2803 RIDDLE DRIVE Winter Park, FL $ 569,000
2803 RIDDLE DRIVE
$ 569,000
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2803 RIDDLE DRIVE

Winter Park, FL, 32789
$ 569,000
Bedrooms3 Baths2.1 Sq 1,709

Monthly Estimate*

$ 3,593

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Single Family Home for sale in Winter Park, FL

for $569,000 with 3 bedrooms and 2 full baths, 1 half bath. This 1,709 square foot home was built in 1955 on a lot size of 0.25.

Life in Winter Park is about more than just where you live—it's about how you live. At 2803 Riddle Drive, that lifestyle comes together with an inviting open floor plan, a private full fenced backyard with a pool designed for year-round enjoyment, and a location that's just minutes from everything that makes Winter Park one of Central Florida's most desirable communities. The heart of the home is a bright, open living space where the kitchen, dining, and living areas flow effortlessly together around a wood-burning fireplace. Filled with natural light and designed for connection, it's a space that feels equally suited for lively gatherings, holiday celebrations, or quiet evenings at home. Step outside and discover what truly sets this property apart. A sparkling private pool and a fully fenced quarter-acre yard that creates an outdoor retreat that's increasingly hard to find. Whether you're entertaining friends, watching children or pets play, or simply enjoying a peaceful morning by the pool, this backyard offers the space and privacy to enjoy Florida living the way it was meant to be. Thoughtful updates—including a new roof (2022), HVAC system (2022), fresh interior paint, and updated lighting—provide peace of mind while leaving opportunities for the next owner to make the home uniquely their own. Ideally located just minutes from Park Avenue's dining and boutiques, Lake Killarney, Hillstone, College Park and major commuter routes, this home offers exceptional convenience without sacrificing the character and charm that make Winter Park so special. With a private pool, two-car garage, generous outdoor space, and an open floor plan that truly lives for entertaining, 2803 Riddle Drive offers a rare opportunity to enjoy the Winter Park lifestyle at an exceptional value.

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Single Family Active

Price

$ 569,000

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 Microwave Refrigerator
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
Other Structures Shed(s) Storage
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 Eating Space In Kitchen High Ceilings 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
Window Features Blinds
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 Landscaped Oversized Lot 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

Email

Affordability Calculator

$4,132
Per Month
87%
13%
0%
Monthly Principal & Interest
$3,593
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
7/20/2026$569,000 -3.40% Price Down
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 $569,000 with 1,709 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