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1518 Pinewood Drive

Winter Park, FL 32789
  • $415,000
  • STATUS: Active
  • ON SITE: 74 Days
  • MLS #: O6369571
Price Reduced
$415,000
  • 3
    BEDS
  • 0.19
    ACRES
  • 2
    BATHS
  • 0
    1/2 BATHS
  • 1,197
    SQFT
  • $347
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1947
County:
Area:

School Ratings & Info

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.

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-03-10T23:44:11.817.
www.hesseteam.com/homes/171586178
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1518 Pinewood Drive Winter Park, FL 32789

  • Price: $415,000
  • Status: Active
  • On Site: 74 Days
  • MLS #: O6369571
3
Beds
2
Baths
0
½ Baths
0.19
Acres
1,197
SQFT
$347
$/SQFT
1947
Built
Neighborhood:
Pinewood Sub
County:
Orange
Area:
Winter Park
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.
Exterior Features

Carport Yn No Construction Materials Block Direction Faces North Exterior Features Other Foundation Details Slab Pool Private Yn No Road Surface Type Asphalt Roof Shingle Water Access Yn No Water Extras Yn No Water View Yn No Waterfront Feet Total 0 Waterfront Yn No

Interior Features

Appliances Refrigerator Building Area Total 1341 Cooling Central Air Cooling YN Yes Fireplace Yn No Flooring Tile Furnished Unfurnished Heating Central Heating YN Yes Interior Features Ceiling Fan(s)Kitchen/Family Room Combo Laundry Features Other Levels One Rooms Living Room Kitchen Primary Bedroom (Walk-In Closet(s)) Primary Bathroom Bedroom 2 (Built-in Closet) Sewer Septic Tank Stories Total 1 Water Source Public

Property Features

Association Yn No Cdd Yn No Down Payment Resource Yes Flood Zone Code X Garage Yn No Homestead Yn No Lease Considered YN Yes Lease Restrictions YN No Listing Terms CashConventionalFHAVA Loan Minimum Lease No Minimum Month To Month Or Weekly Yn Yes New Construction Yn No Ownership Fee Simple Property Sub Type Single Family Residence Realtor Info List Agent is Owner Senior Community Yn No Special Listing Conditions None Tax Annual Amount 6876.67 Total Annual Fees 0 Total Monthly Fees 0 Utilities Electricity AvailableElectricity Connected Zoning R-1/T/W


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of KELLER WILLIAMS REALTY AT THE PARKS: 407-629-4420.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-03-10T23:44:11.817.
 
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