Tucked away on a quiet dead-end street in sought-after Winter Park Pines, this beautifully maintained 4-bedroom/ 2 bath pool home offers the perfect blend of privacy, updates, and location. Designed with a desirable split floor plan, the home provides separation between the primary suite and secondary bedrooms while offering comfortable spaces for everyday living and entertaining. The kitchen is positioned to overlook the backyard and pool, creating an inviting setting for both daily life and gatherings. Inside, you'll find timeless terrazzo and laminate flooring throughout, beautiful plantation shutters at the front of the home, plus a dedicated home office or flex space just outside the kitchen. Towards the back of the home you will find a versatile climate-controlled four-seasons room overlooking the backyard and pool provides even more flexibility for today's lifestyle. Whether you need a playroom, fitness area, hobby room, or additional living/dining space, this home offers room to adapt to your needs. Set on a spacious FULLY FENCED lot with mature landscaping, the property is beautiful from the moment you pull up. The private pool and expansive backyard create an ideal outdoor retreat for relaxing and entertaining year-round. Major improvements provide peace of mind, including a NEW ROOF (2021), ALL NEW WINDOWS (2025), NEW HVAC SYSTEM (2025), and EXTERIOR PAINT (2023). Additional energy-saving features include a solar-assisted hot water system helping contribute to lower monthly utility costs. Location is everything, and this home delivers. Just steps from the Cady Way Trail, you'll enjoy easy access to miles of biking, jogging, and walking paths. Nearby Cady Way Park offers tennis, pickleball, athletic fields, playgrounds, and recreation facilities. Conveniently located just minutes from Downtown Winter Park, Park Avenue, Winter Pines Golf Club, Baldwin Park, AdventHealth Winter Park, Full Sail University, shopping, dining, and SR-417. Situated in a well-established neighborhood with NO HOA, this home offers a rare opportunity to enjoy the Winter Park lifestyle with exceptional convenience and charm.
Single-familyProperty Type
1966Year Built
8,717 sq ftLot Size
$255Price/Sq.Ft.
2 car garageParking
Listed by Melissa Condrey• COMPASS FLORIDA LLC
Contact: 407-203-9441
Bought with John McDade• FANNIE HILLMAN & ASSOCIATES
Est. $2,369 per month, based on comparable rentals
Sale and tax history for 332 Fleet Rd
Sale History
Tax History
Date
Event
Price
Stellar MLS as Distributed by MLS Grid #O6414829
Jul 21, 2026
Sold
$600,000
$255/sq ft
Jun 23, 2026
Pending
—
Jun 18, 2026
Listed
$595,000
$253/sq ft
Public Records
Sep 2, 2005
Sold
$325,500
$138/sq ft
Public Records
Aug 1, 1978
Sold
$57,000
$24/sq ft
Public Records
Jun 1, 1966
Sold
$24,900
$11/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$4,919 (+5.0%)
2024
$4,687 (+7.4%)
2023
$4,363 (+3.8%)
2022
$4,205 (+1.8%)
2021
$4,133 (+5.0%)
2020
$3,935 (−2.8%)
2019
$4,049 (+0.8%)
2018
$4,016 (+1.5%)
2017
$3,956 (−18.3%)
2016
$4,844 (+43.3%)
2015
$3,380 (−1.6%)
2014
$3,434 (+2.1%)
2013
$3,363 (+0.6%)
2012
$3,344
Public record
Public record
Zoning
Beds
4
Baths
2
Stories
1
Lot width
—
Lot depth
—
Lot size
8,717 Sq. Ft.
Year renovated
1990
Sq. Ft.
1,931
Year built
1966
Style
Single Family Residential
County
Orange County
APN
302204942903060
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 17, 2026.
R-1A
Single-Family Dwelling Districts
The areas included within R-1-A single-family dwelling districts are intended to be single-family residential areas with large lots and low population densities. Certain structures and uses required to serve educational, religious, utilities and noncommercial recreational needs of such areas are permitted within the districts as special exceptions.
Permitted uses
Include but are not limited to:
Livestock production
Housing-Single unit
Fire house
Police station
Property details
Parking
Parking Information
Parking Features: Driveway, Garage Door Opener
Garage Spaces: 2
Has Attached Garage
Has Garage
Interior
Virtual Tour
Bedroom Information
# of Bedrooms: 4
Bathroom Information
# of Full Baths (Total): 2
Laundry Room Information
Laundry Features: In Garage
Other Rooms Information
Additional Rooms: Den/Library/Office,Florida Room,Formal Dining Room Separate
Utilities: Cable Available, Electricity Connected, Sewer Connected, Water Connected
Location
Multi-Unit Information
Unit Number YN: 0
Furnished: Unfurnished
HOA Information
MFR_Association2YN: 0
Association Approval Required Y/N: 0
School Information
Elementary School: Aloma Elem
Middle Or Junior High School: Glenridge Middle
High School: Winter Park High
Location Information
Directions: From I-4, take Exit 87 for Fairbanks Ave and head east. Continue on Fairbanks Ave, turn righ tonto tanger, right onto abbey rd, left onto fleet.
Community Information
Community Features: Pool
Pets Allowed: Yes
Public facts
Beds: 4
Baths: 2.0
Sq. Ft.: 1,931
Stories: 1.0
Lot Size: 8,717 square feet
Style: Single Family Residential
Year Built: 1966
Year Renovated: 1990
County: Orange County
APN: 302204942903060
Home facts updated by county records on Aug 17, 2026
Other
Miscellaneous Information
Third Party YN: 1
Listing Information
Attribution Contact: 407-203-9441
Previous Status: Pending
Backups Requested YN: 1
Listing Date Information
Days to Contract: 3
Status Contractual Search Date: 2026-07-21
Listing Price Information
Calculated List Price By Calculated Sq Ft: 252.65
Green Information
Green Verification Count: 0
Direction Faces: West
Home Information
Living Area: 2355
Living Area Units: Square Feet
Living Area Source: Owner
Living Area Meters: 218.79
Building Area Total: 2704
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Levels: One
Around this home
Schools
Aloma Elementary School
Public PreK-5 • Assigned • 0.4mi
4/10
Glenridge Middle School
Public 6-8 • Assigned • 2.0mi
7/10
Winter Park High School
Public 9-12 • Assigned • 1.1mi
7/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
9/10 Heat Factor
7 days above 107° expected this year, 22 days in 30 years
9/10 Wind Factor
99% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Winter Park, FL • 32792
Average low and high temperatures (°F)
68
48
74
54
80
60
84
64
90
72
91
75
92
76
91
76
89
75
83
68
78
60
74
55
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
97/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 10% for direct sun exposure in Winter Park. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
11 hrs
8.2 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$603,000 – $730,000
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