55 Leafy Way, Riverhead, NY 11901
Property image
Property image
FOR SALE
NEW
0.34 ACRES

$999,990

  • 5 Beds
  • 2 Baths
  • 2,214 sqft (on 0.34 acres)

55 Leafy Way, Riverhead, NY 11901

Est. Mortgage $7,003/mo*
Get Pre-Qualified

Home Highlights

Single-Family Home
Built in 1966
0.34 acre lot
$452/sqft
Garage
HOA $64/mo

Local Information

  • Map ViewExplore the area around 55 Leafy Way.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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.

Open House

Friday, September 25
4:30 PM to 6:30 PM
Saturday, September 26
11:00 AM to 1:00 PM
Last check for updates: about 2 hours ago
Listing by: Coldwell Banker American Homes, (631) 588-9090
Brandi Everett, (631) 994-9799
Coldwell Banker American Homes, (631) 588-9090
Gail G. Carillo
Source: OneKey® MLS as distributed by MLS GRID, MLS#1052245
Also Listed on OneKey® MLS as distributed by MLS GRID.

Home Details for 55 Leafy Way

Interior Features

Interior Details
Basement: Bilco Door(s),Crawl SpaceNumber of Rooms: 9
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2214 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Propane, Water ConnectedAppliances: Dishwasher, Dryer, Gas Cooktop, Microwave, Tankless Water Heater, WasherDishwasherDryerLaundry: Washer/Dryer Hookup,In GarageMicrowaveWasher
Heating & Cooling
Heating: Hot Air,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Air
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: ENERGY STAR Qualified Windows, Insulated WindowsFlooring: Hardwood
Levels, Entrance, & Accessibility
Levels: TwoFloors: Hardwood
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Patio / Porch: DeckOther Structures: Shed(s)Exterior: Boat Slip, Dock, Garden, Gas Grill, Mooring, Rain GuttersFoundation: BlockGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas Open ParkingParking Spaces: 4Parking: Driveway
Frontage
WaterfrontWaterfront: Bayfront, Beach Access, WaterfrontOn Waterfront
Water & Sewer
Sewer: Cesspool
Farm & Range
Not Allowed to Raise Horses

Days on Market

Cumulative Days on Market: 178Days on Market: <1 day on Trulia

Property Information

Year Built
Year Built: 1966
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: CedarNot Attached Property
Property Information
Not Included in Sale: Upstairs Showerhead, WeathervaneIncluded in Sale: Deeded Boat Slip, Baywoods HOA $770Parcel Number: 0600113000400013000

Price & Status

Price
List Price: $999,990Price Per Sqft: $452

Active Status

MLS Status: Active

Location

Direction & Address
City: Aquebogue
School Information
Elementary School: Aquebogue Elementary SchoolJr High / Middle School: Riverhead Middle SchoolHigh School: Riverhead Senior High SchoolHigh School District: Riverhead

Agent Information

Listing Agent
Listing ID: 1052245

Building

Building Area
Building Area: 2529 Square Feet

Community

Community Features: Other, Powered Boats AllowedNot Senior Community

HOA

HOA Fee Includes: Common Area MaintenanceHas an HOAHOA Fee: $770/Annually

Lot Information

Lot Area: 0.34 acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 1052245Attic: ScuttleWater ViewWater View: WaterAttribution Contact: 631-588-9090Showing Requirements: Appointment Only, Showing Service

Additional Information

HOA Amenities: Boat Dock,Maintenance Grounds,Other,Powered Boats Allowed

Around this home

What Locals Say about Aquebogue

At least 11 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 93 % Say there's holiday spirit

  • 92 % Say parking is easy

  • 77 % Say kids play outside

  • 73 % Say there's wildlife

  • 72 % Say people would walk alone at night

  • 71 % Say it's quiet

  • 71 % Say neighbors are friendly

  • 69 % Say it's dog friendly

  • 69 % Say they plan to stay for at least 5 years

  • 69 % Say yards are well-kept

  • 56 % Say there are community events

  • 55 % Say it's walkable to restaurants

  • 32 % Say there are sidewalks

  • 31 % Say streets are well-lit

  • 20 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • ilasalle
    "We live here and have also worked in the area. We have privacy yet total convenience. This is one of the few locations on the North Fork that has convenient walking access to an upscale farm stand - perfect for last minute / emergency groceries, pies, gifts. "
    1
    Flag
  • bluemist73
    "I live in this area and also work here too. This is a great neighborhood with many friendly and helpful neighbors. It has a cul-de-sac and dead end so traffic light. "
    0
    Flag

Market trends in Aquebogue

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
16
1MoM

Home Value

Trulia Estimate
$1.01M
Since last month
Decreased$37K (-3.5%)
Since last year
Increased$43K (+4.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +94% in the last 10 years
MonthEstimated value
2026
September 2026$1.01M
August 2026$1.05M
July 2026$1.17M
June 2026$1.29M
May 2026$1.3M
April 2026$1.43M
March 2026$1.5M
February 2026$958K
January 2026$955K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
16 Primrose Lane, Riverhead, NY
0.07
Single-Family Home
$899,999
06/16/26
3
2.5
2,502
254 Meeting House Creek Road, Riverhead, NY
0.65
Single-Family Home
$810,000
08/31/26
4
2
2,200
250 Peconic Bay Boulevard, Riverhead, NY
0.24
Single-Family Home
$899,000
12/08/25
3
2.5
2,282
481 Peconic Bay Boulevard, Riverhead, NY
0.44
Single-Family Home
$650,000
04/08/26
2
2
1,327
16 Lovers Lane, Aquebogue, NY
0.16
Single-Family Home
$2,400,000
11/18/25
5
3.5
4,000
16 Lovers Ln, Riverhead, NY
0.16
Single-Family Home
$2,400,000
02/03/26
5
3.5
4,000
24 Jacobs Place, Aquebogue, NY
0.39
Single-Family Home
$899,000
01/15/26
3
4.5
2,434
33 Willow Street, Aquebogue, NY
0.40
Single-Family Home
$690,000
03/23/26
3
2
1,152

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
16 Primrose Lane, Riverhead, NY 11901
0.07
$899,999
3
2.5
2,502
Recently Sold
17 Leafy Way, Riverhead, NY 11901
0.10
-
3
2.5
1,618
Off Market
16 Lovers Lane, Aquebogue, NY 11931
0.16
$2,510,700
5
3.5
4,000
Off Market
16 Lovers Ln, Riverhead, NY 11901
0.16
$2,400,000
5
3.5
4,000
Recently Sold
The Peconic, Aquebogue, NY 11931
0.18
$1,800,000+
4
3.5
2,934
-
The Jamesport, Aquebogue, NY 11931
0.18
$1,800,000+
4
2.5
3,147
-
The Aquebogue, Aquebogue, NY 11931
0.18
$1,800,000+
4
4.5
3,511
-
The Southold, Aquebogue, NY 11931
0.18
$1,800,000+
4
3
3,609
-
255-255 Peconic Bay Blvd, Riverhead, NY 11901
0.17
-
-
-
-
Off Market
255 Peconic Bay Blvd, Aquebogue, NY 11931
0.22
$1,749,000
4
4.5
3,200
For Sale
250 Peconic Bay Boulevard, Riverhead, NY 11901
0.24
$899,000
3
2.5
2,282
Recently Sold

Price and Tax history

DateEventPrice
Sep 18, 2026
Source: OneKey® MLS as distributed by MLS GRID #1052245
Listed For Sale
$999,990
Sep 14, 2026
Source: OneKey® MLS as distributed by MLS GRID #970683
ListingRemoved
$1,100,000
Aug 21, 2026
Source: OneKey® MLS as distributed by MLS GRID #970683
PriceChange
$1,100,000
Price decreased by 10%
Jul 24, 2026
Source: OneKey® MLS as distributed by MLS GRID #970683
PriceChange
$1,225,000
Price decreased by 9%
May 22, 2026
Source: OneKey® MLS as distributed by MLS GRID #970683
PriceChange
$1,350,000
Price decreased by 8%

LGBTQ Local Legal Protections

Brandi Everett, Coldwell Banker American Homes, (631) 588-9090
Agent Phone: (631) 994-9799
Based on information submitted to the MLS GRID as of 2026-09-17 13:33:28 PDT 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. Some IDX listings have been excluded from this website. Click here for more information

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 55 Leafy Way

Skip to last item
Skip to first item

Frequently asked questions about 55 Leafy Way

  • What is the estimated monthly payment for 55 Leafy Way?
    Based on a $999,990 list price with 20% down at today's rates, the estimated monthly payment for 55 Leafy Way in Riverhead, NY is approximately $6,962 (about $5,345 principal & interest, $1,542 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Riverhead?
    Residents describe Riverhead, NY as easy to park in, quiet, and neighborly. Most residents say you need a car. See homes for sale in Riverhead, NY.
  • What are the closest schools to 55 Leafy Way?
    The closest schools to 55 Leafy Way in Riverhead, NY are Aquebogue Elementary School (Pre-K, rated 3/10), Pulaski Street Elementary School (rated 2/10), Riverhead Middle School (rated 3/10).
  • What is 55 Leafy Way estimated to be worth?
    Trulia's estimated value for 55 Leafy Way in Riverhead, NY is $1,011,500.
  • Does 55 Leafy Way have air conditioning?
    Yes, 55 Leafy Way in Riverhead, NY has air conditioning.
  • Does 55 Leafy Way have laundry facilities?
    Yes, 55 Leafy Way in Riverhead, NY has in-unit laundry.
55 Leafy Way, Riverhead, NY 11901 is a 5 bedroom, 2 bathroom, 2,214 sqft single-family home built in 1966. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Sep 18, 2026. The MLS # for this home is MLS# 1052245.