1060 Gregory Drive , Maitland, FL 32751

$529,000
  • 1060 Gregory Drive , Maitland, FL 32751 Main Photo

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New to the Market Active
BEDS3 BATHS2 full SQUARE FEET1,734 MLS#O6445281
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONDRUID HILLS ESTATES 1ST

Property 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 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 a 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.

1060 Gregory Drive | MLS# O6445281

This single family home located at 1060 Gregory Drive , Maitland, FL 32751 is currently listed for sale with an asking price of $529,000. This property was built in 1962 and has 3 bedrooms and 2 full baths with 1734 sq. ft. Gregory Drive is located in the DRUID HILLS ESTATES 1ST subdivision. Search DRUID HILLS ESTATES 1ST real estate on www.lydiawalls.com today.

Upcoming Open Houses

Open House Friday October 2nd, 5:00pm - 7:00pm
Open House Saturday October 3rd, 1:00pm - 4:00pm
Open House Sunday October 4th, 1:00pm - 4:00pm

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2 car attached
Heating: Central
Home Style: Florida
Lot Size: 0.28 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $2,349
Year Built: 1962

Amenities

Primary Bedroom Main Floor
Window Treatments
Private Yard
Rain Gutters

Feature Descriptions

Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
Directions: From the intersection of North Maitland Avenue and Oranole Road, head west on Oranole, left on Gregory Drive and the home is on the left.
Exterior: Block, Stucco
Fireplace: Family Room, Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Wood
Foundation: Crawlspace, Other
Garage Dimensions: 25x21
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot: City Limits, In County, Landscaped, Level, Near Public Transit, Paved
Lot Dimensions: 0.28
Other Equipment: Private Yard
Ownership: Fee Simple
Parking: Driveway, Ground Level
Parking Notes: Driveway, Ground Level
Patio/Porch: Covered, Front Porch
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Septic Tank
Showing Instructions: Combination Lock Box, See Remarks, ShowingTime
Special Sale Provisions: None
Utilities: Cable Connected, Electricity Connected, Public, Water Connected
Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Water: Public
Water Access Y/N: No
Zoning: R-1AA

Room Sizes

Living Room: 15x13
Dining Room: 12x19
Kitchen: 14x11
Primary Bedroom: 15x13
Bedroom 2: 12x10
Bedroom 3: 12x10

Local Schools

High School: Lyman High
Middle School: Milwee Middle
Elementary School: Lake Orienta Elementary

Listed By / Shown By

Listed By

Agency Name: KELLER WILLIAMS WINTER PARK
Agency Contact: 407-545-6430

Shown By

Agent Name: Lydia Walls
Agent Phone: (937) 935-5597
Agency Title: Key Realty

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Estimated Payment

$ 3,309.12 per month $2,959.08 Principal & Interest $195.75 Property Tax $154.29 Homeowner's Insurance

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