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.
Sold for $645,000
$645,000
224 OVERLOOK ROAD, WINTER PARK, FL 32789
2beds
1,399sqft
Single Family Residence
Built in 1936
6,156 Square Feet Lot
$678,700 Zestimate®
$461/sqft
$3,496 Estimated rent
Home value
$678,700
$604,000 - $767,000
$3,496/mo
Zestimate® history
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$4,611/mo
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List your homeWhat's special
Abundance of natural lightOriginal glass windowsMajestic oak treesCozy wood-burning fireplaceOriginal hard wood floorsBrick-paved streets
Zillow last checked:
Listing updated:
Listed by:
Stephen Hachey 813-642-6030,
FLAT FEE MLS REALTY 813-642-6030
Bought with:
Claudio Maciel, 3510014
NOVA REAL ESTATE SERVICES INC
Source: Stellar MLS,MLS#: TB8439469
Originating MLS: Suncoast Tampa
Originating MLS: Suncoast Tampa
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Rooms
- Room types: Family Room
Primary bedroom
- Features: No Closet
- Level: First
- Area: 180 Square Feet
- Dimensions: 10x18
Bedroom 2
- Features: No Closet
- Level: First
- Area: 117 Square Feet
- Dimensions: 9x13
Bathroom 1
- Level: First
- Area: 56 Square Feet
- Dimensions: 7x8
Bathroom 2
- Level: First
- Area: 40 Square Feet
- Dimensions: 5x8
Dining room
- Level: First
- Area: 99 Square Feet
- Dimensions: 9x11
Family room
- Level: First
- Area: 306 Square Feet
- Dimensions: 17x18
Kitchen
- Level: First
- Area: 90 Square Feet
- Dimensions: 9x10
Living room
- Level: First
- Area: 220 Square Feet
- Dimensions: 11x20
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Refrigerator, Washer
- Laundry: In Garage
Features
- Eating Space In Kitchen, Thermostat
- Flooring: Tile, Hardwood
- Windows: Rods
- Has fireplace: Yes
- Fireplace features: Living Room, Wood Burning
Interior area
- Total structure area: 1,563
- Total interior livable area: 1,399 sqft
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Features
- Levels: One
- Stories: 1
- Exterior features: Storage
Lot
- Size: 6,156 Square Feet
- Features: City Lot
- Residential vegetation: Bamboo, Fruit Trees, Oak Trees
Details
- Additional structures: Shed(s)
- Parcel number: 052230850608020
- Zoning: R-1A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Crawlspace
- Roof: Shingle
Condition
- New construction: No
- Year built: 1936
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Public, Street Lights
Community & HOA
Community
- Security: Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: SYLVAN LAKE SHORES
HOA
- Has HOA: No
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $461/sqft
- Tax assessed value: $413,036
- Annual tax amount: $5,624
- Date on market: 10/21/2025
- Cumulative days on market: 3 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Brick, Paved
Price history
| Date | Event | Price |
|---|---|---|
| 12/5/2025 | Sold | $645,000-3%$461/sqft |
Source:  Stellar MLS #TB8439469 Report a problem | ||
| 10/24/2025 | Pending sale | $665,000$475/sqft |
Source: Stellar MLS #TB8439469 Report a problem | ||
| 10/21/2025 | Listed for sale | $665,000+34.6%$475/sqft |
Source: Stellar MLS #TB8439469 Report a problem | ||
| 1/26/2023 | Sold | $494,000-1%$353/sqft |
Source: Public Record Report a problem | ||
| 12/13/2022 | Pending sale | $499,000$357/sqft |
Source: Stellar MLS #O6062582 Report a problem | ||
| 10/18/2022 | Listed for sale | $499,000+10.9%$357/sqft |
Source: Stellar MLS #O6062582 Report a problem | ||
| 2/2/2022 | Sold | $450,000-9.8%$322/sqft |
Source: Public Record Report a problem | ||
| 12/14/2021 | Pending sale | $499,000$357/sqft |
Source: Stellar MLS #O5985358 Report a problem | ||
| 11/24/2021 | Listed for sale | $499,000$357/sqft |
Source: Stellar MLS #O5985358 Report a problem | ||
| 11/19/2021 | Pending sale | $499,000-5%$357/sqft |
Source: Stellar MLS #O5985358 Report a problem | ||
| 11/12/2021 | Listed for sale | $525,000+64.6%$375/sqft |
Source: Stellar MLS #O5985358 Report a problem | ||
| 10/16/2009 | Listing removed | $319,000$228/sqft |
Source: NRT Florida #O4897957 Report a problem | ||
| 8/13/2009 | Price change | $319,000-12.6%$228/sqft |
Source: NRT Florida #O4897957 Report a problem | ||
| 6/6/2009 | Price change | $365,000-8.5%$261/sqft |
Source: NRT Florida #O4897957 Report a problem | ||
| 4/17/2009 | Price change | $399,000-5%$285/sqft |
Source: NRT Florida #O4897957 Report a problem | ||
| 2/20/2009 | Listed for sale | $420,000+95.3%$300/sqft |
Source: NRT Florida #O4897957 Report a problem | ||
| 1/27/2004 | Sold | $215,000+13.2%$154/sqft |
Source: Public Record Report a problem | ||
| 3/21/2003 | Sold | $190,000+52%$136/sqft |
Source: Public Record Report a problem | ||
| 2/18/1997 | Sold | $125,000$89/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $5,624 +24.9% | $394,211 +21.9% |
| 2023 | $4,503 -12.6% | $323,455 -3% |
| 2022 | $5,155 +133.3% | $333,612 +85.9% |
| 2021 | $2,210 +0.1% | $179,438 +1.4% |
| 2020 | $2,208 +1.1% | $176,961 +2.3% |
| 2019 | $2,184 +0.9% | $172,982 +1.9% |
| 2018 | $2,165 | $169,757 -41.5% |
| 2017 | $2,165 +1.3% | $290,312 +0.4% |
| 2016 | $2,138 +2.3% | $289,146 +4.6% |
| 2015 | $2,091 -3.1% | $276,522 +30.6% |
| 2014 | $2,157 +2.6% | $211,775 +21.4% |
| 2013 | $2,103 +1.4% | $174,403 +12.2% |
| 2012 | $2,074 +0.1% | $155,417 +0.4% |
| 2011 | $2,072 -0.4% | $154,834 -3% |
| 2010 | $2,080 | $159,575 -23.4% |
| 2009 | -- | $208,429 -4.6% |
| 2008 | $2,939 -22.9% | $218,456 -6.7% |
| 2007 | $3,814 +9.6% | $234,264 +20.4% |
| 2006 | $3,479 -3.7% | $194,530 -0.5% |
| 2005 | $3,611 +11.5% | $195,437 +10.1% |
| 2004 | $3,239 +6% | $177,444 +2.5% |
| 2003 | $3,055 +26.8% | $173,088 +26.7% |
| 2002 | $2,409 +7.4% | $136,578 +8.8% |
| 2001 | $2,244 +0.9% | $125,521 +1.8% |
| 2000 | $2,224 | $123,347 |
Find assessor info on the county website
Neighborhood: 32789
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Nearby schools
GreatSchools rating
- 4/10Brookshire Elementary SchoolGrades: PK-5Distance: 1.2 mi
- 7/10Glenridge Middle SchoolGrades: 6-8Distance: 1.4 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 1.2 mi
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Estimated market value
$678,700
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Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$678,700
- Florida
- Orange County
- Winter Park
- 32789
- 224 OVERLOOK ROAD
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