2803 Riddle DriveWinter Park, FL 32789Price: $569,000

  • Price: $569,000
  • Est. Mortgage of $/month
  • 47 Days on Market
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$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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  • 3Bedrooms
  • 0.25Acreage
  • 3Bathrooms
  • 1955Year Built
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.
Listing Courtesy of CORCORAN PREMIER REALTY

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More Info

Location Information

  • Road Frontage DescriptionAsphalt, Paved

School Information

  • Elementary SchoolKillarney Elem
  • High SchoolEdgewater High
  • Junior HighCollege Park Middle

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential

Property

  • ZoningR-1A

Interior

  • Flooring Carpet, Travertine
  • Furnished Unfurnished

Utilities

  • Cooling Central Air
  • Heating Central, Electric
  • Laundry Features In Garage
  • Sewer Public Sewer
  • Utilities Cable Available, Electricity Connected, Sprinkler Meter
  • Water Source Public

Amenities

  • Appliances IncludedDishwasher, Disposal, Electric Water Heater, Microwave, Refrigerator
  • Community Features None
  • Other AmenitiesFireplace, Pool
  • Other Equipment Irrigation Equipment
  • PetsYes
  • Pool Features Gunite, In Ground

Other

  • Building Area Source Public Records
  • Date Listed07/10/2026
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code x
  • MFR Minimum Lease No Minimum
  • Status Change Timestamp2026-07-10T15:20:50
  • Vegetation Mature Landscaping, Trees/Landscaped
  • View Count2

Basic Information

  • List Price$569,000
  • ListingContractDate2026-07-09
  • MLS NumberO6423829
  • Mls Status Active
  • OriginalListPrice589000
  • PostalCodePlus43303
  • PublicSurveyRange29
  • StatusACT

Location

  • Address2803 Riddle Drive
  • AreaWinter Park
  • CountyOrange
  • Exterior Features Sliding Doors
  • StateFL
  • SubdivisionFairshores Place
  • TownWinter Park
  • Township 22
  • Zip32789

Property Information

  • Acreage0.25
  • Attached Garage YN Yes
  • Building Area Total 2,109
  • BuildingAreaUnitsSquare Feet
  • Fencing Fenced
  • LivingAreaUnitsSquare Feet
  • Lot DescriptionIn County, Landscaped, Oversized Lot, Sidewalk, Paved
  • Lot Size Dimensions 85x130
  • Lot Size Square Feet 11,050
  • MFR Living Area Meters 158
  • MFR Lot Size Square Meters 1027
  • MFR Total Acreage 1/4 to less than 1/2
  • Other Structures Shed(s), Storage
  • Square Feet1,709

Tax Information

  • MFR Association Fee Requirement None
  • Tax Year 2025
  • Taxes$6,477

Parking

  • Parking Features Garage Door Opener, Guest

Rooms

  • Bedrooms3
  • Full Bath2
  • Half Baths1

Building

  • Bathroom3
  • Construction Materials Block, Stucco
  • FireplaceLiving Room, Wood Burning
  • Fireplace YN Yes
  • Foundation Details Crawlspace, Slab
  • GarageYes
  • Garage Spaces2
  • Levels One
  • Patio And Porch Features Deck, Patio, Porch
  • Property StyleFlorida
  • RoofShingle
  • Rooms7
  • Window Features Blinds
  • Year Built1955

Water Body

  • MFR Water Access YN No
  • Pool Private YN Yes
  • Water ViewNo
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of August 25, 2026 1:08 PM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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