Home in 1565 Forest Ave Winter Park for sale with MLS# O6398694

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 distinguished 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.

📅 View days on the market

Days on the market

1565 Forest Ave, Winter Park, FL 32789

Price
Price:
$1,750,000.00
Original List Price:
$1,750,000.00
List Price per Sq Ft (Calculated, Approx.):
$809.06
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6398694
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
2
Full Bath:
2
Additional Rooms:
Inside Utility, Loft, Family Room
Measures
Living Area:
2,163 Sqft
Built-Up Area:
2,300 Sqft
Lot Area:
8,396 Sqft
Building Area Source:
Estimated
Living Area Source:
Owner
Lot Features:
Historic District
Lot Size Acres:
0.19
Property Features
View from the Property:
Water
Waterfront:
No
Furnished:
Unfurnished
Appliances:
Dryer, Disposal, Refrigerator, Washer, Range
Interior:
Ceiling Fans(s)
Exterior:
Garden, Private Yard
Laundry:
Laundry Room
Fireplace
Fireplace:
Wood Burning
Air Conditioning System:
Central Air
Heating System:
Central
Property Entrance Faces:
East
Other Equipment:
Private Yard
Water View
Water View Details:
Lake
Construction
Year Built:
1925
Roof:
Shingle
Levels:
Two
Construction Materials:
Block, Frame, Stucco
Flooring:
Wood
Number of stories:
2
Foundation Details:
Crawlspace
Flood Zone Code:
X
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$2,802.99
Tax Year:
2025
Utilities
Sewer:
Public Sewer
Utilities Available:
Cable Available, Sewer Connected, Water Connected, Public
Water Source:
Public
Community
Minimum Lease Term:
7 Months
Subdivision Name:
ELLNO WILLO
Community Features:
Street Lights
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA
Occupant Type:
Vacant
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
ELLNO WILLO K/15 LOT 18 BLK C
Real Estate Folio Number (Parcel Number):
07-22-30-2472-03-180
Zoning:
R-1AA
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
High School:
Winter Park High
Middle Or Junior School:
Audubon Park K-8
Listing History
Originally published on:
April 14, 2026 3:56 pm
Active on the market since:
April 14, 2026
Listing Agreement executed on:
April 13, 2026
Listing Status Last Changed On:
April 14, 2026 3:56 pm
Photos updated on:
April 14, 2026 3:58 pm
Last Modified:
April 15, 2026 10:49 am
Additional Information
Courtesy of:
NORDQUIST & COMPANY INC
Attribution:
407-694-0996
Road Surface Type:
Brick
Location
Street Name:
FOREST
Street Number:
1565
City:
WINTER PARK
State:
Florida
Zip Code:
32789
County:
Orange
Latitude:
N28° 35' 1.3''
Longitude:
W82° 39' 10.2''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $100,213
Median Home Value $695,000
Median Rent $1,667/mo
Median Age 44
Population 26,884

Want to schedule an in-person or virtual tour? Have questions?

Want to schedule an in-person or virtual tour? Have questions?
Schedule a Tour or Ask a Question


Mortgage Calculator

Please note: Monthly HOA / Condo Fees Not Included. The calculator shows the listing price as home value. Update all fields at your convenience.

Calculate Your Mortgage Payment

$.00
$.00
6.5
30

Taxes and Insurance

$.00
$.00
%

Financial Analysis

%

%

$

$

$

$

$
Ver la Propiedad Ver la propiedad 1565 Forest Ave
Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, 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 or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of April 15, 2026, 10:49 AM.