1421 SUNNYSIDE DR Maitland, FL 32751Open Sat 12PM-2PM
UPDATED: 11/21/2025 03:46 PM ON MARKET: New on market today
Listed by Amanda Binns STRICKLAND REALTY GROUP INC
$1,300,000
4 Beds3 Baths2,116 SqFt
Key Details
Property Type: Single Family Home
Sub Type: Single Family Residence
Listing Status: Active
Purchase Type: For Sale
Square Footage: 2,116 sqft
Price per Sqft: $614
Subdivision: Maitland Park South
MLS Listing ID: O6358123
Bedrooms: 4
Full Baths: 2
Half Baths: 1
HOA Y/N: No
Year Built: 1966
Annual Tax Amount: $5,513
Lot Size: 0.310 Acres
Acres: 0.31
Property Sub-Type: Single Family Residence
Source: Stellar MLS
Property Description
Welcome to 1421 Sunnyside Drive in Maitland, a beautifully maintained home where timeless design meets modern luxury. This 4-bedroom, 2.5-bath corner lot residence with a pool has a thoughtfully designed indoor and outdoor living space. Its location provides quick access to top-rated schools, boutique shopping, and local dining in one of the most desirable neighborhoods in the Maitland and Winter Park area. From the moment you arrive, the manicured landscaping and inviting covered front porch to set the tone. Inside, natural light fills the home through skylights and bay windows, highlighting gleaming hardwood floors and a stunning wood-burning fireplace. The open layout connects each living space seamlessly, creating an ideal flow for everyday living and entertaining. The chef's kitchen serves as the heart of the home, complete with custom hardwood cabinetry, granite countertops, stainless steel appliances, a wine chiller, and a spacious breakfast island with ample seating. Every detail balances style and function, making this kitchen a standout feature. The primary suite offers a peaceful retreat with wood floors and French doors leading directly to the porch. The ensuite bathroom features an oversized shower with spa-style jets and customized storage. Down the hallway—finished in classic terrazzo—are three additional bedrooms and a full bath with custom upgrades. The dining area captures beautiful morning light through the bay window, while a cozy living room with French doors opens to the outdoor living space. The private backyard oasis is designed for year-round enjoyment, featuring a heated pool enclosed by a full screened deck and patio area. Start your day with a sunrise on the front porch and end it with sunset views by the pool, giving the home a seamless indoor-outdoor feel that you will love. Additional highlights include a custom built-in home office with abundant storage, a freshly refinished two-car garage, and an oversized driveway equipped with a 30-amp electrical hookup for an RV or boat. The home has been freshly painted inside and out, includes new carpet, and reflects quality craftsmanship throughout. This move-in-ready Maitland home seamlessly combines original charm with modern upgrades—making it an exceptional opportunity for anyone looking for a well-maintained, thoughtfully designed property in a prime Central Florida location.
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