2803 RIDDLE DRIVE Winter Park, FL $ 589,000
2803 RIDDLE DRIVE
$ 589,000
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2803 RIDDLE DRIVE

Winter Park, FL, 32789
$ 589,000
Bedrooms3 Baths2.1 Sq 1,637

Monthly Estimate*

$ 3,719

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Single Family Home for sale in Winter Park, FL

for $589,000 with 3 bedrooms and 2 full baths, 1 half bath. This 1,637 square foot home was built in 1955 on a lot size of 0.25.

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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Single Family Active

Price

$ 589,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 6,477

Style

Florida

Lot Size

0.25

Year Built

1955

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6423829

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities Cable Available Electricity Connected Sprinkler Meter
Roof Shingle
Appliances Dishwasher Disposal Electric Water Heater
Zoning R-1A
Garage Spaces 2
Patio/Porch Features Deck Patio Porch
Architectural Style Florida
Pool Features Gunite In Ground
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 1955
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features None
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name FAIRSHORES PLACE
Facing Direction South
Garage Y/N true
Total Rooms 7
Full Baths 2
Status Active
Directions From Fairbanks take a right onto Wymore then take a left onto Riddle Drive. The home will be on your right.
High School Edgewater High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 11050
Carport Y/N false
Listing Terms Cash Conventional FHA
Elementary School Killarney Elem
Land Lease Y/N false
Tax Annual Amount 6477
Home Warranty Y/N false
Middle/Junior High School College Park Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 040
Legal Description FAIRSHORES PLACE T/87 LOT 4
Minimum Lease No Minimum
Water Access Y/N false
Water View Y/N false
Flood Zone Code x
In Law Suite YN false
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Interior
Interior Amenities Cathedral Ceiling(s) Crown Molding Kitchen/Family Room Combo Open Floorplan Primary Bedroom Main Floor Solid Wood Cabinets Vaulted Ceiling(s) Walk-In Closet(s)
Flooring Carpet Travertine
Furnished Y/N Unfurnished
Fireplace Features Living Room Wood Burning
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features In Garage
Total Bedrooms 3
Total Baths 3
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Exterior
Exterior Amenities Irrigation System Sliding Doors
Vegetation Mature Landscaping Trees/Landscaped
Fencing Fenced
Parking Features Garage Door Opener Guest
Lot Features In County Sidewalk
Water Source Public
Lot Size Area 11050
Foundation Details Crawlspace Slab
Building Area Total 2109
Lot Dimensions 85 x 130
Lot Size Acres 0.25
Road Surface Type Paved Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
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* Excluded Features
List By
allie@jenniferkingteam.com

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Affordability Calculator

$4,259
Per Month
87%
13%
0%
Monthly Principal & Interest
$3,719
Monthly Property Taxes
$540
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Edgewater High High School High School
Pricing History
DatePricePrice ChangeDescription
7/10/2026$589,000 Listed Price

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2803 RIDDLE DRIVE, Winter Park, FL, 32789 is a Single Family Home for sale at $589,000 with 1,637 sqft and a lot size of 0.25. 2803 RIDDLE DRIVE has 3 bedrooms, 2.1 baths, and was built in 1955. The property's zip code is 32789 which is in Winter Park, FL