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$1,199,000
4 Beds 3 Baths 1046457 MLS
Some homes are simply addressed to impress, and this South Bayport beauty is one of them. The drive home takes you beneath a canopy of mature trees, past estate like properties, to a setting that feels quietly removed from the everyday. Custom built by premier local builder Thorvaldsen, this four-bedroom mid century modern colonial sits on a beautifully landscaped half-acre filled with specimen plantings, a magnificent magnolia tree and blooms that unfold throughout the seasons. Lovingly cherished by its owners, the home has an easy, natural warmth, with hardwood floors throughout and spaces designed for gathering, relaxing and simply enjoying where you live. The generous kitchen features custom cabinetry and opens to a welcoming den with an indoor grill and wood-burning stove. A second wood stove adds even more warmth and character, while three remodeled baths include a beautiful first-floor bath with a soaking tub. One of the most special spaces is the Adirondack-style sunroom, a peaceful place for morning coffee, afternoon reading or lingering conversations at the end of the day. Upstairs, the oversized primary suite offers a private full bath, accompanied by generously sized guest bedrooms and an additional remodeled bath. An attached 1.5 car garage provides plenty of room for parking, storage and all the extras that come with life near the bay. Just seconds from the Great South Bay, this is a home that invites you to slow down. Listen to the whisper of the trees, feel the breeze off the bay and enjoy a property that feels like a true respite from the outside world. Come for the address. Stay for the feeling, you may never want to leave.

4 Saltmeadow Lane, Bayport

$2,950,000
4 Beds 4 Baths 963793 MLS
Wake up to the salt air at your new coastal compound, a rare waterfront opportunity for those seeking something truly different. Unapologetically distinctive, this mid-century modern residence offers an extraordinary combination of waterfront, privacy, architectural character, and artistic location. Held in the same family for more than 50 years, the over 4000-square-foot home is set on two private acres overlooking the natural beauty of Great Pond. Expansive light-filled rooms, walls of glass and bold architectural lines create a residence that feels as compelling today as it was when first conceived. Mature landscaping, an inground pool, abundant wildlife and magnificent sunsets all contribute to the architectural composition. These features enhance the sense of retreat and home, while two beautiful Long Island Sound beaches—Kenney’s and McCabe’s—are just moments away. A true North Fork treasure, equal parts architectural time capsule and North Fork, grab this opportunity before it's gone.

9305 Soundview Avenue, Southold

$1,799,000
6 Beds 5 Baths 1027852 MLS
A truly unique opportunity combining distinctive architecture, exceptional versatility, and income-producing potential on a beautiful full acre of level property. This Frank Lloyd Wright-inspired residence offers a striking mid-century modern aesthetic along with a permitted professional office and legal accessory apartment with proper permits. The home makes an immediate impression with a dramatic two-story hallway featuring a soaring wall of glass and an eye-catching mid-century staircase. Inside, the spacious living and dining areas feature new hardwood flooring and sliding glass doors opening directly to the patio, creating an effortless flow for indoor-outdoor entertaining. Toward the rear of the main residence, the kitchen connects to an intimate family room, also featuring sliders to the patio. A separate pantry and storage room provides additional functionality. One of the property's standout features is the professional office space, conveniently accessible from the main residence while also offering separate exterior entrances. A dedicated front entrance provides convenient client access, while an additional driveway-side entrance offers separate access for staff. The office configuration includes an approximately 14' x 25' rear office with kitchenette and full bathroom, four treatment rooms, and a client waiting area—providing an impressive and functional professional environment. Permitted use and continued use are subject to applicable municipal requirements and approvals. The property also features a separately configured legal accessory apartment with proper permits. Accessible from a private porch as well as from within the residence, the apartment offers a spacious den opening to an eat-in kitchen filled with natural light. Sliding doors lead to a private deck and backyard. The apartment also includes a generously sized bedroom, full bathroom with double vanity, and mudroom with its own laundry area. Additional living and recreational space can be found in the beautifully finished basement, offering a bright, open layout, additional laundry area, and a separate utility/storage room. Outside, enjoy a full acre of level, private property, much of which is fenced, offering expansive lawn space and potential for a future pool subject to applicable permits and approvals. Additional highlights include appliances approximately six months old, a heated 2-car garage, three-zone central air conditioning, 200-amp electrical service, and a gas boiler. A rare property offering architectural character, flexible living arrangements, a legal accessory apartment, permitted professional office space, and exceptional property—all conveniently located near shopping, dining, transportation, and everyday amenities. An outstanding opportunity for buyers seeking a home that offers much more than the ordinary.

764 Vanderbilt Parkway, Dix Hills

$3,300,000
3 Beds 3 Baths 1038274 MLS
One of Fire Island Pines’ most recognizable residences, the Pyramid House is an extraordinary expression of the experimental modernism that came to define the Pines. Designed circa 1960 by Buenos Aires–born architect Julio Kaufman, the house was later thoughtfully reimagined while preserving Kaufman’s iconic silhouette. A monumental steel-and-glass wall opens the soaring upper-level great room to sweeping views across the protected dunes of Fire Island National Seashore toward the Atlantic and bay beyond. Set at the quiet eastern edge of the Pines and bordering protected landscape, the approximately 2,100-square-foot residence offers an unusual degree of privacy. Built to a standard uncommon to Fire Island, its robust construction includes galvanized structural steel designed to endure the island environment. The current configuration offers three bedrooms and two-and-a-half baths. The lower level is devoted principally to an expansive primary suite with dressing areas, bath and private study, opening toward the pool and dunes. Across the secluded courtyard, three smaller pyramidal forms echo the geometry of the original house, with two guest bedrooms flanking a central bath. Recent improvements include central air conditioning, significant electrical upgrades, a new saltwater pool liner and updated pool mechanicals, along with 3M Prestige 70 window film applied to the Pyramid’s monumental glazing. For its next steward, the expansive lower level presents the possibility of another chapter of reinvention, potentially accommodating two additional ensuite bedrooms and creating a five-bedroom, four-and-a-half-bath residence.* The property’s successful history as a sought-after seasonal rental adds another dimension to its versatility. More than six decades after its creation, the Pyramid House remains remarkably private and unmistakably iconic—a landmark of Fire Island modernism ready for its next chapter. *Any potential reconfiguration is subject to applicable approvals and independent verification by the purchaser.

443 Sail Walk, Fire Island Pines

$3,490,000
4 Beds 2 Baths 1033203 MLS
Oceanfront on Laurel Street in Seaview (Brookhaven) — Fire Island's Most Coveted block Welcome to 59 Laurel Avenue, a rare oceanfront offering just steps from the sand on the Brookhaven side of Seaview. This 4-bedroom, 2-bathroom midcentury ranch sits on a standard 60' x 100' lot, tucked behind a pre-Sandy, mature, vegetated dune that delivers natural beauty, privacy, and real protection from the elements — even through Hurricane Sandy, the home saw no water intrusion. With just 12 homes on Laurel Avenue, the beach out front stays serene and uncrowded, even on peak weekends like the Fourth of July. A 3-minute walk takes you to Seaview's ball field, playground, bay beach, and six pristine clay tennis courts. Bike 5 minutes to the shops and restaurants of Ocean Beach, or stroll 10 minutes to Seaview Market and the ferry terminal. Renovate the existing home or build your custom dream retreat: Desirable Brookhaven zoning allows up to a 2,100 SF footprint, 2.5 stories, allowing 4,000+ square foot of living space — room for a pool, roof deck, and every modern amenity. And with annual taxes of just $6,247 and flood insurance of only $670/year, the carrying costs are as attractive as the address. Opportunities like this in Seaview are exceedingly rare—don't miss your chance to own a piece of Fire Island paradise.

59 Laurel Avenue, Seaview

$795,000
5 Beds 4 Baths 1012027 MLS
Huge Price adjustment! Bring your contractor and ideas - to 1520 Meday Avenue, a rare mid-century modern ranch built in 1977 and ideally located in the heart of Mattituck on Long Island’s coveted North Fork. Offering 5 bedrooms and 4 full bathrooms, this expansive residence combines classic architectural character with exceptional scale, privacy, and resort-style outdoor living on a shy half acre - originally 2 combined lots. Designed around a striking central courtyard, the home is oriented to maximize natural light and views from nearly every room, creating a seamless connection between indoor and outdoor spaces. At the heart of the property lies a private in-ground pool, beautifully positioned within the courtyard and surrounded by a putting green—transforming the entire center of the home into a one-of-a-kind private retreat. Inside, the home features a spacious living room with fireplace, an open-concept kitchen, and a large dining room that together create an easy, flowing layout ideal for entertaining and everyday living. All bedrooms are generously sized, offering comfort, flexibility, and privacy for family and guests alike. While the home is well maintained and structurally sound, it presents an excellent opportunity for thoughtful updating—allowing a new owner to enhance and personalize a truly special architectural canvas while immediately enjoying its exceptional layout and setting. Property is being sold as-is and will require renovations and updating. Located just minutes from Mattituck’s vineyards, farm stands, beaches, marinas, boutique shopping, and acclaimed restaurants, this property captures the very best of North Fork living. Whether envisioned as a year-round residence or a seasonal retreat, 1520 Meday Avenue offers a rare combination of space, design, and lifestyle in one of the region’s most desirable communities. A distinctive courtyard ranch with resort-style amenities, this is an opportunity to create something truly extraordinary.

1520 Meday Avenue, Mattituck

$1,700,000
4 Beds 4 Baths 1019906 MLS
Opportunity in Huntington Bay. Come see us now, with all new wood floors, freshly painted walls, and a home that truly shines. Set in the Incorporated Village of Huntington Bay, this is a home built for bringing people together. A Belgian block circular drive sweeps past layered gardens to a crisp double brick facade, and inside, freshly painted rooms and gleaming hardwood floors give the home a bright, welcoming feel from the moment you arrive. The living areas were made for entertaining. A vaulted ceiling, clerestory windows, and a wall of glass fill the rooms with sun, while an oversized fireplace with a hand carved mantel and a built in bar make hosting effortless. The dining room, richly detailed with hand carved paneling from the Astor Estate, opens to a veranda overlooking the property, a beautiful spot to take in the grounds. The kitchen, finished with wood cabinetry and granite counters, opens to a private brick walled patio, a welcoming setting for morning coffee or evening drinks with friends. Designed for adaptable living, the floor plan features flexible bedroom suites with en suites and lounge areas. A lower level retreat and an all season solarium add even more versatility to the home. Outside, the spacious grounds unfold like a private park, with mature maples, seasonal blooms, and walled patios that invite guests to spread out and settle in. At its heart, a wonderful heated in ground pool and spa are wrapped by a generous deck, complete with a hand painted poolside mural by noted Long Island artist Hans Gabali, a detail you will not find anywhere else. Even the two car garage is heated and air conditioned. The community offers the added privacy of private roads and its own police department. Minutes to Huntington's beaches, town, and marinas, and within an hour of Manhattan, this is a warm, gracious home for a buyer who loves to entertain and live close to the water.

39 Upper Drive, Huntington Bay

$850,000
3 Beds 2 Baths 1018126 MLS
BY APPOINTMENT ONLY!This lovely and charming home has a front porch and is situated on almost a half acre of land and is setback from the street. The driveway can accommodate two or three cars comfortably. The garage is attached. The home is equipped with Ring security cameras in both the front and back of the property. There is a new fence that was put up in the rear back yard in 2026. In the front and side of the house is a white PVC fence that was put up in 2023. In-ground sprinkles were installed in the front and back yard in 2025. New windows were installed in 2020 throughout the entire house and also the large bay window in the living room. A new back door and side French doors were installed in 2025. The back yard has two exit gates (one is 10 feet wide and the second is 4 feet wide). A one layer roof was done approximately 10 years ago. The tax for 2026 is $7800.00, without a tax grievance, which is quite low for a property of this size. There is enough land to build a home of equal size on the property. The well manicured grounds has trees and flora in the front and in the back. You have complete privacy.

8 Van Cedar Street SE Unit #8, Brentwood

$995,000
2 Beds 1 Baths 986841 MLS
Some things are worth holding onto and this one is no exception. Nestled in one of the North Fork's most coveted beachside enclaves, this authentic mid-century modern gem offers the rare combination of style, privacy and beach access to one of the best bay beaches in the region! The detached 2-car garage handles the practical side of life beautifully with owned solar panels, including backup battery, while the working vegetable garden reminds you that the good life really is grown here. There's room for a pool, room to expand, and plenty of room to exhale. Optional membership in the Fleets Neck Property Owners Association gets you access to a private bay beach on the east end of Dave Allison Beach - plus storage for two kayaks. This is the kind of property that smart buyers recognize immediately - and move on quickly. The bones are right. The location is right. The potential? Even better.

865 Track Avenue, Cutchogue

$1,900,000
3 Beds 3 Baths 961696 MLS
One-of-a-kind Horace Gifford “tree house”. This 3 bedroom, 3 bathroom, dramatically set at the eastern edge of the Pines, is truly a one-of-a-kind residence. A spiral staircase leads you above the trees into the breathtaking, glass enclosed Great Room. Over 200o sq ft of multi level decking allows for both large scale entertaining or more intimate gatherings. While respecting Gifford’s original plan, the current owners have put their own stamp on the property including AC, working fireplace, heated pool, hot tub, poolside kitchenette, remodeled kitchen and appliances, complete bathroom renovations, heated stone floors in kitchen, all bathroom & entry & fully irrigated cutting garden. The heart stopping roof terrace soars above the tree line revealing the preserved dunes and Atlantic Ocean stretching eastward .

529 Sail Walk, Fire Island Pines

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.