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$1,850,000
4 Beds ⋅ 3 Baths ⋅ 1003398 MLS
Discover a serene sanctuary amidst the natural beauty of Shelter Island. This stunning residence offers breathtaking water views of Miss Annie's Creek, providing an unparalleled escape from the ordinary. Step onto the property and be captivated by the charm of covered porches and a heated pool, inviting you to relax and soak in the picturesque vistas. Whether you're enjoying a quiet morning coffee or hosting unforgettable gatherings, this waterfront oasis provides the perfect backdrop for every occasion. Don't miss this opportunity to own a piece of paradise in Mashomack Preserve.

4 Irene Lane, Shelter Island
$799,000
4 Beds ⋅ 3 Baths ⋅ 1002153 MLS
This 4 bedroom, 2.5 bath Victorian home offers timeless elegance blended with modern comfort situated on 1.24 acres privately set back 200ft. Enjoy cool summer nights on the wrap-around porch and cozy winters snuggled in front of the fireplace. The interior boasts hardwood floors, raised panel doors, recessed lighting, Primary bedroom suite, family room , eat-in kitchen, formal dining room, main level laundry, full basement with 8ft ceilings, 2 car garage, sprinkler system and a beautiful backyard patio, just to name a few. This is a must see!

283 Route 25A, Wading River
$769,900
4 Beds ⋅ 3 Baths ⋅ 1001632 MLS
New Construction to be built- Victorian features traditional and modern design with hard floors and custom moldings. White soft closed cabinets with Quartz countertops and stainless steel appliances, plus center island. First floor Primary suite, 3 other bedrooms on the second floor. Full basement and one car garage. This only so many new homes being built but not many like this.

87 Margaret Drive, Coram
$1,425,000
3 Beds ⋅ 2 Baths ⋅ 993305 MLS
Charming 1879 Farmhouse with Waterfront Opportunity Set across 2 acres in Wading River, this beautifully preserved 1879 farmhouse offers a rare pairing of historic character and coastal lifestyle. The residence sits on .95 acres, complemented by a separate 1-acre Soundfront parcel with beach access and breathtaking views, completing this exceptional offering. Timeless details define the home, including a warm and inviting living room with wood-burning fireplace and custom built-ins. A thoughtfully designed 2012 addition introduces an open-concept kitchen, dining area, and sunlit den, creating a natural gathering space for both everyday living and entertaining. Wrapped in windows, the enclosed sunroom is a serene, light-filled retreat that invites quiet mornings, afternoon reading, or simply taking in the beauty of the surrounding property throughout the seasons, sure to become a favorite. The home offers 3 bedrooms and abundant natural light throughout. A detached 2-car garage is complemented by a versatile studio above, where a large picture window captures views of the Sound, ideal for an artist’s retreat or home office. A rare blend of historic charm, modern comfort, and coastal lifestyle.

2850 & 2856 N Wading River Road, Wading River
$3,400,000
6 Beds ⋅ 10 Baths ⋅ 985884 MLS
Perched on the prestigious Strongs Neck peninsula of Setauket, The Swan View Estate is a timeless expression of New England elegance and grandeur. Set on 1.25 meticulously landscaped acres with 120 feet of frontage on Conscience Bay, this 9,471 sq. ft. Victorian-style Colonial offers an unparalleled blend of architectural beauty, luxurious comfort, and sweeping sunset views. Step inside to discover refined craftsmanship throughout. From the grand entryway to the custom-built library and richly appointed cigar room with mahogany wood paneling and a built-in bar. The chef-inspired kitchen is an entertainer’s dream, featuring top-of-the-line Thermador and Viking appliances, a spacious walk-in pantry, and views overlooking the heated Gunite infinity-edge pool with a cascading waterfall and views of Conscience Bay. With 6 bedrooms and 10 bathrooms (seven full, three half), every inch of this residence is designed for both elegance and ease. The primary suite is a true sanctuary, featuring French doors, a fireplace, panoramic waterfront views, a private bar with wine cooler, and his-and-her walk-in closets. The spa-like primary bath offers dual vanities, built-in wood shelving, and a vintage-style freestanding tub positioned perfectly to take in the water views. Three junior ensuites, each a showcase of refined craftsmanship and designer finishes, elevate everyday living to a new standard of comfort. The finished attic transforms into a private retreat for games and film nights, highlighted by a cutting-edge home theater and a 106" HD TV screen. Outdoors, sophistication meets serenity with a two-tiered Brazilian hardwood porch overlooking tranquil water views, a sleek bluestone patio, a gourmet outdoor kitchen, and a heated infinity-edge pool that captures the beauty of each sunset in perfect symmetry. Located within the award winning Three Village School District and offering private beach access, The Swan View Estate is more than a home — it’s a lifestyle defined by grace, privacy, and the beauty of the bay.

29 Gaul Road S, E. Setauket
$850,000
3 Beds ⋅ 4 Baths ⋅ 985489 MLS
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.

150 Baywater Avenue, Southold
$979,999
5 Beds ⋅ 3 Baths ⋅ 981965 MLS
Calling all Garage Lovers!! The setting is private and tucked away off the main road, offering a peaceful backdrop you don’t always find. THIS is the home! Welcome to 287 Dayton Ave in Manorville, a home that truly checks boxes you didn’t even know you had. 1200 square foot garage with the height and space to accommodate multiple car lifts or large storage! Whether you’re storing, working, or building, it’s a setup that’s rarely available and incredibly valuable. Inside, the home is just as impressive. 9ft ceilings throughout. 5 bedrooms, including a first-floor bedroom with its own outside entrance, The perfect setup for a guest suite or home office. The layout flows comfortably, offering a formal dining room, a living room, and a cozy den with a wood-burning fireplace. The kitchen features a large island, Pantry, lots of cabinet storage and easy access to the backyard for entertaining. Upstairs, the primary suite offers grand double door entry with high ceilings, two closets, double vanity sinks, a soaking tub & and custom shutters. The open foyer creates a beautiful sense of space, topped off by a balcony overlook that adds character and light. 200 AMP electric, 2-zone central air, NEW hot water heater, alarm-system, laundry room, and vaulted ceilings that elevate the overall feel. Full unfinished basement already prepped for a future bathroom, giving you even more potential to expand. Heated saltwater pool, paver patio, concrete wraparound covered porch that’s perfect for relaxing or entertaining. Expanded driveway and in-ground sprinklers. Minutes from major highways, schools, shopping & beaches. Roughly 20 minutes the Hamptons. Opportunity awaits!

287 Dayton Avenue, Manorville
$649,000
4 Beds ⋅ 3 Baths ⋅ 967458 MLS
New Construction still time to pick colors and upgrades. Close to beach - shopping and much more. Property tax is vac land full assessment TBD

37-39 Harrison Road, Shirley
$1,495,000
3 Beds ⋅ 3 Baths ⋅ 959603 MLS
Tucked away at the end of the street, this East Quogue hidden gem offers the perfect blend of comfort, upgrades, and charm. The granite kitchen is ideal for entertaining, featuring granite countertops and a large center island with a Silestone top, flowing seamlessly into inviting living spaces warmed by a cozy propane gas fireplace. Hardwood floors run throughout, complemented by radiant heat in the foyer and primary bath, while electric heated floors add extra comfort to the office. The spacious primary suite includes walk-in closets and a private en suite bath. A bonus attic area provides flexible storage or potential additional space. Outside, enjoy your own backyard retreat with a 15x30 propane-heated, saltwater, in-ground pool—perfect for summer living. Additional upgrades include an upgraded 300-amp electrical service, owned solar panels, newer second-floor HVAC, and two above-ground 275-gallon oil tanks. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

6 Dogwood Street, E. Quogue
$2,100,000
5 Beds ⋅ 5 Baths ⋅ L3579812 MLS
This beautiful Queen Ann Victorian home includes a priceless location in the heart of Greenport Village. Built in 1897, many of the fine architectural detail in this home is still present today. There are 5 bedrooms in which three of them are ensuites. The property is loaded with gorgeous specimen plantings. There is a large barn behind the pergola covered courtyard. This home makes a perfect Bed and Breakfast (formerly Rubys Cove) with front and back staircases, large parlor rooms and an updated kitchen. Bay Avenue is an amazing location just steps to Main and Front Street shops, fine restaurants, and all transportation., Additional information: Appearance:Excellent,Interior Features:Lr/Dr,Separate Hotwater Heater:y

151 Bay Avenue, Greenport
$899,900
4 Beds ⋅ 4 Baths ⋅ L3535697 MLS
Gorgeous 4 Bed, 2.5 Bath Ranch w/finished basement, foyer, open floor plan, hardwood floors, LR, DR, EIK, Fenced Yard, and 2 Car Garage, Appearance is Excellent

22 Drew Drive, Eastport
$998,900
5 Beds ⋅ 4 Baths ⋅ L3527771 MLS
"THIS PROPERTY IS TO BE PLACED IN AN UPCOMING AUCTION. ALL BIDS SHOULD BE SUBMITTED AT www.xome.com (VOID WHERE PROHIBITED). ALL AUTCION PROPERTIES ARE SUBJECT TO A 2% BUYERS PREMIUM PURSUANT TO THE EVENT AGREEMENT AND AUCTION TERMS & CONDITIONS (MINIMUMS WILL APPLY). PLEASE CONTACT LISTING AGENT FOR DETAILSON THIS PROPERTY.

8 Park View Lane, Lake Grove
$1,750,000
L3570613 MLS
Checkout This Charming Two Family, 6 Bedroom/2 Bathroom, Victorian Style Home! (3 Bed/1 Bath On Each Level) This Home Is Situated On A Unique 0.42 Acre/18,711 Sq Ft Property, With Restaurants, Shops And Dining Close By. **This Property Has The Potential For Adding Additional Unit(s)/Structure(s) On The Property. (Purchaser To Confirm This On Their Own)** Purchasers Are Solely Responsible For Confirming All Information Regarding The Property And Its Use, As Well As Anything Provided In This Listing.

38 Park Avenue, Amityville

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.