Seminole, MAITLAND
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 a walk-in closet and updated ensuite bath with a new quartz topped vanity. 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, REPIPED 2025, HVAC and REROOF 2020, WATER HEATER 2022, along with a NEW FENCE installed in 2023. 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.
Property Code : O6445281
Price : $ 529.000,00
Area : 1734 Sq Ft
Building Area : 2347 Sq Ft
Year of Construction : 1962
Property Category : Single Family Residence
Bedroom : 3
Bathroom : 2
Garage : 2
Available on Market : 01/10/2026
Property Status : Residential Active
New Construction : No
Pets Allowed: No
Annual Tax: $ 2.349,01
Tax Year: 2025
Air Conditioning: Central Air
Heating: Central
Public Utility Services: Cable Connected, Electricity Connected, Public, Water Connected
Water Source: Public
Laundry: In Garage
Home Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
Rental use: 8-12 Months
HOA: /mo
Floor: Hardwood
Interior: Primary Bedroom Main Floor, Window Treatments
Window:
Other Structures:
Construction Materials: Block, Stucco
Outside: French Doors, Private Yard, Rain Gutters
Pool:
Patio and Porch Features: Covered, Front Porch
Foundation: Crawlspace, Other
Parking: Driveway, Ground Level
Ceiling: Shingle
Road Type: Paved, Asphalt
Architectural Style: Florida
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