New Listing - 05/27/2026

$520,000 ($233.50 per sqft)

Est. Mortgage $2,561/mo *

Quick Pre-Approval

Open House Schedule

05/31/2026
2:00 PM to 4:00 PM
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1010 GREGORY DRIVE, Maitland, FL, 32751

1010 GREGORY DRIVE, Maitland, FL, 32751

13 rooms

4 beds

2 Full baths

1969

Ranch

2,227 sqft

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.


Status:

Active

Type:

Single-family residential

Furnished Remarks:

Unfurnished

Laundry Remarks:

Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Subdivision:

DRUID HILLS ESTATES 1ST ADD

Garage:

2-car Garage Door Opener

Heating:

Central, Electric

Cooling:

Central Air

Lot Size:

105 x 117

Acreage:

0.28

Est. Taxes:

$4,288

Construction

Block

Utilities

BB/HS Internet Available, Electricity Connected, Water Connected

Lot Description:

Cleared, In County, Level

Elementary School:

Lake Orienta Elementary

Middle School:

Milwee Middle

High School:

Lyman High

Pet Policy:

Yes

Appliances:

Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Wine Refrigerator

Pool:

Gunite, In Ground, Lighting

Min Lease Term:

No Minimum

MLS #:

O6411422


Community Info

School Info

Walk Score

Yelp



Listing courtesy of FANNIE HILLMAN & ASSOCIATES 407-644-1234