1518 PINEWOOD, WINTER PARK, FL 32789

$449,900 Was $489,900

Beds: 3

Baths: 2 Full

Sq. Ft.: 1,197 Sq. Ft.

Year Built: 1947

Lot Size: 0.19 Acres

Garage: N/A

Pool: No

DOM: 18

Property Overview

Status: Active

Property Type: Residential

MLS #: 7d25f3fba2528be2d7f87b5055cad8f6

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

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Mortgage 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: January 26, 2026, 7:37 pm UTC

MLS Source: Stellar MLS Copyright © 2026

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