1065 GREGORY DR, MAITLAND, FL 32751
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3 Beds
2 Full baths
1,929SqFt
Active
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!
Property Details | ||
|---|---|---|
| Price | $519,000 | |
| Bedrooms | 3 | |
| Full Baths | 2 | |
| Half Baths | 0 | |
| Property Style | Florida, Ranch | |
| Lot Size Area | 12371 | |
| Lot Size Area Units | Square Feet | |
| Acres | 0.28 | |
| Property Type | Residential | |
| Sub type | SingleFamilyResidence | |
| MLS Sub type | Single Family Residence | |
| Features | Ceiling Fan(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Split Bedroom, Thermostat | |
| Exterior Features | French Doors, Irrigation System, Storage | |
| Year Built | 1958 | |
| Subdivision | DRUID HILLS ESTATES 1ST ADD | |
| Roof | Shingle | |
| Heating | Central | |
| Foundation | Crawlspace | |
| Laundry Features | In Garage, Laundry Room | |
| Pool features | In Ground, Screen Enclosure | |
| Parking Description | Driveway | |
| Garage spaces | 2 | |
Geographic Data | ||
| Directions | From the intersection of Maitland Ave and Maitland Blvd, head north on Maitland Ave. Turn left onto Oranole Rd, then turn left onto Gregory Dr. The property will be on your left. | |
| County | Seminole | |
| Latitude | 28.641613 | |
| Longitude | -81.377382 | |
| Market Area | 32751 - Maitland / Eatonville | |
Address Information | ||
| Address | 1065 GREGORY DR, MAITLAND, FL 32751 | |
| Postal Code | 32751 | |
| City | MAITLAND | |
| State | FL | |
| Country | United States | |
Listing Information | ||
| Listing Office | EXP REALTY LLC | |
| Listing Agent | Cece Wong | |
| Special listing conditions | None | |
| Ownership | Fee Simple | |
| Terms | Cash, Conventional, FHA | |
| Virtual Tour URL | https://player.vimeo.com/video/1196194213?h=66d5dd2252&badge=0&autopause=0&player_id=0&app_id=58479 | |
School Information | ||
| Elementary School | Lake Orienta Elementary | |
| Middle School | Milwee Middle | |
| High School | Lyman High | |
MLS Information | ||
| Days on market | 20 | |
| MLS Status | Active | |
| Listing Date | May 28, 2026 | |
| Listing Last Modified | Jun 28, 2026 | |
| Tax ID | 2421295070A000120 | |
| Tax Year | 2025 | |
| Tax Annual Amount | 5684 | |
| MLS Area | 32751 - Maitland / Eatonville | |
| MLS # | O6411336 | |
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