2803 RIDDLE DRIVE, WINTER PARK, Orange, Residential
  • $589,000

Overview

Property ID: O6423829
  • Single Family Residence
  • Type
  • 3
  • Bedrooms
  • 2.5
  • Bathrooms
  • 2
  • Garages
  • 1637 Square Feet
  • Area Size

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.

  • Address: RIDDLE
  • City: WINTER PARK
  • State/county: Orange
  • Zip/Postal Code: 32789
  • Area: FAIRSHORES PLACE

Details

Updated on July 22, 2026 at 6:57 am
  • Property ID O6423829
  • Price $589,000
  • Property Size 1637 Square Feet
  • Land Area 0.25 Square Feet
  • Bedrooms 3
  • Bathrooms 2.5
  • Garages 2
  • Year Built 1955
  • Type Single Family Residence
  • Property Status Residential, Active

Additional details

  • ArchitecturalStyle Florida
  • BathroomsFull 2
  • BathroomsHalf 1
  • BuildingAreaTotal 2109
  • CommunityFeatures None
  • ConstructionMaterials Block, Stucco
  • ContractStatusChangeDate 2026-07-10
  • Cooling Central Air
  • CoveredSpaces 2
  • CumulativeDaysOnMarket 2
  • DaysOnMarket 2
  • DirectionFaces South
  • Directions From Fairbanks take a right onto Wymore then take a left onto Riddle Drive. The home will be on your right.
  • ElementarySchool Killarney Elem
  • Fencing Fenced
  • FireplaceFeatures Living Room, Wood Burning
  • Flooring Carpet, Travertine
  • FoundationDetails Crawlspace, Slab
  • Furnished Unfurnished
  • Heating Central, Electric
  • HighSchool Edgewater High
  • InternetAddressDisplayYN 1
  • InternetAutomatedValuationDisplayYN 1
  • InternetConsumerCommentYN 1
  • InternetEntireListingDisplayYN 1
  • LaundryFeatures In Garage
  • LeaseConsideredYN 1
  • Levels One
  • ListAOR Orlando Regional
  • ListAgentAOR Orlando Regional
  • ListAgentEmail allie@jenniferkingteam.com
  • ListAgentFullName Allie George
  • ListAgentKey 5b168f7f363993531d1e50aa543245ec
  • ListAgentMlsId 261233461
  • ListAgentPreferredPhone 407-457-4815
  • ListOfficeKey 2a05b1cee8dcf752fab0c0dd6a8e4591
  • ListOfficeMlsId 261010505
  • ListOfficeName CORCORAN PREMIER REALTY
  • ListOfficePhone 407-965-1155
  • ListingContractDate 2026-07-09
  • ListingKey 3520f084b879b9de532d0cbc75a48126
  • ListingTerms Cash, Conventional, FHA
  • LivingAreaSource Public Records
  • LotFeatures In County, Sidewalk
  • LotSizeArea 11050
  • LotSizeDimensions 85 x 130
  • LotSizeSquareFeet 11050
  • MLSAreaMajor 32789 - Winter Park
  • MiddleOrJuniorSchool College Park Middle
  • MlsStatus Active
  • ModificationTimestamp July 12, 2026 at 02:02pm
  • OnMarketDate 2026-07-10
  • OriginalEntryTimestamp July 10, 2026 at 03:20pm
  • OriginalListPrice 589000
  • OriginatingSystemKey stellar
  • OriginatingSystemName Stellar MLS
  • Ownership Fee Simple
  • ParcelNumber 022229260000040
  • ParkingFeatures Garage Door Opener, Guest
  • PatioAndPorchFeatures Deck, Patio, Porch
  • PetsAllowed Yes
  • PhotosChangeTimestamp July 10, 2026 at 03:23pm
  • PhotosCount 35
  • PoolFeatures Gunite, In Ground
  • PostalCode 32789
  • PostalCodePlus4 3303
  • RoadFrontageType Street Paved
  • RoadSurfaceType Paved, Asphalt
  • Roof Shingle
  • RoomsTotal 7
  • Sewer Public Sewer
  • SourceSystemKey 799565264
  • SpecialListingConditions None
  • StateOrProvince FL
  • StatusChangeTimestamp July 10, 2026 at 03:20pm
  • StreetName RIDDLE
  • StreetNumber 2803
  • StreetNumberNumeric 2803
  • StreetSuffix DRIVE
  • TaxAnnualAmount 6477
  • TaxBlock 00
  • TaxBookNumber 000T/0087
  • TaxLegalDescription FAIRSHORES PLACE T/87 LOT 4
  • TaxLot 040
  • TaxYear 2025
  • Utilities Cable Available, Electricity Connected, Sprinkler Meter
  • WaterSource Public
  • Zoning R-1A

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