Browse All Roslyn NY 4 Bedroom Properties for Sale

Welcome to 29 Sycamore Drive, a beautifully maintained four-bedroom home located in the highly desirable Village of Flower Hill within the Roslyn School District. Bright and sun-filled throughout, the home features hardwood floors, a renovated kitchen with new appliances, and a fully renovated primary bath. Thoughtfully updated and move-in ready, the home offers comfortable, easy living in a prime location. Residents may also enjoy access to a parking permit for the Port Washington LIRR station, providing added convenience for commuters. An exceptional opportunity in one of Flower Hill’s most sought-after settings.

29 Sycamore Drive, Roslyn

$1,799,000

4 Beds ⋅ 4 Baths ⋅ 1042661 MLS

Welcome to 14 Mackay Way, a beautifully maintained Colonial situated in Roslyn’s desirable North Shore community and within the highly regarded Roslyn School District. This spacious 4-bedroom, 2.5-bath home offers approximately 2,806 sq. ft. of living space, combining a traditional Colonial layout with bright, comfortable spaces for today’s lifestyle. The main level features a gracious formal living room and dining room, along with a spacious open kitchen offering abundant cabinetry, granite countertops, double sinks, gas cooking, a center island and a sun-filled breakfast area. The kitchen flows naturally into the inviting family room with fireplace, creating an ideal setting for everyday living and entertaining. Upstairs are four generously sized bedrooms, including a spacious primary suite, along with beautifully appointed marble baths. Hardwood floors, abundant natural light, two-zone heating and central air add to the home's comfort and appeal. A large finished full basement provides wonderful additional recreational space and features a home theater setup, with plenty of room for entertainment, a playroom, gym, home office or storage. Outside, the home offers attractive landscaping, an impressive circular driveway with ample parking, a convenient side entrance and an attached two-car garage. Enjoy an exceptional Roslyn location just minutes from historic Roslyn Village, Roslyn Public Library, the Clock Tower, shopping and popular dining destinations. Roslyn LIRR Station is approximately five minutes away, offering convenient access to Manhattan. Nearby N20G/N20H bus service provides access toward Flushing, while Northern Boulevard, the LIE and Northern State Parkway are all within easy reach. A wonderful opportunity to enjoy generous living space, convenience and the sought-after Roslyn lifestyle. A Must See.

14 Mackay Way, Roslyn

$1,299,000

4 Beds ⋅ 3 Baths ⋅ 1038137 MLS

Welcome to this extraordinary and beautifully renovated Victorian landmark in the heart of Roslyn Village. Originally built in 1878, this one-of-a-kind Tuscan Villa is recognized as one of the nine historic homes featured by the Roslyn Landmark Society. Set prominently across from the breathtaking views of Gerry Park and its historic Carriage House, this distinguished residence seamlessly blends timeless architectural character with modern luxury and convenience. Offering 4 spacious bedrooms and 3 full baths, the home has been thoughtfully and extensively updated in 2026 while preserving its historic charm and elegance. Renovations include new interior and exterior painting, raised ceilings, fully updated bathrooms, a modern kitchen, new hardwood and ceramic tile flooring, completely new electrical wiring and plumbing throughout, a new HVAC system for heating and cooling, and a new Navien tankless boiler system. Original architectural details, including custom moldings and distinctive period character, complement the home's modern improvements. A walk-out basement provides additional versatile space. Water views and the picturesque park setting create a truly special backdrop for everyday living. Ideally located in the sought-after Village of Roslyn, this remarkable home is just moments from renowned restaurants, fabulous shopping, the movie theater, library, and LIRR. A rare opportunity to own a piece of Roslyn history with the comfort and quality of a completely updated 2026 residence. Mint condition and truly one of a kind.

148 Main Street, Roslyn

$1,979,000

4 Beds ⋅ 4 Baths ⋅ 1031201 MLS

Meticulously maintained and ideally located in the heart of East Hills within the Roslyn School District, this spacious home offers a thoughtful layout designed for both everyday living and entertaining. Double front doors open to a welcoming entry foyer, leading to a gracious living room with a wood-burning fireplace and custom built-in bookcases. The main level also features a powder room, an expansive chef’s kitchen with Viking appliances and gas cooking, a formal dining room, and a dramatic family room with cathedral ceilings. Multiple access points provide a seamless connection to the outdoor patio. The second floor features a generously sized primary suite with a large walk-in closet and private full bath, along with three additional bedrooms, a spacious hall bath, and attic access. The full finished basement offers additional living space with a private office and recreation room. Outdoors, the property is perfectly suited for entertaining and is complemented by a two-car garage. East Hills Pool and Park.

50 Flamingo Road, Roslyn

$1,388,000

4 Beds ⋅ 2 Baths ⋅ 1014585 MLS

Flower Hill Find! 4-bedroom, 2-bath expanded Ranch, Roslyn School District, low taxes. Features include: Spacious living room, formal dining room, hardwood floors, bay window, wood-burning fireplace, eat-in kitchen, and full basement. Port Washington train sticker. Close to the Americana shopping center, fine dining, and public transportation.

2 Crabtree Lane, Roslyn

$1,599,000

4 Beds ⋅ 3 Baths ⋅ 978811 MLS

Nestled in the picturesque Village of Roslyn Harbor and located within the highly acclaimed Roslyn School District, this beautifully maintained 10-room Colonial offers the perfect blend of timeless elegance and modern comfort. 4 bedrooms and 2.5 baths, this exceptional residence combines spacious living with thoughtful design.. A private, landscaped front yard creates a true hidden oasis, offering a sense of privacy and retreat. A full brick driveway guides you toward the home, gracefully back from the street, revealing its character and charm as you make your way toward the home. A welcoming covered front porch, balcony and refined brick-and-vinyl exterior sets the tone for the warmth and sophistication found throughout the home. Inside, an open-concept layout is designed for seamless everyday living and effortless entertaining. The main level showcases refined details including crown molding, a cozy decorative fireplace, a dedicated laundry area with washer and dryer, and a spacious chef’s kitchen outfitted with luxury stainless-steel appliances—highlighted by a Thermador 48" range with custom hood and a Sub-Zero refrigerator. Upstairs, the expansive primary suite offers a private retreat complete with a walk-in closet and a spa-inspired en-suite bath, and seasonal winter water vires. Three additional generously sized bedrooms and a well-appointed full bathroom provide comfort and flexibility for family or guests. The lower level expands the living space with a full basement offering abundant storage and recreation potential, featuring a textured brick curved counter bar ideal for entertaining. Additional highlights include a detached two-car garage, a storage shed for added convenience, and sliding glass doors that open to a beautifully finished paver patio and lush backyard—perfect for outdoor dining, gatherings, or quiet relaxation in a serene setting. Ideally located in one of the North Shore’s most desirable communities, this exceptional residence combines classic Colonial charm with thoughtful modern upgrades, offering spacious living, top-rated schools, and an unmatched lifestyle in Roslyn Harbor.

15 Church Street, Roslyn

$1,588,000

4 Beds ⋅ 3 Baths ⋅ 1013385 MLS

This is the home you've been waiting for. Multilevel home in the heart of Searingtown. Mid block location. New kitchen and updated bathrooms. 4 bedrooms 2.5 bathrooms. Hardwood floors throughout. Large den with sliding doors leading to the patio. Private backyard. Herricks schools. Bus service to the Herricks Elementary school.

238 Birch Drive, Roslyn

$999,888

4 Beds ⋅ 2 Baths ⋅ 987965 MLS

SECLUDED! Almost 1/4 acre and approx. 3,000 sq. ft. house in the top rated Roslyn school district, within a mile proximity to the Long Island Rail Road (LIRR), walkable to Roslyn Village Center and Waterfront. Partially renovated, and used as the home, it sits on one of two separate, adjacent lots, offering exceptional flexibility, future potential, and add-on value The original home and first floor of the extension have been tastefully remodeled. The private driveway, provides added convenience and privacy. Recent improvements include a new roof, leaf-proof gutters, and a fully upgraded electrical system from the utility pole. Ideal for end-buyer homeowner, investors, or developers, this property offers tremendous value-add potential. Complete the second floor of the extension and install the exterior siding using a 203(k) renovation loan, rehab financing, or cash to create a spacious 6-bedroom residence or explore the potential for a 2-family home with accessory apartment (subject to permits and local approvals). The opportunities extend beyond the home itself. With two adjacent lots, the property presents a variety of options for expansion, outdoor living, or future development. A true gardener's paradise, the land has been chemical-free for over 10 years, making it ideal for organic gardening, with its southern exposure. Backing directly to beautiful woodlands,this private bougie retreat offers a peaceful, nature-filled setting with unmatched privacy, and breathtaking sunsets. This is a rare opportunity to own a truly distinctive property with endless potential. Schedule your private showing today!

1673 Northern Boulevard, Roslyn

$1,850,000

4 Beds ⋅ 3 Baths ⋅ 975831 MLS

Center hall colonial with 4 bedrooms and 2.5 baths measuring 3000 square feet with finished basement situated on .34 acres of landscaped property located in Flower Hill Roslyn. Natural hardwood floors throughout with skylights and replacement windows. Kitchen with granite countertops and updated appliances. 2 car garage. Roslyn schools and Port Washington train sticker.

18 Woodland Road, Roslyn

$1,180,000

4 Beds ⋅ 3 Baths ⋅ 970387 MLS

Rare to find 1 family split-level corner property on an oversized (88 x 120) lot with 9 on-site parking spaces in the prestigious neighborhood of Flower Hill. 4 bedrooms, 2.5 baths with finished basement. Close to Americana shopping mall, St Francis Hospital and many upscale shops, restaurants and Whole Foods market along Northern Blvd. Near Flower Hill Village Park and North Hempstead Country Club. Excellent Roslyn school district. This 1309 sq ft house is absolutely perfect as either a starter home or professional usage, such as doctor, lawyer, accountant etc. Excellent investment opportunity. Owner also considers leasing property to qualified renter.

84 Middle Neck Road, Roslyn

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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.

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