Refine Search
Map
Sort by
$797,000
3 Beds ⋅ 2 Baths ⋅ 942044 MLS
Welcome to this exceptional waterfront ranch in the desirable Idle Hour community of Oakdale. Offering 1,600 sq. ft. of thoughtfully designed living space, this home provides an ideal opportunity to enjoy true Long Island waterfront living with direct canal access just moments from the Connetquot River and the Great South Bay—no bridges to navigate. Step inside to a spacious layout featuring wood flooring, an open living room with a bay-window bump-out and an adjacent dining room perfect for gatherings. The kitchen offers a breakfast bar, wall oven, and abundant natural light from another bay-window bump-out. The cozy family room, complete with a classic brick wood-burning fireplace offers warm canal views and a perfect place to unwind. The owner’s suite includes a walk-in closet and private bathroom with a walk-in shower. Two additional bedrooms, a full guest bathroom completes the sleeping wing. A dedicated laundry room provides everyday convenience. Step outside to your own waterfront oasis with desirable southern exposure, a deck, dog run, over 90 feet of bulkhead, and two finger docks suitable for vessels of various sizes. The property also features a natural boat ramp, offering convenient on-site launching and retrieval for smaller boats, kayaks, or personal watercraft. Boaters will appreciate direct, effortless access to open water, making this an ideal home for those who truly love life on the water. A 1-car garage offers added storage with utilities conveniently positioned at the rear. Set within the scenic Idle Hour community along the Connetquot River, this home offers a rare chance to live in one of Oakdale’s most historic and picturesque neighborhoods. Once part of the famed Vanderbilt estate, Idle Hour is celebrated for its natural beauty, waterfront setting, and close proximity to marinas, parks, dining, entertainment, shopping, and the Oakdale LIRR station—ideal for commuters and weekend explorers. Optional amenities include membership at the private Idle Hour Beach Club - offering pools, a clubhouse, beach access, and marina or Byron Lake Park with its modern pool complex and recreational facilities. Experience the perfect blend of lifestyle, location, and Long Island charm. Don't miss this rare opportunity—Call today for a showing!

182 Connetquot Drive, Oakdale
$780,000
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
$780,000
3 Beds ⋅ 2 Baths ⋅ 890350 MLS
Charming Oakdale Ranch South of Montauk – Quiet Elegance Near the Water Tucked away on a peaceful dead-end street just steps from the water, this beautifully updated ranch offers the perfect blend of coastal living and modern comfort. Located in one of Oakdale’s most desirable south-of-Montauk neighborhoods, you’ll love being close to marinas, local restaurants, and the yacht club. Inside, enjoy rich hardwood floors recently stained to perfection, an updated kitchen with granite countertops, custom cabinetry, and stainless steel appliances. The cozy den off the kitchen features a gas fireplace and the sunroom offers a bright, relaxing space to unwind year-round. The primary bedroom includes a full en-suite bath, and central air ensures comfort throughout. Outside, the lavishly landscaped yard bursts with vibrant flowers, paver walkways, and private space to relax or entertain. Flood insurance is transferable to the new owners for just $1,356/year. A truly special opportunity in a beautiful location—don’t miss it!

283 W Shore Road, Oakdale
$775,000
3 Beds ⋅ 2 Baths ⋅ 1017429 MLS
SpectacularBeautiful & Bright 3 Bedroom. 2 Full Bath Hi Ranch mid-block location Set on a beautifully fenced 1/2-acre property, this home offers a stunning Open kitchen with Custom Cream Cabinetry, Granite countertops, tile backsplash & SS Appliances. Tray Ceiling, Enjoy Natural light wood floors throughout, beautifully tiled Bathrooms, and a primary walk-in closet. The home features include a rear Trex deck with vinyl railing off the dining room, crab orchard stone front steps with vinyl railings. 16-zone Sprinklers front & back, Professional landscaping, updated 200 Amp Electric, and a newer 4yr old 30 yr architectural roof with new gutters and gutter guards. Front 6' vinyl fencing with a large 10' drive-through gate. Possible M/D with proper permits.

61 Yale Avenue, Oakdale
$775,000
4 Beds ⋅ 3 Baths ⋅ 902525 MLS
10 Laurel Road Oakdale, NY 11769 Well-maintained colonial features a new roof with 4 bedrooms 2.5 baths. It has a large flowing floor plan with an eat in kitchen, den,livingroom, with extensive deck, a great home for entertaining and enjoying family -friendly neighborhood pool with access to marina, Byron Lake park and LIRR...

10 Laurel Road, Oakdale
$770,000
3 Beds ⋅ 2 Baths ⋅ 894251 MLS
Welcome to 118 Yale Ave, Oakdale NY, 11769 - a bright and beautiful Hi-Ranch home, where modern convenience meets classic charm. The house features three spacious bedrooms and two full bathrooms, providing ample space for relaxation and comfort. The eat-in kitchen, equipped with granite countertops and most windows by Anderson, offers a perfect blend of style and functionality. Adjacent to the kitchen, the dining room opens up to a deck, offering an ideal setting for alfresco dining or morning coffee. The living room, graced with beautiful wood flooring, is a warm and inviting space for family gatherings or quiet evenings. On the lower level, the family room boasts a cozy fireplace and direct access to a second deck, creating a perfect indoor-outdoor living experience. Additionally, the house offers the advantage of a dedicated laundry room for added convenience. The benefit of this home extends beyond its walls. The fenced backyard is a private oasis featuring a sparkling in-ground pool and stunning landscaping. It's a perfect space for outdoor entertaining or simply enjoying a sunny afternoon. The house is further enhanced by a new, single-layer roof installed in 2024, gas heating, central air conditioning, and skylights that fill the home with an abundance of natural light. Inground Sprinklers Situated in Oakdale, the home is part of a vibrant community offering a variety of local amenities. From the tranquil beauty of the nearby parks to the bustling shops and restaurants, there's something for everyone in this welcoming neighborhood. 118 Yale Ave is more than just a house - it's a place to call home. With its thoughtful features, advantageous amenities, and the benefit of a friendly community, it offers a lifestyle of comfort and convenience. Come and see for yourself the unique charm this home has to offer.

118 Yale Avenue, Oakdale
$767,500
4 Beds ⋅ 2 Baths ⋅ 963687 MLS
Nature Lovers Dream. Two Houses From Great South Bay. Backs Up To 36 Acre Pepper Ridge Hall State Marshlands, 3 Bedroom Over 1 Bedroom, Duplex. Completely Paid Off Solar For Reduced Electric Bills. Brand New Cesspool 2020 Roof. No Flood Insurance $900. Per Year $75. A Month. Two Car Garage. Both Units Have Access To Washer And Dryer. Close To Byron Lake Park And Municipal Pool. Conveniently Located To Many Dwarfs Docks And Yacht Clubs With Restaurants.

205 Connetquot Road, Oakdale
$767,500
5 Beds ⋅ 3 Baths ⋅ 963662 MLS
Nature Lovers Dream. Two Houses From Great South Bay. Backs Up To 36 Acre Pepper Ridge Hall State Marshlands, 3 Bedroom Over 1 Bedroom, Duplex. Completely Paid Off Solar For Reduced Electric Bills. Brand New Cesspool 2020 Roof. No Flood Insurance $900. Per Year $75. A Month. Two Car Garage. Both Units Have Access To Washer And Dryer. Close To Byron Lake Park And Municipal Pool. Conveniently Located To Many Dwarfs Docks And Yacht Clubs With Restaurants.

205 Connetquot Road, Oakdale
$765,000
4 Beds ⋅ 3 Baths ⋅ 917472 MLS
Welcome to your waterfront dream home! This expansive Cape Cod-style residence is perfectly situated on a private canal with 175 feet of bulkhead, just four homes from the open river — and with no bridges to navigate, you’ll enjoy direct access to the bay beyond. Offering over 3,000 sq ft of living space, this 4-bedroom, 3-bathroom home is designed for comfort, style, and incredible water views. Inside, you’ll find gorgeous hardwood floors throughout, a cherry and granite kitchen featuring stainless steel appliances, and abundant storage to meet all your needs. The home features both a primary and junior en suite, each with private balconies overlooking the serene canal and capturing breathtaking sunsets over the river. Additional highlights include a detached 2-car garage with a loft above — There is a Whole-house generator for that peace of mind, In-ground sprinkler system for easy maintenance, and of course waterfront living! Home needs some TLC, and the bulkhead needs repair. Don’t miss this rare opportunity to craft your own slice of paradise on the water.. They’re not making more waterfront — make this your coastal oasis today. Spacious Waterfront Cape Cod in Coveted Idle Hour Neighborhood.

190 Connetquot Drive, Oakdale
$757,000
5 Beds ⋅ 2 Baths ⋅ 907393 MLS
Don't miss this 5 bedroom & 2 Full Bath home w/ amazing water views . The open layout provides flexibility for entertaining and everyday living. Whether you are relaxing in the living room , prepping meals in the kitchen or enjoying dinner with loved ones, you will be treated to peaceful water views that make this property truly special. Possible mother daughter w/ proper permits. The backyard includes an inviting pool w/ new liner, timbertech deck w/ views a paver patio and is perfect for entertaining, relaxing or enjoying summer days at home. Located walking distance to the Oakdale Beach Club, Yacht Club and restaurants. This home offers both tranquility and convenience, close to local shops, schools, parks and LIRR.

116 Cross Road, Oakdale
$755,000
3 Beds ⋅ 3 Baths ⋅ 987653 MLS
Welcome home to this beautifully maintained 2,014 sq. ft. residence, perfectly situated on a low traffic street within the highly sought-after Sayville School District. Offering the perfect blend of comfort and recent updates, this 3-bedroom (en suite primary bedroom and secondary bedroom), 3-bathroom gem is ready for its next chapter. Fall in love with the open floor plan and warm ambiance of the kitchen/great room that overlooks the backyard oasis featuring an inviting gunite pool, mature landscaping and expansive decking, perfect for summer gatherings. For those winter evenings, enjoy the warmth of the woodburning stove in the kitchen and great room’s cozy fireplace. The well thought out floor plan provides the perfect flow and convenience for entertaining and everyday living. Peace of mind comes with recent professional updates including the roof (5 years), heating system (10-12 years), saltwater pool equipment (2 years) and updated bathrooms. Plenty of storage or room to expand in the large basement!

212 Matthews Road, Oakdale
$749,000
4 Beds ⋅ 2 Baths ⋅ 922129 MLS
Welcome Home! This beautifully maintained Hi-Ranch is just one block from the highly coveted Idle Hour Beach Club, where membership offers access to a private beach, in-ground pools, clubhouse, boat slips, and more. Featuring 4 bedrooms, 2 full baths, and a versatile layout, this home is ideal for multi-generational living or potential rental income with proper permits. On the first level, enjoy a spacious family room, one bedroom, a full bath, laundry, and storage, along with access to a sunroom, perfect for relaxing or entertaining. Upstairs, the main level welcomes you with a warm living room complete with a cozy electric fireplace and hardwood floors. The recently updated kitchen boasts granite countertops, wood cabinetry, stainless steel appliances, and a convenient peninsula with seating. The adjoining dining area creates the perfect setting for family meals and holiday gatherings. This level also includes 3 additional bedrooms and a fully renovated bath with a double-sink vanity and granite top. Step outside to a generously sized backyard featuring an above-ground pool, offering plenty of space for summer fun and outdoor entertaining. Don’t miss this opportunity to own a charming home in a desirable location with exclusive access to Idle Hour’s resort-style amenities.

316 Vanderbilt Boulevard, Oakdale
$740,000
4 Beds ⋅ 2 Baths ⋅ 981854 MLS
Spacious 4 Bedroom, 1.5 Bath Colonial offering a comfortable and functional layout. The main level features a bright living room, formal dining room, eat-in kitchen, and a den, ideal for everyday living and entertaining. A full unfinished basement provides excellent storage and potential. Enjoy the outdoors with a large back deck that leads to the above-ground pool, along with a spacious backyard complete with a garden, perfect for relaxing or hosting.

51 Wexford Drive, Oakdale
$735,000
4 Beds ⋅ 2 Baths ⋅ 945916 MLS
Come home to space, comfort, and effortless entertaining in this bright and airy split-level home set on a shy half-acre lot. A welcoming foyer leads to an oversized formal dining room and recently remodeled eat-in kitchen, complimented by a convenient powder room, great for hosting loved ones and friends. The sun-filled living room features vaulted ceilings, hardwood floors, and a cozy wood-burning fireplace with brick hearth and chimney, blending classic charm with a contemporary edge. Offering four generously sized bedrooms with hardwood floors and plenty of storage, as well as a full bath with soaking tub and separate shower. Lower level completes the home with versatile family room and basement with laundry, utilities and storage. Outdoor living is equally impressive, with an expansive yard, side-yard patio, and a covered backyard paver patio overlooking mature landscaping and gardens. The property is fully fenced and equipped with front and rear in-ground sprinklers. Additional highlights include a six-plus car driveway, paver walkways, central air conditioning, natural gas heating and recent updates such as newer roof, windows and siding. With its thoughtful layout and modern updates, this home is ready to welcome its next owner.

360 Locust Avenue, Oakdale
$730,000
3 Beds ⋅ 3 Baths ⋅ 930218 MLS
Welcome to this spacious home located in the beautiful area of Idle Hour! This home features an entry foyer with cathedral wood ceilings, skylight. with columns leading to a sunken large living room. The living room has a bay window with custom blinds and window seat. The den is cozy also with cathedral wood ceilings and beams, a wood burning brick fireplace, 2 wicker chandeliers. The kitchen you can make your own. It has plenty of space to make it your dream kitchen with cathedral ceilings and skylights which bring in so much character and light. Off the kitchen is a huge formal dining room. The master bedroom suite has a tray ceiling, beautifully re-done master bath, large bow window and walk in closet. 2 more bedrooms, redone hall bath. The home also includes a laundry area with new washer/dryer, a unique half bath and an office/ 4th bedroom Manufactured wood floors throughout the home, custom moldings, basement, new high efficiency heat and hot water gas fired boiler, new in-ground sprinklers, separate drywell for washing machine, new roof, 200-amp service, new front door and garage door, interior access to a 2 car garage, large circular driveway. Quiet street. Close to the Connetquot River and South Shore Bay!!!

6 Beverly Rd., Oakdale
$730,000
5 Beds ⋅ 2 Baths ⋅ 862499 MLS
Discover this beautifully renovated expanded cape located in the sought-after South Oakdale neighborhood. This exceptional home combines modern upgrades with classic charm, offering the perfect blend of comfort and style for today's discerning buyer. Step into the heart of the home featuring a completely renovated kitchen showcasing custom cabinetry, elegant quartz countertops, and premium stainless steel appliances. This chef-inspired space seamlessly blends functionality with sophisticated design, making it perfect for both everyday living and entertaining. The home boasts five generous bedrooms providing ample space for family living, home offices, or guest accommodations. Both of the two full bathrooms have been thoughtfully renovated to complement the home's modern aesthetic. The Brand new flooring throughout the entire first floor creates a cohesive, contemporary feel while enhancing the home's natural flow and brightness. With the attached one car garage and walk in attic space this home offers ample storage options. Nestled in one of Long Island's most desirable communities, this home offers the perfect suburban lifestyle with convenient access to numerous Waterfront Dining establishments, recreation and relaxation at Byron Lake Park & Pool and opportunity to join the Exclusive Idle Hour Beach Club! Take advantage of the nearby beach club amenities for the ultimate coastal living experience! This is a rare opportunity to own a move-in ready home in one of South Oakdale's most coveted locations. With its combination of luxury upgrades, prime location, and proximity to waterfront amenities, this property offers an unparalleled lifestyle opportunity!

127 Connetquot Road, Oakdale
$725,000
4 Beds ⋅ 2 Baths ⋅ 951495 MLS
It's not just a House you are buying. You are buying a Lifestyle! Summer is just around the corner! Spend it in your beautiful yard, swimming in the pool, going to the best beaches around! And save on your electric bill with a "young" paid-for-in-full Solar System! An amazing Property in the heart of Oakdale! 4Br, 2 Full Baths bi-level home with a lot of updates on a half-acre fenced property. Roof, siding, and windows were replaced 6 years ago. Solar panels were installed at the same time. Gleaming Wood floors throughout the house. The heating/Cooling system was updated 7 years ago. Heated, saltwater in-ground pool. 8-zone sprinkler system. Easy access to the highways, train station, shopping, and Fire Island Ferries. Make it yours in time to enjoy the tranquility of the yard and pool.

21 Amboy Road, Oakdale
$715,000
4 Beds ⋅ 2 Baths ⋅ 918575 MLS
Welcome to South Shore Living with Access to all Long Island Has to Offer! Less Than Half Mile from Train and Close to All Restaurants, Schools, Byron Lake Park and Shopping. This 4 Bedroom 2 Full Bath Home Offers Flexibility of Living Layout and Room for Mom with Mother/Daughter Potential with Proper Permits. Original Features with Hardwood Flooring, Crown Molding, Wood Burning Fireplace, Mature Landscaping, Freshly Sealed Driveway, 2024 Windows and a 2015 Roof. French Doors to Patio from the Lower Level. The Attached 2 Car Garage and Full Attic Provide Ample Storage. Come Make this Home Your Own!

6 Stuyvesant Road, Oakdale
$715,000
4 Beds ⋅ 2 Baths ⋅ 892180 MLS
Beautiful 4 bedroom Hi Ranch in the desirable Oakdale south of main street with inground pool. Gleaming Hardwood floors throughout the upper level. Light and bright wide open kitchen with granite countertops and stainless appliances. Upper level has 3 beds, full bath, kitchen, dining area, large living room and sliding glass doors to a second level composite deck overlooking the pool. Lower level features additional large living area, bedroom, full bath, access to the oversized 2 car garage and sliding glass door access to the covered patio beneath the deck. Central air, inground sprinklers, fully fenced with pvc, solar and roof 10 years young, 200 amp service, wired for future full house generator, gas available in the street.

6 Holly Road, Oakdale
$690,000
3 Beds ⋅ 3 Baths ⋅ 964119 MLS
Welcome to 195 Brook Street, Oakdale! This recently renovated 3-bedroom, 2.5-bath Cape Cod sits on a spacious .33-acre corner lot in the desirable Connetquot School District. Nestled in a prime location just moments away from Main Street in Sayville, West Sayville, and Oakdale, this property offers convenient access to shopping, dining, recreation, schools, and transportation. The home has undergone a complete renovation, offering peace of mind with brand new plumbing, electrical, and HVAC systems. Features include natural gas heating, new central air conditioning, new hot water heater, and an upgraded 200-amp electric panel. The newly designed kitchen is equipped with quartz countertops, custom cabinetry, a center island with a farmhouse sink, a dedicated pantry, and brand new appliances. Designed with an open layout, the kitchen transitions smoothly into the main living areas, creating an ideal space for both everyday living and entertaining. New white oak hardwood flooring flows seamlessly throughout the home, while updated windows flood the living space with natural light. Recessed LED lighting further enhances the space, creating a bright and inviting atmosphere throughout the entire home. Enjoy mornings or evenings outside on the brand new wraparound porch — an outdoor retreat that perfectly mirrors the home's warmth and charm. Completely transformed throughout, this property showcases refined modern finishes alongside entirely updated systems for effortless turnkey living. Step inside and come see all that this home has to offer — schedule your showing today!

195 Brook Street, Oakdale
$685,000
3 Beds ⋅ 3 Baths ⋅ 951555 MLS
Beautiful and bright 3 bedroom 2.5 bath Condo with garage and private driveway(new 2025) Built in 2001. Cedarwood Model. Tons of updates. Foyer with soaring ceilings, chandelier and a skylight(new 2019). Extra tall ceilings throughout. Large eat in kitchen w/42in cabinets, SS appliances and quartz counters. Diningroom with 2 corner built ins and french doors leading to a paver patio. Living Room with gas fire place and large windows. Custom blinds throughout. 1/2 bath on main floor. Beautiful staircase leading to the second floor with a large primary suite, with WIC, additional closet and huge primary bath with 6ft shower, soaking tub and double vanity(all new 2019), 2 additional bedrooms, Hall bath and laundry. New roof(2019), New HVAC and Hot water heater(2024). Community pool, clubhouse and tennis courts.

115 Willow Wood Drive, Oakdale
$680,000
4 Beds ⋅ 2 Baths ⋅ 922453 MLS
New To Market - A Must See! Welcome to this Spacious & Inviting Colonial. The Main Level Offers a Bright & Comfortable Living Room, a Formal Dining Room Perfect for Gatherings, and a Cozy Wood Burning Fireplace. A Convenient Guest Area on first floor with full Bath or Accessory dwelling unit maybe rented with proper permits. Step out to a Charming Backyard featuring a Sun Deck for Entertaining. Upstairs, you'll find Nicely Sized Bedrooms with The Primary Bedroom offering Adjoining Door to Bath. Hardwood Floors lie beneath the carpeting on the Second Floor. Full Basement Provides plenty of storage and many Possibilities! This Home is an opportunity you don't want to miss!

10 Riverdale Avenue, Oakdale
$675,000
2 Beds ⋅ 3 Baths ⋅ 975138 MLS
Welcome to this beautiful, mint-condition townhouse located in the quiet, Willow Wood community in Oakdale. This extremely well-maintained 2-bedroom, 2.5-bath home offers a bright and open floor plan, ideal for both everyday living and entertaining. The main level features spacious living and dining areas with great natural light, seamlessly flowing into the kitchen, perfect for hosting guests or relaxing at home. Upstairs, the expansive primary suite serves as a true retreat, complete with two walk-in closets and a private en-suite bath. Both upstairs bathrooms feature radiant heated floors, adding an extra touch of comfort and luxury. Enjoy outdoor living with your own private patio, perfect for entertaining or unwinding. Additional highlights include an enlarged driveway for ample parking and meticulous upkeep throughout the home. This is truly a move-in ready property.. just bring your personal belongings and settle right in! Residents of Willow Wood enjoy access to a community pool, clubhouse, and tennis courts, offering a low-maintenance lifestyle with fantastic amenities.

110 Willow Wood Drive, Oakdale
$673,000
3 Beds ⋅ 2 Baths ⋅ 994047 MLS
Welcome home to 109 Matthews Road, a beautifully maintained three bedroom ranch, nestled in the heart of Oakdale. This residence boasts an ideal layout for both quiet relaxation and grand entertaining, highlighted by a formal dining room and a sun-drenched living area. This move-in-ready gem shines with a modern chef's kitchen featuring granite countertops and stainless appliances, leading into a spacious living room bathed in light from large bay windows. Recent upgrades include new flooring in the den, a renovated bathroom, and newer windows throughout. The basement is a great bonus which can offer additional storage or potential for extra living space. Outside, the park-like backyard is an entertainer's dream, gardens and elegant masonry. With natural gas, low taxes, top-rated schools, and easy access to transit, this home offers the perfect blend of comfort and convenience.

109 Matthews Road, Oakdale
$660,000
3 Beds ⋅ 2 Baths ⋅ 926330 MLS
Welcome to this beautifully updated L-shaped ranch featuring 3 bedrooms and 1.5 baths. Designed with an open floor plan, this home offers a seamless flow from the living room to the dining area and into the eat-in kitchen. The kitchen is a chef’s delight with a large peninsula, granite countertops, and stainless steel appliances. Enjoy hardwood floors throughout and elegant tile flooring in the kitchen and baths. Recessed lighting and an abundance of windows fill the space with natural light. The full finished basement provides additional living space, complete with a half bath and ample storage. Step outside to your private backyard oasis — professionally landscaped and perfect for entertaining, featuring an in-ground pool, stone patio, pool surround, and walkway. A truly move-in ready home.

55 Wexford Drive, Oakdale
$660,000
2 Beds ⋅ 2 Baths ⋅ 923619 MLS
Welcome to 29 Woodlawn Ave — an expandable ranch nestled in the highly sought-after Idle Hour community of Oakdale, NY. Set on a generous half-acre lot, this charming home offers privacy, comfort, and plenty of space to relax, entertain, and enjoy the outdoors. Just steps from the serene Connetquot River, the home greets you with a warm and inviting living room featuring a cozy fireplace and beautifully crafted built-in wood bookshelves. The main level includes a retro-style kitchen full of character, a welcoming dining room ideal for gatherings, plus a bedroom and full bath that offer convenience and flexibility. Upstairs, the primary suite serves as a peaceful retreat with its own private bathroom — your personal haven at the end of the day. The lower level adds valuable living space with a dedicated laundry area and direct access to the attached one-car garage, providing everyday practicality and a seamless connection to the spacious backyard. Upgrades include owned solar panels and a whole-house generator, delivering energy efficiency and year-round peace of mind. The expansive property also presents excellent potential for future growth — whether you’re envisioning an additional living area, a third bedroom, or enhanced outdoor amenities, the possibilities are endless. Ideally located in the vibrant Oakdale community, you’ll enjoy close proximity to the Connetquot River, local restaurants, parks, the marina, and a variety of recreational attractions along Long Island’s south shore. Motivated seller — all offers are welcome! Experience the charm, comfort, and incredible potential of 29 Woodlawn Ave, and begin making memories in your new home.

29 Woodlawn Avenue, Oakdale
$660,000
2 Beds ⋅ 2 Baths ⋅ 922262 MLS
18 Dawn Drive, Oakdale, NY — Windmill Gate 55+ Community Welcome to Windmill Gate, a gated, low-maintenance 55+ community of just 110 homes, built between 1989 and 1991. 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 18 Dawn Drive in Windmill Gate.

18 Dawn Drive, Oakdale
$660,000
3 Beds ⋅ 1 Baths ⋅ 917479 MLS
Welcome to 130 Matthews Rd, Oakdale! This charming three-bedroom ranch is nestled on a desirable corner property in the highly sought-after Connetquot School District. Step inside to find gleaming hardwood floors throughout, a bright and inviting living space, and a full bathroom on the main level. The finished full basement offers additional living space and includes an extra bathroom, perfect for a home office, guest suite, or recreation area. Enjoy outdoor living at its best on the spacious, luxurious deck, ideal for entertaining or relaxing in your private backyard. With beautiful curb appeal, solar panels for energy efficiency, and a prime location close to all, this home truly has it all. Don’t miss this incredible opportunity — it won’t last at this price!

130 Matthews Road, Oakdale
$660,000
2 Beds ⋅ 3 Baths ⋅ 860967 MLS
Welcome to this beautifully maintained two-bedroom, two and a half bathroom townhouse that offers comfort, space, and style. Step into a large foyer that opens to a stunning double-door entrance leading to the expansive great room featuring a cozy fireplace—perfect for relaxing or entertaining. This home boasts a spacious layout throughout, including an oversized primary suite with ample closet space. Enjoy your own private patio and yard, ideal for outdoor living and entertaining. With fresh appeal and move-in-ready condition, this home checks all the boxes!

118 Willow Wood Drive Unit #118, Oakdale
$655,000
4 Beds ⋅ 1 Baths ⋅ 925424 MLS
Step into this timeless well maintained Cape home just a short distance from the south shore waters. This 4 bedroom, 1 bath home blends traditional character with modern comfort. The bright and airy living space features bamboo flooring, a cozy fireplace, breakfast nook, living room, dining room, sun room and a bonus room. Sustainably sourced butcher block counters bring functionality and ample space to the kitchen. Enjoy spa-level comfort with warm, tile flooring in the bathroom. Upstairs windows bring natural light where you can create your own primary retreat. Expansive yard is ready for your personal touch. Brand new crawlspace encapulation. Close to fine restaurants and a Marina. Membership is available for Idle Hour Beach Club.

404 Vanderbilt Boulevard, 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.