Sleepy Hollow Real Estate Search

Sleepy Hollow Just Listed Properties for Sale

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Newest Sleepy Hollow Just Listed Properties for Sale

$549,999
3 Beds 2 Baths 1048036 MLS
Welcome To This Charming 3 Bedroom, 1.5 Bathroom Home In Shirley, NY, Offering Comfortable Living Space, Thoughtful Features, And An Expansive Half Acre Property With Plenty Of Room To Make It Your Own. Step Inside To An Inviting Open Concept Layout Where The Kitchen And Dining Area Flow Seamlessly Into The Living Room, Creating A Comfortable Space For Everyday Living And Entertaining. Hardwood Flooring Runs Throughout The Main Living Areas, While The Bedrooms Feature Carpeting For Added Warmth And Comfort. The Spacious Primary Bedroom Offers The Convenience Of Its Own Private Half Bathroom. Additional Highlights Include A Conveniently Located Washer And Dryer In The Hallway, A Partially Finished Basement And A Full Attic Offering Abundant Storage. Outside, The Property Sits On Approximately Half An Acre, Providing Plenty Of Room For A Designated Outdoor Eating Area, Sheds, Gardening, Recreation, Or Whatever Suits Your Lifestyle. Beautiful Foliage And Covered Porch Add To The Property's Charm And Create A Peaceful Outdoor Setting. Conveniently Located Near Shopping, Major Roadways And The Expressway, This Home Also Offers Easy Access To Smith Point Beach, Making It A Great Choice For Those Who Enjoy Both Convenience And Coastal Living. With Its Functional Layout, Generous Lot, Ample Storage, And Desirable Shirley Location, This Home Offers A Wonderful Opportunity To Create The Lifestyle You've Been Looking For.

152 Grand Avenue, Shirley

$525,000
3 Beds 3 Baths 1047290 MLS
Welcome to 103 Edgehill Drive, a spacious and inviting raised ranch offering 3 bedrooms, 1 full bath, 2 half baths and almost 2000 finished SQFT of versatile living space in the heart of the highly sought after Edgehill Manor subdivision. Set on a beautifully maintained and level half acre, this home makes a wonderful first impression with its classic brick-and-siding exterior, sweeping front lawn, mature trees, established landscaping and paved driveway leading to an oversized two-car attached garage. Step inside to discover a bright, comfortable interior filled with gleaming oak floors, natural light and charming details. The expansive main living room is anchored by a classic brick fireplace, a large bay window, warm natural wood trim and an open layout that offers plenty of room for both everyday relaxation and entertaining. The adjoining dining area is enhanced by a decorative chandelier and glass doors that open directly onto the rear deck, allowing gatherings to flow effortlessly outdoors. Overlooking the lush backyard, the kitchen offers an abundance of wood cabinetry and generous counter space. The main level includes three well-proportioned bedrooms, each featuring hardwood floors, natural woodwork and ample closet space. The spacious primary bedroom offers the added convenience of an en suite half bath, while the full hallway bathroom features an extended vanity with abundant storage, a wall-to-wall mirror and a tub and shower combination. The home’s open floor plan, sun-filled rooms and timeless details create a warm foundation ready to complement a variety of decorating styles. The finished lower level provides an impressive amount of additional living space and endless possibilities. The oversized family room features a second brick fireplace, recessed lighting and sliding glass doors leading to the backyard, making it an ideal setting for a potential mother/daughter set up, media room, recreation space, home gym, office, playroom or guest area with a second half bath. Finishing the lower level features a separate laundry room, additional storage and direct interior access to the oversized two-car garage. The outdoor space is made for enjoying every season. Relax or dine on the elevated rear deck overlooking the property, then spend warm summer days beside the in-ground pool, which is surrounded by a spacious concrete patio and enclosed with attractive white privacy fencing. Additional highlights include central air and town water. Excellent location, minutes to Route 9, I-84, Villages of Wappingers & Fishkill, culinary grade restaurants, schools, shopping and more, this well loved home is ready for its next owner.

103 Edgehill Drive, Wappingers Falls

$2,795,000
4 Beds 7 Baths 1048047 MLS
Sunny Ridge. Brewster’s most extraordinary offering. Set behind iron gates up a long winding drive, this estate will thrill you. Perched on a peaceful cul-de-sac street in a highly sought-after location on the Southeast/North Salem border - just 60 miles from NYC and 4 miles to the Metro North train station. Set on over 15 acres with commanding panoramic views and a profound sense of privacy - your closest neighbors are the horses at the abutting farm. The 8,000+ sq. ft main residence offers a level of craftsmanship that simply doesn’t exist at this price point. As you step inside the entry foyer, the exquisite architectural details are immediately apparent - custom millwork, detailed moldings, elegant archways, tray ceilings, and gleaming hardwood floors. The focal point is an incredible floating staircase - providing access to three magnificent levels of luxury living. There is a formal living room with soaring 20+ foot ceilings, six fireplaces, a massive fully equipped chef’s kitchen, a fully finished 2200+ sq. ft lower level with custom wet bar, movie theater, gym, wine cellar, and two french door walkouts to covered patios. Multiple offices for working from home. Cozy den with french doors out to wrap-around mahogany deck, covered porch, and outdoor kitchen with patio. Gorgeous formal dining room - ideal for dinner parties and entertaining. Upstairs, there is an expansive primary bedroom suite with sitting area, balcony, spa-like bath, and dual walk in closets. Down the hall, there are three additional en-suite bedrooms with walk-in closets and a laundry room. There is an attached heated 4 car garage, as well as a custom-built 4,000 sq.ft carriage barn, which provides garage space for an additional 12 cars. The carriage barn also offers a world of possibilities as a guest house, art/music studio, and more. Sunny Ridge is a rare and compelling opportunity for the discerning buyer seeking a private, resort-caliber estate within easy reach of Manhattan.

16 Reynwood Drive, Brewster

$899,000
3 Beds 3 Baths 1048009 MLS
0.2 mi to Jericho Tpke shops & dining • Primary suite on the main level • Fully fenced yard with new patio, firepit & shed • Taxes never grieved An expanded ranch on a 0.19-acre lot, a few hundred yards north of the Jericho Turnpike corridor and under a mile from the Syosset LIRR station. Inside, the plan opens rather than divides. The renovated eat-in kitchen has quartz counters, stainless appliances, and real counter space, and it flows into living and dining areas under cathedral ceilings, with hardwood floors throughout, crown molding, and a fireplace anchoring the main room. There's a formal dining room as well. Three bedrooms and three full baths. The primary suite sits on the main level with a walk-in closet, granite bath, jetted tub, and separate shower. A second bedroom and second full bath are also on the first floor, so single-level living is there for anyone who wants it. The finished basement spans the full footprint: recreation room, bonus room, an additional bedroom, a third full bath, laundry, and real storage. Room for a home office, gym, media room, or guests. French doors open to a fully fenced backyard with a new patio, firepit, garden, and shed. Detached garage and private driveway. Central air, forced-air heat, and central vacuum. Worth knowing: the taxes on this home have never been grieved. Nassau County lets owners file for review each year, and that's a door this one has never opened. Buyers should confirm figures and eligibility independently. Lidl 0.2 mi, The Local Table 0.15 mi, Hilltop Kitchen & Bar 0.3 mi. Syosset LIRR station and the Jackson Avenue shops about 0.9 mi, Mongo's Coffee 0.8 mi, Syosset-Woodbury Community Park 1.2 mi. A video tour is available

5 Willets Drive, Syosset

$950,000
3 Beds 3 Baths 1048043 MLS
Stunning Ranch on picturesque 3/4 acre property on quiet cul-de-sac. Welcome to this immaculate 3-bedroom, 3-bathroom ranch, a perfect blend of classic style and modern comfort. Step into the entry foyer which leads to a bright, sun-drenched Living Room and an elegant Dining Room, both featuring gleaming hardwood floors. The heart of the home is the expansive Vaulted Family Room, distinguished by a dramatic floor-to-ceiling brick fireplace and beautiful beamed wood ceilings, creating a warm, inviting atmosphere perfect for gathering. Glass sliders lead directly to the serene backyard oasis. The adjacent gourmet Kitchen boasts custom cabinetry, granite countertops, stainless steel appliances, and a charming dining area, all under another striking vaulted, beamed ceiling. The main level also features the Primary Bedroom with an en-suite Bath, along with two additional comfortable bedrooms and a full hall bath. The finished Lower Level expands the living space significantly, offering incredible versatility with a large Rec Room, a private Office, a spacious Den, a full bath, and a dedicated laundry room. Outside, the nearly 3/4 acre level lot is a private haven, featuring lush, mature landscaping and a large patio for outdoor dining and entertaining. This meticulously maintained home offers an exceptional lifestyle in a highly desirable location. Don't miss the opportunity to own this remarkable property!

15 Ramapo Lane, Chestnut Ridge

$695,000
4 Beds 2 Baths 1047901 MLS
Situated in the prestigious, historic hamlet of Quaker Hill, this exceptional property offers a rare blend of scale, privacy, & scenic beauty. Set well back from the road at the end of a long, sweeping driveway, the 6.57-acre setting borders the picturesque, rolling pastures of Akindale Thoroughbred Rescue. Offered for the first time in nearly 76 years, this is a rare opportunity to own a distinctive piece of Quaker Hill. The grounds feature soaring mature trees, a well-maintained lawn, & a stream running through the property, creating a beautiful pastoral setting & a truly tranquil retreat. For those seeking greater scale or additional investment potential, the adjacent 4.9-acre lot is also available, offering the opportunity to significantly expand the property’s footprint. Spanning 2,160 square feet, the classic 1950 Colonial features a four-bedroom, two-bath layout centered around a warm fireplace. An established vegetable garden sits just outside the door, ready for farm-to-table living, while a detached garage provides convenient parking & equipment storage. Pawling Village offers a walkable small-town center with local restaurants, shops, & community events just minutes away. Outdoor pursuits are equally close at hand, with Appalachian Trail access, local hiking, & the Harlem Valley Rail Trail all nearby. Metro-North service into New York City provides convenient access for commuters & weekend trips alike. Whether taking in quiet views of the resident rescue horses, tending the garden, or enjoying the stream, this home captures the character of the Hudson Valley—pairing serene country living with easy access to the village and surrounding amenities.

264 Quaker Hill Road, Pawling

$499,000
3 Beds 2 Baths 1047289 MLS
Welcome to 10 Meadow Lane, where generous living space, thoughtful updates, and inviting indoor and outdoor amenities come together on over an acre of beautifully landscaped grounds located in the heart of Pleasant Valley and within the Arlington School District. This spacious split-level home offers 3 bedrooms, 1.5 baths and almost 2200 finished SQFT of flexible living space designed for everyday comfort and effortless entertaining. A covered rocking chair front porch, attractive landscaping, and an expansive lawn create a warm first impression. Step inside to a bright and welcoming main level featuring an open, airy layout, crown molding, attractive flooring, and a beautiful bay window that fills the living room with an abundance of natural light. The spacious living and dining areas flow seamlessly together, providing plenty of room for relaxed daily living, holiday gatherings, and memorable celebrations. Renovated in 2020, the kitchen features white shaker cabinets, granite marble countertops, SS appliances, a subway tile backsplash, luxury vinyl plank flooring, ample counter space, and a convenient breakfast bar. Just beyond the main living areas, the sunroom was updated in March 2023 with luxury vinyl plank flooring, high efficient heat pump and surrounded by oversized windows, offering a peaceful and versatile space for morning coffee, reading, entertaining, exercising, or simply enjoying views of the backyard. Upstairs, three generously sized bedrooms feature oak flooring and abundant natural light. The primary bedroom includes a walk-in closet with extensive built-in cabinetry and drawers for exceptional storage and organization. The updated full bath offers a soothing neutral palette, soaking tub, tiled shower surround with decorative accents, and a rainfall-style shower head. The expansive lower-level family room was renovated in the fall of 2024 and offers an impressive amount of additional living space. A classic brick surround wood burning stove creates a warm focal point, while recessed lighting, multiple windows, and updated flooring enhance the room’s welcoming atmosphere. With plenty of room for oversized seating, a home theater, game area, playroom, gym, or home office, this level can easily adapt to your needs. A conveniently located half bath adds even more functionality. Outdoor living is one of the property’s standout features. Installed in the summer of 2023, the 36-by-18-foot above-ground pool features a 7-foot deep end and is surrounded by an expansive deck—creating the perfect setting for summer barbecues, pool days, entertaining, or relaxing in the sun. The fully fenced in backyard offers plenty of space to entertain, while mature trees provide a peaceful and private wooded backdrop. The home has tons of additional improvements include a new roof completed in 2019 with a transferable warranty, a washer and dryer added in February 2021, whole-house mini-splits for efficient heating and cooling installed in April 2023, owned solar panels installed in 2023 and new garage doors and WiFi openers installed in January 2025. Additional highlights include custom closets and storage, a full finished lower level, updated laundry room and attached oversized 2 car garage with added storage room. Excellent location, conveniently located near schools, shopping, dining, parks, and major commuter routes, this home offers the space, ample updates, and outdoor amenities you have been waiting for, private yet relative to all, come see beauty of the Hudson Valley!

10 Meadow Lane, Pleasant Valley

$350,000
3 Beds 2 Baths 1042187 MLS
Step inside through the welcoming foyer and discover a comfortable, light-filled living room perfect for relaxing, gathering with loved ones, or enjoying a quiet evening at home. Rich wood trim and classic French doors add character, while the adjoining formal dining room creates a beautiful setting for holiday celebrations, dinner parties, and everyday meals. The bright eat-in kitchen offers abundant cabinetry, plenty of workspace, a dedicated dining area, and convenient access to the backyard, making indoor-outdoor entertaining a breeze. Full updated first floor bathroom finishes the first floor living area. Upstairs you will find two spacious bedrooms, spacious primary bedroom featuring a walk-in closet, and a full updated bathroom. A finished walk-up attic provides even more possibilities and can easily serve as a recreation room, creative studio, work-from-home space, or additional storage. A full unfinished basement offers further storage and utility space. Outside, the home continues to impress with a rear deck overlooking a level, fenced-in backyard, a wonderful setting for summer barbecues, outdoor dining, gardening, play, pets, or simply enjoying the fresh air. A blue stone patio, storage shed, private driveway, and charming picket-fenced front yard complete the property. With municipal water, sewer, natural gas and a convenient location minutes to the Walkway over the Hudson, Marist University, Culinary Institute of America, amazing restaurants, shopping, dining, schools, parks, transportation, and more, come make 25 Taylor your own! PRICED TO SELL!

25 Taylor Avenue, Poughkeepsie

$899,999
3 Beds 3 Baths 1048021 MLS
Welcome home to 39 Daly Court in Riverhead! Set on a quiet cul-de-sac, this beautiful, turn-key modern one-story ranch offers the perfect blend of comfort, style and privacy. Bathed in natural light, the spacious living, dining, and kitchen areas feature large windows overlooking lush, mature gardens, creating a bright and inviting atmosphere throughout. The generously sized eat-in kitchen and adjoining dining room provide the perfect setting for everyday living or effortless entertaining. For Collectors, Artists or hobbyists, the well-lit garage (also perfect for Vintage Car Collectors) and additional spaces throughout the property offer inspiring room to create, display and pursue your passions. Step outside to your own private oasis. Mature trees frame the property and continue across the adjoining lots, creating a seamless natural landscape and an exceptional sense of privacy. Whether you're enjoying your morning coffee, entertaining guests, or simply unwinding at the end of the day, the backyard offers a peaceful retreat. Ideally situated to enjoy all the North Fork has to offer, you're just minutes from farm stands, acclaimed restaurants, shopping, town beaches, wineries and more! Experience the relaxed, sophisticated lifestyle of the Hamptons-without having to be in the Hamptons. And when you want to enjoy the South Fork, Southampton is only approximately 30 minutes away. Come discover the charm, privacy, and convenience of 39 Daly Court-your North Fork retreat awaits! **PECONIC TAX APPLIES**

39 Daly Court, Riverhead

$1,450,000
2 Beds 3 Baths 1047452 MLS
Rarely does an opportunity come along that combines the scale and craftsmanship of a luxury home with the income-producing benefits of a three-family property. Completely rebuilt and renovated from the ground up, this exceptional property offers a unique owner-occupied lifestyle: live luxuriously in the 1,900-square-foot two-story top-floor residence while generating rental income from two additional apartments. Designed with extraordinary craftsmanship and attention to detail, the owner's residence is a one-of-a-kind retreat featuring soaring spaces, oak flooring, custom wood cabinetry and trim, glass railings, skylights, and multiple decks with breathtaking views of Mount Beacon. A versatile loft space provides the perfect setting for a home office, creative studio, gym, playroom, or additional living space, allowing the home to adapt beautifully to how you live and work. The luxurious primary residence also features a spectacular custom bathroom with double sinks, a two-person Jacuzzi tub, and an expansive steam shower. Every element reflects thoughtful design and meticulous craftsmanship. For the financially minded homeowner, the two additional apartments provide an exceptional opportunity to offset the cost of ownership while enjoying the benefits of a beautifully renovated luxury residence. Each apartment has its own heating and cooling mini-split system, electric meter, laundry, and dedicated parking. Set on a beautifully landscaped corner lot, the property is introduced by a stunning stone wall and enhanced by mature landscaping, creating a peaceful outdoor environment. Security and sprinkler systems provide additional peace of mind, while solar electric serving the owner's apartment adds energy efficiency. Just a few short blocks from Beacon's vibrant east end of Main Street, you'll be close to all that makes Beacon such a sought-after destination.

43 Ackerman Street, Beacon

$3,200,000
6 Beds 6 Baths 1048013 MLS
Private Appointments ONLY.... 2024 Renovated and Expanded Colonial with a " Mom" suite located in “The Castles” in WOODBURY! Set on a magnificent .63 acre property, this beautifully expanded Colonial offers exceptional space, privacy, and resort-style outdoor living — with room for Mom! Thoughtfully designed for both comfortable everyday living and impressive entertaining, this special home features a saltwater pool, sports court, outdoor entertainment area with a beautiful 30’ outdoor pavilion with outdoor fireplace and TV creates an inviting retreat entertaining guests or simply relaxing in the shade—adding charm and comfort to the home’s outdoor living space- also a fire pit and extensive outdoor speaker system. No Landscaper needed for backyard as the turf is no maintenance! Inside, quality details and sophisticated finishes are found throughout, including 3/4” white oak hardwood floors, a beautifully appointed kitchen with Fisher & Paykel 30” paneled refrigerator/freezer columns, 24” paneled dishwasher, and a Thermador cooktop. The inviting family room features ceiling speakers, creating the perfect setting for movie nights, gatherings, and relaxing. Total taxes ONLY $32,552 The outdoor space is truly an entertainer’s dream. Enjoy summer days around the saltwater pool, games on the sports court, and evenings gathered around the gas BBQ, fire pit, or outdoor fireplace. Additional highlights include a heated garage with electric radiant flooring, a stadium light illuminating the backyard from above the garage, and a 7-zone sprinkler system. Finished basement! A rare opportunity to enjoy the space and privacy of an expansive Syosset property with incredible indoor-outdoor amenities — and flexible living space perfect for extended family. Pool. Sports court. Entertaining spaces. Room for Mom. Finished basement. This is Syosset living at its best. Syosset Schools! Berry Hill Elementary, Southwoods Middle and Syosset High School

6 Castle Court

$999,000
3 Beds 2 Baths 1040663 MLS
Nestled in the heart of Astoria, this exceptionally spacious and thoughtfully updated three-bedroom, two-bath residence beautifully blends classic prewar character with the most sought after modern features. High ceilings, exposed brick, and graciously proportioned rooms are complemented by an open floor plan, oversized kitchen island, in-unit laundry, abundant storage, and a large pantry. From the moment you enter, the expansive living and dining spaces flow seamlessly into a thoughtfully redesigned kitchen ideal for both everyday living and entertaining. A custom banquette defines the dining area and creates an inviting built-in space for morning coffee, dinner gatherings, or long evenings with friends. The kitchen features white shaker cabinetry and a top of the line suite of appliances, including a Bertazzoni range and microwave, Bosch dishwasher, and Fisher & Paykel refrigerator and freezer. A generously sized pantry provides exceptional additional storage, while every closet throughout the home has been built out for maximum functionality. Custom window treatments offer privacy and flexibility while allowing the home’s generous natural light to remain a defining feature. Set within Astoria Lights, a distinctive cooperative known for its impressive collection of amenities, residents enjoy a beautifully landscaped and furnished courtyard, a communal sky deck with sweeping 360-degree views of Manhattan and Brooklyn, an expansive fitness center, bike storage, and additional common laundry facilities ideal for oversized items and bedding. With an unbeatable location and everything you need right outside your door, this apartment offers an exceptional opportunity to experience the best of Queens. Just steps from vibrant Steinway Street, you’ll be surrounded by an exciting mix of restaurants, cafes, local favorites, and everyday conveniences. Enjoy the neighborhood’s diverse dining scene and lively energy, all while having the N and W subway lines nearby for an easy commute to Manhattan and beyond. For added convenience, parking may also be available. Spacious, stylish, and exceptionally well considered, this is a home that pairs the character of classic Astoria with the ease and functionality of modern living.

24-65 38th Street Unit #B9/B10, Astoria

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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.