Property Location and Similar Properties
- MLS#: O6445281 ( Residential )
- Street Address: 1060 Gregory Drive
- Viewed: 32
- Price: $529,000
- Price sqft: $305
- Waterfront: No
- Year Built: 1962
- Bldg sqft: 2347
- Bedrooms: 3
- Total Baths: 2
- Full Baths: 2
- Garage / Parking Spaces: 2
- Days On Market: 39
- Additional Information
- Geolocation: 28.6416 / -81.3769
- County: ORANGE
- City: MAITLAND
- Zipcode: 32751
- Subdivision: Druid Hills Estates 1st Add
- Elementary School: Lake Orienta Elementary
- Middle School: Milwee Middle
- High School: Lyman High
- Provided by: KELLER WILLIAMS WINTER PARK
- Contact: Jill Healey
- 407-545-6430

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DescriptionSome homes have a character that simply cannot be recreatedand 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 todays 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.
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Building and Construction
- Covered Spaces: 0.00
- Exterior Features: Private Yard, Rain Gutters
- Flooring: Wood
- Living Area: 1734.00
- Roof: Shingle
Land Information
- Lot Features: City Limits, In County, Landscaped, Level, Near Public Transit, Paved
School Information
- High School: Lyman High
- Middle School: Milwee Middle
- School Elementary: Lake Orienta Elementary
Garage and Parking
- Garage Spaces: 2.00
- Open Parking Spaces: 0.00
- Parking Features: Driveway, Ground Level
Eco-Communities
- Water Source: Public
Utilities
- Carport Spaces: 0.00
- Cooling: Central Air
- Heating: Central
- Sewer: Septic Tank
- Utilities: Cable Connected, Electricity Connected, Public, Water Connected
Finance and Tax Information
- Home Owners Association Fee: 0.00
- Insurance Expense: 0.00
- Net Operating Income: 0.00
- Other Expense: 0.00
- Tax Year: 2025
Other Features
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
- Country: US
- Furnished: Unfurnished
- Interior Features: Primary Bedroom Main Floor, Window Treatments
- Legal Description: LOT 7 BLK B DRUID HILLS ESTATES 1ST ADD PB 11 PG 42
- Levels: One
- Area Major: 32751 - Maitland / Eatonville
- Occupant Type: Vacant
- Parcel Number: 24-21-29-507-0B00-0070
- Possession: Close Of Escrow
- Style: Florida
- Views: 32
- Zoning Code: R-1AA
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