Joe Cremonese
GLOBAL PROPERTIES SALES & MGMT
(321) 320-7114
15 Total Sales
1 in Winter Park
$538,500 Price
224 Overlook Rd Winter Park, FL 32789
Winter Park Area
2
Beds
1.5
Baths
1,399
Sq Ft
6,156
Sq Ft Lot
Highlights
- Oak Trees
- Wood Flooring
- Eat-In Kitchen
- Winter Park High Rated A
- No HOA
- Shed
About This Home
As of December 2025Discover 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.
Last Agent to Sell the Property
FLAT FEE MLS REALTY Brokerage Phone: 813-642-6030 License #3389117 Listed on: 10/21/2025
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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
Ownership 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
Name
Owned For
Owner Type
Purchase Details
Listed on
Oct 21, 2025
Closed on
Dec 5, 2025
Sold by
Brunicardi Edward
Bought by
Seller's Agent
Stephen Hachey
FLAT FEE MLS REALTY
Buyer's Agent
Claudio Maciel
NOVA REAL ESTATE SERVICES INC
List Price
$665,000
Sold Price
$645,000
Premium/Discount to List
-$20,000
-3.01%
Views
20
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$17,986
Avg. Annual Appreciation
3.59%
Purchase Details
Listed on
Oct 18, 2022
Closed on
Jan 26, 2023
Sold by
Sheridan Stephen
Bought by
Brunicardi Edward
Seller's Agent
Jennifer Sloan
COMPASS FLORIDA LLC
Buyer's Agent
Jennifer Sloan
COMPASS FLORIDA LLC
List Price
$499,000
Sold Price
$494,000
Premium/Discount to List
-$5,000
-1%
Views
13
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
9.77%
Original Mortgage
$444,600
Interest Rate
6.31%
Mortgage Type
New Conventional
Purchase Details
Listed on
Nov 12, 2021
Closed on
Jan 27, 2022
Sold by
Maguire Rebecca and Rudolph Bieberle Guy
Bought by
Sheridan Stephen
Seller's Agent
Dee Morgan
KELLY PRICE & COMPANY LLC
Buyer's Agent
Nicole Wilbur
CHARLES RUTENBERG REALTY ORLANDO
List Price
$499,000
Sold Price
$450,000
Premium/Discount to List
-$49,000
-9.82%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
9.78%
Original Mortgage
$427,500
Interest Rate
3.45%
Mortgage Type
New Conventional
Purchase Details
Closed on
Jan 23, 2004
Sold by
Oshaughnessy Timothy and Oshaughnessy Joanna
Bought by
Montgomery Mary E
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$165,000
Interest Rate
5.85%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
Mar 20, 2003
Sold by
Stuart Paula
Bought by
Oshaughnessy Timothy and Oshaughnessy Joanna
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$171,000
Interest Rate
5.86%
Purchase Details
Closed on
Feb 18, 1997
Sold by
The Huntington National Bank
Bought by
Stuart Paula
Purchase Details
Closed on
Nov 15, 1996
Sold by
Clerk Of The Court
Bought by
Huntington National Bank
Purchase Details
Closed on
Sep 1, 1994
Sold by
Harding Patricia F Mccausland and Harding Patricia F
Bought by
Mccausland John M
Purchase Details
Closed on
Aug 17, 1994
Sold by
Mccausland Harding Patricia F and Harding Patricia F
Bought by
Mccausland John M
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Winter Park, FL
-
Joe Cremonese
-
Jarrett West
Jarrett West
1 ABLE REALTY LLC
(689) 220-2438
71 Total Sales
2 in Winter Park
$350K - $475K Price Range
-
Heather Unger, PA
Heather Unger, PA
Acme Real Estate Florida LLC
(321) 340-7550
302 Total Sales
2 in Winter Park
$77K - $730K Price Range
-
Vincent Cordaro
Vincent Cordaro
SERHANT
(631) 305-3066
73 Total Sales
1 in Winter Park
$500,000 Price
-
Jose Santana
Jose Santana
NORKIS & CO REALTY
(689) 220-7479
101 Total Sales
1 in Winter Park
$397,000 Price
-
Carlos German
Carlos German
EXP REALTY LLC
(689) 215-4464
368 Total Sales
1 in Winter Park
$495,000 Price
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 | $4,515 | None Listed On Document | |
| Warranty Deed | $494,000 | None Listed On Document | |
| 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 | -- | -- |
Source: Public Records
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 |
|---|---|---|---|
| Closed | $444,600 | New Conventional | |
| Previous Owner | $427,500 | New Conventional | |
| Previous Owner | $120,000 | New Conventional | |
| Previous Owner | $40,000 | Credit Line Revolving | |
| Previous Owner | $15,000 | Credit Line Revolving | |
| 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: Public Records
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 |
|---|---|---|---|---|---|
| 12/05/2025 12/05/25 | Sold | $645,000 | -3.0% | $461 / Sq Ft | |
| 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 |
Source: Stellar MLS
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 | $5,806 | $407,760 | $265,000 | $142,760 |
| 2025 | $5,806 | $420,270 | $265,000 | $155,270 |
| 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 |
Source: Public Records
Agents Affiliated with this Home
-
Stephen Hachey
Seller's Agent in 2025
Stephen Hachey
FLAT FEE MLS REALTY
(813) 863-3948
2,471 Total Sales
-
Claudio Maciel
Buyer's Agent in 2025
Claudio Maciel
NOVA REAL ESTATE SERVICES INC
(407) 574-2636
121 Total Sales
-
Jennifer Sloan
Seller's Agent in 2023
Jennifer Sloan
COMPASS FLORIDA LLC
(407) 810-8333
180 Total Sales
-
Dee Morgan
Seller's Agent in 2022
Dee Morgan
KELLY PRICE & COMPANY LLC
(407) 616-5526
24 Total Sales
-
Nicole Wilbur
Buyer's Agent in 2022
Nicole Wilbur
CHARLES RUTENBERG REALTY ORLANDO
(321) 356-0555
24 Total Sales
Map
Source: Stellar MLS
MLS Number: TB8439469
APN: 05-2230-8506-08-020
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
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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