224 Overlook Road

Off Market

224 Overlook Road

Winter Park FL 32789

1563 sq. ft.

6156 sq. ft.

Single-Family

Last sold for $645,000

Stephen Hachey, last sold this property on 05 December 2025 after 44 days on market.

Overview

Discover the timeless allure of this enchanting 2 bedroom, 1.5 bath home, built in 1936 and nestled in the heart of historic Winter Park steps from Lake Mizell. Located on one of the area's iconic brick-paved streets and surrounded by majestic oak trees, this Winter Park bungalow is a rare find. The home's classic design features original hard wood floors, original glass windows, a cozy wood-burning fireplace, and an abundance of natural light blending vintage charm with practical functionality. With its warm character and unbeatable location, this delightful property captures the essence of Winter Park living at its finest.

Features

2 bedrooms

2 bathrooms

1563 sq. ft. floor area

6156 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 2 bedroom single-family properties sold in Winter Park over the last 12 months, the estimated median property value of 224 Overlook Road is $530k.

Median value

$530k

Estimated value range

$200k - $1.25m

Median days on market

Estimated value trend

14%

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 224 Overlook Road

2025

Sold

$645,000

05 Dec 2025 by Stephen Hachey, of FLAT FEE MLS REALTY

2023

Sold

$494,000

26 Jan 2023 by JENNIFER S. SLOAN, of KELLY PRICE & COMPANY LLC

2022

Sold

$450,000

27 Jan 2022 by Dee Morgan, of KELLY PRICE & COMPANY LLC

Happy sellers in Winter Park

83%

83% 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 7 reviews in Winter Park over the last 12 months.

Local market activity for 2 bedroom single-family properties in Winter Park

In the last 12 months, 34 two-bedroom single-family properties similar to 224 Overlook Road, have been sold.

This represents a 29% increase in two-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Winter Park for a market analysis.

Lisa Gould

at KELLER WILLIAMS WINTER PARK

(204 reviews)

Get a market analysis

Justin Adams

(145 reviews)

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Andrew Livingston

at Coldwell Banker Realty - Winter Park

(16 reviews)

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Jennifer King

at CORCORAN PREMIER REALTY

(6 reviews)

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Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Winter Park

Lisa Gould

Sellers who recommend Lisa Gould have praised them for being local expert, clear communication, supportive, responsive, patient, reliable, and empathetic