USAFLMaitlandDruid Hills Estates 1St Add1065 Gregory Dr
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1065 Gregory Dr, Maitland, FL

House

For Sale

Listed price in listed location currency (USD).
$519,000

422

MLS® O6411336

Open House
Sat May 30, 2:00-4:00 PM UTC
  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 1929 sqft
Garage Yes
Taxes $5,684
Days Active 0
Lot Size 
Approx. Age 1958
Avg. Price Per Sqft $269
MLS® Number O6411336

Property Address: 1065 Gregory Dr, MAITLAND, FL, 32751

Average square foot calculated using Size range provided by listing agent.

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!
MLS® NumberO6411336
Laundry Level
Central VacNo
FireplaceYes
Acreage
Exterior
GarageYes
Approx. Age1958
Basement
DrivewayDriveway
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Other:First FloorNot available
Family Room:First Floor12 × 15 ft
Bathroom 2:First Floor5 × 7 ft
Bedroom 4:First Floor19 × 19 ft
Other:First Floor13 × 12 ft
Bedroom 3:First Floor11 × 12 ft
Dining Room:First Floor10 × 11 ft
Other:First Floor8 × 4 ft
Living Room:First Floor15 × 20 ft
Bedroom 2:First Floor11 × 12 ft
Kitchen:First Floor12 × 10 ft

Price History

-End Date
Not Sold YetSold Price

For Sale

May 28, 2026List Date
$519,000List Price

Home Appraisal

This property is estimated to sell between: $479,000 and $539,000.
Similar properties in this area sold on average for: $479,752
Expected to sell in 62 days. Similar properties sold in 62 days. This home has been on eXp Realty for 0 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

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Starting Address
Destination Address
1065 Gregory Dr, Maitland, FL

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Cece Wong

Listing Agent

Cece Wong

[email protected]
407-809-1440
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