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1065 GREGORY DR,  MAITLAND, FL 32751

MLS# O6411336.  4 beds.  2.0 baths.  Single Family Home.  Active

$5,684 in taxes (2025)

$519,000

 

Remarks:

VIDEO/VIRTUAL TOUR AVAILABLE! This Maitland pool home features 3 bed/2 bath in the main house with a 4th room addition on the other side of the garage. The 4th room has it's own separate entrance and it's own rear door access to the pool! Use it as a home office, creative studio, home gym, or income-producing suite — with no HOA to answer to. The cozy fireplace, hardwood floors, and split bedroom floor plan makes it feel like home. The oversized rectangular pool and deck were recently resurfaced and a screen enclosure was added to make maintenance a breeze. There’s still plenty of backyard space to enjoy on the huge 0.28 acre lot equipped with a white vinyl fence and storage shed. Minutes from excellent Maitland private schools and the Winter Park private school corridor, you’ll love the area! It’s close to Trader Joe’s, Winter Park Shopping & Dining, Audubon Center for Birds of Prey, Maitland Art Center, Lake Lily Park, and Enzian Theater. The RDV Sportsplex Athletic Club — with 400+ monthly classes — is an incredible convenience as well! Highway I-4 is close by and the SunRail Maitland Station is only 1 mile away, making downtown Orlando just 24 min commute on the Sunrail. Downtown Maitland is walkable with acclaimed restaurants anchored by a weekly Farmers' Market and the annual Jazz & Blues Festival. Roof is 2020, and water heater is brand new 2026. To see more of the house, WATCH THE VIDEO/VIRTUAL TOUR!

Quick Info:

  • Listing is courtesy Of: EXP REALTY LLC ((888-883-8509))
  • Listing Agent: Cece Wong ((407-809-1440))
  • Days on yellowkey: 4
  • Property Type: Single Family Home
  • Beds: 4
  • Baths: 2.0
  • Living Area Square Feet: 1929
  • Built 1958
  • Taxes: $5,684 (2025)
  • Garage Spaces:2 ()
  • Square Feet: 2609
  • Fees: $0
  • Seminole County
  • Terms: Cash, Conventional, FHA
  • Subdivision Info:
  • Occupancy Information: Owner
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  • Development Name:
  • Subdivision Name: DRUID HILLS ESTATES 1ST ADD
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  • Interior Features: Ceiling Fans(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Split Bedroom, Thermostat
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  • Parking Description: Driveway
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  • Exterior Features: French Doors, Storage
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History:

DateListing TypeDays on yellowkeyMLS#EventPrice% Chg$/sqftSource
5/28/2026Sale4O6411336listed for sale$519,000-198.9267MLS




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