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1060 Gregory Drive, Maitland, FL 32751

Maitland
Local realty services provided by:CENTURY 21 Selling Paradise
1060 Gregory Drive,Maitland, FL 32751
$529,000
Virtual Tour
  • 3 Beds
  • 2 Baths
  • 1,734 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sun, Oct 25
    01:00 pm - 03:00 pm
Listed by: jill healey
Office: keller williams winter park
MLS#:O6445281
Source:MFRMLS

Price summary

  • Price:$529,000
  • Price per sq. ft.:$225.39

About this home

Some homes have a character that simply cannot be recreated—and 1060 Gregory Drive is one of them. Built in 1962 and tucked beneath mature oaks draped in Spanish moss, this three-bedroom, two-bath Maitland home celebrates its original charm while offering the updates today’s buyers appreciate. Warm hardwood floors flow through the home, while a dramatic brick feature wall separates the living and family rooms, with a fireplace facing each space. It is a memorable architectural detail that makes both rooms feel welcoming and distinct. The updated kitchen pairs shaker-style cabinetry with granite countertops and stainless steel appliances, while plantation shutters and ceiling fans add comfort and classic style throughout. The primary bedroom features dual closets. The guest bathroom also benefits from a new vanity. Step outside to an expansive backyard deck with plenty of room for dining, entertaining and lingering beneath the trees on beautiful Florida evenings. Major improvements...

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Home facts

  • Year built:1962
  • Subdivision & Development:DRUID HILLS ESTATES 1ST ADD
  • Listing ID #:O6445281
  • Added:24 day(s) ago
  • Updated:October 25, 2026 at 07:39 PM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:2
  • Full bathrooms:2
  • Flooring:Wood
  • Kitchen Description:Dishwasher, Disposal, Microwave, Range, Refrigerator
  • Bedroom Description:Primary Bedroom Main Floor
  • Basement Description:Crawlspace
  • Living area:1,734 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Central
  • Central air:Yes

Structure and exterior

  • Roof:Shingle
  • Year built:1962
  • Building area:1,734 sq. ft.
  • Lot area:0.28 Acres
  • Lot Features:Landscaped, Level, Near Public Transit, Paved
  • Architectural Style:Florida
  • Construction Materials:Block, Stucco
  • Exterior Features:Covered Porch/Patio, Front Porch, Rain Gutters
  • Levels:1 Story

Schools

  • High school:Lyman High
  • Middle school:Milwee Middle
  • Elementary school:Lake Orienta Elementary

Utilities

  • Water:Public, Water Connected
  • Sewer:Public, Septic Tank

Finances and disclosures

  • Price:$529,000
  • Price per sq. ft.:$225.39
  • Tax amount:$2,349 (2025)

Features and amenities

  • Appliances:Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Laundry features:Dryer, In Garage, Washer
  • Amenities:Cable Connected, Primary Bedroom Main Floor, Window Treatments
  • Pool features:Public Pool

Parking

  • Parking description:Attached Garage, Driveway, Ground Level
  • Garage:Yes
  • Garage spaces:2
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