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1521 CHESTNUT AVENUE
WINTER PARK FL 32789 US

$1,899,900

Active Listing ID A4685113
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4 bed
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3.00 Bath (3 Full)
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Lot: 0.17 Acres
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Single Family Residence

$1,899,900

Active Listing ID A4685113
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1521 CHESTNUT AVENUE Modern Luxury in the Heart of Winter Park! Welcome to this stunning modern residence, thoughtfully constructed in 2023 by the original owner/builder, 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. From the great room, expansive sliding glass doors lead out to the covered lanai, where you'll find an in-ground 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 multi-generational living. The side entry two-car garage was once converted into a 425 sq ft air-conditioned bonus room—perfect as a media room, home gym, or additional living space. This could easily be converted back if the next owner requires more 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!

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Property Features

  • Facts
  • Lot Size: 0.17 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 3
  • Cooling System: Central Air, Zoned
  • Exterior Finish: Fencing, Balcony, Private Yard, Sliding Doors, Pool
  • Floor Covering: Tile
  • Roof Type: Shingle
  • Heating Fuels: Central, Fireplace(s), Zoned (Heating)
  • Additional Features
  • Fireplace
  • Pool

School Information

  • School
  • Lakemont Elem(Elementary)
  • Maitland Middle(MiddleSchool)
  • Winter Park High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1899900
  • unparsedaddress: 1521 CHESTNUT AVENUE
  • postalcity: WINTER PARK
  • stateorprovince: FL
  • country: US
  • postalcode: 32789
  • bathroomsfull: 3
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.17
  • lotsizeunits: Acres
  • lotsizearea: 0.17
  • livingarea: 2842
  • livingareaunits: Square Feet
  • latitude: 28.613874
  • longitude: -81.333152
  • listagentfullname: Sue Silberbusch
  • listagentemail: susansilb@me.com
  • listagentkey: 3yd-MFRMLSFL-261088462
  • listagentmlsid: 261088462
  • listagentpreferredphone: 4072523157
  • listagentofficephone: 9412793630
  • listofficekey: 3yd-MFRMLSFL-274501900
  • listagentstatelicense: 3124912
  • listofficemlsid: 274501900
  • disclaimer: Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 2022
  • listingcontractdate: 2026-03-06
  • listagenturl: https://www.compass.com/
  • countyorparish: Orange
  • parcelnumber: 32-21-30-4536-01-180
  • elementaryschool: Lakemont Elem
  • highschool: Winter Park High
  • appliances: Cooktop, Oven - Convection, Refrigerator
  • cooling: Central Air, Zoned
  • constructionmaterials: Block, Frame
  • flooring: Tile
  • heating: Central, Fireplace(s), Zoned (Heating)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Garage, Garage - Attached
  • roof: Shingle
  • waterfrontyn: False
  • interiorfeatures: High Ceilings, Living Room/Dining Room Combo, Primarybedroom Upstairs, Thermostat, Window Treatments
  • exteriorfeatures: Fencing, Balcony, Private Yard, Sliding Doors, Pool
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Great Room, Kitchen
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: False
  • location: -81.33315, 28.613874
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Compass", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"susansilb@me.com", "ListBrokerageCity":"FL", "ListBrokerageCountry":"US", "ListBrokerageEmail":"brokerfl@compass.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Compass", "ListBrokeragePhone":"(305) 851-2820", "ListBrokeragePostalCode":"33139", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":"7th Floor", "ListBrokerageUnparsedAddress":"605 Lincoln Road", "ListBrokerageWebsiteUrl":"https://www.compass.com/", "ListOfficeAddress1":"1575 Main Street", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Sarasota", "ListOfficeCountry":"US", "ListOfficeEmail":"mlsfl@compass.com", "ListOfficePostalCode":"34236", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence - WINTER PARK, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/1521-Chestnut-Ave_Winter-Park_FL_32789_M67695-77290?f=listhub&s=MFRMLSFL&m=A4685113&c=rexren", "MLSModificationTimestamp":"2026-03-13T05:28:08Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":7, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":20569.64, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 3/14/2026 5:37:47 PM GMT
Source Updated Date: 3/26/2026 12:59:44 PM GMT

Courtesy of: Sue Silberbusch, COMPASS FLORIDA LLC, susansilb@me.com

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.