2803 RIDDLE DRIVE,Winter Park,Orange,Residential

$525,000
2803 RIDDLE DRIVE, Winter Park, FAIRSHORES PLACE

Overview

  • October 2, 2026
  • Updated On:
  • 41093
  • Property ID
  • 3
  • Bedrooms
  • 2.5
  • Bathrooms
  • 1,709 ft2
  • Property Size

Description

Under contract-accepting backup offers. 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: 2803 RIDDLE DRIVE
State/County:
Zip: 32789
Country: United States

Property Id: 41093
Price: $525,000
Property Size: 1,709 ft2
Property Lot Size: 0 ft2
Rooms: 7
Bedrooms: 3
Bathrooms: 2.5
ArchitecturalStyle: Florida
BathroomsFull: 2
BathroomsHalf: 1
BathroomsTotalInteger: 3
BedroomsTotal: 3
BuildingAreaTotal: 2109
CommunityFeatures: None
ConstructionMaterials: Block, Stucco
ContractStatusChangeDate: 2026-09-19
Cooling: Central Air
Country: United States
CoveredSpaces: 2
CumulativeDaysOnMarket: 71
DaysOnMarket: 71
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
GarageSpaces: 2
Heating: Central, Electric
HighSchool: Edgewater High
InternetAddressDisplayYN: 1
InternetAutomatedValuationDisplayYN: 1
InternetConsumerCommentYN: 1
InternetEntireListingDisplayYN: 1
Latitude: 28.596636
LaundryFeatures: In Garage
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
ListPrice: 525000
ListOfficePhone: 407-965-1155
ListingContractDate: 2026-07-09
ListingId: O6423829
ListingTerms: Cash, Conventional, FHA
LivingArea: 1709
LivingAreaSource: Estimated
LivingAreaUnits: Square Feet
Longitude: -81.387378
LotFeatures: In County, Landscaped, Oversized Lot, Sidewalk
LotSizeAcres: 0.25
LotSizeArea: 11050
LotSizeDimensions: 85 x 130
LotSizeSquareFeet: 11050
LotSizeUnits: Square Feet
MLSAreaMajor: 32789 - Winter Park
MiddleOrJuniorSchool: College Park Middle
MlsStatus: Pending
ModificationTimestamp: 2026-09-22T18:52:36.140Z
OnMarketDate: 2026-07-10
OriginalEntryTimestamp: 2026-07-10T15:20:50.007Z
OriginalListPrice: 589000
OriginatingSystemKey: stellar
OriginatingSystemName: Stellar MLS
OtherStructures: Shed(s), Storage
Ownership: Fee Simple
ParcelNumber: 022229260000040
ParkingFeatures: Garage Door Opener, Guest
PatioAndPorchFeatures: Deck, Patio, Porch
PetsAllowed: Yes
PhotosChangeTimestamp: 2026-07-22T04:59:40.677Z
PhotosCount: 28
PoolFeatures: Gunite, In Ground
PostalCode: 32789
PostalCodePlus4: 3303
PriceChangeTimestamp: 2026-09-10T00:42:51.630Z
RoadFrontageType: Street Paved
RoadSurfaceType: Paved, Asphalt
Roof: Shingle
RoomsTotal: 7
Sewer: Public Sewer
SourceSystemKey: 799565264
SpecialListingConditions: None
StateOrProvince: FL
StatusChangeTimestamp: 2026-09-22T18:52:36.140Z
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
UnparsedAddress: 2803 RIDDLE DRIVE
Utilities: Cable Available, Electricity Connected, Sprinkler Meter
WaterSource: Public
WindowFeatures: Blinds
YearBuilt: 1955
Zoning: R-1A

Outdoor Details
Garage Attached
Other Features
1
Cathedral Ceiling(s)
Crown Molding
Dishwasher
Disposal
Eating Space In Kitchen
Electric Water Heater
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Has Pool
High Ceilings
Irrigation System
Kitchen/Family Room Combo
Microwave
Open Floorplan
Primary Bedroom Main Floor
Refrigerator
Sliding Doors
Solid Wood Cabinets
Vaulted Ceiling(s)
Walk-In Closet(s)

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$2,691.78
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 2,035.53

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