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$725,000 -$25,000 (-3.33%) Price Reduced

  • For Sale
  • Active
  • Duplex
  • 4 Beds
  • 2 Total Baths
  • 1,742 Sq. Ft.
  • Updated 3 days ago
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PRICE IMPROVEMENT....Discover this exceptional Turn-Key Duplex Investment Opportunity at 101/103 E. Winter Park Street in the highly sought out College Park District. Fully renovated duplex on a Double corner lot, ready for immediate income or owner-occupancy. Each unit features 2 bedrooms and 1 bathroom with modern finishes, bonus front rooms and inside laundry rooms for ultimate tenant convenience. Perfect for a house-hack strategy-live in one unit and Airbnb or lease the other to offset your mortgage and generate income. Both units have separate electrical and water meters simplifying management and maximizing efficiency along with a Generac generator serving both units during power outages. The property offers ample space for expansion, including the potential to add an ADU for increased rental income. The detached "as-is" GARAGE offers buyer opportunity to customize or upgrade. Conveniently located within walking distance to Advent Health, its highly attractive to healthcare professionals and long-term tenants. A versatile, income-producing property with modern upgrades, tenant-friendly amenities, and future expansion potential. One side is currently rented as an Airbnb. Seller will transfer current SUPERHOST Airbnb account for the property. Superhost status for over 5 years with many recurring guests.

Full Property Details for 101 E Winter Park St

General

  • Price: $725,000
  • Taxes: $4,584 (2025)
  • Status: Active
  • Type: Duplex
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6390682
  • Updated: 5/23/2026
  • Added to Site: 61 day(s) ago

Interior

  • Interior Features: Ceiling Fan(s), Dry Bar, Stone Counters
  • Appliances: Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater, Touchless Faucet, Washer
  • Furnishings: Negotiable
  • Flooring: Ceramic Tile, Concrete, Luxury Vinyl, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside, Laundry Closet

Exterior

  • Exterior Features: Fenced, Private Yard, Sidewalk
  • Deck/Patio: Patio
  • Porch/Patio/Deck: Patio

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Covered Spaces: 1
  • Parking Features: Driveway, Off Street

Location

  • Area: 32804 - Orlando/College Park
  • County: Orange
  • Development Name: 32804 - Orlando/College Park
  • Subdivision: IVANHOE TERRACE
  • Driving Directions: From Orange Avenue go west on Winter Park Street. Home is down on the right at the corner of Formosa and Winter Park Street.

School Information

  • Elementary School: Princeton Elem
  • Middle School: College Park Middle
  • High School: Edgewater High

Community

  • Community Name: 32804 - Orlando/College Park

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

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

Structural Information

  • # Buildings: 1
  • Exterior Const.: Block
  • Roof: Shingle
  • Windows: Blinds, Double Pane Windows, Insulated Windows
  • Stories/Levels: One
  • Square Feet: 1,742
  • Sq. Ft. Source: Public Records
  • Year Built: 1953

Additional Structures

  • Other Structures: Workshop

Lot Features

  • Lot Size (Acres): 0.3
  • Lot Size (Sq. Ft.): 12,913
  • Lot Size: 12913
  • Lot Dimensions: 99 x 131
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt

Financial Considerations

  • Tax Amount: $4,584
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: IVANHOE TERRACE G/43 LOTS 9 & 10 BLK B
  • Flood Zone Info: X
  • APN: 132229392802090
  • Property ID: 132229392802090
  • Block/Lot/Section: B

Listed by Charles Rutenberg Realty Orlando

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Listing agent

— 101 E Winter Park St —

  • Charles Rutenberg Realty Orlando

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 101 E Winter Park St

School District:Orange County School District
NameGradesDistance
Princeton Elementary School
311 West Princeton Street, Orlando, FL 32804
K-50.5 mi
College Park Middle School
1201 Maury Road, Orlando, FL 32804
6-81.4 mi
Edgewater High School
3100 Edgewater Drive, Orlando, FL 32804
9-121.1 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 101 E Winter Park St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/23/2026
Price Reduced
$725,000
-3.33%
MLS
5/09/2026
Price Reduced
$750,000
-2.6%
MLS
4/28/2026
Price Reduced
$770,000
-2.53%
MLS
4/09/2026
Price Reduced
$790,000
-2.47%
MLS
3/26/2026
Listed
$810,000
166.45%
MLS
2/08/2019
Sold
$304,000
—
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 101 E Winter Park St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,584
5%
$279,099
6%
2024
$4,373
6%
$264,102
3%
2023
$4,137
5%
$256,410
6%
2021
$3,947
-2%
$241,691
-3%
2022
$4,015
2%
$248,942
4%
2021
$3,947
-17%
$238,354
-13%
2019
$4,750
9%
$274,881
13%
2018
$4,342
11%
$243,192
17%
2017
$3,918
7%
$208,658
9%
2016
$3,661
8%
$190,830
28%
2015
$3,396
11%
$148,680
10%
2014
$3,051
17%
$135,164
10%
2013
$2,602
—
$122,876
—
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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Listed by Charles Rutenberg Realty Orlando

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101 E Winter Park Street, Orlando, FL 32804 (MLS# O6390682) is a Duplex property with 4 bedrooms and 0 full bathrooms. 101 E Winter Park Street is currently listed for $725,000 and was received on March 26, 2026. Want to learn more about 101 E Winter Park Street? Do you have questions about finding other Duplex 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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