1611 CHESTNUT AVENUE, Winter Park, FL 32789

• 4 beds |
• 4 baths |
• 2,916 sqft

Property Description

Located on one of Winter Park's beautiful oak-lined brick streets, 1611 Chestnut Avenue is an extensively renovated and expanded 4-bedroom, 4-bath residence offering nearly 3,000 square feet of thoughtfully designed living space in the highly desirable 32789 ZIP code. Far beyond cosmetic updates, this home has undergone a substantial transformation, including major additions to the rear and second floor, creating a spacious, versatile layout with high-quality finishes and modern comforts throughout. The result is a home that combines the established character of its surroundings with the space and functionality of a contemporary residence. The beautifully redesigned kitchen features quartz countertops, stainless steel appliances, a generous island, farmhouse sink, and adjoining pantry, opening to inviting living and dining areas. Whether preparing a quiet dinner or hosting a gathering, the kitchen's generous workspace and connection to the surrounding rooms make it a natural center of daily life. A separate, expansive family room showcases a stone wood-burning fireplace and custom built-ins, providing another comfortable setting for relaxing or entertaining. Engineered hardwood and luxury vinyl flooring, designer tilework, upgraded fixtures, and beautifully appointed bathrooms reflect the attention and investment devoted to this home. The thoughtful separation of living spaces gives everyone room to enjoy the home in their own way without sacrificing the ease of gathering together. The impressive upstairs primary retreat provides exceptional privacy, featuring a spacious en-suite bathroom with freestanding soaking tub, double vanity, walk-in closet, and dedicated built-in office alcove. Occupying its own upper-level space, this generously proportioned suite feels like a retreat within the home, with room for both a restful bedroom setting and a practical workspace. Three additional bedrooms are located downstairs, including two with en-suite bathrooms. One enjoys an adjoining sitting room with sliding doors opening to the backyard, creating an ideal arrangement for extended family, guests, or multigenerational living. This flexible layout is equally appealing for those seeking a private guest area, a home office, or separate spaces for different daily routines. Additional improvements include an updated roof, newer AC system, a dedicated laundry room, attached two-car garage, and a private fenced backyard surrounded by mature landscaping. The outdoor setting provides space to unwind, enjoy fresh air, or create a welcoming area for casual get-togethers, while the mature trees and greenery reinforce the charm of this established neighborhood. Situated in Winter Park's established Lake Knowles Terrace neighborhood, the property is surrounded by charming residences, beautifully renovated homes, and impressive newer custom construction. Here, brick-paved streets and a canopy of mature oaks create a distinctive streetscape that is increasingly difficult to find. Enjoy convenient access to the Winter Park Chain of Lakes, Winter Park Golf Course, Phelps Park, the YMCA, and the renowned shopping, dining, and cultural attractions of Park Avenue. From neighborhood walks beneath the oaks to an afternoon along Park Avenue, this address places many of Winter Park's most loved destinations close to home. An exceptional combination of extensive improvements, generous living space, flexible accommodations, and a highly sought-after Winter Park location.

Listing Status:

Active

Date Added:

October 13, 2026

Data Last Updated:

November 12, 2026 at 7:20AM

Listing Office:

OLYMPUS EXECUTIVE REALTY INC : 407-469-0090

Listing Agent:

Gunel Aydamirli : 407-907-7704

Contact:

mls@oerfl.com

MLS ID:

O6449003

Interior

• General: Carbon Monoxide Detector(s)Ceiling Fans(s)Crown MoldingHigh CeilingsPrimaryBedroom UpstairsSolid Surface CountersSolid Wood CabinetsStone CountersThermostatWalk-In Closet(s)
• Appliances: DishwasherDisposalDryerElectric CooktopElectric Water HeaterRangeRange HoodRefrigeratorWasher
• Laundry: Electric Dryer HookupInsideLaundry RoomSinkWasher Hookup
• Flooring: Ceramic TileHardwoodLuxury Vinyl
• A/C: Central Air
• Heating: CentralElectric
• Fireplace: Family RoomStoneFireplace

Exterior

• General: CourtyardPrivate YardRain GuttersSidewalkSprinkler MeteredStorage
• Style: ContemporaryCustom
• Other Structures: Shed(s)Patio
• Parking: DrivewayGround LevelOff StreetOversized

Construction

• Roofing: Shingle
• Windows: Carbon Mono/DetectorAluminum FramesBlindsDouble Pane WindowsShadesWindow Treatments
• General: BlockStuccoFrameTwoSlab

Location

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

Lot

• Zoning: WP-R-1ALAKE KNOWLES TERRACE K/4 LOT 10 BLK 132-21-30-4536-01-100
• Fencing: FencedWood

Utilities

• Utilities: Cable ConnectedElectricity ConnectedFiber OpticsPublicSewer ConnectedSprinkler MeterUnderground UtilitiesWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple