To schedule a showing of 1010 Gregory Drive, Maitland, Florida, Call David Shippey at 863-521-4517 TODAY!

$520,000 No Recent Price Change
1010 Gregory Drive
Maitland, FL 32751
  • 4Beds
  • 2.00Total Baths
  • 2 Full, 0 HalfBaths
  • 2,227SqFt
  • 1969Year Built
  • 0.28Acres
  • MLS# O6411422
  • Residential
  • SingleFamilyResidence
  • Active


Overview

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 Floridas renowned attractions. Maitland is loved for its charming restaurants, weekend farmers 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 Floridas most established and desirable locations.



Agriculture / Farm

Association Fees / Info

Pets Allowed:  Yes

Bathroom Info

Total Baths:  2.00

Fullbaths:  2

Building Info

Window Features:  Shutters, WindowTreatments

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Ranch

Pool Features:  Gunite, InGround

Patio:  Patio

Pool Private:  Yes

Exterior Features:  FrenchPatioDoors, SprinklerIrrigation, Lighting

Fees / Restrictions

Financial

Original Price:  $520,000

Fencing:  Fenced

Garage / Parking

Parking Features:  Garage, GarageDoorOpener

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Floors:  EngineeredHardwood, Tile

Levels:  One

Laundry Features:  WasherHookup, ElectricDryerHookup, Inside, LaundryRoom

Interior Features:  BuiltInFeatures, CeilingFans, LivingDiningRoom, MainLevelPrimary, StoneCounters, SplitBedrooms, SolidSurfaceCounters, WoodCabinets, WindowTreatments, SeparateFormalDiningRoom, SeparateFormalLivingRoom

Appliances:  Dryer, Dishwasher, ElectricWaterHeater, Disposal, Microwave, Range, Refrigerator, WineRefrigerator, Washer

Lot Info

Direction Remarks:  From N. Maitland Avenue take Oranole Road West to South (Left) onto Gregory Drive to 2nd house on left.

Number of Lots:  1

Lot Size Units:  Acres

Lot Size Acres:  0.28

Lot Sqft:  12,285

Est Lotsize:  105X117

Lot Desc:  Cleared, Flat, Level, OutsideCityLimits, Landscaped

Misc

Other

Equipment:  IrrigationEquipment

Special Conditions:  None

Other Rooms Info

Property Info

Section:  24

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Property Condition:  NewConstruction

Construction Materials:  Block

Stories:  1

Foundation:  Slab

Room Info

Total Rooms:  13

Sqft Info

Sqft:  2,227

Bulding Area Sqft:  2,671

Living Area Units:  SquareFeet

Living Area Source:  Appraiser

Tax Info

Tax Year:  2,025

Tax Lot:  2

Tax Legal Description:  LOT 2 BLK B DRUID HILLS ESTATES 1ST ADD PB 11 PG 42

Tax Block:  B

Tax Annual Amount:  4288

Tax Book Number:  09968/0505

Unit Info

Utilities / Hvac

Heating:  Central, Electric

Water Source:  Public

Sewer:  SepticTank

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  ElectricityConnected, HighSpeedInternetAvailable, WaterConnected

Waterfront / Water

Schools

Elem:  Lake Orienta Elementary

Middle:  Milwee Middle

High:  Lyman High

Directions

From N. Maitland Avenue take Oranole Road West to South (Left) onto Gregory Drive to 2nd house on left.

This listing courtesy of Fannie Hillman & Associates 

Mortgage Calculator

%
$
%
Dollars per $1000
$
Approximate Monthly Payment 0.0
On davidshippey.com since Wed, May 27th 2026
No Property History recorded for this listing.

Broker Reciprocity The information being provided by © 2026 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 06-15-2026 2:00 AM EST.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website. This real estate website and IDX data is hosted by IDX data is Powered & Hosted by Dynamic IDX, LLC Real Estate Web Solutions

If you have any questions on 1010 Gregory Drive, Maitland, Florida, please call David Shippey at 863-521-4517.


MLS# O6411422 located at 1010 Gregory Drive, Maitland, Florida is brought to you by David Shippey REALTOR®

1010 Gregory Drive, Maitland, Florida has 4 Beds, 2 Full Bath, and 0 Half Bath.
The MLS Number for 1010 Gregory Drive, Maitland, Florida is O6411422.
The price for 1010 Gregory Drive, Maitland, Florida is $520,000.
The status of 1010 Gregory Drive, Maitland, Florida is Active.
The subdivision of 1010 Gregory Drive, Maitland, Florida is Druid Hills Estates 1st Add.
The home located at 1010 Gregory Drive, Maitland, Florida was built in 2026.