1060 GREGORY DRIVE, MAITLAND, FL 32751
$529,000 · Active
MLS #O6445281

- Price
- $529,000
- Status
- Active
- Bedrooms
- 3
- Bathrooms
- 2
- Living area
- 1,734 sq ft
- Home type
- Single Family Residence
- Year built
- 1962
- Lot size
- 0.28 acres
- Full bathrooms
- 2
- Half bathrooms
- 0
- Private pool
- No
- Waterfront
- No
- New construction
- No
- HOA
- No
- 55+ community
- No
- Levels
- One
- County
- Seminole
- Garage spaces
- 2
- Annual property taxes
- $2,349.01
- Subdivision
- DRUID HILLS ESTATES 1ST ADD
- Style
- Florida
- Appliances & Equipment
- Dishwasher · Disposal · Dryer · Microwave · Range · Refrigerator · Washer · Other equipment: Private Yard
- Bathrooms
- 2 total bathrooms · 2 full bathrooms
- Bedrooms
- 3 total bedrooms
- Building
- Built in 1962 · Living area: 1734 · Living area units: Square Feet · Building faces West · 1 storey · Levels: One · Construction Materials: Block, Stucco
- Cooling
- Central Air
- Exterior Features
- Patio/Porch Features: Covered, Front Porch · Private Yard · Rain Gutters
- Fireplaces
- Family Room · Wood Burning
- Floors
- Wood
- Foundation
- Crawlspace
- Garage
- 2 spaces
- Heating
- Central
- Interior Features
- Primary Bedroom Main Floor · Window Treatments
- Laundry
- In Garage
- Lot
- 0.28 acres · Dimensions: 117x105 · City Limits · In County · Landscaped · Level · Near Public Transit · Paved · Mature Landscaping · Oak Trees · Trees/Landscaped
- Parking
- Driveway · Ground Level
- Roof
- Shingle
- Sewer
- Septic Tank
- Utilities
- Cable Connected · Electricity Connected · Public · Water Connected · Water Source: Public
- Elementary school
- Lake Orienta Elementary
- Middle school
- Milwee Middle
- High school
- Lyman High
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 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.
Courtesy of KELLER WILLIAMS WINTER PARK 407-545-6430
Schedule A Tour Get More Information On This HomeContact LPT Realty at (877) 366-2213 to ask about this home.