My Office's Listings

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

Tarrytown Area Single Family Home

Active

57 Cobb Lane Tarrytown, NY 10591

9 Bed
5 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
$3,560,000 (USD)
Active

Sleepy Hollow Area Single Family Home

Active

167 Millard Avenue Sleepy Hollow, NY 10591

4 Bed
5 Baths
5700 sqft
MLS# 884121
As does Frank Lloyd Wright’s “Fallingwater, this hilltop enclave provides privacy, luxury and customized details. Nestled high atop Philipse Manor in Westchester County, this home has majestic Hudson River views. The architecture, harmonized within the natural environment, creates a unique flow of indoor and outdoor experiences with 38-minute access to Grand Central Terminal. Completely gut-renovated in 2019 and was built to the specifications of the owners whose attention to all structural, mechanical, electrical, utility, material and finishing quality made this quintessential, energy-efficient home a reality.
The first level is a sun-filled, central gathering place. Upon entry, the two-story windowed living room and dramatic fireplace remind you of an Architectural Digest cover. This room opens to a massive lounging deck, perched two stories above the quiet dead-end street below, with views of the river. Flanking the living room is a separate, sunken, family room with full, luxury bath. This room can serve as in-law suite, or for younger families, an au pair or playroom. Its view of the side yard includes a beautiful garden shed, which may be repurposed as a pool house for a future pool or hot tub. Across the living room, the formal dining room opens to a cliffside patio and firepit. Adjacent is the Chef’s kitchen anchored by a colossal marble island. The modern, luxury cooking area conjures images of Thanksgiving with dozens of family and friends passing through to taste or participate in meal prep. The layout and amenities are a cook’s dream, with a breakfast nook view of the manicured private front garden. Off the kitchen, there is a second, custom outdoor kitchen for entertaining. For families crossing multiple generations, one can host the younger crowd outdoors, while older guests can enjoy the cool indoors, yet the walls of windows and entries maintain a feeling of togetherness. This expansive patio can fit several dining tables and adult games, such as ping-pong. Access to the garage is off the kitchen via a large mudroom. It has its own exterior entrance where wet or sandy family and guests can kick off their gear after a day at the private Philipse Manor Beach Club (3-minute walk) and even the dog can take a bath in the contained shower tub. Outside there is parking for 4 SUVs. There are 7 doors, providing seamless access to each distinct area of the private grounds.
The second, sunny floating mezzanine level, opens to the primary suite, spa-like bathroom, 2 walk-in closets (WICs) and river-facing sleeping area. Juliet balcony and glass doors fold back, simulating a treehouse. Adjacent, are two large BRs, with WICs and shared bathroom. Across the hall, a secluded BR with WIC, full bath, and custom office facing the river; this space will turn an entrepreneur or writer into a Fortune 500 founder, or NYT bestselling author.
The third floor is a welcomed surprise. A sun-filled, tree-lined great room with floor-to-ceiling windows and a set of skylights that transform into 2 Juliet balconies so a couple can enjoy their morning coffee from the treetop view of the river, at the highest point in Philipse Manor. The great room has custom cabinets with refrigerated drawers, storage and buffet style cabinetry for hosting aerial get-togethers, such as the Super Bowl, Derby, or Oscars and it leads to the separate, room-within-a-room, soundproof wing where music and a home theater can be enjoyed without vibration permeating its walls, even at midnight. Although this room has its own cooling, by design, the window placement creates a breeze when opened, as if outdoors, while inside.
A whole-house sound system rack space is plug-and-play. Unpack to music in a serene aerial setting, 30-minutes’ drive from Manhattan and a stone’s throw from train, beach club/marina, scenic trails, preserves, renowned restaurants, Jacob Burns’ Theater and Tarrytown Music Hall. Privacy, Serenity and Sun--come experience perfect at 167 Millard...
Listing by: ONEKEY / Corcoran Legends Realty / Christopher "Chris" Cawley
$1,599,000 (USD)
Pending

Chappaqua Area Condominium

Pending

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
$1,099,000 (USD)
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
$824,900 (USD)
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
Move into your cozy new home just in time for the holidays and enjoy the splendor of the seasons in the river towns. Welcome to 1 Pleasant Street—a completely renovated historic home in Sleepy Hollow, New York, offering the perfect blend of turn-of-the-century charm and modern luxury. Located just 40 minutes from NYC, this move-in-ready property provides the peace of mind every homebuyer seeks in Westchester County.

Nestled on a quiet corner lot near the Hudson River waterfront sits this turn-key three-bedroom, one-and-a-half-bathroom residence. The inviting front porch is the perfect setting for morning coffee or unwinding at the end of your day. Inside, the home is bathed in beautiful natural light, courtesy of its southern exposure, and showcases original oak and fir hardwood floors, antique hardware, and intricate period moldings. The custom kitchen features stone countertops and designer cabinetry, while bathrooms offer premium fixtures and carrara marble finishes. The extensive renovations also include brand-new Andersen windows, premium dual-zone central air and heating, fully updated plumbing and electrical systems, new roof and gutters, and energy-efficient appliances all offering lasting reassurance for years to come. Additional highlights include a formal dining room with built-in buffet, spacious primary bedroom with walk-in closet, full-size attic, walkout basement (remained nice and dry in recent rainstorms), private yard, and off-street parking. Zoned for multi-family use with architectural plans included for expansion, it's an excellent investment opportunity.

Close to it all while perched on a tranquil block that feels remarkably peaceful, the lifestyle advantages are unmatched for people of all life stages. This walkable neighborhood offers parks, shops, cafes, Hudson River trails for walking, running and biking, the award-winning TaSH Farmers Market, and countless seasonal community events. Nearby Metro-North stations in Tarrytown and Philipse Manor make commuting effortless and the up and coming east parcel development is sure to bring even more value.

More than just a house for sale, 1 Pleasant Street is a lovingly restored home in the most vibrant and welcoming community. Whether you're a first-time homebuyer, growing family, looking for more space or looking to downsize with a prime pied-a-terre, don't miss this rare opportunity. Schedule your private showing today and discover the magic of this wonderful town.
Listing by: ONEKEY / Corcoran Legends Realty / Sarah McMaster
$695,000 (USD)
Pending

Nyack Area Single Family Home

Pending

2 Buttermilk Falls Nyack, NY 10960

3 Bed
2 Baths
1510 sqft
MLS# 910505
Virtual Tour
Whatever you're searching for in a home, you'll find it in Nyack! At the very end of a short gravel road in a private sublimely tranquil setting, sits this beautifully and artistically updated move-in-ready ranch. Built in 1960 of brick & cedar, the home offers a striking open floorplan with serious WOW APPEAL from the moment you walk in the front door. The kitchen is what dreams are made of, featuring a dramatic center island with a solid concrete countertop, high-end appliances, including a gas cook top, separate electric wall oven, double sink with a garbage disposal, and microwave. Adjoining the kitchen you'll find a large dining area with sliding glass doors leading out to a staircase down to a spacious brick patio embraced by a unique curved stone wall, perfect for entertaining or a quiet morning outdoors. A three sided, wood-burning fireplace divides the kitchen and living room, seamlessly blending the two spaces and adding warmth and character. Another set of sliding glass doors in the living room opens onto a rear deck that stretches the entire length of the house and overlooks the lush expanse of 75-acre Buttermilk Falls Park, unspoiled nature at its finest. The first floor also includes a zen-like primary bedroom, with sliding glass doors to the deck, a second bedroom, a full bath, and an art studio/home office. There’s an additional 1,105 square feet of finished living space on the lower level which includes a sun drenched bedroom, half bath, a second studio/office space, with a separate entrance door and the laundry room. Along with these attributes, a large unfinished section of this level provides excellent storage. Peace, tranquility, and privacy are rare treasures, so being surrounded by unspoiled nature is divine. And, yes, there's also abundant parking for your quests, or storing for your boat or RV in your own private parking area. And finally, think about this: it’s almost unimaginable to be living in such an utterly quiet and peaceful haven, surrounded by the beauty of nature and birdsong, yet be only 30 miles to Manhattan and close to the gigantic Palisades Center Mall with over 200 stores/brands and 16 restaurants, the NY State Thruway, the Tappan Zee Bridge/Mario Cuomo Bridge, only 5 - 10 minutes max, plus train lines from Tarrytown to Grand Central Station or from Nanuet to Penn Station. Houses like this don’t come around often, so reach out today to come see how this could be your “just right” home.
Take a look at the Virtual Tour at: https://my.homediary.com/u/486352
Listing by: ONEKEY / Corcoran Legends Realty / Mary Case Friedner