat and a central vacuum system. And for those who love the water, the boat slip means the river is truly an extension of the home - step out the door and set off. Half Moon Bay is a gated waterfront community with two clubhouses, fitness centers, two pools, tennis courts, a playground, the Riverwalk and marina. Croton-Harmon Metro-North is minutes away for an easy commute to Manhattan, and the home sits within the Croton-Harmon school district. Homes with this view, this position and a slip of their own come to market rarely. This is the opportunity.

700 Half Moon Bay Drive, Croton-On-Hudson

11 River Street Unit #107, Sleepy Hollow
$2,100,000
2 Beds ⋅ 2 Baths ⋅ 1055772 MLS
Exceptional Waterfront Living at River House This spectacular two-bedroom, two-full-bath residence represents a rare opportunity to experience waterfront living at its finest. Located directly along the Hudson River, this exceptional home combines breathtaking river views, walls of windows, and an extraordinary private terrace of nearly 900 square feet, creating an indoor-outdoor living experience rarely available in the Rivertowns. From sunrise through sunset, the Hudson River becomes the backdrop to everyday life. Expansive windows flood the residence with natural light while showcasing sweeping panoramic views of the Hudson River, the Manhattan skyline, and the iconic Mario Cuomo Bridge. The oversized private terrace provides an exceptional setting for morning coffee, outdoor dining, entertaining, or simply enjoying the ever-changing beauty of the river, skyline, and surrounding landscape. The thoughtfully designed two-bedroom, two-full-bath layout offers both comfort and versatility, with generous living spaces equally suited to relaxed everyday living or sophisticated entertaining. The seamless connection between the interior and outdoor spaces makes this residence truly distinctive. Additional highlights include two assigned indoor parking spaces, each with dedicated private EV charging, along with the convenience of a fitness center, pool, and concierge service. Beyond the residence, an exceptional waterfront lifestyle awaits. Enjoy immediate access to the Hudson River promenade and RiverWalk, with scenic pathways, green space, waterfront recreation, and some of the area's most sought-after dining and entertainment. The Farmer & the Fish, RiverMarket Bar & Kitchen, and DeCicco's are all within walking distance, along with Tarrytown's restaurants, shops, Music Hall Theatre, and the Tarrytown and Washington Irving Boat Clubs. For commuters, the Tarrytown Metro-North station is within walking distance, providing a seamless connection to Manhattan. A rare combination of space, natural light, extraordinary outdoor living, stunning Manhattan and Mario Cuomo Bridge views, direct Hudson River frontage, resort-style amenities, and walkable convenience, this residence offers a lifestyle that is exceptionally difficult to duplicate.

11 River Street Unit #107, Sleepy Hollow

301 Roaring Brook Road, Chappaqua
$3,088,000
7 Beds ⋅ 7 Baths ⋅ 1055737 MLS
Welcome to The Roaring Brook Estate, a rare Chappaqua retreat set on more than seven private acres of natural beauty, architectural significance, and quiet history. Just about one hour north of Manhattan, this distinctive property offers a remarkable combination of privacy, land, design, and lifestyle. Originally built in 1958, the residence is known in architectural records as the Donald Miller Jr. House, Now the Roaring Brook Estate, and was designed by celebrated American modernist architect Edward Larrabee Barnes. The home was featured in Architectural Record Houses of 1959, with USModernist identifying the original project team as including structural engineer William Atlas, builder O’Brien and Kinkle, landscape designers Bye and Herrmann, and interiors by Mary Barnes and Emily Malino. The architecture reflects Barnes’s modernist philosophy: clean lines, openness, natural light, and a close relationship between the residence and the surrounding landscape. Glass, structure, and proportion work together to frame the outdoors rather than compete with it, creating a home that feels deeply connected to its setting. Surrounded by mature trees, open lawns, a peaceful brook, and beautiful natural scenery, the estate creates an immediate sense of calm and escape. The property unfolds through light, landscape, and privacy — morning sun through the trees, quiet afternoons across the grounds, and peaceful evenings surrounded by nature. Here, the land is not simply a backdrop; it is part of the living experience. In addition to the main residence, the property also includes a separate guest house featuring a beautiful studio space, currently occupied by a tenant. This added structure enhances the estate’s flexibility and creates potential for guest accommodations, creative use, private work space, or income-producing use, subject to applicable lease terms and local requirements. This is a unique opportunity for the next owner to enjoy, restore, or reimagine a significant modernist estate with character, history, and long-term lifestyle potential. Whether used as a full-time residence, weekend retreat, creative sanctuary, or private gathering place, 301 Roaring Brook Road offers the space, privacy, and atmosphere that are increasingly difficult to find in Westchester. Located in desirable Chappaqua, the property is close to village conveniences, Metro-North, parks, trails, and the highly regarded Chappaqua school district. More than a home, The Roaring Brook Estate is a setting, a story, and a rare opportunity to become the next steward of one of Chappaqua’s most memorable properties.

301 Roaring Brook Road, Chappaqua

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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.

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