Southold, NY Houses for Sale

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

Southold. Bay Haven Estates- Welcoming Bayfront Community with its own special character. Expansive, well-maintained 4 BR, 4 BA home located just 5 properties from the Bay Haven Association beach. Wide, sandy beach perfect for swimming, lounging, launching your kayak or canoe, and windsurfing. Large, gracious home with plenty of room for everyone to spread out. 3 of the bedrooms are ensuite,

Nancy Cervelli Daniel Gale Sothebys Intl Rlty

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

Every so often a truly exceptional home comes available – and this is one of those homes. On a quiet, historic Southold lane, the home sits at the end of a long driveway providing plenty of privacy. A short distance to both Long Island Sound and Peconic Bay beaches, restaurants, wineries, and shopping in both Southold and Greenport, this exquisitely designed custom-built Nantucket style home

Janet Bidwell Douglas Elliman Real Estate

Exquisite waterfront home with wrap around porches and breathtaking views. Perfectly situated on the protected water way of Arshomomaque, where you can enjoy fishing, crabbing, clamming, boating, or just relax and listen to the birds. The first floor has a dining room, living room with a stone fireplace, den, laundry room, water side all-season room and a beautifully renovated eat in kitchen.

Barbara Poliwoda Douglas Elliman Real Estate

Views that never end! Welcome to your picturesque beachfront retreat along the Long Island Sound, where breathtaking water views and private beach access create a serene escape. Enjoy year-round sunsets that will take your breath away. This charming home features a fantastic layout with sun-soaked, high ceilings in the great room, seamlessly connecting the eat-in kitchen, living room, and dining

William Walters Daniel Gale Sothebys Intl Rlty

This prime Southold property offers a fantastic opportunity for subdivision and development! Spanning over 4 acres, surrounded by development rights sold land and only half a mile to McCabes Beach, this idyllic North Fork property is ready to change hands, and this rare offering has incredible potential. Some ideas include subdividing the property and building another home on the back piece or

Kristy Naddell Douglas Elliman Real Estate

Welcome to your dream beach home nestled in a serene beach community on the North Fork! This newly constructed residence offers the perfect blend of modern comfort and coastal charm, presenting an ideal sanctuary for those seeking the quintessential beach lifestyle. Upon entering, you'll be greeted by an inviting open floor plan, seamlessly connecting the living, dining, and kitchen areas,

Jerry Cibulski Century 21 Albertson Realty

A must see secluded water front Compound. Rarely do you find two houses on a one acre lot. Main cottage is 3 BR, Eik, FDR,, LR with fireplace, hardwood floors, basement and inviting water side covered porch, second cottage has Primary ensuite and guest Br with second bath, Eik, LR w/Fireplace hardwood floors full basement. Small out building, Additional information: Appearance:Very good

Tom Uhlinger Douglas Elliman 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. Located just steps from a boat ramp with easy

Thomas McCarthy Thomas J McCarthy Real Estate

Discover this beautifully maintained 2-bedroom, 1-bathroom cottage nestled on a tranquil road just moments from the beach . Perfectly blending modern comforts with coastal charm, this home offers a serene retreat for beach lovers and those seeking a peaceful lifestyle. Enjoy the convenience of being close to the beach, allowing for easy access to sun, sand, and sea. Relax in your own

Kristen Rishe Signature Premier Properties

Welcome to your hidden oasis of calm immersed in nature! This gem boasts a French Farmhouse style with three well-appointed bedrooms (2 on the ground-floor), 2 full baths (recently fully renovated) both with radiant heat, the primary suite with home office attached is on the upper level. The chef's gourmet kitchen has just undergone a complete renovation also with stunning quartz countertops and

Pete Halpin Douglas Elliman Real Estate

Southold, North Fork. This exceptional waterfront estate features a private beach on Long Island Sound and offers stunning sunsets that enhance its luxurious, resort-like atmosphere. Conveniently located between the vibrant maritime village of Greenport and the charming hamlet of Southold, .71 acres of level land designated as a FEMA safe zone (Zone X). With approximately 78 feet of bulkheaded

Nicholas Planamento William Raveis New York LLC

Southold, North Fork. This exceptional waterfront estate features a private beach on Long Island Sound and offers stunning sunsets that enhance its luxurious, resort-like atmosphere. Conveniently located between the vibrant maritime village of Greenport and the charming hamlet of Southold, .71 acres of level land designated as a FEMA safe zone (Zone X). With approximately 78 feet of bulkheaded

Nicholas Planamento William Raveis (Mattituck)

Move right into this charming, bright 4-bedroom, 2-bath Cape nestled on almost a half-acre in Southold. Featuring newly refinished oak floors, updated roof (10 years) and vinyl windows throughout, a vintage kitchen with new LVT flooring and a flexible layout, including dining area and living room and one bedroom on the main level(also with new flooring). This classic beauty is freshly painted in

JoAnn Spatola Realty Connect USA L I Inc

Welcome to Southold, North Fork: An enchanting opportunity awaits at the Leeward Acres subdivision, a charming open-plan ranch nestled on a shy acre opposite serene woodlands and just moments away from over 50 acres of scenic trails at Reese and Wolf preserves. This delightful home is perfectly positioned between the vibrant village of Southold and the inviting shores of Cedar Beach. As you step

Nicholas Planamento William Raveis New York 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

Katy Olson Corcoran

Nestled on the North Fork in picturesque Southold, this charming and sophisticated farmhouse offers the perfect blend of modern luxury and timeless elegance. Featuring 5 spacious bedrooms and 3 beautifully appointed bathrooms on 2 floors, the home underwent a comprehensive renovation less than 5 years ago. No detail was overlooked- ensuring a truly elevated living experience. Whether you're

Jeannine Kowaleski William Raveis (Westhampton Beach)

Location, Location, Location !!!This beautiful ranch home is located just around the bend from the Goose Creek Beach. There are three large bedrooms, an eat in kitchen, formal dining room, living room, full basement, garage, and an enclosed breezeway in between the home and garage. The property has a nice grass lawn with mature plantings, and the rear yard is fenced with room for a pool.

Kenneth Poliwoda Douglas Elliman Real Estate

Head inside this custom-built, one-owner home nestled in a serene mid-block location, just moments from Kenney’s and McCabe’s Beach. This move-in-ready post-modern home boasts an open-to-above entry with gleaming hardwood floors, well-appointed rooms, and a professionally designed kitchen featuring high-end stainless steel appliances, including a built-in wine fridge, a professional-grade

William Ortiz Redfin Real Estate

This charming brick house offers ample space and with a few updates it would be a perfect forever home. Its nestled in a serene neighborhood with an eat in kitchen , formal dining room, spacious living room with wood burning fireplace, 3 spacious bedrooms and 2 full bathrooms with convenience of laundry room on first floor. 2 car garage with potential loft area. It is surrounded with mature

Isaac Israel Richmond Realty Corp

Newly renovated home in a coveted private beach community! Classic expanded Saltbox with open concept floor plan and high-beamed ceilings finished in a timeless Nantucket style! Completely renovated in 2020-2021, this move-in ready home boasts 3 bedrooms, including a primary with en-suite bath and, a large second-level loft with clerestory windows that is convertible to a fourth bedroom. The

Kristy Naddell Douglas Elliman Real Estate

Quintessential North Fork Farmhouse circa 1909, renovated for the comfort and convenience of today's discriminating buyers. This home is loaded with charming, period details. It has 10-foot ceilings on 1st floor 9-foot ceilings on 2nd floor. On the first floor you have an enclosed front porch for receiving guests, living room, formal dining room, home office, laundry room, half bath and the front

Stephan Mandresh Douglas Elliman Real Estate

Amazing opportunity to own a charming 1830s home with a detached legal accessory apartment built in 2016. Renovated in 2003, this home sits on an acre of land surrounded by undevelopable property, offering privacy and a peaceful setting. With great bones and timeless appeal, the main house features a well-designed floor plan, a cozy living room with a wood-burning fireplace, and plenty of

Kristy Naddell Douglas Elliman Real Estate

Experience the ultimate North Fork retreat in Southold—this stunning, turnkey cottage is a true embodiment of coastal living! Ideally situated near Founder’s Landing Park with effortless beach access and close to the Wharf House, this charming cedar-shake farmhouse is designed for entertaining and showcases an unrivaled in-town location where a car is simply unnecessary. Take advantage of

Nicholas Planamento William Raveis New York LLC

Welcome to your dream colonial home nestled in the charming Southold North Fork area! This exquisite residence boasts four spacious bedrooms and three luxurious baths, offering ample space and comfort for you and your loved ones. Enter into the heart of the home, where the open-concept kitchen awaits. A vision in white, with sleek Cortez countertops that provide both style and functionality. This

Kelly Gatanas Daniel Gale Sothebys Intl Rlty

A view that can't be beat! Wake up to the sounds of waves crashing, and end your night with one of the most breathtaking sunsets on Long Island's North Fork.This ranch is located directly on the water, and features 2 bedrooms and 2 full bathrooms. The open concept kitchen and living area are surrounded by windows, where you feel as if you are floating in the water.The side door

Donna Fakiris Modern Age Realty Group LLC

The Perfect Beach Bungalow Getaway! An Idyllic Location, With Kenney's Beach Practically At Your Doorstep, This Charming Bungalow Offers Ample Space For Everyone With Five Bedrooms And Two Bathrooms. Relax And Unwind On The Outside Decks Enjoying Morning Coffee, Fresh Sea Breezes And Evening Sunsets Or Warm-up Indoors by the Fireplace. With Its Wonderful Location, Numerous Amenities And

Thomas McCarthy Thomas J McCarthy Real Estate

1-1/2 story medical office, with reception area, offices, exam rooms, 1 full bathroom, 2 half bathrooms, supply room, attic storage, 80% full, unfinished basement w/6-1/2 ft ceiling and outside entrance, 20 crawl space. Detached garage. Great location. Area is mixed use with single family residential homes, offices and light business. Zoned Residential/Office - Currently used as a medical

Andrew Stype Andrew Stype Realty Inc

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

Located just a few feet from the beach, 20210 Soundview Ave. 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

Welcome to a stunning, one-of-a-kind waterfront home in the highly sought-after hamlet of Southold. This custom, modern residence is perfectly situated on Town Creek, featuring 160 feet of waterfront and expansive views of Peconic Bay. It includes a private 6' x 20' floating dock connected by an 82' Trex catwalk. Constructed with meticulous attention to detail, this home is built to last. It

Alexis Meadows Douglas Elliman Real Estate

Nestled in the serene Goose Bay Estates, this cozy Ranch, offers the perfect North Fork retreat. Featuring peaceful water views, this property comes with access to the beach, providing opportunities for boating, swimming and kayaking just moments from your doorstep. The home includes a sunroom and a cozy wood burning stove, adding warmth and character to the living space. Originally a 2 bedroom

Alexis Veryzer Engel & Volkers North Fork

Beautifully restored and updated Colonial Path House. The front facade of the house has been restored to clapboard siding and cedar shake. The original rooms on the first floor include a cozy parlor with wood burning fireplace, an adjacent dining room, farm kitchen and full bath/laundry room. All with antique wide plank floors. The second floor has 2 bedrooms and large storage closet, as well

Eugene Rindfuss Coldwell Banker Reliable R E

Introducing 465 Tarpon Drive, a stunning property in the coveted Southold Shores Bayfront beach community on the North Fork. This contemporary and expanded cape is situated on a private, secluded road, surrounded by marinas, beaches, farms, and wineries. With an airy open floor plan, this home boasts a light-filled living space and a primary floor owner's suite. The living room features soaring

Nicholas Planamento William Raveis New York 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

Welcome Home to this sunny 3-bedroom, 2.5-bath Equestrian home built in 2001set on a sprawling 1.94-acre lot with 2-stall horse barn! Full basement with 8ft ceilings & OSE to yard, 2-car attached garage & fenced horse pasture. Formal Living Room with Vaulted ceilings, Formal dining room, large EIK with sliders to rear deck & patio. Large Primary bedroom suite with bathroom, large WIC and views

Stephen Abruzzo Gateway to The Hamptons R E

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

Compound with House, Barn and 70' Deep Water Dock in Private Marina. Water views from the backyard, kitchen and second floor bedrooms. Nestled on secluded 2+ acres in the coveted "Shellfisher Preserve" association near Paradise Point. Private deeded beach located down a short pathway. Bonus Space with views: 1,800 sqft detached post-and-beam barn has 3 car garage and studio space above. The

Melissa Principi Douglas Elliman Real Estate