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$879,000
3 Beds 2 Baths 972288 MLS
Set against a backdrop of preserved farmland, this exquisite move in ready 3-bedroom, 2-bath Mattituck retreat captures the essence of North Fork living with waterviews, farm views and unforgettable, color-drenched sunsets. Designed with an open floor plan, the home is filled with natural light and offers effortless flow for everyday living and entertaining featuring a wood burning fireplace with wood burning cast-iron stove inside. A newly updated kitchen with stainless steel appliances, real wood cabinets and beautifully renovated bathrooms elevate the interior with modern comfort and style. Step outside to an expansive upper deck and lower patio—ideal vantage points to take in the peaceful agricultural landscape and evening skies. Perfectly positioned, enjoy easy access to Love Lane’s beloved boutiques, cafe's, and wineries, while Bailee's Beach is just moments away for sun-soaked days by the water. Located .6 miles from the LIRR and Hampton Jitney. Exceptional living at its finest, this home boasts wood floors and Anderson Windows throughout, brand new AC units, newer boiler, updated septic, new Anderson front door, public water, 2023 new chimney lining and chimney refaced, newer appliances 2019-2024, newer leaf guard gutters and propane for gas cooking. Whether you’re seeking a full-time residence or a weekend escape, this property delivers privacy, proximity, and picturesque beauty in one of the North Fork’s most sought-after locations. This listing may include images that have been digitally altered or virtually staged.

540 Conklin Road, Mattituck

$1,950,000
4 Beds 3 Baths 970247 MLS
Built in 2021 and offered in like-new condition, this stylish four-bedroom residence pairs clean contemporary design with the relaxed ease of North Fork living. A semi-open floor plan creates natural flow across the main level, connecting the living, dining, and kitchen spaces in a layout equally suited for everyday living and effortless entertaining. Four spacious bedrooms offer comfortable accommodations, while a full unfinished basement presents excellent potential for additional living space, whether for a media room, gym, recreation area, or some combination. The primary bedroom enjoys vaulted ceilings, plenty of natural light and a generous ensuite bath. Outside, a heated saltwater pool is set within mature, thoughtfully designed landscaping that provides both privacy and a beautifully established backdrop for summer days. Deeded HOA access to a pristine Sound beach, Eastern Shores, completes this exceptional offering. Located less than a mile from the heart of Greenport Village, home to coveted restaurants, boutique shops, coffee shops, and marinas.

660 Sutton Place, Greenport

$728,000
4 Beds 3 Baths 972718 MLS
Welcome home to this inviting Colonial-style 4-bedroom oasis in the Town of Riverhead, set on an exceptional 155x260 lot that offers space, privacy, and beautiful curb appeal. Inside, the home feels warm, neat, and thoughtfully cared for, with natural light and an easy flow that makes everyday living comfortable. The first floor features a spacious formal dining room and an open eat-in kitchen with access to the deck and electric awning — perfect for effortless indoor-outdoor living. The family room adds even more comfort with a mini-split system, a wood-burning stove, a fireplace, and high-hat lighting. Two large bedrooms and a full bath with abundant storage complete the main level. Upstairs, you’ll find two additional oversized bedrooms and a generous bathroom with dual sinks, a shower stall, a large jacuzzi tub, and a separate toilet/sink area designed for convenience. Parking is simple with a detached 2-car garage and an expansive private driveway. The full basement offers endless possibilities — a media room, playroom, office, gym, or anything you imagine — and stays dry thanks to the home’s solid poured concrete foundation and French drain system. Additional updates include stainless steel appliances and two heating zones. This home is clean, move-in ready, and filled with potential. Enjoy exclusive access to Town of Riverhead beaches, the natural beauty of Wildwood State Park, local farm stands, vineyards, restaurants, and shopping, all with easy access to both the North and South Forks. This property delivers space, comfort, and value in one of Wading River’s most desirable settings.

43 Farm Road N, Wading River

$2,400,000
5 Beds 4 Baths 961189 MLS
Welcome to 22 Peppermill Lane, an extraordinary luxury residence nestled in the prestigious Rolling Hills section of Dix Hills. Located in the Half Hollow Hills Central Schools District. This meticulously totally rebuilt five-bedroom, four-bathroom house with home office has approximately 3,300 square feet of refined living space, masterfully curated for both elevated entertaining and effortless everyday living. Upon entry, soaring 8-foot ceilings and abundant natural light create an immediate sense of openness and warmth. The sun-drenched den is accentuated by skylights and a beautifully maintained wood-burning fireplace, serving as a sophisticated focal point. Rich 5-inch white oak flooring flows seamlessly through the living room and dining room, complemented by elegant porcelain tile finishes and thoughtfully selected designer details throughout. At the heart of the home lies the expanded chef’s kitchen — a true showpiece. Anchored by a dramatic 73" x 96" center island, the space also features a custom pantry, pot filler, instant hot water faucet, and wine cooler. Premium appliances include a Wolf range and double wall oven, 36” Thermador refrigerator and 36” Thermador freezer (72” combined), Bosch dishwasher, and Cafe drawer microwave — a suite designed for culinary excellence and grand-scale entertaining alike. Separate spacious laundry area provided with a slop sink and Samsung washer and dryer. Engineered for modern luxury and efficiency, the residence provides spray foam insulation, 400-amp electrical service, new roof and windows, whole-house gas, and two-zone central air and heating. The second floor features baseboard heat, while the first level and 1,100-square-foot finished basement are serviced by forced air. Additional electric heat in the powder room and home office ensures comfort in slab foundation areas. Cable-ready walls throughout and a pull-down attic provide convenience and future flexibility. Upstairs, generously proportioned bedrooms and spa-inspired baths feature Toto toilets and refined finishes, delivering a serene retreat experience. The 1,100-square-foot finished basement expands your lifestyle options — ideal for recreation, fitness, media, or guest accommodations. Outdoors, your private resort-style oasis awaits. A heated gunite saltwater pool is surrounded by professionally landscaped grounds, supported by a 23-zone in-ground sprinkler system. A heated driveway and walkway for year-round ease, in addition to an oversized attached two-car garage with an abundance of space. Set among the rolling landscapes of Dix Hills, this turnkey residence seamlessly blends superior craftsmanship, cutting-edge systems, and timeless elegance — delivering a rare opportunity to own a truly exceptional home in one of Long Island’s most sought-after communities. Close to Dix Hills Park, transportation, restaurants, shopping, and houses of worship.

22 Peppermill Lane, Dix Hills

$995,000
6 Beds 3 Baths 964070 MLS
Quality Custom Built Duplex by a Top Hamptons Builder Conveniently Located to Huntington Village! Separate Living Areas & Entrances w/ Opportunity for Rental Income w/ Proper Permits. 1st Floor has Shared Entry w/ Private Entry to this seperate Unit, 3 Bdrms, Full Bath, Large Den & Dinning Rm, Kitchen, Hardwood Floors Throughout, Private Entrance to Yard & Patio. The 2nd Floor has Vaulted Ceilings in the Large Eat In Kitchen, Large Den w/ Fireplace, Open Dining Room, 3 Bedrooms, 2 Full Baths, Pull Down Access to Attic for storage. Both have so many amenities including Custom Crown Moldings, Anderson Windows, 40 Year Roof, Central AC and Forced Hot Air Heat, Central Vacuum in both units and a Shared Entry to a Full Unfinished Bsmt with tons of storage, all utilities and 2 Separate Laundry Room Areas both with Full Size Washers & Dryers. Large Driveway for plenty of parking and a 1 Car Attached Garage. A Unique Opportunity and Close to it All! This Won't Last Long! Quality products used throughout - Don't miss this opportunity.

18 Hillcrest Street, Huntington

$995,000
6 Beds 3 Baths 964065 MLS
Quality Custom Built Duplex by a Top Hamptons Builder Conveniently Located to Huntington Village! Separate Living Areas & Entrances w/ Opportunity for Rental Income w/ Proper Permits. 1st Floor has Shared Entry w/ Private Entry to this seperate Unit, 3 Bdrms, Full Bath, Large Den & Dinning Rm, Kitchen, Hardwood Floors Throughout, Private Entrance to Yard & Patio. The 2nd Floor has Vaulted Ceilings in the Large Eat In Kitchen, Large Den w/ Fireplace, Open Dining Room, 3 Bedrooms, 2 Full Baths, Pull Down Access to Attic for storage. Both have so many amenities including Custom Crown Moldings, Anderson Windows, 40 Year Roof, Central AC and Forced Hot Air Heat, Central Vacuum in both units and a Shared Entry to a Full Unfinished Bsmt with tons of storage, all utilities and 2 Separate Laundry Room Areas both with Full Size Washers & Dryers. Large Driveway for plenty of parking and a 1 Car Attached Garage. A Unique Opportunity and Close to it All! This Won't Last Long! Quality products used throughout - Don't miss this opportunity.

14 Hillcrest Street, Huntington

$1,529,000
4 Beds 3 Baths 961091 MLS
Experience the beauty of coastal living with this young Colonial built in 2006 and set on 1.2 verdant level acres of privacy and seclusion. The expansive front yard, complemented by a grand circular driveway, creates a lasting first impression. The welcoming covered front porch is perfect for sipping your morning coffee while the equally expansive rear yard is ideal for star gazing on warm summer evenings or hosting large gatherings. An open floor plan connects the living, dining and kitchen spaces offering seamless daily living and makes entertaining a breeze. Four generously-sized bedrooms including a substantial primary ensuite with jacuzzi and an additional hall bath, complete the second floor. There is unfinished attic space above the attached two-car garage and a full unfinished lower level with high ceilings which may provide a blank slate for even more living space. Located just down the road from renowned Rocky Point Rd. Beach, a fresh vegetable stand and fragrant lavender farm, this home is also just a stone's throw from convenient ferries, a myriad of wineries and acclaimed Greenport with world class dining. This gem offers a fantastic opportunity to enjoy all the North Fork is so well known for and more!

2655 Rocky Point Road, East Marion

$2,850,000
8 Beds 7 Baths 956138 MLS
Welcome to 259 Lakeview Avenue W, a breathtaking Spanish Revival residence set on an expansive 0.80-acre lot in the coveted Village of Brightwaters. This impeccably updated and remodeled estate seamlessly blends timeless elegance with modern luxury, offering over 7,700 square feet of refined living space across three levels. ***NOTE*** NEW CENTRAL AIR INSTALLED 2026**** Step inside to discover 17 grand rooms, including 8 spacious bedrooms and 5.55 beautifully appointed bathrooms. The home boasts a chef’s kitchen, adorned with custom woodwork, stainless steel appliances, and an open layout perfect for entertaining. Rich hardwood and tile floors run throughout, complemented by exquisite crown molding, high ceilings, and original architectural details. The main level features a formal living room, formal dining room, den, great room, butler’s pantry, mudroom, laundry room, and an elegant foyer. The second floor hosts the luxurious primary suite with a private deck, spa-like en suite bath, and multiple additional bedrooms, including guest quarters and an office. A full basement offers generous storage and utilities. Outside, enjoy a private resort-style oasis with multiple patios, a gazebo, and a stunning tiled and gunite gas heated saltwater pool and spa and gazebo. The gated property also includes a circular driveway, oversized private garage, and beautifully landscaped grounds with mature plantings and sprinkler systems. Located in the highly regarded Bay Shore School District and just minutes from beaches, golf, and dining, this is truly a rare opportunity to own one of Brightwaters’ most iconic homes. Village amenities include, docking, tennis, beach, parks, trash removal and code enforcement.

259 Lakeview Avenue W, Brightwaters

$6,399,000
5 Beds 7 Baths 957362 MLS
Elevate your lifestyle at 24 Landview Drive, a New Construction Estate that defines Luxury Living in desirable Dix Hills! This new custom-built offers 8,880 sq ft of living space with an additional 3,320 sq ft of unfinished lower level, and features exquisite detail and masterful design throughout. Flawlessly built by TELIA Contracting and artfully designed by BESS DECOR, this Estate is perfection for grand entertaining and family living! Enjoy a Chef's dream gourmet kitchen with Subzero & Wolf appliances, a butler's pantry with wet bar, 5 oversized en-suite bedrooms, 6.5 baths, a luxury library/home office with speakeasy dry bar and a heated legal 4 car garage. This estate features soaring high coffered ceilings, custom moldings, paneling and millwork throughout, 4 gas fireplaces, custom built-ins and vanities, marble tile and slabs throughout, quartz countertops, radiant heat, custom iron railings, two staircases and an elevator spanning from the basement to the 3rd floor walk-in attic. The estate offers 7 heating/cooling zones, a full unfinished basement (prepped for home theater, wine cellar, wet bar and bathroom) with walkout access, central vac, Buderus boiler and full house generator. The palatial rooms, craftmanship and attention to detail in every corner within this estate truly characterizes it as a luxurious masterpiece of unmatched aura that perfectly transitions into the outdoor living space as well. Multiple french doors lead into the majestic backyard which features an incredible outdoor living experience with covered heated patios, oversized second floor balconies from the bedrooms, full outdoor kitchen, outdoor fireplace with lounge/cigar area, full outdoor bathroom with shower, a private fire pit sitting area, along with a 30x50 gunite saltwater heated pool with built-in hot tub spa, fire feature, waterfall feature and sun deck. Entire estate is pre-wired for audio/video and security system. If you are ready to enjoy unparalleled luxury living, then this distinguished estate that seamlessly blends timeless architecture with modern sophistication is ready to offer you the ultimate living experience!!!

24 Landview Drive, Dix Hills

$999,999
3 Beds 2 Baths 953018 MLS
This well-appointed waterfront home blends timeless elegance with relaxed coastal living, offering a versatile and inviting layout designed for both everyday comfort and gracious entertaining. From the moment you enter, the home welcomes you with a sense of warmth and space, thoughtfully arranged to maximize flow and functionality. The dining room sets the stage for memorable gatherings, while the sun-filled living room provides a comfortable retreat to unwind and enjoy the surrounding ambiance. A separate den adds valuable flexibility, perfect for a home office, media room, or cozy escape. At the heart of the home is the newly renovated kitchen, beautifully designed to impress even the most discerning chef. Featuring top-of-the-line Viking appliances, refined finishes, and a modern yet timeless aesthetic, this space effortlessly combines style with exceptional functionality, making it ideal for both casual meals and elevated entertaining. An added in-law space enhances the home’s appeal, offering privacy and convenience for extended guests, while the two-car garage provides ample room for parking and storage. Outdoors, the home boasts approximately 90 feet of bulkheading with private docking, and is located just four homes from the open bay, offering beautiful water views and quick, direct access for boating, kayaking, and true waterfront living. Enjoy tranquil surroundings, refreshing bay breezes, and the ultimate coastal lifestyle right from your own backyard.

230 Sequams Lane Center, West Islip

$320,000
1 Beds 1 Baths 949364 MLS
Charming 1-Bedroom Retreat in Mastic Beach, Brookhaven, LI Welcome to 69 Locust Drive, a cozy and inviting 1-bedroom home nestled in the heart of Mastic Beach, two blocks from the beach! Offering 750 sq. ft. of comfort and convenience, this delightful retreat is perfect for anyone seeking a peaceful, pet-friendly living space near the water. Great starter home or a great investment! Mastic Beach is up and coming and expected to do a 180 in the next few years. Buy it now before the prices reflect that soon-to-come gentrification. Central air and ceiling fans in all rooms, and a windowed kitchen and bathroom. Front and back yards, with the back yard fenced in for the safety and enjoyment of your furry friend. Step inside to discover a spacious living area that flows effortlessly into a well-equipped eat-in kitchen, complete with essential appliances, washer, dryer, refrigerator, electric stovetop, microwave, and dishwasher. Don't miss this chance to live close to the beach in the charming community of Mastic Beach. Schedule a showing today and make 69 Locust Drive your new home!

69 Locust Drive, Mastic Beach

$1,500,000
4 Beds 3 Baths 953500 MLS
This exceptional upcoming new construction blends timeless design with today’s most sought-after features. The home will showcase a full suite of Stainless-Steel Thermador appliances, including refrigerator, oven, microwave, and washer/dryer, complemented by elegant Salem Maple Alabaster cabinetry, quartz countertops, and pre-finished engineered oak hardwood floors in a warm amber tone throughout. Energy-efficient windows and doors enhance both beauty and performance, while harris cream–colored siding, professional landscaping, Woodstock fencing, and a TimberTech Legacy Collection deck complete the exterior. Thoughtfully designed for modern living, the home includes a fire alarm and security system, and a versatile study that can be converted into a fourth bedroom upon request.

Lot 2 Woolsey Street, Huntington

$1,500,000
4 Beds 3 Baths 945984 MLS
This exceptional upcoming new construction blends timeless design with today’s most sought-after features. The home will showcase a full suite of Stainless-Steel Thermador appliances, including refrigerator, oven, microwave, and washer/dryer, complemented by elegant Salem Maple Alabaster cabinetry, quartz countertops, and pre-finished engineered oak hardwood floors in a warm amber tone throughout. Energy-efficient windows and doors enhance both beauty and performance, while light mist–colored siding, professional landscaping, Woodstock fencing, and a TimberTech Legacy Collection deck complete the exterior. Thoughtfully designed for modern living, the home includes a fire alarm and security system, and a versatile study that can be converted into a fourth bedroom upon request.

Lot 1 Woolsey Street, Huntington

$1,550,000
4 Beds 4 Baths 953464 MLS
The classic North Fork lifestyle you have been waiting for has finally arrived. Nestled in a quiet Southold neighborhood, 500 Summer Lane offers the rare opportunity to create a retreat just moments from the beaches, vineyards, and beloved local destinations that define the North Fork. Here, tranquility meets convenience—you’re never far from the shoreline or the vibrant heartbeat of the community. New Construction Package – $1,550,000 This option delivers a thoughtfully designed 2,215 sq ft home that blends timeless details with coastal luxury. Plans include 4 bedrooms, 3 full baths with 9 foot ceilings throughout, creating an airy and elegant space. The first floor of the home features an open-concept kitchen, living, and dining perfect for hosting and easy flow of day-to-day living. Walk up the front porch and enter the front door to a spacious living room accompanied by a warm fireplace for those cooler nights. As you continue you’ll pass through the dining area with floor-to-ceiling doors that look out over the backyard. Enter the brand-new chef’s kitchen featuring a large kitchen island, stainless steel appliances, and beautiful walk-in pantry! The main floor also features a full bath and bedroom, perfect for guests or single-floor living. Upstairs, you’ll find 3 additional bedrooms — 2 that share the full bath in the hall, and a primary bedroom with walk-in-closet and en suite bathroom. Laundry is a breeze with a washer-dryer on the second floor! Outdoors, appreciate the intentional details designed with North Fork living in mind. The detached garage features a beautifully integrated pool cabana, accessed by a man door. Designed to suit outdoor entertaining and living, the cabana comes equipped with an island bar top, sink, half bath, and space for a grill — the perfect spot to entertain or wind down after a day at the beach with family or guests. At 500 Summer Lane, you’re less than 1.5 miles from some of Southold’s best gems like Croteaux Vineyard, Goose Creek Beach, Sophie’s Restaurant, and local farm/flower stands. A little further you’ll find the charming Southold Town, Cedar Beach, endless vineyards, Greenport Harbor Brewery, and so much more. The North Fork is Calling Your Name!

500 Summer Lane, Southold

$939,999
4 Beds 3 Baths 953435 MLS
Last One Remaining – Framing Has Begun! Construction is progressing quickly, with the home now framed and exterior walls going up. Now is the ideal time to secure this home while there is still an opportunity to personalize many of the interior finishes and design selections, subject to builder timelines. Anticipated completion is December 2026. Welcome to 63A Blydenburgh Road, Centereach, the final available home in an exclusive three-home enclave set on an exceptionally private flag lot, offering remarkable depth, separation, and a true sense of peace and quiet. Built by DiPaolo Custom Builders, a premier Long Island builder with over 38 years of experience, this residence showcases exceptional craftsmanship, timeless design, and quality finishes throughout. Offering approximately 2,500 square feet, this home features 4 bedrooms and 3 full designer bathrooms, thoughtfully designed for today's lifestyle. The luxurious primary suite serves as a private retreat, complete with a spa-inspired bath featuring a freestanding soaking tub perfectly positioned between dual windows, an oversized frameless glass walk-in shower with built-in bench, double vanity, and a custom niche designed for towels, décor, or your morning coffee and evening glass of wine. The heart of the home is an impressive chef's kitchen featuring custom Craftsman-style wood cabinetry, a six-foot center island, built-in wine refrigerator, Kohler fixtures, and a beautiful shiplap feature wall that seamlessly flows into a custom wood-burning fireplace, creating a warm and inviting focal point for everyday living and entertaining. Additional premium features include hardwood flooring throughout, custom molding and trim, upgraded Craftsman-style interior doors, all-black hardware and plumbing fixtures, designer lighting package, over 25 recessed lights, second-floor laundry with washer and dryer included, an expanded hall bathroom with a six-foot soaking tub, frameless glass shower enclosures in every bathroom, an oak staircase with black metal spindles, and a spray foam insulated attic for superior energy efficiency. The full basement provides incredible future potential with insulated foundation walls, an outside entrance, and egress windows—perfect for future living space, recreation, or extended entertaining. Outside, a long private driveway leads to this peaceful enclave featuring Board of Health-approved eco-friendly IA septic systems, Trex front porches with vinyl railings and black accent spindles, and oversized two-car side-entry garages, delivering privacy and curb appeal rarely found in new construction. A completed model home is available for private tours, allowing buyers to experience the outstanding craftsmanship firsthand. With framing now complete and construction moving rapidly, this is one of the last opportunities to customize the interior and truly make this home your own before completion. Don't miss your chance to own the final home in this exclusive new construction community.

63A Blydenburgh Road, Centereach

$649,000
3 Beds 1 Baths 952927 MLS
Charming home located in the quaint beachfront community of Wading River Shores consisting of 48 homes with private deeded beach rights on the Long Island Sound. Also in Shoreham Wading River school district, this home is ideal for year round living or a summer retreat. . The open front porch invites you to relax watching evening sunsets over the sound. Home features cozy living room anchored by a fireplace and hardwood floors that run throughout the home. An updated white kitchen featuring solid surface counters, stainless sink, and appliances seamlessly opening into a dining area/living room with a wall of windows/shutters . Modern bathroom, recently updated in 2019, featuring a contemporary step-in shower and a double vanity. Bright rear room has two sky lights, side door and sliders leading to low profile deck in rear. The Laundry room is on main level. The basement is perfect for storing your paddle boards, kayaks, bikes, or summer deck furniture. Updated 2025 electric panel 200 amp, and new baseboard. Enjoy outdoor living in the serene, private backyard with plenty of space for gardening and lounging, complemented by a new driveway and retaining wall completed in 2025.

36 Oak Lane, Wading River

$1,899,000
5 Beds 6 Baths 952388 MLS
Now fully refreshed, vacant, and ready for immediate showings, this Westhampton estate is being reintroduced to the market with renewed appeal. Blending Victorian charm with modern luxury, the residence offers over 5,100 sq ft of finished living space, plus an additional unfinished bonus room and walk-out lower level that bring the total potential to nearly 7,000 sq ft. Set on 1.02 acres south of Montauk Highway, the home features Brazilian cherry floors with maple inlays, intricate millwork, and five fireplaces. The chef’s kitchen is equipped with propane cooking, dual dishwashers, premium appliances, and a wood-burning stove that doubles as a pizza oven. A first-floor guest suite, formal dining room, and multiple entertaining spaces complete the main level. Upstairs, the primary suite offers a fireplace, sitting room/office, private balcony, and a spa bath with steam shower. Three additional en-suite bedrooms provide ample comfort. A six-car garage with 13’ ceilings, heated gunite pool, and a 2,000 sq ft lower level with fireplace and walk-out access add to the property’s rare scale and amenities. With proximity to beaches, shops, and transportation, 52 Brushy Neck Lane combines timeless architecture, modern systems, and exceptional value in the Hamptons market.

52 Brushy Neck Lane, Westhampton

$1,750,000
3 Beds 3 Baths 951805 MLS
Step into nearly three centuries of preserved history at 3500 Pine Neck Road, Southold—an extraordinary historic residence originally built in circa 1720 and impeccably maintained in pristine condition. This is not simply a home; it is a rare architectural heirloom, offering authenticity, craftsmanship, and legacy that cannot be replicated. Every historic element has been preserved to perfection, honoring the home’s original character while reflecting a level of care and stewardship that is exceptionally rare. From period details and time-honored construction methods, this residence stands as a living testament to Southold’s rich heritage. The interior offers a gracious and functional layout anchored by an enclosed brick porch, a large formal dining room, a newly renovated expansive eat-in kitchen, a classic parlor room, and a comfortable living room—all thoughtfully arranged for both elegant entertaining and everyday living. Adding to the home’s exceptional character are three stunning fireplaces, each serving as a striking focal point and a reminder of the home’s historic craftsmanship. The residence features three bedrooms and two and a half bathrooms. The first floor includes the primary bedroom and two full bathrooms, allowing for convenient main-level living, while the second floor offers two additional bedrooms and a half bath, providing privacy and flexibility for guests . Outside, the property includes a two-car detached garage and is set on a quiet, peaceful lot in close proximity to Southold Bay, offering the serenity of North Fork living with easy access to the water and surrounding natural beauty. With official historic status, this home carries both distinction and prestige—appealing to discerning buyers who value provenance, integrity, and timeless elegance. Opportunities to own a property of this caliber, condition, and historical significance are exceedingly rare. This is more than a home—it is the stewardship of a true legacy. Lastly, the final photos on this listing demonstrate the secret hatch in the floor and each person to visit between 1750-1800's carved their names into the china cabinet paneling. So interesting to explore all the names. ** NOTE: The legal address for this home is 3500. However, the number on the post outside the home is 3290. CPF Tax/The Peconic Bay Region Community Preservation Fund applies to this listing.**

3500 Pine Neck Road, Southold

$5,150,000
8 Beds 9 Baths 951556 MLS
Be the first to enjoy this outstanding newly constructed home located in the highly desirable Village of Quogue. The spacious 6741+/- sq ft residence, spans three levels (including 1966 sq ft finished lower level), and features 8 bedrooms and 9 baths. Sited on 1.29 lush, park-like acres, this exceptional property showcases a 20x40 heated salt-water gunite pool, complemented by an elegant pool house. Expansive mahogany decking and a large stone patio create an effortless indoor-outdoor lifestyle, while the generous grounds offer the rare opportunity to accommodate a private tennis court. Thoughtfully designed, the home's meticulous craftsmanship is on full display with 4" white oak flooring and sleek transitional trim throughout. Upon entering, you'll be greeted by a stunning two-story foyer with soaring ceilings. The open layout is bathed in natural light from multiple doors and deep windows that look out on the lush grounds. The great room provides a spacious sitting area to gather by the gas fireplace and a generously sized dining space that seamlessly flows into the custom chef's kitchen. A culinary masterpiece, the kitchen features a large island with seating, top-of-the-line appliances, quartz countertops, a walk-in pantry, and a convenient wet-bar with open shelving and a wine and beverage refrigerator. A formal dining room offers an additional option for entertaining. In addition to a junior primary suite with its own bath, the first floor offers an attached oversized two car garage, mudroom, laundry room, full bathroom, and dedicated closet that can accommodate a three-floor elevator. At the second-floor landing, a breathtaking two-story window fills the space with sunlight while framing a picturesque view beyond. A generously sized primary suite is the ultimate retreat and features two walk-in closets, and a bathroom with a separate shower, soaking tub and two vanities. The primary also has access to its own private rear deck overlooking the grounds. Three en suite guest bedrooms all with their own bath and large designer closets offer plenty of accommodation options for guests. An additional bedroom/bonus room includes a full bath and open space for a bunk room, playroom or gym. Completing this floor is a second laundry room. The finished lower level includes two additional bedrooms, a full bathroom, and an expansive recreational area that offers numerous possibilities for a home theater, gym, and playroom. A walk out entrance connects the lower level to the inviting pool area and landscaped backyard. In addition to the stunning gunite pool, the pool house is equipped with a full bathroom, wet bar entertaining area, outdoor shower, and a covered patio. Located on a quiet street, this home offers close proximity to Quogue's shops and ocean beaches, providing a serene and private setting. Don't miss the opportunity to make this Quogue gem your own.

34 Old Main Road, Quogue

$2,625,000
4 Beds 4 Baths 949149 MLS
Welcome to your dream waterfront estate, where panoramic bay views meet unparalleled luxury and convenience. This meticulously updated home is an entertainer's paradise, boasting an impressive chef's kitchen that will inspire your inner gourmet. Gather with loved ones in the magnificent great room, complete with a warm fireplace, or host sophisticated soirees in the elegant living room. Additional spaces include a flexible den and a dedicated office, ensuring ample room for work and leisure. The true allure of this property lies in its direct waterfront access. Your private bulkhead and deep-water dock are perfectly appointed for large vessels, making boating adventures effortless. Imagine hosting unforgettable summer parties by the shimmering inground pool with the stunning bay as your backdrop. The grand circular driveway and attached to car garage provide ample parking and easy access. Nestled within the coveted Old Harbor Colony, you'll enjoy the exclusive benefits of private beach access, a club house that hosts several parties a year or book for your own private party, and a picturesque park with a charming gazebo. Featuring a serene primary bedroom and well-appointed guest accommodations, this is coastal living at its finest.

26 Oak Lane, Hampton Bays

$2,399,000
3 Beds 2 Baths 943087 MLS
Waterfront living designed for effortless coastal comfort. Ideally located just moments from one of Southold’s premier beaches, this updated 3-bedroom, 2-bath contemporary home offers open water views, beautiful sunrises and sunsets, and a seamless indoor–outdoor flow. The light-filled main level features a newly built modern kitchen that opens directly to the outdoor entertaining area, along with a waterside first-floor primary suite. Large windows invite the views in, creating a relaxed, airy atmosphere throughout the home. Outside, the property lives like a private shoreline retreat. Enjoy the new heated saltwater pool with automatic cover, an enclosed outdoor shower, and generous patio space perfect for lounging or hosting. The private dock provides more than just waterfront enjoyment—there’s direct boating access to Southold Bay and Peconic Bay, with easy routes to Greenport, Shelter Island, and even Sag Harbor for dining, marinas, and day trips. A turnkey waterfront residence that blends comfort, modern updates, spectacular views and the best of coastal living!!!

470 Goose Creek Lane, Southold

$2,400,000
4 Beds 2 Baths 945943 MLS
Modern Log Home Retreat with Deeded Water Access & ADU Potential | Greenport, NY Discover a truly distinctive single-family modern log home set within one of Greenport’s most coveted peninsula locations. Built in 2003 and thoughtfully renovated in 2021, this 2,396 sq. ft. residence offers 4 bedrooms, 2 baths, and 9 well-proportioned rooms designed for comfort, privacy, and effortless indoor outdoor living. Soaring, classic log home ceilings anchor the interiors, creating a dramatic yet warm atmosphere throughout. The main living spaces flow seamlessly to a sprawling, fully furnished deck—ideal for entertaining or unwinding in complete tranquility. A newly installed saltwater, heated in-ground pool (2025) and a 7-person hot tub elevate the property into a private resort-like setting. Stainless steel appliances, added during the 2021 renovation, have seen minimal use and remain in excellent condition. All Certificates of Occupancy for interior and exterior work have been recently updated (2024/25). Set on 3.88 serene acres and partially surrounded by over 30+acres of protected land and nature preserve, the property offers a rare sense of seclusion while remaining close to the best of the North Fork lifestyle. Enjoy a woodland retreat atmosphere paired with direct water access—including a deeded right of-way and dock rights to a shared deep-water floating dock just across the street on highly desirable Gull Pond. The dock can accommodate vessels approximately 30+ feet, offering the pleasure of dock access without the concerns of flood risk or the need for FEMA flood insurance for the main property. Adding exceptional flexibility, the property includes a 1,000 sq. ft. accessory building, ready for potential ADU transformation (subject to appropriate approvals), creating an opportunity for a true private compound, guest quarters, or additional living space. The location is equally compelling: walk to local favorites such as Portabello of Sterling Harbor, Billy’s on the Bay tiki-style eatery, Islands End Public Golf Course, and Sterling Harbor marinas. A quick bike ride brings you to the maritime village of Greenport, tranquil beaches, and all the charm the area is known for. Documented seasonal rental potential further enhances the property’s appeal. Property Highlights * 4 Bedrooms | 2 Baths | 2,396 Sq. Ft. * 3.88 Acres * Built 2003 | Renovated 2021 * Modern log home with tall, classic ceilings * New heated saltwater pool (2025) + 7-person hot tub * 1,000 sq. ft. accessory building with ADU potential * Deeded water access & dock rights with boat slip * No FEMA flood insurance required * Sold with all contents, if desired * Tax Map: 1000-035-00-03-00-012-001 This is a rare opportunity to own a private North Fork retreat that balances nature, water access, and proximity to Greenport’s vibrant lifestyle. Property can be sold with all contents ready for use if needed.

1710 Gull Pond Lane, Greenport

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