224 Overlook Rd Winter Park, FL 32789
Estimated payment $3,957/month
Highlights
- Very Popular Property
- Oak Trees
- No HOA
- Winter Park High Rated A+
- Wood Flooring
- Eat-In Kitchen
About This Home
Discover the timeless allure of this enchanting 2 bedroom, 1.5 bath home, built in 1936 and nestled in the heart of historic Winter Park steps from Lake Mizell. Located on one of the area's iconic brick-paved streets and surrounded by majestic oak trees, this Winter Park bungalow is a rare find. The home's classic design features original hard wood floors, original glass windows, a cozy wood-burning fireplace, and an abundance of natural light blending vintage charm with practical functionality. With its warm character and unbeatable location, this delightful property captures the essence of Winter Park living at its finest.
Listing Agent
FLAT FEE MLS REALTY Brokerage Phone: 813-642-6030 License #3389117 Listed on: 10/21/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $5,624
Year Built
- Built in 1936
Lot Details
- 6,156 Sq Ft Lot
- West Facing Home
- Street paved with bricks
- Oak Trees
- Bamboo Trees
- Fruit Trees
- Property is zoned R-1A
Parking
- Driveway
Home Design
- Shingle Roof
- Wood Siding
Interior Spaces
- 1,399 Sq Ft Home
- 1-Story Property
- Wood Burning Fireplace
- Rods
- Family Room
- Living Room with Fireplace
- Dining Room
- Crawl Space
- Fire and Smoke Detector
Kitchen
- Eat-In Kitchen
- Range
- Dishwasher
- Disposal
Flooring
- Wood
- Tile
Bedrooms and Bathrooms
- 2 Bedrooms
Laundry
- Laundry in Garage
- Dryer
- Washer
Outdoor Features
- Shed
Utilities
- Central Heating and Cooling System
- Thermostat
- Electric Water Heater
Community Details
- No Home Owners Association
- Sylvan Lake Shores Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 2 / H
- Assessor Parcel Number 05-22-30-8506-08-020
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| 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 |
|---|---|---|---|---|
| 2025 | $5,624 | $405,643 | -- | -- |
| 2024 | $4,503 | $405,643 | -- | -- |
| 2023 | $4,503 | $323,455 | $0 | $0 |
| 2022 | $5,155 | $333,612 | $250,000 | $83,612 |
| 2021 | $2,210 | $179,438 | $0 | $0 |
| 2020 | $2,120 | $176,961 | $0 | $0 |
| 2019 | $2,184 | $172,982 | $0 | $0 |
| 2018 | $2,165 | $169,757 | $0 | $0 |
| 2017 | $2,138 | $290,312 | $221,000 | $69,312 |
| 2016 | $2,091 | $289,146 | $221,000 | $68,146 |
| 2015 | $2,141 | $276,522 | $211,000 | $65,522 |
| 2014 | $2,157 | $211,775 | $160,000 | $51,775 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 10/24/2025 10/24/25 | Pending | -- | -- | -- | |
| 10/21/2025 10/21/25 | For Sale | $665,000 | +34.6% | $475 / Sq Ft | |
| 01/26/2023 01/26/23 | Sold | $494,000 | -1.0% | $353 / Sq Ft | View Prior Sale |
| 12/13/2022 12/13/22 | Pending | -- | -- | -- | |
| 10/18/2022 10/18/22 | For Sale | $499,000 | +10.9% | $357 / Sq Ft | |
| 01/27/2022 01/27/22 | Sold | $450,000 | -9.8% | $322 / Sq Ft | View Prior Sale |
| 12/12/2021 12/12/21 | Pending | -- | -- | -- | |
| 11/24/2021 11/24/21 | For Sale | $499,000 | 0.0% | $357 / Sq Ft | |
| 11/20/2021 11/20/21 | Pending | -- | -- | -- | |
| 11/19/2021 11/19/21 | Price Changed | $499,000 | -5.0% | $357 / Sq Ft | |
| 11/12/2021 11/12/21 | For Sale | $525,000 | -- | $375 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $494,000 | -- | |
| Warranty Deed | $450,000 | None Listed On Document | |
| Warranty Deed | $215,000 | Alliance Title Services Ltd | |
| Warranty Deed | $190,000 | Alliance Title Services Ltd | |
| Warranty Deed | $125,000 | -- | |
| Deed | $100 | -- | |
| Warranty Deed | -- | -- | |
| Warranty Deed | -- | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $444,600 | New Conventional | |
| Previous Owner | $427,500 | New Conventional | |
| Previous Owner | $165,000 | Purchase Money Mortgage | |
| Previous Owner | $171,000 | No Value Available | |
| Previous Owner | $100,000 | New Conventional | |
| Previous Owner | $100,915 | New Conventional |
Source: Stellar MLS
MLS Number: TB8439469
APN: 05-2230-8506-08-020
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Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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