Courtesy: Daniel Gale Sothebys Intl Rlty
631-734-5439
Boaters Dream! Located in Southold, this 3-bedroom, 3-bathroom canal-front home on Cory Creek offers a well-designed layout and direct access to the water. The creek leads out to the bay, and the property features a deep-water dock suitable for a variety of boating needs. Inside, the home offers an open-concept living, dining, and kitchen area with a comfortable, functional flow. The kitchen includes modern appliances and ample counter space. Large windows provide natural light and water views, with direct access to the rear deck. The outdoor space includes a spacious deck with room for seating and dining, along with a gas grill setup. The dock provides convenient access for boating, kayaking, and other activities. The home includes three bedrooms and three bathrooms, offering flexible space for a variety of living arrangements. Additional features include well-maintained interiors and updated elements throughout. Conveniently located near local wineries, restaurants, and shops, with access to all that the North Fork has to offer.
Courtesy: Keller Williams Rlty Landmark
718-475-2700
Charming North Fork Country Colonial! Main Level Features LR, FDR, Large Open Eat-In Kitchen, Den, 1/2 Bath. Second Floor Features 4 Bdrms, 2 Baths. Finished Attic. Finished Basement. Beautiful Wood Floors Thru-Out, High Ceilings, Lots Of Natural Light. Detached Oversized 2.5 Car Garage & Long Driveway. Beautiful 1 Acre Property. Very Convenient to Transportation and Shopping to Nearby Old Country Road.
Courtesy: Douglas Elliman Real Estate
631-354-8100
Soundview on the Vines presents a rare opportunity to own a new construction vineyard-side estate where modern architecture, refined craftsmanship, and the natural beauty of the North Fork converge. Spanning approximately 7,300SF and situated on nearly 2 acres, this exceptional residence has been thoughtfully designed to balance grand-scale entertaining with relaxed, everyday luxury. Upon arrival, a striking foyer sets the tone, leading into a private guest wing featuring multiple ensuite bedrooms, each appointed with spa-inspired baths and generous proportions. This level opens seamlessly to the outdoors, where the covered patio and a heated 20x40 saltwater gunite pool overlook rolling vineyards and open farmland, creating a tranquil backdrop for both intimate gatherings and large-scale entertaining. A well-planned breezeway connecting the mudroom to a three-car garage, while a floating staircase and elevator provide effortless access to all three levels of the home. The upper level serves as the heart of the residence with incredible views and natural light. A custom chef’s kitchen anchors the space, complete with dual islands and premium finishes, flowing naturally into a sophisticated lounge with a statement gas fireplace and an expansive great room ideal for hosting. Walls of glass and multiple sliding doors open to a wrap-around mahogany deck, capturing sweeping vineyard views and allowing indoor and outdoor living to merge beautifully. The primary suite is a private retreat, featuring its own balcony, serene views across the vines, dual custom closets, and a spa-caliber bath with soaking tub and oversized double shower. The lower level offers remarkable flexibility, with additional bedrooms, a full bath, and a generous recreation area adaptable to a gym, media room, studio, or wine storage. Direct outdoor access enhances the home’s connection to its surroundings, while the landscaped grounds provide ample room for future vision—whether it be an outdoor kitchen, accessory building, tennis/pickle ball court, curated gardens and more! Ideally positioned just moments from Long Island Sound beaches and the North Fork’s celebrated vineyards, Soundview on the Vines is a truly inspiring estate where luxury, privacy, and lifestyle come together in one extraordinary setting.
Courtesy: Century 21 Albertson Realty
631-765-3800
Okay, I have to call you right now because I just walked into a house and I’m kind of… excited? Like, where was this one hiding while we’ve been touring all those “cute but…” places? You know how every other house has been some version of: “Love the idea, hate the layout,” or “Great location, but it feels cramped,” or “Nice kitchen… if you enjoy standing on top of people,” or “Outdoor space… if you count two sad patio chairs and a grill wedged into a corner.” This one is different. First off, it has this wide front porch and the house sits a little elevated from the street, so it immediately feels quieter—like you’re not on display for every dog-walker and leaf-blower within a half mile. There’s a big maple tree, a nice yard, and I swear you can hear the waves rolling from a few houses down. It’s that calm, coastal background sound that makes you feel like your blood pressure just… drops. And inside? The layout is what we’ve been searching for. The kitchen finally makes sense. It’s got the island for prep, but there’s also a separate counter/bar seating area, so everyone can hang out near the kitchen without crowding whoever is cooking. And the genius part? From the barstools you can still see the TV over the fireplace, so people can snack, talk, watch something, everybody’s in the same space but not bumping elbows like we’re working a brunch shift. Also, remember how I keep saying, “Where do the towels go?” This house answers that. The laundry is right off the kitchen in the mudroom, so beach towels and pool towels go straight in. It’s still laundry, but it’s the kind that doesn’t take over your whole life because the setup isn’t fighting you. Then the main living/dining area is open and it just feels… way bigger than you expect. Like, it has that “everyone can be together” vibe without feeling like one giant echo chamber. It’s actually a real hangout house. Now the bedroom situation, this is where I was like, okay, someone thought this through. There’s a main-floor suite with a walk-in closet and a bathroom that feels right: soaking tub, separate shower, and that pebble stone shower floor that makes it feel high end without trying too hard. And then upstairs there’s another suite, so guests have an actual suite option too—plus two more bedrooms and a full bath, and one of those has interior access so it almost reads like three en-suite options depending on how you set it up. It’s perfect for guests, kids, parents visiting, all of it. And the backyard, listen. There’s a covered porch overlooking the pool, and beyond the fence is this maple forest they can’t build on. That part alone is huge. No future construction ruining the vibe, no “surprise” new neighbor looming over the yard. Just pool, grill, fire pit… and actual privacy. And you get multiple beach choices nearby. Like: a neighborhood sandy beach with picnic tables and sunset breeze vibes, S. Harbour Rd. Beach around the corner—which I think is the widest sandy beach I’ve seen out here, and Goose Creek Beach is only a few minutes away if you want a third option. Plus, because life isn’t just beaches, Croteaux Vineyard is close, and it has that French-country vibe that is… extremely persuasive. And here’s the practical thing that keeps popping up in our search: it has a full dry basement, and even though you’re near the water, it’s not in a flood zone. That’s the kind of detail that makes you breathe again. Honestly? After all the houses I have seen that needed layout fixes, compromises, or “we could make it work” speeches… this one feels like the first house that already works. And it actually seems priced like they understand current market conditions, not like they’re still trying to cash in on peak frenzy. So yeah. I’m telling you now because if this one checks out the way it feels in person… might finally be done with the house hunting in Southold.
Courtesy: Signature Premier Properties
631-647-4880
Circa-1909 Cozy Farmhouse Near the Water & Southold Village Welcome to 3475 Oaklawn Road, Southold, a circa-1909 farmhouse rich in warmth, character, and North Fork authenticity. This charming home, situated on a 1/2 acre, captures the essence of early-20th-century farmhouse living, offering a cozy, inviting atmosphere paired with thoughtful functionality and future potential. The residence features three bedrooms, one full bath, and one half bath, along with building plans for a potential second full bathroom on the second floor, allowing the next owner to enhance comfort while preserving the home’s original charm. Original wood flooring and original moldings combined with new windows throughout, updated kitchen featuring granite and marble countertops high end appliances and updated roof lends itself to nostalgic beauty while enjoying modern-day functionality and efficiency. The home has new I-A septic technology. The expansive 4 car garage is an excellent opportunity for car lovers. Ideally situated just moments from the Peconic Bay and Southold’s waterfront, the home provides easy access to beaches, boating, and tranquil coastal living. Downtown Southold Village is also nearby, offering shops, restaurants, wineries, farm stands, and marinas—all within easy reach. With its classic farmhouse proportions, intimate scale, and timeless appeal, this property is perfectly suited as a year-round residence, weekend retreat, or investment opportunity. Set in one of Southold’s most desirable locations, it offers a rare chance to own a piece of North Fork history while thoughtfully planning for the future. A true farmhouse gem—cozy, historic, and ideally located.
Courtesy: Compass Greater NY LLC
516-970-5133
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. Buyers can choose from two options to own this New Construction property: Option 1: Purchase As-Is with Approved Plans – $650,000 This offering includes fully approved architectural plans and Health Department approvals to build a 4-bedroom, 3-bath new construction home on the quiet 0.25-acre parcel at 500 Summer Lane. Purchase the lot as-is and use your preferred builder to break ground on your own schedule. 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! Option 2: New Construction Package – $1,400,000 In partnership with respected local builder, 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, you’ll 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. The North Fork is Calling Your Name!
Courtesy: Signature Premier Properties
631-647-4880
Step into nearly three centuries of preserved history at 3500 Pine Neck Road, Southold—an extraordinary historic residence originally built in 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. ** 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.**
Courtesy: The Agency Northshore NY
631-870-0753
Dream big, live LARGE! This newly renovated home is ready for it's close-up! The new Chef's Kitchen is designed with easy summer hosting in mind, with new appliances, gorgeous counter-tops and a Hamptons vibe. Large open plan living room with a wood-burning fire-place, and large dining area are ready for your whole tribe! All of the upstairs bedrooms (including the primary suite) have a shared balcony that overlook the pool and grounds. Plus, so much bonus space that it really must be seen to be believed! The beautifully renovated In-law suite in the walk-out basement makes summer hosting hassle-free. Set on a park-like property that boasts a spa-like heated saltwater pool, water slide, pizza oven, areas for sports, a built-in fire pit and so much more!
Courtesy: Daniel Gale Sothebys Intl Rlty
631-288-1050
Welcome to a stunning, one-of-a-kind, luxury modern waterfront home in the highly sought-after hamlet of Southold. This custom, newly constructed, residence is perfectly oriented West on Town Creek. Featuring 160’ of waterfront and expansive views of Peconic Bay, it includes a private 6 x 20' dock and an 82’ Trex catwalk. Constructed with every attention to detail, the home includes maximum structural integrity, energy efficiency and elevated finishes throughout. The sleek open-concept design encompasses approximately 4,500 square feet of living space. The light-filled residence showcases curated architectural features, ranging from floor-to-ceiling glass, floating staircases, bluestone and covered patio, water-view balcony, and a walk-out lower terrace. The Modern custom kitchen is adorned with ceiling-high cabinetry, Thermador appliances, marble countertops and porcelain inlay backsplash. The adjoining great room is anchored by a stunning gas fireplace surrounded by textured porcelain and this main level also includes an office, dining room and junior en-suite offering private access to the water and soon to be built saline heated pool. An upper level primary en-suite includes a private balcony and three additional spacious bedrooms, luxury baths, laundry and unfinished bonus space. The lower level offers 2,000 square feet for new owners to reimagine and personalize. The offering is complete with Founders Landing Beach, wineries, farm to table dining and a vibrant North Fork atmosphere.
Courtesy: Century 21 Albertson Realty
631-765-3800
You know we have been looking at new homes for a while. This one is the first that felt like, "okay, this checks the boxes" The granite front porch sold me right away. wine and cheese with everyone and with the larger width and depth, you can see they built the home with this in mind. And the kitchen is exactly what I wanted because this is where we all hang out and this has the built in refrigerator, freezer, double ovens with the pantry right there, and the island is set up so your not doing that awkward "move over" dance. And I have never seen this before, a 45" workstation sink is genius. Two people can actually use it without elbow wars. Then you see the laundry room and it's amazing. In this 5 bedroom house you have 4 slide out drawers to hold the 4 laundry baskets and since they have a set place, the room stays organized. It also has a pet washing station with slate floors and tiled walls it's just a smart use of space. The main floor suite is perfect, and the walk in closet has lighting right on the hanger bars so you can actually see everything. The bathroom has a curbless shower shower, built in bench, dual vanities and a toto wash-let toilet. It is not every house that has these features. The finished basement doesn't feel like a basement as it has big windows, double doors out to the pool stairs, bright and open. It's set up for movie nights with Savant controlled speaker and media throughout the house, a beverage center, and even a steam shower down there. Upstairs you have another primary suite as well as two more bedrooms with baths so the layout works so well. Outside is straight up resort mode. Covered granite porch with wall-wash lighting, speakers, a pool with a 6" swim deck for in water lounge chairs and umbrellas, sheer descent water feature and bluestone patio and walkways, all the low maintenance stuff we actually want. And the location is perfect for getting people out of the house. The neighborhood has a path to Goose Creek with kayak and paddle board racks to jump on the water and head over to the sandy beach at Goose Creek beach. This is also 15 minutes to South Harbor Rd beach without the car and Croateux Winery. iconic for the French country vibes is basically just around the corner.
Courtesy: Douglas Elliman Real Estate
631-477-2220
Seasonal Condo Near a Memorable Long Island Sound Beach (Town Beach). Studio Apartment with Efficiency Kitchen and is Located on the 2nd Floor. The Condo Offers a Community Room, Lawn with BBQ Area, Laundry, Off Street Parking, Boat Storage, Beach Storage. Electric, Water, Cable and Sewer/Cesspool included in Common Charge of $253 Monthly. SEASONAL CONDO OPEN APRIL TO NOVEMBER. NOT YEAR ROUND.
Courtesy: Thomas J McCarthy Real Estate
631-765-5815
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 wide-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!!!
Courtesy: Douglas Elliman Real Estate
631-354-8100
Welcome to the Laurel Collection by Marrcon. New Luxury Construction located in the heart of the North Fork's Town of Southold. This home is situated on .80 acres & boasts 4,327 SF of living space with 4 bedrooms and 4.5 baths and combines clean lines of modern design with the allure of North Fork chic. This home comes with Authentic Western Red Cedar Shingle siding and a stucco accented stair tower that makes the grand foyer rise into the second story. There are 9ft high ceilings on the first and second floors in addition to vaulted and coffered ceiling details with 8-1/2” white oak floors throughout. Enjoy two bedrooms on the first-floor which includes a primary bedroom with a generous walk-in closet and private access to the masonry patio opening to the backyard pool and garden. The great room contains a 46” linear gas fireplace and is open to the well-appointed kitchen which includes custom inset cabinets, marble countertops and high-end GE Monogram appliances with a wet bar. The second floor has two bedrooms both ensuite with large tile and custom vanities. The second floor also contains a beautiful family room and a large laundry room with custom cabinetry and a sink. The basement can be finished to suit which includes 9’ ceilings. Enjoy the incredible entertainment ready backyard featuring a 20X40’ heated gunite saltwater pool, including automatic pool cover with a Napa Stone marble patio. The secluded backyard includes custom designed landscaping and masonry by our Landscape Architect.
Courtesy: Douglas Elliman Real Estate
631-354-8100
Welcome to 265 Hummel Ave in Southold, a charming two-bedroom, one-bathroom gem that embodies the perfect balance of comfort and potential. This property is a blank canvas for your imagination, boasting a full attic that presents an exciting opportunity for expansion, allowing you to customize the loft space to your unique needs and taste. The home is situated in a vibrant community that thrives on connectivity and convenience. Just moments from your doorstep, you’ll find the local bus and train station, making your commute or weekend trips a breeze. Additionally, this location places you in close proximity to a variety of local shops, offering everything from everyday essentials to unique finds. Schedule your showing today and do not run the risk of missing out on this fantastic opportunity!
Courtesy: Daniel Gale Sothebys Intl Rlty
631-734-5439
Southold-West Creek Estates - Beautifully appointed, light-filled home. Recently completed with attention to every detail. A wood and glass front door and natural wood architectural accents set the tone at the front entrance. The large great room features a living area with a two-sided gas fireplace, dining area, and a generous chefs eat-in kitchen. The second side of the fireplace faces the covered rear porch. All spaces share a wall of windows and doors opening to the rear porch, enhancing the indoor/outdoor flow that is perfect for entertaining. The expansive kitchen features quartz countertops, a custom tile backsplash, a huge island, and stainless Bosch and XO appliances. A dream kitchen for cooking and hosting. A first-floor primary bedroom with a stunning marble bathroom and doors and windows that open to the rear porch and face the lovely pool and yard. Also on the first floor is a large state-of-the art media room with a 98-inch screen and sound system. A laundry room and powder room complete the first floor. Upstairs are three ensuite bedrooms, an office nook, and a sitting room that opens to a spacious roof deck with water views. This home features spacious rooms bathed in natural light and wood floors throughout the house. 4 zone Sonos built-in sound system. Full basement with 9' ceilings and 3 egress windows. The half-acre property is beautifully landscaped with specimen plantings and new stone walkways. The covered rear porch offers shade and access to the 18' by 36' heated salt water swimming pool. New limestone hardscape surrounds the pool. Attached two car garage with electric vehicle car charger. Access to Southold Park District beaches. Restaurants, golf, beaches, shopping, farm stands, wineries, breweries, and boating are all right here. If you are looking for a luxury, move-in ready home perfectly situated for you to enjoy the North Fork experience, this house checks off all the boxes.
Courtesy: Corcoran
631-765-1300
Gorgeous estate-like Nantucket shingle home in the final stage of construction. Designed by the renowned firm of Nelson and Pope utilizing steel beam construction throughout and Benjamin Obdyke Hydrogap house wrap, the home features solid white oak hardwood floors, as well as many custom details including maple cabinetry and vanities, Marvin Elevate windows, sliding and French doors, mahogany front door and decking, solid wood closet systems, bespoke pantry shelving, and a handmade stone mantle and hearth. This lovely home follows an entertainer's dream layout: open Great Room concept with fireplace, Chef's gourmet kitchen with Bertazzoni and Bosch appliances, extra large island and breakfast nook, formal dining room with Butler's pantry, first floor junior primary ensuite, and library. Upstairs is a spacious primary ensuite with two walk in closets, 3 more bedrooms, 2 full baths, a laundry room, and a bonus family room. The walk out basement is ready for you to finish as you wish, with room for home theatre, wine cellar, gym or other uses. Outside enjoy multiple covered porches and your lovely pool, all surrounded by the peace and quiet of this serene and private setting. This is truly a Hampton-style masterpiece on the North Fork.
Courtesy: Serhant East End LLC
631-500-8800
2070 Cedar Drive offers the kind of North Fork lifestyle buyers search for but rarely find — a welcoming home in a peaceful setting. There’s a sandy neighborhood beach right across the street and it’s positioned near other beaches, marinas, and North Fork vineyards. Located in a highly desirable Southold waterfront enclave, the property presents a compelling opportunity for both lifestyle buyers and long-term investors. Benefitting from strong seasonal demand and limited inventory in the immediate area, this 1.03-acre property represents not just a purchase — but a strategic hold in a supply-constrained coastal market. Beautifully updated and maintained, the two-bedroom, one-bath cottage features a cozy fireplace and gleaming hardwood floors, complemented by a recently renovated kitchen, glassed-in Florida room, central air, unfinished basement and a solid amount of upstairs bonus room space. Additional highlights include a generous two-car barn, lengthy circular driveway, and a serene park-like setting that enhances the overall appeal of this special property. Secure today. Appreciate tomorrow.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-734-5439
Wake up to endless views of the Peconic Bay — sunlight glimmering off the water, birds gliding over the nearby nature preserve, and the calm rhythm of the deep-water inlet just beyond your deck. This sweet beach cottage captures everything that makes summer on the North Fork unforgettable. With 3 comfortable bedrooms, 2 baths, and an open, easy-flow layout connecting the living, dining, kitchen, and entertainment nook, it’s made for barefoot mornings and breezy afternoons with friends. Step outside to a spacious wraparound deck and 130 feet of pristine waterfront — perfect for soaking in the sun, launching a kayak, or simply taking in the view. Secluded yet steps to the private sandy association beach, this is a rare slice of coastal paradise where summer never really ends.
Courtesy: Compass Greater NY LLC
631-251-8644
Discover a rare waterfront property where privacy, space, and breathtaking views come together on 6.5 gated acres. Spanning two single-and-separate lots, this refreshed 6-bedroom, 4-bath colonial offers a den/office, bonus room, and sweeping water views from nearly every room. Thoughtfully designed for both comfort and future flexibility, the residence provides substantial expansion potential. The enormous attic, featuring 8.5+ ft ceilings, offers the possibility of a third-floor buildout. The walk-out basement, with 9+ ft ceilings, two egresses, and plumbing in place, adds even more room for customization. Resort-style amenities continue across the grounds: a 16' x 32' heated saltwater gunite pool with electric cover is set into a 2,100 SF deck, a high-end 6-person hot tub and an outdoor shower. A wide path leads to a fire pit area and the private dock, which previously accommodated a 23' Grady-White and provides direct access to the bay. Inside, a chef’s kitchen, wood-burning fireplace, and generous ceiling heights enhance the home’s warm yet refined ambience. Radiant heat warms the eat-in kitchen, all bathrooms, and additional spaces throughout. Recent upgrades include the new pool and hot tub, a newly constructed circular driveway, freshly painted Hardie board siding, all-new interior paint, updated lighting, and modern hardware. A truly exceptional offering of space, serenity, and waterfront luxury—ideal as a full-time residence or a memorable seasonal escape.
Courtesy: BERKSHIRE HATHAWAY
631-642-6212
Courtesy: Thomas J McCarthy Real Estate
631-765-5815
Wake up to breathtaking panoramic views of Peconic Bay from your own private waterfront retreat! With 160 feet of shoreline and a 6'x20' dock, this property is a dream for boaters, beach lovers, and anyone craving coastal serenity. Inside, there’s room for everyone with 5 bedrooms, 2 full baths, and a sunlit loft. The wraparound deck invites you to savor spectacular sunrises and sunsets, entertain guests, or simply unwind with the soothing sea breeze. Located in the beautiful Bayview section of Southold, you're just moments from Cedar Beach, and surrounded by the best of the North Fork—award-winning vineyards, charming farmstands, and top-rated restaurants. This property won’t stay on the market for long!
Courtesy: Corcoran
631-765-1300
Welcome to this brand-new coastal retreat that epitomizes North Fork luxury. This exquisite property offers 4,500 square feet of meticulously designed living space across three levels, including a full walkout basement. This home seamlessly blends upscale entertaining with relaxed everyday living. Stroll outside to your private oasis, where a 20 x 40 heated, saltwater inground pool is the focal point, surrounded by an expansive patio, cozy fire pit, and lush landscaping. The 500 square-foot pool house enhances the outdoor experience with a wet bar, half bath, covered patio, and outdoor shower-ideal for rinsing off after enjoying your deeded Peconic Bay beach rights, located just moments away. Inside, high ceilings and open living spaces create a warm and inviting atmosphere. The gourmet kitchen is a chef's dream, while the 5 spa-inspired bathrooms and 4 generous bedrooms offer comfort and style. The walkout lower level provides versatile space, perfect for a home theater, gym, or guest suite. An attached two-car garage offers convenience and ample storage for beach or golf gear. Situated in the coveted Cleaves Point Community, this property is just one minute from the beautiful Islands End Golf Course and three minutes from historic Greenport Village. This location combines coastal serenity with village convenience, making it an ideal full-time residence or luxurious weekend escape. This rare North Fork find is now available for sale, offering a unique opportunity to own a piece of paradise in one of New York's most sought-after locations. Could be You!
Courtesy: Corcoran
631-765-1300
Southold Stunner- New Construction This one's a North Fork knockout. Set at the end of a quiet cul de sac on over 2 private acres, minutes from the sand, the house was built to check every box. Inside you're met with all-day sunshine, four legit bedrooms, 4.5 spa-like baths (sanitary system in place for 7 bedrooms), and a true chef's kitchen-with a 48" Sub Zero, Wolf double range + wall oven, Thermador wine fridge, twin Cove dishwashers, plus Scotsman ice maker for those "bring on summer" gatherings. Quartz counters and designer finishes keep it fresh and timeless. Head downstairs: a finished lower level with a private movie theater and plenty of space. Outside, it's pure Zen mode with a 20x40 custom heated saltwater Gunite pool, extended 24x48 porcelain patio for easy entertaining, and a fire pit zone ready for end-of-day stories under the stars. If "flawless, never lived in, fully loaded by the beach" is your thing, this delivers - all the luxury, none of the pretense. Could be you! * Additional Details Include: Laundry room on first floor, additional washer/dryer on second floor, Floors 3 quarter inch Red Oak 7 inch wide hardwood flooring, Custom Wellwood European Style Cabinets, Propane forced air, Red cedar shake 5/8, No HOA, Propane fireplace, 400 Amp Electric Service, Appliances - 48 inch Sub Zero Refrigerator/Freezer, 48 inch Wolf Gas Range, 30 inch Wolf Wall Oven, 30 inch Wolf Microwave Oven, Scottsman Ice Maker, 24 inch Cobe Dishwashers, 24 inch Thermador Built in Wine Fridge, Quartz Countertops, Patio Stone and Size 24 by 48 Porcelain Patio Pavers, Pool Specs - 20 by 40 Custom Gunite Pool, Propane Pool Heater, 3 -Lennox 14 seer systems, Merit series air handlers and condensers, 5 zones total, Aprilaire 2210 merv, 16 media filters, Honeywell T6 WiFi thermostats installed on all zones, Healthy climate ERV installed in attic connected to 2nd floor system for fresh air.
Courtesy: Corcoran
631-765-1300
This beautiful Newly Constructed Modern Craftsman/Cottage style home, tucked away down a private lane, boasting 3245 sq' interior living space, black onyx saltwater pool and serene wooded property while providing access to two exclusive bayside access areas located in desirable Beixedon Estates. This beautiful newly constructed home is ideally situated between quaint Southold Town and the vibrant seaside Village of Greenport, renowned for its shops, restaurants, and entertainment. Also conveniently located are marinas, fish market, farm stands, and vineyards. Motivated sellers, will consider all reasonable offers.
Courtesy: Keller Williams Realty Elite
516-795-6900
Welcome to 15 Youngs Avenue, a charming 3-bedroom, 1-bathroom bungalow set on a spacious .42-acre lot in the picturesque North Fork town of Mattituck. This home features an inviting open concept layout that seamlessly connects the living, dining, and kitchen areas—perfect for both everyday living and effortless entertaining. Natural light pours through the windows, enhancing the home's bright, airy feel. The single-level design offers both comfort and flexibility, making it ideal for a variety of lifestyles. Step outside and enjoy a deep backyard with mature landscaping and a private inground pool—a great setting for relaxing weekends, summer gatherings, or quiet outdoor moments. Located close to beaches, farm stands, and renowned local vineyards, this property offers the best of North Fork living—whether as a full-time residence, weekend escape, or investment opportunity.
Southold is located in New York. Southold, New York has a population of 23,571. Southold is less family-centric than the surrounding county with 21.26% of the households containing married families with children. The county average for households married with children is 32.94%.
The median household income in Southold, New York is $92,229. The median household income for the surrounding county is $111,660 compared to the national median of $69,021. The median age of people living in Southold is 56.1 years.
The average high temperature in July is 80.9 degrees, with an average low temperature in January of 23.6 degrees. The average rainfall is approximately 48 inches per year, with 27.3 inches of snow per year.
