2653 Cayman WayWinter Park, FL 32792Price: $284,000

  • Price: $284,000
  • Est. Mortgage of $/month
  • 2 Days on Market
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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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2653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 327922653 Cayman Way Winter Park FL 32792
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  • 3Bedrooms
  • 0.07Acreage
  • 2Bathrooms
  • 1978Year Built
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!
Listing Courtesy of RE/MAX TOWN & COUNTRY REALTY

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More Info

Location Information

  • Road Frontage DescriptionPaved

School Information

  • Junior HighTuskawilla Middle
  • Elementary SchoolEastbrook Elementary
  • High SchoolLake Howell High

Basic Information

  • Virtual TourView Tour
  • Property SubTypeTownhouse
  • Property TypeResidential

Property

  • Builder Name BABCOCK HOMES
  • ZoningRES

Interior

  • Flooring Carpet, Ceramic Tile
  • Furnished Unfurnished

Utilities

  • Utilities Electricity Connected, Public, Sewer Connected, Water Connected
  • Water Source Public
  • Sewer Public Sewer
  • Cooling Central Air
  • Heating Central
  • Laundry Features Inside, Laundry Room

Water Body

  • Water ViewNo
  • MFR Water Access YN No

Basic Information

  • Mls Status Active
  • StatusACT
  • List Price$284,000
  • MLS NumberO6430560

Parking

  • Parking Features Driveway, Guest, Parking Pad

Rooms

  • Full Bath2
  • Bedrooms3
  • MFR Additional Rooms Inside Utility, Storage Rooms

Building

  • Rooms6
  • Window Features Window Treatments
  • Year Built1978
  • Patio And Porch Features Porch, Rear Porch
  • RoofMembrane, Shingle
  • Construction Materials Block, Stucco, Frame, Wood Siding
  • Foundation Details Slab
  • Property StyleOther
  • Bathroom2
  • Levels One

Amenities

  • MFR Pet Restrictions BUYER TO VERIFY WITH HOA/COUNTY
  • Other Equipment Private Yard
  • Other AmenitiesPool, Tennis
  • PetsYes
  • Community Features
    • Deed Restrictions
    • Gated Community - No Guard
    • Park
    • Playground
    • Pool
    • Sidewalks
    • Tennis Court(s)
  • Appliances IncludedDishwasher, Disposal, Dryer, Range Hood, Refrigerator, Washer
  • Association Amenities
    • Clubhouse
    • Gated
    • Playground
    • Pool
    • Recreation Facilities
    • Shuffleboard Court
    • Tennis Court(s)
  • Association Fee Includes Common Area Taxes, Pool, Maintenance Grounds, Private Road
  • Association YN Yes

Tax Information

  • Fees$1,185
  • Total Monthly Fees $98
  • Taxes$3,297
  • Tax Year 2025
  • Monthly HOA Amount $98
  • Association Fee $98
  • Association Fee Frequency Monthly
  • MFR Association Fee Requirement Required

Location

  • AreaWinter Park/Aloma
  • SubdivisionWindward Square
  • Township 21
  • Zip32792
  • StateFL
  • CountySeminole
  • Exterior Features Private Yard, Sidewalk, Sliding Doors
  • Address2653 Cayman Way
  • TownWinter Park

Property Information

  • Fencing Wood
  • Building Area Total 1,482
  • MFR Living Area Meters 119
  • MFR Lot Size Square Meters 291
  • Lot Size Square Feet 3,135
  • Square Feet1,284
  • Lot Description
    • Cul-De-Sac
    • In County
    • Landscaped
    • Paved
    • Private
    • Sidewalk
  • Acreage0.07

Other

  • Date Listed08/04/2026
  • Vegetation Mature Landscaping, Trees/Landscaped
  • View Trees/Woods
  • Building Area Source Public Records
  • MFR Exist Lse Tenant YN No
  • MFR Additional Lease Restrictions BUYER TO VERIFY WITH HOA 3 YEAR OWNER OCCUPANT BEFORE LEASING
  • MFR Flood Zone Code X
  • MFR Minimum Lease 1-2 Years
  • Status Change Timestamp2026-08-04T17:22:49
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of August 5, 2026 11:38 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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