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MAITLAND, FL 32751 1421 SUNNYSIDE DRIVE

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Presented By: STRICKLAND REALTY GROUP INC with 407-448-5068. - 407-448-5068
  • MLS# O6358123
  • 11/21/2025
  • Request Tour
  • Request Info
  • Beds • 4
  • Full/Half Baths • 2 / 1
  • SQFT • 2,116
  • Garage • 2

Home Details

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 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.
Presented By: STRICKLAND REALTY GROUP INC with 407-448-5068. - 407-448-5068

Interior Features for 1421 SUNNYSIDE DRIVE

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths1
Total Baths3

Other Interior Features

LivingAreaSourcepublic records
Air Conditioning Y/NYes
Fireplace Featuresliving room
Fireplace Y/NYes
Flooringcarpet, ceramic tile, terrazzo, hardwood
Furnished Y/Nunfurnished
Heating Y/NYes
Interior Amenitieseating space 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, ther
Laundry Featureslaundry room
Total Stories1

General for 1421 SUNNYSIDE DRIVE

Additional Parcels Y/NNo
Appliancesdishwasher, disposal, electric water heater
Architectural Stylecustom, florida, other, patio, ranch
Attached Garage Yes
Building Area Unitssquare feet
Carport Y/NNo
Citymaitland
Construction Materialsblock, concrete, other
Coolingcentral air
Countyorange
Directionsif you're coming from i-4 west (toward downtown orlando) take exit 90 for fl-414 / maitland blvd. keep right at the fork to continue toward maitland blvd. merge onto maitland blvd. take t
Elementary Schooldommerich elem
Facing Directioneast
Flood Zone Codex
Flood Zone Code XY
Full Baths2
Garage Spaces2
Garage Y/NYes
HOANo
Heatingelectric
High Schoolwinter park high
Land Lease Y/NNo
Lease Considered Y/NYes
Legal Descriptionmaitland park south 1/46 lot 16
Levelsone
Listing Termscash, conventional, fha, va loan
Living Area Unitssquare feet
Lot Size Square Feet13422
Lot Size Unitssquare feet
MLS Area32751 - maitland / eatonville
Middle/Junior High Schoolmaitland middle
Minimum Lease7 months
New ConstructionNo
Occupancy Typevacant
Ownershipfee simple
Patio/Porch Featurescovered, enclosed, front porch, other, patio, porch, rear porch, screened, side porch
Pets Allowedyes
Pool Featureschild safety fence, heated, in ground, lighting, salt water, screen enclosure
Property Subtypesingle family residence
Property Typeresidential
Roofshingle
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
Sewerpublic sewer
Spa Featuresheated, in ground
Standard Statusactive
Statusactive
Subdivision Namemaitland park south
Tax Annual Amount5513.32
Tax Lot16
Tax Year2024
Total Rooms8
Utilitiescable available, natural gas available, natural gas connected, other, phone available, public, sewer connected, sprinkler recycled, street lights, underground utilities, water connected
Viewgarden, pool
Virtual TourClick here
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built1966
Zoningrsf-2

Exterior for 1421 SUNNYSIDE DRIVE

Building Area Total3030
Covered Spaces2
Exterior Amenitiesfrench doors, irrigation system, lighting, other, private entrance, private mailbox, private yard, rain gutters, sidewalk, storage
Fencingvinyl
Foundation Detailsslab
Lot Featurescorner lot
Lot Size Acres0.31
Lot Size Area13422
Parking Featuresboat, driveway, garage door opener, garage faces rear, golf cart parking, guest, other, parking pad, rv parking
Private PoolYes
Road Surface Typeasphalt, paved
Vegetationmature landscaping, oak trees, trees/landscaped
Water Sourcepublic
Waterfront Y/NNo

Additional Details

Price History

Schools

Elementary School Dommerich Elem
Middle School Maitland Middle
High School Winter Park High

Steven Silcock

Broker Owner
Price $1,300,000
MLS#O6358123
List Date 11/21/2025
Property Type Single Family
Phone 407.574.0218
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