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1518 PINEWOOD DRIVE
WINTER PARK FL 32789 US

$489,900

Active Listing ID O6369571
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3 bed
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2.00 Bath (2 Full)
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Lot: 0.19 Acres
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Single Family Residence

$489,900

Active Listing ID O6369571
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1518 PINEWOOD DRIVE 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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Property Features

  • Facts
  • Lot Size: 0.19 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2
  • Cooling System: Central Air
  • Floor Covering: Tile
  • Roof Type: Shingle
  • Heating Fuels: Central

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 489900
  • unparsedaddress: 1518 PINEWOOD DRIVE
  • postalcity: WINTER PARK
  • stateorprovince: FL
  • country: US
  • postalcode: 32789
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.19
  • lotsizeunits: Acres
  • lotsizearea: 0.19
  • livingarea: 1197
  • livingareaunits: Square Feet
  • latitude: 28.582758
  • longitude: -81.375876
  • listagentfullname: Daniel Grieb
  • listagentemail: offers@hometosell.com
  • listagentkey: 3yd-MFRMLSFL-261092585
  • listagentmlsid: 261092585
  • listagentpreferredphone: 4076294420
  • listagentofficephone: 4076294420
  • listofficekey: 3yd-MFRMLSFL-56037
  • listagentstatelicense: 3125138
  • listofficemlsid: 56037
  • disclaimer: Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 1947
  • listingcontractdate: 2025-12-26
  • listagenturl: http://294.yourkwoffice.com/
  • countyorparish: Orange
  • parcelnumber: 12-22-29-7100-01-050
  • appliances: Refrigerator
  • cooling: Central Air
  • constructionmaterials: Block
  • flooring: Tile
  • heating: Central
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • roof: Shingle
  • waterfrontyn: False
  • franchiseaffiliation: Keller Williams Realty
  • interiorfeatures: Ceiling Fans(s), Kitchen/Family Room Combo
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bedroom 1, Bedroom 2, Bedroom 3, Kitchen, Living Room
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -81.37588, 28.582758
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Orlando Central Realty LLC DBA Keller Williams Realty at the Parks", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"offers@hometosell.com", "ListBrokerageCity":"Orlando", "ListBrokerageCountry":"US", "ListBrokerageEmail":"klrw294@kw.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/88d272412de811dfb7b200219b9aa4d8/20170802130405118.png", "ListBrokerageName":"Orlando Central Realty LLC DBA Keller Williams Realty at the Parks", "ListBrokeragePhone":"(407) 629-4420", "ListBrokeragePostalCode":"32803", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":"Suite 200", "ListBrokerageUnparsedAddress":"11 S. Bumby Avenue", "ListBrokerageWebsiteUrl":"http://294.yourkwoffice.com/", "ListOfficeAddress1":"3657 Maguire Blvd", "ListOfficeAddress2":"Suite 7100", "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Orlando", "ListOfficeCountry":"US", "ListOfficeEmail":"klrw294@kw.com", "ListOfficePostalCode":"32803", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence - WINTER PARK, FL", "ListingURL":"https://listings.listhub.net/pages/MFRMLSFL/O6369571/?channel=rexren", "MLSModificationTimestamp":"2026-01-06T14:21:10Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":5, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":6876.67, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 1/9/2026 1:08:05 AM GMT
Source Updated Date: 1/11/2026 6:42:41 PM GMT

Courtesy of: Daniel Grieb, KELLER WILLIAMS REALTY AT THE PARKS, offers@hometosell.com

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.