Southold, NY Homes for Sale with Pool

Southold Stunner- New ConstructionThis 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 and you're met with all-day sunshine, four legit bedrooms, 4.5 spa-like baths, and a true chef's kitchen-with a 48" Sub-Zero, Wolf double range + wall oven, Thermador wine fridge, twin Cove

Sheri Winter Parker Corcoran

MOVE IN OCTOBER 2025!! Welcome to the Laurel Collection by Marrcon, a showcase of modern luxury in the heart of Southold. Photos from same model next door. 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

Kristy Naddell Douglas Elliman Real Estate

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

Cathleen Dolson Corcoran

Stunning Waterfront Retreat w/ Modern Luxury on 4+ Private Acres. Experience serene luxury in this completely renovated home offering year-round views of Goose Creek and 250 feet of direct waterfront. Nestled on nearly 4.5 acres of pristine landscape, this private oasis is located in a highly desirable community with amenities including beach access, kayak storage, and docking. Designed for both

Kristy Naddell Douglas Elliman Real Estate

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

Entire house completed and beautifully landscaped!!!!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, outfitted closets, Emtek hardware,

Connie Liappas Compass Greater NY LLC

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

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

Enjoy a beautifully updated home in the desirable Harbor Lights beach community. This home has everything you need to live an amazing North Fork life with hardwood floors throughout, an open floor plan, privacy and an amazing back deck overlooking the backyard. The first floor offers an open floor plan, a beautifully updated eat in kitchen. Enjoy the living room/dining room with a fireplace

Barbara Poliwoda Douglas Elliman Real Estate

This expansive residence offers a thoughtfully designed layout with a second-floor primary suite featuring an ensuite bath and a private balcony overlooking the backyard. Two additional guest bedrooms share a generous full bath, providing ample space for hosting company.On the first floor, a light-filled kitchen flows seamlessly into a charming dining nook and a spacious living room

Bridget Elkin Compass Greater NY LLC

Quintessential North Fork Beach House!! Perched high above with breathtaking views of the Long Island Sound, this stunning custom-built home offers the perfect blend of luxury, comfort, and location. Just across the street from the shores of Kenney’s Beach, this 2009-built residence features 5 spacious bedrooms and 3.5 beautifully appointed baths, including a serene first-floor primary suite.

Kristy Naddell Douglas Elliman Real Estate

Lovingly maintained 3-bedroom, 2-bath home in the heart of Southold. Step inside this charming residence and be welcomed by a light-filled living room with a wood-burning fireplace. The primary bedroom features an ensuite full bath, while two guest bedrooms share an additional full bath. The renovated kitchen offers ample space to host family and friends, flowing seamlessly into a spacious dining

Bridget Elkin Compass Greater NY LLC

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 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

Step into this custom home where luxury craftsmanship provides everyday tranquility. Experience the pinnacle of North Fork living in this bespoke custom-built residence, thoughtfully constructed with modern elegance and a timeless design. Nestled on a quiet property and offering seamless access to Southold Town beaches, vineyards, breweries, marinas, and North Fork restaurants, this exceptional

Catherine Flood 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 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

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