Listing provided courtesy of EXP REALTY LLCas Distributed by MLSGrid- MLS# MFRO6411336MLS Provider

1065 GREGORY DRMAITLAND, FL 32751

Single Family · 3 Beds · 2 Full Baths · 1,929 Sq. ft. | 0.28 Acres
$519,000 Active

1065 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!

Love this property?
Create a profile so you can receive updates on this property as soon as they happen!
View Map

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

42
Median Age
2,594
Population Density (per sq. mile)
64%
College Educated
$78,337
Estimated Median Income
5,709
Estimated Total Home Owners
3,022
Estimated Total Renters
65% / 35%
Estimated Owner / Renter Divide
2
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

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

$
$ %
%
$
$
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

1065 GREGORY DR Market Data

Based on the last 30 days in this zip code

$891,671
Average List Price
$397
Average Price per Square Foot
30
Properties Sold
79
Average Days on Market
149
Properties for Sale
Calculations provided by Reliance Network

1065 GREGORY DR History

Date Event Value Agent
6/22/2026Source: My Florida Regional MLS Status Change
Active
6/12/2026Source: My Florida Regional MLS Status Change
Pending
5/28/2026Source: My Florida Regional MLS Added to Database
May 28, 2026
10/14/2022Source: My Florida Regional MLS Added to Database
October 14, 2022
10/14/2022Source: My Florida Regional MLS Added to Database
October 14, 2022
10/14/2022Source: My Florida Regional MLS Added to Database
October 14, 2022