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4760 Blue Horizon Bluffs, Peconic
$2,250,000
914178 MLS
Build your dream home on this exceptional waterfront lot offering unobstructed, forever views and breathtaking sunsets over the pristine waters of the sound. With plans already in place, you can break ground on your custom home without delay. Nestled in one of the most sought-after locations on the North Fork, this property offers the perfect blend of privacy and convenience—just minutes from local vineyards, farm stands, dining, beaches, and marinas. Set in a serene and scenic location, this property offers direct access to miles of beach for peaceful walks along the shore, and is just moments from the tranquil Goldsmith Inlet, perfect for kayaking, paddleboarding, or simply enjoying nature at its finest. Whether you’re looking for a peaceful weekend retreat or a full-time coastal haven, this rare opportunity delivers it all. A one-of-a-kind acre-and-a-half property situated on a 40-foot-high bluff above the Long Island Sound, with clear views of the Connecticut shoreline and gorgeous northwest sunsets! Hidden off North Road (County Road 48) in Peconic, access is via a mile-long private road. This is the final piece of a six-lot subdivision. Delivering a powerful feeling of privacy, in a totally natural, very wooded setting! Truly a MUST SEE for the individual searching for solitude, privacy, and relaxation! Board of Health Permit is issued. Building Permit is issued...all are included!

4760 Blue Horizon Bluffs, Peconic

11100 Main Road, East Marion
$549,000
909575 MLS
Imagine creating your own North Fork retreat in East Marion, where peaceful country roads, beautiful beaches, farm stands, vineyards and the vibrant waterfront village of Greenport are all just moments away. Final subdivision approval is already in place for this exceptional 42,000-square-foot homesite, offering a rare opportunity to bring a thoughtfully designed coastal residence to life in one of Southold Town’s most desirable settings. Generously sized and located in the R-40 Zoning District, the property offers the space and flexibility to envision a substantial two-story residence with 4+ bedroom potential, expansive indoor-outdoor living and room for many of the features that make North Fork life so special. Picture summer afternoons beside a private pool, evenings entertaining beneath the stars, a peaceful garden, studio or pool house, and recreational amenities such as a pickleball or tennis court.    Public water is available, and the property does not contain wetlands, access or setback issues—valuable advantages that allow a future owner to focus on the excitement of designing and building. The generous building envelope may accommodate a home of up to approximately 5,100 square feet, while the property’s 20% overall lot-coverage allowance provides additional possibilities for the residence and accessory improvements. Conceptual renderings and preliminary site ideas prepared by acclaimed North Fork-based Kramer + deConciliis Architecture illustrate one inspired vision: a refined modern coastal home shaped by natural materials, abundant glass and an effortless connection between indoor and outdoor spaces. The plans are conceptual, allowing the next owner the freedom to personalize the property and create a home that truly reflects their own style and way of life. Whether imagined as a year-round residence, a relaxing weekend escape or a thoughtfully considered luxury investment, this is more than simply vacant land—it is an invitation to create something lasting in the heart of the North Fork. With final subdivision approval, public water availability and an appealing East Marion, known for low taxes, location near Greenport, beaches and boating, this may be one of the most compelling building opportunities available in the Town of Southold. Buyer to perform their own due diligence to ensure their design plans and ideas meet Town of Southold and any other applicable code and permitting.

11100 Main Road, East Marion

44075 Route 25, Peconic
$4,900,000
896328 MLS
Step into the heart of North Fork wine country with the rare opportunity to own Osprey’s Dominion, an award-winning, fully operational winery and vineyard with a celebrated brand and loyal following. Perfectly positioned along the highly visible Main Road (Route 25) in Peconic, this landmark estate combines prime location, modern facilities, and limitless growth potential. Spanning over 50 acres, the property includes a 4.46-acre winery parcel with development rights intact and an additional 46.36 acres of vineyard with 34.5 acres under vine. The estate features approximately 19,500 square feet across three primary buildings, including a beautifully appointed tasting room with seating for more than sixty guests, cocktail capacity exceeding one hundred, and an expansive outdoor patio overlooking the vines. The winery itself houses a temperature-controlled production facility with fermentation cellar, bottling line, and laboratory, while the barrel and storage building provides over 8,000 square feet of climate-controlled space for aging and inventory. The setting is as breathtaking as it is functional, with panoramic vineyard views, manicured lawns, and a blend of rustic charm and refined elegance that makes the property a sought-after destination for wine enthusiasts, weddings, corporate events, and private celebrations. Outdoor features include a pergola-covered patio bar, gazebo, and multiple gathering spaces designed to enhance the guest experience. The sale includes the Osprey’s Dominion brand, extensive winemaking and agricultural equipment, and existing inventory, ensuring a seamless transition for a new owner. With a loyal customer base, a wine club of hundreds of members, and a certified sustainable harvest underway, the vineyard is positioned for continued success. This is a rare chance to acquire a turnkey winery in one of New York’s most vibrant wine regions. Whether you are an experienced vintner or an investor seeking a marquee North Fork asset, Osprey’s Dominion offers unmatched prestige, proven operations, and boundless potential.

44075 Route 25, Peconic

101 Sylvan Avenue, Miller Place
$459,000
873851 MLS
Property Description CAMCO Commercial Real Estate is pleased to offer for sale this 1.02 Acre parcel of land. The parcel is a flag lot with access to Sylvan Avenue. The land is zoned J4 which allows a number of uses including office, bank, day-care, place of worship, art gallery, exhibit hall, lodge, museum, and others with special permit by the planning board of the Town of Brookhaven. Location Description 101 Sylvan Ave is in Miller Place, NY. More specifically, the land is located just north of 25A in Miller Place along the North Shore Rail Trail with direct access from Sylvan Avenue. This parcel is across from a public park and surrounded by dense residential and retail developments including Stop & Shop, Marshalls, Buffalo Wild Wings, McDonalds, Wendy's, Walgreens, CVS and a Trader Joes is under construction 500 yards away. Highlights 1.02 Acres Flag Lot Zoned J4

101 Sylvan Avenue, Miller Place

198 South Country Road, Bellport Village
$6,500,000
863551 MLS
A Rare Waterfront Opportunity in the Heart of Bellport Village Nestled along the serene shores of Bellport Bay and just moments from the village’s charming downtown, this extraordinary offering presents over 3 acres of pristine, never-before-developed waterfront land. This is one of the most coveted parcels in all of Bellport Village. Bordering a protected natural preserve, the property boasts unrivaled privacy and panoramic elevated views of Bellport Bay, Fire Island and the Atlantic Ocean beyond. Set approximately 25 feet above sea level, the site provides the perfect vantage point for breathtaking sunrises, sea breezes and tranquil coastal living. A long, winding driveway leads you through a lush wooded approach, revealing the natural splendor and rare seclusion of this coastal sanctuary. The property includes substantial development rights, allowing for the creation of a world-class estate of up to 20,000+ square feet. Envision a bespoke residence complete with luxury home, infinity-edge pool, tennis court, a four-car garage and more-designed to your exact specifications. With proper permitting for a dock, this will truly become a boater’s paradise. This is a once-in-a-lifetime opportunity to create a legacy estate in one of Long Island’s most sought-after enclaves.

198 South Country Road, Bellport Village

8 Lois Lane, Southampton
$1,699,000
869782 MLS
Sunrise, sunsets! Finished, ready-to-go 1.04 acre building lot - one of the last full-acre properties available in Southampton, just waiting for your creative design. Backs up to wooded, Town-owned parkland. Private cul-de-sac neighborhood, finished with Belgian block curbs. More than enough space for house of your dreams, with room for garage, pool, patio and gardens;; possibly tennis. Underground water, electric, cable and Verizon in place now at curb. Quick bike ride to swimming, canoeing, freshwater fishing at Elliston Park, Big Fresh Pond (Lake Missapogue). Close to boating, saltwater fishing and other water sports at Scallop Pond and beautiful Peconic Bay. Minutes to ocean beaches, dining and shopping in Southampton Village, Water Mill, and Sag Harbor.

8 Lois Lane, Southampton

Brentwood Street, Bay Shore
$280,000
866430 MLS
Welcome to this exceptional residential buildable lot located on the corner of Brentwood Street and Nugent Avenue in beautiful Bay Shore, NY. Nestled on a peaceful cul-de-sac, this spacious property offers both privacy and convenience — the perfect setting for your future dream home. The lot measures an impressive 83 feet wide by 272.5 feet deep ( 0.53 acre ), providing ample space for a large home, pool, outdoor living area, and more. Plans have already been submitted to the Town, and final approval is expected soon, allowing you to start building without delay. Don’t miss this rare opportunity to create your custom home in one of Bay Shore’s desirable residential neighborhoods. Close to schools, parks, shopping, and transportation — this location has it all. Make your dream home a reality on this stunning lot before it’s gone!

Brentwood Street, Bay Shore

91 W Plum Street, Brentwood
$340,000
866421 MLS
Don’t miss this incredible opportunity to own a residential buildable lot located on the corner of Plum Street and Islip Avenue in the heart of Brentwood, NY. Perfectly situated on a spacious 100 ft x 140 ft parcel, this property offers endless possibilities to design and build the home of your dreams. Plans have already been submitted to the Town, with final approval expected very soon, allowing you to start your project without delay. This desirable corner lot provides excellent visibility, easy access, and a generous layout ideal for a large custom home with plenty of yard space for outdoor living. Conveniently located near schools, parks, shopping, and transportation — this property combines suburban comfort with everyday convenience. Make your dream home a reality on this exceptional lot before it’s gone!

91 W Plum Street, Brentwood

98 Old Country Road, Westhampton
$695,000
850994 MLS
This is a wonderful opportunity to build your very own dream home in sought-after Westhampton! The property spans 6 (Six) + acres, and is in the "Compatible Growth Area," which is the area of the Town within the Central Pine Barrens area, but outside the Core Preservation Area. Zoned CR200, therefore, not subdividable. However, there is plenty of room for a large Residence and pool. The location is within close proximity to Westhampton Beach and its revitalized and fabulous Main Street, featuring a vast array of Restaurants, Boutique Shops, the Westhampton Beach Performing Arts Center, Art Galleries, Parks, the Farmer's Market and so much more! Beautiful and uncomparable Ocean Beaches are also a short distance away. Dream Big and Bold with this rare, large property. Now is the time!!

98 Old Country Road, Westhampton

9 Jeanine Court, Dix Hills
$1,199,000
840306 MLS
Exceptional opportunity to build your custom dream home on this flat, picturesque 1.08 acre parcel located at the end of a quiet cul-de-sac in one of Dix Hills' most desirable neighborhoods! Situated within the award-winning Half Hollow Hills School District and just minutes to major highways & the L.I.R.R. This property offers privacy & convenience in a premier location. This offering is for vacant land only. Preliminary architectural drawings for an approximately 4,500 sq foot residence are about 90% completed & available for purchase separately, providing a potential starting point for buyers. Buyers also have the option to engage their own architect & design a residence tailored to their specific vision. A rare opportunity to create a custom home in a premier Dix Hills location.

9 Jeanine Court, Dix Hills

181 William Floyd Parkway, Shirley
$229,900
828502 MLS
Discover Your Dream Home Site Near Fire Island National Seashore. This 0.51-acre residential lot offers a rare opportunity to build your dream home near one of the few pedestrian bridges to Fire Island National Seashore and ocean beaches. Enjoy a nature preserve right behind your property, ensuring privacy and access to a creek for kayaking or canoeing. Located on a corner lot with just one neighbor, this property provides a perfect blend of seclusion and convenience. Nearby marinas make boating easy, while historical landmarks like the William Estates and St. George Manor offer a glimpse into early America. In the summer, enjoy live music, surfing and community events at Smith Point Park. Plus, with the LIRR station just a short distance away, commuting across Long Island is effortless. Whether you're a builder or a dreamer, this lot is your canvas for a coastal lifestyle rich in nature, history, and recreation. Contact us today to learn more!

181 William Floyd Parkway, Shirley

6094 Sound Avenue, Jamesport
$2,200,000
827580 MLS
A rare chance to own a renowned 40-acre vineyard estate bordering pristine state parkland. This meticulously maintained farm features 16.3 acres of fully irrigated vinifera vines, including highly desirable varietals such as Cabernet Franc, Syrah, and Sauvignon Blanc. With 15-year-old vines at peak production, the property has a proven track record as a trusted fruit source for leading winemakers in the region. Infrastructure includes deer fencing, a state-of-the-art irrigation well, and a new generator, ensuring efficient operations. Protected by an agricultural easement with New York State, the property also offers potential for building a tasting room, winemaking facility, or agricultural barns with the appropriate approvals. An unparalleled opportunity to acquire a premier vineyard property with both history and future potential.

6094 Sound Avenue, Jamesport

1350 Hortons Lane, Southold
$799,000
817145 MLS
Discover The Perfect Canvas For Your Dream Estate On This Expansive 2+ Acre Lot Offering The Ideal Balance Of Privacy And Convenience. Nestled In A Serene Setting, Yet Just Moments Away From The Vibrant Town Life; You’ll Be Close To Fine Dining, Shopping, And Everything The North Fork Has To Offer. This Unique Parcel Comes With Suffolk County Health Department Approval For An 8-Bedroom Conventional Septic System, (I/A NOT REQD.) Making It Ready For Your Grand Vision. Whether You're Looking To Build A Sprawling Family Estate, A Charming Vineyard Retreat, Or Anything In Between, The Possibilities Are Endless. Truly "Shovel Ready" Embrace The Tranquility Of Country Living With All The Benefits Of Being Near The Heart Of The North Fork’s Sought-After Attractions. Don’t Miss This Rare Opportunity To Create Your Own Slice Of Paradise!

1350 Hortons Lane, Southold

83 Montauk Highway, Westhampton
$4,498,000
L2888268 MLS
5 Acre Commercial Highway Business. *Corner Parcel *High Visibility* *Max Lot coverage = 30% *Max Height = 35 *950' road frontage. Zoned Highway Commercial Business. Several permitted uses: Restaurant with take-out free standing business- Appliance and television store (sales & leasing)- Ideal for a bank with on site drive thru- Physical fitness & gym facilities- Medical and dental laboratories- Medical offices for physicans & dentists- Automobile and mobile home dealers- Retail nursery with lawn & garden supply store- Floor covering, paint & wall paper store- Bus passenger transfer & transportation services- Plumbing and heating supplies- Commercial service equipment & supplies. Assisted Living Facility-(Special Exception Use). (Town of Southampton: with a Special Exception Use possible storage facility on 5+ acre parcels).

83 Montauk Highway, Westhampton

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . 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.