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$569,000
11 Days On Site

2803 RIDDLE DRIVE
WINTER PARK, FL 32789

For Sale|Single Family Residence|Active
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
1,637
SqFt
$348
/SqFt
1955
Built
Subdivision:
FAIRSHORES PLACE
County:
Orange
Call Now: (647) 360-6433
Is this the listing for you? We can help make it yours.
(647) 360-6433
2803 RIDDLE DRIVE2803 RIDDLE DRIVE2803 RIDDLE DRIVE2803 RIDDLE DRIVE
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Mortgage Calculator

Monthly Payment (Est.)

$2,596
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

Welcome to 2803 Riddle Drive, where thoughtful updates, timeless charm, and an exceptional Winter Park location come together to create the perfect place to call home. Situated on an oversized lot, this beautifully maintained three-bedroom, two-and-a-half-bath residence offers a spacious floor plan, a two-car garage, and a sparkling private pool designed for year-round Florida living. Step inside to discover a bright, inviting interior featuring fresh paint throughout, brand-new carpeting, and all-new designer light fixtures. The functional layout provides comfortable living spaces for everyday living while offering the ideal setting for entertaining family and friends. Large windows fill the home with natural light, creating a warm and welcoming atmosphere. Step outside to your own private backyard retreat. The oversized, fully fenced yard offers endless possibilities for relaxing, entertaining, gardening, or enjoying sunny Florida afternoons by the pool. A storage shed provides additional space for lawn equipment, tools, or seasonal items, making the backyard as functional as it is enjoyable. Thoughtfully maintained over the years, the home also features a newer roof, newer HVAC system, fresh interior paint, new carpeting, and updated light fixtures, giving the next owner added peace of mind and the opportunity to move right in. Conveniently located just minutes from beautiful Lake Killarney, the shops and restaurants of Park Avenue, and premier shopping and dining throughout Winter Park, this home also offers quick access to i4 and 408, making commuting throughout Central Florida simple and convenient. For investors or buyers seeking future rental potential, the property has been consistently leased since 2017, generating $2,800 per month in rental income, demonstrating its strong desirability and investment appeal. Offering the perfect blend of modern updates, outdoor living, and an unbeatable location, 2803 Riddle Drive is truly move-in ready and waiting for its next owner to call it home.

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Listing Snapshot
Price 
$569,000
Days On Site 
11 Days
Bedrooms 
3
Inside Area (SqFt) 
1,637 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
0.25 Acres
Year Built 
1955
MLS® Number 
O6423829
Status 
Active
Property Tax 
$6,477
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
yesterdayListing updated with changes from the MLS®
yesterdayPrice changed to $569,000
2 weeks agoListing first seen on site
General Features
Acres 
0.25
Attached Garage 
Yes
Direction Faces 
South
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
One
Parking 
Garage Door OpenerGuestAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
2109
Style 
Florida
Utilities 
Cable AvailableElectricity Connected
Water Source 
Public
Zoning 
R-1A
Interior Features
Appliances 
DishwasherDisposalElectric Water Heater
Basement 
Crawl Space
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Living RoomWood Burning
Flooring 
Carpet
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Cathedral Ceiling(s)Crown MoldingOpen FloorplanVaulted Ceiling(s)Walk-In Closet(s)
Laundry Features 
In Garage
Bedroom 2 
Dimensions - 11x11Level - First
Bedroom 3 
Dimensions - 12x11Level - First
Dining Room 
Dimensions - 13x9Level - First
Great Room 
Dimensions - 18x12Level - First
Kitchen 
Dimensions - 14x10Level - First
Master Bathroom 
Level - First
Master Bedroom 
Dimensions - 12x12Level - First
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Exterior Features
Construction Details 
BlockStucco
Fencing 
Fenced
Lot Features 
Paved
Patio And Porch 
DeckPatioPorch
Pool Features 
GuniteIn GroundPrivate
Private Pool 
Yes
Roof 
Shingle
Community Features
Community Features 
None
Financing Terms Available 
CashConventionalFHA
MLS Area 
32789 - Winter Park
Roads 
AsphaltPaved
Township 
22
Schools
School District
Unknown
Elementary School
Killarney Elem
Middle School
College Park Middle
High School
Edgewater High
Listing courtesy of CORCORAN PREMIER REALTY (407) 457-4815



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 2026, Stellar MLS.
Last checked: 2026-07-21 06:18 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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