443 LAKEWOOD, WINTER PARK, FL 32789

$3,500,000

Beds: 3

Baths: 3 Full / 2 Half

Sq. Ft.: 2,803 Sq. Ft.

Year Built: 1954

Lot Size: 0.61 Acres

Garage: 2

Pool: No

DOM: 0

Property Overview

Status: Closed

Property Type: Residential

MLS #: 80b8bef8d80757aaa3bff506c8dbbbc7

Subdivision: OSCEOLA SHORES SEC 03

County: Orange

HOA Fee: N/A

Year Built: 1954

Construction: Block, Brick

Foundation: Crawlspace, Slab

Roof: Shingle

Cooling: Central Air

Heating: Central, Electric

Sewer: Public Sewer

Water Source: Public

Zoning: R-1AAA

Tax Amount: $27,245.16 (2024)

Date Sold: Mar 24, 2025

Sold Price: $3,550,000

Listed On: Mar 7, 2025

Description

This single-story home offers serene lakefront living with approximately 95 feet of prime water frontage on beautiful Lake Osceola. Whether you enjoy watersports, boating, or simply relaxing by the water, this property can provide the true joy of lakefront living. The grandfathered boat dock provides a rare opportunity for transformation, perfect for customizing your ideal lakeside retreat. The home boasts breathtaking lake views from the primary retreat, family room, dining room, and Florida room, providing a seamless connection to nature. Upon entering, you're greeted by a spacious living room that flows effortlessly into the family room. Adjacent to the living room is a formal dining room, ideal for entertaining guests. The expansive primary retreat has dual closets. Across from the primary, a generously sized bedroom features its own ensuite bathroom. The kitchen, located off the dining room, also captures stunning views of the lake, making it a delightful space. An additional bedroom with an ensuite bathroom provides privacy and comfort, while a half bath is conveniently located near this bedroom. A second half bathroom is situated in the garage. A recent update includes a new roof installed in 2022. The property spans .61 acres, providing plenty of room for future development. Located on one of Winter Park's most beautiful streets, this home is just a short walk from the charming shops and restaurants of Park Avenue and Rollins College. Experience the best of lakeside living and the vibrant Winter Park community from this stunning property. Opportunity awaits the buyer of this gorgeous property!

Exterior Features

Irrigation System, Private Mailbox, Rain Gutters, Sliding Doors

Directions

Left on to E Fairbanks Ave, continue onto E Osceola Ave., continue onto Brewer Ave (Brewer Ave turns slightly right and becomes Aloma Ave), turn left onto Alberta Drive, turn left onto Lakewood Dr

School Information

Elementary: Lakemont Elem

Middle: Maitland Middle

High: Winter Park High

Location

Get Directions View on Google Maps

Mortgage Estimator

*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.

Listing Information

Provided Courtesy of:

FANNIE HILLMAN & ASSOCIATES

Listing Agent: Jenny Lake

Information is deemed reliable but not guaranteed. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data last updated: February 18, 2026, 3:43 am UTC

MLS Source: Stellar MLS Copyright © 2026

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