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$520,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 2,227 Sq. Ft.
  • Updated 53 minutes ago

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1010 Gregory Drive,Maitland, FL 32751

1010 Gregory DriveMaitlandFL32751

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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.

Full Property Details for 1010 Gregory Dr

General

  • Price: $520,000
  • Taxes: $4,288 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6411422
  • Updated: Today (5/27/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 13
  • 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
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Engineered Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Lighting

Exterior

  • Exterior Features: French Doors, Irrigation System, Lighting, Sprinkler Metered
  • Deck/Patio: Patio
  • Porch/Patio/Deck: Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Garage Door Opener

Location

  • Area: 32751 - Maitland / Eatonville
  • County: Seminole
  • Development Name: 32751 - Maitland / Eatonville
  • Subdivision: DRUID HILLS ESTATES 1ST ADD
  • Driving Directions: From N. Maitland Avenue take Oranole Road West to South (Left) onto Gregory Drive to 2nd house on left.
  • Direction Faces: West

School Information

  • Elementary School: Lake Orienta Elementary
  • Middle School: Milwee Middle
  • High School: Lyman High

Community

  • Community Name: 32751 - Maitland / Eatonville
  • Pet Restrictions: Per Seminole County Code

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: BB/HS Internet Available, Electricity Connected, Water Connected

Structural Information

  • Architectural Info: Ranch
  • Architectural Style: Ranch
  • Exterior Const.: Block
  • Roof: Shingle
  • Windows: Shutters
  • Stories/Levels: One
  • Square Feet: 2,227
  • Sq. Ft. Source: Appraiser
  • Year Built: 1969

Lot Features

  • Lot Size (Acres): 0.28
  • Lot Size (Sq. Ft.): 12,285
  • Lot Size: 12285
  • Lot Dimensions: 105 x 117
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt
  • Fencing (Description): Fenced

Financial Considerations

  • Tax Amount: $4,288
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 2 BLK B DRUID HILLS ESTATES 1ST ADD PB 11 PG 42
  • Flood Zone Info: X
  • APN: 2421295070B000020
  • Property ID: 2421295070B000020
  • Block/Lot/Section: B

Listed by Fannie Hillman & Associates

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Listing agent

— 1010 Gregory Dr —

  • Fannie Hillman & Associates

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1010 Gregory Dr

School District:Seminole County School District
NameGradesDistance
Lake Orienta Elementary School
612 Newport Avenue, Altamonte Springs, FL 32701
K-50.5 mi
Lyman High School
865 South Ronald Reagan Boulevard, Longwood, FL 32750
9-123.6 mi
Milwee Middle School
1341 S Ronald Reagan Blvd, Longwood, FL 32750
6-83.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1010 Gregory Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/27/2026
Listed
$520,000
48.57%
MLS
5/22/2020
Sold
$350,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1010 Gregory Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,428
2%
$354,310
3%
2024
$4,360
2%
$344,325
3%
2023
$4,258
4%
$334,296
6%
2021
$4,078
-2%
$315,106
-3%
2022
$4,153
2%
$324,559
28%
2021
$4,078
26%
$254,469
2%
2019
$3,231
1%
$248,748
2%
2018
$3,197
1%
$244,110
2%
2017
$3,178
-12%
$239,089
8%
2016
$3,598
19%
$220,512
24%
2015
$3,011
5%
$178,195
5%
2014
$2,871
49%
$169,119
18%
2013
$1,931
—
$143,270
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Fannie Hillman & Associates

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1010 Gregory Drive, Maitland, FL 32751 (MLS# O6411422) is a Single Family property with 4 bedrooms and 2 full bathrooms. 1010 Gregory Drive is currently listed for $520,000 and was received on May 27, 2026. Want to learn more about 1010 Gregory Drive? Do you have questions about finding other Single Family real estate for sale in Maitland? You can browse all Maitland real estate or contact a Coldwell Banker agent to request more information.

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