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$3,500,000
9 Days On Site

443 LAKEWOOD DRIVE
WINTER PARK, FL 32789

For Sale|Single Family Residence|Pending
3
Beds
3
Full Baths
2
Partial Baths
2,803
SqFt
$1,249
/SqFt
1954
Built
Subdivision:
OSCEOLA SHORES SEC 03
County:
Orange

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443 LAKEWOOD DRIVE443 LAKEWOOD DRIVE443 LAKEWOOD DRIVE443 LAKEWOOD DRIVE
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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!

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Listing Snapshot
Price 
$3,500,000
Days On Site 
9 Days
Bedrooms 
3
Inside Area (SqFt) 
2,803 sqft
Total Baths 
5
Full Baths 
3
Partial Baths 
2
Lot Size 
0.61 Acres
Year Built 
1954
MLS® Number 
O6287149
Status 
Pending
Property Tax 
$27,245.16
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
a week agoListing updated with changes from the MLS®
a week agoStatus changed to Pending
a week agoListing first seen on site
General Features
Acres 
0.61
Attached Garage 
Yes
Direction Faces 
South
Disclosures 
Flood DisclosureLead PaintSeller Property Disclosure
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Number Of Stories 
1
Parking 
DrivewayGarage Door OpenerOn StreetAttached
Pets 
Yes
Property Condition 
Fixer
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
3853
Stories 
One
Style 
RanchTraditional
Utilities 
Cable AvailableElectricity ConnectedPhone AvailableSewer ConnectedWater Connected
Water Source 
Public
Zoning 
R-1AAA
Interior Features
Appliances 
CooktopDishwasherDisposalDryerFreezerRangeRefrigeratorWasher
Basement 
Crawl Space
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Living RoomWood Burning
Flooring 
CarpetLinoleumTile
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Eat-in Kitchen
Laundry Features 
In Garage
Window Features 
Window CoveringsDrapesWindow Treatments
Bedroom 2 
Dimensions - 11x16Level - FirstDescription - Room2
Bedroom 3 
Dimensions - 12x13Level - FirstDescription - Room3
Dining Room 
Dimensions - 12x14Level - FirstDescription - Room4
Family Room 
Dimensions - 15x23Level - FirstDescription - Room6
Florida Room 
Dimensions - 13x20Level - FirstDescription - Room8
Kitchen 
Dimensions - 14x12Level - FirstFeatures - PantryDescription - Room5
Living Room 
Dimensions - 14x27Level - FirstDescription - Room7
Master Bedroom 
Dimensions - 16x20Level - FirstDescription - Room1
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Exterior Features
Construction Details 
BlockBrick
Exterior 
Rain GuttersDock
Fencing 
Chain Link
Lot Features 
LandscapedPavedWaterfront
Other Structures 
Boat House
Patio And Porch 
Front PorchPatio
Roof 
Shingle
View 
LakeWater
Waterfront 
Yes
Waterfront Features 
Lake PrivilegesLake
Waterview 
LakeWater
Windows/Doors 
Window CoveringsDrapesWindow Treatments
Community Features
Financing Terms Available 
CashConventional
MLS Area 
32789 - Winter Park
Roads 
AsphaltPaved
Township 
22
Schools
School District
Unknown
Elementary School
Lakemont Elem
Middle School
Maitland Middle
High School
Winter Park High
Listing courtesy of FANNIE HILLMAN & ASSOCIATES 4076074878



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-03-16 05:25 PM EDT

Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
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