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101 E Winter Park Street, 
Orlando, FL 32804

$725,000

4

Beds

2

Baths

1,742

Sq Ft

Multi-Family

Pending

Listed by

Chuck Ferdinandsen

Charles Rutenberg Realty Orlando

Last updated:

June 3, 2026, 07:58 AM

MLS#

O6390682

Source:

MFRMLS

About This Home

101 E Winter Park Street

Pending, Accepting Back up offers....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.

Home Facts

Multi-Family

2 Baths

4 Bedrooms

Built in 1953

Price Summary

725,000

$416 per Sq. Ft.

MLS #:

O6390682

Last Updated:

June 3, 2026, 07:58 AM

Added:

2 month(s) ago

Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

2

Interior

Living Area:

1,742 Sq. Ft.

Structure

Structure

Building Area:

2,206 Sq. Ft.

Year Built:

1953

Lot

Lot Size (Sq. Ft):

12,913

Finances & Disclosures

Finances

Price:

$725,000

Price per Sq. Ft:

$416 per Sq. Ft.

MLS Logo
The information being provided by Stellar Mls is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Stellar Mls. Charles Rutenberg Realty Orlando is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Charles Rutenberg Realty Orlando, a broker participant of Stellar Mls. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Stellar Mls and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Properties in listings may have been sold or may no longer be available. Copyright 2026 Stellar Mls. All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.