1565 Forest Ave, Winter Park, FL
4 bd · 2 ba · 2,163 sqft Single Family listed at $1,750,000, built in 1925 in the Virginia Heights neighborhood.
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.
What it's like to live here
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Property details
- Price
- $1,750,000
- Bedrooms
- 4
- Bathrooms
- 2
- Interior
- 2,163 sqft
- Price / sqft
- $809
- Year built
- 1925
- Lot size
- 8,276 sqft
- Type
- Single Family
- Est. property tax
- $15,050/yr · $1,254/mo · 0.86% FL avg
- Last sold
- $41,000 · Jun 1975
Estimated monthly payment
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Price history
▼ 5.7%Most recent change on 2026-05-11: $1,750,000 → $1,650,000.
- May 11, 2026$1,650,000Price change
- Apr 14, 2026$1,750,000Initial list price
- Jun 1, 1975$41,000Sold
Location
This home is located in Winter Park, FL, in the Orlando area. Browse more Winter Park listings on the Winter Park market page or explore the full Winter Park market report.
Home Intelligence
Neighborhood (zip 32789)
Median age is 43.8; 35% hold a bachelor's degree; 65% of homes are owner-occupied; median household income is $101,113.
- Median income
- $101,113
- Median age
- 43.8
- Owner-occupied
- 65.3%
- Bachelor's degree
- 34.5%
- Census median home value
- $625,700
Source: US Census Bureau American Community Survey 5-year estimates.
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