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$499,900
3 Days On Site

1518 PINEWOOD DRIVE
WINTER PARK, FL 32789

For Sale|Duplex|Active
3
Beds
2
Total Baths
1,197
SqFt
$418
/SqFt
1947
Built
Subdivision:
PINEWOOD SUB
County:
Orange
Call Now: 407-495-2546
Is this the listing for you? We can help make it yours.
407-495-2546
1518 PINEWOOD DRIVE1518 PINEWOOD DRIVE1518 PINEWOOD DRIVE1518 PINEWOOD DRIVE
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Monthly Payment (Est.)

$2,281
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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.

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Listing Snapshot
Price 
$499,900
Days On Site 
3 Days
Bedrooms 
3
Inside Area (SqFt) 
1,197 sqft
Total Baths 
2
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
0.19 Acres
Year Built 
1947
MLS® Number 
O6369600
Status 
Active
Property Tax 
$6,876.67
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
yesterdayListing updated with changes from the MLS®
2 days agoStatus changed to Active
3 days agoListing first seen on site
General Features
Acres 
0.19
Foundation 
Slab
Property Sub Type 
Duplex
Sewer 
Septic Tank
Utilities 
Electricity AvailableElectricity Connected
Water Source 
Public
Zoning 
R-1/T/W
Interior Features
Cooling 
Central Air
Heating 
Central
Laundry Features 
Other
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Exterior Features
Construction Details 
Block
Exterior 
Other
Roof 
Shingle
Community Features
Financing Terms Available 
CashConventionalFHAVA Loan
MLS Area 
32789 - Winter Park
Roads 
Asphalt
Township 
22
Listing courtesy of KELLER WILLIAMS REALTY AT THE PARKS (407) 629-4420



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-12-28 11:49 PM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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