Southold, NY Homes for Sale with Pool

Step inside and wow—this home lives much larger than it looks from the outside! With a floorplan that truly fits today’s lifestyle, you’ll love how the open living room, dining area, and kitchen all flow together to create the perfect space for everyday living or effortless entertaining. And yes, there’s a main-floor bedroom suite with laundry nearby, making one-level living totally doable if

Jerry Cibulski Century 21 Albertson Realty

Discover unparalleled luxury and space in this magnificent 5,500 sqft residence, perfectly situated on a double lot. Recently refreshed with a full interior and exterior paint, this home exudes a pristine and inviting atmosphere.Step into your private oasis, where lush, meticulously maintained gardens envelop the entire property, with full landscape lighting, offering a serene and

Donielle Cardinale Daniel Gale Sothebys Intl Rlty

Southold-West Creek Estates - Just completed, beautiful, light-filled home. Attention to detail and a gracious lifestyle begins at the front entry with a wood and glass front door and natural wood architectural accents. The large great room features a living area with a two sided gas fireplace, dining area, and a generous chef's eat-in kitchen. The second side of the fireplace faces the covered

Barry Novick Daniel Gale Sothebys Intl Rlty

Located just a few feet from the beach, 20210 Soundview Avenue offers a modern farmhouse-style home, meticulously renovated with the finest materials and upgrades including all new heating/cooling. Set on an acre of land, this 4-bedroom, 5.5-bathroom residence boasts an open-concept living and dining area that seamlessly flows into a chef's kitchen, ideal for entertaining. The home features two

Marco Maida Compass Greater NY LLC

Welcome to your bespoke farmhouse retreat nestled in the serene beauty of the North Fork of Long Island. This custom-crafted home offers an unparalleled blend of luxury, comfort, and tranquility, enveloped by a meticulously designed landscape that creates a secluded oasis. Approaching the property, you're greeted by a custom landscape package featuring Belgian block pathways, crushed pea gravel,

Jerry Cibulski Century 21 Albertson Realty

Interior Completed! The pool and landscaping are slated for completion the end of August. With incredible water views and access to a picturesque private beach, 285 Blue Marlin exemplifies luxury coastal living at its finest. Constructed by the North Fork’s most revered builders, no expense has been spared and the utmost attention to detail is evident with attributes such as designer fixtures,

Connie Liappas Compass Greater NY LLC

2-Acre Private Oasis with Custom "To Be Built" Luxury Home - Prime Location Near Town, Beaches & Vineyards! Discover the perfect blend of privacy, luxury and convenience with this exceptional 2-acre 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"

Thomas McCarthy Thomas J McCarthy Real Estate

Welcome to the Laurel Collection by Marrcon, a showcase of modern luxury in the heart of Southold. Set on .80 acres, this newly built 3,200 SF one story home with soaring ceilings offers 3 bedrooms and 3.5 baths, blending timeless coastal design with top-tier craftsmanship. Large basement with egress and walkout can be finished to suit and extra bedrooms can be added if needed.The home’s

Kristy Naddell Douglas Elliman Real Estate

The Beautiful Gunite Pool with Spa Features and Beach Rights to the lovely South Harbor Beach, add to the allure of this stunning, North Fork Farmhouse, cleverly Re-imagined and Restored in 2023! Start your tour as you step across the expansive covered Front Porch and enter the Elegant Entry Hall featuring wonderfully Preserved, Decorative Wood Floors. As you pass through the hall, you'll

Deborah Kusa Douglas Elliman Real Estate

Experience the epitome of luxury living in this modern new construction estate, a truly unique offering on the East End framed by breathtaking vineyard views. This newly constructed estate, spanning an impressive 7,300 square feet, is a testament to meticulous craftsmanship and thoughtful design, where simplicity meets elegance. Upon arrival, you are greeted by a generous foyer leading to four

Alexis Meadows Douglas Elliman Real Estate

Welcome to 4710 Old North Rd, a private Southold retreat. This beautifully maintained 2,400 sqft Expanded Cape offers the perfect blend of comfort, space, and privacy in the heart of Southold. Situated on over 3 scenic acres, with potential for subdivision, this home is a rare North Fork find featuring 4 spacious bedrooms, 2.5 bathrooms, a full basement, a 2-car garage and a heated in-ground

Zachary Scher Signature Premier Properties

Welcome to your own slice of paradise in the coveted Angel Shores beach community. This beautifully crafted home offers deeded bay beach access at the end of the road, and a spectacular backyard retreat—complete with vibrant gardens, an inviting inground pool, hot tub, and tranquil waterfall. Whether you're entertaining guests or enjoying a quiet evening at home, this outdoor space delivers the

Katie Schimpf Daniel Gale Sothebys Intl Rlty

Welcome to 480 Ackerly Pond Ln on the charming North Fork! Experience the pinnacle of North Fork living in this bespoke custom-built residence, thoughtfully designed to blend modern elegance with timeless craftsmanship. Nestled on a quiet property and offering seamless access to Southold Town beaches, vineyards, breweries, marinas, and North Fork restaurants, this exceptional property delivers

Catherine Flood Compass Greater NY LLC

Lovely light-filled 3-bedroom 3 bath inland end-unit in The Cove – a small hidden gem of a waterfront community nestled in the heart of the North Fork. There are boat slips for your boat with easy access to the beautiful Peconic Bay, boat racks for your paddleboard/kayak, a gunite in-ground pool, and combination tennis/pickleball court – both of which were just resurfaced this year! The airy open

Gayle Marriner Smith Daniel Gale Sothebys Intl Rlty

Beautiful , Comfortable home .Vacation, Retirement, Starter or even an investment.Close to town, School, public transportation, Banking and Shopping.Beach within biking or walking distance.Outdoor rurniture included.Sunsetter awning over patio,perfect dining area overlooking the pool.Beautiful Bridge over Jockey Creek, to make your moonlight strolls a Joy. Sunsets,sunrise, fishing

Carol Bohn Carol A Bohn

Welcome to this beautifully maintained 3-bedroom, 2-bath ranch set on a pristine half-acre. Enjoy the best of indoor and outdoor living with a spacious living room w/FP, bright den and primary BR ensuite. Step outside to your own private oasis - an expansive 16'x32' inground pool surrounded by manicured landscaping and plenty of room for entertaining. Private cul de sac and association with its

Thomas McCarthy Thomas J McCarthy Real Estate

Welcome to 600 Glenn Rd, Southold, NY, a contemporary masterpiece built in 2025, situated in the coveted bayside enclave of Southold. This exceptional property features clean lines and light-filled living areas, offering a modern and luxurious lifestyle. The home boasts a walnut-clad entry, 4” select white-washed white oak flooring, 4 bedrooms, and 5.5 baths. Enjoy the expansive upper and lower

Cathleen Dolson Corcoran

Designer Modern Farmhouse ranch set on over 3.35 Acres with farm and scenic views. Renovated 2023. Open concept Living room, Dining room and Kitchen, Gorgeous kitchen with quartz countertops, Stainless Steel Appliances, built in wine cooler, new windows throughout, new interior doors, new exterior doors, new flooring, updated designer baths, new boiler, new well pump, new hot water heater.

Arelis Olivieri RIN

Nestled on a wooded lot, this location feels private while only short distance to downtown Southold and 10 Minutes East to the Village of Greenport. With spacious, airy rooms and hardwood floors, this inviting residence promises a cozy and warm ambiance from the moment you step inside, hand painted wall mosaic, 2 fire places, Spacious Eat In Kitchen, Formal Dining room, Family room and when its

Isaac Israel Richmond Realty Corp