1518 Pinewood Drive, Winter Park, FL 32789
Local realty services provided by:ERA ONETEAM REALTY
Listed by: daniel grieb, david berlant
Office: keller williams realty at the parks
MLS#:O6369600
Source:MFRMLS
Price summary
- Price:$489,900
- Price per sq. ft.:$409.27
About this home
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.
Contact an agent
Home facts
- Year built:1947
- Listing ID #:O6369600
- Added:2 day(s) ago
- Updated:January 09, 2026 at 03:45 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:2
- Living area:1,197 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
Structure and exterior
- Roof:Shingle
- Year built:1947
- Building area:1,197 sq. ft.
- Lot area:0.19 Acres
Utilities
- Water:Public
- Sewer:Septic Tank
Finances and disclosures
- Price:$489,900
- Price per sq. ft.:$409.27
- Tax amount:$6,877 (2024)
New listings near 1518 Pinewood Drive
- Open Sat, 2 to 4pmNew
$1,299,000Active4 beds 3 baths1,837 sq. ft.244 Osceola Court, WINTER PARK, FL 32789
MLS# O6372232Listed by: FANNIE HILLMAN & ASSOCIATES - New
$249,900Active2 beds 1 baths818 sq. ft.1996 Indiana Avenue, WINTER PARK, FL 32789
MLS# O6372229Listed by: RE/MAX 200 REALTY - New
$499,000Active3 beds 2 baths1,088 sq. ft.2231 Nairn Drive, WINTER PARK, FL 32792
MLS# O6369016Listed by: PARK TOWN REAL ESTATE LLC - Open Fri, 4 to 6pmNew
$599,000Active3 beds 3 baths1,920 sq. ft.423 Ololu Drive, WINTER PARK, FL 32789
MLS# O6369976Listed by: KELLER WILLIAMS WINTER PARK - New
$329,000Active3 beds 3 baths1,408 sq. ft.3136 Crown Jewel Court, WINTER PARK, FL 32792
MLS# O6368775Listed by: REALTY RESOURCE OF CENTRAL FL. - Open Fri, 12 to 3pmNew
$385,000Active3 beds 2 baths1,592 sq. ft.1655 Tremont Lane, WINTER PARK, FL 32792
MLS# O6371911Listed by: THE WILKINS WAY LLC - New
$379,990Active3 beds 2 baths1,424 sq. ft.1378 Chilean Lane, WINTER PARK, FL 32792
MLS# O6371840Listed by: FUTURE HOME REALTY INC - New
$1,425,000Active4 beds 3 baths2,306 sq. ft.850 Juanita Rael, WINTER PARK, FL 32789
MLS# O6370568Listed by: PHIL KEAN REAL ESTATE LLC - Open Sun, 1 to 3pmNew
$2,100,000Active2 beds 2 baths1,900 sq. ft.311 E Morse Boulevard #2 - 5, WINTER PARK, FL 32789
MLS# O6370558Listed by: FANNIE HILLMAN & ASSOCIATES - New
$499,000Active2 beds 1 baths920 sq. ft.230 Strathy Lane, WINTER PARK, FL 32792
MLS# O6371054Listed by: PARK TOWN REAL ESTATE LLC