USAFLMaitlandMaitland Park South1421 Sunnyside Dr
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Virtual Tour
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$1,100,000

For Sale

4 months ago

1421 Sunnyside Dr, Maitland, FL

House

MLS® O6358123

4 Bed

3 Bath

2116 sqft

2 Parking

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 2116 sqft
Garage Yes
Taxes $5,513
Days Active 120
Lot Size 0.31 acres
Approx. Age 1966
Avg. Price Per Sqft $519
MLS® Number O6358123

Property Address: 1421 Sunnyside Dr, MAITLAND, FL, 32751-6555

Average square foot calculated using Size range provided by listing agent.

Description

One or more photo(s) has been virtually staged. HUGE PRICE IMPROVEMENT Welcome to 1421 Sunnyside Drive, Maitland, FL, a beautifully maintained 4-bedroom, 2.5-bath single-family home with a pool, located on a corner lot directly adjacent to Winter Park. While this home carries a Maitland address, it sits just steps from Winter Park homes, offering the best of both locations. This move-in-ready residence features thoughtfully designed indoor and outdoor living spaces and is zoned for the top-rated Dommerich Elementary School. From the moment you arrive, manicured landscaping and an inviting covered front porch create a warm first impression. Inside, natural light fills the home through skylights and bay windows, highlighting hardwood floors and a wood-burning fireplace. The open layout provides a seamless flow between living spaces, ideal for everyday living and entertaining. The chef’s kitchen serves as the heart of the home and features custom hardwood cabinetry, granite countertops, stainless steel appliances, a wine chiller, and a spacious breakfast island with ample seating. The kitchen opens to the main living areas, creating a functional and welcoming space. The primary suite offers a private retreat with wood floors and French doors leading directly to the porch. The ensuite bathroom includes an oversized shower with spa-style jets and customized storage. Three additional bedrooms and a full bathroom are located down a terrazzo-finished hallway and include custom upgrades. The dining area captures beautiful morning light through the bay window, while the living room features French doors that open to the outdoor living space. The private backyard oasis is designed for year-round enjoyment and includes a heated pool enclosed by a full screened deck and patio, creating a true indoor-outdoor lifestyle. Additional features include a custom built-in home office with abundant storage, a freshly refinished two-car garage, and an oversized driveway 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. Enjoy quick access to Winter Park’s shops, dining, parks, and cultural offerings, along with the conveniences of Maitland living, making this home an exceptional opportunity in a highly desirable Central Florida location.
MLS® NumberO6358123
Laundry LevelLaundry Room
Central VacNo
FireplaceNo
Acreage0.31
Exterior
GarageYes
Approx. Age1966
Basement
DrivewayBoat, Driveway, Garage Door Opener, Garage Faces Rear, Golf Cart Parking, Guest, Other, Parking Pad, RV Access/Parking
Garage Spaces2
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Other:First Floor14.2 × 9.5 ft
Bedroom 4:First Floor11 × 11 ft
Living Room:First Floor16 × 20 ft
Dining Room:First Floor20 × 23 ft
Bedroom 2:First Floor11 × 14 ft
Kitchen:First Floor20 × 13 ft
Other:First Floor17 × 12.1 ft
Bedroom 3:First Floor10 × 13 ft

Price History

-End Date
Not Sold YetSold Price

For Sale

Nov 21, 2025List Date
$1,100,000List Price

Home Appraisal

This property is estimated to sell between: $853,000 and $1,224,000.
Similar properties in this area sold on average for: $853,855
Expected to sell in 21 days. Similar properties sold in 141 days. This home has been on eXp Realty for 120 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

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Starting Address
Destination Address
1421 Sunnyside Dr, MAITLAND, FL

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