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$510,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,929 Sq. Ft.
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VIDEO/VIRTUAL TOUR AVAILABLE! This Maitland pool home features 3 bed/2 bath in the main house with a 4th room addition on the other side of the garage. The 4th room has it's own separate entrance and it's own rear door access to the pool! Use it as a home office, creative studio, home gym, or income-producing suite - with no HOA to answer to. The cozy fireplace, hardwood floors, and split bedroom floor plan 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!

Full Property Details for 1065 Gregory Dr

General

  • Sold For: $510,000
  • Taxes: $5,684 (2025)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6411336
  • Added to Site: 95 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 11
  • Interior Features: Ceiling Fan(s), Kitchen and Family Room Combination, Primary Bedroom Main Floor, Split Bedroom, Thermostat
  • Fireplace: Yes
  • Fireplace(s): Living Room, Wood Burning
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Garage, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground, Screen Enclosure
  • Security/Safety: Security System Owned

Exterior

  • Exterior Features: French Doors, Irrigation System, Storage
  • Deck/Patio: Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened
  • Porch/Patio/Deck: Enclosed, Front Porch, Patio, Porch, Rear Porch, Screen

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway

Location

  • Area: 32751 - Maitland / Eatonville
  • County: Seminole
  • Development Name: 32751 - Maitland / Eatonville
  • Subdivision: DRUID HILLS ESTATES 1ST ADD
  • Driving Directions: From the intersection of Maitland Ave and Maitland Blvd, head north on Maitland Ave. Turn left onto Oranole Rd, then turn left onto Gregory Dr. The property will be on your left.
  • Direction Faces: East

School Information

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

Community

  • Community Name: 32751 - Maitland / Eatonville
  • Pet Restrictions: Buyer and Buyer's Agent's responsibility to verify pet restrictions with the county.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Public

Structural Information

  • Architectural Info: Florida, Ranch
  • Architectural Style: Florida, Ranch
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Blinds
  • Stories/Levels: One
  • Square Feet: 1,929
  • Sq. Ft. Source: Public Records
  • Living Area: 1,929 Sq. Ft.
  • Year Built: 1958

Additional Structures

  • Other Structures: Shed(s), Storage

Lot Features

  • Lot Size (Acres): 0.28
  • Lot Size (Sq. Ft.): 12,371
  • Lot Size: 12371
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt
  • Fencing (Description): Vinyl

Financial Considerations

  • Tax Amount: $5,684
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 12 BLK A DRUID HILLS ESTATES 1ST ADD PB 11 PG 42
  • Flood Zone Info: X
  • APN: 2421295070A000120
  • Property ID: 2421295070A000120
  • Block/Lot/Section: A

Listed by Exp Realty Llc
Sold by Keller Williams Advantage Realty

Listing agent

— 1065 Gregory Dr —

  • Exp Realty Llc

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 1065 Gregory Dr

School District:Seminole County School District
NameGradesDistance
Lake Orienta Elementary School
612 Newport Avenue, Altamonte Springs, FL 32701
K-50.6 mi
Lyman High School
865 South Ronald Reagan Boulevard, Longwood, FL 32750
9-123.7 mi
Milwee Middle School
1341 S Ronald Reagan Blvd, Longwood, FL 32750
6-83.3 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 1065 Gregory Dr

Date
Details
Price
Change
Source
8/07/2026
Sold
$510,000
-1.73%
MLS
5/28/2026
Listed
$519,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Exp Realty Llc
Sold by Keller Williams Advantage Realty

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1065 Gregory Dr, Maitland, FL 32751 (MLS# O6411336) is a Single Family property that was sold at $510,000 on August 07, 2026. Want to learn more about 1065 Gregory Dr? 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.