1065 Gregory DriveMaitland, FL 32751Price: $519,000

  • Price: $519,000
  • Est. Mortgage of $/month
  • 2 Days on Market
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$
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$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
Open House
1065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 327511065 Gregory Drive Maitland FL 32751
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  • 4Bedrooms
  • 0.28Acreage
  • 2Bathrooms
  • 1958Year Built
VIDEO/VIRTUAL TOUR AVAILABLE! This Maitland pool home on over a ¼ acre offers something rare: a spacious 4th room addition with its own separate entrance in driveway and it's own rear door access to the pool! Use it as a home office, creative studio, home gym, income-producing suite, or dedicated learning space - with no HOA to answer to. The main house features 3 bed/2bath and 2 separate living areas with a split bedroom floor plan. The cozy fireplace and hardwood floors 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!

Open Houses

May 30th
Starts: 10:00am
Ends: 12:00pm
Listing Courtesy of EXP REALTY LLC

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More Info

Location Information

  • Road Frontage DescriptionAsphalt

School Information

  • Elementary SchoolLake Orienta Elementary
  • High SchoolLyman High
  • Junior HighMilwee Middle

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour

Property

  • ZoningR-1AA

Interior

  • Flooring Tile, Wood
  • Furnished Unfurnished

Property Information

  • Acreage0.28
  • Attached Garage YN Yes
  • Building Area Total 2,609
  • BuildingAreaUnitsSquare Feet
  • Fencing Vinyl
  • LivingAreaUnitsSquare Feet
  • Lot DescriptionPaved
  • Lot Size Square Feet 12,371
  • MFR Living Area Meters 179
  • MFR Lot Size Square Meters 1149
  • MFR Total Acreage 1/4 to less than 1/2
  • Other Structures Shed(s), Storage
  • Square Feet1,929

Other

  • Building Area Source Public Records
  • Date Listed05/28/2026
  • MFR Additional Lease Restrictions Buyer and Buyer's Agent's responsibility to verify leasing restrictions with the county.
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code X
  • MFR Minimum Lease No Minimum
  • Status Change Timestamp2026-05-28T16:12:02
  • Vegetation Mature Landscaping

Basic Information

  • List Price$519,000
  • ListingContractDate2026-05-28
  • MLS NumberO6411336
  • Mls Status Active
  • OriginalListPrice519000
  • PublicSurveyRange29
  • StatusACT

Location

  • Address1065 Gregory Drive
  • AreaMaitland / Eatonville
  • CountySeminole
  • Exterior Features French Doors, Storage
  • StateFL
  • SubdivisionDruid Hills Estates 1st Add
  • TownMaitland
  • Township 21
  • Zip32751

Utilities

  • Cooling Central Air
  • Heating Central
  • Laundry Features In Garage, Laundry Room
  • MFR Number Of Septics 1
  • Sewer Septic Tank
  • Utilities Public
  • Water Source Public

Water Body

  • MFR Water Access YN No
  • Pool Private YN Yes
  • Water ViewNo

Tax Information

  • Tax Year 2025
  • Taxes$5,684

Parking

  • Parking Features Driveway

Rooms

  • Bedrooms4
  • Full Bath2
  • MFR Additional Rooms Bonus Room

Building

  • Bathroom2
  • Construction Materials Block, Stucco
  • FireplaceLiving Room, Wood Burning
  • Fireplace YN Yes
  • Foundation Details Crawlspace
  • GarageYes
  • Garage Spaces2
  • Levels One
  • Patio And Porch Features
    • Enclosed
    • Front Porch
    • Patio
    • Porch
    • Rear Porch
    • Screened
  • Property StyleFlorida, Ranch
  • RoofShingle
  • Rooms11
  • Window Features Blinds
  • Year Built1958

Amenities

  • Appliances IncludedDishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • MFR Amenities Additional Fees NO HOA
  • MFR Pet Restrictions Buyer and Buyer's Agent's responsibility to verify pet restrictions with the county.
  • Other AmenitiesFireplace, Pool
  • Other Equipment Irrigation Equipment
  • PetsYes
  • Pool Features In Ground, Screen Enclosure
  • Security Features Security System Owned
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 29, 2026 2:33 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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