1010 GREGORY DRIVE, Maitland, FL 32751

• 4 beds |
• 2 baths |
• 2,227 sqft

Property Description

Nestled in the heart of highly desirable Maitland, this spacious 4-bedroom, 2-bath pool home offers the perfect blend of location, functionality, and outdoor living on an oversized .28-acre lot with more than 12,000 square feet of property. Surrounded by mature trees and established neighborhoods, this prime location places you just minutes from Downtown Maitland, Historic Winter Park, Downtown Orlando, world-class shopping, dining, entertainment, and Central Florida’s renowned attractions. Maitland is loved for its charming restaurants, weekend farmer’s market, beautiful lakes, and scenic tree-lined streets, all while bordering some of the most prestigious real estate in Central Florida.The backyard is truly the showstopper of this property, featuring a sparkling open pool, beautiful vinyl fencing, and an expansive yard that is far larger than many homes in the area. Recent landscaping enhancements include a hardscaped entertaining space and decorative stone half wall, creating the perfect setting for relaxing, hosting guests, or enjoying Florida outdoor living under the shade of the beautiful oak tree.Inside, the home features a desirable split-bedroom floor plan with formal living and dining rooms, plus a spacious family room offering plenty of flexibility for everyday living and entertaining. The galley-style kitchen is equipped with granite countertops and overlooks the living areas for easy functionality. Attractive laminate wood flooring and tile flow throughout the home, while all bedrooms have been updated with new ceiling fans. Additional improvements include electrical upgrades, new exterior doors, a new roof installed in 2020, and added attic insulation for enhanced energy efficiency. Built with sturdy concrete block construction, this home offers lasting durability and peace of mind. The indoor laundry room includes the washer and dryer for added convenience. This is a rare opportunity to own a pool home with a large backyard in one of Central Florida’s most established and desirable locations.

Listing Status:

Active

Date Added:

May 27, 2026

Data Last Updated:

May 31, 2026 at 6:21PM

Listing Office:

FANNIE HILLMAN & ASSOCIATES : 407-644-1234

Listing Agent:

Kelly Hildebrand : 407-310-5035

MLS ID:

O6411422

Interior

• General: Built-in FeaturesCeiling Fans(s)Living Room/Dining Room ComboPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsSplit BedroomStone CountersThermostatWindow Treatments
• Rooms: Formal Dining Room SeparateFormal Living Room SeparateInside Utility
• Appliances: DishwasherDisposalDryerElectric Water HeaterMicrowaveRangeRefrigeratorWasherWine Refrigerator
• Laundry: Electric Dryer HookupInsideLaundry RoomWasher Hookup
• Flooring: HardwoodTile
• A/C: Central Air
• Heating: CentralElectric

Exterior

• General: French DoorsLightingSprinkler Metered
• Style: Ranch
• Other Structures: Patio
• Pool: GuniteIn GroundLighting
• Parking: Garage Door Opener

Construction

• Roofing: Shingle
• Windows: Shutters
• General: BlockOneSlab

Location

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

Lot

• Zoning: R-1AALOT 2 BLK B DRUID HILLS ESTATES 1ST ADD PB 11 PG 4224-21-29-507-0B00-0020
• Fencing: Fenced

Utilities

• Utilities: BB/HS Internet AvailableElectricity ConnectedWater Connected
• Water: Public
• Sewer: Septic Tank

Financial

• Source: Stellar MLS
• Ownership: Fee Simple