1783 SUNNYSIDE DRIVE, Maitland, FL 32751

• 3 beds |
• 3 baths |
• 2,055 sqft

Property Description

Perfectly positioned between Maitland and Winter Park, this beautifully maintained 3-bedroom, 2.5-bath pool home offers an exceptional combination of charm, character, and an unbeatable location just minutes from the shops and restaurants of Park Avenue. Warm hardwood floors flow throughout the home, while the impressive two-story family room showcases soaring ceilings and a wood-burning fireplace that creates a welcoming gathering space. Separate living and dining rooms provide flexibility for both everyday living and effortless entertaining. The kitchen is thoughtfully designed with newer stainless-steel appliances and opens to the family room. French doors invite you outside to a private backyard retreat, while the adjacent sunroom is the perfect place to enjoy morning coffee with peaceful views of the pool and lush landscaping. Upstairs, you'll find three spacious bedrooms and two beautifully renovated baths. The primary suite is filled with natural light from a charming bay window and features a spa-inspired bath with marble floors, quartz countertops, dual vanities, and timeless subway tile. Step outside to your own backyard oasis. The covered lanai, complete with a summer kitchen, overlooks a newer saltwater pool and an expansive brick patio, creating the ideal setting for year-round outdoor living, entertaining, or simply unwinding in a private, tranquil setting. Adding to its appeal, the home is located just one house from the Winter Park city limits and is zoned for highly acclaimed Dommerich Elementary, Maitland Middle, and Winter Park High School. Enjoy the convenience of nearby Lake Lily, Enzian Theater, Maitland City Centre, and the boutiques, dining, and vibrant lifestyle of Winter Park's famed Park Avenue. This home offers the rare opportunity to enjoy a peaceful neighborhood setting with the very best of Maitland and Winter Park just moments away.

Listing Status:

Active

Date Added:

June 30, 2026

Data Last Updated:

July 7, 2026 at 7:23AM

Listing Office:

FANNIE HILLMAN & ASSOCIATES : 407-644-1234

Listing Agent:

Wendy Williams Crumit : 321-356-8590

MLS ID:

O6420390

Interior

• General: Ceiling Fans(s)Crown MoldingHigh CeilingsPrimaryBedroom UpstairsSolid Wood CabinetsWalk-In Closet(s)Window Treatments
• Rooms: Family RoomFlorida RoomFormal Dining Room SeparateFormal Living Room Separate
• Appliances: DishwasherDisposalElectric Water HeaterRangeRefrigeratorTankless Water Heater
• Laundry: In Garage
• Flooring: MarbleTileWood
• A/C: Central Air
• Heating: Electric
• Fireplace: Family RoomWood BurningFireplace

Exterior

• General: French DoorsOutdoor GrillOutdoor KitchenPrivate YardRain GuttersSidewalk
• Style: Victorian
• Other Structures: Front PorchRear PorchPatioCovered
• Pool: GuniteIn GroundSalt Water
• Parking: DrivewayGarage Door Opener

Construction

• Roofing: Built-UpShingle
• Windows: Skylight(s)BlindsShutters
• General: HardiPlank TypeTwoSlab

Location

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

Lot

• Zoning: RSF-2DIXIE TERRACE UNIT NO 2 N/31 LOT 16 BLKL36-21-29-2112-12-160
• Fencing: FencedMasonryWood

Utilities

• Utilities: Cable ConnectedElectricity ConnectedSewer ConnectedUnderground UtilitiesWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple