My Office's Listings

Some or all of the listings below are provided by the Legends Realty office.
$5,950,000
Active

Tarrytown Area Single Family Home

Active

57 Cobb Lane Tarrytown, NY 10591

9 Bed
4 Baths
8329 sqft
MLS# 859558
Perched above the Hudson River on 3.5 gated acres in the heart of Tarrytown is a stunning
home historically known as “Whitehall.” Built in 1929, this grand residence offers sweeping,
unobstructed views of the river and Mario Cuomo Bridge—and all the timeless charm of a
European manor, just 36 minutes from Grand Central.
The property is a world unto itself: a fenced-in pool and hot tub with an expansive deck and pool
house (complete with full eat-in kitchen, outdoor and steam showers, and rec room); a private
tennis court with basketball hoop; a tranquil pond Monet would have loved to paint; and stone
staircases that wind through hidden alcoves and secret gardens. Stone sculptures and layered
landscaping add a sense of magic and discovery, giving the feeling you’ve stepped into another
era—or another country.
The 9-bedroom, 3.5-bath main house is full of character: original stained glass, rich wood
paneling, wrought iron railings, hidden doors, a basement safe built to store furs, and other
vintage details throughout. The kitchen has been recently renovated, and new carpeting and
flooring run through much of the home—including a fully refreshed top floor.
Multiple entertaining spaces offer flow and flexibility, including a full butler’s pantry, breakfast
nook, formal dining room, and a massive screened-in porch perfect for enjoying the views in any
weather. The primary suite includes a large bathroom, walk-in closet, sitting room, and its own
Juliet balcony. Upstairs laundry, a 3-car garage, and a large driveway provide modern
convenience, while the home’s storied layout and architectural details make it truly one of a
kind.
The home sits right next to the Old Croton Aqueduct, a historic, tree-lined trail that stretches
from the Bronx to the Croton Dam—perfect for walking, running, biking, and enjoying nature
year-round. It’s also steps from Patriots Park, home to many local events, including the award-
winning TaSH Farmers Market. In the other direction, you’re a short walk from Wilson Park and
the trails surrounding the Tarrytown Lakes.
Whitehall is more than a home—it’s a destination. A timeless estate with iconic views and
endless potential, just moments from the villages of Tarrytown and Sleepy Hollow and less than
an hour from New York City.
Includes: Generator
Listing by: ONEKEY / Corcoran Legends Realty / Christopher "Chris" Cawley
$2,795,000
Pending

Tarrytown Area Condominium

Pending

153 W Main Street Tarrytown, NY 10591

4 Bed
5 Baths
3623 sqft
MLS# 861325
Welcome to 153 West Main Street, an exceptional waterfront residence nestled within the coveted Hudson Harbor community. Offering unparalleled, unobstructed views of the Hudson River and beyond, this 3,623 sq ft 4 Bedroom / 4.5 Bath home represents a rare and exquisite lifestyle opportunity. A place where unobstructed, forever-protected views of the Hudson River, Palisades, and distant Manhattan skyline are the backdrop to your everyday life. Designed to offer both grandeur and warmth, this home unfolds across four thoughtfully designed levels, complete with a private in-home elevator for the ultimate convenience. 10-foot ceilings on the parlor floor and 9-foot ceilings throughout create an airy, sophisticated atmosphere, while rich finishes and meticulous craftsmanship are evident in every detail. A welcoming living room, anchored by a cozy fireplace, invites intimate gatherings, while the expansive 254 sq ft terrace becomes your private stage for unforgettable sunsets, morning coffees, or al fresco dinners. A fourth-floor bonus room offers limitless possibilities — transform it into a private fitness studio, an executive office, an artist’s retreat, or an additional bedroom. Private Two-Car Garage Includes a EV charger, with discrete rear access to preserve the elegance of the home’s waterfront facade. A short stroll to Metro-North's Tarrytown station provides a 40-minute express commute to Grand Central Terminal, putting the world’s most dynamic city at your doorstep. Walk to acclaimed restaurants like River Market Bar and Kitchen and Hudson Farmer & The Fish, or explore the artisanal charm of Tarrytown’s Main Street, home to diverse shops, cafes and fine dining. The Tarrytown Yacht Club where you can dock your boat or launch your kayak is just a short stroll from your doorstep. Your Private Sanctuary Awaits.
Listing by: ONEKEY / Corcoran Legends Realty / Karen Stroub
$1,799,000
Pending

Sleepy Hollow Area Single Family Home

Pending

20 Hemlock Drive Sleepy Hollow, NY 10591

5 Bed
5 Baths
4030 sqft
MLS# 873223
Virtual Tour
Welcome to 20 Hemlock Drive, an exquisite classic stone colonial nestled in the charming village of Sleepy Hollow, NY. This remarkable property offers 4,030 square feet of elegant living space, featuring five bedrooms and four and a half bathrooms. Designed for modern living, the open floor plan seamlessly connects the sun-filled family room to the sophisticated dining and living areas, highlighted by a marble fireplace. Expansive French doors lead to a professionally landscaped, level backyard, offering potential for a pool and providing a serene escape for relaxation and entertainment.
The home office, complete with a gas fireplace and garden view, offers a tranquil workspace. A first-floor bedroom with a full bath is ideal for an au pair or visiting guests. The finished basement provides additional versatile space, accommodating various lifestyle needs. Culinary enthusiasts will appreciate the herb garden, perfect for fresh ingredients.
Located within walking distance to the PM train station, this property ensures a quick commute to New York City, enhancing its appeal for those seeking suburban tranquility with urban accessibility. Residents will enjoy proximity to two Rockefeller parks and a variety of recreational destinations, including a river walk, dog park, and pickleball courts. Cultural activities abound, with music festivals, Halloween celebrations, and Rivertown art festivals enriching the community experience.
Listing by: ONEKEY / Corcoran Legends Realty / Elvira Aloia
$1,699,000
Active

Chappaqua Area Condominium

Active

20 Wallace Way Chappaqua, NY 10514

2 Bed
3 Baths
2906 sqft
MLS# 909284
Welcome to 20 Wallace Way – a rare offering in the sold-out Chappaqua Crossings Carriages community. This sophisticated Byram Wetherby model redefines townhouse living with nearly 3,000 sq. ft. of thoughtfully curated interiors, exceptional finishes, and inviting outdoor spaces. Ideally set along an expansive open lawn, the home enjoys abundant sunlight, privacy, and serene views throughout the day.

The main level is designed for both everyday living and entertaining, featuring a dramatic great room with fireplace and seamless connection to the chef’s kitchen. A striking oversized island anchors the space, complemented by custom cabinetry, premium appliances, and an elegant dining room with adjacent butler’s pantry. A bright home office/library adds versatility, while a stylish mudroom with built-ins leads to the two-car garage with electric charger and ample storage. Upstairs, the primary suite serves as a serene retreat, complete with a spa-inspired bath and a spacious walk-in closet. A well-appointed secondary bedroom and bath offer comfort for family or guests. Enhancing the level even further is an oversized sunlit loft, complete with a wet bar, that flows seamlessly to a private rooftop terrace—an ideal setting for both quiet evenings and lively gatherings.

Life at Chappaqua Crossings Carriages extends well beyond the front door. Residents enjoy walkable access to the pool, clubhouse, and fitness center, as well as nearby Whole Foods, Life Time, shops, and restaurants. A dedicated shuttle to the train offers effortless Manhattan commutes, while golf courses, parks, and the best of the Hudson Valley are just minutes away.
Built by Toll Brothers, celebrated for their quality and craftsmanship, 20 Wallace Way seamlessly blends modern design, luxury amenities, and the charm of a vibrant community.
Listing by: ONEKEY / Corcoran Legends Realty / Craig DeCecchis
$1,390,000
Active

Sleepy Hollow Area Single Family Home

Active

48 Hemlock Drive Sleepy Hollow, NY 10591

4 Bed
3 Baths
3524 sqft
MLS# 903998
Virtual Tour
Situated in the famous historic Sleepy Hollow Manor (One of Westchester's most sought after neighborhoods) is this spacious 4 bedroom colonial. The home includes 746 square feet of finished basement space, ideal for a gym, playroom, media room, and home office; giving you flexibility to make it your own. Along with the formal dining room....the eat-in kitchen brings options to sit elevated on bar stools or down at the breakfast area. Enjoy warm & cozy fires in either the living room or the dining room with a unique double-sided fireplace setup. The laundry room is super-conveniently located on the 2nd level.
Enjoy the outdoor paradise on the oversized & private back bluestone patio area with an all season (outdoor) tv & grill. This (completely fenced area) is perfect for fun outdoor viewing to both cook & entertain surrounded & enhanced with colorful exquisite blooms in the large garden area behind a retaining wall. The home is equipped with an in-ground irrigation system for easy lawn care.
Explore endless hyper-local area recreational options with: 2 neighborhood parks...Kingsland Point Park & Devries Park, the Old Croton Aqueduct, North County Trailway, & Rockefeller Preserve with miles & miles & miles of walking, jogging, hiking & biking trails including the new waterfront Riverwalk promenade & historic Sleepy Hollow lighthouse. A commuters delight with a walk to train (and no wait list for parking), then just 38 minutes to NYC GCS (with express trains along the Hudson River!).
Listing by: ONEKEY / Corcoran Legends Realty / Christopher "Chris" Cawley
$1,099,000
Pending

Ossining Area Condominium

Pending

106 Mystic Drive 106 Ossining, NY 10562

3 Bed
4 Baths
3638 sqft
MLS# 906605
Mystic Pointe in Ossinng is a coveted gated community tucked between the Hudson and N. Highland Ave., offering a serene lifestyle with the convenience of nearby Croton-on-Hudson Metro North, local shops and scenic nature trails. This highly desirable Chatham end unit model has been meticulously maintained and features a sought-after main level primary suite with en-suite bath. The open and inviting main level also includes a spacious living room with wood-burning fireplace and sliding glass doors to wraparound deck, a formal dining area, den, powder room, and a gourmet eat-in kitchen with Bosch, wolf and Sub-Zero appliances plus a center island for casual dining and entertaining.
Upstairs, you'll find a versatile home office (or 3rd bedroom option), a guest bedroom, and a full hall bathroom.
The expansive lower level (1,443 sq.ft) offers incredible additional living space including a great room with travertine floors and gas fireplace, billiard area, a second office or bedroom, full bathroom, laundry, storage room and a climate controlled wine cellar. This level opens to a private patio for seamless indoor-outdoor living.
Mystic Pointe residents enjoy exceptional amenities: a beautifully appointed clubhouse with fully equipped kitchen, lounge, full gym, sauna, community pool with kiddie pool, playground, tennis and pickleball court.
With 3,638 sq.ft of living space this Chatham unit is listed as a a 2-bedroom townhouse in the offering plan and a 3 bedroom in town records but it truly lives much larger. A rare opportunity to enjoy space, flexibility and resort style amenities in a prime Hudson River community.
Listing by: ONEKEY / Corcoran Legends Realty / Jody Toth
$849,000
Active

Sleepy Hollow Area Single Family Home

Active

1 Pleasant Street Sleepy Hollow, NY 10591

3 Bed
2 Baths
1394 sqft
MLS# 902427
Virtual Tour
Welcome to 1 Pleasant – where historic charm meets modern luxury, just 40 minutes from New York City. This turnkey residence sits on a peaceful corner lot in the heart of Sleepy Hollow. Every inch of this turn-of-the-century home has been thoughtfully renovated to blend timeless character with contemporary comfort.

Move-in ready with top to bottom upgrades, the 3 bedroom, 2 bathroom home features brand-new windows, a state-of-the-art heating and central air system, updated plumbing and electrical, a new roof and gutter system, and all-new appliances—offering peace of mind for years to come.

Step onto the inviting front porch—perfect for morning coffee or evening chats—and into a home where character details have been preserved and enhanced. Original oak and fir hardwood floors, intricate moldings, and antique hardware add richness and warmth throughout the light-filled, flowing floor plan.

The kitchen and bathrooms have been completely reimagined with custom cabinetry, elegant stone countertops, stainless steel appliances, and designer lighting—creating spaces that are both functional and sophisticated. The formal dining room features a built-in buffet, while the primary bedroom includes a spacious walk-in closet.

This home is ideally located in a walkable neighborhood—just steps from parks, playgrounds, shops, cafes, and the vibrant Beekman Avenue dining scene. Families will appreciate the proximity to Morse Elementary School, and commuters will love the quick access to train stations, making the trip to NYC in as little as 40 minutes. The nearby DeCicco & Sons market, future East Parcel development, and scenic Hudson River waterfront offer even more lifestyle perks.

Additional features include a full-sized attic and walkout basement for generous storage or future expansion, plus convenient off-street parking and a dedicated, permitted street spot. Zoned for multi-family use, the property comes with architectural plans for an addition—presenting a unique opportunity to customize or expand.

This charming gem is a rare offering—a seamless blend of old-world elegance and modern convenience in one of Westchester’s most desirable river towns.
Listing by: ONEKEY / Corcoran Legends Realty / Sarah McMaster
$795,999
Active

Cortlandt Manor Area Single Family Home

Active

3 Gilman Lane Cortlandt Manor, NY 10567

4 Bed
4 Baths
2800 sqft
MLS# 892898
Virtual Tour
Tucked away in Cortlandt Manor in the Hendrick Hudson School System, nestled on a hill above a quiet, tree lined street is this spacious, classic 4BR,3 1/2 BTH colonial. This property offers a rare blend of space, character, and comfort on nearly an acre of private land. Built in 1971 and thoughtfully maintained, the home retains its original charm while offering the practical updates today’s homeowners appreciate—like multi zoned central air conditioning, central vacuum, a freshly painted interior and exterior as well as beautifully buffed and shined hardwood floors throughout. Whether you’re looking to settle into a quieter lifestyle or simply enjoy more room to grow, this home offers the perfect balance of convenience and tranquility. Step inside to a welcoming and well-designed layout featuring a spacious living room with a large bay window and large, brick, wood-burning fireplace. The formal dining room, also with an oversized bay window, offers abundant natural light, perfect for gatherings. The heart of the home is the expansive, eat-in chef’s kitchen with generous prep space, a convenient powder room and direct access to the full-length Trex deck, ideal for entertaining or enjoying quiet evenings surrounded by nature. Upstairs, the serene primary suite includes a walk in closet and a full private bath with a shower/tub combination. Three additional bedrooms offer ample closet space and share a full hallway bathroom with classic tub and shower. Access to your large attic space. Every room reflects the home’s warmth and thoughtful care, not to mention you may feel like you are waking up in your own private treehouse from all of the bedrooms. The finished lower level adds flexible space that can serve as a workout area, yoga studio, pantry, office, or media room along with a third full bathroom. It also includes a laundry area and interior access to the oversized two-car garage, offering plenty of room for storage or hobby space. Savor endless summer gatherings on your private Trex deck, overlooking a beautifully landscaped backyard—your own peaceful retreat where nature invites exploration. A spacious, newly fenced enchanted garden awaits, thoughtfully designed for homesteading and outdoor living. Located in a quiet, established neighborhood, this home is just minutes from local schools, shops, and essential services. It’s also a commuter’s dream with quick access to the Taconic State Parkway and three nearby Metro-North stations. Local Highlights within and around Cortlandt Manor: Charles J. Cook Recreation Center & Pool, Croton Gorge Park & New Croton Dam, Cortlandt Waterfront Park, Hudson Highlands Gateway Park, Cortlandt Town Center. Nearby Southern Westchester Attractions: Untermyer Gardens (Yonkers), Tibbetts Brook Park, Rockefeller State Park Preserve, Philipsburg Manor & Historic Sleepy Hollow. The charming Rivertowns: Tarrytown, Irvington & Crotonville, The Bronx Zoo, New York Botanical Gardens. With a perfect mix of natural beauty, community amenities, and easy access to the best of the Hudson Valley, this home invites you to create your next chapter.
Listing by: ONEKEY / Corcoran Legends Realty / Charlene A. Marrero