$7,150,000

2412 CHANTILLY AVENUE, Winter Park, FL 32789

  • 12,500 sqft
  • Property Icon Triplex
  • Property Year Built Icon Built in 2026
  • Property Lot Size Icon0.27acre lot
  • Property Parking Icon 8 car garage
  • Property Price Per Square Feet Icon $572/sqft
  • Property List Date Icon Listed 1 month ago

Property Description

This exclusive trifecta investment opportunity combines luxury real estate, dual-lane income potential, and powerful tax advantages—all in one of the fastest-growing markets in the country. Investors can capitalize on long-term rental cap rates around 8% or tap into short-term rental returns reaching upward of 13%, while benefiting from substantial first-year cost-segregation deductions of approximately $679,000 for long-term rentals and $850,000 for short-term rentals. Located in booming Central Florida, where property values have surged 164% over the past decade, these premium assets offer both immediate cash-flow strength and exceptional long-term appreciation potential.

Listing Status:
Active
Date Added:
February 19, 2026
Data Last Updated:
March 18, 2026 at 7:21AM
Listing Office:
REAL BROKER, LLC : 855-450-0442
Listing Agent:
Tab Bish LLC : 855-450-0442
MLS ID:
O6383456
  • General: Solid Surface Counters
  • Laundry: Inside
  • A/C: Central Air
  • Heating: Central
  • Fireplace: Living RoomFireplace
  • General: Fence
  • Pool: Gunite
  • Roofing: Membrane
  • General: BlockSlab
  • Road/Access: Asphalt
  • Originating MLS: Stellar MLS
  • County: Orange
  • Zoning: R-1AWINTER PARK VILLAGE T/97 LOT 9 BLK A32-21-30-9428-01-090
  • Utilities: Cable Available
  • Water: Public
  • Sewer: Septic Tank
  • Source: Stellar MLS
  • Ownership: Fee Simple

This listing courtesy of Tab Bish LLC , REAL BROKER, LLC

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

D

Dommerich Elementary School

601 N Thistle Ln, Maitland, FL, 32751

Grades KG-5

1.03 miles away

M

Maitland Middle School

701 N Thistle Ln, Maitland, FL, 32751

Grades 6-8

1.09 miles away

A

Aloma High Charter

495 N Semoran Blvd, Winter Park, FL, 32792

Grades 9-12

2.04 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.