Seller's Agent in 2025
Stephen Hachey
FLAT FEE MLS REALTY
(813) 863-3948
6 in this area
2,763 Total Sales
224 Overlook Rd Winter Park, FL 32789
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
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
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Oct 21, 2025
Closed on
Dec 5, 2025
Sold by
Brunicardi Edward F
Bought by
Auravale Capital Llc
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
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
6.57%
Purchase Details
Listed on
Oct 18, 2022
Closed on
Jan 26, 2023
Sold by
Sheridan Stephen J
Bought by
Brunicardi Edward F
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 M
Bought by
Sheridan Stephen J
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
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Purchase History
| 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
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $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: Public Records
Property History
| 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
| 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 | $417,407 | -- | -- |
| 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
-
Claudio Maciel
Buyer's Agent in 2025
Claudio Maciel
NOVA REAL ESTATE SERVICES INC
(407) 574-2636
2 in this area
104 Total Sales
-
Jennifer Sloan
Seller's Agent in 2023
Jennifer Sloan
COMPASS FLORIDA LLC
(407) 810-8333
82 in this area
192 Total Sales
-
Dee Morgan
Seller's Agent in 2022
Dee Morgan
KELLY PRICE & COMPANY LLC
(407) 616-5526
9 in this area
24 Total Sales
-
Nicole Wilbur
Buyer's Agent in 2022
Nicole Wilbur
CHARLES RUTENBERG REALTY ORLANDO
(321) 356-0555
1 in this area
26 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.
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.
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
Nearby Homes
- 185 Sylvan Blvd
- 250 Cortland Ave
- 1399 Aloma Ave
- 516 Henkel Cir
- 473 Fletcher Place
- 446 Alberta Dr
- 1751 Goodrich Ave
- 1810 Hollywood Ave
- 1822 Greenwich Ave
- 660 Osceola Ave Unit 101
- 244 Osceola Ct
- 1840 Anzle Ave
- 132 Burks Cir
- 1770 Bryan Ave
- 1760 Bryan Ave
- 1571 Lasbury Ave
- 1780 Bryan Ave
- 1836 Grinnell Terrace
- 147 S Interlachen Ave Unit 202
- 457 E New England Ave