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$2,450,000
5 Beds 4 Baths 1026041 MLS
Welcome to 18 Regent Place, a beautifully maintained 5-bedroom, 4-bath home offering a spacious layout and thoughtfully designed indoor and outdoor living. The first floor features two bedrooms and two full baths, including the original primary suite. Upstairs, you'll find an updated primary suite, an additional bedroom with ensuite access to a full bath that also opens to the hallway, a fifth bedroom, and a convenient second-floor laundry room. Additional features include radiant heat in the foyer, kitchen, dining room, and bathrooms, custom-fitted closets throughout, central vacuum, a hardwired speaker system, high ceilings, oversized windows, and generous storage. The backyard is designed for entertaining and relaxation, featuring a heated saltwater in-ground pool, outdoor kitchen with a gas hookup for the BBQ and automatic awning, outdoor speakers, and professionally landscaped grounds. The pool also includes an automatic water filler connected to the sprinkler system for added convenience.

18 Regent Place, Roslyn

$2,750,000
6 Beds 5 Baths 1019110 MLS
Timeless architecture meets modern transitional design in this exceptional Center Hall Colonial, ideally situated on a picturesque, tree-lined street in the heart of Flower Hill. This home is within the highly regarded Roslyn School District and enjoys resident parking privileges at the Port Washington LIRR train station. A gracious front porch welcomes you into beautifully curated interiors where generous proportions, hardwood floors throughout, and a thoughtfully designed floor plan create an ideal setting for everyday living and effortless entertaining. A welcoming foyer leads to a spacious living room that flows seamlessly into the banquet-sized dining room. A butler’s pantry connects to the oversized gourmet chef’s kitchen, featuring an expansive center island, abundant custom cabinetry, premium appliances including two dishwashers, and a spacious pantry. The sun-filled kitchen dining area overlooking the beautifully landscaped backyard is ideal for casual dining. Open to the kitchen, the inviting Den with a fireplace serves as the heart of the home. A powder room, full bath, and multiple closet spaces complete the main level. The second floor offers six spacious bedrooms including a primary suite with an en-suite bath. Four additional bedrooms, one en-suite and a versatile office or bedroom with French doors that opens to a private balcony overlooking the front of the home. The finished basement features a recreational room, laundry room, utility room, and generous storage. The private backyard is designed for both relaxation and entertaining, featuring an expansive patio, level lawn, oversized heated gunite pool, and fire pit area. Surrounded by mature landscaping, the sun-filled property offers exceptional privacy and a tranquil setting throughout the seasons. Ideally located within the Village of Flower Hill this exceptional home is just minutes from shopping, restaurants, parks, major parkways and a convenient direct LIRR commute to Manhattan.

30 Woodland Road, Roslyn

$1,199,000
2 Beds 4 Baths 1004381 MLS
Historic Roslyn Charm On The Outside, Luxury Modern Living on the Inside. Experience Timeless Sophistication in this Sun Drenched Colonial Masterfully Reinvented in 2025. Set in the Prestigious Historic Village of Roslyn, this House offers Exceptional Craftsmanship and Modern Elegance. This Beautifully Renovated Home Offers Chef's kitchen with quartz Countertops, Beautiful Island, High End Appliances, Open Floor Design, Flowing Seamlessly into Elegant Living and Dining Room. Second Floor and third Floor 2 Bedrooms, and Additional Room Perfect for Office or Recreational Room , Total 3 Full Updated Designer Full Bathrooms and One Guest Bathroom. Full Finished Basement with Separate Entrance with Lots of Possibilities , Laundry Room, This House is Amazing for Multi-generational Living. Come and See This Transformation...This listing May Include Images that Have Been Digitally Altered, Enhanced for Illustrative Purposes, or Virtually Staged. Original, Unedited Images Are Available upon Request.

17 Tatterson Street, Roslyn

$1,985,000
4 Beds 3 Baths 1009238 MLS
Nestled within Roslyn’s historic Sinclair Martin enclave, this exceptional residence offers a rare blend of timeless architectural character and sophisticated modern living. Extensively expanded and completely reimagined in 2020, this turnkey home showcases exceptional craftsmanship, designer finishes, and a level of quality rarely found in todays market. A beautifully landscaped approach, framed by impressive stonework and mature plantings, sets the tone for what awaits inside. The welcoming foyer introduces a thoughtfully curated interior where custom millwork, elegant moldings, coffered ceilings, bay windows, and rich architectural details create an atmosphere of warmth and refinement throughout. At the center of the home, a stunning chef s kitchen serves as both a showpiece and gathering place. Designed for everyday living and effortless entertaining, it features a 10 foot center island, Sub Zero refrigerator, Wolf six burner range with grill, Wolf convection microwave, dual sinks, custom cabinetry, and seamless sight lines into the adjoining family room. Bathed in natural light, the family room offers a custom wet bar, integrated Sonos sound system, contemporary fireplace, and direct access to the backyard, creating a natural connection between indoor and outdoor living. The formal dining room provides an elegant setting for entertaining with its coffered ceiling, bay window, custom millwork, and wood burning fireplace. A first floor bedroom and beautifully appointed full bath with radiant heated floors offer exceptional flexibility for guests, extended family, or a private home office. Upstairs, the primary suite serves as a private retreat complete with custom built in closets, tray ceiling, motorized shades, dedicated Daikin climate system, and a spa inspired bath with radiant heated floors and premium fixtures. Two additional bedrooms, another beautifully renovated full bath, and access to a full stand up attic complete the second level. The finished lower level offers additional living space with a gym, office, bonus room, custom storage solutions, and a separate heating zone. Every major component of the home has been thoughtfully upgraded, including Pella Architectural Series windows, a DaVinci slate roof with lifetime warranty, stucco exterior with custom Azek trim, updated mechanical systems, Nest thermostats, EV ready garage, central station monitored security system, and app controlled surveillance cameras. The outdoor living experience is equally impressive. Professionally designed landscaping, bluestone patios, natural gas outdoor kitchen, irrigation system, maintenance free turf, architectural stonework, and dramatic landscape lighting create a private backyard retreat that is as inviting for quiet evenings as it is for large scale entertaining. Located within the Roslyn School District. This property offers approximately 2,780 square feet of impeccably finished living space, this exceptional home presents a rare opportunity to enjoy luxury, comfort, and craftsmanship.

17 Sinclair Martin Drive, Roslyn

$1,899,000
5 Beds 4 Baths 1009028 MLS
Steeped in history and reimagined with a designer’s eye, this 1918 masterpiece offers a rare blend of timeless Roslyn charm and high-end modern luxury. Tucked away on a quiet, leafy cul-de-sac, this home isn’t just a place to live—it’s a curated experience where every finish and fixture has been thoughtfully selected by its designer-owner. The heart of the home is a brilliant white chef’s kitchen, complete with gas cooking and a seamless flow into both the dining room and den. It’s a space built for hosting, whether you’re throwing a lively dinner party or enjoying a quiet morning coffee. French doors beckon you toward the classic front porch, while another set opens to a rear deck, blurring the lines between the elegant interiors and the lush, private grounds. While the home honors its historic roots with stunning wood floors and classic proportions, a 2018 expansion brought it firmly into the modern era. The addition of a sprawling main-level primary ensuite serves as a true sanctuary, featuring a private deck for moments of total serenity. Upstairs, four generous bedrooms and two full baths provide ample space for family or guests, complemented by the convenience of a first-floor laundry room and a stylish powder room. The property continues to impress outside. Beyond the main house sits a detached one-car garage with a surprise: a versatile upper-level space perfectly suited for a quiet home office, a yoga studio, or a private gym. Located just minutes from the vibrant shopping and dining of Roslyn Village and situated within the prestigious Roslyn School District, this is a one-of-a-kind opportunity to own a piece of local history that has been loved, polished, and perfected. It’s more than a home; it’s a work of art waiting for its next chapter.

42 Hillcrest Avenue, Roslyn

$1,499,999
3 Beds 3 Baths 1002999 MLS
Welcome to your new home! This emaculate split-level home located in the Roslyn School District. Featuring 3 spacious bedrooms and 2.5 beautifully updated bathrooms, offering the perfect blend of comfort, style, and functionality. The sun-drenched main level showcases a spacious living room with a fireplace, gleaming hardwood floors, and an open flow ideal for everyday living and entertaining. The brand-new designer kitchen features custom cabinetry, quartz countertops, marble back splash, stainless steel appliances, and a large center island overlooking the dining area. Additional living spaces include a generous family room, a second family room/bonus room perfect for a playroom, media room, or gym, a private office, mud room, and a full finished basement offering endless possibilities. A dedicated laundry room adds everyday convenience. Additional features: New Floors, anderson windows, water filter, sprinkers, and so much more. Step outside to enjoy the beautifully landscaped property and expansive outdoor entertaining space surrounded by mature greenery and privacy. Conveniently located near shopping, dining, parks, transportation, and major highways, this move-in ready home is a rare opportunity you do not want to miss. Must see!

18 Pine Drive N, Roslyn

$849,999
3 Beds 3 Baths 997809 MLS
This charming Carpenter Gothic-style home was lovingly restored and expanded by the Roslyn Landmark Society in 2008. The current owner later added a full second story, an additional full bath and a detached garage, thoughtfully enhancing the home for modern living while preserving its historic character and original architectural charm. Formally known as the Henry W. Eastman Tenant Cottage, this distinctive residence offers three bedrooms and two-and-a-half bathrooms. Interior features include original hardwood floors, bay windows on both levels, central air and gas heat, and updated plumbing and electrical throughout. The kitchen is appointed with granite countertops and stainless-steel appliances. A ground-floor bedroom and full bath provide convenience and flexibility for guests or extended living arrangements. Upstairs, the primary bedroom has a walk-in closet; the full bath includes a separate soaking tub and glass-enclosed shower. The hallway half bath was the original full bath. The shower stall has been converted to laundry area. The home’s classic board-and-batten exterior reflects its historic Carpenter Gothic character; all set on an oversized property with a view of Hempstead Harbor. It is minutes away from historic downtown Roslyn and public transportations, major highways.

130 Mott Avenue, Roslyn

$3,098,000
5 Beds 5 Baths 996187 MLS
LOCATION! LOCATION! LOCATION WITH WATER VIEWS! THE ONE & ONLY! Set within one of Roslyn’s premier locations, this fully renovated residence captures breathtaking water views and offers a sophisticated blend of modern design, luxury, and comfort. Thoughtfully reimagined with exceptional attention to detail, the home is filled with natural light and features seamless indoor-outdoor living throughout. Designed for both elegant entertaining and everyday enjoyment, the beautifully landscaped property showcases a stunning brick patio, in-inground pool, and serene outdoor spaces overlooking the water- creating an extraordinary setting for relaxing or hosting guests. The interior offers expansive principal rooms including a spacious living room, formal dining room, and an inviting den with a wood-burning fireplace and direct access to the backyard. The designer eat-in kitchen serves as the heart of the home, featuring a dramatic oversized island with seating, premium finishes, and captivating water views. The luxurious primary suite boasts cathedral ceilings and a beautifully appointed spa-inspired bath. A beautifully finished walk-out lower level offers an additional bedroom and full bath, opening directly to the patio and backyard with stunning water vistas. Additional highlights include radiant heated floors and a two-car garage. Ideally located near premier shopping, fine dining, major highways, the LIRR, and within the Roslyn School District, this exceptional home offers luxury, comfort, and convenience in an extraordinary setting. Port Washington Train Sticker.

52 Woodland Road, Roslyn

$1,298,000
3 Beds 3 Baths 996904 MLS
Welcome to the highly sought-after Hamilton Park community in the award-winning Herricks School District! This beautifully updated 3-bedroom, 2.5-bath split-level home offers the perfect blend of comfort, style, and energy efficiency. Thoughtfully designed for modern living, this spacious home features a dedicated home office, ideal for today’s work-from-home lifestyle, along with an inviting lower-level den complete with a charming wood-burning fireplace — the perfect space to relax or entertain. The home boasts tasteful updates throughout, central air conditioning, a 2-car garage, and solar panels to help maximize energy savings and efficiency. Step outside to your private backyard retreat featuring low-maintenance composite decking, perfect for outdoor dining, entertaining, or simply unwinding. Situated in one of the area’s most desirable neighborhoods, this move-in-ready home combines location, functionality, and long-term value. Opportunities like this in Hamilton Park don’t come around often!

11 Hamilton Drive, Roslyn

$1,549,000
3 Beds 3 Baths 991201 MLS
VILLAGE OF ROSLYN. Welcome to 80 E. Broadway, where timeless charm meets an exceptional waterfront setting in the heart of historic Roslyn. Perfectly positioned between two serene ponds—including direct shoreline access to the iconic Roslyn Duck Pond—this one-of-a-kind property offers a rare opportunity to own a true piece of Long Island history. A private lily pond greets you upon arrival, setting a peaceful, storybook tone, while mature landscaping creates a sense of privacy and natural beauty throughout the grounds. Inside, the home spans three levels and is filled with original character, including exposed beams, detailed millwork, gleaming hardwood floors, and three fireplaces that add warmth and ambiance. Expansive windows on both the main and lower levels, along with approximately 600 square feet of decking, showcase stunning water views and fill the home with natural light. Though intimate in scale, the layout lives comfortably with well-designed spaces ideal for both everyday living and entertaining. Enjoy quiet mornings by the water, relaxed afternoons on the deck, and cozy evenings by the fire—every space designed to feel both inviting and serene. Located just moments from Roslyn Village, with its shops, restaurants, parks, museums, and convenient access to the LIRR, this home offers the perfect balance of charm, nature, and accessibility. 80 E. Broadway is more than a home—it’s a unique lifestyle opportunity in one of the North Shore’s most picturesque settings.

80 E Broadway, Roslyn

$1,899,999
3 Beds 4 Baths 989479 MLS
Welcome to 2 Hickory Hill, a classic expanded cape ideally situated in the heart of Roslyn Estates. Set on .45 beautifully landscaped acres in one of the North Shore’s most prestigious and sought-after communities, this gracious 3-bedroom, 3.5-bath home offers timeless charm, generous living space, and exceptional comfort. A warm and inviting layout features spacious principal rooms, a wood-burning fireplace, and an effortless flow for both everyday living and entertaining. Ideally located just minutes from the Americana Shopping Center, with convenient access to the Long Island Expressway and nearby train lines, this home offers both luxury and accessibility. Additional highlights include a 2-car garage, full basement, and a perfectly flat backyard with endless possibilities for outdoor enjoyment. A rare opportunity to own in Roslyn Estates and experience the charm, privacy, and prestige of this exceptional location.

2 Hickory Hill, Roslyn

$999,888
4 Beds 2 Baths 987965 MLS
SECLUDED! 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

$2,600,000
5 Beds 6 Baths 985081 MLS
Set in one of Long Island’s most sought-after communities, this fully renovated Roslyn colonial delivers the kind of craftsmanship and layout that’s genuinely hard to find. 5 bedrooms, 5 full baths and 1 half bath. A floor plan that works as well for everyday living as it does for entertaining. The first floor sets the tone immediately — custom millwork, high-end finishes by every trade, and an open layout that feels both expansive and warm. A fireplace anchors the living space, and the flow between rooms makes this home as comfortable for a quiet evening as it is for a full house. Rare for a colonial of this style, the first floor also offers bedroom accommodations — a versatile feature that adapts to whatever life calls for. The kitchen is the centerpiece. Premier appliances, quality cabinetry, and a double waterfall quartz island that comfortably seats multiple guests — it’s the kind of space that draws people in and keeps them there. Whether you’re hosting a dinner party or a quiet Sunday morning, this kitchen performs. Upstairs, three spacious bedrooms each with generous closet space and 3 full baths. The primary suite commands the floor — enter through double doors to find a dedicated seating area, a spa-caliber bathroom, and a large spacious closet with room for two. Outside, a large lot fully enclosed by white PVC fencing gives you a blank canvas: pool, patio, outdoor kitchen — the space is there, the vision is yours. Move-in ready. Nothing to do but arrive

2 Pine Drive S, Roslyn

$999,000
3 Beds 2 Baths 984893 MLS
This 1938 Colonial In The Village Of Flower Hill Has Good Bones But Needs A Full Gut Renovation, Retrofit, And Expansion To Truly Take Advantage Of The Slightly Larger 8,500 Sq Ft Lot. With R-7 Zoning And A Maximum FAR Of 0.42, The Property Offers Significant Upside For Buyers Who Wish To Expand The Home, Potentially Up To Approximately 3,570 Square Feet, Subject To Village Approvals, Setbacks, Side Yards, And All Other Zoning Requirements. The House Currently Features Three Bedrooms, 1.5 Baths, A Living Room With Wood-Burning Fireplace, Formal Dining Room, And Eat-In Kitchen. It Already Includes A Two-Car Garage, A Walk-Up Attic, Two-Zone Central Air Conditioning, And Two-Zone Steam Heat With A Brand-New High-End Oil-Fired Boiler Recently Installed By Petro. The Full Basement Offers Additional Storage. There Were Already Plans Drawn To Expand The Second Floor Over The Garage To Create A Full Primary Suite And Bath. The Property Currently Has Virtually No Landscaping And Would Benefit Greatly From New Plantings To Increase Privacy And Improve Curb Appeal. The Roslyn School District Location Is Very Convenient And Accessible. Just Down The Road From Whole Foods, The Americana Shopping Center, And Other Major Amenities, And About Two Miles From The LIE And The Manhasset LIRR Station.

91 Port Washington Boulevard, Roslyn

$1,380,000
3 Beds 3 Baths 914169 MLS
Welcome to this fully renovated ranch-style residence in the desirable Flower Hill section of Roslyn. Set on a gentle knoll, this home blends modern updates with comfortable single-level living. The property features 3 bedrooms and 2.5 bathrooms across approximately 1,552 sq. ft. of thoughtfully designed space. The open floor plan highlights a spacious living room with a fireplace, recessed lighting, and modern flooring. A renovated eat-in kitchen is complete with quartz countertops, stainless steel appliances, radiant heated floors, a breakfast bar, and a functional galley layout adjacent to the family room. The first-floor primary suite features a private, updated bathroom for added convenience. Additional features include a one-car attached garage with a laundry area, pull-down attic storage, and an efficient layout. Situated on a 0.19-acre lot, this residence provides plenty of natural light and a welcoming setting close to local amenities, shopping, dining, and major roadways. This Roslyn ranch-style home combines quality finishes with practical design, making it a smart choice for today’s living.

19 Ridge Drive E, Roslyn

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.