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2653 CAYMAN Way
WINTER PARK FL 32792 US

$284,000

Pending Listing ID O6430560
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3 bed
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1,284 square feet
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2.00 Bath (2 Full)
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Lot: 0.07 Acres
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Townhouse

$284,000

Pending Listing ID O6430560
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2653 CAYMAN Way All play and no work! This beautifully maintained 3-bedroom, 2-bath townhouse offers the perfect combination of comfort, convenience, low HOA fees, and an unbeatable Winter Park location. Whether you're a first-time homebuyer, downsizing, or looking for a low-maintenance lifestyle, this home checks all the boxes. Step inside to discover a bright, open floor plan highlighted by vaulted ceilings and dramatic clerestory windows that flood the home with natural light. The thoughtfully designed split-bedroom floor plan provides added privacy, while the spacious primary suite features a walk-in closet and sliding glass doors leading to your own private, fenced backyard. The kitchen offers a comfortable eat-in dining area, abundant cabinet space, and an oversized pantry for exceptional storage. An enclosed laundry room adds everyday convenience, while recent updates provide peace of mind, including a brand-new roof (2026), newer A/C, updated plumbing, updated electrical panels, and fresh interior paint. Step outside to your covered patio with a convenient storage closet, overlooking a fully fenced backyard-the perfect place to relax, entertain, or enjoy your morning coffee. With low HOA fees, you'll also enjoy outstanding community amenities, including three swimming pools, tennis courts, a playground, a clubhouse, and a private south gate providing quick and convenient access in and out of the community. Ideally located just minutes from Downtown Winter Park, you'll love being close to Park Avenue, shopping, dining, entertainment, top-rated schools, and major highways, making commuting throughout Central Florida quick and convenient. If you've been searching for an affordable, move-in-ready home with major system updates, fantastic amenities, low HOA fees, and an exceptional Winter Park location, this is the one you've been waiting for. Schedule your private showing today!

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Property Features

  • Facts
  • Lot Size: 0.07 Acres
  • Property Type: Residential
  • Property Sub-type: Townhouse
  • Features
  • Full Bathrooms: 2
  • Cooling System: Central Air
  • Exterior Finish: Private Yard, Sidewalk, Sliding Doors
  • Floor Covering: Carpet, Tile - Ceramic
  • Roof Type: Membrane, Shingle
  • Heating Fuels: Central
  • Additional Features
  • Patio

School Information

  • School
  • Eastbrook Elementary(Elementary)
  • Tuskawilla Middle(MiddleSchool)
  • Lake Howell High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Townhouse
  • listprice: 284000
  • unparsedaddress: 2653 CAYMAN Way
  • postalcity: WINTER PARK
  • stateorprovince: FL
  • country: US
  • postalcode: 32792
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.07
  • lotsizeunits: Acres
  • lotsizearea: 0.07
  • livingarea: 1284
  • livingareaunits: Square Feet
  • latitude: 28.624565
  • longitude: -81.31047
  • listagentfullname: Kyle Clark
  • listagentemail: ibkc@cfl.rr.com
  • listagentkey: 3yd-MFRMLSFL-261066428
  • listagentmlsid: 261066428
  • listagentpreferredphone: 4079213287
  • listagentofficephone: 4079213287
  • listofficekey: 3yd-MFRMLSFL-54321
  • listofficemlsid: 54321
  • 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: 1978
  • listingcontractdate: 2026-08-04
  • listagentfax: 4076779206
  • listagenturl: http://www.anncroasdell.com
  • countyorparish: Seminole
  • parcelnumber: 34-21-30-521-0000-1860
  • elementaryschool: Eastbrook Elementary
  • highschool: Lake Howell High
  • appliances: Dishwasher, Disposal, Dryer, Range Hood, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Block, Stucco, Frame, Wood Siding
  • flooring: Carpet, Tile - Ceramic
  • heating: Central
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 1
  • parkingtotal: 0
  • parkingfeatures: Driveway, Guest
  • roof: Membrane, Shingle
  • waterfrontyn: False
  • franchiseaffiliation: RE/MAX International
  • interiorfeatures: Ceiling Fans(s), High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
  • exteriorfeatures: Private Yard, Sidewalk, Sliding Doors
  • windowfeatures: Window Treatments
  • rooms: Bathroom 2, Dining Room, Bedroom 2, Bathroom 1, Bedroom 1, Bedroom 3
  • patioandporchfeatures: Porch
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.31047, 28.624565
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"RE/MAX 200 Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"ibkc@cfl.rr.com", "ListBrokerageCity":"Winter Park", "ListBrokerageCountry":"US", "ListBrokerageEmail":"kevinacker@remax.net", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/42a09c504f0f11dfa82100219b994c72/20100503133421387.png", "ListBrokerageName":"RE/MAX 200 Realty", "ListBrokeragePhone":"(407) 721-7488", "ListBrokeragePostalCode":"32789", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":"Suite 110", "ListBrokerageUnparsedAddress":"1155 Louisiana Avenue", "ListBrokerageWebsiteUrl":"http://www.homesinorlandoarea.com", "ListOfficeAddress1":"1315 Tuskawilla Rd #101 ", "ListOfficeAddress2":"Suite 110", "ListOfficeBrokerMlsId":"54321", "ListOfficeCity":"Winter Springs", "ListOfficeCountry":"US", "ListOfficeEmail":"tcadmin@ackerteam.com", "ListOfficePostalCode":"32708", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"TOWNHOME - WINTER PARK, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/2653-Cayman-Way_Winter-Park_FL_32792_M55411-08278?f=listhub&s=MFRMLSFL&m=O6430560&c=rexren", "MLSModificationTimestamp":"2026-08-07 17:58:11", "Neighborhoods":[{"Description":null, "Name":"WINDWARD SQUARE"}], "PostalCode":null, "RoomCount":6, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":3297, "TaxDescription":"LOT 186 WINDWARD SQUARE SEC 2 PB 20 PGS 34 & 35", "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 8/7/2026 6:11:23 PM GMT
Source Updated Date: 8/12/2026 12:56:16 AM GMT

Courtesy of: Kyle Clark, RE/MAX TOWN & COUNTRY REALTY, ibkc@cfl.rr.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.