Sleepy Hollow Real Estate Search

Sleepy Hollow 4 Bedroom Properties for Sale

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Newest Sleepy Hollow 4 Bedroom Properties for Sale

$899,900
4 Beds 4 Baths 1048837 MLS
Set on a private, wooded one-acre property in Middletown, this remarkable mid-century modern residence offers a rare opportunity to own a home designed and personally occupied by renowned local architect Dennis Jurow. With more than 4,000 square feet of living space, the home reflects Jurow’s distinctive architectural vision through its dramatic design, abundant natural light, and seamless relationship with the surrounding landscape. Inside, soaring ceilings and expansive walls of glass create an open and airy atmosphere, while triangular clerestory windows and striking architectural lines add visual interest throughout. Ten sliding glass doors bring the outdoors into nearly every aspect of the home, providing an effortless connection to the property’s mature trees, private grounds, and peaceful setting. The residence has been lovingly preserved, allowing many of Jurow’s original design elements to remain part of the home today. Custom built-ins, distinctive tile flooring, original lighting, sunken gathering spaces, and thoughtfully arranged living areas highlight the character and craftsmanship of the original design. One of the home’s most unique features is Jurow’s original architectural studio, a space that can continue to serve as a creative workspace or easily function as a private office or professional suite. An additional wellness room or office offers further flexibility for work, relaxation, or everyday living. The outdoor spaces are equally inviting. Surrounded by mature trees and natural landscaping, the property offers multiple areas for entertaining and relaxing, along with an in-ground pool that creates a private retreat during the warmer months. The home’s zoned living areas also allow for efficient heating and cooling while providing comfort throughout its expansive footprint. Distinctive, thoughtfully preserved, and rich with local architectural history, this is a residence unlike the typical offering. From its signature mid-century details to its extraordinary connection between indoor and outdoor living, the property presents a unique opportunity to become the next steward of one of Dennis Jurow’s most personal designs.

21 Lincoln Terrace Unit #19, Middletown

$899,000
4 Beds 3 Baths 1046265 MLS
Truly inviting, this expanded Dutch Colonial is filled with warmth, charm and character. From the moment you step inside, this home offers a timeless appeal and is effortlessly comfortable. A dramatic two-story entry welcomes you, flowing gracefully through French doors into the generously sized living room with fireplace, sitting room, and an office. The dining area is perfect for family gatherings, with sliders to a Trex deck for summer barbecues. The kitchen opens up to a breakfast room with knotty pine cathedral ceilings. Additionally on this level there is a large study/flex room, hall bath, and door to 2 car garage. A few steps up is a convenient attic, with another few steps ascending to the second level, where you will find 2 additional bedrooms, a hall bath, and a primary bedroom. The basement consists of a utility room, work room, and steps down to a playroom with door to patio, and deck. The lower level consists of a family room, bedroom, and full bath, pantry, great for an au-pair, (728 sq ft. not included in total sq ft. )The back yard offers a patio with steps descending to a level yard with mature landscaping that provide privacy, and an array of gardens. Enjoy beautiful sunsets and the changing colors of fall, along with all that this season has to offer. Conveniently located close to train, public transportation, schools, shops, and restaurants. Enjoy the many recreational offerings at nearby Kensico Dam, from scenic walking, biking and summer activities, and the magical Winter Wonderland during the holiday season.

19 Wall Avenue, Valhalla

$1,150,000
4 Beds 2 Baths 1048942 MLS
BELLE HARBOR BEACH BLOCK – STUNNING 4 BEDROOM, 2 BATH CONDO WITH SPECTACULAR OCEAN VIEWS! A truly special property offering the ease of condo living with the space, privacy and outdoor amenities you would expect from a private home — all on a coveted Belle Harbor beach block just steps from the beach and boardwalk. This beautifully appointed 4-bedroom, 2-bath residence features a bright, open-concept kitchen, living and dining area with high-end finishes throughout, including top-of-the-line appliances, quality fixtures and beautiful detailed tile work. One of the standout features of this home is its FOUR private balconies, providing incredible outdoor living on both sides of the residence. Two spacious balconies face the ocean — one located directly off the living room and the other off the primary suite. Both are generously sized for beautiful outdoor furniture and offer spectacular, unobstructed ocean views, creating the perfect spaces for morning coffee, outdoor dining, entertaining or simply relaxing and enjoying the sea breeze. Two additional balconies overlook the private backyard — one off the main level and another off the upper level — giving you even more private outdoor space to enjoy. The main level features two bedrooms and a full bath. Upstairs, the primary suite offers a private bath and its own ocean-view balcony, along with an additional room ideal as a fourth bedroom, home office, nursery or guest room. And this is where this condo truly sets itself apart: four private balconies, a private backyard, parking for two cars and a garage offering plenty of storage for bikes, surfboards, beach chairs, umbrellas and all your beach gear. You get many of the benefits and conveniences of a private home without giving up the ease of condo living. Additional features include a washer and dryer, abundant closet space and heated exterior stairs designed to help prevent snow and ice buildup during the colder months. Spacious interiors, exceptional private outdoor space, four balconies including two with spectacular unobstructed ocean views, a private backyard, two-car parking and garage storage — this is not your typical condo. It’s a rare opportunity to enjoy the best of Belle Harbor beach living with the feel and functionality of a private home.

176 Beach 127th Street Unit #176B, Belle Harbor

$1,300,000
4 Beds 4 Baths 1048541 MLS
Welcome to effortless luxury living in this beautifully appointed four-bedroom, 3.5-bath condominium located within a desirable gated community. This spacious end unit offers an exceptional combination of privacy, comfort, and thoughtful design, complemented by resort-style amenities and a low-maintenance lifestyle. The well-designed floor plan features a sought-after first-floor primary suite, offering the ease and convenience of one-level living. The spacious kitchen is equipped with stainless steel appliances, a Sub-Zero refrigerator, and garbage disposal, making it ideal for both everyday living and entertaining. Two fireplaces add warmth and character throughout the home, while a private deck provides the perfect setting for relaxing, outdoor dining, or entertaining. Additional features include an alarm system, central vacuum system, two-car garage, two-zone heating, and central air conditioning. The expansive tri-level walk-out basement provides tremendous additional living and entertaining space with direct patio outdoor access. Its versatile layout offers endless possibilities for a home office, recreation room, guest accommodations, fitness area, or gatherings with family and friends. Residents enjoy an impressive collection of community amenities, including a swimming pool, tennis courts, clubhouse, and the added privacy and security of a gated entrance. Enjoy the space and comfort of a private home with the ease of condominium living in a beautiful resort-style setting. This exceptional end unit offers the perfect blend of space, privacy, luxury, and convenience.

24 Oakcrest Lane, Hastings-On-Hudson

$799,000
4 Beds 3 Baths 1048382 MLS
Step into the character, craftsmanship, and charm of this beautiful historic Victorian nestled in the heart of the Hamlet of Highland, New York. A welcoming wrap-around porch sets the stage for this exceptional home, offering the perfect spot to relax, enjoy your morning coffee, or take in the charm of this wonderful Hudson Valley community. Rich in original detail while thoughtfully updated for today’s lifestyle, this special property offers a rare combination of historic elegance, modern comfort, and incredible flexibility. The first level welcomes you with beautiful hardwood floors, original woodwork, and classic pocket doors, showcasing the craftsmanship of a bygone era. The gracious floor plan includes a formal dining room, inviting parlor, and comfortable family room featuring a beautiful stone fireplace—perfect for gatherings, entertaining, or simply enjoying the warmth and character of the home. The updated kitchen and bathrooms provide modern convenience while complementing the home's timeless architectural details. Upstairs, the spacious primary en-suite bedroom is a true retreat, featuring exposed brick and beautiful wide-plank flooring. The luxurious primary bath offers a jet tub and imported marble, creating a private space to relax and unwind. Additional bedrooms and living space provide plenty of room for family, guests, or a home office. A standout feature of this property is the large detached additional building, offering a three-car garage and a private entrance to the finished space above. Complete with a full kitchen and bathroom, this versatile area offers endless possibilities for a guest suite, home office, studio, recreation space, extended family, or potential income-producing use—bring your imagination! Adding even more to the property's historic appeal is a charming small barn tucked into the backyard, providing character and additional storage or creative-use potential. The wrap-around porch, barn, and architectural details throughout create a property with a distinctive sense of place and timeless Hudson Valley character. Outdoor enthusiasts will love the property's direct access to the Hudson Valley Rail Trail and Walkway Over the Hudson, putting miles of scenic trails and outdoor recreation right at your doorstep. Enjoy all that the surrounding Hudson Valley has to offer, including renowned wineries, local orchards, farm stands, exceptional dining, and charming nearby communities. The property is also conveniently located near Metro-North, making travel throughout the Hudson Valley and to the New York City area easily accessible. A truly special property where historic character meets modern living, with exceptional flexibility, beautiful architectural details, and an enviable Hudson Valley location. Come experience all this remarkable Victorian has to offer!

125 Vineyard Avenue, Highland

$699,000
4 Beds 2 Baths 1048488 MLS
Welcome to 724 Locksley Road, a newly renovated 4-Bedroom, 2 Full Bath Cape offering the perfect blend of modern updates, comfortable living space, and an ideal Yorktown Heights location! Situated on a quarter-acre in the award-winning Yorktown Central School District, this move-in-ready home welcomes you with a bright, open floor plan featuring new hardwood floors and recessed lighting throughout. At the heart of the home is a brand-new kitchen complete with an oversized center island, quartz countertops, stainless steel appliances, and an eat-in kitchen area that flows seamlessly into the living room. Sliding glass doors lead directly to the backyard deck overlooking the spacious yard—perfect for entertaining, relaxing, or outdoor play. The main level features 2 generously sized Bedrooms with great closet space and access to a beautifully renovated full bathroom. Upstairs, you'll find 2 additional bedrooms, including one with its own en-suite full Bathroom and another featuring a spacious walk-in closet. The living space continues into the full finished basement, offering the perfect setup for a playroom, recreation area, home office, or additional family room, along with plenty of storage, a dedicated laundry area, and direct access to the 1-car garage. Beyond the cosmetic updates, the home has been thoughtfully upgraded with all-new mechanicals, including a new HVAC system providing heating and central AC, new hot water heater, and new electrical throughout. With great curb appeal, just steps from Mohansic Elementary School and minutes to the Taconic State Parkway and other major roadways, 724 Locksley delivers the rare combination of a fully renovated home, great property, award-winning Yorktown schools, and a location that makes everyday living and commuting a breeze—just unpack and move right in!

724 Locksley Road, Yorktown Heights

$950,000
4 Beds 3 Baths 1048771 MLS
THE WAIT IS OVER - THIS STUNNING NEW CONSTRUCTION COLONIAL IS COMPLETE AND MOVE-IN READY!!!! Brand new construction in the Town of Cornwall within the highly sought-after Cornwall School District! This stunning 3,100 sq ft colonial is set on a picturesque 1.9-acre lot and offers 4 bedrooms, 2.5 baths, and a thoughtfully designed open floor plan with quality craftsmanship throughout. The exterior features poured concrete foundation walls with water-resistant coating and footing drains, all stick-frame 2x6 construction, board and batten vertical vinyl siding with aluminum fascia, decorative trim, and stone accents. Additional highlights include Black Harvey double-hung tilt thermopane windows with grids, a 3-foot front door with sidelights, 12x16 rear pressure-treated deck, 6-ft sliding patio door, stamped concrete front walkway, stamped concrete walkout basement patio, graded and seeded lawn, front foundation plantings, gravel driveway, and insulated steel overhead garage doors with windows and automatic openers. Inside, enjoy 2 1/4" red oak hardwood flooring throughout the home, oak staircase with iron-style balusters, two-story foyer with, tile floors in bathrooms and laundry room, craftsman-style 6-panel interior doors, oversized base molding and trim, and interior Benjamin Moore white paint with two-coat finish. The gourmet kitchen offers custom cabinetry, center island, pantry, quartz countertops, tiled backsplash, white porcelain farmhouse sink, custom gooseneck faucet, cabinet hardware included, and a full stainless-steel appliance package including refrigerator, wine fridge, dishwasher, microwave, and 36” gas range with hood vented through cabinetry. A pot filler over the stove adds a luxury touch. The living area features a 42” Premier gas-burning fireplace with stone surround and wood mantle. The home is equipped with a premium lighting package including recessed lights, pendant lighting, coach lights, and motion-sensor floodlight. Bathrooms include custom cabinetry vanities with quartz tops, porcelain tile flooring, water-saving fixtures and toilets, Delta single-lever faucets, double sinks, a 15-inch deep tub in the hall bath, fully tiled master shower with frameless glass door, and a freestanding soaking tub with in-wall filler in the primary bath. A custom vanity completes the powder room. Energy efficiency is top-notch with spray foam insulation in walls and garage (R-24), fiberglass and spray foam basement ceiling, and R-54 roof/attic insulation. Additional features include a walkout basement with 6-ft slider, pull-down attic stairs, washer/dryer hookups, insulated and finished garage walls and ceiling, and architectural 30-year shingles. Utilities include 200-amp electrical service, 50-gallon electric hot water heater, two-zone propane-fired 92%+ high-efficiency furnace, two-zone central air conditioning, underground electric and cable lines, and private well. A rare opportunity to own brand-new construction in one of Cornwall’s most desirable locations—offering space, quality, and modern design just minutes to schools, shopping, restaurants, and major commuter routes. Conveniently located approximately 6 miles to West Point, 7 miles to Salisbury Mills Cornwall Station, 12 miles to the Beacon Metro North Station and 60 miles to NYC.

4 Cherry Hill Road, Cornwall

$689,000
4 Beds 3 Baths 1046903 MLS
Welcome to 9 Rodney Street, a spacious 4-bedroom, 2.5-bath Colonial offering approximately 2,186 square feet of living space in Port Jefferson Station. This well-appointed home combines generous room sizes with distinctive architectural details, including crown and base moldings, pocket doors and solid-wood doors. The eat-in kitchen features wood cabinetry, granite countertops, stainless steel appliances, pantry storage with convenient pullouts, and tile flooring. The main level continues with comfortable living and dining spaces and a welcoming family room featuring a wood-burning fireplace and convenient powder room. Additional reclaimed-wood and barn-door accents bring warmth and character to the home's interior. A versatile office/bedroom with closet and access to the attached two-car garage provides additional flexibility. Upstairs you'll find generously sized bedrooms, including excellent closet and storage space. Hardwood, tile and carpet flooring are featured throughout the home. The full unfinished basement offers substantial additional storage and future possibilities. Step outside to enjoy a spacious backyard highlighted by an in-ground vinyl pool, lawn area and plenty of room for outdoor entertaining. An attached two-car garage and ample driveway parking complete the property. Conveniently situated in Port Jefferson Station with public water and access to shopping, dining, transportation and the surrounding area's many amenities. A home offering space, character and tremendous potential—ready for its next chapter.

9 Rodney Street, Port Jefferson Station

$875,000
4 Beds 2 Baths 1048533 MLS
Versatile Split-Level Ranch with Flexible Living Space, Outdoor Areas & Single-Family Potential Conveniently located in the village and an array of attractions, this distinctive split-ranch-style home offers exceptional flexibility, generous space, and an opportunity to create a home tailored to your individual needs. With more than 2,400 square feet of living and storage space spanning four levels, the property is currently designated as a two-family home, yet its existing layout provides an excellent opportunity to restore it to a spacious single-family residence. The main portion of the home offers approximately 1,500 square feet of living space over two levels. The first level features a generously sized living room with a wood-burning stove, a formal dining room, and a welcoming eat-in kitchen with a convenient pass-through opening to the living room. Two separate screened porches provide wonderful spaces to relax, dine, or enjoy views of the backyard. Just six steps up, the bedroom level offers three nicely proportioned bedrooms, each filled with natural light, along with a full bathroom. The thoughtful split-level design creates comfortable separation between living and sleeping areas while maintaining an easy, connected flow throughout the home. The second living unit, with its own exterior entrance, encompasses approximately 1,000 square feet. It includes a comfortable living/dining area, a pleasant kitchen, and a bedroom with direct access the screened porch. Six steps down from this level is a substantial multi-purpose room, along with access to the laundry area, providing additional space for a home office, recreation room, studio, workshop, or storage. For those seeking a single-family home, the property offers an especially exciting opportunity. The existing interior stairwell provides a straightforward foundation for reconnecting the two portions of the home, allowing the residence to be renovated and reimagined as one cohesive property. Whether your vision is a traditional single-family home, a multigenerational residence, or a home with dedicated guest, office, or studio space, the existing footprint offers tremendous potential to customize the layout to suit your lifestyle. Outside, the fenced backyard is framed by lovely mature shade trees and offers open lawn areas ideal for outdoor enjoyment. Easy-care landscaping keeps maintenance manageable, while the screened porches extend the living space outdoors and create inviting spots to enjoy the changing seasons. A single-car garage adds valuable convenience and storage. With its generous square footage, flexible configuration, outdoor spaces, and proximity to the village and cultural destinations, this home offers a rare combination of location, space, versatility, and opportunity. Bring your vision and transform this unique property into a home that truly reflects the way you want to live.

1 Cramer Road, Rhinebeck

$2,195,000
4 Beds 3 Baths 1047038 MLS
This is the one you have been waiting for. Offering an abundance of turnkey comfort, style, privacy, and location, this home in the highly sought-after community of Mill Pond at Westhampton, has it all. Minutes from the town of Westhampton Beach, with an array of shops and restaurants and just 2.5 miles to the sandy ocean beaches of Rogers and Cupsogue, you won't want to pass this one up. Sun-drenched with 10-foot ceilings and walls of glass, the open floor plan centers on the large kitchen and offers views of the beautiful, private backyard from every room. Spacious primary wing with en-suite spa-like bathroom and his-and-hers closets offers. Aside from the eat-in chef's kitchen there is a formal dining room. Great room has fireplace with lots of seating and is positioned off the kitchen, with access to the brick outdoor patio. Every room is positioned perfectly. The absolute gem is the lower-level offering additional bedrooms, a bathroom, cooking potential, living room, storage, and second laundry facilities. Perfect for Hampton's lifestyle and gatherings for all seasons of the year. Nothing like this is currently on the market. The home has had only 1 owner since it was built and has been meticulously maintained. New bluestone driveway, mature plantings, and additional outdoor entertaining spaces add to this very special home. You will not be disappointed. Come see this amazing home and see why I love it. You will too!

7 Wood Hollow Drive, Westhampton

$799,000
4 Beds 3 Baths 1017115 MLS
Quietly tucked away on a peaceful court, this classic 4 bedroom 2.5 bath center hall Colonial offers the character,scale and setting that have become increasingly rare to find. Thoughtfully expanded over the years this home retains its architectural integrity while delivering the space and functionality . Step inside to an inviting entryway flanked by a large living room framed by oversized windows overlooking lush landscape and a formal dining room, true, defined principal rooms that make a welcome departure from today’s open-concept builds. Hardwood floors extend through portions of the main level adding warmth and character. The living room opens into a cozy den where a fireplace invites you to settle in and unwind. The eat-in kitchen offers plenty of room to cook, gather and linger with a dedicated laundry room close at hand. Beyond that a spacious sunroom features a dramatic vaulted ceiling with exposed wood rafters creating a warm and distinctive character. A wall of windows brings in beautiful natural light. Upstairs, hardwood floors continue throughout four generously sized bedrooms, including a large primary suite with a walk-in closet and full bath. A second full bath serves the remaining three bedrooms. Outside, the beautifully landscaped, level half-acre property offers a deep park-like backyard with plenty of room for recreation and gardening. A two-car garage adds convenience and ample storage. Ideally located near Huntington Village with easy access to parks, recreation, restaurants, shops, beaches, and the LIRR. A rare opportunity to own a gracious Colonial with timeless character, exceptional space, and a tranquil setting.

4 Farmington Court, Huntington Sta

$949,000
4 Beds 3 Baths 1048454 MLS
A rare opportunity awaits at 947 Bard Avenue—With over 3100 SF of living space! This beautifully maintained 4-bedroom, 3-bath High Ranch home in the heart of West Brighton, offers the ideal setup to enjoy the best of both worlds: Main level living plus a walk-in finished lower level with side entrance offering exceptional versatility. This impressive home features a Main living area where you find an inviting open-concept Living Room, Dining Room, and eat-in Kitchen, creating the perfect space for both everyday living and entertaining. This level also offers 3 Bedrooms and a full Bath, including a spacious primary suite complete with a walk-in closet and a private en-suite 3/4 Bath. Hardwood floors run throughout the home, while abundant natural light pours in through the new Energy Star windows. A pull-down attic provides ample additional storage. The Walk-In lower level has flexible living space featuring a large Bedroom, full Bath, and an open-concept Living and Dining area with side entrance making it ideal for multi-generational living. The lower level also offers a large family room with direct access to the yard, a bonus room used as a home office, a storage room with two walls of shelves, and a garage providing versatility to meet today's lifestyle needs. The home's new siding enhances both curb appeal and energy efficiency, and the roof is only ten years young, one layer. You'll love the proximity to excellent restaurants, shopping, and everyday amenities. Perfectly situated just minutes from Clove Lake Park and Silver Lake Park for outdoor recreation, the Staten Island Zoo, the YMCA, and a top-rated Hospital. Commuting is a breeze with convenient bus routes and quick access to major highways. Opportunities like this are rare— with exceptional space to grow, modern updates and an unbeatable location, this West Brighton gem delivers it all!

947 Bard Avenue, Staten Island

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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.