608 Shore Drive, Oakdale, NY 11769
$3,650,000 · 5 bed · 5 bath · 6,286 sq ft · built 2004 · MLS# 1029824 · Active
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…
Single-family homes in the Connetquot Central School District sold for a median of $700,000 (typically $620,000–$780,000) across 271 recorded sales between Oct 6, 2025 and Oct 1, 2026, up 7.7% on the 12 months before. This home's $3,650,000 list price sits in the luxury single-family tier for the Connetquot Central School District.
ZIP 11769 has about 3.2 months of single family inventory — seller's market. Demand is outpacing supply, so homes sell quickly with firm pricing and limited room to negotiate.
At about $44,322 a year, this home's property tax runs roughly 269% above the $12,000 typical for Connetquot Central School District. Suffolk bills combine town, school and special-district levies, so two homes at the same price in neighboring districts can carry materially different taxes. Exemptions such as STAR, Senior or Veteran move the number as well — a new owner's bill is often not the same as the seller's.
OneKey MLS (recorded LI sales, trailing 12mo) + actual tax

Listings courtesy of OneKey® MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID as of October 11, 2026 2:30 am. 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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Oakdale Market Trend
Over the past 2 years, Oakdale has cooled from a peak near $763K around October 2025 to about $664K, with homes taking longer to sell. If this trend continues, conditions could keep easing toward a more balanced market.
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Looking for off-market opportunities or a property attorney's read on this listing? Contact Joseph DeVito — Lic. R.E. Associate Broker + NY-licensed real estate attorney.
