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Active - Multi Family for sale
271 S ORLANDO AVENUE, Winter Park, FL
Facts & features
Why you’ll love it
Rare hospitality-yield opportunity in Winter Park's Class A core, directly in the Hillstone trade area on South Orlando Avenue. The offering consists of 12 short-term rental units — 8 studios and 4 one-bedroom/one-bath — plus a street-facing office suite fronting S. Orlando Ave. The thesis is straightforward: Winter Park generates year-round, non-theme-park demand — Rollins, Park Avenue, AdventHealth Winter Park, and the corporate and event traffic that fills the surrounding hotels at rates a 12-unit boutique operation can match without a hotel's cost structure.
Listings courtesy of SAND DOLLAR REALTY GROUP INC as distributed by MLS GRID.
Listed by: Robert Arnold, Jr • robert@sdrhouses.com • SAND DOLLAR REALTY GROUP INC
Co-listed by: SAND DOLLAR REALTY GROUP INC
Source: Stellar MLS as distributed by MLS GRID, MLS#: O6450599
Based on info available as of Nov 14, 2026 at 2:01 PM EST.
Come see by yourself
Affordability
$8,791/mo
- Mortgage$7,838
- Property tax$954
- HOA fee
- Homeowners insurance
Beycome estimates only. Actual amounts and terms vary by lender and location.
$31,000 Credit back
Start an offerDiscover the neighborhood
Travel times
About Killarney Estates
This local overview has been generated by Artur AI, for informational purposes only. Please verify all details independently before relying on it.
Flood & climate risk
FEMA Flood Zone X
Outside the high-risk Special Flood Hazard Area — flood insurance is usually optional but still worth considering.
More details
Source: FEMA National Flood Hazard Layer. Confirm on the FEMA Flood Map.
Fire
Storm
Air quality
Pollen
Disclaimer
Based on information submitted to the MLS GRID as of Nov 14, 2026 at 02:01pm EST. 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.
Make a winning offer, and get up to
$31,000 Credit back
