Back 1010 Gregory Dr
Off Market

1010 Gregory Dr

Maitland FL 32751

4
2
2
2671 sq. ft.
12285 sq. ft.
Single-Family
Last sold for $515,000
Kelly MaloneyKelly Maloney, last sold this property on 03 August 2026 after 67 days on market.

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.

Features

4 bedrooms
2 bathrooms
2 carspaces
2 garage spaces
2671 sq. ft. floor area
12285 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Maitland over the last 12 months, the estimated median property value of 1010 Gregory Dr is $702.5k.

Median value
$702.5k
Estimated value range
$338k - $3.6m
Median days on market
17
Estimated value trend
2%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Maitland. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 1010 Gregory Dr

2026
Sold
$515,000
03 Aug 2026 by Kelly Maloney, of FANNIE HILLMAN & ASSOCIATES
2020
Sold
$350,000
22 May 2020 by Realtor Scott Garrison, of REMAX Town & Country Realty | Winter Springs
2016
Sold
$295,000
18 Apr 2016 by Keith Gordon, of GETMOREOFFERS

Happy sellers in Maitland

89%
89% of sellers in Maitland reported that their sale price either exceeded or met their price expectations.

Maitland stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 9 reviews in Maitland over the last 12 months.

Local market activity for 4 bedroom single-family properties in Maitland

In the last 12 months, 101 four-bedroom single-family properties similar to 1010 Gregory Dr, have been sold.

This represents a 8% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Maitland

or
Skip the list and find your ideal agent to sell your propertyFind My Agent
© 2026 RateMyAgent