1065 GREGORY DR, Maitland, FL 32751

• 4 beds |
• 2 baths |
• 1,929 sqft

Property Description

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!

Listing Status:

Active

Date Added:

May 28, 2026

Data Last Updated:

May 31, 2026 at 5:23PM

Listing Office:

EXP REALTY LLC : 888-883-8509

Listing Agent:

Cece Wong : 407-809-1440

MLS ID:

O6411336

Interior

• General: Ceiling Fans(s)Kitchen/Family Room ComboPrimary Bedroom Main FloorSplit BedroomThermostat
• Rooms: Bonus Room
• Appliances: DishwasherDryerMicrowaveRangeRefrigeratorWasher
• Laundry: In GarageLaundry Room
• Flooring: TileWood
• A/C: Central Air
• Heating: Central
• Fireplace: Living RoomWood BurningFireplace

Exterior

• General: French DoorsStorage
• Style: FloridaRanch
• Other Structures: Shed(s)StorageEnclosedPorchFront PorchRear PorchScreenedPatio
• Pool: In GroundScreen Enclosure
• Parking: Driveway

Construction

• Roofing: Shingle
• Windows: Blinds
• General: BlockStuccoOneCrawlspace

Location

• Road/Access: Asphalt
• Originating MLS: Stellar MLS
• County: Seminole

Lot

• Zoning: R-1AALOT 12 BLK A DRUID HILLS ESTATES 1ST ADD PB 11 PG 4224-21-29-507-0A00-0120
• Fencing: Vinyl

Utilities

• Utilities: Public
• Water: Public
• Sewer: Septic Tank

Financial

• Source: Stellar MLS
• Ownership: Fee Simple