Recently Viewed Properties
See This Home
Save This Listing
Close

$550,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,835 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
Immaculate three bedroom, two bathroom home located in the highly desirable Druid Hills neighborhood. This home boasts warmth and charm. Impeccably designed, this home offers the farmhouse style you have been searching for. From the custom kitchen cabinetry to the roof, no detail has been left unattended. Upon entering through the front door you are immediately immersed by the charm of this home. The centerpiece, the kitchen, opens itself to all living areas of the home. The kitchen features custom concrete countertops, classic farmhouse sink, gas range (propane), dual pantries, custom solid wood cabinetry accompanied by upgraded appliances that blend perfectly into the cabinetry setting, all brought together by a vast 9 foot center island featuring a custom made butcher block counter top. Lying just off the kitchen is a cozy, yet elegant dining room accompanied by a quaint dry bar with a beautiful cedar board backdrop. Venturing down the hallway, extended from the main living areas, rests the master suite. Featuring vinyl flooring, the master suite offers a peaceful retreat. The home features a mudroom, including washer and dryer connections and a custom built shoe cubby and coat rack. Some of the newer updates include Low-E Windows 2021, new AC and Ductwork 2022, new Electric Hot Water Heater 2022, a new Vinyl Fence 2022, and new Roof 2024. Enjoy the peaceful sights and sounds of the majestic live oaks that surround this beautiful home, while relaxing on the back patio. Convenience cannot be overstated, located within close proximity and access to Downtown Maitland, I-4 (with quick access to I-4 Express West Bound), superb Seminole County schools, and many local restaurants and establishments.

Full Property Details for 1004 Gregory Dr

General

  • Sold For: $550,000
  • Taxes: $3,002 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6328342
  • Added to Site: 182 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 8
  • Interior Features: Ceiling Fan(s), Dry Bar, Kitchen and Family Room Combination, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets
  • Fireplace: Yes
  • Fireplace(s): Family Room, Wood Burning
  • Appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • Flooring: Laminate, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside

Exterior

  • Exterior Features: French Doors, Lighting
  • Deck/Patio: Covered, Front Porch, Rear Porch
  • Porch/Patio/Deck: Covered, Front Porch, Rear Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener, Garage Faces Rear

Location

  • Area: 32751 - Maitland / Eatonville
  • County: Seminole
  • Development Name: 32751 - Maitland / Eatonville
  • Subdivision: DRUID HILLS ESTATES 1ST ADD
  • Driving Directions: Coming from Maitland Blvd (414) turn north onto Maitland Ave, turn left on to Oranole Rd., turn left onto Gregory Dr., and the home will be the last house on the right.
  • Direction Faces: East

School Information

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

Community

  • Community Name: 32751 - Maitland / Eatonville

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Fiber Optics, Propane

Structural Information

  • Architectural Info: Ranch
  • Architectural Style: Ranch
  • Exterior Const.: Block, Brick
  • Roof: Shingle
  • Windows: Blinds, Low-Emissivity Windows
  • Stories/Levels: One
  • Square Feet: 1,835
  • Sq. Ft. Source: Public Records
  • Living Area: 1,835 Sq. Ft.
  • Year Built: 1959

Lot Features

  • Lot Size (Acres): 0.31
  • Lot Size (Sq. Ft.): 13,422
  • Lot Size: 13422
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt
  • Fencing (Description): Vinyl

Financial Considerations

  • Tax Amount: $3,002.26
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 10 BLK A DRUID HILLS ESTATES 1ST ADD PB 11 PG 42
  • Flood Zone Info: X
  • APN: 2421295070A000100
  • Property ID: 2421295070A000100
  • Block/Lot/Section: A

Listed by Kelly Price & Company Llc
Sold by Charles Rutenberg Realty Orlando

Listing agent

— 1004 Gregory Dr —

  • Kelly Price & Company Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1004 Gregory Dr

School District:Seminole County School District
NameGradesDistance
Lake Orienta Elementary School
612 Newport Avenue, Altamonte Springs, FL 32701
K-50.7 mi
Lyman High School
865 South Ronald Reagan Boulevard, Longwood, FL 32750
9-123.7 mi
Milwee Middle School
1341 S Ronald Reagan Blvd, Longwood, FL 32750
6-83.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1004 Gregory Dr

Date
Details
Price
Change
Source
10/14/2025
Sold
$550,000
-1.61%
MLS
8/24/2025
Price Reduced
$559,000
-1.06%
MLS
8/12/2025
Price Reduced
$565,000
-2.57%
MLS
8/04/2025
Price Reduced
$579,900
-3.33%
MLS
7/28/2025
Price Reduced
$599,900
-3.86%
MLS
7/22/2025
Price Reduced
$624,000
-2.35%
MLS
7/18/2025
Listed
$639,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Kelly Price & Company Llc
Sold by Charles Rutenberg Realty Orlando

Similar Properties near 1004 Gregory Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

720 W Webster Ave, Winter Park, FL 32789 - Photo 1 Price Reduced
-$25,000 (-4.35%)
$550,000

720 W Webster Ave  Winter Park, FL 32789

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,356
    Sq. Ft.
Listed by The Agency Orlando
720 N Pennsylvania Ave, Winter Park, FL 32789 - Photo 1
$550,000

720 N Pennsylvania Ave  Winter Park, FL 32789

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,115
    Sq. Ft.
Listed by Re/Max Town & Country Realty
317 Oak Hill Dr, Altamonte Springs, FL 32701 - Photo 1
$549,317

317 Oak Hill Dr  Altamonte Springs, FL 32701

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 2,175
    Sq. Ft.
Listed by Collado Real Estate
1231 Sidcup Rd, Maitland, FL 32751 - Photo 1
$535,000

1231 Sidcup Rd  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 7 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,798
    Sq. Ft.
Listed by Keller Williams Tampa Central

Just Listed near 1004 Gregory Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

442 Meadowood Blvd, Fern Park, FL 32730 - Photo 1 Just Listed
$360,000

442 Meadowood Blvd  Fern Park, FL 32730

  • Townhouse
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,793
    Sq. Ft.
Listed by Compass Florida Llc
623 Mariner Way, Altamonte Springs, FL 32701 - Photo 1 Just Listed
$650,000
Open House

623 Mariner Way  Altamonte Springs, FL 32701

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,281
    Sq. Ft.
Listed by Ingrid Livingston (407) 595-5972 and Andrew Livingston (407) 608-9923
1055 Kensington Park Dr, Altamonte Springs, FL 32714 - Photo 1 Just Listed
$340,000

1055 Kensington Park Dr  #603  Altamonte Springs, FL 32714

  • Condo
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,776
    Sq. Ft.
Listed by Arrowsmith Realty, Inc
568 Orange Dr, Altamonte Springs, FL 32701 - Photo 1 Just Listed
$167,000

568 Orange Dr  #50  Altamonte Springs, FL 32701

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,029
    Sq. Ft.
Listed by Exp Realty Llc

Price Reduced near 1004 Gregory Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

422 S Ranger Blvd, Winter Park, FL 32792 - Photo 1 Price Reduced
-$10,100 (-1.94%)
$509,900

422 S Ranger Blvd  Winter Park, FL 32792

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,680
    Sq. Ft.
Listed by David Perez (407) 701-1482
2001 Lake Dr, Winter Park, FL 32789 - Photo 1 Price Reduced
-$15,000 (-0.69%)
$2,150,000

2001 Lake Dr  Winter Park, FL 32789

  • Single Family
  • Active
  • Updated 2 days ago
  • 5
    Beds
  • 4
    Total Baths
  • 4,798
    Sq. Ft.
Listed by The Agency Orlando
200 Maitland Ave, Altamonte Springs, FL 32701 - Photo 1 Price Reduced
-$10,000 (-4.35%)
$220,000

200 Maitland Ave  #78  Altamonte Springs, FL 32701

  • Condo
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,216
    Sq. Ft.
Listed by Better Homes and Gardens Real Estate Mann Global P
2905 Antique Oaks Cir, Winter Park, FL 32792 - Photo 1 Price Reduced
-$2,000 (-1.27%)
$155,000

2905 Antique Oaks Cir  #6  Winter Park, FL 32792

  • Condo
  • Active
  • Updated 4 days ago
  • 1
    Bed
  • 1
    Total Bath
  • 749
    Sq. Ft.
Listed by Clara Herrera Realty

Recent Sales near 1004 Gregory Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1030 Gregory Dr, Maitland, FL 32751 - Photo 1 Sold
$525,000

1030 Gregory Dr  Maitland, FL 32751

  • Single Family
  • Closed
  • 5
    Beds
  • 3
    Total Baths
  • 2,289
    Sq. Ft.
Listed by Florida Homes Realty & Mtg
Sold by Keller Williams Winter Park
444 Stonewood Ln, Maitland, FL 32751 - Photo 1 Sold
$550,000

444 Stonewood Ln  Maitland, FL 32751

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 2,188
    Sq. Ft.
Listed by Live Florida Now Llc
Sold by Kelly Price & Company Llc
448 Plumhollow Ln, Maitland, FL 32751 - Photo 1 Sold
$575,000

448 Plumhollow Ln  Maitland, FL 32751

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,574
    Sq. Ft.
Listed by Keller Williams Heritage Realty
Sold by Premier Sothebys Int'l Realty
449 Forestwood Ln, Maitland, FL 32751 - Photo 1 Sold
$476,500

449 Forestwood Ln  Maitland, FL 32751

  • Single Family
  • Closed
  • 4
    Beds
  • 2
    Total Baths
  • 2,532
    Sq. Ft.
Listed by Charles Rutenberg Realty Orlando
Sold by Charles Rutenberg Realty Orlando

1004 Gregory Drive, Maitland, FL 32751 (MLS# O6328342) is a Single Family property that was sold at $550,000 on October 14, 2025. Want to learn more about 1004 Gregory Drive? Do you have questions about finding other Single Family real estate for sale in Maitland? You can browse all Maitland real estate or contact a Coldwell Banker agent to request more information.