


1065 GREGORY DRMAITLAND, FL 32751
Single Family · 3 Beds · 2 Full Baths · 1,929 Sq. ft. | 0.28 Acres1065 GREGORY DR Overview
- Time on Site:
- 32 days
- Visits:
- 0
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!
1065 GREGORY DR Facts & Features
- Type Single Family
- Sq. ft. 1,929
- Price/Sq.ft. $269
- Lot 0.28 Acres
Details
General
Association/HOA
- Association: No
School Information
- Elementary School: Lake Orienta Elementary
- Middle Or Junior School: Milwee Middle
- High School: Lyman High
Building Information
- New Construction: No
- Year Built: 1958
Location/Region
- Country: US
- County Or Parish: Seminole
- MLS Area Major: 32751 - Maitland / Eatonville
- Subdivision Name: DRUID HILLS ESTATES 1ST ADD
- Township: 21
Tax Information
- Tax Annual Amount: 5684
- Tax Year: 2025
General Information
- Furnished: Unfurnished
- Listing Terms: Cash,Conventional,FHA
- Ownership: Fee Simple
- Parcel Number: 24-21-29-507-0A00-0120
- Pets Allowed: Yes
- Property Sub Type: Single Family Residence
- Property Type: Residential
- Senior Community: No
- Special Listing Conditions: None
- Zoning: R-1AA
Interior
Parking Information
- Garage Spaces: 2
- Garage: Yes
Beds/Baths
- Bathrooms Full: 2
- Bathrooms Half: 0
- Bathrooms Total: 2
- Bedrooms Total: 3
Building Interior
- Building Area Source: Public Records
- Building Area Total: 2609
- Building Area Units: Square Feet
General Information
- Appliances: Dishwasher,Dryer,Microwave,Range,Refrigerator,Washer
- Cooling: Central Air
- Fireplace Features: Living Room,Wood Burning
- Fireplace: Yes
- Flooring: Tile,Wood
- Foundation Details: Crawlspace
- Heating: Central
- Interior Features: Ceiling Fans(s),Kitchen/Family Room Combo,Primary Bedroom Main Floor,Split Bedroom,Thermostat
- Laundry Features: In Garage,Laundry Room
- Levels: One
- Living Area: 1929
- Living Area Source: Public Records
- Living Area Units: Square Feet
- Other Equipment: Irrigation Equipment
- Security Features: Security System Owned
- Window Features: Blinds
Exterior
Parking Information
- Parking Features: Driveway
Lot Information
- Additional Parcels: No
- Lot Features: Paved
- Lot Size Acres: 0.28
- Lot Size Square Feet: 12371
- Road Responsibility: Public Maintained Road
- Road Surface Type: Asphalt
- Vegetation: Mature Landscaping
- Water Source: Public
Waterfront/View
- Waterfront: No
Building Exterior/Construction
- Architectural Style: Florida,Ranch
- Attached Garage: Yes
- Construction Materials: Block,Stucco
- Direction Faces: East
- Patio And Porch Features: Enclosed,Front Porch,Patio,Porch,Rear Porch,Screened
- Roof: Shingle
General Information
- Carport: No
- Exterior Features: French Doors,Storage
- Fencing: Vinyl
- Other Structures: Shed(s),Storage
- Pool Features: In Ground,Screen Enclosure
- Pool Private: Yes
- Sewer: Septic Tank
- Utilities: Public
Room Information
Room: Balcony/Porch/Lanai
- Level: First
- Dimensions: 10x23
Room: Bathroom 2
- Level: First
- Dimensions: 5x7
- Length: 7
- Width: 5
- Features: Tub With Shower
Room: Bedroom 2
- Level: First
- Dimensions: 11x12
- Length: 12
- Width: 11
- Features: Ceiling Fan(s)
Room: Bedroom 3
- Level: First
- Dimensions: 11x12
- Length: 12
- Width: 11
- Features: Ceiling Fan(s)
Room: Bonus Room
- Level: First
- Dimensions: 19x19
- Length: 19
- Width: 19
- Features: Ceiling Fan(s)
Room: Dining Room
- Level: First
- Dimensions: 10x11
- Length: 11
- Width: 10
Room: Family Room
- Level: First
- Dimensions: 12x15
- Length: 15
- Width: 12
- Features: Ceiling Fan(s)
Room: Kitchen
- Level: First
- Dimensions: 12x10
- Length: 10
- Width: 12
- Features: Closet Pantry
Room: Living Room
- Level: First
- Dimensions: 15x20
- Length: 20
- Width: 15
Room: Primary Bathroom
- Level: First
- Dimensions: 8x4
- Length: 4
- Width: 8
- Features: Shower No Tub,Single Vanity
Room: Primary Bedroom
- Level: First
- Dimensions: 13x12
- Length: 12
- Width: 13
- Features: Ceiling Fan(s),En Suite Bathroom
1065 GREGORY DR Neighborhood
Community
32751 (MAITLAND) Demographics
Schools
School data unavailable, School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.1065 GREGORY DR Monthly Cost
1065 GREGORY DR Market Data
Based on the last 30 days in this zip code
1065 GREGORY DR History
| Date | Value | Agent |
|---|---|---|
| 6/22/2026Source: My Florida Regional MLS | Active |
|
| 6/12/2026Source: My Florida Regional MLS | Pending |
|
| 5/28/2026Source: My Florida Regional MLS | May 28, 2026 |
|
| 10/14/2022Source: My Florida Regional MLS | October 14, 2022 |
|
| 10/14/2022Source: My Florida Regional MLS | October 14, 2022 |
|
| 10/14/2022Source: My Florida Regional MLS | October 14, 2022 |












































