USAFLMaitlandDruid Hills Estates 1St Add1060 Gregory Dr
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$529,000

For Sale

8 days ago

1060 Gregory Dr, Maitland, FL

House

MLS® O6445281

3 Bed

2 Bath

1734 sqft

2 Parking

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 1734 sqft
Garage Yes
Taxes $2,349
Days Active 8
Lot Size 0.28 Acres
Approx. Age 1962
Avg. Price Per Sqft $305
MLS® Number O6445281

Property Address: 1060 Gregory Dr, MAITLAND, FL, 32751-3209

Average square foot calculated using Size range provided by listing agent.

Description

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 include an ELECTRICAL UPDATE 2026, ALL NEW DUCTWORK 2026, HVAC and REROOF 2020, WATER HEATER 2022, a NEW FENCE installed in 2023 and REPIPED 2009. Set in an established Maitland neighborhood with quick access to Winter Park, Maitland and Interstate 4, this is a home with a story, a setting and a style all its own. Come experience the character, comfort and tree-lined charm that make 1060 Gregory Drive feel like home from the moment you arrive.
MLS® NumberO6445281
Laundry Level
Central VacNo
FireplaceYes
Acreage
Exterior
GarageYes
Approx. Age1962
Basement
DrivewayDriveway, Ground Level
Garage Spaces
HeatCentral
A/CCentral Air

Extras

Rooms

Change to metres

Dining Room:First Floor12 × 19 ft
Kitchen:First Floor14 × 11 ft
Bedroom 3:First Floor12 × 10 ft
Other:First Floor15 × 13 ft
Bedroom 2:First Floor12 × 10 ft
Living Room:First Floor15 × 13 ft

Price History

-End Date
Not Sold YetSold Price

For Sale

Oct 1, 2026List Date
$529,000List Price

Home Appraisal

This property is estimated to sell between: $529,000 and $545,000.
Similar properties in this area sold on average for: $539,113
Expected to sell in 21 days. Similar properties sold in 29 days. This home has been on eXp Realty for 8 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

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Starting Address
Destination Address
1060 Gregory Dr, Maitland, FL

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