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!
Sold for $3,550,000
$3,550,000
443 LAKEWOOD DRIVE, WINTER PARK, FL 32789
3beds
2,803sqft
Single Family Residence
Built in 1954
0.61 Acres Lot
$-- Zestimate®
$1,267/sqft
$7,133 Estimated rent
Home value
Not available
Estimated sales range
Not available
$7,133/mo
Zestimate® history
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List your homeWhat's special
Serene lakefront livingFamily roomEnsuite bathroomBreathtaking lake viewsFormal dining roomExpansive primary retreatDual closets
Zillow last checked:
Listing updated:
Listed by:
Jenny Lake 407-607-4878,
FANNIE HILLMAN & ASSOCIATES 407-644-1234
Bought with:
Meg Dolan, 3212634
FANNIE HILLMAN & ASSOCIATES
Source: Stellar MLS,MLS#: O6287149
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
Rooms
- Room types: Family Room, Florida Room, Dining Room, Living Room
Primary bedroom
- Description: Room1
- Features: En Suite Bathroom, Dual Closets
- Level: First
- Dimensions: 16x20
Bedroom 2
- Description: Room2
- Features: En Suite Bathroom, Coat Closet
- Level: First
- Dimensions: 11x16
Bedroom 3
- Description: Room3
- Features: En Suite Bathroom, Coat Closet
- Level: First
- Dimensions: 12x13
Dining room
- Description: Room4
- Level: First
- Dimensions: 12x14
Family room
- Description: Room6
- Level: First
- Dimensions: 15x23
Florida room
- Description: Room8
- Level: First
- Dimensions: 13x20
Kitchen
- Description: Room5
- Features: Pantry
- Level: First
- Dimensions: 14x12
Living room
- Description: Room7
- Level: First
- Dimensions: 14x27
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Cooktop, Dishwasher, Disposal, Dryer, Freezer, Range, Refrigerator, Washer
- Laundry: In Garage
Features
- Eating Space In Kitchen, Primary Bedroom Main Floor, Solid Wood Cabinets
- Flooring: Carpet, Linoleum, Tile
- Doors: Sliding Doors
- Windows: Drapes, Rods, Window Treatments
- Has fireplace: Yes
- Fireplace features: Living Room, Wood Burning
Interior area
- Total structure area: 3,853
- Total interior livable area: 2,803 sqft
Property
Parking
- Total spaces: 2
- Parking features: Bath In Garage, Driveway, Garage Door Opener, On Street
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: One
- Stories: 1
- Patio & porch: Front Porch, Patio
- Exterior features: Irrigation System, Private Mailbox, Rain Gutters
- Fencing: Chain Link
- Has view: Yes
- View description: Water, Lake
- Has water view: Yes
- Water view: Water,Lake
- Waterfront features: Lake - Chain of Lakes, Lake Privileges, Skiing Allowed
- Body of water: LAKE OSCEOLA
Lot
- Size: 0.61 Acres
- Dimensions: 120 x 252 x 95 x 242
- Features: City Lot, Landscaped
- Residential vegetation: Fruit Trees, Mature Landscaping, Oak Trees, Trees/Landscaped
Details
- Additional structures: Boat House
- Parcel number: 302205647601050
- Zoning: R-1AAA
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch,Traditional
- Property subtype: Single Family Residence
Materials
- Block, Brick
- Foundation: Crawlspace, Slab
- Roof: Shingle
Condition
- Fixer
- New construction: No
- Year built: 1954
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Sprinkler Meter, Water Connected
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: OSCEOLA SHORES SEC 03
HOA
- Has HOA: No
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $1,267/sqft
- Tax assessed value: $1,770,201
- Annual tax amount: $27,245
- Date on market: 3/7/2025
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 3/24/2025 | Sold | $3,550,000+1.4%$1,267/sqft |
Source:  Stellar MLS #O6287149 Report a problem | ||
| 3/8/2025 | Pending sale | $3,500,000$1,249/sqft |
Source: Stellar MLS #O6287149 Report a problem | ||
| 3/7/2025 | Listed for sale | $3,500,000$1,249/sqft |
Source: Stellar MLS #O6287149 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $27,580 +0.2% | $1,770,201 -0.2% |
| 2023 | $27,530 +5.7% | $1,773,031 +5.3% |
| 2022 | $26,036 +7.8% | $1,683,817 +10% |
| 2021 | $24,143 -1.9% | $1,530,743 -0.2% |
| 2020 | $24,601 -2% | $1,533,564 -0.4% |
| 2019 | $25,110 +3.6% | $1,539,036 +9.6% |
| 2018 | $24,239 | $1,404,059 -8.9% |
| 2017 | $24,239 +3.6% | $1,540,683 +0% |
| 2016 | $23,396 +4.2% | $1,540,680 +18.3% |
| 2015 | $22,463 +31.1% | $1,302,325 +31.9% |
| 2014 | $17,135 +12.1% | $987,444 +13.3% |
| 2013 | $15,280 +13% | $871,810 +8.4% |
| 2012 | $13,527 -0.7% | $804,367 -0.6% |
| 2011 | $13,624 +4.9% | $808,985 -1.1% |
| 2010 | $12,987 | $818,210 -3.5% |
| 2009 | -- | $847,967 -20.5% |
| 2008 | $12,024 +1.8% | $1,066,866 -6.5% |
| 2007 | $11,816 -6.6% | $1,141,209 +3% |
| 2006 | $12,654 -0.2% | $1,108,021 +17.2% |
| 2005 | $12,678 +4.4% | $945,012 +0.4% |
| 2004 | $12,149 +5.5% | $941,230 +0.3% |
| 2003 | $11,517 +2.6% | $938,139 +17.4% |
| 2002 | $11,230 +0.3% | $798,959 +1.6% |
| 2001 | $11,194 +2.2% | $786,255 +1.2% |
| 2000 | $10,949 | $776,889 |
Find assessor info on the county website
Neighborhood: 32789
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Nearby schools
GreatSchools rating
- 7/10Lakemont Elementary SchoolGrades: K-5Distance: 0.8 mi
- 6/10Maitland Middle SchoolGrades: 6-8Distance: 2.3 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 1.6 mi
Schools provided by the listing agent
- Elementary: Lakemont Elem
- Middle: Maitland Middle
- High: Winter Park High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
- Florida
- Orange County
- Winter Park
- 32789
- 443 LAKEWOOD DRIVE
