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$1,499,000
3 Beds 4 Baths 924424 MLS
Waterfront Opportunity on Bay Home Road. Welcome to 535 Bay Home Road, a rare and flexible offering on one of the North Fork’s most coveted canal-front streets, located in the prestigious Willow Point community. With panoramic water views, a private dock, and access to a secluded beach, this property combines timeless coastal charm with modern luxury. Buyers can choose from two exclusive paths to own this exceptional property: Option 1: New Construction Package – $3,300,000 Partner with the highly regarded North Fork Building Company to create a custom 2,900 sq ft modern waterfront home, expertly designed to showcase water views and deliver a luxurious coastal lifestyle. Planned Features Include: 3 en suite bedrooms, additional full bath off the mudroom, main-floor flex room (ideal for a 4th bedroom, home office, or den), Heated waterside pool, covered outdoor living room with kitchen and wood-burning fireplace, private dock + floating swim dock, detached two-car garage with unfinished attic space and breezeway. Interior Highlights: Gourmet kitchen with custom cabinetry, quartz countertops, Thermador appliances, gas fireplace in the living room with custom built-in bookcases, 10’ ceilings on the main level, 9’ ceilings upstairs, white oak flooring throughout, Kohler fixtures, Andersen windows, and recessed lighting. Custom molding package, Walk-in closets in all bedrooms and upstairs laundry room. With final plan approvals nearing completion and permits ready to issue, now is the ideal time to customize your finishes and build your North Fork dream home. Option 2: Purchase As-Is with Approved Plans – $1,499,000 Prefer to build on your own schedule or with your own team? The existing home is also available as-is . This includes: Fully approved architectural plans, ready-to-issue building permits, .37-acre lot on a quiet canal with private dock. Prime opportunity to invest in a trophy location with a head start on construction. Whether you're ready to break ground now or planning for the future, 535 Bay Home Road is a rare chance to own one of the North Fork’s most prestigious waterfront streets — just steps to a private beach and directly across from a scenic vineyard.

535 Bay Home Road, Southold

$2,499,000
5 Beds 7 Baths 915536 MLS
Partner with one of Long Island’s East End premier builders and customize your dream home. This modern colonial offers approximately 3,505 SF of living space with 5 bedrooms, 5 full bathrooms, 2 half bathrooms and a full 1,870 SF basement with 9’ ceilings. Stunning new construction offering modern luxury and exceptional craftsmanship across 3,505+/- sq. ft. of thoughtfully designed living space. This 5-bedroom, 5.5-bath residence features a dramatic double-height foyer, expansive open-concept dining/living area, spacious family room with fireplace, and a designer chef’s kitchen with oversized center island, custom cabinetry, pantry, and premium finishes throughout. The first floor includes a private guest suite with ensuite bath, mudroom, and attached 2-car garage, while the second level showcases a luxurious primary suite with dual walk-in closets, spa-inspired bath, and private roof deck access, along with three additional ensuite bedrooms and laundry room. Outdoor amenities include a covered porch, expansive patio, outdoor kitchen, and resort-style entertaining areas. Additional highlights include oak hardwood flooring, Andersen 400 Series windows, Hardie Plank siding, smart home/security wiring, multi-zone HVAC, irrigation system, and luxury upgrade possibilities including pool, spa, pool house, pickleball/tennis court, and detached garage. Exceptional opportunity to customize a premier luxury home moments from beaches, marinas, golf courses, and the Hamptons lifestyle. Construction is expected to begin early 2026 with completion by year-end 2026. Buyer to pay transfer tax, survey, and utility connection fees. Model pricing, specifications, and finishes are subject to change.

NC12 Landing Lane, E. Quogue

$1,250,000
4 Beds 3 Baths 922473 MLS
Greenport - Historic Colonial Farmhouse in Peconic Bay Estates. Offered for the first time in decades is this rare slice of Long Island history. Step back in time without sacrificing modern comfort in this circa 1600s, Dutch Colonial farmhouse, gracefully set on .39 acres in the heart of the North Fork. With 4-5 bedrooms, 3 full baths, and over 400 years of character, this one-of-a-kind home blends heritage and warmth with beachy, coastal charm. Features include original wide-plank floors, five wood-burning fireplaces, a charming eat-in country kitchen, a spacious dining room & inviting living room, walk-in pantry, and an oversized laundry room with antique tub. Deeded beach access is just steps away. Enjoy the best of both worlds: secluded & serene, yet very close to historic Greenport Village, home to the iconic carousel, North Fork Arts Center at the Greenport Theatre, and artisanal shops. Explore the nearby charm of historic Southold Town, and spend weekends sampling world-class restaurants, seafood markets, vineyards, craft breweries, and farm stands. Live music & local culture make this a perfect year-round residence or getaway. Your North Fork dream awaits! Steeped in history, and surrounded by beauty.

240 August Lane, Greenport

$1,695,000
3 Beds 3 Baths 900651 MLS
Now Offered at $1,695,000 Exceptional Value in Sag Harbor Village Opportunities like this are becoming increasingly rare. Just under half a mile from the heart of Sag Harbor Village with a sidewalk straight into town this .6-acre property offers something the market is starving for: scale, location, and meaningful upside. Around the corner, a vibrant community park features a recently renovated playground and tennis courts, with new pickleball courts anticipated by Memorial Day adding immediate lifestyle appeal to an already prime setting. The existing 3-bedroom, 3-bath home blends historic character with thoughtful updates, while a substantial detached garage with soaring ceilings presents endless potential — studio, gym, workspace, or future conversion. But what truly sets this property apart is the untapped development potential: Currently utilizing only 5% of the allowable Gross Floor Area (20% permitted) offering a rare opportunity to significantly expand, reimagine, or create a custom compound within the village. Whether you’re a builder, investor, or end-user with vision, the upside here is undeniable. Add to that a proven rental history including additional income from the garage space and you have a property that performs today while offering substantial future value. Large parcels with this level of flexibility, this close to the village, are few and far between. At this price, in this location, with this level of untapped potential opportunities like this, this close to the village, are exceptionally rare.

1350 Brick Kiln Road, Sag Harbor

$2,799,000
8 Beds 7 Baths 859020 MLS
2-Acre Private Oasis with Custom "To Be Built" Luxury Home - Excellent Location Near Town, Beaches & Vineyards! Discover the perfect blend of privacy, luxury and convenience with this exceptional vacant lot, tucked away in a serene, secluded setting --- Yet just minutes from downtown, pristine beaches, and world-class vineyards, shopping and dining. Plans are in-place for a "To Be Built" custom estate, offering the rare opportunity to personalize your dream home to suit your lifestyle and taste. Whether your envisioning a peaceful year-round residence, a high-end vacation home or a lucrative investment property, this home offers it all. Your luxury escape awaits -custom build your forever home today! Photos shown are from an identical recently built house In Southold --- Easy To Preview.

1350 Hortons Lane, Southold

$1,895,000
4 Beds 4 Baths 854138 MLS
JAMESPORT BAYSIDE - 2025 New Construction - Offering Includes a Private Two-Slip Dock with Direct Bay Access, Sandy Bay Beaches, and a Beautiful Inground Pool on Nearly One Acre Stunning new construction in the heart of Wine Country. This modern farmhouse offers approximately 4,650 square feet in total, nearly 3000 square feet of living space. The home features four bedrooms and three and a half baths, providing generous comfort and convenience. A two-car side-entry garage and both upper and lower laundry areas enhance everyday functionality. The open-concept kitchen is a chef's dream, featuring quartz countertops, a center island with seating, shaker cabinetry, and 9' ceilings. The spacious floor plan flows seamlessly from the kitchen into a dining room with a vaulted, wood-beamed ceiling, and onward into a large great room with a gas fireplace. The first-floor primary en-suite offers a spa-like bath with direct access to a large closet and dressing area. A second en-suite bedroom on the main level provides flexibility for use as an office or media room. The upper level includes a loft, two additional bedrooms, a full bath, a large bonus room, and an additional laundry area-ideal for guests or multi-generational living. Outdoor living is exceptional, with covered front and rear bluestone porches and a saltwater pool. For water enthusiasts, the property includes deeded bay beach access approximately a five-minute walk away, as well as separate deeded waterfront land with a private two-slip dock offering direct access to Peconic Bay's outstanding fishing and water sports. This property is a rare blend of luxury and practicality, designed for those who appreciate both style and substance. Located on the south side of Jamesport, the residence is ideally positioned near local farmstands, sandy beaches, golf courses, and the region's acclaimed vineyards and restaurants. Come experience the epidemy of North Fork living!

33 Lagoon Court, South Jamesport

$3,650,000
4 Beds 6 Baths 838826 MLS
At the very end of one of Remsenburg’s most coveted lanes lies a private estate where specimen plantings canopy 1.7 sublime acres. Welcome to 53 Cedar Lane, a four-bedroom, five-and-a-half-bath custom-built residence with abundant bonus space and private shore front on Seatuck Cove. Spanning approximately 5,654 square feet, the home offers a harmonious blend of refined elegance and everyday comfort. You are welcomed by a classic foyer that opens into a spacious great room—perfect for gatherings or quiet evenings by the fire. The chef’s kitchen, overlooking pool and tennis, flows into a sun-drenched breakfast nook, while a separate formal dining room sets the stage for memorable meal or celebration. A sunroom offers peaceful views of the property, and a versatile bonus room, with coffered ceiling, is ideal as a den, music room or library, adapting to suit your lifestyle. The main level also includes, a junior suite, offering comfort and privacy for guests with access to patio, gardens and tennis. The second level features a primary suite that is a sanctuary unto itself, featuring a luxurious en-suite bath, abundant closet space, office area and private balcony with treetop views. Three additional ensuite bedrooms ensure space and privacy for all. The attached two-car garage with interior access adds ease and practicality. The grounds are truly exceptional. A sparkling pool and tennis court invite recreation, while a right-of-way to the water and private beach access provide moments of coastal joy. A rear acre of grassy lawn is shaded by a canopy of mature trees—blue spruce, mock-orange, Japanese cedar, black oak and blossom-filled magnolia among them. Set in the peaceful hamlet of Remsenburg, just moments from dining, shopping and the white sand beaches of the Hamptons, 53 Cedar Laneis not just a home—it’s a retreat. A rare blend of timeless architecture, verdant beauty and refined seclusion

53 Cedar Lane W, Remsenburg

$1,249,000
3 Beds 2 Baths L3590177 MLS
Southold, North Fork: The historic Boisseau farmhouse, built around 1890, is situated on 1.75 acres (76,230 square feet) with R40 residential zoning, in a picturesque setting featuring mature trees and a sprawling lawn. The property is adjacent to fallow, and partially wooded acreage owned by the Town of Southold. The traditional home boasts a charming covered front porch, an entry foyer, and a spacious living room with a fireplace. The dining room can function as a den and includes pocket doors. The primary floor also offers an eat-in kitchen, a laundry room/pantry, a 3-season room, a full bath, and a back staircase. Upstairs, you will find three large bedrooms and another full bath. The farmhouse retains historic character and details, including original wainscoting, paneled doors, windows, and hardwood floors. Various unique features from a bygone era include a laundry chute, a built-in medicine cabinet, bench seats and cabinets, and a sewing room or nursery that could also serve as a walk-in closet. Additionally, the property includes a two-car garage, a post-and-beam barn (which previously hosted generations of local school dances), a large two-story workshop, and a tool shed, along with the 'tower' of the windmill that once pumped water for the farm. With approximately 200 linear feet of road frontage, this home offers substantial privacy and is ideal for those seeking a true North Fork residence within a village setting with access to Southold Park District amenities including use of the Wharf House. You can have it all at 2055 Boisseau Avenue, with room for a pool or tennis court, horses, or small-scale farming. The barn can accommodate multiple boats or cars. Follow your dreams and explore this incredible opportunity!

2055 Boisseau Avenue, Southold

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.