Sleepy Hollow Condos for Sale

Sleepy Hollow Condos for Sale

Welcome to Sleepy Hollow, New York—a charming village steeped in history and natural beauty, nestled along the banks of the Hudson River in Westchester County. Famous for its connection to Washington Irving's "The Legend of Sleepy Hollow," this picturesque locale offers a unique blend of small-town charm and modern conveniences. With its stunning river views, lush parks, and vibrant community spirit, Sleepy Hollow is not just a place to live; it’s a lifestyle.

As you explore the real estate opportunities here, you'll discover an array of stunning condos for sale that cater to diverse tastes and preferences. Whether you’re seeking a cozy one-bedroom retreat or a spacious multi-bedroom unit, Sleepy Hollow’s condo market has something for everyone. Many of these condos boast contemporary designs, open floor plans, and luxurious amenities, making them ideal for both first-time buyers and those looking to downsize.

Imagine waking up to breathtaking views of the Hudson River or enjoying an evening stroll through the historic streets lined with charming shops and cafes. The community is not only rich in history but also offers easy access to outdoor activities, including hiking trails, parks, and waterfront recreation. Plus, with convenient transportation links to New York City, you can enjoy the tranquility of suburban living while remaining connected to the bustling urban life.

Don’t miss your chance to call Sleepy Hollow home. Explore the available condos for sale today and embrace a lifestyle that beautifully balances history, nature, and modern living!

Newest Sleepy Hollow Condos for Sale

102 Legend Drive Unit #303, Sleepy Hollow
$1,500,000
2 Beds ⋅ 2 Baths ⋅ 1063497 MLS
Elevated Living at Edge-on-Hudson! Discover an exceptional blend of contemporary design, effortless comfort, and extraordinary outdoor living at 102 Legend Drive, Unit 303. One of a total of 17 Condominium Lofts completed in 2022, this beautifully appointed corner two-bedroom, two-bath duplex residence offers an expansive open-concept layout filled with natural light, elegant finishes, and thoughtfully designed spaces for both everyday living and entertaining, a private roof terrace, and one of the few indoor parking spaces. Oversized black-framed windows create a striking architectural backdrop, while rich hardwood floors add warmth and sophistication. The beautifully designed open kitchen features crisp white cabinetry, stainless steel appliances, and an oversized island with seating for four. The adjoining dining and living areas flow seamlessly together, creating an inviting atmosphere for intimate gatherings or larger celebrations. A private balcony extends the living space outdoors. The primary suite offers a peaceful retreat with two walk-in closets and a spacious bath featuring a double vanity and glass-enclosed shower. The sun-flooded and versatile second bedroom at the opposite end of the living space offers privacy and works great as a bedroom, guest room or office. A full hallway bath as well as in-unit laundry completes the main level. Upstairs, a sun-filled loft-style office or bonus room opens directly onto the home's spectacular private rooftop terrace. This extraordinary outdoor oasis offers abundant space for dining, lounging, and entertaining beneath the open sky. Imagine summer dinners under the pergola, evenings gathered around the fire table, or simply enjoying a quiet morning coffee in your own private retreat. Additional highlights include one of the few and highly coveted private indoor garage spaces and access to beautifully designed community amenities, including a fitness center and residents' lounge. Set within Edge-on-Hudson, Sleepy Hollow's exciting Hudson River waterfront neighborhood, this distinctive residence combines the charm of the historic Hudson Valley with a sophisticated, contemporary lifestyle. Enjoy proximity to waterfront recreation, local restaurants, shopping, and the many attractions of Sleepy Hollow, Tarrytown, and the other nearby "Rivertowns." A remarkable opportunity to enjoy modern luxury, exceptional private outdoor space, and the best of Hudson Valley living.

102 Legend Drive Unit #303, Sleepy Hollow
364 Legend Drive Unit #108, Sleepy Hollow
$2,125,000
3 Beds ⋅ 5 Baths ⋅ 936219 MLS
Luxury townhomes on the edge of the Hudson River. One Kingsland at Edge-on-Hudson offers a unique collection of thoughtfully designed townhomes, nestled along the Hudson River in Sleepy Hollow. With a deep commitment to quality and the detailed essentials of modern living, Sun Homes offers a unique chance to live within easy access to nature, community, culture, and home – all in one day. Three-to-five-bedroom townhomes, ranging in size from 2,955 SF to 4,140, all feature elevators, fireplaces and an exquisite quality of materials, craftsmanship, and design. Natural hardwood flooring, private outdoor spaces, and soaring ceilings create inviting spaces. Set within the award-winning community of Edge-on-Hudson, the One Kingsland neighborhood is ideally located highlighting park and river views, a private Clubhouse, Pool & Gym and just a few short minutes from two Metro-North Stations and a new DeCicco & Sons market.

364 Legend Drive Unit #108, Sleepy Hollow
315 Hollows Pass Unit #42, Sleepy Hollow
$2,450,000
3 Beds ⋅ 5 Baths ⋅ 936770 MLS
Luxury townhomes on the edge of the Hudson River. One Kingsland at Edge-on-Hudson offers a unique collection of thoughtfully designed townhomes, nestled along the Hudson River in Sleepy Hollow. With a deep commitment to quality and the detailed essentials of modern living, Sun Homes offers a unique chance to live within easy access to nature, community, culture, and home – all in one day. Three-to-five-bedroom townhomes, ranging in size from 2,955 SF to 4,140, all feature elevators, fireplaces and an exquisite quality of materials, craftsmanship, and design. Natural hardwood flooring, private outdoor spaces, and soaring ceilings create inviting spaces. Set within the award-winning community of Edge-on-Hudson, the One Kingsland neighborhood is ideally located highlighting park and river views, a private Clubhouse, Pool & Gym and just a few short minutes from two Metro-North Stations and a new DeCicco & Sons market.

315 Hollows Pass Unit #42, Sleepy Hollow
40 Andrews Lane, Sleepy Hollow
$999,000
2 Beds ⋅ 4 Baths ⋅ 1021377 MLS
Welcome home to Sunset Villas on Andrews Lane, an exclusive new community of just nine luxury townhomes perfectly situated in the Village of Sleepy Hollow. Enjoy no HOA fees for the first 6 months. This beautifully designed four-level residence offers modern luxury, exceptional living space, and thoughtful finishes throughout. The entry level features an oversized foyer with ceramic tile flooring, a powder room, and direct access to an oversized one-car garage. The main level showcases a designer kitchen with quartzite countertops, stainless-steel appliances, abundant storage, and generous workspace. Step outside to the deck, ideal for al fresco dining and entertaining. The adjoining living room features a fireplace, recessed lighting, crown molding, and a warm, inviting atmosphere. Hardwood floors continue throughout the second, third, and fourth levels. The third floor offers two en-suite bedrooms, including a spacious primary suite with double closets. The fourth-floor family/guest room features a full bath, walk-in closet, and access to a private rooftop terrace, an incredible setting for relaxing, entertaining, and taking in the sunset. Located directly across from Barnhart Park and playground, Sunset Villas offers easy access to scenic river views, dining, shopping, and all that Sleepy Hollow has to offer. Modern luxury, flexible living space, and an exceptional location await. Some photos and the attached video depict the staged model unit.

40 Andrews Lane, Sleepy Hollow
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
323 Palisades Boulevard, Sleepy Hollow
$1,800,000
3 Beds ⋅ 5 Baths ⋅ 1053361 MLS
A rare opportunity to own an exceptional four-level end-unit residence at coveted Edge-on-Hudson in Sleepy Hollow. Offering 3 bedrooms plus a beautifully appointed corner office, 2 full and 3 half baths, and a large two-car garage, this sophisticated home combines custom design, abundant natural light and exceptional indoor-outdoor living. The first level welcomes you with a beautiful corner office surrounded by windows and finished with custom floor-to-ceiling cabinetry and built-ins—an elegant and inspiring space for working from home, a library or private retreat. A spacious mudroom with custom built-ins provides exceptional organization and convenience, while the large two-car garage offers direct access and abundant storage. The second level is the heart of the home, with an expansive open floor plan designed for entertaining. The custom gourmet kitchen features a striking navy island and custom hood, a six-burner gas cooktop and generous workspace. The kitchen flows seamlessly into a large dining area and spacious living room, anchored by a gas fireplace that creates a warm and inviting gathering space. The third level is devoted to private living, offering three bedrooms including a generous primary suite with a large walk-in closet. Beautiful wood floors continue throughout the bedrooms, while a conveniently located dedicated laundry room with full-size washer and dryer on pedestals adds effortless practicality. The fourth level delivers an extraordinary lifestyle experience with a spacious family room, half bath and an inviting indoor-outdoor entertaining environment. Designed for relaxed gatherings, this level opens to areas for indoor-outdoor dining including a built-in outdoor barbecue & refrigerator, garden-style sitting and outdoor entertaining, creating a private retreat above it all. As a coveted end unit, the home is surrounded by an exceptional number of windows, allowing every level to be beautifully bathed in sunlight. High ceilings, rich dark hardwood floors and privacy-coated windows and doors add to the home’s sense of sophistication, comfort and privacy. With four distinct levels thoughtfully designed for living, working, entertaining and relaxing, this is far more than a townhome—it is a luxury residence with the scale, privacy and versatility of a single-family home, within the exceptional Edge-on-Hudson community on The Hudson River. Walk to shopping, restaurants, park and train station. The association also provides shuttle to train station.

323 Palisades Boulevard, Sleepy Hollow
201 Horseman Boulevard Unit #101, Sleepy Hollow
$1,250,000
2 Beds ⋅ 3 Baths ⋅ 1049806 MLS
Welcome to Horseman Boulevard. Just 25 miles north of NYC, Sleepy Hollow offers luxury living at its best in The Edge-on-Hudson, a modern, walkable riverfront community overlooking the Hudson River. This stunning corner unit features high ceilings and walls of glass that fill the space with natural light. Your private French doors off the living area open to a huge patio of 1,173 SF, perfect for outdoor dining and hosting large gatherings. Any chef would enjoy this open concept kitchen with high-end stainless-steel appliances and granite countertops. The primary en-suite bedroom includes two custom walk-in closet areas and a spa-like bathroom, while the second bedroom offers a spacious closet and private bathroom. Additional upgrades throughout the home include: Kohler fixtures, custom wallcoverings, tile backsplash in the kitchen, upgraded primary bathroom shower tile walls, waterfall quartz countertop, Century cabinetry hardware and electrical lighting package. Enjoy a heated garage with private entry and driveway space for a 2nd car, plus a community room, fitness center and train shuttle. Enjoy the DeCicco & Sons gourmet market, featuring a coffee and wine bar right at your doorstep. Look forward to additional “coming soon” eateries and new high end shopping options for effortless, carefree living. Conveniently located nearby the Rockefeller Trails, historical sites, river walk promenade, dog park, pickleball courts, and plenty of cultural events like music festivals, Halloween celebrations, and Rivertown art festivals, this home perfectly blends suburban charm with urban convenience.

201 Horseman Boulevard Unit #101, Sleepy Hollow
4 Lighthouse Landing Unit #PH501, Sleepy Hollow
$1,540,000
2 Beds ⋅ 3 Baths ⋅ 1042876 MLS
The Daymark brings luxury waterfront condominium living to the banks of the Hudson River in Sleepy Hollow, New York. Envisioned by architecture firm COOKFOX, The Daymark offers modern day comforts while harnessing the breathtaking beauty of its surroundings. Interior materials have been chosen to reflect the organic tones and textures of its waterfront setting. Our uncompromising commitment to quality extends into each uniquely designed residence with spacious open floor plans and crafted, quality materials. Fully-equipped kitchens offer state-of-the-art integrated appliances while bathrooms offer a private oasis clad in marble with floating tubs. The Daymark lifestyle extends beyond each residence with indoor/outdoor amenities including lobby with concierge, fitness center with yoga studio and swimming pool with stunning views. The indoor and outdoor amenity spaces have been thoughtfully curated to support life, work and a passion for healthy, balanced living. New Construction.

4 Lighthouse Landing Unit #PH501, Sleepy Hollow
4 Lighthouse Landing Unit #302, Sleepy Hollow
$1,780,000
2 Beds ⋅ 3 Baths ⋅ 1042873 MLS
The Daymark brings luxury waterfront condominium living to the banks of the Hudson River in Sleepy Hollow, New York. Envisioned by architecture firm COOKFOX, The Daymark offers modern day comforts while harnessing the breathtaking beauty of its surroundings. Interior materials have been chosen to reflect the organic tones and textures of its waterfront setting. Our uncompromising commitment to quality extends into each uniquely designed residence with spacious open floor plans and crafted, quality materials. Fully-equipped kitchens offer state-of-the-art integrated appliances while bathrooms offer a private oasis clad in marble with floating tubs. The Daymark lifestyle extends beyond each residence with indoor/outdoor amenities including lobby with concierge, fitness center with yoga studio and swimming pool with stunning views. The indoor and outdoor amenity spaces have been thoughtfully curated to support life, work and a passion for healthy, balanced living. New Construction.

4 Lighthouse Landing Unit #302, Sleepy Hollow
4 Lighthouse Landing Unit #305, Sleepy Hollow
$1,840,000
2 Beds ⋅ 3 Baths ⋅ 1027122 MLS
The Daymark brings luxury waterfront condominium living to the banks of the Hudson River in Sleepy Hollow, New York. Envisioned by architecture firm COOKFOX, The Daymark offers modern day comforts while harnessing the breathtaking beauty of its surroundings. Interior materials have been chosen to reflect the organic tones and textures of its waterfront setting. Our uncompromising commitment to quality extends into each uniquely designed residence with spacious open floor plans and crafted, quality materials. Fully-equipped kitchens offer state-of-the-art integrated appliances while bathrooms offer a private oasis clad in marble with floating tubs. The Daymark lifestyle extends beyond each residence with indoor/outdoor amenities including lobby with concierge, fitness center with yoga studio and swimming pool with stunning views. The indoor and outdoor amenity spaces have been thoughtfully curated to support life, work and a passion for healthy, balanced living. New Construction.

4 Lighthouse Landing Unit #305, Sleepy Hollow
340 Horseman Boulevard, Sleepy Hollow
$1,975,000
4 Beds ⋅ 5 Baths ⋅ 1010732 MLS
The most exceptional residence in sought-after Edge-on-Hudson. This stunning End-unit townhome, the largest model in the community, has been extensively upgraded with tasteful Custom features and professionally designed, offering a level of sophistication and customization rarely found in new construction. Walls of windows and glass doors bathe the home in natural light, creating bright, inviting spaces and seamless indoor-outdoor living. Thoughtfully curated by a professional interior designer, the residence showcases elevated finishes, custom details, and a refined aesthetic throughout. The spectacular rooftop retreat serves as a private oasis, featuring a covered outdoor living room with lounge seating and an expansive open-air terrace ideal for dining, entertaining, and relaxing. Equally impressive is the custom-finished two-car garage, designed to complement the home’s luxury lifestyle while providing exceptional functionality and storage. Combining the privacy and abundance of light afforded by a premier end location with extensive upgrades, designer finishes, and outstanding indoor and outdoor living spaces, this turnkey residence represents a rare opportunity within Westchester’s premier waterfront community. Conveniently located On the Hudson River, The Riverwalk, parks, restaurants, shopping, and Metro-North for an effortless short commute to Manhattan.

340 Horseman Boulevard, Sleepy Hollow
324 Horseman Boulevard, Sleepy Hollow
$2,175,000
4 Beds ⋅ 5 Baths ⋅ 1007046 MLS
The Layout and First Impressions Living in this modern, four-level unit brownstone is an absolute dream. The home is completely flooded with natural light, which perfectly highlights the neutral color palette. No expenses were spared on upgrades, putting down top-tier Light Oak engineered hardwood throughout the entire home. When you enter on the ground floor, you walk into a functional space featuring a mudroom, direct access to the two-car garage, and a flexible bedroom that can be used as a home office. Main Living and Gourmet Kitchen Upstairs is the heart of the home—an open-layout living with high-end finishes. The kitchen is a true chef’s space with crisp white cabinetry, top of the line appliances, a massive center (extra thick) marble island, and endless counter space. In the living room, the absolute focal point is the floor-to-ceiling dark stone fireplace surround, which naturally draws people in for conversation. The dining room feels straight out of a design magazine, anchored by a glamorous, custom breakfront that always sets an elegant tone for dinner parties. Note: All four of the Bedrooms have ensuite bathrooms. The primary suite on the third floor is a personal sanctuary. It features two massive walk-in closets and a spectacular, tres chic spa bath with specifically chosen fixtures. The laundry room is conveniently located on this same floor, right next to the second bedroom. On the top floor, a built out a fully finished loft. It has a third bedroom that is perfect for guests or a second home office. It also features a 15-foot square den equipped with its own refrigerator, sink, & dishwasher creating a Wet Bar area—ideal for watching the game and/or entertaining in general. Best of all the rooftop terrace is where you can enjoy daytime sun or spend your evenings, taking in breathtaking views of the waterfront and the bridge. The partially covered terrace (which also allows you to have the option to escape the sun if/when desired) is equipped with a custom outdoor kitchen with a built-in grill. There is also a natural gas fireplace (which is a rare amenity sighting in these style brownstones) making it an incredible & unique spot for alfresco outdoor dining and hosting. The location itself is unbeatable. Just steps from the front door is the RiverWalk paths featuring gorgeous landscaping, benches, nighttime lighting, performance spaces, and Horan's Landing Park giving access to paddleboarding & Kayaking. Let's not leave out the Historic Lighthouse flanked by Kingsland Point Park. To make things even sweeter, the new DeCicco's market is just a stones throw away. Amazing list of extra amenities included: This "High-Tech" unit is equipped with automatic blackout shades throughout if/when desired. Actually...you will be able to control the thermostat, blinds, tv's, and speakers all from your smartphone (via: Control4 Ring, & MyQ programs/apps. It provides a quick 37-minute commute to Manhattan and sits steps from the historic, amenity-rich village of Sleepy Hollow & Tarrytown. Bonus: Enjoy the free shuttle to the Tarrytown Train Station.....

324 Horseman Boulevard, Sleepy Hollow
Start Your Search

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.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!