Roslyn Homes with Pool

Welcome to Roslyn, New York, a charming village nestled in the heart of Nassau County, where picturesque landscapes and a vibrant community come together to create an idyllic living environment. Renowned for its exceptional school district, Roslyn boasts a reputation for academic excellence, offering a nurturing environment that fosters growth and learning. The Roslyn School District is consistently ranked among the top districts in New York State, providing students with a robust curriculum, dedicated educators, and a wealth of extracurricular activities that cater to diverse interests. Families here can take pride in knowing their children are receiving a quality education that prepares them for future success.

Beyond the academic advantages, Roslyn is a haven for those who appreciate the finer things in life, including stunning homes that often come with luxurious amenities. Many properties in this desirable area feature private swimming pools, creating a perfect retreat for relaxation and entertainment during the warm summer months. Imagine hosting gatherings with friends and family, enjoying sun-soaked afternoons by your pool, or simply unwinding after a long day in your own personal oasis.

The charming village atmosphere, combined with top-tier educational opportunities and beautiful homes with pools, makes Roslyn an ideal place for families and individuals seeking a vibrant community with a strong sense of belonging. Explore the possibilities of making Roslyn your home, where comfort, convenience, and quality living converge in perfect harmony. Welcome to a place where dreams come true!

Newest Roslyn Homes with Pool

$2,999,999

5 Beds ⋅ 5 Baths ⋅ 1045671 MLS

Set on a beautifully landscaped half-acre corner property in a highly desirable and peaceful Roslyn Estates location near the pond, this exceptional residence offers privacy, sophisticated interiors, and resort-style living. Mature landscaping surrounds the property, creating a secluded setting with expansive, usable grounds and a spectacular backyard designed for both entertaining and relaxation. The outdoor retreat is anchored by a custom saltwater pool with spa/Jacuzzi, waterfalls, and Jandy-controlled in-ground lighting, complemented by an expansive bluestone patio, all designed and built by Steven Dubner. Inside, the chef’s kitchen features radiant heated floors, a Sub-Zero refrigerator, dual ovens, six-burner gas range, stainless-steel farmhouse sink, and butcher-block island with a separate copper prep sink. A sun-filled informal dining room is surrounded by windows and features a built-in desk and Juliet doors opening to the backyard, while the grand formal dining room is enhanced by extensive custom molding. The living and family rooms feature hardwood floors with decorative inlay, custom built-ins and millwork, and a dramatic two-sided fireplace. French doors and custom cabinetry throughout add warmth and architectural character. The primary suite offers separate custom walk-in closets and a spa-like bath with radiant heated floors, dual vanities, steam shower, and separate jetted soaking tub. Additional highlights include a renovated second-floor bathroom, dedicated executive office/library, and a private, self-contained guest or in-law suite with a full bath. Further amenities include a whole-house natural gas generator and a showroom-quality finished garage with premium flake epoxy flooring, perimeter storage, and a dedicated heating system, ideal for the automotive enthusiast or collector. A rare opportunity to enjoy privacy, beautifully usable grounds, and resort-style amenities in one of Roslyn Estates’ most tranquil settings.

30 The Maples, Roslyn Estates

$2,895,000

5 Beds ⋅ 4 Baths ⋅ 960539 MLS

Located in the heart of Roslyn Heights, this one-of-a-kind custom residence was thoughtfully designed with a focus on quality, comfort, and understated luxury. Every element of the home was carefully selected and renovated to a standard rarely found on the North Shore. A complete renovation was done within the last few years, bringing the entire property to today’s expectations and more, while preserving its timeless presence and brick exterior finish. A dramatic entry foyer welcomes you with soaring ceilings and a statement velvet coffered ceiling and chandelier. Throughout the home, custom Swahili Venetian plaster walls add warmth, depth, and character. Radiant heated floors run across the entire first level and finished basement, creating consistent, comfortable living year-round. The home offers four bedrooms on the second floor and an additional bedroom in the fully finished basement, providing flexibility for guests, extended family, or office space. The main kitchen is designed for both serious cooking and everyday life, featuring Wolf and Sub-Zero appliances, a wine fridge, built in espresso machine and clean, tailored finishes with a beautiful custom range hood. A separate prep kitchen allows you to entertain seamlessly while keeping the main space polished and functional. A gas fireplace anchors the living area, adding warmth and atmosphere. Lighting was a major design focus, with curated RH fixtures throughout, custom underlighting on the indoor staircase, and exterior underlighting that highlights the home beautifully at night. Speakers are integrated throughout the house—inside and out—creating a seamless audio experience. A full security camera system adds peace of mind. Upstairs, the primary suite offers a true retreat. The spa-style bathroom includes a steam sauna, Jacuzzi soaking tub, and a layout designed for privacy and relaxation. The outdoor setup is equally well thought out, featuring a fully built-in BBQ kitchen with heat units, making the space usable well beyond the summer months. The custom pool with waterfall and fountain creates a private resort-like setting, ideal for both entertaining and quiet evenings at home. A classic horseshoe driveway adds convenience and presence, complemented by a heated two-car garage. This is not your average home—it’s a carefully executed custom property in one of the North Shore’s most sought-after communities. A rare opportunity to own something truly different in Roslyn Heights. Ideally situated in close proximity to some of the area’s most sought-after restaurants, boutique shops, grocery stores, and major highways—offering both everyday convenience and effortless transportation.

17 Garfield Place, Roslyn Heights

$3,388,888

6 Beds ⋅ 5 Baths ⋅ 1036733 MLS

50 Eastwoods court is a beautiful 5000 square foot home that is well maintained. This house is fully equipped to meet all of your needs. Being the last house on the col de sac this property provides a quiet, and safe living environment, while at the same time its conveniently located next to all the local amenities that Roslyn has to offer including wonderful restaurants, gyms, and full access to east hills park. The residence also has tons of driveway space, and a 3-car garage. The interior has just the right touch; open concept kitchen with stainless steel appliances, large island, and a butler's pantry; for family time & entertainment there's a living room, dining room, family room, and den, and back yard will suit all of your social needs. The master bedroom has a large bathroom with a jacuzzi bathtub, his and hers vanity, stand-up shower, and a home office. There are 3 separate bathrooms on the second level including a Jack & Jill style bedroom, and bathroom combo for the kids. The layout of the house is amazing it gives privacy, while at the same time a sense of security. Everyone has their own space but still feels together. There isn't level on this house that doesn't have something special to offer.

50 Eastwoods Court, Roslyn

$2,350,000

4 Beds ⋅ 4 Baths ⋅ 1033823 MLS

Welcome to this architectural masterpiece, where glass walls showcase a dramatic open layout flooded with natural light. Set on a premier, park-like 0.61-acre lot—significantly outsizing recent neighboring Roslyn Estates sales—this 6,180 sq ft contemporary estate is designed for high-end indoor/outdoor living. The main level offers a seamless flow, soaring ceilings, stunning skylights, cozy fireplaces, and a spectacular chef's kitchen. Featuring 4 spacious bedrooms, 4 bathrooms, a dedicated home gym, and an expansive entertaining room, the open-concept design is perfect for both daily comfort and grand-scale hosting. Equipped with central HVAC for year-round climate control, the interior transitions seamlessly to the outdoors. A private sanctuary awaits with an in-ground pool, an expansive wrap-around deck, and a 3-car garage. Positioned in the highly-rated Roslyn School District, moments from world-class shopping at the Miracle Mile, and offering an easy NYC commute. A rare contemporary gem that must be seen to be truly appreciated. All information is deemed reliable but not guaranteed.

6 The Maples, Roslyn Estates

$2,998,000

4 Beds ⋅ 4 Baths ⋅ 1022251 MLS

ROSLYN HARBOR. Nestled within 1.25 acres of enchanting, arboretum-like grounds in the heart of Roslyn Harbor, this timeless Ranch is embraced by a landscape that feels thoughtfully composed by nature itself. Towering specimen trees create a magnificent canopy overhead, while layers of mature plantings, rolling lawns, and ever-changing seasonal color transform the property into a living work of art. Bathed in dappled sunlight and surrounded by exceptional privacy, every vantage point offers a peaceful dialogue between architecture and landscape. A gracious foyer welcomes you into expansive, light-filled interiors where oversized principal rooms unfold with effortless flow. The inviting living room, anchored by a classic fireplace, transitions seamlessly to the formal dining room and a sun-drenched sunroom, where walls of glass frame the picturesque gardens like a series of curated landscape paintings, creating an inspiring backdrop for both everyday living and elegant entertaining. The spacious eat-in kitchen serves as the heart of the home, offering generous workspace and effortless access to the surrounding indoor and outdoor gathering spaces. Thoughtfully designed for privacy, the bedroom wing is anchored by a tranquil primary suite with an en-suite bath, while three additional bedrooms and well-appointed baths comfortably accommodate family and guests. A full basement, attached two-car garage, and the extraordinary grounds present endless possibilities—whether enjoyed in its current form, thoughtfully reimagined, or expanded into a remarkable estate. More than simply a property, this is a setting where the beauty of the natural landscape becomes an integral part of everyday living.

790 Bryant Avenue, Roslyn Harbor

$2,280,000

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

$1,888,000

5 Beds ⋅ 5 Baths ⋅ 1016057 MLS

Opportunity Knocks!!!Situated in the highly desirable Pines neighborhood of Roslyn, with access to the Pool /Tennis, this elegant home offers the perfect blend of comfort, functionality, and timeless charm. Filled with natural light, the open floor plan creates a bright and welcoming atmosphere, complemented by soaring ceilings throughout. The spacious eat-in kitchen is ideal for everyday living and entertaining. The home features a grand entry foyer, a living room with dramatic high ceilings, a formal dining area, a large den With Fireplace, and a generous primary suite with a full bath. A fully finished basement provides additional living and recreation space, offering flexibility for a variety of needs. Ideally located near premier shopping, major highways, the LIRR, and within the Roslyn School District, this exceptional residence seamlessly combines style, comfort, and convenience.

4 Verity Lane, Roslyn

$6,895,000

8 Beds ⋅ 10 Baths ⋅ 1012961 MLS

Introducing 110 Dogwood Avenue, an extraordinary new construction set on 1.25 private acres in the prestigious Village of Roslyn Harbor. The finishing touches are complete and interior photos now available. This exceptional residence offers over 10,000 sq ft of meticulously crafted living space across three levels, seamlessly blending sophisticated design, uncompromising quality, and modern luxury. A dramatic entry introduces soaring ceilings, expansive living spaces, and impeccable finishes throughout. Designed for both grand-scale entertaining and comfortable everyday living, the home features eight bedrooms, eight full baths, and two half baths, including a spectacular primary suite retreat with dual custom walk-in closets and a spa-inspired bath featuring a steam shower, dual water closets, and designer finishes. Every bedroom is thoughtfully appointed with its own en-suite bath and walk-in closet. A three-stop elevator services all levels, while custom millwork, oversized solid-core doors, wide-plank white oak flooring, two gas fireplaces, and bespoke cabinetry elevate every room. The state-of-the-art chef’s kitchen flows effortlessly into elegant entertaining spaces and outdoor living areas, while the finished walk-out lower level offers exceptional flexibility with additional bedrooms, a gym, recreation spaces, and abundant natural light. Resort-style amenities abound. The professionally designed grounds showcase an impressive 18’ x 42’ heated saltwater pool with integrated spa, automatic cover, LED lighting, and expansive patio spaces. A fully equipped outdoor kitchen with barbecue, refrigeration, sink, and storage creates the perfect setting for outdoor entertaining. Covered patios and private balconies further enhance the seamless indoor-outdoor lifestyle. Built with an unwavering commitment to quality, the home features Marvin windows, a high-efficiency five-zone HVAC system with HEPA air filtration, radiant heated floors, spray foam insulation, advanced smart-home wiring, security system, and maintenance-free exterior finishes including Hardie Board, Azek, and porcelain veneer. A rare opportunity to own a newly built luxury estate in one of Long Island’s most coveted North Shore communities, where timeless architecture, exceptional craftsmanship, and modern convenience come together in perfect harmony. Located within Roslyn School District.

110 Dogwood Avenue, Roslyn Harbor

$4,125,000

6 Beds ⋅ 5 Baths ⋅ 995401 MLS

Welcome to 25 Montrose Court, nestled on 1.95 acres on a quiet cul-de-sac in Roslyn Harbor. This stately center-hall-colonial has been impeccably maintained with many upscale renovations and tasteful decor. Refined millwork and hardwood floors frame the spaces with traditional charm and warmth. The spacious first floor has grand principal rooms, providing many entertainment spaces. An oversized living room complete with a full wet bar accommodates large gatherings and opens into a cozy den with fireplace perfect for entertaining. The chef’s kitchen, complete with top-of-the-line stainless appliances, offers plentiful counterspace and a seated island, with generous custom cabinetry for storage and display. The striking dining room offers a beautiful view of the manicured, verdant grounds. A second den, bedroom, full bath, laundry room, pantry, and mud room complete the sprawling first floor. The second floor hosts a large primary suite with wonderful natural light and space for a sitting area. Attached is an updated four-piece bathroom leading to an enviable walk-in closet/dressing room, a private gym and office. Three additional bedrooms and two full baths appointed with neutral colors complete the outsized second floor. A fully finished basement offers another large entertaining space with additional storage and a half bath. Full home generator. The private, serene backyard is outlined by mature trees and landscaping, and offers outdoor leisure spaces including a saltwater pool, hot tub, TV lounge & built in barbecue. The property is zoned for a tennis court. Located in the desirable Roslyn School District, this home is easily accessible to New York City and awaits a buyer with vision and appreciation of fine architectural detail.

25 Montrose Court, Roslyn Harbor

$2,170,000

5 Beds ⋅ 5 Baths ⋅ 993167 MLS

Welcome Everybody! Roslyn school SD. Center Hall colonial. 5Beds rm, 4.5Baths rm. The Large Kitchen. Center island equipped with Double size oven. Enjoy Backyard w/Ig Pool and Hottub. Best Value In East Hills. Convenientto schools, shopping, train, restaurants and highways. Don't forget east hills Pool and Park include also. Separate hotwater heater....

78 Woods Drive, East Hills

$2,288,000

4 Beds ⋅ 4 Baths ⋅ 985800 MLS

Welcome to this mint-condition home in the heart of East Hills, set on an oversized property designed for exceptional entertaining. The backyard is a true private retreat, featuring a heated in-ground pool, dedicated barbecue area, sauna, and jacuzzi—perfect for year-round enjoyment and hosting in style. The main level features a grand primary suite complete with ample closet space and a full bath. All bathrooms throughout the home have been tastefully updated and offer the added luxury of heated floors. Upstairs, you’ll find three spacious bedrooms (originally four), including an additional primary suite with a walk-in closet and full bath—ideal for guests or extended living. Enjoy exclusive membership to East Hills Park with access to pool, tennis, and more. Conveniently located near major highways and part of the highly sought-after Roslyn School District. A true move-in-ready gem—this is mint, mint living at its finest.

35 Elm Drive, East Hills

$3,299,000

5 Beds ⋅ 4 Baths ⋅ 965029 MLS

Set on an impressive .64-acre property in the heart of coveted Country Estates, this expanded Royale offers exceptional scale, flexibility, and resort-style living on a quiet, prime block. Designed for both everyday comfort and elevated entertaining, the home features three generously sized living rooms, a chef’s/baker’s kitchen with a full eat-in area, and a formal dining room—ideal for hosting at any level. The first floor includes a bedroom or private office with an adjacent full bath, a built-in bar, and walls of windows that bring in abundant natural light. A spacious garage provides excellent storage and convenience. Upstairs, the expansive primary suite stands out with a massive walk-in closet, en suite spa bath, heated floors, and an oversized glass shower. Three additional bedrooms complete the second level, two with en suite baths, offering comfort and privacy for family or guests. The lower level is thoughtfully expanded to include a movie theater, laundry area, and ample storage, creating additional functional living space. Outdoors, the property transforms into a private retreat with a Gunite saltwater pool, hot tub, outdoor bar, and a retractable awning—perfect for entertaining throughout the season. Additional features include a full-house generator and a whole-home humidification system, enhancing comfort and peace of mind year-round. A rare combination of acreage, layout, and amenities in one of the area’s most sought-after enclaves—this home delivers true luxury living in Country Estates.

110 Birch Drive, East Hills

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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.