Date
Details
Price
Change
Source
9/18/2026
Listed
$999,990
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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- Open House: 11:00 AM - 1:00 PM
Saturday 9/26 11:00 AM - 1:00 PM
55 Leafy Way,Aquebogue, NY 1193155 Leafy WayAquebogueNY11931
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Property Description
WATERFRONT + BOAT SLIP + PRIVATE BEACH ACCESS + SUMMER RENTAL POTENTIAL! Expanded from a Cape to a spacious 2,500 sq ft Colonial, this exceptional waterfront property offers the opportunity to enjoy a private waterfront retreat while creating significant seasonal rental income potential. The property includes a deeded boat slip with deep water access for boats up to 24' and new floating dock (2026), marina access, private beach and outdoor shower bringing the full waterfront lifestyle right to your doorstep. Water views are enjoyed from nearly every room, while a deck extends from the kitchen to the den/sunroom for seamless indoor outdoor living. The home features hardwood floors throughout, abundant natural light, Anderson windows and doors, multiple skylights, and an expansive primary bedroom with vaulted ceilings and three closets, 5 bedrooms and 2 bathrooms. Recent updates include a 2023 propane heating system, 2019 two zone central air, newer appliances, a 2017 roof and driveway, 2021 exterior paint, 2026 interior paint, updated cesspool piping with overflow ring, and an on demand gas water heater. Propane cooking and a gas grill connection add convenience, while an attached garage provides additional storage. A rare opportunity to own a waterfront property with exceptional lifestyle appeal and seasonal rental potential. Bring your boat, enjoy the waterfront, and explore the income possibilities.
Full Property Details
Full Property Details for 55 Leafy Way
General
- Price: $999,990
- HOA FEE: $64/month
- HOA FEE FREQ.: Annually
- Taxes: $16,030
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 1052245
- Updated: 9/18/2026
- Added to Site: 2 day(s) ago
Interior
- Number of Rooms: 9
- Interior Features: First Floor Bedroom, First Floor Full Bath, Cathedral Ceiling(s), Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, His and Hers Closets, Open Kitchen, Primary Bathroom, Master Downstairs, Recessed Lighting, Storage, Washer/Dryer Hookup
- Appliances: Dishwasher, Dryer, Gas Cooktop, Microwave, Tankless Water Heater, Washer
- Laundry Facilities: Yes
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: In Garage
Additional Information
- Amenities: Other, Powered Boats Allowed
- Shared Amenities: Boat Dock, Maintenance Grounds, Other, Powered Boats Allowed
Exterior
- Exterior Features: Boat Slip, Dock, Garden, Gas Grill, Mooring, Rain Gutters
- Porch/Patio/Deck: Deck
Parking
- Garage: Yes
- Garage Spaces: 1
- Total Spaces: 4
- Parking Features: Driveway
Location
- County: Suffolk County
- Subdivision: Baywoods
- Cross Streets: Peconic Bay Blvd
- Driving Directions: Peconic Bay Blvd, Turn on Bay Harbor Rd at the Baywoods Sign, Right on Leafy Way.
School Information
- High School District: Riverhead
- Elementary School: Aquebogue Elementary School
- Middle School: Riverhead Middle School
- High School: Riverhead Senior High School
Community
- Association: Yes
- Assoc. Fees Include: Common Area Maintenance
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Hot Air, Propane
- Heating Zones: 2
Utilities
- Sewer: Cesspool
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Propane, Water Connected
Structural Information
- Architectural Style: Colonial
- Detached/Attached: Detached
- Construction: Cedar
- Basement: Yes
- Basement Desc.: Bilco Door(s), Crawl Space
- Windows: ENERGY STAR Qualified Windows, Insulated Windows
- Building Size: 2529
- Square Feet: 2,529
- Sq. Ft. Source: CubiCasa
- Year Built: 1966
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Property View: Water
- Lot Size (Acres): 0.34
- Lot Size (Sq. Ft.): 14,810
- Lot Features: Landscaped, Level, Sprinklers In Front, Sprinklers In Rear, Views, Waterfront
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front View: Bayfront, Beach Access, Waterfront
Financial Considerations
- Association Fee: Yes
- Association Fee: $770
- Assoc Fee Freq.: Annually
- Tax Amount: $16,030
Disclosures and Reports
- Special Conditions: None
- Exclusions: Upstairs Showerhead, Weathervane
- Inclusions: Deeded Boat Slip, Baywoods HOA $770
- Property ID: 0600-113-00-04-00-013-000
Listed by Coldwell Banker American Homes
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Schools
Schools serving 55 Leafy Way
School District:Riverhead Central School District
| Name | Grades | Distance |
|---|---|---|
Aquebogue Elementary School 499 Main Road, Aquebogue, NY 11931 | K-4 | 1.3 mi |
Riverhead Middle School 600 Harrison Avenue, Riverhead, NY 11901 | 7-8 | 3.6 mi |
Riverhead Senior High School 700 Harrison Avenue, Riverhead, NY 11901 | 9-12 | 3.7 mi |
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 55 Leafy Way
Tax History
Tax History for 55 Leafy Way
Year
Property Taxes
Change
Tax Assessment
Change
2024
$14,345
100%
$70,900
—
2020
100%
$70,900
—
2022
-100%
$70,900
—
2016
$12,550
-7%
$70,900
—
2020
$13,466
—
$70,900
—
2018
$13,474
2%
$70,900
—
2017
$13,185
3%
$70,900
—
2016
$12,746
1%
$70,900
—
2015
$12,609
4%
$70,900
—
2015
$12,166
—
$70,900
—
2014
$12,190
4%
$70,900
—
2013
$11,762
—
$70,900
—
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
Estimate the Cost for 55 Leafy Way
55 Leafy Way, Aquebogue, NY 11931 (MLS# 1052245) is a Single Family property with 5 bedrooms and 2 full bathrooms. 55 Leafy Way is currently listed for $999,990 and was received on September 18, 2026. Want to learn more about 55 Leafy Way? Do you have questions about finding other Single Family real estate for sale in Aquebogue? You can browse all Aquebogue real estate or contact a Coldwell Banker agent to request more information.