Michael Wellman
Price Reduced 12.00%
Price History
$499,900
12/26/2025
$489,900
1/6/2026
$449,900
1/13/2026
$439,900
1/29/2026
1518 PINEWOOD DRIVE, Winter Park, FL, 32789
3 beds
1947
1,197 sqft
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.
Status:
Active
Type:
Multi-family
Laundry Remarks:
Other
Units:
2
Subdivision:
PINEWOOD SUB
Heating:
Central
Cooling:
Central Air
Acreage:
0.19
Est. Taxes:
$6,877
Construction
Block
Utilities
Electricity Available, Electricity Connected
Days on Market:
34
MLS #:
O6369600
Community Info
School Info
Walk Score
Yelp
Listing courtesy of KELLER WILLIAMS REALTY AT THE PARKS 407-629-4420