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Property Description
One or more photo(s) has been virtually staged. Set apart from the ordinary, this historic Winter Park residence offers a rare opportunity to own a home rich in character and authenticity. Homes like this, with timeless architectural detail and enduring charm, rarely come to market, especially in such a premier location just steps from the shores of Lake Virginia. Surrounded by multi million dollar estates, this 4 bedroom, 2 bath home blends classic warmth with everyday livability. Original wood floors, a wood burning fireplace, and thoughtfully designed living spaces reflect a level of craftsmanship and character that simply cannot be replicated. The spacious dining room is perfect for hosting memorable family gatherings, while the updated kitchen with wood cabinetry offers both function and charm. Upstairs, a versatile loft space provides flexibility for a media room, office, or play area, complete with peekaboo views of Lake Virginia that create a subtle connection to the surrounding landscape. Adding to the home's appeal is a detached 20 x 20 studio flooded with natural light and offering endless possibilities, ideal for an artist's retreat, home office, gym, or guest space.This is more than a home, it is an opportunity to own a piece of Winter Park's character and history. Set among some of Winter Park's most prestigious homes, this property delivers an unbeatable lifestyle, walkable to all that Park Avenue has to offer, surrounded by luxury, and full of potential to enjoy, enhance, or reimagine.
Full Property Details
Full Property Details for 1565 Forest Ave
General
- Price: $1,750,000
- Taxes: $2,802 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6398694
- Updated: Today (4/14/2026)
- Added to Site: Today
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 8
- Interior Features: Ceiling Fan(s)
- Fireplace: Yes
- Fireplace(s): Wood Burning
- Appliances: Disposal, Dryer, Range, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room
Exterior
- Exterior Features: Garden, Private Yard
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: ELLNO WILLO
- Driving Directions: From E Lake Sue Avenue head north on Forest to home on left.
- Direction Faces: East
School Information
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K-8
- High School: Winter Park High
Community
- Community Name: 32789 - Winter Park
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Public, Sewer Connected, Street Lights, Water Connected
Structural Information
- Exterior Const.: Block, Stucco, Wood Frame
- Roof: Shingle
- Stories/Levels: Two
- Square Feet: 2,163
- Sq. Ft. Source: Owner
- Year Built: 1925
Lot Features
- Property View: Water
- Lot Size (Acres): 0.19
- Lot Size (Sq. Ft.): 8,396
- Lot Size: 8396
- Street/Road Desc.: Brick
Water Features
- Water View: Yes
Financial Considerations
- Tax Amount: $2,802.99
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: ELLNO WILLO K/15 LOT 18 BLK C
- Flood Zone Info: X
- APN: 72230247203180
- Property ID: 72230247203180
- Block/Lot/Section: C
Listed by Nordquist & Company Inc
Get Pre-Approved Today
Schools
Schools serving 1565 Forest Ave
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Audubon Park School 1500 Falcon Drive, Orlando, FL 32803 | PK-8 | 1.2 mi |
Winter Park High School 2100 Summerfield Road, Winter Park, FL 32792 | 9-12 | 1.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1565 Forest Ave
Date
Details
Price
Change
Source
4/14/2026
Listed
$1,750,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 1565 Forest Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,803
4%
$812,060
307%
2024
$2,693
5%
$199,625
3%
2023
$2,566
13%
$193,811
6%
2021
$2,261
-2%
$182,685
-3%
2022
$2,296
2%
$188,166
4%
2021
$2,261
1%
$180,163
2%
2019
$2,235
1%
$176,112
2%
2018
$2,216
1%
$172,828
2%
2017
$2,188
2%
$169,273
2%
2016
$2,140
-2%
$165,791
1%
2015
$2,191
-1%
$164,639
1%
2014
$2,208
3%
$163,332
2%
2013
$2,153
—
$160,918
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1565 Forest Ave
1565 Forest Avenue, Winter Park, FL 32789 (MLS# O6398694) is a Single Family property with 4 bedrooms and 2 full bathrooms. 1565 Forest Avenue is currently listed for $1,750,000 and was received on April 14, 2026. Want to learn more about 1565 Forest Avenue? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

