Oakdale, NY Homes

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  /42

  $665,000

  $34K PRICE DROP Pending

  • 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

  

  Lora Rosenthal

  Touchdown Homes Inc

  404 Vanderbilt Blvd, Oakdale, NY 11769
• Explore Oakdale

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  /52

  Starting at $2,725 Per Month

  • Studio - 2 Beds

  4180 Sunrise Hwy, Oakdale, NY 11769

  Brand-New 55+ luxury apartment residence in Oakdale, New York, with stylish one and two-bedroom floor plans, thoughtfully curated amenities, and social spaces. Live the way you've always wanted without compromising style or quality. At Greenview Estate House, our apartment residences are designed with you in mind. Now you really can have it all... lifestyle included

  Greenview Estate House

  

  4180 Sunrise Hwy, Oakdale, NY 11769
• 

  $475,000

  Sold Jul 24, 2025

  15 Jade St, Oakdale, NY 11769

  • 2 Beds
  • 1.5 Baths
  • Built 1895

  Last Sold Summary

  • 5% Below List Price
  • 63 Days On Market

  Current Estimated Value $515,483

  Last Listing Agent Maryann Milano Coldwell Banker American Homes

  15 Jade St, Oakdale, NY 11769
• 

  Not Listed For Sale

  4805 Wilshire Ln, Oakdale, NY 11769

  • 1 Bed
  • 1 Bath
  • 950 Sq Ft
  • Built 1969

  4805 Wilshire Ln, Oakdale, NY 11769

  Last Sold Summary

  • 10 Days On Market
• 

  

  

  /35

  $749,990

  $49K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 1,840 Sq Ft

  21 Amboy Rd, Oakdale, NY 11769

  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.

  

  Svetlana Wilkeyson

  Douglas Elliman Real Estate

  21 Amboy Rd, Oakdale, NY 11769
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  /35

  Starting at $2,421 Per Month

  • 1 - 2 Beds

  165 Meredith Ln, Oakdale, NY 11769

  *Spring Special* 1 month free rent on a 1 or 2 year lease. Security special $1,000.00. Please call for details .

  Greenview Commons 55+

  

  165 Meredith Ln, Oakdale, NY 11769
• 

  $797,000

  Sold May 15, 2026

  182 Connetquot Dr, Oakdale, NY 11769

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Below List Price
  • $498/SF
  • 89 Days On Market

  Current Estimated Value $813,639

  Last Listing Agent Michele DeLuca Leesa Byrnes Realty Inc

  182 Connetquot Dr, Oakdale, NY 11769
• 

  Not Listed For Sale

  403 Okeefe Ct, Oakdale, NY 11769

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 2008

  403 Okeefe Ct, Oakdale, NY 11769

  Last Sold Summary

  • 14 Days On Market
• 

  

  /41

  $899,999

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,562 Sq Ft

  20 Canterbury Ct, Oakdale, NY 11769

  Welcome to this beautifully updated 4-bedroom, 2.5-bath Colonial nestled in the highly sought-after South Oakdale location. Completely renovated from top to bottom between 2018 and today, this move-in-ready home offers the perfect combination of modern luxury, thoughtful upgrades, and effortless living. Step inside to discover a bright open floor plan designed for both everyday comfort and

  

  Robert Lorenzo

  Compass Greater NY LLC

  20 Canterbury Ct, Oakdale, NY 11769
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  /20

  Starting at $1,913 Per Month

  • 1 Bed

  100 Patricia Ct, Oakdale, NY 11769

  Make yourself comfortable in our 55+ community's spacious one-bedroom homes. They feature large bedrooms, immaculate kitchens, and are designed with the conveniences youd expect. More than that, they boast modern amenities such as energy-efficient appliances, contemporary bathrooms, and high-quality fixtures. Our apartments also offer private entrances, spacious living rooms, large closets, and a

  Brookwood at Oakdale 55+

  

  100 Patricia Ct, Oakdale, NY 11769
• 

  $390,000

  Sold Nov 12, 2025

  2411 Wilshire Ln Unit 2411, Oakdale, NY 11769

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1960

  Last Sold Summary

  • 7% Above List Price
  • $355/SF
  • 14 Days On Market

  Last Listing Agent Edward Pearson Exit Realty Achieve

  2411 Wilshire Ln Unit 2411, Oakdale, NY 11769
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  Not Listed For Sale

  23 Kathleen Dr, Oakdale, NY 11769

  • 2 Beds
  • 2 Baths
  • 1,321 Sq Ft
  • Built 1993

  23 Kathleen Dr, Oakdale, NY 11769

  Last Sold Summary

  • 13 Days On Market
• 

  

  /29

  $1,349,999

  $49K PRICE DROP Pending

  • 5 Beds
  • 3 Baths
  • 3,700 Sq Ft

  24 Twin River Dr, Oakdale, NY 11769

  Located in Desirable Idle Hour Section of Oakdale , This Sunning 3700 sq ft Open Concept Waterfront Colonial Blends Elegant Design w/ Resort -Style Living.The First Level Is Designed For Both Everyday Living and Entertaining, Showcasing a Chefs Kitchen w/ Miele & Wolf Appliances, Granite Countertops & Stainless Finishes. Additional Highlights Include a Formal Dining Room, an Expansive Living

  

  Linda Kerr

  Signature Premier Properties

  24 Twin River Dr, Oakdale, NY 11769
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  /15

  Starting at $2,445 Per Month

  • 1 Bed

  20 W Shore Rd, Oakdale, NY 11769

  Historic and artistic Oakdale. Fairfield At Oakdale has beautifully updated one bedroom apartment homes with terrace and heat and hot water included in the rent. Near LIRR.Apartments feature newly updated Tuscany-style kitchen cabinetry with stainless steel applicances and updated ceramic tile or granite kitchen flooring. Spacious living area with wall to wall plush carpeting, updated lighting

  Fairfield At Oakdale

  

  20 W Shore Rd, Oakdale, NY 11769
• 

  $277,000

  Sold May 21, 2026

  4716 Wilshire Ln Unit k-16, Oakdale, NY 11769

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Built 1969

  Last Sold Summary

  • 7% Below List Price
  • $462/SF
  • 27 Days On Market

  Last Listing Agent Anita Gordon Realty Connect USA L I Inc

  4716 Wilshire Ln Unit k-16, Oakdale, NY 11769
• 

  Not Listed For Sale

  32 Wilshire Ln Unit 15, Oakdale, NY 11769

  • 1 Bed
  • 1 Bath
  • 950 Sq Ft
  • Built 1969

  32 Wilshire Ln Unit 15, Oakdale, NY 11769

  Last Sold Summary

  • 20 Days On Market
• 

  

  /22

  $874,990

  $25K PRICE DROP

  • 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 &

  

  Hank Cardello

  New Island Realty

  59 Edgewood Ave, Oakdale, NY 11769
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  /2

  $2,445 Per Month

  • 1 Bed
  • 1 Bath
  • 625 Sq Ft
  • Apartment for Rent

  20 W Shore Rd Unit F, Oakdale, NY 11769

  **Ask About Our Move In Specials*. $99 Sec.Dep Special*. Restrictions Apply** 1 Bedrooms W/ A/C, Dining & Terraces.Stainless Steel & Granite Countertops.Heat & Hot Water Incl.Laundry.A Quiet Residential Area.Close To Montauk Hwy, So. State Pky & Lirr.Minutes To Dowling College.Near Shopping.Prices/Policies Subject To Change without Notice.

  Michelle Holmes Fairfield Properties

  20 W Shore Rd Unit F, Oakdale, NY 11769
• 

  $800,000

  Sold Jun 16, 2026

  7 Katherine Place, Oakdale, NY 11769

  • 4 Beds
  • 2 Baths
  • 1,263 Sq Ft
  • Built 1959

  Last Sold Summary

  • 10% Above List Price
  • $633/SF
  • 6 Days On Market

  Current Estimated Value $718,716

  Last Listing Agent Janessa Vargas Coldwell Banker American Homes

  7 Katherine Place, Oakdale, NY 11769
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  Not Listed For Sale

  4810 Wilshire Ln Unit L10, Oakdale, NY 11769

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1969

  4810 Wilshire Ln Unit L10, Oakdale, NY 11769

  Last Sold Summary

  • 67 Days On Market
• 

  

  /33

  $700,000

  Pending

  • 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
• 

  /2

  $2,445 Per Month

  • 1 Bed
  • 1 Bath
  • 625 Sq Ft
  • Apartment for Rent

  20 W Shore Rd Unit A, Oakdale, NY 11769

  **Ask About Our Move In Specials*. $99 Sec.Dep Special*. Restrictions Apply** 1 Bedrooms W/ A/C, Dining & Terraces.Stainless Steel & Granite Countertops.Heat & Hot Water Incl.Laundry.A Quiet Residential Area.Close To Montauk Hwy, So. State Pky & Lirr.Minutes To Dowling College.Near Shopping.Prices/Policies Subject To Change without Notice.

  Michelle Holmes Fairfield Properties

  20 W Shore Rd Unit A, Oakdale, NY 11769
• 

  $575,000

  Sold Nov 17, 2025

  540 Race Place, Oakdale, NY 11769

  • 2 Beds
  • 1 Bath
  • 1,064 Sq Ft
  • Built 1989

  Last Sold Summary

  • 10% Above List Price
  • $540/SF
  • 3 Days On Market

  Current Estimated Value $558,887

  Last Listing Agent Annette Mina Douglas Elliman Real Estate

  540 Race Place, Oakdale, NY 11769
• 

  Not Listed For Sale

  15 Dawn Dr Unit 15, Oakdale, NY 11769

  • 2 Beds
  • 2 Baths
  • Built 1989

  15 Dawn Dr Unit 15, Oakdale, NY 11769

  Last Sold Summary

  • 24 Days On Market
• 

  

  /37

  $750,000

  $49K PRICE DROP

  • 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 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

  Jeanne Lauben Butler Signature Premier Properties

  22 Meadow Ct, Oakdale, NY 11769
• 

  $640,000

  Sold Sep 26, 2025

  9 Tulip Ave, Oakdale, NY 11769

  • 3 Beds
  • 1.5 Baths
  • 1,125 Sq Ft
  • Built 1949

  Last Sold Summary

  • 21% Above List Price
  • $569/SF
  • 8 Days On Market

  Current Estimated Value $599,698

  Last Listing Agent Susan Simmons Howard Hanna Coach

  9 Tulip Ave, Oakdale, NY 11769
• 

  Not Listed For Sale

  148 A Bellevue Rd, Oakdale, NY 11769

  148 A Bellevue Rd, Oakdale, NY 11769

  Last Sold Summary

  • 172 Days On Market
• 

  /2

  $1,464,999

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 3,400 Sq Ft

  0 Bellevue Rd Unit KEY1013434, Oakdale, NY 11769

  COMING SOON! Located in one of Oakdale's most desirable neighborhoods, this stunning NEW CONSTRUCTION offers 3,400 sq. ft. of thoughtfully designed living space just minutes from the Connetquot River, local marinas, and many of the top waterfront restaurants on the South Shore! Featuring 4 bedrooms, 2.5 baths, this MOVE-IN-READY home will showcase quality craftsmanship, modern finishes, and an

  Jonathan Minerick HomeCoin.com

  0 Bellevue Rd Unit KEY1013434, Oakdale, NY 11769
• 

  $835,000

  Sold Aug 07, 2025

  10 Meadow Ct, Oakdale, NY 11769

  • 2 Beds
  • 3.5 Baths
  • 1,582 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Above List Price
  • $528/SF
  • 55 Days On Market

  Last Listing Agent Manon Compitello Douglas Elliman Real Estate

  10 Meadow Ct, Oakdale, NY 11769
• 

  Not Listed For Sale

  37 Hollywood Dr, Oakdale, NY 11769

  • 5 Beds
  • 4.5 Baths
  • Built 1890

  37 Hollywood Dr, Oakdale, NY 11769

  Last Sold Summary

  • 816 Days On Market
• 

  

  /14

  $925,000

  Pending

  • 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
• 

  $350,000

  Sold Dec 15, 2025

  2413 Wilshire Ln, Oakdale, NY 11769

  • 1 Bed
  • 1 Bath
  • 950 Sq Ft
  • Built 1969

  Last Sold Summary

  • 3% Above List Price
  • $368/SF
  • 39 Days On Market

  Last Listing Agent Gina Pelle Keller Williams Rty Gold Coast

  2413 Wilshire Ln, Oakdale, NY 11769
• 

  Est $806,106

  Not Listed For Sale

  209 Connetquot Rd, Oakdale, NY 11769

  • 4 Beds
  • 2 Baths
  • Built 1973

  209 Connetquot Rd, Oakdale, NY 11769

  Last Sold Summary

  • 26 Days On Market
• 

  

  /37

  $1,325,000

  $70K PRICE DROP Pending

  • 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
• 

  $915,000

  Sold Dec 16, 2025

  248 Waterford Rd, Oakdale, NY 11769

  • 4 Beds
  • 3.5 Baths
  • 2,019 Sq Ft
  • Built 1967

  Last Sold Summary

  • 2% Above List Price
  • $453/SF
  • 33 Days On Market

  Current Estimated Value $905,174

  Last Listing Agent Robert Ponzi Century 21 KR Realty

  248 Waterford Rd, Oakdale, NY 11769
• 

  Est $777,718

  Not Listed For Sale

  197 Connetquot Rd, Oakdale, NY 11769

  • 3 Beds
  • 2 Baths
  • 2,048 Sq Ft
  • Built 1972

  197 Connetquot Rd, Oakdale, NY 11769

  Last Sold Summary

  • 14 Days On Market
• 

  

  /39

  $825,000

  $70K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,402 Sq Ft

  661 Shore Dr, Oakdale, NY 11769

  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

  Dawn DeGirolamo Douglas Elliman Real Estate

  661 Shore Dr, Oakdale, NY 11769
• 

  $750,000

  Sold Jul 28, 2025

  270 Idle Hour Blvd, Oakdale, NY 11769

  • 4 Beds
  • 2.5 Baths
  • 2,390 Sq Ft
  • Built 1970

  Last Sold Summary

  • $314/SF
  • 16 Days On Market

  Current Estimated Value $789,012

  Last Listing Agent Lisa Albinowski Signature Premier Properties

  270 Idle Hour Blvd, Oakdale, NY 11769
• 

  Est $867,803

  Not Listed For Sale

  311 W Shore Rd, Oakdale, NY 11769

  • 4 Beds
  • 3 Baths
  • 2,650 Sq Ft
  • Built 1968

  311 W Shore Rd, Oakdale, NY 11769

  Last Sold Summary

  • 20 Days On Market
• 

  

  /25

  $629,000

  $70K PRICE DROP Pending

  • 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

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