1518 PINEWOOD, WINTER PARK, FL 32789
$439,900 Was $449,900
Beds: 3
Baths: N/A Full
Sq. Ft.: 1,197 Sq. Ft.
Year Built: 1947
Lot Size: 0.19 Acres
Garage: N/A
Pool: No
DOM: 34






























Property Overview
Status: Active
Property Type: Residential Income
MLS #: 7fdb22f570e2cd95e781e5bf530d2106
Subdivision: PINEWOOD SUB
County: Orange
HOA Fee: N/A
Year Built: 1947
Construction: Block
Foundation: Slab
Roof: Shingle
Cooling: Central Air
Heating: Central
Sewer: Septic Tank
Water Source: Public
Zoning: R-1/T/W
Tax Amount: $6,876.67 (2024)
Listed On: Dec 26, 2025
Description
Income-producing home with a detached in-law apartment in a prime central Orlando location — ideal for a house hack, long-term rental, or short-term rental (Airbnb allowed). The main house is a two-bedroom, one-bath residence, while the in-law apartment is a completely detached one-bedroom, one-bath unit with separate entrances and separate mailboxes, offering excellent privacy and flexibility. The in-law apartment is currently rented for $1,350/month on a month-to-month lease, providing immediate income and flexibility. The main house was previously rented for $1,850/month, demonstrating strong and proven rental history. Live in one unit and rent the other, or rent both for attractive cash flow. The main home is well maintained with neutral finishes, updated flooring, modern lighting, and a functional layout filled with natural light. A spacious deck and outdoor area provide excellent separation and privacy between the main house and the in-law unit. Major updates include a roof approximately 11 years old, HVAC approximately 6 years old, copper plumbing, and a septic system recently pumped and in great condition. A 4-point inspection is available upon request. Conveniently located minutes from Winter Park, College Park, Downtown Orlando, major hospitals, dining, I-4, International Drive, and Orlando International Airport. A rare opportunity offering location, flexibility, and multiple income strategies.
Exterior Features
Other
Directions
Take Lawton Rd, Plaza Terrace Dr and Chelsea St to N Bumby Ave. Turn right onto N Bumby Ave. Turn left onto Virginia Dr. Take N Mills Ave to Norfolk Ave in Winter Park. Take Westchester Ave to Clay St. Take E Par St to Pinewood Dr. Turn right onto Pinewood Dr
School Information
Elementary: N/A
Middle: N/A
High: N/A
Location
Get Directions View on Google MapsMortgage Estimator
*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.
Listing Information
Provided Courtesy of:
KELLER WILLIAMS REALTY AT THE PARKS
Listing Agent: Daniel Grieb
Information is deemed reliable but not guaranteed. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Data last updated: February 16, 2026, 12:45 am UTC
MLS Source: Stellar MLS Copyright © 2026
