Contact
Tell us about your needs

1421 SUNNYSIDE DRIVE

House For Sale
$1,300,000

BTC: 15.05500869

ETH: 444.29254956

34 days
4 bds
2 ba
2,116 sqft
Est. Estimated sales range: $0 - $0
$0

Overview

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.

Location

Facts and features

Type:
Residential
Parking:
Boat / Driveway / Garage Door Opener / Garage Faces Rear / Golf Cart Parking / Guest / Other / Parking Pad / RV Parking
Year Built:
1966
Lot:
0.31 Acres
Heating:
Electric
Price/sqft:
$614
Cooling:
Central Air
HOA:
No Data
All facts and features
  • Flooring

    • Carpet

    • Ceramic Tile

    • Terrazzo

    • Hardwood

    Heating

    • Electric

    Cooling

    • Central Air

    Appliances

    • Dishwasher

    • Disposal

    • Electric Water Heater

    Other interior features

    • Eating 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

    • Thermostat

    • Window Treatments

    Bedrooms and bathrooms

    • Bedrooms: 4

    • Bathrooms: 1

    • Full bathrooms: 2

  • Parking

    • Boat

    • Driveway

    • Garage Door Opener

    • Garage Faces Rear

    • Golf Cart Parking

    • Guest

    • Other

    • Parking Pad

    • RV Parking

    Property

    • Levels: One

    • Pool Private: Yes

    • Exterior Features: French Doors / Irrigation System / Lighting / Other / Private Entrance / Private Mailbox / Private Yard / Rain Gutters / Sidewalk / Storage

    Lot

    • Lot: 0.31 Acres

    Other Property Information

    • Parcel Number: 362129547300160

    • Zoning: RSF-2

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Cable Available

    • Natural Gas Available

    • Natural Gas Connected

    • Other

    • Phone Available

    • Public

    • Sewer Connected

    • Sprinkler Recycled

    • Street Lights

    • Underground Utilities

    • Water Connected

  • Other financial information

    • Annual tax amount: $5,513

  • Source details

    • MLS ID: O6358123

    Other facts

    • Construction Materials: Block / Concrete / Other

    • Foundation Details: Slab

    • Fireplace Features: Living Room

    • Laundry Features: Laundry Room

    • Lot Features: Corner Lot

    • Patio And Porch Features: Covered / Enclosed / Front Porch / Other / Patio / Porch / Rear Porch / Screened / Side Porch

    • Pool Features: Child Safety Fence / Heated / In Ground / Lighting / Salt Water / Screen Enclosure

    • Direction Faces: East

    • Architectural Style: Custom / Florida / Other / Patio / Ranch

    • Fireplace: Yes

    • Garage Spaces: 2

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 2116

    • Water Source: Public

    • Subdivision Name: MAITLAND PARK SOUTH

Similar Homes

731 MIDGET DRIVE placeholder 731 MIDGET DRIVE
-$49K (2025/12/19)
For Sale
Lots/Land
$950,000
0 room(s)
731 MIDGET DRIVE
2430 CHANTILLY AVENUE placeholder 2430 CHANTILLY AVENUE
8 days
For Sale
House
$1,665,000
4 bds 4 ba 2,916 sqft
2430 CHANTILLY AVENUE
315 E NEW ENGLAND AVENUE UNIT 7 placeholder 315 E NEW ENGLAND AVENUE UNIT 7
8 days
For Sale
Condo/Co-op
$1,675,000
2 bds 2 ba 1,511 sqft
315 E NEW ENGLAND AVENUE UNIT 7
503 W CANTON AVENUE placeholder 503 W CANTON AVENUE
10 days
For Sale
Townhouse
$1,157,000
3 bds 2 ba 2,342 sqft
503 W CANTON AVENUE
150 SPRING COVE TRAIL placeholder 150 SPRING COVE TRAIL
10 days
For Sale
House
$1,275,000
5 bds 3 ba 2,646 sqft
150 SPRING COVE TRAIL
113 W EVANS STREET placeholder 113 W EVANS STREET
13 days
For Sale
House
$1,499,000
5 bds 3 ba 3,470 sqft
113 W EVANS STREET
1929 S LAKEMONT AVENUE placeholder 1929 S LAKEMONT AVENUE
15 days
For Sale
Townhouse
$949,000
3 bds 3 ba 2,160 sqft
1929 S LAKEMONT AVENUE
1600 PALMER AVENUE placeholder 1600 PALMER AVENUE
17 days
For Sale
House
$1,200,000
3 bds 2 ba 2,550 sqft
1600 PALMER AVENUE

The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2025-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: STRICKLAND REALTY GROUP INC