One or more photo(s) has been virtually staged. Welcome to this stunning 5-bedroom, 2.5-bathroom mid-century gem! Boasting 2,289 sq ft of living space, this home offers a unique blend of modern updates and timeless charm. The open floor plan features a cozy living room with a fireplace that separates the bonus room, providing a versatile space for a formal dining area, playroom, study, or breakfast nook. The kitchen, with a direct open door to the bonus room, is perfect for entertaining and family gatherings with ample open space connected to a dining area in front of the double sliding door to the covered patio and pool, as well as the living room. The home's layout is designed for comfort and privacy, with four bedrooms and 2 full bathrooms conveniently located on the right side and a fifth bedroom with a half bath on the left, ideal for guests or a live-in relative. Enjoy the beauty of porcelain tile throughout, complemented by new travertine tile in the foyer. Recent updates include freshly painted interiors and exteriors, a new refrigerator, microwave, and 2 new bathroom sinks. Outdoor living is a delight with a large screened-in pool, replastered, and freshly painted pool deck in October 2023, perfect for relaxing and entertaining. The expansive patio and covered porch offer protected spaces for dining and lounging, rain or shine. Enhanced by new landscaping, exterior lighting, and motion/security lights, the home's exterior is as inviting as the interior. Practical features include a spacious shed for additional storage (15.9'x9.3'), a fully fenced yard, and a 2-car garage with a built-in closet and laundry area. An efficient AC unit installed in 2018 ensures year-round comfort, and the septic tank was serviced in May 2024 for peace of mind. The roof is fairly new from 2016. Located just 15 minutes from Winter Park and Downtown Orlando, easy access to 414, the expressway, and I-4, and a little over an hour to the beach, this beautiful home offers both convenience and tranquility. Don't miss out on the opportunity to own this meticulously maintained and updated property.
Sold for $525,000 on 07/24/25
$525,000
1030 Gregory Dr, Maitland, FL 32751
5beds
2,289sqft
Single Family Residence
Built in 1963
0.28 Acres Lot
$524,900 Zestimate®
$229/sqft
$3,659 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: July 26, 2025 at 09:53am
Listing Provided by:
Kelly De Rivero 407-468-8854,
FLORIDA HOMES REALTY & MTG 904-996-9115
Bought with:
Steven Ritz, 3229391
KELLER WILLIAMS WINTER PARK
Source: Stellar MLS,MLS#: O6208703
Originating MLS: Orlando Regional

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Ceiling Fan(s), Other, Built-in Closet
- Level: First
- Area: 195.5 Square Feet
- Dimensions: 11.5x17
Bedroom 2
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 105.84 Square Feet
- Dimensions: 10.8x9.8
Bedroom 3
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 150.29 Square Feet
- Dimensions: 13.3x11.3
Bedroom 4
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 132.5 Square Feet
- Dimensions: 12.5x10.6
Bedroom 5
- Features: Ceiling Fan(s), Other, Built-in Closet
- Level: First
- Area: 138.32 Square Feet
- Dimensions: 13.3x10.4
Primary bathroom
- Features: Granite Counters, Single Vanity, Sink - Pedestal, Tub With Shower, No Closet
- Level: First
- Area: 44.29 Square Feet
- Dimensions: 10.3x4.3
Bathroom 2
- Features: Granite Counters, Single Vanity, Tub With Shower, No Closet
- Level: First
- Area: 56.5 Square Feet
- Dimensions: 11.3x5
Bathroom 3
- Features: Granite Counters, Sink - Pedestal, No Closet
- Level: First
- Area: 25 Square Feet
- Dimensions: 5x5
Bonus room
- Features: Ceiling Fan(s), No Closet
- Level: First
- Area: 137.61 Square Feet
- Dimensions: 9.9x13.9
Dining room
- Features: Ceiling Fan(s), No Closet
- Level: First
- Area: 260.82 Square Feet
- Dimensions: 20.7x12.6
Foyer
- Level: First
- Area: 72.32 Square Feet
- Dimensions: 6.4x11.3
Kitchen
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 268.38 Square Feet
- Dimensions: 21.3x12.6
Living room
- Features: Ceiling Fan(s), No Closet
- Level: First
- Area: 291.9 Square Feet
- Dimensions: 21x13.9
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Cooktop, Dishwasher, Disposal, Electric Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator
- Laundry: Electric Dryer Hookup, In Garage, Washer Hookup
Features
- Crown Molding, Eating Space In Kitchen, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat
- Flooring: Porcelain Tile
- Doors: Outdoor Shower, Sliding Doors
- Has fireplace: Yes
- Fireplace features: Family Room, Living Room, Masonry, Wood Burning
Interior area
- Total structure area: 2,853
- Total interior livable area: 2,289 sqft
Property
Parking
- Total spaces: 2
- Parking features: Curb Parking, Driveway, Garage Door Opener, Ground Level, Off Street, On Street
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Enclosed, Patio, Rear Porch, Screened
- Exterior features: Irrigation System, Lighting, Outdoor Shower, Private Mailbox, Rain Gutters, Sprinkler Metered, Storage
- Has private pool: Yes
- Pool features: Gunite, In Ground, Lighting, Screen Enclosure
- Fencing: Wood
- Has view: Yes
- View description: Trees/Woods
Lot
- Size: 0.28 Acres
- Features: Landscaped, Level, Private
- Residential vegetation: Trees/Landscaped
Details
- Additional structures: Shed(s), Storage
- Parcel number: 2421295070B000040
- Zoning: R-1AA
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Mid-Century Modern
- Property subtype: Single Family Residence
Materials
- Concrete
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 1963
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Available, Sprinkler Meter, Water Available
Community & neighborhood
Security
- Security features: Security Lights
Location
- Region: Maitland
- Subdivision: DRUID HILLS ESTATES 1ST ADDITION
HOA & financial
HOA
- Has HOA: No
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Ownership: Fee Simple
- Road surface type: Paved, Asphalt
Services availability
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$524,900