$589,000

2803 RIDDLE DR, Winter Park, FL 32789

Active
3
Beds
3
Baths
1,637
Sq Ft
$359
Per Sq Ft
1955
Built
2
Days Listed
2
Garage
0.25
Acres

About This Property

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.

Facts & Features

Interior
Bedrooms3
Full Bathrooms2
Half Bathrooms1
Interior Sq Ft1,637
Total Structure Area2,109 sqft
FireplaceYes
FlooringCarpet, Travertine
HeatingCentral, Electric
CoolingCentral Air
AppliancesDishwasher, Disposal, Electric Water Heater
LaundryIn Garage
Interior FeaturesCathedral Ceiling(s), Crown Molding, Kitchen/Family Room Combo, Open Floorplan,
Property
Construction
Utilities
Community & HOA
Financial & Listing Details

Rooms

Room types: Bedroom 2, Bedroom 3, Dining Room, Great Room, Kitchen, Primary Bathroom, Primary Bedroom

Bedroom 2
LevelFirst
Dimensions11x11
FlooringCarpet
Bedroom 3
LevelFirst
Dimensions12x11
FlooringCarpet
Dining Room
LevelFirst
Dimensions13x9
FlooringTravertine
Great Room
LevelFirst
Dimensions18x12
FlooringTravertine
Kitchen
LevelFirst
Dimensions14x10
FlooringTravertine
Primary Bathroom
LevelFirst
FlooringTravertine
FeaturesShower No Tub
Primary Bedroom
LevelFirst
Dimensions12x12
FlooringCarpet

Schools

ElementaryKillarney Elem
High SchoolEdgewater High B
School assignments and grades are informational — verify boundaries with the school district before purchasing.

Price History

Jul 10, 2026 Listed $589,000

Listed by CORCORAN PREMIER REALTY · MLS# O6423829

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Properties displayed may be listed or sold by various participants in the MLS

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Listing information © 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved. Data deemed reliable but not guaranteed. Last updated: 2026-07-12.
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Florida Property Finder · LPT Realty, LLC
Mike Valdes
Mike Valdes
Florida Property Finder · LPT Realty
(813) 548-5618
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