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$1,299,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,878 Sq. Ft.
  • 1 Car Garage
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Welcome to 1 Fairwind Court, an exceptional waterfront residence located in the highly sought-after Water Pointe community of Oakdale. Perfectly positioned on scenic Water Pointe Pond, this elegant and spacious Colonial offers over 3,000 square feet of luxury living with 5 bedrooms, 3.5 baths, and a lifestyle designed for both relaxation and entertaining. Combining refined interiors, resort-style amenities, and direct boating access to the Great South Bay, this is South Shore living at its finest. The home is a beautifully updated throughout. Featuring an eat-in kitchen featuring premium Wolf appliances, including a Wolf oven, along with Sub-Zero refrigerator and freezer systems that blend sophistication with top-tier performance. Granite counter tops in the kitchen area carries into the powder room, wet bar and fireplace surround. Designed with both functionality and style in mind, the kitchen opens seamlessly into expansive living and dining spaces filled with natural light, hardwood flooring, elegant crown molding, wainscoting, and custom mill work throughout. The luxurious primary suite serves as a private retreat with two walk-in closets, a spa-inspired bath, and a private balcony overlooking the tranquil pond. Additional highlights include spacious guest accommodations, a main-floor office, central air conditioning, natural gas heating, high ceilings, and a fully finished basement offering a lounge area and work out room. Outdoor living is equally impressive. Residents enjoy a deeded boat slip with direct canal access to the Connetquot River and Great South Bay, making this home ideal for boating enthusiasts and waterfront lovers alike. The beautifully maintained Water Pointe community offers resort-style amenities including an in-ground pool, tennis courts, professionally landscaped grounds, snow removal, lawn maintenance, and trash removal for truly carefree living year-round. Situated on a quiet cul-de-sac in one of Oakdale's most desirable waterfront communities, 1 Fairwind Court delivers the perfect blend of luxury, convenience, and coastal charm - all with low-maintenance living and no flood insurance currently required. This is a rare opportunity to experience the very best of waterfront living on Long Island's South Shore.

Full Property Details for 1 Fairwind Ct

General

  • Price: $1,299,000
  • HOA FEE: $560/month
  • Taxes: $19,000
  • Status: Pending
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 999539
  • Updated: 6/29/2026
  • Added to Site: 60 day(s) ago

Interior

  • Number of Rooms: 10
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Chandelier, Crown Molding, Eat-in Kitchen, Formal Dining, Granite Counters, His and Hers Closets, Kitchen Island, Open Kitchen, Walk-In Closet(s), Wet Bar
  • Fireplace(s): Decorative, Electric
  • Appliances: Convection Oven, Dishwasher, Dryer, Freezer, Gas Oven, Gas Range, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Water Purifier Owned, Wine Refrigerator
  • Laundry Facilities: Yes
  • Flooring: Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Electric Dryer Hookup, Laundry Room, Washer Hookup

Additional Information

  • Shared Amenities: Basketball Court, Boat Dock, Pool, Snow Removal, Tennis Court(s)
  • Pool: Yes
  • Pool Description: Community, Fenced, In-Ground
  • Spa: Yes
  • Security/Safety: Security System

Exterior

  • Exterior Features: Boat Slip, Dock, Tennis Court(s)
  • Porch/Patio/Deck: Deck

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking Features: Driveway, Garage, Private

Location

  • County: Suffolk County
  • Subdivision: Water Pointe
  • Driving Directions: South on Bayview Drive to Water Pointe

School Information

  • High School District: Connetquot
  • Elementary School: Idle Hour Elementary School
  • Middle School: Oakdale-Bohemia Middle School
  • High School: Connetquot High School

Community

  • Association: Yes
  • Assoc. Fees Include: Grounds Care, Pool Service, Snow Removal, Trash

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Forced Air, Natural Gas

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Natural Gas Connected

Structural Information

  • Architectural Style: Colonial
  • Detached/Attached: Detached
  • Construction: Frame, Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Bilco Door(s), Finished, Walk-Out Access
  • Building Size: 3878
  • Square Feet: 3,878
  • Sq. Ft. Source: CubiCasa
  • Year Built: 1994

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.11
  • Lot Size (Sq. Ft.): 4,792
  • Lot Features: Back Yard, Waterfront

Water Features

  • Water View: Yes
  • Water Front View: Canal Access, Canal Front

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $560
  • Assoc Fee Freq.: Monthly
  • Tax Amount: $19,000

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 0500-378-00-01-00-030-020

Listed by Nest Seekers International LLC

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Listing agent

— 1 Fairwind Ct —

  • Nest Seekers International LLC

631-353-3427

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1 Fairwind Ct

School District:Connetquot Central School District
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1 Fairwind Ct Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/14/2026
Listed
$1,299,000
47.61%
MLS
3/07/2024
Sold
$880,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1 Fairwind Ct

Year
Property Taxes
Change
Tax Assessment
Change
2024
$20,051
100%
$67,100
—
2020
100%
$67,100
-7%
2020
100%
$72,500
—
2022
-100%
$72,500
—
2016
$18,269
8%
$72,500
—
2017
$16,957
-1%
$72,500
—
2016
$17,121
—
$72,500
—
2015
$17,127
1%
$72,500
—
2015
$16,972
4%
$72,500
—
2014
$16,303
4%
$72,500
—
2013
$15,670
—
$72,500
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 1 Fairwind Ct

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Down Payment
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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Nest Seekers International LLC

1 Fairwind Court, Oakdale, NY 11769 (MLS# 999539) is a Single Family property with 5 bedrooms, 3 full bathrooms and 1 partial bathroom. 1 Fairwind Court is currently listed for $1,299,000 and was received on May 14, 2026. Want to learn more about 1 Fairwind Court? Do you have questions about finding other Single Family real estate for sale in Oakdale? You can browse all Oakdale real estate or contact a Coldwell Banker agent to request more information.

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