To schedule a showing of 332 Fleet Road, Winter Park, Florida, Call David Shippey at 863-521-4517 TODAY!

Open House
Sat Jun 20th, 1:00pm - 3:00pm

$595,000 | 4 beds | 2 full baths | N/A half baths | 2,355 sqft

$595,000 No Recent Price Change
332 Fleet Road
Winter Park, FL 32792
  • 4Beds
  • 2.00Total Baths
  • 2 Full, 0 HalfBaths
  • 2,355SqFt
  • 1966Year Built
  • 0.20Acres
  • MLS# O6414829
  • Residential
  • SingleFamilyResidence
  • Active


Overview

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.



Open House Info

Openhouse Start Time:
  Saturday, June 20th, 2026 @ 1:00 PM

Openhouse End Time:
  Saturday, June 20th, 2026 @ 3:00 PM

Agriculture / Farm

Association Fees / Info

Community Features:  Pool, Sidewalks

Pets Allowed:  Yes

Bathroom Info

Total Baths:  2.00

Fullbaths:  2

Building Info

Window Features:  DoublePaneWindows

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Pool Features:  Gunite, InGround, Community

Patio:  RearPorch, Enclosed, FrontPorch

Pool Private:  Yes

Exterior Features:  SprinklerIrrigation

Fees / Restrictions

Financial

Original Price:  $595,000

Fencing:  Fenced

Garage / Parking

Parking Features:  Driveway, Garage, GarageDoorOpener

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Floors:  Laminate, Terrazzo

Levels:  One

Laundry Features:  InGarage

Interior Features:  CeilingFans, SplitBedrooms, WalkInClosets, SeparateFormalDiningRoom

Appliances:  Dishwasher, Disposal, Microwave, Range, Refrigerator, SolarHotWater

Lot Info

Direction Remarks:  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.

Lot Size Units:  Acres

Lot Size Acres:  0.2

Lot Sqft:  8,717

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  04

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block, Stucco

Stories:  1

Foundation:  Slab

Room Info

Total Rooms:  8

Sqft Info

Sqft:  2,355

Bulding Area Sqft:  2,704

Living Area Units:  SquareFeet

Living Area Source:  Owner

Tax Info

Tax Year:  2,025

Tax Lot:  6

Tax Legal Description:  WINTER PARK PINES MERRIE OAKS SECTION UNIT THREE 1/76 LOT 6 BLOCK C

Tax Block:  C

Tax Annual Amount:  4919

Tax Book Number:  1-47

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, ElectricityConnected, SewerConnected, WaterConnected

Waterfront / Water

Schools

Elem:  Aloma Elem

Middle:  Glenridge Middle

High:  Winter Park High

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.

This listing courtesy of Compass Florida Llc 

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On davidshippey.com since Thu, Jun 18th 2026
No Property History recorded for this listing.

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If you have any questions on 332 Fleet Road, Winter Park, Florida, please call David Shippey at 863-521-4517.


MLS# O6414829 located at 332 Fleet Road, Winter Park, Florida is brought to you by David Shippey REALTOR®

332 Fleet Road, Winter Park, Florida has 4 Beds, 2 Full Bath, and 0 Half Bath.
The MLS Number for 332 Fleet Road, Winter Park, Florida is O6414829.
The price for 332 Fleet Road, Winter Park, Florida is $595,000.
The status of 332 Fleet Road, Winter Park, Florida is Active.
The subdivision of 332 Fleet Road, Winter Park, Florida is Winter Park Pines Merrie Oaks.
The home located at 332 Fleet Road, Winter Park, Florida was built in 2026.