• $750,000List Price
  • ActiveStatus
  • 47Number of Photos
  • 28.575197Latitude
  • 101 E Winter Park StreetAddress
  • E Winter Park StreetStreet
  • OrlandoTown
  • FLState
  • 32804Zip
  • OrangeCounty
  • Residential IncomeProperty Type
  • O6390682MLS Number
  • 4Bedrooms
  • 1,742Square Feet
  • 1953Year Built
  • 0.3Acreage

Listing Tools

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 rented as an Airbnb. Seller will transfer current SUPERHOST Airbnb account for the property. Superhost status for over 5 years with many recurring guests. airbnb.com/h/citycottageorlando

Location

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 14, 2026 9:04 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

By submitting this form I agree to receive marketing and customer service calls and text messages from Michael Saunders & Company. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.