Southold NY Real Estate & Homes for Sale

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Open House:

Sunday, 6/28 12:00-2:00PM

More Open House Info >

Beds:
2
Baths:
1.00
Sq.Ft.:
850
Status:
NEW LISTING
MLS#:
1015770
Type:
Single Family
Lot size:
0.25 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-477-0013
View additional info

ADDITIONAL INFORMATION

Grab your beach chair and your towel and get ready for summer! This quintessential Long Island Sound beachfront cottage offers water views from every room plus spectacular, and unobstructed western sunsets. Turn-key and move-in ready, this 2-bedroom, 1-bath gem perfectly blends classic seaside charm with modern comfort, featuring a renovated kitchen, and bath. Situated on .25-acre, this waterfront property has plenty of room for enjoying outdoor entertaining. Just step outside, breathe in the salt air, and start living the North Fork beach life.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,782
Status:
NEW LISTING
MLS#:
1017642
Type:
Single Family
Lot size:
0.92 Acres
Year built:
1969
A broker reciprocity listing Courtesy: Compass Greater NY LLC 631-251-8644
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ADDITIONAL INFORMATION

Charming, private, and uniquely connected to the water, this cedar-shingled three-bedroom cottage offers a compelling combination of immediate enjoyment and future potential. Set on nearly an acre, the property includes a 50' wide section that extends to the bay, where a beachside double deck and stairs provide direct access to your private stretch of sandy beach. Inside, the living room is anchored by a beautiful fireplace and opens to a brick patio, creating an easy flow between indoor and outdoor living. Wrapped in glass, the sunroom addition serves as a cozy retreat, immersing you in the property's natural surroundings. Multiple en-suite bedrooms round out the offering. Whether enjoyed as a quintessential North Fork getaway or expanded to create a larger coastal residence, the setting is exceptional. True private bayfront at a price point that rarely exists.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,500
Status:
NEW LISTING
MLS#:
1010835
Type:
Single Family
Lot size:
0.19 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-354-8100
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ADDITIONAL INFORMATION

Set against the stunning backdrop of Peconic Bay, this new construction, luxury residence offers refined North Fork living with exceptional craftsmanship, high-end finishes, and modern amenities throughout. The home features expansive living spaces, a fully finished 9-foot lower level with outside access, and a spectacular primary suite with a private balcony overlooking the bay and a spa-inspired bath with dual rain showers and designer Kohler fixtures. At the center of the home is a gourmet kitchen equipped with custom Mouser cabinetry and a full suite of Thermador Home Connect smart appliances. Additional highlights include Andersen 400 Series windows, two-zone central air, a Navien tankless water heater, and a Lift Master garage system. Resort-style outdoor amenities include professionally landscaped grounds, an in-ground sprinkler system, integrated outdoor speakers, and a 16’ x 32’ saltwater pool with tanning ledge, LED lighting, and Pentair smart automation. Completing this exceptional offering are deeded beach access, mooring rights, and beautiful water views. Ideally located near renowned vineyards, restaurants, farm stands, and beaches, this home embodies the best of the North Fork lifestyle.

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
1017498
Type:
Single Family
Lot size:
0.34 Acres
Year built:
1957
A broker reciprocity listing Courtesy: Island Group Realty Inc 516-280-9808
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ADDITIONAL INFORMATION

Welcome to the Heart of North Fork Wine Country! Experience the perfect blend of peace, comfort, and convenience in one of Eastern Long Island’s most sought-after destinations. Nestled on a quiet street surrounded by picturesque vineyards, this charming 3-bedroom, 1-bath home with brand-new stainless-steel appliances features a garage and full basement, offering plenty of space for everyday living and future possibilities. Enjoy the relaxed North Fork lifestyle with farm stands, local markets, and seasonal farm attractions just minutes away. Spend your summers exploring beautiful beaches on both the Long Island Sound and Peconic Bay, and visiting the area’s renowned wineries, vineyards and dining. Outdoor enthusiasts will appreciate the nearby parks featuring tennis courts, baseball fields, and recreational spaces, all within walking distance. Conveniently located with easy access to the main roads and County Road 48, you’ll enjoy both tranquility and accessibility. Don’t miss this rare opportunity to make this your perfect North Fork living lifestyle and rare opportunity to create your dream retreat in Long Island’s celebrated wine country!

Open House:

Sunday, 6/28 12:00-2:00PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
1,588
Status:
NEW LISTING
MLS#:
1016402
Type:
Single Family
Lot size:
0.51 Acres
Year built:
1954
A broker reciprocity listing Courtesy: Keller Williams Realty Elite 516-795-6900
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ADDITIONAL INFORMATION

Nestled in the Southwood Community on a beautifully landscaped 0.51-acre lot in Southold, this spacious ranch offers the perfect blend of comfort, charm, and North Fork living. Gleaming hardwood floors flow throughout the home, which features three generously sized bedrooms and two full bathrooms. The expansive formal living room is highlighted by a cozy wood-burning fireplace, while the large eat-in kitchen and versatile dining/flex room provide ample space for everyday living and entertaining. A heated 200-square-foot sunroom provides the perfect setting to enjoy your morning coffee or unwind with an evening cocktail. Additional features include an attached two-car garage, abundant off-street parking, and ample rear parking ideal for storing a boat, RV, trailer, or additional vehicles. The home also offers 150-amp electric service, a newer boiler and hot water heater, and was recently connected to municipal water. A massive unfinished basement complete with a cedar closet provides exceptional storage and endless possibilities for future expansion. Located just moments from sought-after beaches including Town Beach and Goose Creek Beach, and surrounded by renowned farms, vineyards, and the historic towns of Mattituck, Jamesport, and Greenport, this turnkey property presents an exceptional opportunity for those seeking a year-round residence, weekend getaway, or investment property in the heart of the North Fork.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,680
Status:
NEW LISTING
MLS#:
1016561
Type:
Single Family
Lot size:
2 Acres
Year built:
2003
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-734-5439
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ADDITIONAL INFORMATION

Welcome to 145 Baldwin Place, a spacious and inviting 5 bedroom Colonial set on two private acres in the heart of Cutchogue. A sun-filled foyer with cathedral ceilings creates an impressive first impression, leading to thoughtfully designed spacious living spaces ideal for both everyday living and entertaining. The center of the home is the expansive open concept kitchen with a seamless flow into living and dining areas. Upstairs, the private primary suite serves as a true retreat with vaulted ceilings, generous closet space and a spacious ensuite bathroom. Four additional bedrooms provide generous space and flexibility throughout the home. Set on two private acres, the property offers a beautifully landscaped setting along with plenty of open space for recreation, a pool or outdoor entertaining. Located just moments from the pristine beaches of the Peconic Bay, residents can enjoy swimming, kayaking, paddleboarding, and unforgettable sunsets. Nearby farmstands, vineyards, waterfront dining, and charming village shops complete the quintessential North Fork lifestyle. Whether you are seeking year round residence or a weekend escape, this home offers space, privacy and the best of North Fork living.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,000
Status:
NEW LISTING
MLS#:
1016523
Type:
Single Family
Lot size:
0.42 Acres
Year built:
1957
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-734-5439
View additional info

ADDITIONAL INFORMATION

Southold – Goose Creek- Located along a quiet private lane leading to Goose Creek Beach, this beautifully crafted and completely renovated cedar shingled two story home offers the perfect blend of charm, privacy, and North Fork living. The first floor features an open, sun filled layout highlighted by a spacious living room with a wood burning stove, a bright and airy kitchen with an expansive dining area framed by walls of windows, and a dining area with doors opening to the pool and patio. A first floor sitting room with an adjacent full bath provides a flexible space that can be easily converted into a first floor primary en-suite. Upstairs, the generous primary en-suite offers creek views, accompanied by two additional guest bedrooms and a full guest bath. Privacy surrounds the heated saltwater in ground pool and patio, creating a peaceful retreat for relaxation or entertaining. This exceptional property captures the essence of the North Fork lifestyle — a short stroll to beautiful Goose Creek Bay beach, yet tucked away in a quiet, coveted location. With creek access you can launch a kayak or paddleboard and enjoy the serene waters of Goose Creek. f you are interested in a "real" North Fork experience, this house checks off all the boxes. Restaurants, shopping, farm stands, wineries, breweries, boating... you name it. It's all right there.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,200
Status:
NEW LISTING
MLS#:
1016493
Type:
Single Family
Lot size:
2.1 Acres
Year built:
1992
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-477-0013
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ADDITIONAL INFORMATION

Location is everything. Privately set on 2.1 secluded acres, this stylish and charming farmhouse style home is approached by a long winding drive that reveals a striking 1,000-square-foot post-and-beam barn before opening to sweeping views of the property's picturesque grounds. Thoughtfully maintained and rich in character, the home offers a traditional floor plan complemented by hardwood flooring throughout and a substantial wood-burning fireplace that anchors the main living space. The kitchen has been tastefully updated with a gas range and generous peninsula seating, flowing seamlessly into a dining area overlooking the manicured landscape and seasonal water views beyond. Upstairs, four well-proportioned bedrooms include three guest bedrooms served by a full hall bath, while the sun-filled primary suite offers a private retreat overlooking the property, also offering those peek-a-boo winter water-views. A rare opportunity to enjoy privacy, acreage, and timeless North Fork charm in an exceptional setting w/ ample room an in-ground pool or equestrian activities. This is the country house on the North Fork you've searching for!

Beds:
2
Baths:
2.00
Sq.Ft.:
2,350
Status:
NEW LISTING
MLS#:
1015353
Type:
Single Family
Lot size:
0.83 Acres
Year built:
1968
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-734-5439
View additional info

ADDITIONAL INFORMATION

A great business and/or investment opportunity awaits! Once a popular Southold holistic/chiropractic office with separate living quarters and then a childcare facility and apartment, this adaptable split-level property is awaiting its next creativite live-in business venture! Located on a beautiful .83 acre, this property fronts the high visibility County Road 48/North Road and backs up to scenic preserved farmland. The ground floor has a large waiting room, offices with sinks, and a half bath. The 2nd floor is a spacious 2-bedroom 1 bath rental apartment that could also be used as the business owner's home. Its Limited Business Zoning offers many opportunities including professional office, retail operation, custom workshop, garden shop/nursery, restaurant, dog and cat care facility, repair shop, etc.

Beds:
7
Baths:
7.00
Sq.Ft.:
4,544
Status:
NEW LISTING
MLS#:
1016379
Type:
Single Family
Subdivision:
Eastern Shores
Lot size:
0.42 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Realty Connect USA L I Inc 631-881-5160
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ADDITIONAL INFORMATION

UNDER CONSTRUCTION - IN PHASE 3 - PROPERTY IS CLOSED IN, ROUGHED IN AND CLOSING IN WALLS - NOW AVAILABLE FOR PRIVATE IN PERSON VIEWINGS - Introducing an exceptional opportunity to own a brand new construction home in Greenport’s coveted Eastern Shores where North Fork charm meets modern luxury living. Don't miss this opportunity to claim for yourself this thoughtfully designed, currently under construction and anticipated to be completed summer 2026 in time for your East End getaway. This stunning seven bedroom six and half bath residence offers 4,544 sqft of refined living space designed with no desire left unrecognized. From the moment you arrive, you’ll appreciate the timeless architectural detail, modern farmhouse feel with a blend of contemporary finishes throughout. The open concept is ideal for entertaining featuring a chefs kitchen with oversized island, premium appliances, abundant cabinet space and butler pantry all flowing effortlessly into the spacious living room, formal dining room or out to the rear covered porch. Seven generously sized bedrooms include an expansive primary suite with oversized bathroom, walk in closet and private second story deck overlooking the backyard. Four of the bedrooms including the primary are on the second level, one bedroom on the main level and two bedrooms are located in the lower level all situated with their own respective bathrooms with the mindfulness around a main level bedroom with en suite full bath. Additional features in the build include a finished walk out lower level with recreational room, in ground vinyl pool and a detached two car garage. This beautifully crafter modern farmhouse is situated between the tranquil Inlet Pond and the beloved Kontokosta Winery also just minutes from the vibrant downtown of Greenport Village. This property is located on the north end of Tasker lane alongside a cleared public pathway with just a 2 minute walk to the famed 67 Step Beach of Greenport. Whether you’re seeking a year round residence, a second home or a vacation rental investment, 1050 Tasker Lane delivers a rare combination of location, luxury, and lifestyle on the North Fork.

Open House:

Sunday, 6/28 12:00-2:00PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
1,735
Status:
Active
MLS#:
1015877
Type:
Single Family
Subdivision:
August Acres
Lot size:
0.92 Acres
Year built:
1997
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-734-5439
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ADDITIONAL INFORMATION

Enjoy the best of North Fork living in Greenport’s sought-after August Acres community. This meticulously maintained 3-bedroom, 2-bath ranch sits on a shy acre, offering exceptional privacy and ample room to create your own backyard retreat — including space for a pool. Thoughtful updates enhance the home’s comfort and appeal, including fresh interior paint (2026), a new deck, an updated kitchen, and a new heating system. The spacious den, featuring a wood-burning fireplace and sliding doors to the deck, provides an inviting setting for relaxing or entertaining. Additional highlights include a primary en-suite with a generous bath and walk-in closet, a bright living room, dining area, convenient laundry room, full basement and a 2-car garage. Residents also enjoy access to the association’s deeded bay beach — the perfect spot to experience the beauty of North Fork living. This house checks off all the boxes. Restaurants, shopping, farm stands, wineries, breweries, boating... you name it. It's all right there.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,600
Status:
Active
MLS#:
1007703
Type:
Single Family
Lot size:
0.97 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Corcoran 631-765-1300
View additional info

ADDITIONAL INFORMATION

This East Marion gem is on the perfect sunlit corner lot! Set on a shy acre, in a park like setting with room for a pool and waiting for you to take to the next level. Minutes to all the best beaches, including 67 Steps Beach, located within the community. Cozy front porch and spacious backyard deck. An open layout, living room with fireplace, 3 beds, 2 baths and a full basement. You can keep it simple or get as bougie as you wish! Create memories that are built to last. Surrounded by North Fork farm stands, marinas, boating, award winning wineries, great shopping, and Duryea's in Orient Point! This one will go fast!

Beds:
2
Baths:
3.00
Sq.Ft.:
2,200
Status:
Active
MLS#:
1014736
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1999
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-477-0013
View additional info

ADDITIONAL INFORMATION

Nestled along the tranquil shores of James Creek with effortless access to the Great Peconic Bay, this inviting waterfront residence offers the perfect blend of comfort, recreation, and coastal charm. A newly installed deep-water floating dock and access to a private association bay beach make it an exceptional opportunity for boating enthusiasts and those seeking a connection to the water. Inside, the home is bright and welcoming, featuring an open-concept layout with hardwood flooring throughout and soaring vaulted ceilings that fill the eat-in kitchen with natural light. Privately situated on its own wing of the main level, the primary suite offers a spacious walk-in closet and en-suite bath, creating a comfortable retreat within the home. The second floor provides exceptional flexibility with an expansive landing area ideal for a media room, home office, or additional lounge space. A generously sized guest bedroom, full hallway bath, abundant storage, and a substantial bonus room above the attached two-car garage complete the upper level. Set on nearly one-half acre with approximately 100 feet of waterfront frontage, the property is thoughtfully positioned to take advantage of its waterfront setting. The current floating dock accommodates a 36-foot vessel with twin outboard engines, offering ample water depth for a variety of boating needs. Completing the offering is access to a nearby community bay beach, providing yet another way to enjoy this sought-after North Fork waterfront location.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,500
Status:
Active
MLS#:
1012436
Type:
Single Family
Lot size:
1.75 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Compass Greater NY LLC 631-629-7675
View additional info

ADDITIONAL INFORMATION

Introducing a stunning waterfront estate on the Long Island Sound, now available for the first time from its original owners. This coastal gem, located in the North Fork, is situated in one of the most sought-after and picturesque areas on the East End. Nestled on nearly 2 acres, this 4,500 sq. ft. residence offers exceptional views and over 200 feet of private waterfront. The spacious open floor plan includes a junior primary ensuite on the first floor, featuring a separate entrance, a wrap-around covered porch, and direct access to the backyard. The gourmet kitchen is designed to capture breathtaking coastal views, boasting custom cabinetry, high-end appliances, beautiful granite countertops, and a spacious island with seating. Al fresco dining is made easy through the breezeway, which leads to the inviting patio and outdoor decks. The living room and dining room, enhanced by a central fireplace, are filled with natural light and feature beautiful wood floors. Tucked behind the fireplace and accessed through sliding barn doors, the home office offers water views and separate access to the yard. Upstairs, the primary bedroom features a balcony and an ensuite bathroom, showcasing stunning views. Additional bedrooms with balconies, a full bathroom, and a bonus space ensure privacy and comfort for guests. An oversized lounge, also with a waterside balcony and fireplace, connects to the kitchen below via a private staircase, creating an ideal space for a quiet retreat. The spacious art studio, built as part of the expansion, has cork flooring and a wall of windows overlooking the outdoor entertaining space, which includes a fully equipped custom kitchen, dining area, stunning pool, and spa amenities. The yard's mature landscaping and expansive lawn create a welcoming atmosphere for gatherings, with curated spaces for relaxation, including Adirondack chairs nestled along the coastline to enjoy the breathtaking sunsets. Additional amenities include an attached garage, greenhouse, a full unfinished basement with side yard access, and a generator. This property is conveniently located near Greenport Village, wineries, farms, and the bucolic landscape that exemplifies the essence of the North Fork region.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,300
Status:
Active
MLS#:
986841
Type:
Single Family
Lot size:
0.41 Acres
Year built:
1963
A broker reciprocity listing Courtesy: Corcoran 631-765-1300
View additional info

ADDITIONAL INFORMATION

Some things are worth holding onto and this one is no exception. Nestled in one of the North Fork's most coveted beachside enclaves, this authentic mid-century modern gem offers the rare combination of style, privacy and beach access to one of the best bay beaches in the region! The detached 2-car garage handles the practical side of life beautifully with owned solar panels, including backup battery, while the working vegetable garden reminds you that the good life really is grown here. There's room for a pool, room to expand, and plenty of room to exhale. Optional membership in the Fleets Neck Property Owners Association gets you access to a private bay beach on the east end of Dave Allison Beach - plus storage for two kayaks. This is the kind of property that smart buyers recognize immediately - and move on quickly. The bones are right. The location is right. The potential? Even better.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
1014052
Type:
Single Family
Lot size:
0.58 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Keller Williams Realty Elite 516-795-6900
View additional info

ADDITIONAL INFORMATION

Welcome to 3755 Grand Avenue in Mattituck, a rare opportunity to own a meticulously maintained home in one of the North Fork’s most coveted locations. Situated on an expansive .58-acre property, this 1998-built residence offers the perfect blend of privacy, modern mechanical updates, and the laid-back coastal lifestyle that has made Mattituck one of Long Island’s most desirable destinations. Constructed on a poured concrete foundation, the home has been thoughtfully improved with numerous major updates, including recently installed municipal water service, 200-amp electric, replacement windows, and a roof less than ten years old. Over the last five years, the boiler, hot water heater, and central air conditioning system have all been replaced, providing peace of mind for years to come. An attached garage offers convenience and additional storage. Enjoy the tranquility and spaciousness of North Fork living while remaining just minutes from vineyards, farm stands, Love Lane shops and restaurants, marinas, beaches, and all that makes Mattituck such a sought-after destination. With taxes under $7,100, this property presents an exceptional opportunity to enjoy year-round living or the perfect weekend retreat.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,940
Status:
Active
MLS#:
1013051
Type:
Single Family
Lot size:
0.58 Acres
Year built:
1966
A broker reciprocity listing Courtesy: Fedun Real Estate Inc 631-722-5000
View additional info

ADDITIONAL INFORMATION

Welcome to the highly sought-after Fleets Neck community of Cutchogue! This spacious 4-bedroom, 2-bath home presents an incredible opportunity to CREATE YOUR dream North Fork retreat!! Set on a beautiful Half Acre plus of property with room for a swimming pool, this home features Living room with fireplace, Huge Eat-In-Kitchen, hardwood floors, skylight, oil-fired forced hot air heat, Public Water and a full basement with endless possibilities, complete with a walk-out patio leading to a private and very peaceful backyard. Ideally located in the heart of the North Fork, you'll enjoy easy access to multiple town beaches on both the Bay and Long Island Sound, as well as nearby ocean beaches, county parks, marinas, and golf courses. Experience the unmatched North Fork lifestyle with renowned wineries, craft breweries, gourmet restaurants, farm stands, boutique shopping, agricultural attractions, and year-round recreational opportunities just moments away. Whether you're seeking a full-time residence, vacation getaway, or investment opportunity, this property offers the perfect canvas to make it your own and enjoy everything North Fork living has to offer.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,014
Status:
Active
MLS#:
1011722
Type:
Single Family
Lot size:
0.32 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Engel & Volkers North Fork 631-298-7953
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ADDITIONAL INFORMATION

Nestled in the desirable Sigsbee community of Mattituck, this delightful two-bedroom, one-bathroom cottage offers the perfect blend of privacy, convenience, and coastal living. Set on a spacious lot with a large backyard, the property provides a peaceful setting for relaxing, entertaining, or enjoying summer evenings outdoors. Inside, the home features a bright and inviting layout with comfortable living spaces and timeless cottage charm. Whether you’re looking for a year-round residence, weekend getaway, or investment opportunity, this home offers endless potential. Enjoy exclusive access to the community’s private association beach nearby, perfect for swimming, kayaking, paddleboarding, or simply taking in the stunning expansive white sandy beach. Conveniently located near Mattituck’s shops, restaurants, wineries, farm stands, and transportation, this property allows you to experience the best of North Fork living while maintaining a tranquil retreat-like atmosphere. A rare opportunity to own a charming beach-community home with a generous backyard and private beach rights in one of Mattituck’s most sought-after neighborhoods.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,668
Status:
Active
MLS#:
1011372
Type:
Single Family
Lot size:
0.4 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-354-8100
View additional info

ADDITIONAL INFORMATION

Experience the best of North Fork living in this stunning new construction home offering beautiful water views and deeded beach access. Thoughtfully designed with modern coastal elegance, this residence blends quality craftsmanship, open-concept living, and effortless indoor-outdoor flow. The main living area is filled with natural light and showcases spacious interiors, elevated finishes, and a seamless connection to the surrounding landscape. A beautifully appointed kitchen, generous entertaining spaces, and well-designed bedroom suites create the perfect balance of comfort and sophistication. The home also includes a full basement with egress, offering excellent potential to be finished to suit your needs such as additional living space, recreation, fitness, media, or storage. The property includes full landscaping and offers room for a pool, creating the opportunity to design your ideal outdoor retreat. Enjoy peaceful water views, coastal breezes, and direct access to a private deeded beach which is ideal for kayaking, paddleboarding, swimming, or simply relaxing by the shore. Perfectly situated near North Fork vineyards, farm stands, restaurants, marinas, and village amenities, this home offers a rare opportunity to enjoy new construction with true coastal lifestyle appeal. A refined North Fork retreat designed for year-round living, weekend escapes, and effortless entertainment.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,100
Status:
Active
MLS#:
1010914
Type:
Single Family
Lot size:
0.12 Acres
Year built:
1910
A broker reciprocity listing Courtesy: Century 21 Cor Ace Realty Inc 631-878-3400
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ADDITIONAL INFORMATION

Renovated 1910 Colonial with Beautiful Open Floor Plan. Down the Road From Town Beach. Just a Short Bike Ride to Down Town Greenport and Wineries !! Possibility of Selling Fully Furnished !! Large Back Building Could Be Turned into a Pool House, Garage or Shed, Additional information: Appearance Diamond,Interior Features: Living Rm, Dining Area, Spacious Eat in Kitchen with Large Island, Breakfast Nook, 3 Bedrooms(Small one on First Floor, 2 On 2nd Floor), 1.5 Renovated Bathrooms. Separate Hotwater Heater, 2 Separate Driveways

Beds:
2
Baths:
1.00
Sq.Ft.:
1,900
Status:
Active
MLS#:
1010344
Type:
Single Family
Subdivision:
Brower Estates
Lot size:
0.38 Acres
Year built:
1957
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-298-4130
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ADDITIONAL INFORMATION

North Fork Lifestyle at Its Finest Welcome to your own backyard oasis in the heart of the North Fork. This exceptional home offers a resort-style setting complete with a stunning gunite pool, spacious patio, and endless opportunities for outdoor entertaining. With water access and a location that truly has it all, this is a rare opportunity in the highly sought-after Brower Estates community. Perfectly situated with Strong’s Marina practically in your backyard, you’ll enjoy easy access to boating, breathtaking sunsets at Bailey Beach, the beauty of Landcraft Garden Foundation, and the charm of Love Lane’s renowned shops, restaurants, and wineries—all just moments away. Inside, the home is equally impressive, featuring a bright eat-in kitchen, an expansive primary suite, 2 family gathering rooms with one as a massive den with cathedral ceilings and a versatile bonus living space ideal for guests, a home office, or recreation. Designed for both relaxation and entertaining, this home offers the perfect blend of comfort and North Fork coastal living. Just unpack your bags and get ready to relax and enjoy your North Fork dream lifestyle.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,500
Status:
Active
MLS#:
1008786
Type:
Single Family
Lot size:
3.34 Acres
Year built:
1999
A broker reciprocity listing Courtesy: Signature Premier Properties 631-360-2800
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ADDITIONAL INFORMATION

MOTIVATED SELLER! (Address also known as 1 Banks St) - Just 90 minutes from New York City, discover an extraordinary opportunity to own a private estate retreat in the heart of the coveted North Fork. Tucked away at the end of a quiet cul-de-sac and set on 3.3 lush, sprawling acres, this exceptional 3,500-square-foot Victorian-style residence offers a rare blend of timeless elegance, modern comfort, and serene countryside living. MOTIVATED SELLER! (Address also known as 1 Banks St) A classic wraparound porch sets the tone, inviting you into a warm and refined interior where expansive living spaces are thoughtfully designed for both everyday living and upscale entertaining. The home features four generously sized bedrooms and multiple baths, including a beautifully renovated primary suite bath that adds a touch of modern luxury. Rich wood flooring flows throughout, complemented by three fireplaces that create an inviting ambiance across the formal living room, elegant dining room, and oversized family room. At the heart of the home, a spacious chef’s kitchen offers the perfect setting for gatherings both large and intimate, while additional highlights—including central air, central vacuum, a full basement with outside entrance, and a garage with an oversized loft—provide both comfort and endless potential for customization, whether for extended living space, a studio, or recreational use. Step outside to your own private resort. The beautifully landscaped grounds are framed by mature trees and open land, offering exceptional privacy rarely found on the North Fork. A stunning in-ground pool with an expansive patio creates the ultimate outdoor oasis—ideal for summer entertaining, weekend escapes, or quiet relaxation under the sun. With ample space for expansion, the property also lends itself perfectly to a pool house or equestrian use, making it an ideal horse property. Located just moments from world-renowned vineyards, charming farm stands, and pristine North Fork beaches only 1.5 miles away, this remarkable estate offers a lifestyle that is both refined and relaxed. Whether you’re seeking a full-time residence, a weekend retreat, or a legacy property, this is a rare offering where luxury, privacy, and location come together seamlessly.

Beds:
2
Baths:
1.00
Sq.Ft.:
800
Status:
Active
MLS#:
1017744
Type:
Single Family
Lot size:
0.21 Acres
Year built:
1948
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 516-621-3555
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ADDITIONAL INFORMATION

The Summer has never been sweeter in this coastal cottage right on the water. Peaceful breezes blow while you sit on the covered deck and watch the paddle boarders go by. This private community on Hashamomuck Pond offers 2 bedrooms, warm oak floors, spacious living room, and waterfront views galore. Enjoy kayaking, paddleboarding, fishing, and swimming right out your back door. This is the lifestyle you have thought about, why not make it happen now!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
1007215
Type:
Single Family
Lot size:
0.48 Acres
Year built:
1955
A broker reciprocity listing Courtesy: Island Advantage Realty LLC 631-351-6000
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ADDITIONAL INFORMATION

Ranch Style Home. This Home Features 2 Bedrooms, Full Bath, Dining Area, Eat In Kitchen & 2 Car Garage. Centrally Located To All. Don't Miss This Opportunity!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,432
Status:
Active
MLS#:
999868
Type:
Single Family
Lot size:
0.17 Acres
Year built:
1957
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-354-8100
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ADDITIONAL INFORMATION

Some houses get a coat of paint and call it a day, 611 aka 175 Maple Street got a full designer renovation! This charming house is just a short stroll from Greenport Village waterfront restaurants, boutiques & beaches. This home delivers the warmth of classic architecture with a modern flair. Enter through the front door and the character hits first: hardwood floors throughout, recessed lighting overhead, and high-end finishes that make every room feel curated rather than constructed. The first floor flows easily between a thoughtfully designed living space and a kitchen equipped with stainless steel high end appliances and clean lines. Enjoy a cozy sun-room overlooking the backyard and a bonus space off the kitchen, which could have many uses including an office or flex space. Up-stairs, the entire second floor is dedicated to a spacious primary suite removed from the rest of the home in the best way possible! The primary suite spans the full upper level...a genuine retreat with vaulted ceilings with wood beams and its own en-suite bathroom including radiant heat in the floors and designer finishes. Two additional bedrooms on the main floor keep family and guests comfortable without compromise. Outside, the transformation continues. Bluestone pavers trace the front walkway and wrap the back patio. There is a detached cedar shake garage that is also freshly renovated. The ample driveway, which is crushed natural stone handles guests effortlessly- a rare feature for Greenport! Every system, the electric, plumbing, HVAC is brand new. Truly a turnkey getaway in one of the best locations in Greenport!

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.



Southold Real Estate

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.

Southold Weather

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.

Southold Map

Southold Real Estate Market Conditions

  • Median sales price

    $1,375,000
    16.1%
    change since last quarter
  • # Active listings

    131
    30-day change

Southold Schools and Demographics

Education near Southold, NY

City County
High School Graduates 92.84 90.39
College Degree - 2 year 9.44 9.66
College Degree - 4 year 48.04 38.31
Graduate Degree 15.03 12.89
Expenditures per Student 30,219 30,219
Students per Teacher 12.3 12.3

Elementary Schools near Southold, NY

Grades Students P/T Ratio ZIP
Greenport Elementary School PK - 06 330 15 11944
Mattituck-Cutchogue Elementary School KG - 06 580 10.4 11935
New Suffolk School PK - 06 17 6.8 11956
Southold Elementary School KG - 06 403 11 11971

High Schools near Southold, NY

Grades Students P/T Ratio ZIP
Greenport High School 07 - 12 353 15.3 11944
Southold Junior-Senior High School 07 - 12 423 11.2 11971

Ungraded Schools near Southold, NY

Grades Students P/T Ratio ZIP
Shelter Island School PK - 12 221 6.8 11964

Demographics near Southold, NY

City County
Neighborhood Type Suburban
Population 23,571 1,522,998
Population Density 438 1,670
Median Age 56.1 41.7
People per Household 2.3 3
Median Household Income 92,229 111,660
Average Income per Capita 60,908 49,404

Real estate near Southold