$519,000
1065 Gregory Dr Maitland, FL 32751
For Sale MLS# O6411336
3 beds 2 baths 1,929 sq ft Single Family
OPEN HOUSE: Saturday, 6/6 02:00 PM - 04:00 PM
Details for 1065 Gregory Dr
MLS# O6411336
Description for 1065 Gregory Dr, Maitland, FL, 32751
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!
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 3
Bathrooms: 2
Lot Size: 0.28 Acres
Square Feet: 1,929 sq ft
Year Built: 1958
Garage: Yes
Stories: 1 Story
Construction: Block,Stucco
Subdivision: Druid Hills Estates 1st Add
Foundation: Crawlspace
County: Seminole
School Information
Elementary: Lake Orienta Elementary
Middle: Milwee Middle
High: Lyman High
Room Information
Main Floor
Porch: 10x23
Primary Bathroom: 4x8
Primary Bedroom: 12x13
Family Room: 15x12
Kitchen: 10x12
Dining Room: 11x10
Living Room: 20x15
Bathroom 2: 7x5
Bonus Room: 19x19
Bedroom 3: 12x11
Bedroom 2: 12x11
Bathrooms
Full Baths: 2
Additonal Room Information
Laundry: In Garage, Laundry Room
Interior Features
Appliances: Washer, Range, Refrigerator, Dishwasher, Dryer, Microwave
Flooring: Tile,Wood
Basement: Crawl Space
Doors/Windows: Blinds
Fireplaces: Living Room, Wood Burning
Additional Interior Features: Ceiling Fan(s), Split Bedrooms, Main Level Primary, Kitchen/Family Room Combo
Utilities
Water: Public
Sewer: Septic Tank
Other Utilities: Municipal Utilities
Cooling: Ceiling Fan(s), Central Air
Heating: Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 2
Parking Description: driveway
Roof: Shingle
Pool: In Ground, Screen Enclosure
Fencing: Vinyl
Additional Exterior/Lot Features: Sprinkler/Irrigation, French Patio Doors, Storage, Patio, Porch, Front Porch, Enclosed, Screened, Rear Porch, Landscaped
Out Buildings: Storage, Shed(s)
Community Features
Security Features: Security System Owned
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.
Financial Considerations
Terms: Cash,Conventional,FHA
Tax/Property ID: 24-21-29-507-0A00-0120
Tax Amount: 5684
Tax Year: 2025
A broker reciprocity listing courtesy: EXP REALTY LLC
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Payment Calculator
Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.
Sales History & Tax Summary for 1065 Gregory Dr
Sales History
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Tax Summary
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 1065 Gregory Dr
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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