332 FLEET ROAD, Winter Park, FL 32792

• 4 beds |
• 2 baths |
• 2,355 sqft

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.

Listing Status:

Active

Date Added:

June 18, 2026

Data Last Updated:

June 20, 2026 at 7:21AM

Listing Office:

COMPASS FLORIDA LLC : 407-203-9441

Listing Agent:

Melissa Condrey : 407-505-9339

MLS ID:

O6414829

Interior

• General: Ceiling Fans(s)Split BedroomWalk-In Closet(s)
• Rooms: Den/Library/OfficeFlorida RoomFormal Dining Room Separate
• Appliances: DishwasherDisposalMicrowaveRangeRefrigeratorSolar Hot Water
• Laundry: In Garage
• Flooring: LaminateTerrazzo
• A/C: Central Air
• Heating: Central

Exterior

• General: Private MailboxSidewalkSliding Doors
• Other Structures: EnclosedFront PorchRear Porch
• Pool: GuniteIn Ground
• Parking: DrivewayGarage Door Opener

Construction

• Roofing: Shingle
• Windows: Double Pane Windows
• General: BlockStuccoOneSlab

Location

• Road/Access: Asphalt
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-1AWINTER PARK PINES MERRIE OAKS SECTION UNIT THREE 1/76 LOT 6 BLOCK C04-22-30-9429-03-060
• Fencing: Fenced

Utilities

• Utilities: Cable AvailableElectricity ConnectedSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple