2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
2803 RIDDLE DR
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$569,000

2803 RIDDLE DR

3 Beds 3 Baths 1,709 Sq.Ft. 0.25 Acres

Open House

7/26/2026 1:00PM - 2:00PM EDT

Description

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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Location

2803 RIDDLE DR, WINTER PARK, FL 32789

Status

For Sale
Allison (George) Gourlay

Allison (George) Gourlay

TITLE

REALTOR®

LICENSE

SL3534499

Property Amenities

Interior
Laundry room In Garage
Fireplace Living Room, Wood Burning
Appliances Dishwasher, Disposal, Electric Water Heater, Microwave, Refrigerator
Flooring Carpet, Travertine
Total Bedrooms: 3
Half Bathrooms: 1
Full Bathrooms: 2
Other Interior Features Cathedral Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Vaulted Ceiling(s), Walk-In Closet(s)
Area & Lot
Open house

7/26/2026 1:00PM - 2:00PM EDT

Total area 2,109 Sq.Ft.
Lot Area 0.25 Acres
Living area 1,709 Sq.Ft.
MLS® ID O6423829
Year Built 1955
High School Edgewater High
Middle School College Park Middle
Elementary School Killarney Elem
Architecture Styles Florida
Type Residential
Status For Sale
Exterior
Stories 1
Pool Gunite, In Ground
Air conditioning Central Air
Heat type Central, Electric
Water Source Public
Garage Space 2.0
Sewer Public Sewer
Other Exterior Features Sliding Doors
Parking Garage Door Opener, Guest
Lot Features In County, Landscaped, Oversized Lot, Sidewalk, Paved
Roof Shingle
Utilities Cable Available, Electricity Connected, Sprinkler Meter
Finance
Sales Price $569,000
Real Estate Tax $6,477 yearly
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Schedule a Showing

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.

Thank you for your interest in 2803 RIDDLE DR, WINTER PARK, FL 32789. We are reviewing your request and will be in touch shortly!

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Winter Park

A historic, charming city with brick-lined streets, boutique shopping, fine dining, and Rollins College.