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$675,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,983 Sq. Ft.
  • Updated 16 hours ago
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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.

Full Property Details for 552 W Winter Park St

General

  • Price: $675,000
  • Taxes: $3,659 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6394659
  • Updated: 4/10/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 11
  • Interior Features: Attic Fan, Ceiling Fan(s), Other
  • Appliances: Built-In Oven, Cooktop, Dishwasher, Microwave
  • Furnishings: Furnished
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Common Area

Exterior

  • Exterior Features: Other

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Covered Spaces: 1

Location

  • Area: 32804 - Orlando/College Park
  • County: Orange
  • Development Name: 32804 - Orlando/College Park
  • Subdivision: DUBSDREAD ADD
  • Driving 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.
  • Direction Faces: East

Community

  • Community Name: 32804 - Orlando/College Park

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected

Structural Information

  • Exterior Const.: Wood Siding
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 2,983
  • Sq. Ft. Source: Owner
  • Year Built: 1940

Lot Features

  • Lot Size (Acres): 0.18
  • Lot Size (Sq. Ft.): 7,999
  • Lot Size: 7999
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Tax Amount: $3,659.11
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: DUBSDREAD ADDITION K/1 LOT 11 BLK C
  • Flood Zone Info: X
  • APN: 142229224403110
  • Property ID: 142229224403110
  • Block/Lot/Section: C

Listed by Keller Williams Classic

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— 552 W Winter Park St —

  • Keller Williams Classic

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 552 W Winter Park St

School District:Orange County School District
NameGradesDistance
Princeton Elementary School
311 West Princeton Street, Orlando, FL 32804
K-50.3 mi
College Park Middle School
1201 Maury Road, Orlando, FL 32804
6-80.9 mi
Edgewater High School
3100 Edgewater Drive, Orlando, FL 32804
9-120.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 552 W Winter Park St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/10/2026
Listed
$675,000
365.84%
MLS
4/17/2003
Sold
$144,900
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 552 W Winter Park St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$3,510
—
$232,356
3%
2024
$3,510
5%
$225,808
3%
2023
$3,339
3%
$219,231
3%
2022
$3,234
2%
$212,846
3%
2021
$3,175
—
$206,647
1%
2021
$3,175
2%
$203,794
2%
2019
$3,106
29%
$199,212
24%
2018
$2,404
2%
$160,400
2%
2017
$2,365
1%
$157,101
2%
2016
$2,349
-1%
$153,870
1%
2015
$2,381
—
$152,800
1%
2014
$2,391
7%
$151,587
1%
2013
$2,233
—
$149,347
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Keller Williams Classic

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552 W Winter Park Street, Orlando, FL 32804 (MLS# O6394659) is a Single Family property with 4 bedrooms and 3 full bathrooms. 552 W Winter Park Street is currently listed for $675,000 and was received on April 10, 2026. Want to learn more about 552 W Winter Park Street? Do you have questions about finding other Single Family real estate for sale in Orlando? You can browse all Orlando real estate or contact a Coldwell Banker agent to request more information.

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