1421 Sunnyside Drive, Maitland, FL 32751

$975,000
4
BD
3
BA
2,116
SqFt

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Sold Price
$975,000
List Price
$999,999
Status
Sold
Days on Market
160
Closing Date
May 22, 2026
MLS#
O6358123
Property Style
Single Family
Architectural Style
Custom, Florida, Other, Patio Home, Ranch
Year Built
1966
Bedrooms
4
Bathrooms
3
Baths Half
1
Living Area
2,116
Lot Size
13,422
Acres
0.31
Total Acreage
1/4 to less than 1/2
Legal Subdivision Name
Maitland Park South
MLS Area Major
Maitland / Eatonville

Property Description

One or more photo(s) has been virtually staged. Priced below appraised value for a limited opportunity to capture instant equity. 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.

Additional Information

Taxes
$5513
Minimum Lease
7 Months
Location
Corner Lot
Community Features
Street Lights, No Deed Restriction
Property Description
One Story
Zoning
RSF-2
Interior Layout
Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Other, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Window Treatments
Interior Features
Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Other, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Window Treatments
Floor
Carpet, Ceramic Tile, Terrazzo, Wood
Appliances
Dishwasher, Disposal, Electric Water Heater
Utilities
Cable Available, Natural Gas Available, Natural Gas Connected, Other, Phone Available, Public, Sewer Connected, Sprinkler Recycled, Underground Utilities, Water Connected
Heating
Electric
Air Conditioning
Central Air
Fireplace Description
Living Room
Exterior Construction
Block, Concrete, Other
Exterior Features
French Doors, Lighting, Other, Private Entrance, Private Mailbox, Private Yard, Rain Gutters, Sidewalk, Storage
Roof
Shingle
Foundation
Slab
Pool
Private
Pool Type
Child Safety Fence, Heated, In Ground, Lighting, Salt Water, Screen Enclosure
Garage Carport
2 Car Garage
Garage Spaces
2
Garage Features
Boat, Driveway, Garage Door Opener, Garage Faces Rear, Golf Cart Parking, Guest, Other, Parking Pad, RV Access/Parking
Elementary School
Dommerich Elem
Middle School
Maitland Middle
High School
Winter Park High
Fences
Vinyl
Pets
Allowed
Flood Zone Code
X
Parcel ID
36-21-29-5473-00-160
Legal Description
MAITLAND PARK SOUTH 1/46 LOT 16

Listing courtesy of STRICKLAND REALTY GROUP INC. 407-448-5068

Selling Office: KELLER WILLIAMS WINTER PARK.

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