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1010 GREGORY DRIVE

House Active With Contract
$520,000

BTC: 8.25396825

ETH: 297.82359679

5 days
4 bds
2 ba
2,227 sqft

Overview

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.

Location

Details

Type:
Residential
Parking:
Garage Door Opener
Year Built:
1969
Lot:
0.28 Acres
Heating:
Central / Electric
Price/sqft:
$233
Cooling:
Central Air
HOA:
No Data

Valuation

Our model vs. what's actually selling nearby.
Estimate
$415,000
$319K – $574K
Confidence Low
List vs. estimate
$105K above estimate
List $520,000 · +25.3%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$233
-26.7% vs. city median $318
Based on
11 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$4,288
2025
Pool
Gunite
Garage
2 car garage
Pets
Allowed
All facts and features
  • Flooring

    • Engineered Hardwood

    • Tile

    Heating

    • Central

    • Electric

    Cooling

    • Central Air

    Appliances

    • Dishwasher

    • Disposal

    • Dryer

    • Electric Water Heater

    • Microwave

    • Range

    • Refrigerator

    • Washer

    • Wine Refrigerator

    Other 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

    Bedrooms and bathrooms

    • Bedrooms: 4

    • Full bathrooms: 2

  • Parking

    • Garage Door Opener

    Property

    • Levels: One

    • Pool Private: Yes

    • Exterior Features: French Doors / Irrigation System / Lighting / Sprinkler Metered

    Lot

    • Lot: 0.28 Acres

    Other Property Information

    • Parcel Number: 2421295070B000020

    • Zoning: R-1AA

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • BB/HS Internet Available

    • Electricity Connected

    • Water Connected

  • Other financial information

    • Annual tax amount: $4,288

  • Source details

    • MLS ID: O6411422

    Other facts

    • Construction Materials: Block

    • Foundation Details: Slab

    • Laundry Features: Electric Dryer Hookup / Inside / Laundry Room / Washer Hookup

    • Lot Features: Cleared / In County / Level

    • Patio And Porch Features: Patio

    • Pool Features: Gunite / In Ground / Lighting

    • Window Features: Shutters

    • Direction Faces: West

    • Architectural Style: Ranch

    • Garage Spaces: 2

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 2227

    • Water Source: Public

    • Lot Size Dimensions: 105 x 117

    • Subdivision Name: DRUID HILLS ESTATES 1ST ADD

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The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: FANNIE HILLMAN & ASSOCIATES