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$1,495,000 - 1565 Forest Avenue, WINTER PARK

4
Bedrooms
2
Baths
2,163
SQ. Feet
0.19
Acres

Under contract-accepting backup offers. 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.

Essential Information

  • MLS® #:
    O6398694
  • Price:
    $1,495,000
  • Bedrooms:
    4
  • Bathrooms:
    2.00
  • Full Baths:
    2
  • Square Footage:
    2,163
  • Acres:
    0.19
  • Year Built:
    1925
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Status:
    Pending

Community Information

  • Address:
    1565 Forest Avenue
  • Area:
    Winter Park
  • Subdivision:
    ELLNO WILLO
  • City:
    WINTER PARK
  • County:
    Orange
  • State:
    FL
  • Zip Code:
    32789-5748

Amenities

  • View:
    Water

Interior

  • Interior Features:
    Ceiling Fan(s)
  • Appliances:
    Disposal, Dryer, Range, Refrigerator, Washer
  • Heating:
    Central
  • Cooling:
    Central Air
  • Fireplace:
    Yes
  • Fireplaces:
    Wood Burning
  • # of Stories:
    2

Exterior

  • Exterior Features:
    Garden, Private Yard
  • Lot Description:
    City Lot
  • Roof:
    Shingle
  • Foundation:
    Crawlspace

School Information

  • Elementary:
    Audubon Park K8
  • Middle:
    Audubon Park K-8
  • High:
    Winter Park High

Additional Information

  • Days on Market:
    117
  • Zoning:
    R-1AA

Listing Details

  • Listing Office:
    Nordquist & Company Inc

Listing information courtesy of Nordquist & Company Inc.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on August 11th, 2026 at 1:09am EDT.