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Oakdale Real Estate Search

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Oakdale Homes and Condos for Sale

Oakdale, nestled within the town of Islip on Long Island, New York, offers a charming blend of history, natural beauty, and modern conveniences. With a population of approximately 7,974 residents, this hamlet boasts a tranquil atmosphere spread across nearly four square miles.

Rich in history, Oakdale's roots trace back to its original inhabitants, the Secatogue or Secatokets tribe of Native Americans. Its colonial legacy is evident in landmarks like the William Nicoll House, a historic mansion dating back to the 17th century.

Families are drawn to Oakdale for its inviting community spirit and excellent educational opportunities. The local school district, part of the larger Islip School District, is renowned for its commitment to academic excellence and comprehensive extracurricular programs. Families can feel confident in the quality of education provided to their children.

Beyond education, Oakdale offers a plethora of amenities to enhance residents' quality of life. Dining options range from quaint cafes to upscale eateries, ensuring something to satisfy every palate. Nearby shopping centers provide convenient access to everyday essentials and unique boutiques for leisurely browsing.

For recreational pursuits, Oakdale residents are spoiled for choice. The town's proximity to the Great South Bay and Fire Island presents endless opportunities for water-based activities such as boating, fishing, and kayaking. Nature enthusiasts can explore the area's scenic parks and nature preserves, immersing themselves in the region's natural splendor.

When it comes to real estate, Oakdale offers diverse options to suit every lifestyle. Prospective homebuyers can choose from a variety of properties, including condominiums, townhomes, single-family homes, and vacant lots for custom construction. The median listing price for a condo in Oakdale is approximately $369,800, while single-family homes command an average of $444,900, with luxury properties reaching upwards of $1,275,000. Lots are also available for those seeking to build their dream home, with an average listing price of around $94,700.

With its idyllic setting, rich heritage, and abundance of amenities, Oakdale presents an irresistible opportunity for those seeking a vibrant community to call home. Whether you're drawn to its historical charm, outdoor recreational offerings, or top-notch schools, Oakdale offers a lifestyle that truly embodies the essence of Long Island living. Contact us today to explore the homes for sale in Oakdale and discover the perfect place to put down roots.

Latest Oakdale Homes and Condos for Sale

608 Shore Drive, Oakdale image
608 Shore Drive, Oakdale $3,999,900 ▼

SUMMERWIND – An Extraordinary Waterfront Estate on the Connetquot River. Welcome to Summerwind, one of Oakdale’s most distinguished waterfront estates. Privately set behi...

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  • 5 Beds
  • 5 Baths
  • 1029824 MLS
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16 Twin River Drive, Oakdale image
16 Twin River Drive, Oakdale $1,475,000 ▼

Tucked away on a private South of Montauk cul-de-sac in Oakdale’s coveted Idle Hour community, this exquisitely reimagined 3,700 sq. ft. coastal colonial rests on a beaut...

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  • 4 Beds
  • 3 Baths
  • 1039412 MLS
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24 Biltmore Avenue Extension, Oakdale image
24 Biltmore Avenue Extension, Oakdale $1,250,000 ▼

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 Arb...

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  • 4 Beds
  • 3 Baths
  • 1000816 MLS
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124 Bayview Drive, Oakdale image
124 Bayview Drive, Oakdale $1,199,990

Welcome to 124 Bayview Drive, a spacious and versatile Colonial nestled in desirable south Oakdale within highly regarded Connetquot School District. Set on over half an ...

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  • 5 Beds
  • 4 Baths
  • 1048277 MLS
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15 Victoria Court, Oakdale image
15 Victoria Court, Oakdale $1,199,990 ▼

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 lo...

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  • 4 Beds
  • 3 Baths
  • 1025608 MLS
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406 Vanderbilt Boulevard, Oakdale image
406 Vanderbilt Boulevard, Oakdale $1,195,000

Stunning Idle Hour Colonial with breathtaking views of Connetquot River! Updated 3 story colonial with hardwood floors, quartz countertops, 4 bedrooms, includes full hous...

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  • 4 Beds
  • 4 Baths
  • 1044054 MLS
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82 Yale Avenue, Oakdale image
82 Yale Avenue, Oakdale $1,125,000

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 fo...

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  • 8 Beds
  • 6 Baths
  • 1048517 MLS
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55 Riverview Court, Oakdale image
55 Riverview Court, Oakdale $899,990

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 sprinkl...

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  • 4 Beds
  • 5 Baths
  • 1018752 MLS
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165 Pepperidge Road, Oakdale image
165 Pepperidge Road, Oakdale $899,000

New Listing in South Oakdale’s Vanderbilt Section! Welcome to this beautifully updated and upgraded Colonial, perfectly situated in one of South Oakdale’s most desirable...

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  • 5 Beds
  • 3 Baths
  • 1039743 MLS
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162 Stuyvesant Road, Oakdale image
162 Stuyvesant Road, Oakdale $889,000

Welcome to this meticulously renovated home, FEATURING A 1 BEDROOM LEGAL ACCESSORY APT, perfect for RENTAL INCOME or family needs. Also offering the perfect blend of mode...

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  • 4 Beds
  • 3 Baths
  • 1040672 MLS
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59 Edgewood Avenue, Oakdale image
59 Edgewood Avenue, Oakdale $824,990 ▼

Oakdale's exclusive, private & beautiful Vanderbilt Estate Idle Hour historic community. This wideline Hi Ranch has hardwood flooring, large Formal dining, a rear deck & ...

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  • 3 Beds
  • 2 Baths
  • 924569 MLS
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661 Shore Drive, Oakdale image
661 Shore Drive, Oakdale $779,999 ▼

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 Hig...

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  • 4 Beds
  • 2 Baths
  • 1004296 MLS
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72 Locust Avenue, Oakdale image
72 Locust Avenue, Oakdale $775,000

Beautiful well kept Ranch on a STAGGERING 1.55 Acres in the heart of Oakdale in the desirable Connetquot Schools. Make this your new private compound with plenty of prop...

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  • 3 Beds
  • 2 Baths
  • 1038275 MLS
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103 Bonnie Road, Oakdale image
103 Bonnie Road, Oakdale $774,999

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-outdo...

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  • 4 Beds
  • 2 Baths
  • 1028002 MLS
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1116 Montauk Highway, Oakdale image
1116 Montauk Highway, Oakdale $768,000

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...

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  • 3 Beds
  • 3 Baths
  • 1037713 MLS
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19 Meadow Court, Oakdale image
19 Meadow Court, Oakdale $760,000

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 s...

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  • 2 Beds
  • 3 Baths
  • 1018249 MLS
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87 Wexford Drive, Oakdale image
87 Wexford Drive, Oakdale $750,000

Set midblock on a third of an acre, this open-concept Colonial spreads 1,909 square feet across seven rooms. The eat-in kitchen stretches to island seating, with granite ...

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  • 4 Beds
  • 2 Baths
  • 1046548 MLS
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566 Locust Avenue, Oakdale image
566 Locust Avenue, Oakdale $740,000 ▼

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 mov...

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  • 3 Beds
  • 2 Baths
  • 1021139 MLS
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22 Meadow Court, Oakdale image
22 Meadow Court, Oakdale $729,000

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 t...

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  • 2 Beds
  • 3 Baths
  • 1029383 MLS
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28 Academy Lane, Oakdale image
28 Academy Lane, Oakdale $579,000

Beautifully updated 2 bedroom ranch with the potential for a 3rd bedroom, offering 2 full baths and a bright, inviting interior. Hardwood floors, custom moldings, recesse...

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  • 2 Beds
  • 2 Baths
  • 1047899 MLS
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17 Jade Street, Oakdale image
17 Jade Street, Oakdale $465,000 ▼

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 Artis...

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  • 4 Beds
  • 3 Baths
  • 980770 MLS
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5218 Wilshire Lane Unit #5218, Oakdale image
5218 Wilshire Lane Unit #5218, Oakdale $429,000

Welcome to this ground-floor 2 bedroom end unit coop in the Desirable Birchwood on the Green Community. This bright and inviting home features Beautiful wood floors throu...

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  • 2 Beds
  • 1 Baths
  • 1042589 MLS
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3909 Wilshire Lane Unit #3909, Oakdale image
3909 Wilshire Lane Unit #3909, Oakdale $355,000

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 hardw...

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  • 1 Beds
  • 1 Baths
  • 1047399 MLS
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2310 Wilshire Lane Unit #2310, Oakdale image
2310 Wilshire Lane Unit #2310, Oakdale $349,000

Beautifully updated and truly move-in ready, this spacious one-bedroom, one-bath ground-floor co-op in Birchwood on the Green offers comfortable, easy living in a desirab...

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  • 1 Beds
  • 1 Baths
  • 1047664 MLS
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3922 Wilshire Lane Unit #H, Oakdale image
3922 Wilshire Lane Unit #H, Oakdale $339,000 ▲

Birchwood on the Green IS Easy Living close to the LIRR, Banks. Deli's, Restaurants and More. This Bright Corner Unit in the Classic Enclave of Oakdale is NOW Ready for I...

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  • 1 Beds
  • 1 Baths
  • 1024057 MLS
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landlocked pcl, Oakdale image
landlocked pcl, Oakdale $225,000

Virgin land

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  • 973848 MLS
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4715 Wilshire Lane Unit #K15, Oakdale image
4715 Wilshire Lane Unit #K15, Oakdale $219,998

Charming One-Bedroom Co-op in Birchwood on the Green Welcome to this beautifully updated one-bedroom, one-bathroom co-op nestled within the desirable courtyard setting o...

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  • 1 Beds
  • 1 Baths
  • 1043826 MLS
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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.

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