Southold NY Real Estate & Homes for Sale

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Beds:
3
Baths:
4.00
Sq.Ft.:
2,100
Status:
NEW LISTING
MLS#:
985489
Type:
Single Family
Lot size:
1.05 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Compass Greater NY LLC 631-251-8644
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ADDITIONAL INFORMATION

Steeped in history and set on a 1.05-acre parcel in the heart of the North Fork, this circa-1663 residence presents a rare opportunity to preserve and reimagine one of Southold’s oldest and most significant properties. Ideally positioned, it is just moments from one of the East End’s finest sandy bay beaches and Croteaux Vineyards, as well as a short drive to renowned wineries, farm stands, and the charming village of Southold, with its shops, waterfront, and access to the Long Island Sound. The land at 150 Baywater Avenue is tied to the remarkable story of Maltby Freeman, a formerly enslaved man who earned his freedom in 1807 and, through extraordinary determination, came to own this very property along Bayview near South Harbor Road. Maltby and his wife, Dorcus Benjamin, began with a single-room structure, gradually expanding it into a family homestead in the early 1800s. Their descendants continued to acquire land, eventually owning a house and 30 acres. The Freeman family’s story is one of the earliest documented examples of Black land ownership and upward mobility on Long Island, and this property stands as a tangible connection to that chapter of American history. The property is offered strictly as-is, presenting a rare opportunity for a developer, preservationist, or visionary owner-builder. Included in the sale is a complete set of fully approved architectural and construction plans, a process that required two years of review by the Historic Preservation Commission, Town Planning Department, and Building Department. This extensive approval represents significant time, cost, and expertise that the next owner will not need to replicate. With permits and plans already secured, construction can begin immediately upon closing. For those seeking a property defined by history, character, and forward potential, 150 Baywater Avenue is ready for its next chapter.

Beds:
n/a
Baths:
1.00
Sq.Ft.:
230
Status:
NEW LISTING
MLS#:
985938
Type:
Condo
Lot size:
1.38 Acres
Year built:
1950
A broker reciprocity listing Courtesy: ERealty Advisors Inc 516-888-9715
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ADDITIONAL INFORMATION

Waterfront Studio Condo in Southold property features living room / kitchen combo with 1 Queen Size bed and 2 pull out trundle beds which can become 1 full size bed. outdoor area includes boat storage for small fee BBQ area on grounds free laundry room. Rentals are permitted can be rented seasonally if desired. Low property taxes and low common charges which include all utilities. Seasonal Condo Use Only Open from April - November then the condo closes for season.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,627
Status:
NEW LISTING
MLS#:
985445
Type:
Single Family
Lot size:
0.33 Acres
Year built:
2018
A broker reciprocity listing Courtesy: Serhant East End LLC 631-500-8800
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ADDITIONAL INFORMATION

Southold Summer Vibes. Turnkey on the North Fork If you’ve been waiting for the right North Fork house—the one that truly delivers on sandy beaches, bigger water and effortless weekends—this is it.  Set within the Bay Haven Association, 700 Gin Lane puts you moments from the water and includes access to a private sandy beach just down the lane from home. Everything that defines the North Fork is within easy reach—farm stands, local vineyards, and the shops and restaurants that give Southold its character and charm. Inside, the two-story, 2,627-square-foot home is built to maximize your getaway time. Four bedrooms and three and a half baths, including a generously sized junior primary suite on the first floor and a gorgeous en suite primary upstairs; an open design kitchen, dining, and living space perfect for entertaining; loads of light; and a fireplace that makes shoulder-season weekends just as appealing as peak summertime. You’ll never want to leave. The .33-acre property also features a heated saltwater pool with automated cover, outdoor dining space, fire pit, and an oversized one-car garage.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,800
Status:
NEW LISTING
MLS#:
960778
Type:
Single Family
Lot size:
0.4 Acres
Year built:
1943
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-354-8100
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ADDITIONAL INFORMATION

Welcome to Sunset Cottage! Perfectly situated on one of Southold’s most desirable streets, this beautifully renovated waterfront beach house with deeded beach rights and offering the ultimate North Fork lifestyle. Enjoy spectacular sunsets from the new mahogany waterside deck overlooking Hashamomuck Pond which is ideal for kayaking, paddle boarding, fishing, and crabbing. The spacious living room features a wood-burning fireplace and flows into a light-filled great room. Offering 3 bedrooms and 2.5 baths, including a primary ensuite with direct deck access. Thoughtfully designed with handicap accessibility, an irrigation system, generator, and outdoor shower. Set on a rare double lot of approximately 0.40 acres and located less than half a mile to Southold Town Beach and under 10 minutes to Greenport Village. Not in a flood zone. Excellent rental history!

Beds:
4
Baths:
6.00
Sq.Ft.:
3,499
Status:
Active
MLS#:
975377
Type:
Single Family
Lot size:
0.58 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-288-6244
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ADDITIONAL INFORMATION

Set along the scenic shores of Goose Creek, this newly constructed waterfront home offers a private dock with direct boating access to the Peconic Bay, an increasingly rare offering on the North Fork. Combining new construction with waterfront access, the property delivers a lifestyle that is difficult to replicate. Thoughtfully designed for both everyday living and entertaining, the home features four bedrooms and five-and-a-half baths across a well-planned layout. The main level includes a spacious living room with a wet bar and dumbwaiter, seamlessly connected to a gourmet kitchen and dining area, along with two bedrooms. The upper level offers a primary suite and an additional guest bedroom, both with access to an oversized deck overlooking Goose Creek. Designed for summer living, the outdoor space includes a pool and expansive patio set against a tranquil waterfront backdrop, ideal for entertaining or enjoying the peaceful surroundings. Additional features include a garage and a full unfinished lower level offering exceptional potential for customization and added value. Located in the heart of Southold, just minutes from vineyards, beaches, and renowned North Fork destinations, this is a rare opportunity to own new construction waterfront with private dock access.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,700
Status:
Active
MLS#:
976177
Type:
Single Family
Lot size:
0.37 Acres
Year built:
1976
A broker reciprocity listing Courtesy: Compass Greater NY LLC 631-251-8644
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ADDITIONAL INFORMATION

Set within the coveted private Terry Waters beach community in Southold, this beautiful three-bedroom, two-bath extended ranch offers relaxed coastal living in an enchanting, private setting. A welcoming entry opens to a spacious living room anchored by a classic brick fireplace, while the thoughtfully designed layout includes a primary bedroom with an ensuite bath, an additional bonus family room ideal for entertaining or everyday living, and a full basement providing ample storage or future potential. Outdoors, a three-season covered patio overlooks the lush, expansive backyard with generous room for a pool, creating the perfect backdrop for summer gatherings or quiet moments near the water.

Open House:

Saturday, 4/18 11:00-1:00PM

More Open House Info >

Beds:
4
Baths:
6.00
Sq.Ft.:
5,500
Status:
Active
MLS#:
979680
Type:
Single Family
Lot size:
1.03 Acres
Year built:
1965
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-298-0300
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ADDITIONAL INFORMATION

North Fork living at its best. Welcome to this beautifully landscaped property in the desirable Bayview area of Southold. This magnificent home sits perfectly on a meticulously maintained double lot. The residence features four large bedrooms, two of which are en-suite, with one being on the first floor. Beautiful inlaid cherry floors complement both the formal dining room and the living room, which features built-in cherry cabinetry and a fireplace. You’ll also find a private paneled office with a wet bar, perfect for working from home. The heart of the home, the kitchen, is an architectural marvel, featuring a dramatic two-story ceiling and eight-foot-tall windows that create an airy, open space. The den off the kitchen, complete with a fireplace, is warm and inviting, with a wall of windows overlooking the backyard. The second floor offers two large bedrooms and a full bath, along with an oversized open loft area with seating that provides a stunning view of the backyard. This leads to the main bedroom and bath, which also features an infrared sauna. The main bedroom includes a gas fireplace and sliding doors that open to a magnificent deck overlooking your private oasis. A spiral staircase leads down to the backyard, where you’ll find a heated saltwater gunite pool, poolside cabana, and sport court. With full landscape lighting, the property is stunning both day and night. This residence is ideal for hosting unforgettable gatherings and making every day feel like a vacation. Just a short stroll to Goose Creek Beach and close to town.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,500
Status:
Active
MLS#:
978724
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1966
A broker reciprocity listing Courtesy: Signature Premier Properties 631-692-4800
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ADDITIONAL INFORMATION

A beautiful and lovingly-maintained ranch with a front porch, set on a corner lot, offers a serene, country setting. Home features a primary bedroom ensuite, plus 2 comfortably-sized bedrooms, 2 full bathrooms and a bright, newly-renovated eat-in kitchen with French doors leading to a picturesque, level backyard with a patio. A spacious living room and family room with a brick, wood burning fireplace, both rooms accented with ceiling beams, offer an inviting layout. Solid wood flooring, central air, and a spacious 2-car garage, along with 5 spots in a circular driveway, are included in this wonderful home situated on a 1/2 acre lot. The full, unfinished basement may easily be enhanced for various uses including an entertainment area, gym and playroom. Enjoy this ideal location just 3 blocks from McCabe's Beach where the gorgeous Long Island Sound and sunsets await. Close to schools, shopping, dining, and major transportation routes, this move-in ready home is a rare opportunity that combines comfort, convenience and location.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,989
Status:
Active
MLS#:
964309
Type:
Single Family
Lot size:
0.49 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Engel & Volkers North Fork 631-298-7953
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ADDITIONAL INFORMATION

Tucked away in a peaceful enclave of Southold, this classic Cape Cod offers a private escape that backs directly onto protected woodlands. One of the home’s standout features is an expansive three-season sunroom, which serves as a light-filled bridge between the indoors and your own quiet backyard sanctuary. Whether you are hosting a summer brunch or enjoying a morning coffee, the surrounding nature ensures a level of privacy that is truly rare. Inside, the residence is designed for effortless living and is flooded with natural light. The main level offers the ultimate convenience of a primary bedroom with an ensuite bath and a dedicated laundry room, anchored by a spacious living area perfect for relaxing. Upstairs, you will find two additional oversized bedrooms—one featuring a generous walk-in closet—along with easy access to the attic. Modern essentials are seamlessly integrated throughout, including a full-house generator for peace of mind, a zoned irrigation sprinkler system, and a built-in Sonos system to set the mood for any occasion. This property places the very best of the North Fork right at your fingertips, situated just minutes from the stunning waters of Goose Creek, the sands of Cedar Beach, and Southold’s vibrant main street known for boutique shopping and fine dining. With renowned farmstands and vineyards only a short drive away, this home represents a rare opportunity to enjoy a secluded coastal lifestyle in one of the area’s most sought-after locations.

Open House:

Saturday, 4/18 12:00-3:00PM

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
1,600
Status:
Active
MLS#:
975344
Type:
Single Family
Lot size:
0.74 Acres
Year built:
1990
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-734-5439
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,954
Status:
Active
MLS#:
983742
Type:
Single Family
Lot size:
1.37 Acres
Year built:
1976
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-288-6244
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ADDITIONAL INFORMATION

Unique opportunity in Southold to create your dream home on the North Fork. This A-frame-style house, reminiscent of a chalet, features a striking wall of windows that leads to open rafter ceilings. The main floor is perfect for entertaining, with a quaint kitchen, two bedrooms, a full bathroom, and the sunken A-frame living room that captures the essence of the home. Adjacent to the living room, sliding doors open to a wrap-around deck overlooking the side yard, which is ideal for al fresco dining or enjoying an evening gathered around the fire pit. Upstairs, you'll find a spacious loft that can serve as an office, recreational space, or lounge. The loft includes a balcony that overlooks the living room and provides access to a mini rooftop terrace with views of the backyard. The lower level, which has a private entrance, is ready for full renovation and is already framed for a bedroom, bathroom, laundry room, and additional storage. The two-car attached garage can be repurposed for additional living space or perhaps a gym. The property encompasses 1.37 acres, having been merged with the adjacent land, providing ample space for a potential pool, tennis court, or additional structures while ensuring plenty of privacy. Wonderful investment opportunity. You'll also enjoy convenient access to the beaches of Southold Bay, the village, and local vineyards.

Beds:
7
Baths:
8.00
Sq.Ft.:
7,300
Status:
Active
MLS#:
957966
Type:
Single Family
Lot size:
1.84 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-354-8100
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,000
Status:
Active
MLS#:
957993
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1909
A broker reciprocity listing Courtesy: Signature Premier Properties 631-647-4880
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,769
Status:
Active
MLS#:
957867
Type:
Single Family
Lot size:
0.97 Acres
Year built:
2010
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-477-2220
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ADDITIONAL INFORMATION

Spacious Open Plan Home with So Much to Offer near Several Great Beaches. Open Livingroom, Dining Room, Kitchen, a Separate Den and a Separate Office as well as a Good Size Bedroom and Bath on First Floor. The Spacious Kitchen Offers Sub Zero Refrigerator, a Wine Fridge and a Separate Fridge Dedicated to Drinks You Grab on Way to Pool. Primary Ensuite and Two Additional Bedrooms and Hall Bath on Second Floor. Finished Lower-Level Family Room offers TV/Sitting Area and Many Storage Closets. Fully Fenced Large Back Yard. Additional Separate Fencing around Inground Heated Saltwater Pool with Easy Automatic Solar Cover and a Pool House. Large Stone Patio for BBQing, Dining and Lounging and Lots of Open Backyard Grass Area to Play Yard Games or to Simply Star Gaze at Night. Owned (not leased) Solar Panels Make More Power Than Used and Allows Banking of Energy. Inground Sprinkler System for Lawn and Flower Beds. There is Room for All in This Spacious Well-Appointed Home.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,215
Status:
Active
MLS#:
953464
Type:
Single Family
Lot size:
0.25 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Compass Greater NY LLC 516-970-5133
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ADDITIONAL INFORMATION

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!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,000
Status:
Active
MLS#:
951805
Type:
Single Family
Lot size:
0.57 Acres
Year built:
1720
A broker reciprocity listing Courtesy: Signature Premier Properties 631-647-4880
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ADDITIONAL INFORMATION

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.**

Beds:
6
Baths:
3.00
Sq.Ft.:
2,911
Status:
Active
MLS#:
950502
Type:
Single Family
Lot size:
1.1 Acres
Year built:
1985
A broker reciprocity listing Courtesy: The Agency Northshore NY 631-870-0753
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ADDITIONAL INFORMATION

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!

Beds:
5
Baths:
5.00
Sq.Ft.:
4,627
Status:
Active
MLS#:
946886
Type:
Single Family
Lot size:
0.99 Acres
Year built:
2024
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-288-1050
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
6.00
Sq.Ft.:
6,366
Status:
Active
MLS#:
947218
Type:
Single Family
Subdivision:
Estates On West Creek
Lot size:
0.7 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Century 21 Albertson Realty 631-765-3800
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ADDITIONAL INFORMATION

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.

Beds:
n/a
Baths:
1.00
Sq.Ft.:
250
Status:
Active
MLS#:
946493
Type:
Condo
Lot size:
1.38 Acres
Year built:
1960
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-477-2220
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,000
Status:
Active
MLS#:
943087
Type:
Single Family
Lot size:
0.39 Acres
Year built:
1994
A broker reciprocity listing Courtesy: Thomas J McCarthy Real Estate 631-765-5815
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ADDITIONAL INFORMATION

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!!!

Beds:
4
Baths:
5.00
Sq.Ft.:
4,327
Status:
Active
MLS#:
944505
Type:
Single Family
Lot size:
0.81 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-354-8100
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,114
Status:
Active
MLS#:
942515
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-354-8100
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ADDITIONAL INFORMATION

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!

Beds:
4
Baths:
5.00
Sq.Ft.:
3,238
Status:
Active
MLS#:
936092
Type:
Single Family
Lot size:
0.52 Acres
Year built:
2024
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-734-5439
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ADDITIONAL INFORMATION

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.

Beds:
5
Baths:
6.00
Sq.Ft.:
5,285
Status:
Active
MLS#:
937270
Type:
Single Family
Lot size:
1.98 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Corcoran 631-765-1300
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ADDITIONAL INFORMATION

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.

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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

    $1,049,000
    16.1%
    change since last quarter
  • # Active listings

    48
    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