1711 CHESTNUT AVENUE, Winter Park, FL 32789

• 4 beds |
• 3 baths |
• 2,288 sqft

Property Description

Welcome home to the heart of Winter Park's coveted Tree Streets. This beautifully remodeled single-family home sits on an oversized lot just moments from Interlachen Country Club and Winter Park Racquet Club, and is zoned for Lakemont Elementary, Maitland Middle, and Winter Park High School. Inside, natural light pours through windows in every room, giving the home a bright, airy feel throughout. The main living areas feature classic plantation shutters, while all bedrooms are fitted with blinds, a thoughtful touch that makes every space feel finished and move-in ready. Warm engineered hardwood floors, recessed lighting, and a flowing open layout connect the living room, dining area, and family room with ease. The chef's kitchen is the heart of the home, featuring granite countertops, a large center island, rich wood cabinetry, stainless steel appliances, and a professional-grade range hood, all opening into the spacious family room with its slate tile floors, wood-burning fireplace, built-in shelving, and French doors to the backyard. The primary suite overlooks the pool and rear yard, offering a serene and private feel. Its spa-inspired en suite bath features a dual-sink vanity, a walk-in tiled shower, and a private access directly to the backyard and pool, making it ideal for those who love to start or end the day outdoors. The second bedroom enjoys its own en suite bath. A third full bath serves the remaining bedrooms, beautifully updated with designer gold fixtures, modern vanity, and stylish lighting. The split bedroom layout offers privacy and flexibility for families, guests, or a dedicated home office. Out back, your private oasis awaits with a sparkling pool, concrete deck, lush lawn, and towering mature oaks creating that quintessential Winter Park canopy. Pool and lawn maintenance are included in rent, so you can simply enjoy. The attached 2-car garage includes laundry. No pets. No exceptions.

Listing Status:

Active

Date Added:

April 3, 2026

Data Last Updated:

April 5, 2026 at 11:23PM

Listing Office:

PREMIER SOTHEBY'S INTL. REALTY : 407-644-3295

Listing Agent:

Drew Henner : 407-406-0662

MLS ID:

O6396000

Interior

• General: Ceiling Fans(s)Crown MoldingEat-in KitchenKitchen/Family Room ComboLiving Room/Dining Room ComboPrimary Bedroom Main FloorSolid Wood CabinetsStone CountersWalk-In Closet(s)Window Treatments
• Appliances: DishwasherDisposalDryerElectric Water HeaterRangeRange HoodRefrigeratorWasher
• Laundry: In GarageInsideLaundry Closet
• Flooring: HardwoodSlateTile
• A/C: Central Air
• Heating: CentralElectric
• Fireplace: Family RoomFireplace

Exterior

• General: French DoorsLightingPrivate MailboxRain Gutters
• Other Structures: Front PorchDeckPatio
• Pool: DeckDiving BoardGuniteIn GroundOutside Bath Access
• Parking: Garage Door Opener

Construction

• Windows: ShadesShutters
• General: One

Location

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

Lot

• Zoning: 32-21-30-1708-01-070
• Fencing: FencedBack Yard

Utilities

• Utilities: BB/HS Internet AvailableCable ConnectedElectricity ConnectedPhone AvailableSewer ConnectedSprinkler WellUnderground UtilitiesWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS