1060 Gregory Drive, Maitland, FL 32751

$529,000
3
BD
2
BA
1,734
SqFt

Show Photos

Verify your account to unlock exclusive photos, mortgage tools, and more.

List Price
$529,000
MLS#
O6445281
Bedrooms
3
Bathrooms
2
Sq. Ft
1,734
Lot Size
12,386
Subtype
Single Family
County
Seminole
Community
No Deed Restriction
Subdivision
Druid Hills Estates 1st Add
Region
Maitland / Eatonville
Year Built
1962

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 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.

Additional Information

Heating
Central
Cooling
Central Air
Roof
Shingle
Sewer
Septic Tank
Exterior Features
Private Yard, Rain Gutters
Fireplace
Yes
Construction
Block, Stucco
Living Area
1,734
Elementary School
Lake Orienta Elementary
Middle School
Milwee Middle
High School
Lyman High

Listing courtesy of KELLER WILLIAMS WINTER PARK. Contact: 407-545-6430

How much is your home worth?

...get instant property value now!

Mortgage Calculator

Amount of Loan
Annual Interest Rate
%
Term of Loan
Years

Does not include any taxes or fees.
Please consult a financial professional.
Calculator source: Real Geeks