Landlord's Agent in 2026
Julie Bombardo
PREMIER SOTHEBY'S INTL. REALTY
(407) 230-6696
9 in this area
32 Total Sales
220 Overlook Rd Winter Park, FL 32789
Estimated Value: $695,621
2
Beds
2
Baths
1,393
Sq Ft
$499/Sq Ft
Est. Value
Highlights
- Deck
- Family Room with Fireplace
- Main Floor Primary Bedroom
- Winter Park High Rated A
- Wood Flooring
- Stone Countertops
About This Home
As of April 2026Charming Cape Cod–style home available for lease in the heart of Winter Park. Ideally located just one block from Lake Mizell and moments from Park Avenue and Rollins College, this residence offers an exceptional lifestyle surrounded by premier shops, dining, and local amenities.
The home features a spacious and inviting floor plan with a large living room, sunroom or dining area, and two generously sized bedroom suites. Interior highlights include beautiful hardwood floors, quartz countertops, walk-in closets, custom built-ins, and a private screened-in porch, perfect for relaxing or entertaining. Additional features include a one-car saltbox detached garage equipped with a utility sink, washer, and dryer. If you’re seeking a character-rich home in an unbeatable location, this is truly a special opportunity.
Last Agent to Rent the Property
PREMIER SOTHEBY'S INTL. REALTY Brokerage Phone: 407-644-3295 License #3221921 Listed on: 12/09/2025
Home Details
Home Type
- Single Family
Year Built
- Built in 1938
Lot Details
- 6,196 Sq Ft Lot
- Street paved with bricks
Parking
- 1 Car Garage
Interior Spaces
- 1,393 Sq Ft Home
- Shades
- Shutters
- French Doors
- Family Room with Fireplace
- Combination Dining and Living Room
- Den
- Wood Flooring
Kitchen
- Eat-In Kitchen
- Dinette
- Range with Range Hood
- Dishwasher
- Stone Countertops
Bedrooms and Bathrooms
- 2 Bedrooms
- Primary Bedroom on Main
- Walk-In Closet
- 2 Full Bathrooms
Laundry
- Laundry in Garage
- Dryer
- Washer
Outdoor Features
- Deck
- Screened Patio
- Side Porch
Schools
- Brookshire Elementary School
- Glenridge Middle School
- Winter Park High School
Utilities
- Central Heating and Cooling System
- Thermostat
Community Details
- No Home Owners Association
- Sylvan Lake Shores Subdivision
Listing and Financial Details
- Residential Lease
- Security Deposit $3,600
- Property Available on 9/22/23
- The owner pays for grounds care
- 12-Month Minimum Lease Term
- Available 4/1/26
- $75 Application Fee
- Assessor Parcel Number 05-22-30-8506-08-031
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Closed on
Feb 23, 2015
Sold by
Schoknecht Patricia A
Bought by
220 Overlook Llc
Current Estimated Value
Purchase Details
Closed on
Sep 16, 2009
Sold by
Jowaisas Elizabeth R
Bought by
Schoknecht Patricia A
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$240,000
Interest Rate
5.22%
Mortgage Type
New Conventional
Purchase Details
Closed on
May 27, 2003
Sold by
Gildart Anita Taylor and Gildart David
Bought by
Jowaisas Elizabeth R
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$185,000
Interest Rate
5.79%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
Jul 7, 1999
Sold by
Price Kelly L
Bought by
Taylor Anita T
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$180,000
Interest Rate
7.23%
Mortgage Type
New Conventional
Purchase Details
Closed on
May 9, 1995
Sold by
Jahn George N
Bought by
Jahn Frances Ann
Purchase Details
Closed on
Jun 18, 1994
Sold by
Barton Christopher
Bought by
Price Kelly Lynne and Pricebarton Kelly Lynne
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Home Values in the Area
Average Home Value in this Area
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 | Buyer | Sale Price | Title Company |
|---|---|---|---|
| 220 Overlook Llc | $370,000 | Attorney | |
| Schoknecht Patricia A | $325,000 | Attorney | |
| Jowaisas Elizabeth R | $265,000 | Title Source Usa Inc | |
| Taylor Anita T | $225,000 | -- | |
| Jahn Frances Ann | -- | -- | |
| Price Kelly Lynne | $80,000 | -- |
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 | Borrower | Loan Amount |
|---|---|---|---|
| Previous Owner | Schoknecht Patricia A | $240,000 | |
| Previous Owner | Jowaisas Elizabeth R | $185,000 | |
| Previous Owner | Taylor Anita T | $180,000 |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 04/01/2026 04/01/26 | Rented | $3,600 | 0.0% | -- |
| 03/09/2026 03/09/26 | Under Contract | -- | -- | -- |
| 12/09/2025 12/09/25 | For Rent | $3,600 | +4.3% | -- |
| 11/14/2023 11/14/23 | Rented | $3,450 | -1.4% | -- |
| 11/02/2023 11/02/23 | Under Contract | -- | -- | -- |
| 09/06/2023 09/06/23 | For Rent | $3,500 | -- | -- |
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 | $8,667 | $549,180 | $265,000 | $284,180 |
| 2024 | $7,632 | $535,770 | $265,000 | $270,770 |
| 2023 | $7,632 | $525,899 | $250,000 | $275,899 |
| 2022 | $6,479 | $425,402 | $250,000 | $175,402 |
| 2021 | $5,949 | $377,187 | $223,000 | $154,187 |
| 2020 | $5,615 | $364,605 | $223,000 | $141,605 |
| 2019 | $5,759 | $352,953 | $223,000 | $129,953 |
| 2018 | $5,790 | $349,712 | $223,000 | $126,712 |
| 2017 | $5,816 | $346,524 | $223,000 | $123,524 |
| 2016 | $5,761 | $342,953 | $223,000 | $119,953 |
| 2015 | $3,493 | $326,897 | $213,000 | $113,897 |
| 2014 | $3,522 | $266,180 | $161,000 | $105,180 |
Source: Public Records
Agents Affiliated with this Home
-
Julie Bombardo
-
John Silva
Tenant's Agent in 2026
John Silva
JOHN SILVA REALTY & ASSOCIATES
(407) 420-7908
218 Total Sales
-
Lou DiBerardino
L
Buyer's Agent in 2023
Lou DiBerardino
FANNIE HILLMAN & ASSOCIATES
(407) 545-6430
1 in this area
19 Total Sales
Map
Source: Stellar MLS
MLS Number: O6365244
APN: 05-2230-8506-08-031
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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