My Office's Listings

Some or all of the listings below are provided by the Legends Realty office.
$3,999,000 (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 as distributed by MLS GRID / Listed By: Christopher Cawley, Corcoran Legends Realty
$3,300,000 (USD)
Pending

Sleepy Hollow Area Single Family Home

Pending

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 as distributed by MLS GRID / Listed By: Christopher Cawley, Corcoran Legends Realty
$2,695,000 (USD)
Active

Tarrytown Area Condominium

Active

12 Rivers Edge Drive Tarrytown, NY 10591

3 Bed
5 Baths
3355 sqft
MLS# 962884
Set along the riverfront in the prestigious Townhouse Collection at Hudson Harbor, 12 Rivers Edge presents a rare opportunity. Offering LOW taxes and unobstructed, forever-protected views of the Hudson River and the Palisades, this sophisticated home delivers a rare blend of luxury, privacy, and convenience. Spanning four beautifully designed levels and serviced by a private in-home elevator, the residence combines elegant scale with warm, inviting living spaces. Ten-foot ceilings on the parlor level and nine-foot ceilings throughout create an airy, refined atmosphere complemented by rich finishes and meticulous craftsmanship. The gracious living room, anchored by a custom fireplace with built-in cabinetry, is ideal for both intimate evenings and entertaining. An expansive fourth floor balcony showcases breathtaking river views and unforgettable sunsets — perfect for morning coffee, al fresco dining, or watching sailboats drift along the Hudson. Just steps from the rooftop terrace, a fully customized summer kitchen elevates outdoor living, while two additional flexible-use rooms and a full bath provide endless possibilities for a gym, office, artist’s studio, or private guest suite. An attached two-car garage with discreet rear access preserves the charm and elegance of the waterfront streetscape. Located just moments from Metro-North Railroad at Tarrytown Station, Manhattan is only 40 minutes away via Grand Central Terminal. Enjoy premier waterfront dining at Hudson Farmer & The Fish and River Market Bar and Kitchen, stroll the charming boutiques and cafés of Tarrytown, or spend the day boating and kayaking from the nearby Tarrytown Boat Club. A truly rare offering where timeless waterfront beauty meets modern luxury.
Listing by: ONEKEY as distributed by MLS GRID / Listed By: Karen Stroub, Corcoran Legends Realty
$2,500,000 (USD)
Active

Sleepy Hollow Area Condominium

Active

324 Horseman Boulevard Sleepy Hollow, NY 10591

4 Bed
5 Baths
2646 sqft
MLS# 1007046
The Layout and First Impressions Living in this modern, four-level end-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.
Listing by: ONEKEY as distributed by MLS GRID / Listed By: Christopher Cawley, Corcoran Legends Realty
$2,450,000 (USD)
Active

Tarrytown Area Single Family Home

Active

35 Walden Road Tarrytown, NY 10591

6 Bed
5 Baths
3800 sqft
MLS# 1007053
Riverviews!!! Riverviews!!! Riverviews!!!
This exceptional Tarrytown home offers breathtaking, year-round Hudson River views from every single level of the house—including the walk-out basement. Completely reimagined and renovated from top to bottom and located in one of Westchester’s most sought-after river towns (where inventory is limited) this is a rare opportunity to own a large & spacious renovated home with river views and still be close to the train station.
The home was completely gutted and rebuilt last year with no detail overlooked. The stunning new interior blends timeless design with luxury finishes, featuring 8-inch-wide Spanish white oak floors imported in (brand: Riva), striking terrazzo kitchen floors, and a chef’s kitchen outfitted with custom cabinetry & custom Iron shelves throughout, premium Sub-Zero and Wolf appliances. Thoughtfully designed for entertaining, the home also includes a custom-built bar with wine and beverage refrigerators in both the dining room and in the fully finished lower level.

The walk-out basement offers additional living space with a guest bedroom, expansive laundry and storage room (equipped with a new laundry chute for convenience), and direct access to outdoors, all while maintaining the same spectacular river views enjoyed throughout the home.

Every major exterior component has also been replaced or rebuilt, including plumbing & electrical upgrades, brand-new windows, exterior doors, garage doors, roofing, and fresh paint. The driveway was completely ripped up, re-leveled and finished with Belgian block detailing, and a brand-new portico was constructed from the ground up, along with professionally designed landscaping adding to the home’s curb appeal.

Located in the heart of Tarrytown, this home combines luxury living with the charm and convenience of one of the Hudson Valley’s premier villages known for its vibrant downtown, acclaimed restaurants, express Metro-North access to Manhattan, scenic riverfront parks, and proximity to the prestigious Hackley School.

Simply put, there is virtually nothing untouched in this home, just move in and enjoy turnkey luxury living with panoramic Hudson River views at every turn. Suggestion: Request late afternoon/early evening appointments whenever possible to maximize the natural beauty that both the interior and exterior views possess.....
Listing by: ONEKEY as distributed by MLS GRID / Listed By: Christopher Cawley, Corcoran Legends Realty
$1,850,000 (USD)
Active

Sleepy Hollow Area Condominium

Active

203 Palisades Boulevard Sleepy Hollow, NY 10591

4 Bed
5 Baths
2936 sqft
MLS# 971740
Virtual Tour
Please send pof or pre app to phyllis before showing...Beautiful 4-bedroom, 3 full and 2 half bath townhome at Brownstone- Edge on Hudson, perfectly positioned to capture breathtaking river views and the iconic Mario Cuomo Bridge.
This exceptional home showcases top-notch craftsmanship in the heart of Sleepy Hollow along the Hudson River. Designed for today’s modern lifestyle, it features an open floor plan, high ceilings, oversized windows, and rich hardwood floors throughout.
The first level offers a flexible bedroom or home office with a full bath, a mudroom, and direct access to the two-car garage.
On the second floor, natural light pours into the spacious dining area, gourmet kitchen is a chef's dream, complete with high-end appliances a walk-in pantry, and oversize center island. Living room, which features a gas fireplace, custom built-ins, and access to a private terrace. A powder room completes this level.
Upstairs, the primary suite offers a walk-in closet and a luxurious en-suite bath. Two additional bedrooms, hall bath and laundry .
The top level is designed for entertaining, featuring a large recreation room with a half bath, wine fridge, ice maker, and projector with screen. Step outside to a loft-style area with a counter, sink, and dishwasher, leading to a spacious deck with stunning river and bridge views.
Enjoy a vibrant waterfront lifestyle with a scenic river walk and the nearby upscale DeCicco & Sons gourmet market, offering a specialty deli, fresh baked goods, a bar, and a large outdoor patio.
Convenient jitney service to Tarrytown and easy access to Metro-North provide a seamless commute to Manhattan. This exceptional location combines the charm of picturesque villages, historic landmarks, and expansive green space with modern convenience.
Don’t miss this one!
Listing by: ONEKEY as distributed by MLS GRID / Listed By: Phyllis Lerner, Corcoran Legends Realty
$1,780,000 (USD)
Pending

Chappaqua Area Condominium

Pending

26 Wallace Way Chappaqua, NY 10514

2 Bed
4 Baths
2945 sqft
MLS# 951859
Welcome to 26 Wallace Way — a standout residence in the coveted, sold-out Chappaqua Crossings Carriages community. Thoughtfully designed and impeccably finished, this first-floor primary bedroom home elevates townhouse living with refined interiors, dramatic architecture, and a setting that is both private and connected.
The main level makes an immediate impression with a dramatic double-height living room, where oversized windows flood the space with natural light and tranquil views of the open grass courtyard placing the home at the heart of one of the community’s most desirable locations. The chef’s kitchen flows seamlessly into the living and dining areas, anchored by a generous center island, custom cabinetry, and premium appliances, creating an ideal layout for both everyday living and entertaining. The primary suite offers effortless main-level living, complete with a spa-inspired bath and an expansive walk-in closet. A stylish powder room, along with thoughtful storage, laundry, and garage access, completes the level.
Upstairs, a sunlit loft serves as a versatile lounge or gathering space with western exposure showcasing beautiful sunsets beyond. From here, step out to the private outdoor terrace overlooking landscaped grounds and treetops—a peaceful retreat perfect for morning coffee or evening unwinding. This level also features a well-appointed second bedroom, a full bath, and a dedicated home office, along with large walk-in closets that enhance both comfort and functionality.
The living space extends even further with a finished basement, ideal for an additional bedroom, media room, or gym, and is complemented by a third full bathroom. The home also includes dedicated areas on all three levels for a future elevator, offering long-term flexibility and ease of living.
Just a short walk from the clubhouse and pool, the amenities feel like a natural extension of your home. Residents enjoy walkable access to the fitness center, Whole Foods, Life Time, shops, and restaurants, along with a dedicated shuttle to the train for effortless commuting.
Built by Toll Brothers, known for exceptional quality and craftsmanship, 26 Wallace Way offers a rare blend of first-floor primary living, dramatic architectural design, privacy, and resort-style amenities in one of Chappaqua’s most sought-after communities.
Listing by: ONEKEY as distributed by MLS GRID / Listed By: Craig DeCecchis, Corcoran Legends Realty
$1,695,000 (USD)
Active

Chappaqua Area Single Family Home

Active

676 Hardscrabble Road Chappaqua, NY 10514

3 Bed
3 Baths
2420 sqft
MLS# 1013791
Renovated and Reimagined Colonial on Spectacular Park-Like Grounds, this exceptional residence includes a separate cottage-style bonus building that offers endless possibilities. Whether envisioned as a private home office, artist’s studio, yoga or fitness center, man cave or an inspiring creative workspace, this detached structure provides exceptional flexibility and privacy. Nestled amid the lush grounds and mature landscaping, it serves as a peaceful extension of the home and creates a rare opportunity for today’s work-from-home lifestyle or entrepreneurial pursuits. At the heart of the home, an original stone wood-burning fireplace serves as a stunning focal point, infusing the living space with warmth, character, and timeless charm. Perfect for cozy winter evenings, holiday celebrations, and memorable gatherings with family and friends, this impressive architectural feature creates an inviting atmosphere that embodies the true spirit of home. The stunning chef’s kitchen features premium stainless-steel Thermador appliances, elegant quartz countertops, a spacious walk-in pantry, and seamless access to an oversized slate patio—ideal for indoor-outdoor entertaining. The captivating primary suite offers soaring beamed ceilings, a generous sized walk-in closet, and a luxurious spa-inspired bath complete with dual vanities and a classic clawfoot soaking tub. Convenient second-floor laundry with storage enhance everyday living. Additional highlights include all-new Anderson windows, all new electrical, all new plumbing, new roof, new c/air, new Navien system, energy-efficient blown-in insulation, solid wide-plank oak flooring, and exquisite custom millwork throughout. The separate cottage building has all new electrical, blown insulation, windows, flooring and roof. Located minutes from the Metro North Train Station and downtown Chappaqua, you'll have quick access to commuter routes and a charming village filled with shopping, restaurants and community events. A rare offering that perfectly blends timeless charm with sophisticated modern updates, all set within a serene and private setting. The outbuilding / studio can be converted back to a garage. Square footage does not include the studio space.
Listing by: ONEKEY as distributed by MLS GRID / Listed By: Elvira Aloia, Corcoran Legends Realty
$1,500,000 (USD)
Active

Sleepy Hollow Area Multi-Family Home

Active

144 Beekman Avenue Sleepy Hollow, NY 10591

5 Bed
4 Baths
3372 sqft
MLS# 1004633
Rare Sleepy Hollow 2-Family Double-Duplex with River & Bridge Views.....!! This opportunity in the heart of historic Sleepy Hollow has been impeccably maintained is perfect for smart investors or owner-occupants looking for financial flexibility. Both spacious units are incredibly clean and feature beautifully updated kitchens and bathrooms, allowing you to move right in. A finished lower walkout level with a separate entrance provides excellent bonus space. The property offers unmatched convenience with a massive driveway that parks over 10 cars, plus a large 5-car detached garage. Best of all, the property is commercially zoned including the separate (detached) building at the rear of the lot which can be utilized in many ways—ideal for a private office or retail business or just collect cars! Location is everything, and this home puts you in the center of it all. You are just steps away from the scenic waterfront, Old Croton Aqueduct, and Rockefeller Preserve trails. Walk to local schools, vibrant shops, and dining. Commuters will love the easy trek to the Metro-North train station. With ongoing village redevelopment boosting long-term value, this is an investment you do not want to miss.
Having parking on Beekman Ave. is a premium.....and to state it again so you are clear...this (Double Lot) property hosts a total of 15 cars comfortably. 10 Cars in driveway and 5 cars in the garage. Come see for yourself.....
Listing by: ONEKEY as distributed by MLS GRID / Listed By: Christopher Cawley, Corcoran Legends Realty