To schedule a showing of 2803 Riddle Drive, Winter Park, Florida, Call David Shippey at 863-521-4517 TODAY!
$569,000 | 3 beds | 2 full baths | 1 half baths | 1,709 sqft
Winter Park, FL 32789
- 3Beds
- 3.00Total Baths
- 2 Full, 1 HalfBaths
- 1,709SqFt
- 1955Year Built
- 0.25Acres
- MLS# O6423829
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market13 days
- Area32789 - Winter Park
- CountyOrange
- Subdivision Fairshores Place
Overview
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.
Agriculture / Farm
Association Fees / Info
Community Features: None, Sidewalks
Pets Allowed: Yes
Bathroom Info
Total Baths: 3.00
Fullbaths: 2
Building Info
Window Features: Blinds
Roof: Shingle
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Style: Florida
Pool Features: Gunite, InGround
Patio: Deck, Patio, Porch
Pool Private: Yes
Exterior Features: SprinklerIrrigation
Fees / Restrictions
Financial
Original Price: $589,000
Fencing: Fenced
Garage / Parking
Parking Features: Garage, GarageDoorOpener, Guest
Attached Garage: Yes
Garage: Yes
Green / Env Info
Interior Features
Fireplace Desc: LivingRoom, WoodBurning
Fireplace: Yes
Floors: Carpet, Travertine
Levels: One
Laundry Features: InGarage
Interior Features: BuiltInFeatures, CrownMolding, CathedralCeilings, EatInKitchen, HighCeilings, KitchenFamilyRoomCombo, MainLevelPrimary, OpenFloorplan, VaultedCeilings, WalkInClosets, WoodCabinets
Appliances: Dishwasher, ElectricWaterHeater, Disposal, Microwave, Refrigerator
Lot Info
Direction Remarks: From Fairbanks take a right onto Wymore then take a left onto Riddle Drive. The home will be on your right.
Lot Size Units: Acres
Lot Size Acres: 0.25
Lot Sqft: 11,050
Est Lotsize: 85x130
Vegetation: PartiallyWooded
Lot Desc: OutsideCityLimits, OversizedLot, Landscaped
Misc
Other
Other Structures: Sheds, Storage
Equipment: IrrigationEquipment
Special Conditions: None
Other Rooms Info
Basement: CrawlSpace
Property Info
Section: 02
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Construction Materials: Block, Stucco
Stories: 1
Foundation: Crawlspace, Slab
Human Modified: Yes
Room Info
Total Rooms: 7
Sqft Info
Sqft: 1,709
Bulding Area Sqft: 2,109
Living Area Units: SquareFeet
Living Area Source: Estimated
Tax Info
Tax Year: 2,025
Tax Lot: 040
Tax Legal Description: FAIRSHORES PLACE T/87 LOT 4
Tax Block: 00
Tax Annual Amount: 6477
Tax Book Number: 000T/0087
Unit Info
Utilities / Hvac
Heating: Central, Electric
Water Source: Public
Sewer: PublicSewer
Cool System: CentralAir
Cooling: Yes
Heating: Yes
Utilities: CableAvailable, ElectricityConnected
Waterfront / Water
Directions
From Fairbanks take a right onto Wymore then take a left onto Riddle Drive. The home will be on your right.This listing courtesy of Corcoran Premier Realty
MLS# O6329628 
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MLS IDX data last updated on 07-23-2026 8:03 PM EST.
If you have any questions on 2803 Riddle Drive, Winter Park, Florida, please call David Shippey at 863-521-4517.
MLS# O6423829 located at 2803 Riddle Drive, Winter Park, Florida is brought to you by David Shippey REALTOR®
2803 Riddle Drive, Winter Park, Florida has 3 Beds, 2 Full Bath, and 1 Half Bath.
The MLS Number for 2803 Riddle Drive, Winter Park, Florida is O6423829.
The price for 2803 Riddle Drive, Winter Park, Florida is $569,000.
The status of 2803 Riddle Drive, Winter Park, Florida is Active.
The subdivision of 2803 Riddle Drive, Winter Park, Florida is Fairshores Place.
The home located at 2803 Riddle Drive, Winter Park, Florida was built in 2026.