FL
Seminole
MAITLAND
32751
1065 GREGORY DR DR
1065 GREGORY DR DR, MAITLAND, FL 32751
Share Listing
Listing Type
Single Family
Listing Status
Active
37
$519,000

Home Details for 1065 GREGORY DR DR

Price
$519,000
Type
Residential
Bedrooms
4
Total Bathrooms
2
Full Bathrooms
2
Square feet
1929
Year built
1958
Lot size acres
0.28
County
Seminole
Total rooms
11
Garage
2
Basement
Crawl Space
MLS Listing#
O6411336
Property Description

VIDEO/VIRTUAL TOUR AVAILABLE! This Maitland pool home on over a ¼ acre offers something rare: a spacious 4th room addition with its own separate entrance in driveway and it's own rear door access to the pool! Use it as a home office, creative studio, home gym, income-producing suite, or dedicated learning space — with no HOA to answer to. The main house features 3 bed/2bath and 2 separate living areas with a split bedroom floor plan. The cozy fireplace and hardwood floors makes it feel like home. The oversized rectangular pool and deck were recently resurfaced and a screen enclosure was added to make maintenance a breeze. There’s still plenty of backyard space to enjoy on the huge 0.28 acre lot equipped with a white vinyl fence and storage shed. Minutes from excellent Maitland private schools and the Winter Park private school corridor, you’ll love the area! It’s close to Trader Joe’s, Winter Park Shopping & Dining, Audubon Center for Birds of Prey, Maitland Art Center, Lake Lily Park, and Enzian Theater. The RDV Sportsplex Athletic Club — with 400+ monthly classes — is an incredible convenience as well! Highway I-4 is close by and the SunRail Maitland Station is only 1 mile away, making downtown Orlando just 24 min commute on the Sunrail. Downtown Maitland is walkable with acclaimed restaurants anchored by a weekly Farmers' Market and the annual Jazz & Blues Festival. Roof is 2020, and water heater is brand new 2026. To see more of the house, WATCH THE VIDEO/VIRTUAL TOUR!

View Virtual Tour
Property Features
  • Parking
    • Driveway
    • Attached
  • Fire Place
    • Living Room
    • Wood Burning
  • Cooling Information
    • Central Air
  • Heating Information
    • Central
  • Water Features
    • Public
  • Garage
    • 1
  • Basement
    • Crawl Space
School Information
School Information for 1065 GREGORY DR DR, MAITLAND, FL 32751
Elementary School
Lake Orienta Elementary
Middle School
Milwee Middle
High School
Lyman High
Listing Courtesy: EXP REALTY LLC - 888-883-8509
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.
Last Updated: 2026-05-29 08:20:08
Transportation
Check the walk, transit, and bike score for
Neighborhood Market Statistics
See average values in the proximity of this property
Median Listing Price
Median Days on Site
Median Square Feet
Market statistics compiled from data from Stellar MLS.
EXIT REALTY PREMIER LEGACY
8701 Maitland Summit Blvd Breezeway Suite 1, Orlando, FL 32810
Office
407 951 5001
Request more details
Code: