1065 GREGORY DR, Maitland, FL 32751
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1065 GREGORY DR, Maitland, FL 32751
1065 GREGORY DR, Maitland, FL 32751
1065 GREGORY DR, Maitland, FL 32751
1065 GREGORY DR, Maitland, FL 32751
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Rachel Tierney

Rachel Tierney

+1(407) 913-4115
$ 519,000
Est. payment /mo
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Open Sat 10AM-12PM

1065 GREGORY DR Maitland, FL 32751

4 Beds

2 Baths

1,929 SqFt

Open House

Sat May 30, 10:00am - 12:00pm

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 1,929 sqft

Price per Sqft $269

Subdivision Druid Hills Estates 1St Add

MLS Listing ID O6411336

Bedrooms 4

Full Baths 2

HOA Y/N No

Year Built 1958

Annual Tax Amount $5,684

Lot Size 0.280 Acres

Acres 0.28

Property Sub-Type Single Family Residence

Source Stellar MLS

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!

Location

State FL

County Seminole

Community Druid Hills Estates 1St Add

Area 32751 - Maitland / Eatonville

Zoning R-1AA

Rooms

Other Rooms Bonus Room

Interior

Interior Features Ceiling Fans(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Split Bedroom, Thermostat

Heating Central

Cooling Central Air

Flooring Tile, Wood

Fireplaces Type Living Room, Wood Burning

Furnishings Unfurnished

Fireplace true

Appliance Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer

Laundry In Garage, Laundry Room

Exterior

Exterior Feature French Doors, Storage

Parking Features Driveway

Garage Spaces 2.0

Fence Vinyl

Pool In Ground, Screen Enclosure

Utilities Available Public

Roof Type Shingle

Porch Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened

Attached Garage true

Garage true

Private Pool Yes

Building

Lot Description Paved

Entry Level One

Foundation Crawlspace

Lot Size Range 1/4 to less than 1/2

Sewer Septic Tank

Water Public

Architectural Style Florida, Ranch

Structure Type Block,Stucco

New Construction false

Schools

Elementary Schools Lake Orienta Elementary

Middle Schools Milwee Middle

High Schools Lyman High

Others

Pets Allowed Yes

Senior Community No

Ownership Fee Simple

Acceptable Financing Cash, Conventional, FHA

Listing Terms Cash, Conventional, FHA

Special Listing Condition None

Virtual Tour https://player.vimeo.com/video/1196194213?h=66d5dd2252&badge=0&autopause=0&player_id=0&app_id=58479

Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Cece Wong EXP REALTY LLC

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Rachel Tierney

Rachel Tierney

Agent | License ID: SL3299717

+1(407) 913-4115

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1065 GREGORY DR