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For sale
  • $255,000

    2651 Cayman Way, Winter Park, FL 32792

    2beds
    1,020sqft
    : 
    $1,821/mo
    Get pre-qualified
    Townhouse
    Built in 1978
    3,135 Square Feet Lot
    $245,700 Zestimate®
    $250/sqft
    $99/mo HOA

    What's special

    Breakfast barAll appliances included
    Virtually Staged. ALL PLAY and NO WORK! Imagine coming home to a space where weekends are made for relaxing, entertaining, and enjoying the best of Florida living. This single-story, two-bedroom, two-bath townhome offers an effortless lifestyle in a location that puts everything within reach. Vaulted ceilings create an open, airy feel in the spacious living and dining area, while sliding glass doors lead to a private, fenced backyard with a large concrete patio?perfect for morning coffee, weekend barbecues, or unwinding after a long day. With no rear neighbors and views of the community green space, you?ll enjoy added privacy and tranquility. The kitchen is designed for everyday ease, featuring ample cabinetry, a breakfast bar, and all appliances included, making move-in simple. Retreat to the oversized primary suite with a walk-in closet and direct patio access, creating a true indoor-outdoor flow. The second bedroom offers flexibility for guests, a home office, or creative space. Step outside your front door and enjoy resort-style amenities, including three swimming pools, tennis courts, a clubhouse, and a playground—all with low HOA fees. With parking for three vehicles, convenience is built right in. Located close to shopping, dining, major roadways, and just minutes from Winter Park’s Park Avenue, this home delivers both comfort and connection. Owner-occupant only community—ideal for those looking to put down roots and enjoy a true neighborhood feel. Live more. Maintain less. Welcome home.
    12 days
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    453
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    40
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    Zillow last checked:

    Listing updated:

    Listed by:

    Kyle Clark 407-921-3287,

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

    Source: Stellar MLS,MLS#: O6375086MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Great Room
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 140 Square Feet
      • Dimensions: 14x10
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      • Area: 154 Square Feet
      • Dimensions: 14x11
      Dining room
      • Level: First
      • Area: 84 Square Feet
      • Dimensions: 12x7
      Kitchen
      • Level: First
      • Area: 88 Square Feet
      • Dimensions: 11x8
      Living room
      • Level: First
      • Area: 234 Square Feet
      • Dimensions: 18x13
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
      • Laundry: Inside, Laundry Closet
      Features
      • Living Room/Dining Room Combo, Vaulted Ceiling(s)
      • Flooring: Ceramic Tile, Laminate
      • Doors: Sliding Doors
      • Has fireplace: No
      Interior area
      • Total structure area: 1,148
      • Total interior livable area: 1,020 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Deeded, Parking Pad
      • Carport spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Patio
      • Exterior features: Private Yard, Sidewalk, Storage
      • Fencing: Fenced,Wood
      • Has view: Yes
      • View description: Trees/Woods
      Lot
      • Size: 3,135 Square Feet
      • Features: Cul-De-Sac, City Lot, In County, Landscaped
      • Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
      Details
      • Parcel number: 34213052100001870
      • Zoning: RES
      • Special conditions: None

      Construction

      Type & style
      • Home type: Townhouse
      • Architectural style: Traditional
      • Property subtype: Townhouse
      Materials
      • Block, Stucco, Wood Frame
      • 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: BB/HS Internet Available, Cable Available, Electricity Available, Electricity Connected, Public, Sewer Available, Sewer Connected, Street Lights, Underground Utilities, Water Available, Water Connected

      Community & HOA

      Community
      • Features: Association Recreation - Owned, Clubhouse, Playground, Pool, Sidewalks, Tennis Court(s)
      • Pet fee: $0 monthly
      • Subdivision: WINDWARD SQUARE SEC 2
      HOA
      • Has HOA: Yes
      • Amenities included: Clubhouse, Gated, Playground, Pool, Recreation Facilities, Tennis Court(s)
      • Services included: Common Area Taxes, Community Pool, Maintenance Grounds, Private Road, Recreational Facilities
      • HOA fee: $99 monthly
      • HOA name: SHARRI SCOTT
      • HOA phone: 407-647-2622
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $250/sqft
      • Tax assessed value: $201,297
      • Annual tax amount: $3,553
      • Date on market: 1/20/2026
      • Cumulative days on market: 35 days
      • Listing terms: Cash,Conventional,FHA
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        $245,700

        $233,000 - $258,000

        $1,767/mo

        Price history

        DateEventPrice
        7/13/2026Listed for sale$255,000$250/sqft
        Source: Stellar MLS #O6375086 Report a problem
        3/24/2026Listing removed$255,000$250/sqft
        Source: Stellar MLS #O6375086 Report a problem
        2/12/2026Pending sale$255,000$250/sqft
        Source: Stellar MLS #O6375086 Report a problem
        2/12/2026Listing removed$255,000$250/sqft
        Source: Stellar MLS #O6375086 Report a problem
        1/20/2026Listed for sale$255,000+70%$250/sqft
        Source: Stellar MLS #O6375086 Report a problem
        1/2/2026Listing removed$1,550$2/sqft
        Source: Zillow Rentals Report a problem
        12/15/2025Price change$1,550-3.1%$2/sqft
        Source: Zillow Rentals Report a problem
        11/7/2025Listed for rent$1,600+14.3%$2/sqft
        Source: Zillow Rentals Report a problem
        12/11/2023Listing removed--
        Source: Zillow Rentals Report a problem
        11/29/2023Listed for rent$1,400+27.3%$1/sqft
        Source: Zillow Rentals Report a problem
        10/13/2018Listing removed$1,100-4.3%$1/sqft
        Source: RE/MAX Town & Country Realty Report a problem
        9/21/2018Sold$150,000$147/sqft
        Source: Public Record Report a problem
        9/14/2018Listed for rent$1,150$1/sqft
        Source: Zillow Rental Network Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$3,554 +17.2%$193,118 +10%
        2024$3,032 +8%$175,562 +10%
        2023$2,808 +13.6%$159,602 +10%
        2022$2,472 +9.3%$145,093 +10%
        2021$2,262 +8.8%$131,903 +8.2%
        2020$2,079 +4.2%$121,868 +5.9%
        2019$1,995 $115,030 +139.8%
        2018$1,995 +365.7%$47,970 +2.1%
        2017$428 +2.3%$46,983 +1.4%
        2016$419 +1.2%$46,339 +1.4%
        2015$414 $45,697 +0.8%
        2014$414 +1.3%$45,334 +5.5%
        2013$409 -2%$42,984 -5.3%
        2012$417 -23.8%$45,377 -16.7%
        2011$547 -15.1%$54,495 -13.9%
        2010$644 -34.5%$63,327 -29.1%
        2009$984 -27%$89,337 -23.1%
        2008$1,348 -8.7%$116,166 +4.2%
        2007$1,477 +6.7%$111,442 +11%
        2006$1,384 +18.6%$100,392 +14.5%
        2005$1,167 +51.8%$87,651 +34.5%
        2004$769 +1.8%$65,159 +1.9%
        2003$755 -38.5%$63,944 +2.4%
        2002$1,228 +169%$62,445 +29.7%
        2000$457 $48,148
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 32792

        Getting around

        49 / 100
        Car-Dependent
        27 / 100
        Some Transit
        44 / 100
        Somewhat Bikeable

        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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