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$1,349,999
4 Beds 4 Baths 1030925 MLS
Welcome to 282 Belvedere Drive, an exceptional South Oakdale residence offering breathtaking, unobstructed views of the Great South Bay, Connetquot River, and protected wetlands. Thoughtfully designed to capture the beauty of its surroundings, this 4-bedroom, 3 full and 1 half-bath home combines spacious living, quality craftsmanship, and a truly one-of-a-kind setting. Hardwood floors flow throughout the home, while the open and inviting floor plan is ideal for both everyday living and entertaining. At the heart of the home is a chef's kitchen featuring granite countertops, abundant cabinetry, and generous workspace, seamlessly connecting to the main living areas anchored by a stunning double-sided fireplace that creates warmth and ambiance from multiple rooms. The versatile floor plan includes a spacious primary suite on the second floor, along with a junior primary suite on the main level complete with its own ensuite bath—perfect for guests, extended family, or multigenerational living. Designed to take full advantage of the spectacular scenery, the second floor features an inviting lounge and wet bar area with one of two staircases providing direct access, making it an ideal space for entertaining or relaxing while enjoying the ever-changing waterfront landscape. Two private balconies on the second floor and a full composite deck on the main level provide multiple outdoor living spaces to take in stunning sunrises, sunsets, and the peaceful natural surroundings. While not directly waterfront, this home includes the rare benefit of 100 feet of deeded bulkhead on a protected canal located just approximately 350 feet from the property, offering convenient dockage for up to 3+ boats and easy access to the Great South Bay for boating enthusiasts. Additional highlights include an oversized two-car garage with an electric vehicle charging hookup, central air conditioning, propane heating, owned solar panels, solar-powered hot water, two staircases, and a walk-in attic providing exceptional storage space. Perfectly situated in the highly desirable South Oakdale community with Idle Hour Elementary School, this home offers the best of coastal living with panoramic water views, protected natural surroundings, and outstanding boating access. A rare opportunity to own a truly distinctive property where every day begins and ends with some of the South Shore's most spectacular scenery.

282 Belvedere Drive, Oakdale

$1,595,000
3 Beds 3 Baths 1024343 MLS
One-of-a-Kind Ranch Home with 2,692/3,200 Square Feet Located in the Historic Idle Hour Artist Colony Subdivision of Oakdale South of Montauk Highway. Situated on a Private .67 Acre Landscaped Parcel with a Heated Gunite Inground Pool, Surrounding Tiled Patio, and Custom Sauna. Enter onto the Covered Front Porch into a Hallway with Cathedral Ceiling into the Living Room with Front and Rear Double Sliding Doors, 24 Skylights and Tiled Floor. Den/Dining Room/4th Bedroom with Stained Glass Windows, Full Bath with Shower with Radiant Heated Floor and Laundry Area, into the Custom Kitchen with 18 Foot Ceiling, 2 Sinks, Refrigerator and Freezer, 2 Dishwashers, Island to Seat 6 and Sliding Doors to Backyard. Hallway Full Bath with Tub and Radiant Heated Floor, 2 Bedrooms with Double Closets, and Sitting Room with 2 Sets of Double Closets for Office or Gym into the Primary Bedroom with Sliding Doors Out to a 2nd Front Porch, Walk-In Closet and Full Bath with Radiant Heated Floor, Skylight and Shower. 2-Car Attached Garage with Interior Access. Navian Gas Hot Air Heating System, 200 Amp Electric, Generator, 2 Sheds and Inground Sprinklers. Too Much to List!

21 Princess, Oakdale

$774,999
4 Beds 2 Baths 1028002 MLS
Welcome to 103 Bonnie Road in Oakdale! This beautifully renovated split-level home offers the perfect blend of modern, move-in-ready finishes and exceptional indoor-outdoor living. Featuring four thoughtfully designed levels, the home includes three spacious bedrooms and a full bathroom on the upper level. The main living level boasts an open-concept layout with vaulted ceilings, a bright and inviting living/dining room, and a spacious kitchen ideal for everyday living and entertaining. Sliding glass doors lead to a large rear deck overlooking the expansive backyard. The lower level offers outstanding flexibility with a converted bedroom, additional living area, kitchenette, full bathroom, and a separate outside entrance—ideal for extended family, guests, a home office, or potential accessory living space (subject to local regulations). The unfinished basement provides abundant storage and houses the home's utilities. Additional highlights include 150-amp electric service, brand-new central air conditioning, LED high-hat lighting throughout the bedrooms and living areas, and a newly paved double-wide driveway. Situated on a generous quarter-acre lot, the property offers plenty of room for entertaining, recreation, or future outdoor enhancements. Conveniently located just minutes from the waterfront and vibrant downtown Sayville, you'll enjoy easy access to restaurants, bars, cafe's, shopping, parks, and everything the South Shore lifestyle has to offer.

103 Bonnie Road, Oakdale

$849,000
4 Beds 2 Baths 1025588 MLS
Beautiful 4 Bedroom 2 Full Bath Ranch offering an open and inviting floor plan perfect for entertaining. The custom Kitchen features vaulted ceilings, cherry wood cabinetry, granite countertop, tiled backsplash, stainless Steel Appliances and a wood burning stove that opens up to a spectacular Great Room with soaring vaulted been ceiling, a stunning stone accent wall, abundant natural light, a gas fireplace, and a wet bar. The Formal Dining room is enhanced with crown molding. Convenient mudroom off the attached 2 car garage. The full bright basement is partially finished and offers a living room/playroom, full bathroom, laundry room, utility/storage area, and an outside entrance. Enjoy the beautiful professionally landscaped front and backyard featuring a paver front stoop and walkway. rear paver patio, and private deck off primary bedroom, Flower perennial garden, Gazebo and a storage Shed. Wood flooring and luxury laminate throughout main level. Anderson windows throughout (except two Pella windows). Additional features include gas heat/cooking, 200-amp electric service and precast cesspools. A truly exceptional home offering comfort, quality craftmanship, and outstanding indoor and outdoor living.

517 Ocean Avenue, Oakdale

$1,299,990
4 Beds 3 Baths 1025608 MLS
Welcome home to your private retreat on this quiet cul-de-sac in Oakdale, NY! This recently renovated 20 year young colonial is set on an expansive 1.3 acre lot and is located in desirable Connetquot School District. This home features 4 bedroom, 2.5-bathrooms and over 3,000 sq ft of living space including a partially finished basement and 2 car garage. The eat-in kitchen has been updated with modern finishes including white cabinets, stainless steel appliances, gas range, quartz countertops and an attached laundry room for convenience. This home has 3/4 inch hardwood oak floors and recessing lighting throughout and is freshly painted. Andersen windows are accented by custom plantation shutters in every room. The first floor is completed by a dining room with chair rail molding, den with gas fireplace, a formal living room and half bathroom. Moving upstairs, the primary en-suite has cathedral ceilings, generous walk-in closets and an oversized private bathroom with jetted tub. Three additional bedrooms and a shared hallway bathroom round out the upstairs. There is also a partially finished basement with unlimited possibilities. The backyard is what really separates this home with a custom shaped heated saltwater pool with attached spillover spa surrounded by well maintained pavers. The gazebo and pool house with bonus features make this the perfect space for entertaining! There is also a large deck with awning overlooking the perfectly manicured lawn that has inground sprinklers in both the front and back yards. Additional features include natural gas heat, fully owned solar panels, central air conditioning, and 200 amp electric. Located a short distance to Connetquot State Park, Sunrise Hwy and Oakdale train station for commuting, as well as the restaurants and marinas along the Connetquot River, this home is perfectly positioned to turn your dream home into a reality!

15 Victoria Court, Oakdale

$749,000
3 Beds 2 Baths 1021139 MLS
Welcome to this beautifully renovated split-level home nestled on an oversized 0.47-acre property in the heart of Oakdale. Completely updated from top to bottom, this move-in ready residence offers 3 spacious bedrooms, 2 full bathrooms, and approximately 1,850 square feet of thoughtfully designed living space. The open-concept layout features a bright living area, an updated kitchen, and modern finishes throughout, creating the perfect setting for both everyday living and entertaining. The flexible split-level design provides additional living space ideal for a family room, home office, or recreation area. Enjoy central air conditioning, natural gas heating, and the convenience of a full finished basement offering even more usable space. Outside, the expansive backyard provides endless possibilities for outdoor entertaining, recreation, or future enhancements. Conveniently located near parks, shopping, dining, major roadways, and all that Oakdale has to offer. A rare opportunity to own a turnkey home on an oversized lot—don't miss it!

566 Locust Avenue, Oakdale

$1,464,999
4 Beds 3 Baths 1013434 MLS
COMING SOON! Located in one of Oakdale's most desirable neighborhoods, this stunning NEW CONSTRUCTION offers 3,400 sq. ft. of thoughtfully designed living space just minutes from the Connetquot River, local marinas, and many of the top waterfront restaurants on the South Shore! Featuring 4 bedrooms, 2.5 baths, this TURNKEY home will showcase quality craftsmanship, high-end finishes, and an OPEN-CONCEPT layout designed. The FULLY LANDSCAPED property will include a fenced in, private outdoor space, an IN-GROUND POOL and custom paver patios/walkways, perfect for entertaining and relaxation. A rare opportunity to own a BRAND NEW, MOVE-IN READY home in a prime South Shore location. EXPECTED COMPLETION, 8/1/2026. More details coming soon!

Bellevue Road, Oakdale

$779,999
3 Beds 2 Baths 1016458 MLS
Welcome to 25 Greentree Drive, a beautifully renovated split-level home offering 3 bedrooms, 1.5 bathrooms, and a partially finished basement. This move-in ready home features an open-concept layout with abundant natural light, skylights, hardwood and vinyl flooring, and a fully renovated kitchen with a center island, stainless steel appliances, and modern finishes. Recent improvements include new siding, new windows, and a newly installed driveway, providing excellent curb appeal. Additional features include natural gas heating, central air conditioning, a one-car garage, and a fully fenced backyard with a paver patio, perfect for outdoor enjoyment. Conveniently located near shopping, restaurants, parks, schools, and major roadways, this home offers a combination of updated living spaces and everyday convenience. Don't miss the opportunity to make this beautifully updated property your next home.

25 Greentree Drive, Oakdale

$599,999
3 Beds 2 Baths 1009872 MLS
The stunning brand-new eat-in kitchen is the heart of the home, featuring crisp white cabinetry, gorgeous white countertops, brand-new appliances, and an open layout that’s perfect for entertaining. Updated siding, heating system, kitchen, and appliances. Simply unpack and start enjoying your new home. With laundry easily accessible on the main level and a practical floor plan designed for everyday living, it’s a wonderful alternative to condo or apartment living—without monthly HOA fees and rental expenses. Located within the Connetquot School District and just minutes from the Great South Bay and Connetquot River, you’ll enjoy one of Oakdale’s most sought-after lifestyles. Spend sunny days walking or bike riding through the beautiful Idle Hour neighborhood, launch a canoe or kayak and explore the scenic river, or enjoy nearby parks, marinas, waterfront dining, shopping, and local favorites. Whether you’re looking for relaxation or recreation, this location offers the best of South Shore living. With taxes under $11,000 and a list price of $659,000, 16 Lincoln Drive presents a rare opportunity to own a beautifully updated home in a prime Oakdale location. Whether you’re buying your first home, simplifying your lifestyle, or helping a loved one transition from a larger residence, 16 Lincoln Drive is ready to welcome you to Idle Hour.

16 Lincoln Drive, Oakdale

$1,250,000
4 Beds 3 Baths 1000816 MLS
Welcome to waterfront living at its finest. Situated in historical Idle Hour on a private road. No Flood Ins. required.!!No neighbors across the street because of the Arboretum. This home sits a beautiful canal-front, this spacious and meticulously maintained 5 bedroom home offers the perfect bled of comfort, boating lifestyle, and flexible living space for extended family. a 3 yr old dock this exceptional property is ideal for the boating enthusiasts with ample room for large vessels and convenient canal access. There are no bridges straight shot to the bay. The bulkhead dock is 90/100 ft. Sellers have had throughout the yrs. not all at the same time, 39 ft. Searay, a 27 Ft .activator, 37 Ft Silverton, 34 Ft. Silverton, 27 ft. Cigarette. There is also a boat ramp. The expansive backyard, paired with the two-level deck overlooking the water, creates the perfect setting for entertaining, outdoor dining or simply relaxing while enjoying serene views. Inside, you'll find versatile layout with generous living space, radiant heating kitchen/dining room floors, downstairs a large family room with a cozy fireplace perfect for gatherings yr. round. Laundry room. A second kitchen for convenience, designed with comfort and functionality in mind, the layout easily accommodates extended family. Spacious two-car garage, oversized driveway, beautifully manicured landscaping and exceptional curb appeal from front to back. A rare opportunity to own a turn-key waterfront retreat offering space, functionality and ultimate coastal lifestyle.

24 Biltmore Avenue Extension, Oakdale

$779,000
2 Beds 2 Baths 992058 MLS
Step into a world of timeless charm and waterfront luxury. Located in the coveted Idle Hour Artist Colony of South Oakdale—originally part of William K. Vanderbilt’s 900-acre Gilded Age estate. This unique 2-bedroom, 1.5-bath Colonial offers a rare blend of bohemian history and modern tranquility. The second bedroom is currently the living room, but will be converted back at the seller's expense. This property is a boater dream, enjoy unparalleled canal access with an impressive 150-foot bulkhead, perfect for docking multiple vessels or simply taking in the serene water views. Nestled among the unique, storybook homes of the Artist Colony, this residence reflects the neighborhood's unique architectural heritage, once home to creative minds and historic stables. Situated on a quiet, narrow street in a protected historical district, you are just minutes from local favorites like the Snapper Inn, Mannino's Italian Restaurant and Bayard Cutting Arboretum, with easy access to the LIRR for a seamless commute. This property is a "must-see" gem in one of Long Island’s most enchanting hidden communities.

70 Featherbed Lane, Oakdale

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.