1565 FOREST AVENUE Winter Park, FL $ 1,750,000
1565 FOREST AVENUE
$ 1,750,000
Recently Listed
Open House 4/19 2pm - 4pm
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1565 FOREST AVENUE

Winter Park, FL, 32789
$ 1,750,000
Bedrooms4 Baths2.0 Sq 2,163

Monthly Estimate*

$ 10,775

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Single Family Home for sale in Winter Park, FL

for $1,750,000 with 4 bedrooms and 2 full baths. This 2,163 square foot home was built in 1925 on a lot size of 0.19.

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.

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Open House

4/19/2026 2:00 PM - 4:00 PM
1565 FOREST AVENUE Winter Park, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 1,750,000

Bedrooms

4

Full Bath

2

Property Type

Single Family

Taxes

$ 2,802

Style

Single Family Residence

Lot Size

0.19

Year Built

1925

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6398694

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Cable Available Public Sewer Connected Street Lights Water Connected
Roof Shingle
Appliances Disposal Dryer Range Refrigerator Washer
Zoning R-1AA
Construction Materials Block Stucco Wood Frame
Year Built 1925
View Water
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Subdivision Name ELLNO WILLO
Facing Direction East
Garage Y/N false
Total Rooms 8
Full Baths 2
Status Active
Directions From E Lake Sue Avenue head north on Forest to home on left.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 8396
Carport Y/N false
Listing Terms Cash Conventional FHA
Elementary School Audubon Park K8
Land Lease Y/N false
Tax Annual Amount 2802.99
Middle/Junior High School Audubon Park K-8
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 18
Legal Description ELLNO WILLO K/15 LOT 18 BLK C
Water View Lake
Minimum Lease 7 Months
Water Access Y/N false
Additional Rooms Family Room Inside Utility Loft
Water View Y/N true
Flood Zone Code X
DockY/N false
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Interior
Interior Amenities Ceiling Fan(s)
Flooring Hardwood
Furnished Y/N Unfurnished
Fireplace Features Wood Burning
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Laundry Features Laundry Room
Total Bedrooms 4
Total Baths 2
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Exterior
Exterior Amenities Garden Private Yard
Lot Features Historic District
Water Source Public
Lot Size Area 8396
Foundation Details Crawlspace
Building Area Total 2300
Lot Size Acres 0.19
Road Surface Type Brick
Private Pool false
Waterfront Y/N false
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* Excluded Features
List By
Nordquist & Company Inc

Broker

ElizabethNordquist@gmail.com

Email

Affordability Calculator

$11,009
Per Month
98%
2%
0%
Monthly Principal & Interest
$10,775
Monthly Property Taxes
$234
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
4/14/2026$1,750,000 Listed Price

Map


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1565 FOREST AVENUE, Winter Park, FL, 32789 is a Single Family Home for sale at $1,750,000 with 2,163 sqft and a lot size of 0.19. 1565 FOREST AVENUE has 4 bedrooms, 2.0 baths, and was built in 1925. The property's zip code is 32789 which is in Winter Park, FL