$1,650,000
1565 Forest Avenue
Winter Park, FL 32789
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history47 days on market
- Status: ActiveApr 14, 2026
- Listed$1,750,000Apr 14, 2026
- Price reduced$1,650,000
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 47
- Subdivision
- Ellno Willo
- County
- Orange
- Year built
- 1925
- Living area
- 2,163 sq ft
- Price/sq ft
- $763
- Building area
- 2,300 sq ft (Estimated)
- Lot size
- 8,396 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0255F)
- Annual taxes
- $2,803 (2025)
- Parcel #
- 07-22-30-2472-03-180
- Zoning
- R-1AA
- MLS #
- O6398694
Interior Details
- Bedrooms
- 4
- Full bathrooms
- 2
- Flooring
- Wood
- Appliances
- Disposal, Dryer, Range, Refrigerator, Washer
- Interior features
- Ceiling Fans(s)
- Laundry
- Laundry Room
- Stories / Levels
- Two
- Direction faces
- East
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 7 Months
- Listing terms
- Cash, Conventional, FHA
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- check local zoning and ordinance for lease restrictions
Exterior & Construction
- Exterior features
- Garden, Private Yard
- Construction materials
- Block, Stucco, Frame
- Roof
- Shingle
- Foundation
- Crawlspace
- Water view
- Yes
- Road surface
- Brick
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Available, Public, Sewer Connected, Water Connected
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 21x20 |
| Dining Room | First | 17x13 |
| Kitchen | First | 15x10 |
| Primary Bedroom | First | 12x12 |
| Bedroom 2 | Second | 12x13 |
| Bedroom 3 | Second | 14x20 |
| Bedroom 4 | Second | 14x11 |
| Loft | Second | 12x13 |
Listing Details
- Listing date
- 2026-04-13
- On market date
- 2026-04-14
- Original list price
- $1,750,000
- Occupant type
- Vacant
- MLS area
- 32789 - Winter Park
- Listing AOR
- Orlando Regional
- Status changed
- 2026-04-14
- Tax legal description
- ELLNO WILLO K/15 LOT 18 BLK C
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From E Lake Sue Avenue head north on Forest to home on left.
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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.
Based on information submitted to the MLS GRID as of May 31, 2026 at 4:06 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information 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/agent presenting the information.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA