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443 Lakewood Drive

Winter Park, FL 32789

3 beds
5 baths
2,803 sqft
~1/2 acre lot
$1,266 per sqft
1954 build
– on site

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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!

Listing courtesy of STELLAR_MLS / FANNIE HILLMAN & ASSOCIATES

Last checked: Checking… • Last updated Mar 24, 2025 •

MLS# O6287149 —

The Building

Year Built:

1954
New Construction:

false
Architectural Style:

Ranch
Construction Materials:

Block
Levels:

One
Stories Total:

1
Roof:

Shingle
Foundation Details:

Crawlspace
Window Features:

Drapes
Patio And Porch Features:

Front Porch
Building Area Total:

3853
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Eating Space In Kitchen
Furnished:

Unfurnished
Flooring:

Carpet
Additional Rooms:

Family Room
Fireplace:

true
Fireplace Features:

Living Room

Room Dimensions

Living Area:

2803
Living Area Units:

Square Feet
Living Area Source:

Public Records

Location

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
Latitude:

28.601779
Longitude:

-81.340897
Coordinates:

-81.340897, 28.601779

The Property

Parcel Number:

302205647601050
Property Type:

Residential
Property Subtype:

Single Family Residence
Property Condition:

Fixer
Property Attached:

false
Lot Features:

City Lot
Lot Size Acres:

0.61
Lot Size Area:

26572
Lot Size SqFt:

26572
Lot Size Dimensions:

120 x 252 x 95 x 242
Lot Size Units:

Square Feet
Total Acres:

1/2 to less than 1
Zoning:

R-1AAA
Direction Faces:

South
View:

Water
View:

true
Exterior Features:

Irrigation System
Fencing:

Chain Link
Vegetation:

Fruit Trees
Water Source:

Public
Road Responsibility:

Public Maintained Road
Road Surface Type:

Paved
Road Frontage Type:

Street Paved
Flood Zone Code:

AE/X
Flood Zone Panel:

12095C0255F
Additional Parcels:

false
Homestead:

false
Lease Restrictions:

false
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

5
Tax Block:

A
Tax Legal Description:

OSCEOLA SHORES SECTION 3 S/87 LOT 5 BLKA
Tax Book Number:

S/87
Tax Annual Amount:

27245.16

Beds

Bedrooms Total:

3

Baths

Total Baths:

4
Total Baths:

5
Full Baths:

3
Half Baths:

2

The Listing

Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

BB/HS Internet Available
Sewer:

Public Sewer

Appliances

Appliances:

Cooktop
Laundry Features:

In Garage

Schools

Elementary School:

Lakemont Elem
Middle Or Junior School:

Maitland Middle
High School:

Winter Park High

The Community

Subdivision Name:

OSCEOLA SHORES SEC 03
Senior Community:

false
Waterview:

Lake
Waterview:

true
Water Access:

Lake
Water Access:

true
Water Extras:

Boathouse
Water Body Name:

LAKE OSCEOLA
Waterfront:

true
Waterfront Features:

Lake
Spa:

false
Pool Private:

false
Pets Allowed:

Yes
Pet Restrictions:

Reach out to the city of Winter Park for more information on rules and regulations for pets.
Association:

false
Ownership:

Fee Simple
Waterfront Feet Total:

190

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

2
Carport:

false
Covered Spaces:

2
Open Parking:

true
Parking Features:

Bath In Garage

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Utility Costs

$234/mo.

Estimate provided by ClearlyEnergy

View a full report

Sale history

Date	Event	Source
3/24/25 Mar 24, 2025	Sold	STELLAR_MLS
3/7/25 Mar 7, 2025	Pending	STELLAR_MLS
3/7/25 Mar 7, 2025	Listed / Active	STELLAR_MLS

House Sold on 3/24/2025

$3,550,000

Listing provided by broker:

Jenny Lake

FANNIE HILLMAN & ASSOCIATES

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Listing Courtesy of: STELLAR_MLS and FANNIE HILLMAN & ASSOCIATES.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively 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. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.

443 Lakewood Drive

Winter Park, FL 32789