$519,000
OPEN SUN 11AM - 1PM

1065 Gregory Dr Maitland, FL 32751

Estimated payment $3,272/month

Total Views 4,060
3 Beds
2 Baths
1,929 Sq Ft
$269 Price per Sq Ft

Highlights

  • Very Popular Property
  • Screened Pool
  • Wood Flooring
  • Lyman High School Rated A-
  • Ranch Style House
  • Bonus Room

About This Home

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 Agent

Cece Wong

EXP REALTY LLC Brokerage Phone: 888-883-8509 License #3364135 Listed on: 05/28/2026

EXP REALTY LLC

Open House Schedule

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $5,684

Year Built

  • Built in 1958

Lot Details

  • 12,371 Sq Ft Lot
  • East Facing Home
  • Vinyl Fence
  • Mature Landscaping
  • Irrigation Equipment
  • Property is zoned R-1AA

Parking

  • 2 Car Attached Garage
  • Driveway

Home Design

  • Ranch Style House
  • Florida Architecture
  • Shingle Roof
  • Block Exterior
  • Stucco

Interior Spaces

  • 1,929 Sq Ft Home
  • Ceiling Fan
  • Wood Burning Fireplace
  • Blinds
  • French Doors
  • Family Room Off Kitchen
  • Living Room with Fireplace
  • Dining Room
  • Bonus Room
  • Crawl Space
  • Security System Owned

Kitchen

  • Range
  • Microwave
  • Dishwasher

Flooring

  • Wood
  • Concrete
  • Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Split Bedroom Floorplan
  • 2 Full Bathrooms
  • Single Vanity
  • Bathtub with Shower
  • Shower Only

Laundry

  • Laundry Room
  • Laundry in Garage
  • Dryer
  • Washer

Pool

  • Screened Pool
  • In Ground Pool
  • Fence Around Pool

Outdoor Features

  • Enclosed Patio or Porch
  • Shed

Schools

  • Lake Orienta Elementary School
  • Milwee Middle School
  • Lyman High School

Utilities

  • Central Heating and Cooling System
  • Thermostat
  • 1 Septic Tank

Community Details

  • No Home Owners Association
  • Druid Hills Estates 1St Add Subdivision

Listing and Financial Details

Home Details

Home Type

Single Family

Est. Annual Taxes

$5,684

Year Built

Built in 1958

Lot Details

0.28 Acres

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Florida, Ranch
  • Construction Materials: Block, Stucco
  • Fireplace: Yes
  • Living Area: 1929
  • Lot Size Acres: 0.28
  • New Construction: No
  • Year Built: 1958
  • Building Area Total: 2609
  • Lot Size Sq Ft: 12371
  • Status: Active
  • Ownership: Fee Simple
  • Building Area Total Srch Sq M: 242.38
  • Escrow City: Orlando
  • Escrow State: FL
  • Escrow Street Name: Lake Lynda Drive, Ste. 200
  • Minimum Lease: No Minimum
  • RATIO Current Price By Calculate: 269.05
  • Total Acreage: 1/4 to less than 1/2
  • Water Access YN: 0
  • Amenities Additional Fees: NO HOA
  • MFR_InLawSuiteYN: 0
  • MFR_DockYN: 0
  • Attribution Contact: 888-883-8509
  • Tax Year: 2025
  • Special Features: 4097

Interior Features

  • Fireplace Features: Living Room, Wood Burning
  • Living Area Units: Square Feet
  • Flooring: Tile, Wood
  • Full Bathrooms: 2
  • Interior Amenities: Ceiling Fans(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Split Bedroom, Thermostat
  • Appliances Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Foundation Details: Crawlspace
  • Total Bedrooms: 3
  • Levels: One
  • Other Equipment: Irrigation Equipment
  • Window Features: Blinds
  • Additional Rooms: Bonus Room
  • Living Area Meters: 179.21

Exterior Features

  • Direction Faces: East
  • Other Structures: Shed(s), Storage
  • Pool Features: In Ground, Screen Enclosure
  • Exterior Features: French Doors, Storage
  • Roof: Shingle
  • Pool Private: Yes
  • Waterfront: No
  • Patio and Porch Features: Enclosed, Front Porch, Patio, Porch, Rear Porch, Screened
  • Road Surface Type: Asphalt
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes
  • Parking Features: Driveway

Utilities

  • Utilities: Public
  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: In Garage, Laundry Room
  • Sewer: Septic Tank
  • Water Source: Public
  • Number Of Septics: 1

Condo/Co-op/Association

  • Association: No
  • Security: Security System Owned
  • Senior Community: No
  • Association 2 YN: 0
  • Pet Restrictions: Buyer and Buyer's Agent's responsibility to verify pet restrictions with the county.

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00

Schools

  • Elementary School: Lake Orienta Elementary
  • High School: Lyman High
  • Middle Or Junior School: Milwee Middle

Lot Info

  • Zoning: R-1AA
  • Parcel Number: 24-21-29-507-0A00-0120
  • Additional Parcels: No
  • Fencing: Vinyl
  • Lot Features: Paved
  • Flood Zone Code: X

Rental Info

  • Furnished: Unfurnished
  • Pets Allowed: Yes
  • Lease Restrictions YN: 0
  • Additional Lease Restrictions: Buyer and Buyer's Agent's responsibility to verify leasing restrictions with the county.

Tax Info

  • Tax Annual Amount: 5684
  • Tax Block: A
  • Tax Book Number: 11/42
  • Tax Lot: 12

Map

Range of Values:

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Value Increase
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $6,068 $416,920 $95,000 $321,920
2024 $5,765 $410,724 $95,000 $315,724
2023 $5,390 $379,470 $90,000 $289,470
2021 $3,162 $248,722 $0 $0
2020 $3,135 $245,288 $0 $0
2019 $3,104 $239,773 $0 $0
2018 $1,480 $124,198 $0 $0
2017 $1,465 $121,643 $0 $0
2016 $2,505 $152,104 $0 $0
2015 $1,422 $129,898 $0 $0
2014 $1,422 $128,867 $0 $0
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
06/22/2026 06/22/26 For Sale $519,000 0.0% $269 / Sq Ft
06/11/2026 06/11/26 Pending -- -- --
05/28/2026 05/28/26 For Sale $519,000 +16.6% $269 / Sq Ft
11/10/2021 11/10/21 Sold $445,000 +4.7% $231 / Sq Ft View Prior Sale
09/27/2021 09/27/21 Pending -- -- --
09/24/2021 09/24/21 For Sale $425,000 +49.1% $220 / Sq Ft
03/16/2018 03/16/18 Sold $285,000 0.0% $148 / Sq Ft View Prior Sale
02/09/2018 02/09/18 Pending -- -- --
02/08/2018 02/08/18 For Sale $285,000 -- $148 / Sq Ft
Source: Stellar MLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Warranty Deed $445,000 Attorney
Interfamily Deed Transfer -- Attorney
Warranty Deed $285,000 Innovative Title Svcs Llc
Warranty Deed $262,500 None Available
Warranty Deed $139,800 --
Warranty Deed $95,000 --
Warranty Deed $100,000 --
Warranty Deed $100 --
Warranty Deed $100 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $375,000 New Conventional
Previous Owner $255,075 New Conventional
Previous Owner $236,250 New Conventional
Previous Owner $35,000 Credit Line Revolving
Previous Owner $125,800 New Conventional
Previous Owner $83,000 New Conventional
Source: Public Records

Source: Stellar MLS

MLS Number: O6411336

Stellar MLS

APN: 24-21-29-507-0A00-0120

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