Back 332 Fleet Road
Off Market

332 Fleet Road

Winter Park FL 32792

4
2
2
2704 sq. ft.
8717 sq. ft.
Single-Family
Last sold for $600,000
Melissa CondreyMelissa Condrey, last sold this property on 21 July 2026 after 33 days on market.

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.

Features

4 bedrooms
2 bathrooms
2 carspaces
2 garage spaces
2704 sq. ft. floor area
8717 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Winter Park over the last 12 months, the estimated median property value of 332 Fleet Road is $545k.

Median value
$545k
Estimated value range
$298k - $1.5m
Median days on market
23
Estimated value trend
2%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Winter Park. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 332 Fleet Road

2026
Sold
$600,000
21 Jul 2026 by Melissa Condrey, of COMPASS FLORIDA LLC
2014
Rented
Undisclosed
20 Oct 2014 by REAL ESTATE NAVIGATORS, INC.

Happy sellers in Winter Park

90%
90% of sellers in Winter Park reported that their sale price either exceeded or met their price expectations.

Winter Park stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 14 reviews in Winter Park over the last 12 months.

Local market activity for 4 bedroom single-family properties in Winter Park

In the last 12 months, 133 four-bedroom single-family properties similar to 332 Fleet Road, have been sold.

This represents a 19% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

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