Courtesy: EXP Realty
888-276-0630
Welcome to your waterfront retreat on a private road in Oakdale! Set on a .57-acre lot with no neighbors across the street, this 4 bedroom, 3 full bath home offers tons of living space and direct boating access with no bridges, straight out the Connetquot River to the Great South Bay. A 90/100 ft dock with boat ramp means your boat is always just steps away. Inside, cathedral ceilings create a bright, open feel, and radiant heated floors in the kitchen and dining room keep things cozy all winter long. A permitted lower-level kitchen offers wonderful flexibility for extended living or mother/daughter potential. Central air and natural gas heat provide year-round comfort. Outside, enjoy the two-level deck overlooking the water, perfect for entertaining or watching the sunset. A two-car garage and large driveway provide plenty of parking for vehicles, trailers, and more. Boating, privacy, and space all in one. Don’t miss this rare waterfront opportunity!
Courtesy: Corcoran SRG Residential
516-774-2446
Welcome to 527 Race Place, nestled in the highly desirable community of Oakdale! This beautifully maintained, completely move-in-ready 3-bedroom, 1.5-bath condo offers the perfect combination of comfort, convenience, and low-maintenance living. Step inside to discover an inviting layout with spacious living areas, a cozy wood-burning fireplace, and central air conditioning for year-round comfort. Whether relaxing at home or entertaining guests, this home offers a warm and welcoming atmosphere. One of the standout features is the generously sized, private backyard, complete with an outdoor kitchen and built-in BBQ, creating the perfect setting for summer gatherings, outdoor dining, or simply unwinding in your own private retreat. Outdoor living like this is a rare find in condo living! Enjoy everything this community has to offer, including an in-ground swimming pool, tennis/pickleball court, dog run, beautifully maintained grounds, and more! With a monthly HOA of just $425 covering water, grounds maintenance, snow removal, and community amenities, you can spend less time worrying about upkeep and more time enjoying your home. Conveniently located near shopping, dining, parks, and major roadways, this Oakdale gem delivers the lifestyle you've been looking for. Move right in and enjoy the best of Long Island condo living!
Courtesy: Signature Premier Properties
631-567-0100
Welcome to 70 Featherbed Lane, a truly special waterfront retreat nestled in the enchanting Idle Hour Artist Colony of Oakdale! Built in 1948 and brimming with timeless charm and character, this unique home is situated within a protected historic district and offers an extraordinary lifestyle surrounded by beauty and history. Featuring one bedroom and one and a half baths, the home also boasts a formal living room that was originally a second bedroom and can easily be converted back to suit your needs. With an impressive 150 feet of bulkhead and gorgeous water views, this property offers a rare opportunity to embrace the tranquility and beauty of waterfront living. Additional features include natural gas hot water heating and a wonderful location just minutes from some of the area’s finest restaurants and the Long Island Rail Road. Rich in history, charm, and endless possibilities, this is more than just a home, it’s a lifestyle! A truly special property in one of Oakdale’s most treasured communities! True Taxes $13,312.43 before basic star rebate.
Courtesy: Douglas Elliman Real Estate
631-589-8500
Don't Miss This Highly Desirable 2-Bedroom , 1-Bath, Ground Floor Co-Op In The Birchwood On The Green Community. It Offers Bright, Spacious Interiors and Effortless Single-Level Living in a Beautifully Maintained Community. Two Generously Sized Bedrooms With Lots Of Closet Space (Primary Has One WIC And 2 Wall Closet ) Hallway Has 3 Additional Closets. Updated Full Bath With Tub & Tile Floor. Bright EIK With Maple Cabinets. Enjoy Entertaining In The Spacious Dining Room and Livingroom With Sliding Glass Doors (Built In Blinds) Leading To Private Back Patio With Easy Access To Parking Area. Make This Your Home. Monthly Maintenance $1181.52 Includes Taxes, Gas Cooking, Water, Heat, Snow Removal, Trash Removal & Grounds Care. Board Approval Required. Minimum 10% at Contract & Minimum 700 Credit Score Required
Courtesy: Realty Connect USA L I Inc
631-881-5160
Investment opportunity in Oakdale with substantial potential to update and personalize. Bring your vision and explore the possibilities for creating lasting value. A property with potential for its next chapter.
Courtesy: HomeSmart Dynamic Realty
631-291-6290
Welcome home to Windmill Gate! This ranch-style condo is located in a desirable 55+ community of just 110 private, detached homes. Featuring A New Eat In Kitchen, Formal Dining Room, Living Room With Cathedral Ceiling, Skylights, And French Doors Leading To Your Private Patio. You Will Love Your Primary Bedroom With Your Very Own Full Bathroom . Also Included Is A Second Bedroom & Additional Full Bath. Washer/Dryer In Unit. Central Air Conditioning/Heat And One Car Attached Garage With Interior Access. Both bathrooms fully renovated as well as new vinyl flooring installed throughout. New Stainless Steel Appliances. Windmill Gate offers an exceptional lifestyle with an outdoor pool, patio and gazebo, clubhouse, and amenity center featuring billiards, multipurpose rooms for cards and games, sauna, and steam rooms. Stay active and social with neighborhood activities including cards, bocce, bingo, Mahjong, and happy hours.
Courtesy: Hamptons Real Estate Svcs Inc
631-258-6136
MOTIVATED SELLER- THIS WILL NOT LAST- AGENTS BRING ALL OF YOUR QUALIFIED BUYERS- minutes to marina and bay, this home has a spacious interior floor plan that is different than all homes located in its development. Beautiful all wood walls and ceiling with sky lights master bedroom with private full bath. One of a kind custom built bar in spacious family room with brick fireplace. All stainless appliance spacious kitchen overlooking large newly stained multi-level deck with outdoor fireplace- perfect for entertaining. Beautiful hardwood floors throughout. Elegant Living room and Dining room. Professionally landscaped. Must see to fully appreciate.
Courtesy: Douglas Elliman Real Estate
631-589-8500
Golden Opportunity to see this Beautiful Unit in the Birchwood on the Green Community!! This Well-Maintained, Bright & Airy Coop has Wood Floors throughout, Updated Kitchen with Plenty of Wood Cabinets for Storage, Granite Countertops, Stainless Steel Appliances & Dining Area. Monthly Maintenance includes Snow Removal, Water, Gas Heat, Trash, Sewer, Taxes & Exterior Maintenance. HOA Monthly Fee is $720. Board Approval Required, Minimum 10% down at Contract and 700+ Credit Score required. Don't Miss!!
Courtesy: Eric G Ramsay Jr Assoc LLC
631-665-1500
Welcome to Osprey Landing — Your Private Waterfront Retreat! Discover the rare opportunity to own 2.2 acres of private waterfront paradise in Oakdale, where expansive water views, exceptional privacy, and a true boater’s lifestyle comes together in one remarkable property. Set on a private peninsula, this 3,800-sq. ft. plus, 5-bedroom, 3.5 bath Colonial offers an ideal blend of space, comfort, and versatility. Open-concept layout creates an inviting flow for both everyday living and entertaining, complemented by an eat-in kitchen with top-of-the-line appliances, den with fireplace/wood burning soapstone stove, living room, and elegant formal dining room. The thoughtfully designed 1st floor also includes a bedroom with a full bath, providing an ideal private in-law, guest, or au-pair suite. Upstairs, the spacious primary suite offers a peaceful retreat with a private ensuite bath, walkout outdoor balcony, and multiple walk-in closets, while additional bedrooms provide flexibility for family, guests, or a home office. Large unfinished third-floor attic offers valuable expansion potential — an opportunity to create additional living space tailored to your vision. Step outside and experience what makes Osprey Landing truly special. The waterfront patio, complete with a built-in kitchen: mini-refrigerator, sink, cabinets, and a gas barbecue, is perfectly positioned to take in tranquil canal views and create unforgettable moments with family and friends seated along the bar or dining table near the hot tub. Follow the steps down to your private dock with water and electric, offering direct access to the protected waterfront. A 15,000lb boat lift and additional second dock is permitted, subject to required approvals. Additional features include 2 sheds and an attached two-car garage adding storage and convenience. Located within the Connetquot School District and just minutes from the Oakdale LIRR, Sunrise Highway, restaurants, and a South Shore marina, this property combines privacy and waterfront living with convenient access to everything you need. Osprey Landing is more than a home — it is a rare waterfront lifestyle. Private acreage, protected water, boating access, generous living space, and room to create something truly your own make this an opportunity that rarely comes to market. Buyer to independently verify dock permitting and boat-lift requirements with the Town of Islip. All dimensions, square footage, and other property information are approximate and should be independently verified by the buyer.
Courtesy: LAFFEY REAL ESTATE
516-625-0944
Welcome to 82 Yale Avenue, Oakdale. A Rare Multigenerational Opportunity. This expansive 7-bedroom, 5-bath Oakdale residence sits on approximately 0.70 acres. Designed for flexibility and extended-family living, the home features three separate entrances, three kitchens, and multiple living spaces—offering excellent potential for a mother-daughter setup or a large multigenerational household. A finished lower level, 2-car attached garage, spacious private driveway, and generous backyard provide the space, privacy, and versatility today's buyers are looking for. A truly unique opportunity in a desirable Oakdale location.
Courtesy: Douglas Elliman Real Estate
631-589-8500
Welcome to this Beautiful Deluxe 1 Bedroom second floor coop in the desirable Birchwood on the Green Community. This bright and inviting home features gleaming dark hardwood floors throughout and a beautifully updated Kitchen with white cabinetry and granite countertops. The updated neutral tiled Bathroom offers a fresh modern feel. The spacious bedroom and generous closets provide plenty of storage, while an in-unit washer/dryer combo adds everyday convenience. Step outside onto your private balcony and enjoy the lovely courtyards; located in both front and back, of the building. Monthly maintenance of $901.43 includes taxes, gas heat, gas cooking, hot water, shared septic, snow removal and grounds care - making for convenient low-maintenance living. Board Approval required. Minimum 10% down at contract and minimum 700 credit score required.
Courtesy: James A Netter Real Estate Inc
631-661-5100
Stunning Idle Hour Colonial with breathtaking views of Connetquot River! Updated 3 story colonial with hardwood floors, quartz countertops, 4 bedrooms, includes full house alarm system, built in stereo system and on a huge property fully fenced backyard which provides endless possibilities for outdoor enjoyment!
Courtesy: Stephen Joseph Properties
516-809-9288
Presenting a Rare Opportunity to own a Fully Renovated 2,705sqft Colonial with a Detached One-Bedroom Cottage and Additional Bonus Structure, situated on a 16,117sqft lot in Highly Desirable Oakdale. This property is Move-In Ready with Extensive Interior and Exterior Renovations Completed between 2023 and 2026. The Main Residence Features 3 bedrooms, 2.5 bathrooms, and a Spacious Layout. The First Floor Primary Bedroom offers a Private En-Suite Bathroom, Generous Closet Space, and Access to a Versatile Attic that can be Converted Back into a Loft. Additional Highlights include a 6 Car Driveway and an Unfinished Basement for Storage and Utility Access. The Detached Cottage consists of 1 Bedroom, 1 Full Bathroom, Kitchen, Living Room, and its own Separate Utilities. The Cottage Offers potential for Extended Family, Guests, or Rental Income (subject to proper permits). A Separate Bonus Structure adds even more flexibility, Complete with Connected Electricity and its own Patio Area. Both the Front and Backyard have been Completely Transformed with Landscaped Lawns, New Rock Pathways, Thoughtfully Designed Garden Areas, and New Plantings. Conveniently Located near Schools, Shopping, Dining, Parks, Transportation, and Major Roadways. Whether you're seeking a Flexible Primary Residence, Multigenerational Living Arrangement, or Rental Income Potential, this property is an Exceptional Opportunity.
Courtesy: Brookhampton Realty
631-878-0500
Spectacular new construction Waterfront home with stunning canal views and views of Moriches bay. True navigational waterfront and deep water. This new modern home features 4 bedrooms with 3 En suites, hardwood floors throughout, ceramic floors in all 4 custom bathrooms. Open floor plan great for entertaining. Eat in kitchen with center island. Sliding glass doors that leads to huge sundeck. Second floor Primary suite with balcony with water views. Everyone should love where they live and feel like you’re on vacation when you’re home!
Courtesy: Eric G Ramsay Jr Assoc LLC
631-665-1500
SUMMERWIND – An Extraordinary Waterfront Estate on the Connetquot River. Welcome to Summerwind, one of Oakdale’s most distinguished waterfront estates. Privately set behind stone gates on 1.09 beautifully landscaped acres, this custom-built residence offers approximately 6,286 square feet of luxurious living space, 200 feet of Connetquot River frontage, and a 150-foot private deep-water dock with float and direct access to the Great South Bay, Fire Island, and the Atlantic Ocean. Built in 2004 with exceptional craftsmanship, this three-story brick Colonial showcases Brazilian cherry hardwood floors, handcrafted custom millwork including archways & crown moldings, soaring ceilings, crystal chandeliers, wall sconces and timeless architectural details throughout. The gourmet chef’s kitchen features custom cabinetry, expansive granite countertops, premium appliances, pantry with additional refrigerator, and an oversized center island that opens seamlessly to the spectacular Great Room with a coffered ceiling and fireplace. The luxurious primary suite offers a private sitting area with fireplace, spa-inspired bath, his/hers walk-in closet suite has custom dressing room and built-ins with inlaid custom doors and island with marble tops and lighting, laundry shoot from primary bedroom to laundry room and a private balcony overlooking the resort-style backyard and waterfront. Additional guest suites, a formal dining room, music room, executive office, billiards room, home theater, recreation rooms, tremendous amount of closets for storage, a finished 2000 square foot third floor, and a full finished basement with outside entrance provide exceptional space and flexibility, and the outdoor living rivals a private resort with a 48’x 28’ freeform Gunite pool featuring a natural rock waterfall and waterslide, a 10’x14’ pool cabana, expansive covered terraces, natural stone patios, fire pit, professionally landscaped gardens, and a private sports court. Western exposure provides breathtaking sunsets over the Connetquot River. Built to an exceptional standard, the home features 2x6 construction, 600-amp electrical service, 45kw whole-house diesel backup generator, security cameras and alarm, dual-fuel heating (natural gas and oil), six-zone high-efficiency air conditioning, radiant-heated bathroom floors, separate electrical subpanels throughout the home, garage, and cabana, and a 4-inch water service. Situated at an approximate elevation of 11.5 feet in an X Flood Zone, no FEMA flood insurance is currently required. Summerwind is a rare opportunity to own one of Long Island’s premier waterfront estates—where timeless architecture, exceptional engineering, world-class boating, and resort-style living come together in one extraordinary property. A legacy estate unlike any other.
Courtesy: Keller Williams Realty Elite
516-795-6900
Location. Land. Lifestyle. This property offers all three! Location – Long Island’s North Shore on the very desirable peninsula of Eaton’s Neck surrounded by sandy beaches and the waterways of Long Island Sound, Northport and Huntington Bays as well as Duck Island Harbor. Coastal yet woodsy with larger properties, rolling hills and private estates. Land - one “commodity” we are not creating more of and this 2.5 acre lot offers such a wonderful opportunity for you to create your own private retreat on this flat land with a secret garden feel. Lifestyle is your choice at 90 Locust Lane. Currently configured with a peaceful 1682 sq foot home including a woodburning fireplace and beautiful sun room nestled within specimen trees and landscaping. A must see is the custom two story barn/garage that has such potential with garage doors on front and rear of structure and expansive upper level. The sellers enjoyed the solitude and peaceful nature of their hidden retreat in this exclusively residential area. Deeded private beach access with low annual maintenance fee of $450.00 is down the street as Eaton Harbors includes a private beach, wetlands, park and two private roads – visit their website for more details and the added benefits of Eaton Harbors Corporation. The layout and expanse of the land offers so many possibilities – arrange your visit and let yourself create your desired lifestyle. Please note some photos have been photoshopped/edited mostly to remove contents.
Courtesy: Compass Greater NY LLC
631-491-2926
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!
Courtesy: Douglas Elliman Real Estate
631-589-8500
Enjoy Beaches, Boating, Restaurants and Water then this is the House for you - Flood Insurance Only $333/yr!! Located South of Montauk Hwy in the Sought-After Idle Hour Community! This Over-Sized High Ranch has a Super Spacious Eat-In Kitchen with Stainless Steel Appliances, Plenty of Cabinetry for Storage and Extra Seating Area, Living Room with Wood-Burning Fireplace and Doors going out to Front Deck, Primary Bedroom w/ Full Bath, Nice Big Den which also has a Wood-Burning Fireplace, Bright & Airy Florida Room with Windows Galore going out to Large Deck and Patio Area, Natural Gas Heat, Hardwood Floors Throughout, In-Ground Sprinklers and So Much More!! Don't Miss!!
Courtesy: Douglas Elliman Real Estate
631-758-2552
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.
Courtesy: New Island Realty
631-957-0500
Oakdale's exclusive, private & beautiful Vanderbilt Estate Idle Hour historic community. This wideline Hi Ranch has hardwood flooring, large Formal dining, a rear deck & a remodeled 1st floor with a large rear extension. Very nice 100' by 197' landscaped property, inground sprinklers & a detached garage. All hookups for an accessory apartment are in place. A great home in a beautiful setting & highly desitrable area...
Oakdale is located in New York. Oakdale, New York has a population of 7,276. Oakdale is more family-centric than the surrounding county with 34.09% of the households containing married families with children. The county average for households married with children is 32.94%.
The median household income in Oakdale, New York is $112,464. 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 Oakdale is 46.9 years.
The average high temperature in July is 83.2 degrees, with an average low temperature in January of 23.4 degrees. The average rainfall is approximately 47.3 inches per year, with 27.6 inches of snow per year.
