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Property Description
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.
Full Property Details
Full Property Details for 332 Fleet Rd
General
- Price: $595,000
- Taxes: $4,919 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6414829
- Updated: Today (6/18/2026)
- Added to Site: Today
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 8
- Interior Features: Ceiling Fan(s), Split Bedroom, Walk-In Closet(s)
- Appliances: Dishwasher, Disposal, Microwave, Range, Refrigerator, Solar Hot Water Owned
- Furnishings: Unfurnished
- Flooring: Laminate, Terrazzo
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: In Garage
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, In Ground
Exterior
- Exterior Features: Irrigation System, Private Mailbox, Sidewalk, Sliding Doors
- Deck/Patio: Enclosed, Front Porch, Rear Porch
- Porch/Patio/Deck: Enclosed, Front Porch, Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Door Opener
Location
- Area: 32792 - Winter Park/Aloma
- County: Orange
- Development Name: 32792 - Winter Park/Aloma
- Subdivision: WINTER PARK PINES MERRIE OAKS
- Driving 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.
- Direction Faces: West
School Information
- Elementary School: Aloma Elem
- Middle School: Glenridge Middle
- High School: Winter Park High
Community
- Community Name: 32792 - Winter Park/Aloma
- Community Features: Pool
- Pet Restrictions: Check municipality for restrictions
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Connected, Sewer Connected, Water Connected
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Windows: Double Pane Windows
- Stories/Levels: One
- Square Feet: 2,355
- Sq. Ft. Source: Owner
- Year Built: 1966
Lot Features
- Lot Size (Acres): 0.2
- Lot Size (Sq. Ft.): 8,717
- Lot Size: 8717
- Street/Road Desc.: Asphalt
- Fencing (Description): Fenced
Financial Considerations
- Tax Amount: $4,919
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WINTER PARK PINES MERRIE OAKS SECTION UNIT THREE 1/76 LOT 6 BLOCK C
- Flood Zone Info: X
- APN: 42230942903060
- Property ID: 42230942903060
- Block/Lot/Section: C
Listed by Compass Florida Llc
Get Pre-Approved Today
Schools
Schools serving 332 Fleet Rd
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Aloma Elementary School 2949 Scarlet Road, Winter Park, FL 32792 | K-5 | 0.4 mi |
Glenridge Middle School 2900 Upper Park Road, Orlando, FL 32814 | 6-8 | 2 mi |
Winter Park High School 2100 Summerfield Road, Winter Park, FL 32792 | 9-12 | 1.1 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 332 Fleet Rd
Date
Details
Price
Change
Source
6/18/2026
Listed
$595,000
82.8%
MLS
8/01/2005
Sold
$325,500
—
Public Record
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
Tax History for 332 Fleet Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,919
5%
$326,534
6%
2024
$4,687
7%
$308,988
3%
2023
$4,363
6%
$299,988
6%
2021
$4,133
-2%
$282,767
-3%
2022
$4,205
2%
$291,250
4%
2021
$4,133
2%
$278,863
2%
2019
$4,049
1%
$272,593
2%
2018
$4,016
2%
$267,510
2%
2017
$3,956
-18%
$262,008
-4%
2016
$4,844
43%
$272,184
24%
2015
$3,380
-2%
$219,530
1%
2014
$3,434
2%
$217,788
2%
2013
$3,363
—
$214,569
—
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 332 Fleet Rd
332 Fleet Road, Winter Park, FL 32792 (MLS# O6414829) is a Single Family property with 4 bedrooms and 2 full bathrooms. 332 Fleet Road is currently listed for $595,000 and was received on June 18, 2026. Want to learn more about 332 Fleet Road? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

