25

Oakdale, NY Homes for Sale

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  • /42

    $665,000

    • 4 Beds
    • 1 Bath
    • 1,602 Sq Ft

    404 Vanderbilt Blvd, Oakdale, NY 11769

    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

    Agent Photo

    Lora Rosenthal

    Touchdown Homes Inc

    (877) 401-8393

    404 Vanderbilt Blvd, Oakdale, NY 11769
  • /22

    $874,990

    • 3 Beds
    • 2 Baths
    • 2,376 Sq Ft

    59 Edgewood Ave, Oakdale, NY 11769

    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 &

    Agent Photo

    Hank Cardello

    New Island Realty

    (866) 565-2384

    59 Edgewood Ave, Oakdale, NY 11769
  • /33

    $700,000

    • 4 Beds
    • 1.5 Baths
    • 1,908 Sq Ft

    51 Wexford Dr, Oakdale, NY 11769

    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

    Peter Grosso RE/MAX Integrity Leaders

    51 Wexford Dr, Oakdale, NY 11769
  • /14

    $925,000

    • 4 Beds
    • 3 Baths
    • 2,622 Sq Ft

    282 Vanderbilt Blvd, Oakdale, NY 11769

    Introducing 282 Vanderbilt Blvd, Oakdale — a rare pre-sale renovation opportunity in the highly sought-after Idle Hour neighborhood. Set on just under half an acre, this thoughtfully reimagined Colonial-style home is currently under renovation and will feature 4 bedrooms, 3 full bathrooms, and a dedicated home office, blending timeless architecture with modern luxury. Designed for today’s

    John Newsom

    282 Vanderbilt Blvd, Oakdale, NY 11769
  • /38

    $825,000

    • 1 Bed
    • 1.5 Baths
    • 1,226 Sq Ft

    70 Featherbed Ln, Oakdale, NY 11769

    Boater’s Dream in Historic Artist ColonyStep 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 1-bedroom, 1.5-bath Colonial offers a rare blend of bohemian history and modern tranquility. Enjoy unparalleled canal access with an impressive

    Ellen Boettcher Herrick Real Estate LLC

    70 Featherbed Ln, Oakdale, NY 11769
  • /17

    $899,000

    • 4 Beds
    • 3 Baths
    • 2,448 Sq Ft

    43 W Shore Rd, Oakdale, NY 11769

    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.

    JoAnn Herrmann RE/MAX City Square

    43 W Shore Rd, Oakdale, NY 11769
  • /30

    $829,000

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    72 Locust Ave, Oakdale, NY 11769

    Beautiful well kept Ranch on a STAGGERING 1.55 Acres in the heart of Oakdale in the desirable Connetquot Schools. Potential subdivision or use as a single family compound. This home is set back approximately 300' from Locust avenue at the end of a long driveway with the feel of your very own private road. Young home built 1991 and very well maintained featuring 3 Beds and 2 Full Baths with a

    Robert Ferrara Migrate Realty LLC

    72 Locust Ave, Oakdale, NY 11769
  • /38

    $749,000

    • 3 Beds
    • 3 Baths
    • 2,014 Sq Ft

    212 Matthews Rd, Oakdale, NY 11769

    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

    Jeanine Carroll Leesa Byrnes Realty Inc

    212 Matthews Rd, Oakdale, NY 11769
  • /44

    $829,999

    • 3 Beds
    • 1.5 Baths
    • 1,637 Sq Ft

    25 Greentree Dr, Oakdale, NY 11769

    Welcome to 25 Greentree Drive — a beautifully fully renovated split-level home offering the perfect blend of modern design and everyday comfort.This move-in ready property features 3 spacious bedrooms and 1.5 updated bathrooms, along with a partially finished basement providing additional flexible living space. From the moment you arrive, you’ll notice the brand-new siding, windows, and newly

    Luis Molina Vantage Realty Partners

    25 Greentree Dr, Oakdale, NY 11769
  • /33

    $750,000

    • 2 Beds
    • 2.5 Baths
    • 1,582 Sq Ft

    22 Meadow Ct, Oakdale, NY 11769

    Welcome to this beautifully maintained end-unit condo located in a desirable 55+ gated community. 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-perfect for relaxing

    Jeanne Lauben Butler Signature Premier Properties

    22 Meadow Ct, Oakdale, NY 11769
  • /37

    $1,395,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 3,176 Sq Ft

    270 Edgewood Ave, Oakdale, NY 11769

    True new construction in Oakdale on a rare half-acre backing protected land—professionally elevated with engineered grading for long-term drainage and peace of mind—offering privacy, space, and proximity to the Great South Bay. Built from the ground up in 2023 with a new foundation, roof, and all mechanical systems, this 3,200+ sq ft residence delivers modern living in an area where most homes

    Marc Kaplan Pinpoint Realty LI

    270 Edgewood Ave, Oakdale, NY 11769
  • /24

    $699,000

    • 4 Beds
    • 2 Baths
    • 2,954 Sq Ft

    99 Wexford Dr, Oakdale, NY 11769

    Welcome to 99 Wexford Dr, an expansive 3000 sq ft Colonial home nestled in the heart of Oakdale, NY. This residence offers four spacious bedrooms and two full bathrooms, promising comfort for all. A generous eat-in kitchen,. there is also a living room and dining room, perfect for hosting gatherings or enjoying quiet evenings. An additional sunroom invites natural light and offers a serene space

    Lisa Hendrickson Douglas Elliman Real Estate

    99 Wexford Dr, Oakdale, NY 11769
  • /15

    $399,999 Open Sat 12PM - 2PM

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft

    5205 Wilshire Ln, Oakdale, NY 11769

    Welcome to a captivating residence at 5205 Wilshire Lane, Oakdale NY, 11769, nestled in the highly sought-after Birchwood on Green community. This second-floor cooperative home is a perfect blend of comfort, style, and convenience. As you step inside, your attention is immediately drawn to the stunning dark wood floors that flow seamlessly throughout the home, lending an air of timeless elegance.

    Lisa Hendrickson Douglas Elliman Real Estate

    5205 Wilshire Ln, Oakdale, NY 11769
  • /20

    $568,888

    • 3 Beds
    • 2.5 Baths
    • 1,656 Sq Ft

    511 Race Place, Oakdale, NY 11769

    Welcome home to Greenwood At Oakdale. This is the only unit for sale in this community. This unit is located at the end of the community giving added privacy on this dead end. First floor features eat in kitchen with laminate flooring and newer white appliances (kitchen appliances are only 1 month to 2 years old). Living room, dining room combo that offers openness for your entertaining pleasure.

    Susan Belonzi Realty Connect USA L I Inc

    511 Race Place, Oakdale, NY 11769
  • /20

    $525,000

    • 2 Beds
    • 2 Baths
    • 1,157 Sq Ft

    209 Okeefe Ct, Oakdale, NY 11769

    This Stylish Condo Boasts Sleek Finishes And An Abundance Of Natural Light That Shines Through Generous Windows. 209 Okeefe Is A Beautiful 2 Bedroom, 2 Bathroom Lower Level, Corner Unit Condo. There Is A Large Primary Bedroom With En-Suite Full Bathroom, A Laundry Room With Cabinets For Storage And A Rear Patio For Entertaining Along With Generous Closets For Your Storage Needs. Meals Will Be

    Tracey Dzvonik Seal The Deal Real Estate

    209 Okeefe Ct, Oakdale, NY 11769
  • /25

    $649,999

    • 3 Beds
    • 1 Bath
    • 1,232 Sq Ft

    32 Lincoln Dr, Oakdale, NY 11769

    South of Montauk This charming, cozy home offers comfort, style, and efficiency all in one inviting space. Perfect for first-time buyers, downsizers, or anyone seeking a low-maintenance lifestyle. Situated on a lovely lot and block, this home offers a detached 1.5 car garage, inground sprinkers and specimen plantings. As the happy homeowner you will enjoy a manageable yard—ideal for gardening,

    Elizabeth Fourney Howard Hanna Coach

    32 Lincoln Dr, Oakdale, NY 11769
  • /37

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    109 Matthews Rd, Oakdale, NY 11769

    Welcome home to 109 Matthews Road, a beautifully maintained three bedroom two full bath 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,

    Caitlin Shelton Realty Connect USA L I Inc

    109 Matthews Rd, Oakdale, NY 11769
  • /17

    $499,900

    • 2 Beds
    • 2 Baths
    • 1,157 Sq Ft

    405 Okeefe Ct, Oakdale, NY 11769

    Welcome to this beautifully situated first-floor end unit in the desirable town of Oakdale. This spacious 2-bedroom, 2-bath condominium offers comfort, convenience, and privacy all in one. Located in a small, well-maintained complex, this unit benefits from added natural light and a quieter setting thanks to its end-unit location. The functional layout features a generous living area, an eat-in

    Ed Shine Shine Realty Group

    405 Okeefe Ct, Oakdale, NY 11769
  • /2

    $225,000

    • Land
    • 8,712 Sq Ft
    • $1,125,000 per Acre

    0 Landlocked Pcl Unit KEY973848, Oakdale, NY 11769

    Virgin land

    Alessandra Piscitelli Leesa Byrnes Realty Inc

    0 Landlocked Pcl Unit KEY973848, Oakdale, NY 11769
  • /10

    $339,000

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    3609 Wilshire Ln Unit 3609 F, Oakdale, NY 11769

    Co-op- Oakdale, Birchwood, Immaculate , Lovely 5 room co-op, with laundry hookup in apt ,Kit, LR, DR, FB, 1 bedroom, terrace overlooking court yard. Plenty of closets for storage, additional storage in basement. Club House

    Colleen Locascio Realty Connect USA L I Inc

    3609 Wilshire Ln Unit 3609 F, Oakdale, NY 11769
  • /16

    $659,000

    • 3 Beds
    • 1.5 Baths
    • 1,096 Sq Ft

    16 Lincoln Dr, Oakdale, NY 11769

    Completely gutted and fully renovated 3-bedroom, 1 full bath and 1 half bath home located in the desirable Idle Hour section of Oakdale. Features a brand-new kitchen with oversized center island, quartz stone countertops with waterfall edge, and stainless steel appliances. The Full Bath is tiled floor to ceiling. Hardwood floors throughout. Additional amenities include in-ground sprinkler system.

    Joey Zegarelli Birch Hill Realty Consultants

    16 Lincoln Dr, Oakdale, NY 11769
  • /17

    $349,000

    • 1 Bed
    • 1 Bath
    • 950 Sq Ft

    3136 Wilshire Ln Unit 31-36, Oakdale, NY 11769

    Spectacular ground level one bedroom. Meticulously maintained, Wood floors, updated full bath, private patio. Close to laundry and storage.

    Leesa HAAS Leesa Byrnes Realty Inc

    3136 Wilshire Ln Unit 31-36, Oakdale, NY 11769
  • /44

    $1,400,000

    • 4 Beds
    • 3.5 Baths
    • 3,045 Sq Ft

    282 Belvedere Dr, Oakdale, NY 11769

    Nestled in the charming and desirable waterfront community of Oakdale, this beautifully maintained home features breathtaking views of the surrounding landscape. Bordered by protected wetlands with neighbors on only one side, this property offers a rare sense of privacy and peace. Enjoy sweeping views of Great South Bay, Ludlow Creek and the Connetquot River! The deeded, boat slip includes

    Leesa HAAS Leesa Byrnes Realty Inc

    282 Belvedere Dr, Oakdale, NY 11769
  • /23

    $509,900

    • 4 Beds
    • 2.5 Baths
    • 2,589 Sq Ft

    17 Jade St, Oakdale, NY 11769

    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

    Roman Davydov Exit Realty First Choice

    17 Jade St, Oakdale, NY 11769
  • /22

    $679,999

    • 2 Beds
    • 2.5 Baths
    • 1,801 Sq Ft

    40 Eagle Cir, Bohemia, NY 11716

    Welcome to 40 Eagle Circle in Bohemia! This well-maintained, 1,800-square-foot townhouse is tucked away on a peaceful, quiet street, perfect for serene living. Inside, you’ll find soaring cathedral ceilings and elegant crown molding that add a touch of grandeur. The spacious layout includes 2 bedrooms, a versatile loft, and 2.5 baths, with the primary suite featuring a luxurious jacuzzi tub,

    William Savino Patriot Real Properties Gr LLC

    40 Eagle Cir, Bohemia, NY 11716

Why Live in Oakdale

Oakdale, NY, is a waterfront community steeped in history, known for its Gilded Age mansions and scenic location where the Connetquot River meets Nicoll Bay on Long Island’s South Shore. The area features a mix of historic estates, ranch-style homes, hi-ranches, Garrison Colonials, and new traditional homes. Notable historic sites include the Bourne Mansion, originally built by William Vanderbilt, and the Artists' Colony, known for its storybook-like homes. Oakdale offers numerous attractions, including boating opportunities with private docks and marinas, and the newly renovated pool at Byron Lake Park, complete with a water slide and splash pad. The nearly 3,500-acre Connetquot River State Park Preserve provides extensive trails for hiking, horseback riding, and cross-country skiing, as well as fly fishing. Dining options along Montauk Highway include Mannino’s Italian restaurant, Village Idiot Irish Pub, The Snapper Inn, and View, all offering live music and waterfront views. The Oakdale Yacht Club is a focal point for community events, and the nearby West Sayville Seafood Festival is a popular annual event. The Connetquot Central School District, including Idle Hour Elementary School, Oakdale-Bohemia Middle School, and Connetquot High School, is highly rated. Commuters benefit from access to Montauk and Sunrise Highways, the Long Island Rail Road, and proximity to Long Island MacArthur Airport. Oakdale's crime rate is lower than the national average, making it a relatively safe place to live.

Frequently Asked Questions

What is the average home price in Oakdale, NY?
Homes for sale in Oakdale, NY have an average home price of $678,732.
How many homes have sold over the last 12 months in Oakdale, NY?
98 homes have sold in Oakdale, NY over the last 12 months.
What are the most popular zip codes in Oakdale, NY?
The most popular zip codes in Oakdale, NY include 11769, 11716, 11782, 11796 and 11730.
How much do you need to make to afford a house in Oakdale?
The median home price in Oakdale is $650,000. If you put a 20% down payment of $130,000 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $3,240 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $139K a year to afford the median home price in Oakdale. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Oakdale, NY?
Oakdale, NY has highly rated public and private schools. Some of the best schools in Oakdale based on Niche Grades are Connetquot High School, East Islip High School and Edward J Bosti Elementary School. Browse all the schools in Oakdale, NY to learn more.

Home Trends in Oakdale, NY

Housing Trends

Median Sale Price
$677,500
Median Single Family Sale Price
$725,000
Median Townhouse Sale Price
$509,900
Median 2 Bedroom Sale Price
$390,000
Median 1 Bedroom Sale Price
$339,000
Average Price Per Sq Ft
$398
Number of Homes for Sale
23
Last 12 months Home Sales
98
Months of Supply
2.80
Median List Price
$650,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
6%
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