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: Signature Premier Properties
631-567-0100
Desirable END UNIT beautifully maintained ,located in a desirable 55+ gated community in Locust Cove. Enjoy the convenience of an elevator with access from the basement to the second floor. This spacious home features a formal dining room, a warm and inviting family room with a gas fireplace, and eat-in kitchen with granite countertops and sliding doors leading to a private patio with awning -perfect for relaxing and entertaining. The primary bedroom offers a comfortable retreat with an en-suite bath, vanity, double sink, shower with built in seat closets with organizers Additional highlights include wood floors, central air, attic stairs, laundry on the second floor, alarm, lots of basement storage and built ins, garage with entry to home and epoxy flooring, soft garage door. and abundant community amenities that enhance an easy, low maintenance lifestyle.
Courtesy: Keller Williams Realty Elite
516-795-6900
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.
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
Welcome to 7 Daria Dr. Oakdale, NY — Windmill Gate 55+ Community, low-maintenance 55+ community of just 110 homes, built between 1989 and 1991. This Ashley Model has a Full Basement (only 11 homes built with a basement) Here you’ll find a wonderful blend of privacy, amenities, and community spirit in East Long Island. This inviting 2-bedroom, 2-bath ranch includes the signature features you’d expect in Windmill Gate — vaulted ceilings, bright spaces, and a 1-car attached garage. The home’s living room is illuminated by a beautiful skylight, enhancing the open, airy feeling. The layout flows into a formal dining area and a well-equipped kitchen with abundant cabinetry. The primary suite boasts an en-suite bath and generous closet space, while the second bedroom is ideal for guests or a cozy home office. Additional comforts include central air, in-home laundry, and a private patio for relaxing or entertaining outdoors without maintenance worries. As a resident of Windmill Gate, you have access to a clubhouse / amenity center that features a fitness room, billiards, multipurpose and meeting rooms, sauna / steam rooms, and outdoor pool, patio, and gazebo. This is a community built for connection — neighbors gather regularly for social events, clubs, and casual afternoons by the pool. Located just moments from Nicoll Bay and Heckscher State Park, and minutes from local dining, shopping on Sunrise Highway, and Long Island MacArthur Airport (˜12 minutes), Windmill Gate also offers good access to NYC for day trips or commuting. Don’t miss the chance to live in this rare gem — schedule your private tour today and experience the charm and lifestyle of Windmill Gate.
Courtesy: Coldwell Banker American Homes
631-863-9800
Large Colonial in South Oakdale. Amazing location. 4 Brs, 4.5 bths. Sparkling in ground pool, multiple decks on shy half acre property. Fenced yard with in ground sprinklers. Main part of house needs some updating. Amazing opportunity for multi generational living with proper permits. Total living area close to 4000 sq ft. Make this home your own oasis. Don't miss out.
Courtesy: Douglas Elliman Real Estate
631-589-8500
Welcome to effortless living in this beautifully maintained townhouse-style residence located within a desirable 55+ gated community in the heart of Oakdale. Offering a spacious layout, attached one-car garage, and thoughtful design throughout, this turnkey home perfectly blends comfort, convenience, and style. A dramatic two-story entry immediately welcomes you with soaring ceilings, hardwood floors, an elegant dining area with chandelier, and a beautiful view of the second-floor overlook above. The open-concept layout continues into a spacious living room featuring a gas fireplace and seamless flow into the kitchen. The well-appointed kitchen offers cherry cabinetry, granite countertops, stainless steel appliances, countertop seating, and an additional dining area overlooking the private patio and beautifully maintained grounds. A generously sized powder room completes the main level. Access the second floor by either the staircase or the custom raised wood-panel elevator, providing convenient access to all levels of the home, including the basement. Upstairs, a spacious landing overlooks the dining area below and leads to the primary suite featuring multiple closets, a built-in vanity area with mirror, and a private bathroom complete with dual sinks and a large walk-in shower with bench seating. An additional guest bedroom and full guest bathroom provide comfortable accommodations for family and visitors. The lower level offers additional finished living space with an electric fireplace and a flexible area currently used as a home gym. The unfinished portion provides an abundance of clean storage space, a laundry center, and an egress window, creating endless possibilities. Perfectly positioned within the community, residents enjoy a picturesque setting featuring a gated entrance, beautifully landscaped grounds, a tranquil pond with fountain, and a welcoming clubhouse with fireplace for events and gatherings. Conveniently located near Sunrise Highway, shopping, dining, and everyday amenities. Exceptionally maintained, thoughtfully designed, and truly move-in ready — this Oakdale residence offers the ease of 55+ community living in a warm and inviting setting.
Courtesy: Douglas Elliman Real Estate
631-589-8500
Enjoy Beaches, Boating, Restaurants and Water then this is the House for you!! 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: Herrick Real Estate LLC
631-968-5300
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.
Courtesy: Exit Realty First Choice
718-380-2500
Rare opportunity to own a piece of history in the historic district of Oakdale. This single family home was once part of the former Vanderbilt Grounds, known as the Artist Colony. With original timbers and finishes, as well as modern conveniences, this home offers the best of both worlds. Features include wide planked hardwood floors, built-in cabinetry, original door and window hardware, and an updated kitchen with stainless appliances. With plenty of space for a home office and more, this home is perfect for those looking for room to spread out. Enjoy the convenience of being near shopping, restaurants, parks, the river, marinas
Courtesy: RE/MAX City Square
516-731-2700
Newly renovated two story expanded ranch in desirable Oakdale neighborhood. This home features four bedrooms, three full baths, open floor plan, family room with electric fireplace, kitchen with island and stainless steel appliances and bedrooms with custom closet organizers. Move-in ready home.
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.
