2803 Riddle Dr Winter Park, FL 32789
Fairview Shores AreaEstimated payment $3,667/month
Highlights
- In Ground Pool
- Deck
- Florida Architecture
- Open Floorplan
- Cathedral Ceiling
- Main Floor Primary Bedroom
About This Home
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 Agent
CORCORAN PREMIER REALTY Brokerage Phone: 407-965-1155 License #3534499 Listed on: 07/10/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $6,477
Year Built
- Built in 1955
Lot Details
- 11,050 Sq Ft Lot
- Lot Dimensions are 85x130
- South Facing Home
- Fenced
- Mature Landscaping
- Oversized Lot
- Irrigation Equipment
- Landscaped with Trees
- Property is zoned R-1A
Parking
- 2 Car Attached Garage
- Garage Door Opener
- Guest Parking
Home Design
- Florida Architecture
- Slab Foundation
- Shingle Roof
- Block Exterior
- Stucco
Interior Spaces
- 1,709 Sq Ft Home
- Open Floorplan
- Crown Molding
- Cathedral Ceiling
- Wood Burning Fireplace
- Blinds
- Sliding Doors
- Great Room
- Family Room Off Kitchen
- Living Room with Fireplace
- Dining Room
- Crawl Space
- Laundry in Garage
Kitchen
- Eat-In Kitchen
- Microwave
- Dishwasher
- Solid Wood Cabinet
- Disposal
Flooring
- Carpet
- Travertine
Bedrooms and Bathrooms
- 3 Bedrooms
- Primary Bedroom on Main
- Walk-In Closet
- Shower
Pool
- In Ground Pool
- Gunite Pool
Outdoor Features
- Deck
- Patio
- Shed
- Porch
Schools
- Killarney Elementary School
- College Park Middle School
- Edgewater High School
Utilities
- Central Heating and Cooling System
- Electric Water Heater
- Cable TV Available
Community Details
- No Home Owners Association
- Fairshores Place Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 040
- Assessor Parcel Number 02-22-29-2600-00-040
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $6,477 | $373,110 | $105,000 | $268,110 |
| 2025 | $6,477 | $377,800 | $105,000 | $272,800 |
| 2024 | $5,529 | $365,570 | $105,000 | $260,570 |
| 2023 | $5,529 | $376,451 | $135,000 | $241,451 |
| 2022 | $4,901 | $320,448 | $115,000 | $205,448 |
| 2021 | $4,330 | $258,030 | $75,900 | $182,130 |
| 2020 | $2,439 | $183,262 | $0 | $0 |
| 2019 | $2,493 | $178,653 | $0 | $0 |
| 2018 | $2,469 | $175,322 | $0 | $0 |
| 2017 | $2,427 | $216,453 | $65,000 | $151,453 |
| 2016 | $2,399 | $168,184 | $32,000 | $136,184 |
| 2015 | $2,828 | $189,387 | $42,000 | $147,387 |
| 2014 | $1,795 | $88,403 | $29,000 | $59,403 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 07/20/2026 07/20/26 | Price Changed | $569,000 | -3.4% | $333 / Sq Ft | |
| 07/10/2026 07/10/26 | For Sale | $589,000 | 0.0% | $345 / Sq Ft | |
| 05/11/2025 05/11/25 | Rented | $2,800 | 0.0% | -- | |
| 05/09/2025 05/09/25 | Under Contract | -- | -- | -- | |
| 05/09/2025 05/09/25 | For Rent | $2,800 | 0.0% | -- | |
| 06/16/2014 06/16/14 | Off Market | $73,200 | -- | -- | |
| 09/12/2012 09/12/12 | Sold | $73,200 | 0.0% | $49 / Sq Ft | View Prior Sale |
| 07/24/2012 07/24/12 | Pending | -- | -- | -- | |
| 07/10/2012 07/10/12 | For Sale | $73,200 | -- | $49 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $229,900 | Pga Title Inc | |
| Warranty Deed | -- | Attorney | |
| Special Warranty Deed | $73,200 | Fidelity Natl Title Fl Inc | |
| Quit Claim Deed | -- | None Available | |
| Trustee Deed | -- | None Available | |
| Warranty Deed | $265,000 | Orlando Title Group Inc | |
| Trustee Deed | $194,231 | None Available | |
| Warranty Deed | $229,000 | Universal Land Title Inc |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $217,000 | New Conventional | |
| Closed | $225,735 | FHA | |
| Previous Owner | $53,000 | Credit Line Revolving | |
| Previous Owner | $212,000 | Purchase Money Mortgage | |
| Previous Owner | $45,800 | Stand Alone Second | |
| Previous Owner | $183,200 | Fannie Mae Freddie Mac |
Source: Stellar MLS
MLS Number: O6423829
APN: 02-2229-2600-00-040
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Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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