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1611 CHESTNUT AVENUE
WINTER PARK FL 32789 US

$1,100,000

Active Listing ID O6402502
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4 bed
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4.00 Bath (4 Full)
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Lot: 0.17 Acres
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Single Family Residence

$1,100,000

Active Listing ID O6402502
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1611 CHESTNUT AVENUE Situated on arguably the finest brick street in Winter Park, beneath a canopy of live oaks, this fully renovated 4-bedroom, 4-bath home delivers the rarest combination: the soul of an established neighborhood with the bones of new construction. Gutted to the studs and rebuilt with intention, every smajor system is new — electrical, AC, roof, ductwork, drywall. With elevated finishes , like designer tile and quartz countertops as well as new floors and beautifully reimagined kitchen and baths. A second-floor addition adds a sprawling 21 x 24 foot private primary suite and home office, one of the many reasons this an ideal setup for MULTIGENERATIONAL families and those who work from home. A welcoming fireplace, lush mature landscaping, butler's pantry, numerous built ins, custom tile work, and an address minutes from Park Avenue make this one of Winter Park's most compelling offerings. Come imagine the possiblities.

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Property Features

  • Facts
  • Lot Size: 0.17 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • Cooling System: Central Air
  • Exterior Finish: Sidewalk, Sprinkler Metered
  • Floor Covering: Hardwood, Tile, Tile - Ceramic, Vinyl
  • Roof Type: Shingle
  • Heating Fuels: Central, Electric (Heating), Fireplace(s)
  • Additional Features
  • Fireplace

School Information

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

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1100000
  • unparsedaddress: 1611 CHESTNUT AVENUE
  • postalcity: WINTER PARK
  • stateorprovince: FL
  • country: US
  • postalcode: 32789
  • bathroomsfull: 4
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.17
  • lotsizeunits: Acres
  • lotsizearea: 0.17
  • livingarea: 2916
  • livingareaunits: Square Feet
  • latitude: 28.61389
  • longitude: -81.331905
  • listagentfullname: Olivia Maxwell
  • listagentemail: olivia@fanniehillman.com
  • listagentkey: 3yd-MFRMLSFL-261001972
  • listagentmlsid: 261001972
  • listagentpreferredphone: 4072224440
  • listagentofficephone: 4076441234
  • listofficekey: 3yd-MFRMLSFL-51588
  • listagentstatelicense: 541737
  • listofficemlsid: 51588
  • 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: 1973
  • listingcontractdate: 2026-04-30
  • listagenturl: https://www.FannieHillman.com
  • countyorparish: Orange
  • parcelnumber: 32-21-30-4536-01-100
  • elementaryschool: Lakemont Elem
  • highschool: Winter Park High
  • appliances: Dishwasher, Garbage Disposer, Range, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Block, Frame, Stucco
  • flooring: Hardwood, Tile, Tile - Ceramic, Vinyl
  • heating: Central, Electric (Heating), Fireplace(s)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Garage, Garage - Attached
  • roof: Shingle
  • waterfrontyn: False
  • interiorfeatures: Ceiling Fans(s), Solid Surface Counters, Thermostat, Walk-in Closet(s)
  • exteriorfeatures: Sidewalk, Sprinkler Metered
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Living Room
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.3319, 28.61389
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Fannie Hillman + Associates, Inc.", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"olivia@fanniehillman.com", "ListBrokerageCity":"Winter Park", "ListBrokerageCountry":"US", "ListBrokerageEmail":"Scott@fanniehillman.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/95/162135/20110510162737676.png", "ListBrokerageName":"Fannie Hillman + Associates, Inc.", "ListBrokeragePhone":"(407) 644-1234", "ListBrokeragePostalCode":"32789", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"205 W Fairbanks Ave.", "ListBrokerageWebsiteUrl":"https://www.FannieHillman.com", "ListOfficeAddress1":"205 W Fairbanks Ave", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Winter Park", "ListOfficeCountry":"US", "ListOfficeEmail":"scott@fanniehillman.com", "ListOfficePostalCode":"32789", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence - WINTER PARK, FL", "ListingURL":"https://listings.listhub.net/pages/MFRMLSFL/O6402502/?channel=rexren", "MLSModificationTimestamp":"2026-05-01T18:06:14Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":4, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":3589.55, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/2/2026 5:06:51 PM GMT
Source Updated Date: 5/4/2026 6:54:04 PM GMT

Courtesy of: Olivia Maxwell, FANNIE HILLMAN & ASSOCIATES, olivia@fanniehillman.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.