Rare College Park Estate with a detached 2-story backyard studio and it is an absolute game-changer. This stunning 5-Bedroom, 3-Bath 1940-built home offers nearly 4,000 sq ft of living space on an 8,000 sq ft lot, delivering the size, character, and flexibility that College Park buyers wait years to find. Inside, beautiful original hardwood floors flow throughout a thoughtfully updated interior featuring a renovated kitchen, updated bathrooms, and a newer roof move-in ready. A one-car garage and spacious private backyard round out the main property perfectly. The star of the show? A private detached 2-story studio in the backyard ideal as a guest suite, Airbnb, home office, gym, or artist retreat. The income and lifestyle potential here is unmatched at this price point in this neighborhood. Steps from Edgewater Drive's best dining and shopping, a short stroll to Dubsdread Golf Course, and minutes from downtown Orlando, AdventHealth, I-4, and all major corridors.
- Built in 1940
- 1 garage space
- $226.28/sqft
- Lot size: 7,999 sqft
- Directions: From I-4, take Exit 85 – Princeton St. From I-4 Westbound, at the end of the ramp turn right onto Princeton St. From I-4 Eastbound, at the end of the ramp turn left onto Princeton St and cross under I-4. Continue approximately 0.5 miles, then turn right onto N Orange Blossom Trail (US-441). Continue about 0.3 miles and turn left onto W Winter Park Rd. 552 W Winter Park Rd will be on your right.
- County: Orange
- Geo subdivision: DUBSDREAD ADD
Features
Interior
Exterior
Utilities
Structure
Pets, Accessibility & Amenities
Financial
Lease Information
Tax, Legal & Financing
Let's get in touch!
Let's get in touch!

Gabriella Massaro
Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990
- Source: Stellar MLS
- MLS #: O6394659
Listing updated: April 10, 2026 at 8:01PM
Listing provided by: Dajon Wiafe, KELLER WILLIAMS CLASSIC
Last checked 2 hours ago
Listing provided by: Dajon Wiafe, KELLER WILLIAMS CLASSIC
Last checked 2 hours ago
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.







