Bay Shore Homes with Contemporary Style

Welcome to Bay Shore, a vibrant community nestled in the heart of Suffolk County, New York. This charming town is not only known for its scenic beauty and rich history but also boasts an exceptional school district that prioritizes educational excellence. Bay Shore School District is dedicated to fostering a supportive and engaging learning environment, ensuring that students are well-prepared for their futures. With a commitment to academic achievement, a wide range of extracurricular activities, and a focus on community involvement, families can feel confident that their children will receive a top-tier education.

In addition to its outstanding schools, Bay Shore offers a diverse selection of homes, particularly for those who appreciate contemporary style. The real estate market here features stunning contemporary homes that blend modern design with functionality. These properties often showcase open floor plans, sleek lines, and abundant natural light, creating inviting spaces that are perfect for both relaxation and entertainment. Whether you're looking for a chic urban retreat or a spacious family home, Bay Shore's contemporary residences cater to a variety of tastes and lifestyles.

Living in Bay Shore means enjoying a perfect balance of suburban tranquility and vibrant community life. With its proximity to beautiful parks, waterfront views, and a thriving local scene, residents can easily indulge in outdoor activities, dining, and shopping. Discover the charm of Bay Shore, where top-notch education and contemporary living come together to create a truly desirable place to call home. Explore the possibilities today, and find your dream home in this delightful community!

Newest Bay Shore Homes with Contemporary Style

$3,999,000

3 Beds ⋅ 3 Baths ⋅ 1032772 MLS

SPECTACULAR 2.75-ACRE WATERFRONT CONTEMPORARY ESTATE A truly rare opportunity to own an extraordinary privately gated 3,800 sq. ft. waterfront estate set on 2.75 breathtaking acres with over 1,000 feet of bulkhead and spectacular water views. Step through the grand double glass doors into a stunning open-concept interior featuring soaring windows, beautiful ceramic flooring, and a magnificent chandelier overlooking the water. The home offers 3 bedrooms, 3 bathrooms, a second-floor loft, dining room, living room with fireplace, and a 3-car garage.The fabulous chef’s kitchen features custom wood cabinetry, a large granite island, and professional Wolf and Verona stainless-steel appliances. The luxurious primary en-suite offers a spa bath, walk-in closet, glass doors with balcony and deck with bay views, elevator access, along with a convenient second-floor laundry room. The waterfront lifestyle is truly exceptional, offering over 1,000 feet of bulkhead, a large boat slip accommodating two 65-foot yachts, a boat ramp, and a dedicated cut-out for multiple jet skis. A spacious boathouse and waterfront gazebo provide the perfect setting for enjoying the water, while a beautiful patio and pergola create an ideal space for outdoor entertaining and relaxation. Take in breathtaking sunsets with picturesque views of the Robert Moses Bridge. Additional amenities include a full-house generator, 27-zone sprinkler system, and an on-demand tankless hot water heater. Perfectly positioned approximately 60 minutes by LIRR to NYC for world-class dining, entertainment and shows, and approximately 60 minutes to the Hamptons and its renowned wineries. From your own home or the nearby local ferries, enjoy a quick 20 minute ride to Fire Island's Ocean Beach and other sought after destinations, where you can spend the day exploring charming shops, enjoying waterfront dining and live music, or relaxing on the beautiful white sand beaches. It's the perfect blend of waterfront living, convenience, and the quintessential Fire Island lifestyle. Conveniently located near shopping, transportation and everyday amenities. A magnificent waterfront estate. An extraordinary lifestyle. A rare opportunity. Call today for your private showing.

170 S Penataquit Avenue, Bay Shore

$1,695,000

4 Beds ⋅ 3 Baths ⋅ 1043341 MLS

Impeccably maintained, secluded Bay Walk property located eight minutes from the Waterfront. Renovated in 2025 including kitchen appliances; cabinetry; refinished hardwood floors; heated XL saltwater pool; hot tub; gas water heater; roof and fully serviced Andersen windows & doors. New furnishings throughout. Extensive mahogany decking. Wood burning fireplace and propane fire pit. Fully air conditioned. Generously proportioned primary en-suite features with additional fireplace. Three guest bedrooms (one king & two queen beds) with ample closets. Low operating expenses and $185k in 2026 gross rent; several weeks pre-booked in 2027. Straightforward mortgage financing – no open permits, violations, and conforming to zoning requirements. Being sold fully furnished & turnkey.

279 Bay Walk, Fire Island Pines

$2,200,000

3 Beds ⋅ 3 Baths ⋅ 1033182 MLS

THE BEST THE PINES HAS TO OFFER. Gorgeous contemporary 2 bedroom, 3 bath offering seamless indoor/outdoor living. Private and luxurious the many amenities include a large heated pool & spacious deck, hot tub, central AC and heat, fireplace, television room that can be converted into a third bedroom & designer furnishings all set in beautifully landscaped gardens.

307 Shady Walk, Fire Island Pines

$2,500,000

4 Beds ⋅ 5 Baths ⋅ 1017237 MLS

Brand New Oceanfront Home with Pool! This stunning newly constructed residence offers the perfect blend of luxury, comfort, and breathtaking natural beauty. Featuring four spacious bedrooms, including two private primary ensuite retreats, and three-and-a-half beautifully appointed bathrooms, the home is designed for effortless coastal living. The bright and airy open-concept living, dining, and kitchen area is ideal for entertaining, with seamless indoor-outdoor flow and spectacular water views. Step outside to enjoy the fabulous new swimming pool and stylish cabana, creating your own private resort by the sea. Crowning this exceptional property is an expansive roof deck showcasing panoramic vistas of both the Atlantic Ocean and the Great South Bay—an unforgettable setting for sunrise coffee, sunset cocktails, and stargazing. A rare opportunity to own a brand-new oceanfront sanctuary in an incomparable location.

52 Lewis Walk, Cherry Grove

$1,750,000

7 Beds ⋅ 8 Baths ⋅ 1017133 MLS

Wisteria is a one-of-a-kind luxury retreat in Cherry Grove, Fire Island, completely rebuilt in 2020. This exceptional property features seven private en-suite bedrooms, including two poolside suites, a stunning open-concept living area with chef’s kitchen, and resort-style amenities throughout. Enjoy a solar-heated pool, meditation garden, covered outdoor dining pavilion, and a separate studio with full bath. The spectacular rooftop deck offers panoramic views from the Atlantic Ocean to the Great South Bay. A rare opportunity to experience the ultimate in Fire Island luxury and privacy

37 Bayview Walk, Cherry Grove

$1,500,000

3 Beds ⋅ 3 Baths ⋅ 1014328 MLS

Experience coastal living at its finest in this exceptional 3-bedroom, 3-bathroom home featuring stunning bay views from multiple levels and some of the most breathtaking panoramas in Cherry Grove. Relax on the spacious rear deck as you watch ferries glide across the bay and enjoy the ever-changing waterfront scenery. The primary suite opens to a charming Juliette balcony, offering a private retreat with picturesque bay views. For truly unforgettable sunsets and sweeping water vistas, the rooftop deck provides one of the area's most spectacular vantage points. The first floor features a bright, open-concept layout designed for effortless entertaining, with a spacious living room, dining area, and well-appointed kitchen, all accented by beautiful hardwood floors. This level also includes a comfortable guest bedroom, a full bath, and a convenient laundry/utility room. On the second floor, the primary suite offers a private en suite bath and direct access to the Juliette balcony overlooking the bay as well as a 3rd bedroom. At the top of the spiral staircase is a third full bath, along with a versatile loft-style space featuring a desk area and room for a pull-out sofa, creating additional sleeping accommodations for guests or work space. With its thoughtfully designed layout, multiple outdoor living spaces, and spectacular bay views from nearly every level, this remarkable home offers the perfect blend of comfort, style, and waterfront charm.

118 Bayview Walk, Cherry Grove

$1,799,000

4 Beds ⋅ 4 Baths ⋅ 1006212 MLS

Unparalleled privacy in this triple mint 4 bedroom, 4 bath home with a meticulous attention to detail. the large living/dining area opens onto a sun drenched pool deck featuring a  hot tub and a separate cabana which can easily double as an additional guest bedroom. Exceptional appointments and furnishings throughout including energy efficient & cost saving solar panels with an additional backup battery  providing a seamless power transfer in the event of power outages.  Other first class amenities include a chef's grade kitchen with Viking stove & refrigerator, Subzero ice maker, beautiful cherry wood cabinetry, central heat & A/C. Fully Winterized for year round enjoyment.

605 Shore Walk, Fire Island Pines

$2,999,000

4 Beds ⋅ 4 Baths ⋅ 994515 MLS

Be among the first to experience this stunning new construction in Ocean Bay Park. Designed with an upside-down layout that maximizes natural light, views, and effortless coastal living, this 4-bedroom, 3.5-bath home offers a thoughtful blend of style, comfort, and functionality. The home features two private primary-style suites—one on each level—providing flexibility and privacy for owners and guests. The upper level is designed around an open-concept kitchen, dining, and living area, creating a bright and inviting space for gathering and entertaining. On the lower level, a screened-in porch offers the perfect place to relax and leads directly to the private pool, creating an ideal setting for summer days on Fire Island. A rooftop deck provides beautiful water views and refreshing coastal breezes, adding another level of outdoor living to this exceptional home. With its modern design, private pool, water views, and prime Ocean Bay Park setting, this is a rare opportunity to own a brand-new Fire Island retreat.

17 Superior Street, Ocean Bay Park

$1,899,000

5 Beds ⋅ 5 Baths ⋅ 982302 MLS

Welcome to Pines Living with Proven Income Potential. Private and thoughtfully designed, this exceptional 5-bedroom, 4-bath Fire Island Pines retreat offers the perfect blend of luxury, space, and income potential. Ideally located just moments from the harbor, beach, and Pines’ vibrant dining and nightlife, the home is set back from the boardwalk, creating a rare sense of privacy and seclusion. Spanning multiple levels, the home features a bright and open upper-level living space with sweeping Great South Bay views, a spacious living room, and a dining area accommodating up to 12 guests. The modern kitchen is fully equipped with updated appliances and designed for effortless entertaining. Multiple decks provide seamless indoor-outdoor living, including a front deck with bay views and a private rear deck overlooking the pool. The property offers five well-appointed bedrooms, including three en-suite bedrooms with king and queen layouts, plus additional guest accommodations providing flexibility and comfort for larger groups. A separate-entry pool-level suite adds an extra layer of privacy ideal for guests. Outdoor living is centered around a heated saltwater pool surrounded by an oversized deck, lounge areas, and an outdoor shower—perfect for relaxing or entertaining after a day at the beach. Additional features include central air conditioning, Sonos sound system throughout, high-speed internet, and a strong history of seasonal rental demand. A rare opportunity to own a turnkey property in one of Fire Island Pines’ most desirable and private settings.

287 Bay Walk, Fire Island Pines

$2,475,000

3 Beds ⋅ 2 Baths ⋅ 986803 MLS

Direct ocean views provide a beautiful backdrop to the open and airy living spaces throughout this exceptional oceanfront property. A 17-foot wall of glass in offering expansive water views opens out to a generously proportioned beachfront deck featuring saltwater pool and hot tub, creating a luxurious backdrop for outdoor living and entertaining. Designed for year-round living, the home is fully winterized with central heating, air conditioning, and a wood burning fireplace. Inside, you'll find three thoughtfully designed bedrooms and two updated bathrooms, each curated for comfort and style. The modern kitchen is equipped with top-of-the-line appliances, including a Sub-Zero refrigerator.

146 Ocean Walk, Fire Island Pines

$1,899,000

4 Beds ⋅ 4 Baths ⋅ 978732 MLS

605 Shore Walk, Fire Island Pines

$1,350,000

7 Beds ⋅ 7 Baths ⋅ 971902 MLS

Welcome to an exceptional opportunity in the heart of Cherry Grove, where spacious accommodations, outstanding outdoor living, and breathtaking Great South Bay views come together in one remarkable three-story property. Featuring 7 bedrooms and 6½ baths, this generously proportioned home offers an ideal combination of privacy, comfort, and entertaining space. Whether envisioned as a private vacation retreat, an investment property, or a high-demand rental opportunity, the home's versatile layout provides ample room for family and guests to gather while still offering plenty of space to unwind. The top-floor living level is the true showpiece of the residence, offering spectacular views of the Great South Bay through its elevated vantage point. A wraparound balcony extends the living space outdoors, creating an exceptional setting for morning coffee, sunset cocktails, entertaining, or simply enjoying the distinctive beauty of the surrounding landscape. Inside, the upper level features soaring ceilings and tile floors, creating an open, airy atmosphere. A wood-burning stove adds warmth and character, while the dedicated media room provides an inviting space for movie nights, watching the game, or relaxing with family and friends. The combination of expansive living areas, high ceilings, abundant outdoor space, and panoramic water views makes this level particularly well suited to entertaining. The home includes a spacious primary suite, along with six additional bedrooms, providing substantial flexibility for hosting guests, accommodating extended family, or maximizing rental potential. With 6½ baths, the property is exceptionally well equipped for larger groups and extended stays. Outdoor living is equally impressive. Multiple decks provide numerous areas for dining, lounging, and entertaining, while the property's fully fenced grounds offer added privacy and security. An outdoor shower provides a welcome convenience after a day at the beach, allowing everyone to rinse off before returning indoors. Additional storage and utility sheds offer practical space for gardening equipment, beach gear, and seasonal belongings. Location is another defining feature. The property is situated just steps from Cherry Grove's vibrant town center, placing restaurants, shops, nightlife, and the community's lively atmosphere within easy reach. At the same time, the home is conveniently located near one of New York's most beautiful ocean beaches, making it easy to enjoy long beach days, swimming, sunbathing, and the natural beauty of the barrier island. An outstanding choice for investment, vacation living, or rental income potential, this distinctive property offers the space and location to make the most of the Cherry Grove lifestyle. OneKey MLS #971902 This property is also available thru D.Katen Fire Island Properties.

154 Doctors Walk, Cherry Grove

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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.