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$520,000
9 Days On Site

1010 GREGORY DRIVE
MAITLAND, FL 32751

Single Family Residence|Pending
4
Beds
2
Total Baths
2
Full Baths
2,227
SqFt
$233
/SqFt
1969
Built
Subdivision:
DRUID HILLS ESTATES 1ST ADD
County:
Seminole
Call Now: 407-986-1010
Is this the listing for you? We can help make it yours.
407-986-1010
1010 GREGORY DRIVE1010 GREGORY DRIVE1010 GREGORY DRIVE1010 GREGORY DRIVE
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Monthly Payment (Est.)

$2,372
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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.

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Listing Snapshot
Price 
$520,000
Days On Site 
9 Days
Bedrooms 
4
Inside Area (SqFt) 
2,227 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.28 Acres
Year Built 
1969
MLS® Number 
O6411422
Status 
Pending
Property Tax 
$4,288
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Appraiser
Friends & Family
Recent Activity
4 days agoListing updated with changes from the MLS®
4 days agoStatus changed to Pending
a week agoListing first seen on site
General Features
Acres 
0.28
Attached Garage 
Yes
Direction Faces 
West
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
One
Parking 
Garage Door OpenerAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
2671
Style 
Ranch
Utilities 
Electricity ConnectedWater Connected
Water Source 
Public
Zoning 
R-1AA
Interior Features
Appliances 
DishwasherDisposalDryerElectric Water HeaterMicrowaveRangeRefrigeratorWasherWine Refrigerator
Cooling 
Central Air
Flooring 
HardwoodTile
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Built-in FeaturesStone Counters
Laundry Features 
Electric Dryer HookupInsideLaundry RoomWasher Hookup
Window Features 
Shutters
Bathroom 2 
Dimensions - 10x5Level - FirstFeatures - Double VanityDescription - Room12
Bedroom 2 
Dimensions - 10x12Level - FirstFeatures - Ceiling Fan(s)Description - Room9
Bedroom 3 
Dimensions - 10x12Level - FirstFeatures - Ceiling Fan(s)Description - Room10
Bedroom 4 
Dimensions - 10x11Level - FirstFeatures - Ceiling Fan(s)Description - Room11
Dinette 
Dimensions - 14x11Level - FirstFeatures - Ceiling Fan(s)Description - Room6
Dining Room 
Dimensions - 11x8Level - FirstDescription - Room2
Family Room 
Dimensions - 17x16Level - FirstFeatures - Ceiling Fan(s)Description - Room7
Kitchen 
Dimensions - 13x7Level - FirstDescription - Room5
Laundry 
Dimensions - 10x7Level - FirstDescription - Room8
Living Room 
Dimensions - 21x14Level - FirstFeatures - Ceiling Fan(s)Description - Room1
Master Bathroom 
Dimensions - 16x3Level - FirstFeatures - Double Vanity, Granite CountersDescription - Room4
Master Bedroom 
Dimensions - 18x16Level - FirstFeatures - Ceiling Fan(s)Description - Room3
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Exterior Features
Construction Details 
Block
Exterior 
Lighting
Fencing 
Fenced
Lot Features 
ClearedLevelPaved
Patio And Porch 
Patio
Pool Features 
GuniteIn GroundPrivate
Private Pool 
Yes
Roof 
Shingle
Windows/Doors 
Shutters
Community Features
MLS Area 
32751 - Maitland / Eatonville
Roads 
Asphalt
Township 
21
Schools
School District
Unknown
Elementary School
Lake Orienta Elementary
Middle School
Milwee Middle
High School
Lyman High
Listing courtesy of FANNIE HILLMAN & ASSOCIATES (407) 310-5035

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Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-06-05 06:44 PM EDT

Neighborhood & Commute
Source: Walkscore
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