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For sale
  • Price cut: $100K (7/22)
    $1,899,900

    1521 Chestnut Ave, Winter Park, FL 32789

    4beds
    2,843sqft
    : 
    Single Family Residence
    Built in 2022
    7,469 Square Feet Lot
    $-- Zestimate®
    $668/sqft
    $-- HOA

    What's special

    Modern Luxury in the Heart of Winter Park! Welcome to this stunning modern residence, built in 2023, located in one of Winter Park’s most sought-after neighborhoods. Designed with sleek sophistication and functional elegance, this fabulous home offers 4 bedrooms, 3 full baths, and a flexible layout perfect for today’s lifestyle. The open-concept main floor features a beautifully appointed kitchen, a spacious dining area, and a light-filled living room complete with a designer fireplace and custom built-in shelving. The stunning kitchen boasts quartz counters, spacious cabinetry, KitchenAid appliances, and designer lighting. A fourth bedroom (currently used as a study) is also located on the main level, along with an oversized bonus room. From the great room, expansive sliding glass doors lead out to the covered lanai, where you'll find an inground pool, a fully fenced yard, tongue-in-groove wood ceiling, and pre-plumbing in place for your dream summer kitchen—ideal for entertaining year-round. Upstairs, the luxurious primary suite provides a peaceful retreat with an oversized balcony overlooking the pool and rear yard. Two additional bedrooms are also featured on the second level, along with a second full bath. The first-floor office doubles as a fourth bedroom, with an adjacent full bath for guests or multigenerational living. The original two-car garage has been converted into a 425 sq ft air-conditioned bonus room—perfect as a media room, home gym, or additional living space. This home boasts well-thought-out upgrades, including beautiful wood inlays in niches, open shelving, quartz countertops, slat wall features, and stunning light fixtures throughout. The work has been done for you in this like-new home! Located just steps from Phelps Park, and minutes from the shops and dining of Park Avenue and the Winter Park Chain of Lakes, this home offers the perfect blend of modern design, comfort, and convenience. Don't miss your chance to own this exceptional home in the heart of Winter Park!
    86 days
    on Zillow
    |
    975
    |
    59
    |

    Zillow last checked: 7 hours ago

    Listing updated: July 26, 2025 at 12:10pm

    Listing Provided by:

    Sue Silberbusch 407-252-3157,

    COMPASS FLORIDA LLC 941-279-3630

    Source: Stellar MLS,MLS#: A4651868MLS LogoOriginating MLS: Port Charlotte

    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 1521 Chestnut Ave.

    Next available tour time:Tomorrow at 9am

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 3
    Primary bedroom
    • Features: Built-In Shelving, Dual Sinks, En Suite Bathroom, Split Vanities, Tub with Separate Shower Stall, Walk-In Closet(s)
    • Level: Second
    • Area: 234 Square Feet
    • Dimensions: 18x13
    Bedroom 2
    • Features: Built-In Shelving, Built-in Closet
    • Level: Second
    • Area: 143 Square Feet
    • Dimensions: 13x11
    Bedroom 3
    • Features: Built-In Shelving, Built-in Closet
    • Level: Second
    • Area: 130 Square Feet
    • Dimensions: 13x10
    Bedroom 4
    • Features: Walk-In Closet(s)
    • Level: First
    • Area: 156 Square Feet
    • Dimensions: 13x12
    Bonus room
    • Features: No Closet
    • Level: First
    Great room
    • Level: First
    • Area: 414 Square Feet
    • Dimensions: 23x18
    Kitchen
    • Level: First
    • Area: 168 Square Feet
    • Dimensions: 14x12
    Heating
    • Central, Heat Pump, Zoned
    Cooling
    • Central Air, Ductless, Zoned
    Appliances
    • Included: Oven, Dishwasher, Exhaust Fan, Microwave, Refrigerator, Tankless Water Heater
    • Laundry: Inside, Laundry Room
    Features
    • Built-in Features, Ceiling Fan(s), High Ceilings, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Thermostat, Walk-In Closet(s)
    • Flooring: Porcelain Tile
    • Doors: Sliding Doors
    • Windows: Blinds
    • Has fireplace: Yes
    • Fireplace features: Electric, Family Room
    Interior area
    • Total structure area: 3,703
    • Total interior livable area: 2,843 sqft
    Video & virtual tour

    Property

    Parking
    • Total spaces: 2
    • Parking features: Driveway, Garage Faces Side
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Levels: Two
    • Stories: 2
    • Exterior features: Balcony, Irrigation System, Lighting
    • Has private pool: Yes
    • Pool features: Gunite, In Ground, Lighting
    • Fencing: Wood
    Lot
    • Size: 7,469 Square Feet
    • Features: Private
    Details
    • Parcel number: 322130453601180
    • Zoning: R-1A
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Mid-Century Modern
    • Property subtype: Single Family Residence
    Materials
    • Block, Stucco, Wood Frame
    • Foundation: Slab
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 2022

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Propane, Sewer Connected, Water Connected

    Community & HOA

    Community
    • Subdivision: LAKE KNOWLES TERRACE
    HOA
    • Has HOA: No
    • Pet fee: $0 monthly
    Location
    • Region: Winter Park

    Financial & listing details

    • Price per square foot: $668/sqft
    • Tax assessed value: $1,347,261
    • Annual tax amount: $20,569
    • Date on market: 5/16/2025
    • Listing terms: Cash,Conventional
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Brick
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