1518 PINEWOOD DRIVE, Winter Park, FL 32789

• 3 beds |
• 2 baths |
• 1,197 sqft

Property 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.

Listing Status:

Active

Date Added:

December 26, 2025

Data Last Updated:

March 28, 2026 at 2:21AM

Listing Office:

KELLER WILLIAMS REALTY AT THE PARKS : 407-629-4420

Listing Agent:

Daniel Grieb : 407-629-4420

MLS ID:

O6369600

Interior

• General: Ceiling Fans(s)
• Laundry: Other
• A/C: Central Air
• Heating: Central

Exterior

• General: Other

Construction

• Roofing: Shingle
• General: BlockSlab

Location

• Road/Access: Asphalt
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-1/T/WPINEWOOD SUB N/9 LOT 5 BLK A (LESS E 115FT) & LOT 11 BLK A12-22-29-7100-01-050

Utilities

• Utilities: Electricity AvailableElectricity Connected
• Water: Public
• Sewer: Septic Tank

Financial

• Source: Stellar MLS
• Ownership: Fee Simple