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.
Property Details
Price:
$520,000
MLS #:
O6411422
Status:
Pending
Beds:
4
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
DRUID HILLS ESTATES 1ST ADD
Neighborhood:
32751maitlandeatonville
Listed Date:
May 27, 2026
Finished Sq Ft:
2,227
Total Sq Ft:
2,671
Lot Size:
12,285 sqft / 0.28 acres (approx)
Year Built:
1969
See this Listing
Schools
Elementary School:
Lake Orienta Elementary
Middle School:
Milwee Middle
High School:
Lyman High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Engineered Hardwood, Tile
Heating
Central, Electric
Interior Features
Built-in Features, Ceiling Fan(s), Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Window Treatments
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Levels
One
Exterior
Architectural Style
Ranch
Attached Garage YN
1
Construction Materials
Block
Covered Spaces
2
Direction Faces
West
Exterior Features
French Doors, Irrigation System, Lighting, Sprinkler Metered
Fencing
Fenced
Garage Spaces
2
Lot Features
Cleared, In County, Level
Parking Features
Garage Door Opener
Patio And Porch Features
Patio
Roof
Shingle
Window Features
Shutters
Financial
Tax Year
2025
Taxes
$4,288
Map
Community
- Address1010 GREGORY DRIVE MAITLAND FL
- SubdivisionDRUID HILLS ESTATES 1ST ADD
- CityMAITLAND
- CountySeminole
- Zip Code32751
Subdivisions in MAITLAND
- ACREAGE & UNREC
- ADAMS GROVE
- CALHOUNS SUB
- CARRINGTON PARK A CONDO
- COOPERS SUB
- DIXIE TERRACE
- DOMMERICH
- DOMMERICH ESTATES 1ST ADD
- DOMMERICH ESTATES 2ND ADD
- DOMMERICH HILLS 2 ND ADD
- DOMMERICH HILLS 3RD ADD
- DOMMERICH HILLS FIRST ADD
- DOMMERICH HILLS SECOND ADD
- DOMMERICH WOODS
- DOMMERICH/MAITLAND HIGHLANDS
- DRUID HILLS PARK
- EATONVILLE LAWRENCE
- ENCLAVE/MAITLAND A-F
- ENGLISH ESTATES UNIT 1
- ENGLISH ESTATES UNIT 2
- ENGLISH ESTATES UNIT 3
- FLORIDAHAVEN
- FOREST BROOK 3RD SEC
- FOREST BROOK 4TH SEC
- GREENWOOD GARDENS SEC 01
- HAMLET AT MAITLAND
- HIGHLAND PARK ESTATES
- HOLLIEANNA SHORES
- HOLLIEANNA SHORES 1ST ADD
- ISAAC VANDERPOOLS ADDITION TO MAILAND
- KEEWIN LEXINGTON PARK
- LAKE FAITH VILLAS CONDO
- LAKE MAITLAND OWL PRESERVE
- LAKE MAITLAND TERRACE APTS
- LAKE SYBELIA COVE
- LAKE SYBELIA COVE PH 01
- LAKEWOOD SHORES 2ND ADD
- MAITLAND CLUB
- MAITLAND COVE
- MAITLAND GROVE
- MAITLAND GROVE UNIT 1
- MAITLAND HIGHLANDS DOMMERICH
- MAITLAND PARK SOUTH
- MAITLAND SHORES
- MAITLAND VILLAGE
- MINNEHAHA SHORES
- MOORINGS ON LAKE MAITLAND CONDO
- MOORINGS ON LAKE MAITLAND CONDO BLDG 03
- MOORINGS ON LAKE MAITLAND CONDO BLDG 05
- NORTHGATE
- OAKLAND SHORES
- OAKLAND SHORES 3RD ADD REP
- OAKLEIGH
- OAKWOOD
- ORANGEDALE PARK
- ORANGEDALE PARK REP
- PACKWOODS PLAN/MAITLAND
- PARK LAKE GROVE CONDO PH D
- PARK LAKE TOWNHOUSES
- PARK LAKE TWNHS PH 02
- PARK LAKE VILLAS CONDO
- PARK LAKE VILLAS CONDO CB 2/52
- REPLAT BLK B POORS ADD
- RIDGEWOOD VILLAS CONDO
- ROOSEVELT PLACE
- SHERIDAN PLACE
- SHOPPES/MAITLAND
- SIERRA CONDOMINIUMS
- STONEWOOD
- SUN BAY CLUB CONDO
- SUNSET RIDGE
- SYBELIA PLACE
- THOMPSON SUB
- ULTRA VISTA CONDO
- VISCONTI EAST
- VISCONTI WEST
- VISCONTI WEST BLDG 3
- VISCONTI WEST BLDG 5
- VISCONTI WEST CONDO
- WATSON REALTY AT HOWELL BRANCH A REP
- WELLINGTON
- WEST COVE
- WOODBRIDGE
Market Summary
Current real estate data for Single Family in MAITLAND as of Jul 27, 2026
89
Single Family Listed
85
Avg DOM
350
Avg $ / SqFt
$1,049,288
Avg List Price
Property Summary
- Located in the DRUID HILLS ESTATES 1ST ADD subdivision, 1010 GREGORY DRIVE MAITLAND FL is a Single Family for sale in MAITLAND, FL, 32751. It is listed for $520,000 and features 4 beds, 2 baths, and has approximately 2,227 square feet of living space, and was originally constructed in 1969. The current price per square foot is $233. The average price per square foot for Single Family listings in MAITLAND is $350. The average listing price for Single Family in MAITLAND is $1,049,288. To schedule a showing of MLS#o6411422 at 1010 GREGORY DRIVE in MAITLAND, FL, contact your CENTURY 21 Carioti agent at 2392986550.
Similar Listings Nearby
Courtesy of FANNIE HILLMAN & ASSOCIATES. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1010 GREGORY DRIVE
MAITLAND, FL
