2803 RIDDLE DRIVE, WINTER PARK, FL 32789

$569,0003 Beds3 Baths1,709 Sq. Ft.$333 / sq. ft.

WINTER PARK, FL 32789 · MLS# O6423829 · Active · FAIRSHORES PLACE

Status
Active
Type
Single Family Residence
Year Built
1955
Days on Market
29
Lot Size
11,050 sqft
MLS #
O6423829
County
Orange

Description of 2803 RIDDLE DRIVE, WINTER PARK, FL 32789

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.

Property Details for 2803 RIDDLE DRIVE, WINTER PARK, FL 32789

Bathrooms Full
2
Bathrooms Half
1
Interior Features
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)
Appliances
Dishwasher, Disposal, Electric Water Heater, Microwave, Refrigerator
Flooring
Carpet, Travertine
Heating
Central, Electric
Cooling
Central Air
Furnished
Unfurnished
Architectural Style
Florida
Garage Spaces
2
Attached Garage
Yes
Parking Features
Garage Door Opener, Guest
Pool Features
Gunite, In Ground
Pool Private
Yes
Direction Faces
South

Building Information for 2803 RIDDLE DRIVE, WINTER PARK, FL 32789

Building Area Total
2109
Building Area Units
Square Feet
Association
No
Pets Allowed
Yes

Property Information for 2803 RIDDLE DRIVE, WINTER PARK, FL 32789

Lot Features
In County, Landscaped, Oversized Lot, Sidewalk
Lot Size Square Feet
11,050
Waterfront
No
View
No
Construction Materials
Block, Stucco
Roof
Shingle
Exterior Features
Irrigation System, Sliding Doors
Sewer
Public Sewer
Water Source
Public
New Construction
No

Public Records for 2803 RIDDLE DRIVE, WINTER PARK, FL 32789

Parcel Number
022229260000040
Tax Annual Amount
$6,477
Tax Year
2025
Tax Legal Description
FAIRSHORES PLACE T/87 LOT 4
Zoning
R-1A
County Or Parish
Orange

Schools Near 2803 RIDDLE DRIVE, WINTER PARK, FL 32789

Elementary School
Killarney Elem
Middle School
College Park Middle
High School
Edgewater High

School assignments are provided by the listing and should be independently verified.

Payment Calculator

Estimated Payment
$3,702/mo
Principal & Interest
$2,877
Property Taxes
$540
Home Insurance
$285

Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.

Location

2803 RIDDLE DRIVE, WINTER PARK, FL 32789 · See all Winter Park homes for sale

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More information about 2803 RIDDLE DRIVE, WINTER PARK, FL 32789

2803 RIDDLE DRIVE is a single family home for sale in WINTER PARK, FL 32789. This property was listed for sale on July 9, 2026 by CORCORAN PREMIER REALTY, it's currently listed at $569,000. This listing's school district is Orange Public Schools. Nearby schools include Killarney Elem, College Park Middle and Edgewater High. 2803 RIDDLE DRIVE is a 3-bed, 3-bath, 1,709 sqft single family home built in 1955.