1421 SUNNYSIDE DRIVE, Maitland, FL 32751

• 4 beds |
• 3 baths |
• 2,116 sqft

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 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.

Listing Status:

Active

Date Added:

November 21, 2025 at 06:00AM

Listing Office:

STRICKLAND REALTY GROUP INC : 407-448-5068

Listing Agent:

Amanda Binns : 407-448-5068

MLS ID:

O6358123

Interior

• General: Eat-in KitchenKitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanOtherPrimary Bedroom Main FloorPrimaryBedroom UpstairsSolid Surface CountersSolid Wood CabinetsThermostatWindow Treatments
• Appliances: DishwasherDisposalElectric Water Heater
• Laundry: Laundry Room
• Flooring: CarpetCeramic TileTerrazzoWood
• A/C: Central Air
• Heating: Electric
• Fireplace: Living RoomFireplace

Exterior

• General: French DoorsLightingOtherPrivate EntrancePrivate MailboxPrivate YardRain GuttersSidewalkStorageHeatedIn Ground
• Style: CustomFloridaOtherPatio HomeRanch
• Other Structures: EnclosedPorchFront PorchRear PorchScreenedPatioSide PorchCoveredOther
• Pool: Child Safety FenceHeatedIn GroundLightingSalt WaterScreen Enclosure
• Parking: BoatDrivewayGarage Door OpenerGarage Faces RearGolf Cart ParkingGuestOtherParking PadRV Access/Parking

Construction

• Roofing: Shingle
• General: BlockConcreteOtherOneSlab

Location

• Road/Access: AsphaltPaved
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: RSF-2MAITLAND PARK SOUTH 1/46 LOT 1636-21-29-5473-00-160
• View: GardenPool
• Fencing: Vinyl

Utilities

• Utilities: Cable AvailableNatural Gas AvailableNatural Gas ConnectedOtherPhone AvailablePublicSewer ConnectedSprinkler RecycledUnderground UtilitiesWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple

This listing courtesy of Amanda Binns, STRICKLAND REALTY GROUP INC