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Sold for $284,000
  • $284,000

    2653 CAYMAN WAY, WINTER PARK, FL 32792

    3beds
    1,284sqft
    Townhouse
    Built in 1978
    3,135 Square Feet Lot
    $283,800 Zestimate®
    $221/sqft
    $1,919 Estimated rent

    Home value

    $283,800

    $258,000 - $312,000

    $1,919/mo

    Zestimate® history
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    What's special

    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!

    Zillow last checked:

    Listing updated:

    Listed by:

    Kyle Clark 407-921-3287,

    RE/MAX TOWN & COUNTRY REALTY 407-695-2066

    Bought with:

    Devon Sobers, 3361473

    KELLER WILLIAMS ADVANTAGE III

    Source: Stellar MLS,MLS#: O6430560MLS LogoOriginating MLS: Orlando Regional

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Rooms
    • Room types: Utility Room, Storage Rooms
    Primary bedroom
    • Features: Walk-In Closet(s)
    • Level: First
    • Area: 180 Square Feet
    • Dimensions: 15x12
    Bedroom 2
    • Features: Built-in Closet
    • Level: First
    • Area: 130 Square Feet
    • Dimensions: 13x10
    Bedroom 3
    • Features: Built-in Closet
    • Level: First
    • Area: 120 Square Feet
    • Dimensions: 12x10
    Dinette
    • Level: First
    • Area: 90 Square Feet
    • Dimensions: 10x9
    Kitchen
    • Level: First
    • Area: 198 Square Feet
    • Dimensions: 11x18
    Living room
    • Level: First
    • Area: 234 Square Feet
    • Dimensions: 18x13
    Heating
    • Central
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Disposal, Dryer, Range Hood, Refrigerator, Washer
    • Laundry: Inside, Laundry Room
    Features
    • Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Vaulted Ceiling(s), Walk-In Closet(s)
    • Flooring: Carpet, Ceramic Tile
    • Doors: Sliding Doors
    • Windows: Window Treatments
    • Has fireplace: No
    Interior area
    • Total structure area: 1,482
    • Total interior livable area: 1,284 sqft

    Property

    Parking
    • Parking features: Driveway, Guest, Parking Pad
    • Has uncovered spaces: Yes
    Features
    • Levels: One
    • Stories: 1
    • Patio & porch: Porch, Rear Porch
    • Exterior features: Private Yard, Sidewalk
    • Fencing: Wood
    • Has view: Yes
    • View description: Trees/Woods
    Lot
    • Size: 3,135 Square Feet
    • Features: Cul-De-Sac, In County, Landscaped, Sidewalk
    • Residential vegetation: Mature Landscaping, Trees/Landscaped
    Details
    • Parcel number: 34213052100001860
    • Zoning: RES
    • Special conditions: None

    Construction

    Type & style
    • Home type: Townhouse
    • Architectural style: Other
    • Property subtype: Townhouse
    Materials
    • Block, Stucco, Wood Frame, Wood Siding
    • Foundation: Slab
    • Roof: Membrane,Shingle
    Condition
    • New construction: No
    • Year built: 1978
    Details
    • Builder name: BABCOCK HOMES

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Electricity Connected, Public, Sewer Connected, Water Connected

    Community & HOA

    Community
    • Features: Deed Restrictions, Gated Community - No Guard, Park, Playground, Pool, Sidewalks, Tennis Court(s)
    • Pet fee: $0 monthly
    • Subdivision: WINDWARD SQUARE
    HOA
    • Has HOA: Yes
    • Amenities included: Clubhouse, Gated, Playground, Pool, Recreation Facilities, Shuffleboard Court, Tennis Court(s)
    • Services included: Common Area Taxes, Community Pool, Maintenance Grounds, Pool Maintenance, Private Road
    • HOA fee: $99 monthly
    • HOA name: GREAT COMMUNITIES
    Location
    • Region: Winter Park

    Financial & listing details

    • Price per square foot: $221/sqft
    • Tax assessed value: $235,808
    • Annual tax amount: $3,297
    • Date on market: 8/4/2026
    • Cumulative days on market: 2 days
    • Listing terms: Cash,Conventional,FHA,VA Loan
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Paved

    Price history

    DateEventPrice
    9/9/2026Sold$284,000$221/sqft
    Source: Stellar MLS #O6430560 Report a problem
    8/7/2026Pending sale$284,000$221/sqft
    Source: Stellar MLS #O6430560 Report a problem
    8/7/2026Listing removed$284,000$221/sqft
    Source: Stellar MLS #O6430560 Report a problem
    8/4/2026Listed for sale$284,000+379.7%$221/sqft
    Source: Stellar MLS #O6430560 Report a problem
    3/9/2011Sold$59,200-62.9%$46/sqft
    Source: Public Record Report a problem
    3/30/2006Sold$159,500+101.6%$124/sqft
    Source: Public Record Report a problem
    5/15/2001Sold$79,100+16.3%$62/sqft
    Source: Public Record Report a problem
    8/1/1996Sold$68,000$53/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$3,297 +15.4%$159,264 +10%
    2024$2,856 +7.4%$144,785 +10%
    2023$2,660 +14.1%$131,623 +10%
    2022$2,332 +8.7%$119,657 +10%
    2021$2,146 +11.2%$108,779 +10%
    2020$1,929 +6.1%$98,890 +10%
    2019$1,818 $89,900 -21.6%
    2018$1,818 +10.2%$114,626 +54.3%
    2017$1,650 +12.3%$74,297 -11.7%
    2016$1,469 +7.5%$84,165 +22.7%
    2015$1,367 $68,570 +22.8%
    2014$1,367 +40.4%$55,821 +9.1%
    2013$973 -1.5%$51,185 -4.7%
    2012$988 -18.2%$53,736 -17.4%
    2011$1,207 -15.3%$65,072 -14.5%
    2010$1,425 -27.6%$76,144 -27.9%
    2009$1,969 -18.7%$105,672 -23.6%
    2008$2,423 +3.2%$138,353 -3.7%
    2007$2,349 -3.5%$143,689 +8.3%
    2006$2,435 +24%$132,641 +25.9%
    2005$1,963 +10.7%$105,372 +13.8%
    2004$1,773 +15.5%$92,591 +17%
    2003$1,535 +3.7%$79,165 +5.2%
    2002$1,480 +133.2%$75,268 +31.6%
    2000$635 $57,180
    Find assessor info on the county website

    Neighborhood: 32792

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Eastbrook Elementary
    • Middle: Tuskawilla Middle
    • High: Lake Howell High

    Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value

    $283,800

    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value

    $283,800