1065 Gregory Dr, Maitland, FL 32751
Local realty services provided by:CENTURY 21 Real Estate Champions
1065 Gregory Dr,Maitland, FL 32751
$519,000
- 4 Beds
- 2 Baths
- 1,929 sq. ft.
- Single family
- Active
Upcoming open houses
- Sat, Jun 0603:00 pm - 05:00 pm
Listed by: cece wong
Office: exp realty llc.
MLS#:O6411336
Source:MFRMLS
Price summary
- Price:$519,000
- Price per sq. ft.:$198.93
About this home
VIDEO/VIRTUAL TOUR AVAILABLE! This Maitland pool home features 3 bed/2 bath in the main house with a 4th room addition on the other side of the garage. The 4th room has it's own separate entrance and it's own rear door access to the pool! Use it as a home office, creative studio, home gym, or income-producing suite — with no HOA to answer to. The cozy fireplace, hardwood floors, and split bedroom floor plan makes it feel like home. The oversized rectangular pool and deck were recently resurfaced and a screen enclosure was added to make maintenance a breeze. There’s still plenty of backyard space to enjoy on the huge 0.28 acre lot equipped with a white vinyl fence and storage shed. Minutes from excellent Maitland private schools and the Winter Park private school corridor, you’ll love the area! It’s close to Trader Joe’s, Winter Park Shopping & Dining, Audubon Center for Birds of Prey, Maitland Art Center, Lake Lily Park, and Enzian Theater. The RDV Sportsplex Athletic Club — with 400+ monthly classes — is an incredible convenience as well! Highway I-4 is close by and the SunRail Maitland Station is only 1 mile away, making downtown Orlando just 24 min commute on the Sunrail. Downtown Maitland is walkable with acclaimed restaurants anchored by a weekly Farmers' Market and the annual Jazz & Blues Festival. Roof is 2020, and water heater is brand new 2026. To see more of the house, WATCH THE VIDEO/VIRTUAL TOUR!...
Contact an agent
Home facts
- Year built:1958
- Listing ID #:O6411336
- Added:6 day(s) ago
- Updated:June 03, 2026 at 04:16 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:2
- Full bathrooms:2
- Flooring:Tile, Wood
- Kitchen Description:Dishwasher, Kitchen/Family Room Combo, Microwave, Range, Refrigerator
- Bedroom Description:Primary Bedroom Main Floor, Split Bedroom
- Basement Description:Crawlspace
- Living area:1,929 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
- Central air:Yes
Structure and exterior
- Roof:Shingle
- Year built:1958
- Building area:1,929 sq. ft.
- Lot area:0.28 Acres
- Lot Features:Paved
- Architectural Style:Florida, Ranch
- Construction Materials:Block, Stucco
- Exterior Features:Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened
- Levels:1 Story
Schools
- High school:Lyman High
- Middle school:Milwee Middle
- Elementary school:Lake Orienta Elementary
Utilities
- Water:Public
- Sewer:Public, Septic Tank
Finances and disclosures
- Price:$519,000
- Price per sq. ft.:$198.93
- Tax amount:$5,684 (2025)
Features and amenities
- Appliances:Dishwasher, Dryer, Irrigation Equipment, Microwave, Range, Refrigerator, Washer
- Laundry features:Dryer, In Garage, Laundry Room, Washer
- Amenities:Ceiling Fans(s), Irrigation Equipment, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Split Bedroom, Thermostat
- Pool features:In Ground, Private Pool, Screen Enclosure
Parking
- Parking description:Attached Garage, Driveway
- Garage:Yes
- Garage spaces:2
New listings near 1065 Gregory Dr
- New
$235,000Active3 beds 2 baths1,256 sq. ft.1507 Grove Street #557, MAITLAND, FL 32751
MLS# O6412094Listed by: COLDWELL BANKER REALTY - New
$729,990Active3 beds 2 baths1,495 sq. ft.1741 Lyndale Boulevard, MAITLAND, FL 32751
MLS# O6410524Listed by: D & D PROPERTY MANAGEMENT SOLUTIONS LLC - Open Sat, 11am to 1pmNew
$1,149,900Active4 beds 5 baths3,040 sq. ft.766 Terra Place, MAITLAND, FL 32751
MLS# O6411881Listed by: CREEGAN GROUP - New
$579,900Active5 beds 2 baths2,233 sq. ft.610 Brookside Road, MAITLAND, FL 32751
MLS# O6412355Listed by: AIDA TERESA ORTIZ - New
$675,000Active3 beds 3 baths1,935 sq. ft.245 Orange Place, MAITLAND, FL 32751
MLS# O6409154Listed by: ONE LUXURY INTERNATIONAL LLC - Open Sat, 12 to 2pmNew
$520,000Active3 beds 2 baths1,558 sq. ft.2697 Queen Mary Place, MAITLAND, FL 32751
MLS# O6411521Listed by: KELLER WILLIAMS WINTER PARK - New
$3,100,000Active6 beds 5 baths5,355 sq. ft.1166 N Lake Sybelia, MAITLAND, FL 32751
MLS# O6411525Listed by: KELLER WILLIAMS WINTER PARK - New
$765,000Active4 beds 2 baths2,287 sq. ft.1191 Willowbrook Trail, MAITLAND, FL 32751
MLS# O6410813Listed by: CHARLES RUTENBERG REALTY ORLANDO
$185,000Pending2 beds 2 baths905 sq. ft.341 Cherrywood Gardens Dr #2, MAITLAND, FL 32751
MLS# O6411069Listed by: SPHERA REALTY LLC