Gabriella Massaro

Gabriella Massaro Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

$549,000.00
1055 DRUID DRIVE, MAITLAND, FL - 32751
3 beds
2.0 baths
1,684 sqft
$549,000.00
1055 DRUID DRIVE, MAITLAND, FL - 32751
Gabriella Massaro
$549,000.00
3 beds
2.0 baths
1,684 sqft
1055 DRUID DRIVE, MAITLAND, FL - 32751
For Sale
Photo 1
  • Built in 1959
  • 2 garage spaces
  • $326.01/sqft
  • Lot size: 12,386 sqft
  • 15 days on market

Welcome home to this charming 3-bedroom, 2-bath pool home nestled in the highly sought-after Druid Hills Estates, one of Maitland’s most desirable neighborhoods. Set on an oversized wide lot along a picturesque street lined with majestic oak trees, this beautifully maintained home offers timeless character, thoughtful updates, and exceptional indoor-outdoor living. Inside, you’ll be welcomed by original hardwood floors that flow throughout the home, creating warmth and charm from the moment you step inside. The beautifully updated kitchen, renovated in 2019, is both stylish and functional, featuring propane service to the stove, newer appliances replaced in 2023, and an open flow into the living and dining area—perfect for everyday living and entertaining alike. Just beyond the main living space, the expansive Florida room is filled with natural light and features French doors that open to your private backyard oasis. Whether you’re hosting weekend gatherings or enjoying a quiet evening at home, the outdoor space is sure to impress with a sparkling pool, outdoor shower, fully fenced backyard, dedicated boat parking, and plenty of room for gardening, pets, or play. All three bedrooms are conveniently located together down the hall, creating a comfortable and private retreat. The bathrooms were tastefully remodeled in 2023, and additional updates provide peace of mind, including a new HVAC system (2023), a roof that’s just three years old, and a propane water heater. The septic drain field was replaced in 2019, and the septic system was professionally flushed just one year ago. Storage is abundant with an inside laundry room, built-in garage shelving, and a spacious attic for all your storage needs. Ideally located in a quiet pocket of Maitland with no HOA, you’ll enjoy easy access to the shopping, dining, parks, and entertainment of both Winter Park and Altamonte Springs while coming home to the peaceful charm of this established neighborhood. With the new Trader Joe’s planned just five minutes away, this location continues to become even more desirable. Blending classic character with modern updates and an incredible outdoor lifestyle, this move-in-ready Maitland pool home is one you won't want to miss!

  • Directions: Left on Orange from Maitland Ave, left on Druid Rd, home is on the right.
  • County: Seminole
  • Geo subdivision: DRUID HILLS ESTATES 1ST ADD

Nearby Schools

Lake Orienta Elementary

Milwee Middle

Lyman High

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

See also

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525 OLOLU DRIVE, WINTER PARK, FL - 32789
$495,900.00
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3.0 ba
1,786 sqft
525 OLOLU DRIVE, WINTER PARK, FL - 32789
For Sale
2803 RIDDLE DRIVE, WINTER PARK, FL - 32789
$569,000.00
3 bds
2.5 ba
1,709 sqft
2803 RIDDLE DRIVE, WINTER PARK, FL - 32789
For Sale
394 BARBERRY LANE, ALTAMONTE SPRINGS, FL - 32714
$575,000.00
4 bds
2.0 ba
1,943 sqft
394 BARBERRY LANE, ALTAMONTE SPRINGS, FL - 32714
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6424543
Listing updated: July 27, 2026 at 1:51PM
Listing provided by: Justin Harvey, FLORIDA HOME TEAM REALTY LLC
Last checked 15 hours ago
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