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167 Millard Avenue, Sleepy Hollow
$3,000,000
4 Beds ⋅ 5 Baths ⋅ 884121 MLS
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...

167 Millard Avenue, Sleepy Hollow

4 Lighthouse Landing Unit #225, Sleepy Hollow
$2,926,250
3 Beds ⋅ 4 Baths ⋅ H6320971 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. Additional Information: Amenities:Storage, AO

4 Lighthouse Landing Unit #225, Sleepy Hollow

4 Lighthouse Landing Unit #TH01, Sleepy Hollow
$2,725,000
2 Beds ⋅ 3 Baths ⋅ 859433 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. Additional Information: Amenities:Storage,

4 Lighthouse Landing Unit #TH01, Sleepy Hollow

4 Lighthouse Landing Unit #PH524, Sleepy Hollow
$2,610,000
2 Beds ⋅ 3 Baths ⋅ H6287425 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. Additional Information: Amenities:Storage,

4 Lighthouse Landing Unit #PH524, Sleepy Hollow

150 Harwood Avenue, Sleepy Hollow
$2,500,000
6 Beds ⋅ 6 Baths ⋅ 981678 MLS
The Crown Jewel of Philipse Manor. Set within the storybook charm of coveted Philipse Manor, this extraordinary 1910 Six Bedroom Colonial is a rare offering—where historic elegance and modern refinement exist in perfect harmony. From the moment you arrive, the home’s presence is undeniable. A gracious 12-foot-deep rocking chair porch, framed by stately fluted columns, invites quiet mornings and golden-hour evenings, setting the stage for what lies within. Step through the sun-drenched formal entrance and into a world of timeless beauty. Soaring 11-foot ceilings, luminous blond oak floors, and four fireplaces create an atmosphere that is both grand and deeply inviting. Each space unfolds with intention, balancing architectural integrity with effortless livability. At the heart of the home, the chef’s gourmet eat-in kitchen is as functional as it is beautiful—thoughtfully designed for gathering and entertaining. Expansive workspaces, a walk-in pantry, and seamless flow into the main living areas make it the true centerpiece of daily life. A well-appointed mudroom adds a layer of modern convenience. Private quarters offer a serene escape. Marble-clad bathrooms with heated floors evoke a spa-like indulgence, while the primary suite is a sanctuary unto itself—complete with a 10x12 dressing and sitting room, ideal for quiet moments. Outdoors, the beautifully landscaped grounds create a picturesque backdrop for both relaxation and entertaining, adding to the home’s exceptional curb appeal. It’s perfect for hosting large gatherings both inside and out. Beyond the main residence, a detached garage with a private studio or home office and bathroom above offers endless flexibility—perfect for remote work, guests, or creative pursuits. Perfectly positioned at 150 Harwood, just moments from the Hudson Riverwalk, Metro-North train, and the exclusive Beach & Boat Club, this home delivers a lifestyle defined by both tranquility and connection—only 38 minutes from the heart of New York City. This is more than a home—it is a legacy property, offering timeless beauty, modern luxury, and an unparalleled Rivertowns lifestyle.

150 Harwood Avenue, Sleepy Hollow

4 Lighthouse Landing Unit #TH03, Sleepy Hollow
$2,395,000
2 Beds ⋅ 3 Baths ⋅ H6308437 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. Additional Information: Amenities:Storage,

4 Lighthouse Landing Unit #TH03, Sleepy Hollow

4 Lighthouse Landing Unit #TH02, Sleepy Hollow
$2,395,000
2 Beds ⋅ 3 Baths ⋅ H6296608 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. Additional Information: Amenities:Storage,

4 Lighthouse Landing Unit #TH02, Sleepy Hollow

4 Lighthouse Landing Unit #PH523, Sleepy Hollow
$2,175,000
2 Beds ⋅ 3 Baths ⋅ 812343 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. Additional Information: Amenities:Storage,

4 Lighthouse Landing Unit #PH523, Sleepy Hollow

4 Lighthouse Landing Unit #326, Sleepy Hollow
$2,140,000
2 Beds ⋅ 3 Baths ⋅ H6300036 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. Additional Information: Amenities:Storage,

4 Lighthouse Landing Unit #326, Sleepy Hollow

516 Bellwood Avenue, Sleepy Hollow
$2,000,000
4 Beds ⋅ 4 Baths ⋅ 1007010 MLS
Coveted Philipse Manor 4 Bedroom Colonial. A rare opportunity to own this Updated, Expanded & Pristine home on level .34 acre just 3 blocks to Philipse Manor Beach & Boat Club & Train station. Pristine & updated 4 bedroom, 3 1/2 baths home on Level Corner Lot. Gracious welcoming entryway. Hardwood floors throughout. Huge kitchen with top-of-the-line appliances incl 45’ Wolf Range, Sub Zero Refrigerator, Granite Counters & wet bar, separate large dining room, bright breakfast room opening onto gorgeous level outdoors with very spacious patio with automated Awning with lights and beautifully landscaped private level yard. Bright TV Family Room, opening onto outdoors on first floor, plus huge family room downstairs with fireplace. Large living room with luxurious gas fireplace. Four bedrooms include large Primary suite with dressing area, private suite on third floor perfect for guests. Convenient Mudroom entry from beautiful Belgium block aproned driveway. Laundry room with new Washer & Dryer. Timeless curb appeal of brick design including Gorgeous Red Tile Roof with new Chimney caps. Detached two car garage. Plenty of storage. New HVAC, Central Vac, Square footage does NOT include additional 1,100' in lower level. Move right in. Just 3 Blocks to The Hudson River, Philipse Manor Beach & Boat Club, Riverwalk, Philipse Manor Train Station (38 minutes to Grand Central NYC), and 3 parks in the neighborhood!

516 Bellwood Avenue, Sleepy Hollow

19 Coprock Road, Sleepy Hollow
$1,950,000
3 Beds ⋅ 4 Baths ⋅ 980714 MLS
This iconic Victorian presents a rare opportunity to own a home on the village green in the highly sought-after hamlet of Rockefeller's Pocantico Hills. Set on .45 acres of beautifully landscaped, level property, the home is defined by its signature wraparound porch, timeless architectural details, and a setting that blends charm, privacy, and convenience. Award winning school with Pocantico Camp Rec + PreK-8 school and choice of Briarcliff, Pleasantville or Sleepy Hollow HS + low taxes. Offering 4 bedrooms, 2 full baths, and 2 half baths, the home seamlessly combines old-world character with modern comfort. Highlights include a chef’s kitchen with center island, formal dining room, rich wood floors, a wood-burning fireplace, central air, and abundant natural light throughout. The finished lower level provides additional living space, complete with a laundry area and powder room. Inside, high ceilings and classic detailing create an inviting atmosphere, while the main living spaces flow naturally between living, dining, and kitchen areas—ideal for both everyday living and entertaining. The second level features an expansive primary suite with two large closets and an en-suite bath, along with two generously sized bedrooms and a full hall bath. The third floor offers a spacious fourth bedroom with a walk-in closet. A detached two-car garage is complemented by a fully finished upper level—perfect for a private office, gym, or creative studio. Ideally located just moments to Pocantico Hills School, Rockefeller State Park Preserve’s 60+ miles of scenic trails, and the famed Stone Barns. Just minutes to village shops, dining, and the Scarborough and Tarrytown Metro-North stations (approx. 40 minutes to NYC), and less than a mile from Kykuit, the historic Rockefeller estate. This home that offers timeless character, a connected setting, and a lifestyle that is uniquely Pocantico Hills is not to be missed.

19 Coprock Road, Sleepy Hollow

4 Lighthouse Landing Unit #224, Sleepy Hollow
$1,903,750
2 Beds ⋅ 3 Baths ⋅ 812293 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. Additional Information: Amenities:Storage,

4 Lighthouse Landing Unit #224, Sleepy Hollow

34 Hemlock Drive, Sleepy Hollow
$1,800,000
4 Beds ⋅ 3 Baths ⋅ 971465 MLS
This immaculate four-bedroom residence offers the perfect blend of refined elegance and relaxed living, set against a backdrop of peaceful surroundings and stunning seasonal Hudson River views. Designed for both intimate gatherings and grand entertaining, the private backyard oasis features an oversized deck, stone patio, and fire pit. The main level is anchored by a luxurious first-floor primary suite, complete with a spa-inspired bathroom and custom walk-in closet. A gracious interior unfolds with rich hardwood floors, custom millwork, and a warm, inviting living room centered around a wood-burning fireplace and built-in cabinetry. At the heart of the home, the gourmet kitchen showcases birch cabinetry, granite countertops, premium appliances, and a double wall oven—perfectly complemented by a side-entry mudroom and convenient laundry area. Upstairs, a dramatic open foyer leads to three generously sized bedrooms, each filled with natural light and ample storage, along with a beautifully updated hall bathroom. The unfinished, above-grade walkout lower level—with a separate entrance—offers approximately 1,650 square feet of additional space, presenting endless possibilities for customization. Ideally located within walking distance to Rockefeller State Park Preserve trails and the Philipse Manor train station, with a direct 45-minute commute to Grand Central, this home provides seamless access to New York City. Enjoy proximity to the Hudson River waterfront, Phelps Hospital, dog parks, pickleball courts, and the vibrant lifestyle of the Rivertowns, including seasonal festivals, art fairs, and the charm of historic Sleepy Hollow. Welcome to Sleepy Hollow Manor—where timeless suburban tranquility meets modern convenience.

34 Hemlock Drive, Sleepy Hollow

36 Fremont Road, Sleepy Hollow
$1,732,000
4 Beds ⋅ 4 Baths ⋅ 975748 MLS
Welcome to 36 Fremont Rd, Sleepy Hollow, NY, where your family’s next chapter begins! This charming Colonial is more than just a house, it’s a place where memories are made. Tucked into one of Sleepy Hollow’s most beloved neighborhoods, this classic 4-bedroom, 3.5-bath Colonial offers the kind of space and warmth where family life naturally unfolds. Mornings begin with sunlight streaming into the kitchen as breakfast is served and the day gets underway. Evenings bring everyone back together whether it’s homework at the table, laughter drifting in from the living room, or a quiet moment to unwind. At the heart of the home is a spacious primary suite, a true retreat at the end of a full day offering comfort, privacy, and room to breathe. The additional bedrooms provide flexibility for growing families, visiting relatives, or creative spaces to make your own. Life here extends beyond your front door. Tree-lined streets invite bike rides, weekend strolls, and neighbors who quickly become friends. There’s a timeless charm to Sleepy Hollow Manor where history, community, and everyday moments come together in a way that feels both grounded and magical. And just down the road, the Philipse Manor train station puts you on one of the most beautiful commutes in the region, rolling along the Hudson River directly into Grand Central. 36 Fremont Rd is where traditions begin, milestones are celebrated, and memories will be made for years to come!

36 Fremont Road, Sleepy Hollow

203 Palisades Boulevard, Sleepy Hollow
$1,700,000
4 Beds ⋅ 5 Baths ⋅ 971740 MLS
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!

203 Palisades Boulevard, Sleepy Hollow

11 River Street Unit #415, Sleepy Hollow
$1,625,000
2 Beds ⋅ 2 Baths ⋅ 954367 MLS
Experience refined waterfront living in this impeccably renovated residence with sweeping views of the Hudson River and the iconic Mario M. Cuomo Bridge. Located at 11 River Street, Unit 415, this one-of-a-kind home offers the ideal blend of luxury, convenience, and value, perfectly suited for both city buyers seeking an elevated transition and right-sizers looking for a change without compromise. A gracious entry foyer introduces a thoughtfully designed interior featuring custom built-ins throughout and a home office, ideal for today’s flexible lifestyles. The open chef’s kitchen is both elegant and highly functional, showcasing quartz countertops, Viking and Bosch appliances, a Miele dishwasher, new fixtures and hardware, and seamless flow into the living and dining areas. New windows frame breathtaking river and bridge views, while custom automatic blinds and shades in every room provide privacy and ease at the touch of a button. Two exquisite full bathrooms have been fully renovated with refined finishes, complemented by all-new lighting, fixtures, and hardware throughout. Every detail has been meticulously curated, creating a move-in-ready residence that feels better than new, with the added advantage of lower monthly charges and taxes when compared to neighboring buildings. This home offers true lock-and-leave living, combining the ease of a luxury condominium with the comfort and sophistication of a high-end private residence. The full-service waterfront building features a pool, firepit, gym, and concierge services. Two assigned indoor parking spaces are included, one with an EV charger. The new windows and balconies assessment has been paid in full, providing long-term value and peace of mind. Ideally located along the Hudson River, the residence is a short walk to Tarrytown Metro-North for an easy Manhattan commute, as well as Rivermarket, Hudson Farmer & The Fish, the new DeCicco’s, and local shops and dining. A rare opportunity to enjoy elevated Rivertown living with iconic views, turnkey luxury, and exceptional value relative to new construction.

11 River Street Unit #415, Sleepy Hollow

206 Legend Drive, Sleepy Hollow
$1,550,000
4 Beds ⋅ 5 Baths ⋅ 1002187 MLS
Wonderful Convenience & Beautiful Lifestyle in this Spacious & sunny 4 bedroom "Brownstone" home at Toll Bros Edge-on-Hudson in stunning new Sleepy Hollow community. Walk to Shops, Restaurants and The Riverwalk. 39 mins Express by Metro North to Grand Central. Short walk or use included shuttle to station. Boasting High Ceilings, oversized Windows & Open Floor plan this custom home has it ALL, including a 1st floor Bedroom/Den with full bath, Mudroom w built- ins, Laundry room on main bedroom level, Great room w walls of Windows and Gourmet kitchen w waterfall island & walk in-pantry, large Dining area, Living room w built ins & gas fireplace & balcony, a Separate Family Room, Lots of Outdoor space including covered “room” and outdoor sitting, grilling and dining, large 2 car garage plus parking for 2 addtl cars in driveway. Privacy tinted windows, whole house water filtration. Recently built & super energy efficient, this home is just right!

206 Legend Drive, Sleepy Hollow

12 Webb Road, Sleepy Hollow
$1,500,000
5 Beds ⋅ 4 Baths ⋅ 1007061 MLS
Situated in "Sleepy Hollow Manor" (one of Westchester's most sought after neighborhoods) is this very spacious 5-bedroom colonial style gem. Main level has hardwoods throughout and a wonderful open-plan living space. The open concept (L-shaped) living room leading to the dining room benefits sunlight from both the eastern & western sun allowing for maximum natural light throughout the day. The den is anchored by a wood-burning fireplace and opens (through french doors) to the family room which is has 3 different sun exposures....then a sliding door out to a brick patio in the rear of the home for grilling, lounging, meals, & entertainment. Below that is a wonderful firepit area for those days/nights in the fall & winter. The (sunken) primary suite has a massive bathroom with a whirlpool tub and a walk-in closet. A commuter's delight, this home is a walk to Philipse Manor train, then just 40 minutes to NYC (with express trains!). Enjoy Rockefeller Preserve with miles of jogging, walking, hiking & biking trails. For efficiency purposes the owners created 4 different heating and 2 separate a/c zones allowing for maximum efficiency and lower monthly Con-Ed billing...

12 Webb Road, Sleepy Hollow

11 River Street Unit #401, Sleepy Hollow
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 964915 MLS
This meticulously maintained three-bedroom, three-full-bathroom residence represents one of the most desirable and versatile layouts in all of Hudson Harbor at 11 River Street. Top floor living (no upstairs neighbor and high views). With three true bedrooms and three full bathrooms, the home offers a level of scale and flexibility that is rarely available. Whether accommodating guests, creating multiple dedicated work-from-home spaces, or simply enjoying the comfort of additional full baths, the layout supports both everyday living and long-term adaptability. Full southern exposure floods the residence with natural light from sunrise through sunset, a distinction that enhances the home’s warmth, energy, and overall livability. Expansive floor to ceiling windows frame captivating views of the Hudson River and the iconic Mario M. Cuomo Bridge (formerly the Tappan Zee) providing a dramatic, beautiful and ever-changing backdrop. Lovingly cared for by one owner, the residence reflects true pride of ownership and presents in exceptional condition. Additional highlights include: Two assigned indoor parking spaces with dedicated private EV charging Generous open-floor proportions ideal for entertaining A thoughtfully balanced layout offering privacy between bedroom suites. Custom shades and closet built-ins along with high-end Bosch appliances. Sun-filled interiors throughout the day Ideally positioned 700 yards from the Tarrytown Metro-North station for a seamless Manhattan commute, the home also enjoys immediate access to the Hudson River promenade and all the amenities of the RiverWalk — including scenic pathways, green space, The Farmer & the Fish, the RiverMarket Bar & Kitchen, and waterfront recreation — along with nearby dining, shopping, DeCicco's grocer and village conveniences. A rare offering where space, light, views, interior space and location align beautifully.

11 River Street Unit #401, Sleepy Hollow

62 Hemlock Drive, Sleepy Hollow
$1,385,000
4 Beds ⋅ 3 Baths ⋅ 1021878 MLS
Discover timeless Colonial charm at 62 Hemlock Drive, ideally situated in the sought-after village of Sleepy Hollow. Set on a beautifully level 0.38-acre property, this classic 1966 center hall Colonial offers four spacious bedrooms, 2.5 bathrooms, and an attached two-car garage. Beautifully updated for today’s lifestyle, the home showcases a state-of-the-art renovation featuring a stunning newly created kitchen that seamlessly flows into the main living area, creating an ideal space for everyday living and entertaining. The kitchen opens directly to a pristine deck overlooking the private, level backyard, making indoor-outdoor living effortless. Hardwood floors extend throughout the home, while the inviting family room features a wood-burning fireplace. A spacious formal dining room and sun-filled living room complete the main level. The second level boasts an expansive primary suite highlighted by a fully renovated spa-inspired bathroom and redesigned walk-in closet. Three additional generously sized bedrooms share a beautifully appointed hall bath. Ceiling fans and updated lighting have been installed in the main living area and all upstairs bedrooms for enhanced comfort and style. Additional improvements include a thoughtfully expanded mudroom, foam insulation added to the attic for improved energy efficiency, and fresh interior paint. The unfinished lower level offers abundant storage and outstanding potential for a recreation room, home gym, office, or additional living space. The backyard provides a peaceful setting enhanced by three River Birch trees and four mature pine trees, creating both privacy and natural beauty. Located in the highly desirable Sleepy Hollow Manor neighborhood, residents enjoy picturesque tree-lined streets with convenient access to Rockefeller State Park Preserve, the Rockwood trails, and the scenic Hudson River waterfront leading to the Philipse Manor Metro-North station. 1.2 miles away you will find 39 minute express service to Manhattan, making commuting effortless. Ideally located near Phelps Hospital, major roadways, walking and biking trails, this exceptional home offers the perfect blend of modern updates, classic character, and everyday convenience. More than just a home, 62 Hemlock Drive offers an exceptional lifestyle in one of Westchester’s most desirable riverfront communities. All information to be verified independently by buyer

62 Hemlock Drive, Sleepy Hollow

102 Legend Drive Unit #202, Sleepy Hollow
$1,358,500
2 Beds ⋅ 2 Baths ⋅ 990137 MLS
Single-floor living at its finest at the Lofts at Edge-on-Hudson. This stunning 1,235 sq. ft. corner two-bedroom blends generous interior space with 575 sq. ft. of private outdoor living, including a sunny south-facing terrace and a morning-light east-facing balcony just off the kitchen, perfect for coffee at sunrise or effortless indoor–outdoor entertaining. The open layout feels expansive and airy, enhanced by wide-plank wood flooring, 10-foot ceilings and dual exposures that fill the home with natural light throughout the day. The kitchen features a refined palette of materials, including waterfall quartzite island countertops, custom cabinetry, a full Carrara marble backsplash, stainless steel appliances, and a professional-grade hood, creating a space that is as functional as it is elegant. Thoughtful upgrades continue throughout the home, including fully built-out closets, custom wallcoverings, automated shades, and in-unit laundry. The primary bath features full-height marble and mirrored vanity area, and the terrace has been upgraded with Bison wood decking, creating a polished outdoor retreat. Parking and storage are equally convenient with a private heated garage equipped with an EV charger and built-in storage plus a second parking space in attached driveway with additional parking available in the private lot. Residents of the Lofts enjoy access to a lounge, fitness center, and rooftop terrace. Building has full-time super and storage closets available for rent directly across from garage access. Verizon FiOS is included in the HOA. Located within Edge-on-Hudson, Sleepy Hollow’s vibrant waterfront community just 25 miles north of Midtown Manhattan, the building is ideally positioned near the RiverWalk waterfront promenade, scenic trails, parks, and DeCicco & Sons gourmet market. Two Metro-North stations with express service to Grand Central are nearby, with shuttle pickup and drop-off directly at the building entrance. A rare opportunity to enjoy modern loft living with generous outdoor space in one of the Hudson River’s most exciting waterfront communities. Town and school taxes have been successfully grieved and reductions will implemented later this year.

102 Legend Drive Unit #202, Sleepy Hollow

7 Mahoney Place, Sleepy Hollow
$1,335,000
5 Beds ⋅ 3 Baths ⋅ 995816 MLS
Nestled in the heart of Webber Park, 7 Mahoney Place is a delightful and sustainable two-family home that perfectly balances modern efficiency with a gardener’s paradise. The main residence offers a bright 3-bedroom, 1.5-bathroom layout featuring a sunny eat-in kitchen that flows onto a private deck overlooking a fenced-in yard. The property's versatility is unmatched, with a completely gut-renovated 2-bedroom lower unit and a separate artist studio for ultimate flexibility. Outside, the grounds are a living sanctuary filled with native plants, pollinator beds, and raised veggie gardens, boasting an incredible edible landscape of strawberries, raspberries, blackberries, blueberries, elderberries, and even peach and apricot trees. This eco-friendly home, complete with solar panels and an EV charging station, is ideally situated just moments from the train, local shops, Douglas Park, and the scenic Old Croton Aqueduct Trail.

7 Mahoney Place, Sleepy Hollow

146 Hunter Avenue, Sleepy Hollow
$1,215,000
3 Beds ⋅ 3 Baths ⋅ 987914 MLS
Nestled in the highly coveted Philipse Manor neighborhood of Sleepy Hollow, this sun drenched spacious split-level home seamlessly blends functionality with comfort. Step inside the entry and find a large, flexible room with bay windows and an ensuite half bath, perfect as a home office, family room, or guest space. The main level, anchored by a stately natural stone fireplace, features an open concept living and dining area with kitchen. A wall of sliding glass doors floods the space with natural light and opens to a large Trex deck, ideal for indoor-outdoor living and entertaining. Upstairs, the primary bedroom includes an ensuite bath, accompanied by two additional well-proportioned bedrooms and a full hall bath. The lower level offers additional recreational or family room space, along with a laundry room and walk-out access to a large, fully fenced backyard. The home is further enhanced by recently updated, energy-efficient mechanicals (2020–2022), including a Navien hot water system and Fujitsu HVAC system. Philipse Manor is known for its exceptional walkability, wide tree-lined streets, and unique Hudson River lifestyle. Residents enjoy access to a private beach club and marina, along with a dedicated Metro-North Hudson Line station just 0.5 miles away, offering a seamless commute to New York City. Don’t miss this wonderful opportunity to bring your vision to life and make this special property your own.

146 Hunter Avenue, Sleepy Hollow

140 Beekman Avenue, Sleepy Hollow
$1,100,000
6 Beds ⋅ 3 Baths ⋅ 1014889 MLS
Rare opportunity to own this move-in and investment ready property located in the heart of the desirable village of Sleepy Hollow. This legal three-family home has recently undergone extensive compliance and safety updates, including newly issued 2026 Certificates of Occupancy for the roof, two new Granby 275-gallon oil tanks(550 gallon supply), removal of the underground oil tank a new rear deck built to commercial standards. In addition, the public corridors received emergency egress lighting, new fire extinguishers and 10-year smoke and carbon monoxide detectors. All improvements meet New York State and Sleepy Hollow standards, offering peace of mind and reducing future compliance concerns for the next owner. Sleepy Hollow is known for its small-town charm and rich historical backdrop, this picturesque riverfront village offers scenic parks, tree-lined streets, and an easy commute to Manhattan via Metro-North. Sleepy Hollow is part of the acclaimed Tarrytown School District and offers a vibrant community spirit, from seasonal farmers markets to festive Halloween celebrations that honor Washington Irving’s legendary tale. This residential income property is perfect for investors or owner-occupants looking to generate additional rental income. The property features 3 spacious and impeccably clean units with thoughtful updates and consistent maintenance. A clean finished lower walkout level provides added flexibility. Enjoy a private backyard with ample parking and 2 individual garages that add tons of convenience. Each unit, including the lower level has its own metered electric while the building shares an oil-powered furnace. With several future and ongoing infrastructure & redevelopment projects in Sleepy Hollow, now is the time to purchase for projected long-term value appreciation!

140 Beekman Avenue, Sleepy Hollow

20 Hudson Terrace, Sleepy Hollow
$1,050,000
5 Beds ⋅ 3 Baths ⋅ 956155 MLS
This renovated three-family home in the historic village of Sleepy Hollow is just steps away from local restaurants and shops. Major updates include a new roof and heating system. Premium features include off-street parking, storage, an on-site laundry facility, and a level, quiet rear yard. The third level boasts panoramic Hudson River and village views, along with a rooftop terrace perfect for entertaining. Conveniently located down the block from the new DeCicco's specialty market with a coffee shop and wine bar, it’s also near the Riverwalk promenade park at The Edge on Hudson community. Close to the Metro-North train, Bee-Line bus, Rockefeller State Park, scenic trails, Stone Barns, and other historic attractions, the Tarrytown Lakes offer biking and walking trails, kayaking in warmer months, and outdoor ice skating in the winter.

20 Hudson Terrace, Sleepy Hollow

123 Van Tassel Avenue, Sleepy Hollow
$1,032,500
5 Beds ⋅ 3 Baths ⋅ 989589 MLS
Welcome to 123 Van Tassel Avenue, a quintessentially charming 5-bedroom, 3-bathroom Colonial situated on a quiet, tree-lined street in the heart of Webber Park in Sleepy Hollow. This home is defined by its traditional and highly functional layout, offering distinct spaces that cater to a modern lifestyle while retaining classic appeal. The first floor centers around an inviting living room anchored by a beautiful fireplace, providing a perfect setting for a piano and library. This space leads into a bright eat-in kitchen with a center island and direct access to a large back deck, perfect for outdoor dining and entertaining. On the other side of the stairs, a separate and spacious family room provides a comfortable secondary living area. The main level is completed by a spacious bedroom and full bathroom, ideal for guests or multi-generational living. Upstairs, the home continues to impress with four additional bedrooms, including a primary suite with an attached home office and an exclusive second-story deck. A secondary bedroom on the opposite side of the hall also serves as a suite with its own private ensuite bathroom. Storage is abundant throughout, including a massive walk-up attic and a full unfinished basement. Ideally located moments from downtown Sleepy Hollow and Tarrytown, the famous Douglas Park, Rockefeller Trails, and the OCA Trail, this home offers an unparalleled blend of space, character, and village convenience. A quick 38 minute train ride to Grand Central is the icing on top.

123 Van Tassel Avenue, Sleepy Hollow

9 Irving Place, Sleepy Hollow
$960,000
7 Beds ⋅ 4 Baths ⋅ 1030605 MLS
Centrally located in the historic Village of Sleepy Hollow, just one block from vibrant Beekman Avenue, this turnkey Two-Family home with numerous improvements and updates in recent years, offers an exceptional opportunity for owner-occupants and investors alike. Both units are uniquely large duplexes - 1,745 SF (4 bed, 2 full baths) and 1,650 SF (3 bed, 2 full baths) - each featuring a private deck, an eat-in kitchen, in-unit laundry, high ceilings, tall windows, and on-site parking. This property is ideally suited for those looking to live in one unit while offsetting their mortgage and property taxes with rental income, or investors looking to add to their rental portfolio. Within one mile you’ll find the Metro-North Tarrytown Station (36 minutes from NYC), the scenic Hudson River waterfront, marinas, restaurants, and the transformative Edge-on-Hudson development, DeCicco & Sons gourmet supermarket, and more. If you enjoy street fairs, cultural festivals, live jazz, rich history, local legends, and one of the country’s most celebrated Halloween destinations, you will love calling Sleepy Hollow home this Fall. Stated taxes are before the STAR savings of $1,591 for those who owner-occupy.

9 Irving Place, Sleepy Hollow

24 Gory Brook Road, Sleepy Hollow
$945,000
3 Beds ⋅ 1 Baths ⋅ 1011529 MLS
Bordering The Old Croton Aqueduct (OCA) Trail and perched high on the hill in the highly sought-after Webber Park neighborhood of historic Sleepy Hollow, lies this vintage Colonial offering Hudson River/Palisades views from most rooms. And, with direct access to the OCA Trail from the back of the house, which seamlessly flows into the Rockefeller State Park Preserve you can enjoy hiking trails, horseback riding, jogging, birdwatching, fishing, dog walking, and much more. Features/recent improvements include: repainted interior/exterior, original moldings & interior doors, young roof, refinished original hardwood floors, new Range & Refrigerator, and a heated Sunroom (could also work well for a home office or future powder room). The location offers many benefits with a neighborhood park (Douglas Park) just a block away and a short walk into the heart of the Village where you will find shops, restaurants, and the Edge-on-Hudson waterfront park/community, plus a scenic walk to the Philipse Manor train station (39-minute express trains from Grand Central). Settle here soon to begin the next chapter in your journey of life and learn for yourself what makes Sleepy Hollow "legendary," and before you know it, you too will be part of/immersed in Washington Irving's storybook setting, and all that the area/community has to offer! Stated taxes are before the STAR savings of $1,591.

24 Gory Brook Road, Sleepy Hollow

10 Anderson Avenue, Sleepy Hollow
$939,000
4 Beds ⋅ 2 Baths ⋅ 981573 MLS
In the desirable area of Webber Park is a turn-key opportunity for someone seeking a fabulous two-family, updated place to call home, to use as an investment or both! This Ranch-style property lives and feels like a single-family home and has separate, private entrances for each unit. The larger of the two is on the main level of the home, with 8 windows in the open living area (including a bay window) keeping every sleek, sophisticated inch light and bright, complemented by a stunning, electric fireplace and recently refinished hardwood floors throughout. There are two bedrooms, an updated bath, a bonus room to use as an office or a third bedroom plus a massive, private patio off the kitchen that spans over 1300 sq ft. This outdoor oasis is a perfect place to "stay calm and garden on" surrounded by evergreens, ivy, daffodils and more. The lower level unit of approx. 700 sq ft has a separate street-level entrance, two bedrooms, one bathroom, several closets and has a separate water heater as well as a dedicated gas boiler and electric meter. There is an internal staircase that connects the two floors if a single-family use is of interest down the line. This prime location offers easy commuting options into NYC from either the Philipse Manor or Tarrytown Metro-North train stations. Both stations are less than a mile away and provide a scenic train ride along the Hudson River to Grand Central in approximately 40 minutes. Very nearby are area gems such as the Rockefeller preserves and trails, the Old Croton Aqueduct Trail, Douglas Park playground, schools and all that Historic Sleepy Hollow is known and loved for.

10 Anderson Avenue, Sleepy Hollow

11 Spruce Street, Sleepy Hollow
$835,000
4 Beds ⋅ 2 Baths ⋅ 984177 MLS
On-the-market after 55+ years with the same family, the restoration of this 1916 grand Colonial has begun and offers the next homeowner a wonderful opportunity to further enhance and put their stamp on this unique and spacious home located in the highly sought-after Webber Park neighborhood of historic Sleepy Hollow. Formerly a legal two-family residence, with a no-step side entrance into the lower-level, the home and property can work extremely well for multi-generational living and/or occupants needing multiple options for privacy/quiet work-from-home spaces... extensive off-street parking, plus a one-of-a-kind 2+ story detached garage, offering limitless possibilities for one to benefit from, completes the picture! Inside the home you will find a grand foyer, period details, high ceilings, tall windows, refinished hardwood floors, plus a wood-burning fireplace. The property is sited high and offers Hudson River/Palisades views from most rooms, and is located on one of the quiet dead-end tree streets with direct access to the Old Croton Aqueduct (OCA) Trail, which seamlessly flows into the Rockefeller State Park Preserve where you can enjoy horseback riding, jogging, birdwatching, fishing, dog walking, and much more. Enjoy the neighborhood park and playground, Douglas Park, a scenic walk to the Philipse Manor train station (39-minute express trains from Grand Central), and many other attractions/amenities from this homestead. While the major exterior components have recently been addressed e.g., siding & windows a few years old, roof 14 years young, etc. protecting your investment, the home is waiting for its new owner who appreciates the full potential and continues to restore the interior to its former glory. Settle here soon to begin the next chapter in your journey of life and learn for yourself what makes Sleepy Hollow "legendary," and before you know it, you too will be part of/immersed in Washington Irving's storybook setting, and all that the area/community has to offer! Stated taxes are before the STAR savings of $1,591.

11 Spruce Street, Sleepy Hollow

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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