1565 FOREST AVENUE, Winter Park, FL 32789

• 4 beds |
• 2 baths |
• 2,163 sqft

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 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.

Listing Status:

Active

Date Added:

April 14, 2026

Data Last Updated:

May 12, 2026 at 2:25AM

Listing Office:

NORDQUIST & COMPANY INC : 407-694-0996

Listing Agent:

Elizabeth Nordquist : 407-694-0996

MLS ID:

O6398694

Interior

• General: Ceiling Fans(s)
• Rooms: Family RoomInside UtilityLoft
• Appliances: DisposalDryerRangeRefrigeratorWasher
• Laundry: Laundry Room
• Flooring: Wood
• A/C: Central Air
• Heating: Central
• Fireplace: Wood BurningFireplace

Exterior

• General: GardenPrivate Yard

Construction

• Roofing: Shingle
• General: BlockStuccoFrameTwoCrawlspace

Location

• Road/Access: Brick
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-1AAELLNO WILLO K/15 LOT 18 BLK C07-22-30-2472-03-180
• View: Water

Utilities

• Utilities: Cable AvailablePublicSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple