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1010 GREGORY DRIVE
MAITLAND FL 32751 US

$520,000

Active Listing ID O6411422
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4 bed
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2.00 Bath (2 Full)
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Lot: 0.28 Acres
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Single Family Residence

$520,000

Active Listing ID O6411422
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1010 GREGORY DRIVE Nestled in the heart of highly desirable Maitland, this spacious 4-bedroom, 2-bath pool home offers the perfect blend of location, functionality, and outdoor living on an oversized .28-acre lot with more than 12, 000 square feet of property. Surrounded by mature trees and established neighborhoods, this prime location places you just minutes from Downtown Maitland, Historic Winter Park, Downtown Orlando, world-class shopping, dining, entertainment, and Central Florida’s renowned attractions. Maitland is loved for its charming restaurants, weekend farmer’s market, beautiful lakes, and scenic tree-lined streets, all while bordering some of the most prestigious real estate in Central Florida.The backyard is truly the showstopper of this property, featuring a sparkling open pool, beautiful vinyl fencing, and an expansive yard that is far larger than many homes in the area. Recent landscaping enhancements include a hardscaped entertaining space and decorative stone half wall, creating the perfect setting for relaxing, hosting guests, or enjoying Florida outdoor living under the shade of the beautiful oak tree.Inside, the home features a desirable split-bedroom floor plan with formal living and dining rooms, plus a spacious family room offering plenty of flexibility for everyday living and entertaining. The galley-style kitchen is equipped with granite countertops and overlooks the living areas for easy functionality. Attractive laminate wood flooring and tile flow throughout the home, while all bedrooms have been updated with new ceiling fans. Additional improvements include electrical upgrades, new exterior doors, a new roof installed in 2020, and added attic insulation for enhanced energy efficiency. Built with sturdy concrete block construction, this home offers lasting durability and peace of mind. The indoor laundry room includes the washer and dryer for added convenience. This is a rare opportunity to own a pool home with a large backyard in one of Central Florida’s most established and desirable locations.

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Property Features

  • Facts
  • Lot Size: 0.28 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2
  • Cooling System: Central Air
  • Exterior Finish: Level, Paved, Fencing, French Doors, Lighting, Sprinkler Metered, Pool
  • Floor Covering: Hardwood, Tile
  • Roof Type: Shingle
  • Heating Fuels: Central, Electric (Heating)
  • Additional Features
  • Pool

School Information

  • School
  • Lake Orienta Elementary(Elementary)
  • Milwee Middle(MiddleSchool)
  • Lyman High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 520000
  • unparsedaddress: 1010 GREGORY DRIVE
  • postalcity: MAITLAND
  • stateorprovince: FL
  • country: US
  • postalcode: 32751
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.28
  • lotsizeunits: Acres
  • lotsizearea: 0.28
  • livingarea: 2227
  • livingareaunits: Square Feet
  • latitude: 28.643237
  • longitude: -81.376914
  • listagentfullname: Kelly Hildebrand
  • listagentemail: kelly@fanniehillman.com
  • listagentkey: 3yd-MFRMLSFL-261073265
  • listagentmlsid: 261073265
  • listagentpreferredphone: 4073105035
  • listagentofficephone: 4076441234
  • listofficekey: 3yd-MFRMLSFL-51588
  • listagentstatelicense: 3038649
  • listofficemlsid: 51588
  • 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: 1969
  • listingcontractdate: 2026-05-27
  • listagenturl: https://www.FannieHillman.com
  • countyorparish: Seminole
  • parcelnumber: 24-21-29-507-0B00-0020
  • elementaryschool: Lake Orienta Elementary
  • highschool: Lyman High
  • appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Range, Refrigerator, Refrigerator - Wine Storage, Washer
  • cooling: Central Air
  • constructionmaterials: Block
  • flooring: Hardwood, Tile
  • heating: Central, Electric (Heating)
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Garage, Garage - Attached
  • roof: Shingle
  • waterfrontyn: False
  • interiorfeatures: Built-in Features, Ceiling Fans(s), Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Window Treatments
  • exteriorfeatures: Level, Paved, Fencing, French Doors, Lighting, Sprinkler Metered, Pool
  • architecturalstyle: Ranch
  • rooms: Bathroom 1, Bathroom 2, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Laundry, Living Room
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -81.376915, 28.643236
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Fannie Hillman + Associates, Inc.", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"kelly@fanniehillman.com", "ListBrokerageCity":"Winter Park", "ListBrokerageCountry":"US", "ListBrokerageEmail":"Scott@fanniehillman.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/95/162135/20110510162737676.png", "ListBrokerageName":"Fannie Hillman + Associates, Inc.", "ListBrokeragePhone":"(407) 644-1234", "ListBrokeragePostalCode":"32789", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"205 W Fairbanks Ave.", "ListBrokerageWebsiteUrl":"https://www.FannieHillman.com", "ListOfficeAddress1":"205 W Fairbanks Ave", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Winter Park", "ListOfficeCountry":"US", "ListOfficeEmail":"scott@fanniehillman.com", "ListOfficePostalCode":"32789", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence, Ranch - MAITLAND, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/1010-Gregory-Dr_Maitland_FL_32751_M60566-49882?f=listhub&s=MFRMLSFL&m=O6411422&c=rexren", "MLSModificationTimestamp":"2026-05-31T20:06:41Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":13, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":4288, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/31/2026 10:09:12 PM GMT
Source Updated Date: 6/4/2026 12:54:43 AM GMT

Courtesy of: Kelly Hildebrand, FANNIE HILLMAN & ASSOCIATES, kelly@fanniehillman.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.