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Pending
    • Price cut: $25K (6/4)
    $824,900

    1266 Calypso Way, Oviedo, FL 32765

    5beds
    3,739sqft
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    Single Family Residence
    Built in 2012
    10,001 Square Feet Lot
    $814,200 Zestimate®
    $221/sqft
    $88/mo HOA

    What's special

    Center islandGranite countertopsDedicated private officeExpansive paver pool deckCeiling fansLow-e double-pane windowsGourmet kitchen
    Price Improvement! Welcome to 1266 Calypso Way, an impressive pool home located in the desirable Hammock Reserve community of Oviedo. Built in 2012, this spacious residence offers approximately 3,739 square feet with 5 bedrooms, 4 bathrooms, and a dedicated private office, thoughtfully designed for both comfortable everyday living and effortless entertaining. Inside, you’ll find expansive living spaces filled with natural light, including formal living and dining rooms ideal for hosting larger gatherings. The gourmet kitchen is the heart of the home, featuring beautiful 42” cabinetry, granite countertops, a center island, stainless steel appliances, a walk-in pantry, butler’s pantry, and a spacious casual dining area, all seamlessly opening to the family room for easy connection and flow. A generously sized laundry room just off the kitchen offers additional cabinetry and counter space for added convenience. The first-floor owner’s suite provides a private retreat, complete with a large walk-in closet and an ensuite bath featuring dual vanities, a relaxing garden tub, and an oversized walk-in shower. Upstairs, a spacious bonus room with a full bath, adjacent fifth bedroom, and an impressive wet bar with granite countertops and beverage cooler creates the perfect setup for a teen suite, guest retreat, media room, or multigenerational living. Additional interior highlights include engineered wood flooring throughout the home, including the staircase, a whole-home speaker system including the pool area, ceiling fans, low-E double-pane windows, and thoughtful upgrades throughout. Step outside and enjoy Florida living at its finest with a large screen-enclosed private saltwater pool, expansive paver pool deck, and lushly landscaped backyard with no rear neighbors, creating the perfect setting for relaxing or entertaining year-round. Additional exterior features include a paver driveway, gutters, oversized 3-car garage, and whole-home water softener system. Perfectly positioned in one of Oviedo’s most sought-after communities, this exceptional home offers convenient access to Oviedo on the Park, where residents enjoy popular restaurants, boutique shopping, seasonal events, the Oviedo Cultural Center, outdoor concerts, and the Center Lake Park waterfront promenade. Outdoor enthusiasts will also appreciate being just minutes from Black Hammock Wilderness Area, known for its scenic lakefront dining, airboat adventures, boating, fishing, and access to the natural beauty of Lake Jesup. Combined with top-rated Seminole County schools, nearby parks, shopping, dining, and major commuter routes, this home delivers the ideal blend of luxury, lifestyle, and location.
    60 days
    |
    151
    |
    5
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Rich Harbin 321-303-7935,

    COLDWELL BANKER REALTY 407-696-8000

    Source: Stellar MLS,MLS#: O6407296MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 4
      Rooms
      • Room types: Bonus Room
      Primary bedroom
      • Features: Ceiling Fan(s), En Suite Bathroom, Exhaust Fan, Garden Bath, Split Vanities, Stone Counters, Walk-In Closet(s)
      • Level: First
      • Area: 252 Square Feet
      • Dimensions: 14x18
      Bedroom 2
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 130 Square Feet
      • Dimensions: 10x13
      Bedroom 3
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 130 Square Feet
      • Dimensions: 13x10
      Bedroom 4
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 182 Square Feet
      • Dimensions: 13x14
      Bedroom 5
      • Features: Built-in Closet
      • Level: Second
      • Area: 169 Square Feet
      • Dimensions: 13x13
      Bonus room
      • Features: Bar, Ceiling Fan(s), Granite Counters, Wet Bar, Built-in Closet
      • Level: Second
      • Area: 483 Square Feet
      • Dimensions: 23x21
      Dining room
      • Level: First
      • Area: 140 Square Feet
      • Dimensions: 10x14
      Family room
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 315 Square Feet
      • Dimensions: 15x21
      Kitchen
      • Features: Breakfast Bar, Granite Counters, Kitchen Island, Pantry
      • Level: First
      • Area: 264 Square Feet
      • Dimensions: 22x12
      Living room
      • Level: First
      • Area: 408 Square Feet
      • Dimensions: 17x24
      Office
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 11x12
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Softener
      • Laundry: Inside, Laundry Room
      Features
      • Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, In Wall Pest System, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Wet Bar
      • Flooring: Ceramic Tile, Engineered Hardwood
      • Has fireplace: No
      Interior area
      • Total structure area: 4,809
      • Total interior livable area: 3,739 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Driveway, Garage Door Opener
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Front Porch, Patio, Screened
      • Exterior features: Irrigation System, Lighting, Sidewalk
      • Has private pool: Yes
      • Pool features: Gunite, In Ground, Lighting, Outside Bath Access, Salt Water, Solar Heat
      • Fencing: Vinyl
      • Has view: Yes
      • View description: Trees/Woods
      Lot
      • Size: 10,001 Square Feet
      • Dimensions: 80 x 125
      • Features: Landscaped, Sidewalk
      • Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
      Details
      • Parcel number: 04213150900000070
      • Zoning: R-1
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary,Florida
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • Completed
      • New construction: No
      • Year built: 2012

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Fiber Optics, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected

      Community & HOA

      Community
      • Features: Deed Restrictions
      • Pet fee: $0 monthly
      • Subdivision: HAMMOCK RESERVE
      HOA
      • Has HOA: Yes
      • HOA fee: $88 monthly
      • HOA name: Community Management Specialists, Inc.
      • HOA phone: 407-359-7202
      Location
      • Region: Oviedo

      Financial & listing details

      • Price per square foot: $221/sqft
      • Tax assessed value: $651,886
      • Annual tax amount: $5,951
      • Date on market: 5/21/2026
      • Cumulative days on market: 28 days
      • Listing terms: Cash,Conventional,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        $814,200

        $773,000 - $855,000

        $4,306/mo

        Price history

        DateEventPrice
        6/8/2026Pending sale$824,900$221/sqft
        Source: Stellar MLS #O6407296 Report a problem
        6/4/2026Price change$824,900-2.9%$221/sqft
        Source: Stellar MLS #O6407296 Report a problem
        5/21/2026Listed for sale$849,900+130.7%$227/sqft
        Source: Stellar MLS #O6407296 Report a problem
        12/4/2012Sold$368,400$99/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$6,267 +6.7%$411,512 +2.9%
        2024$5,874 +6.5%$399,914 +3%
        2023$5,515 +2.7%$388,266 +3%
        2022$5,370 +0.5%$376,957 +3%
        2021$5,343 +0.8%$365,978 +1.4%
        2020$5,301 +1.2%$360,925 +2.3%
        2019$5,237 $352,810 +1.9%
        2018$5,237 +0.9%$346,232 +2.1%
        2017$5,191 +2.2%$339,111 +1.4%
        2016$5,079 -3.6%$334,461 +9.4%
        2015$5,268 $305,662 -1.1%
        2014$5,268 +6%$309,024 +1.5%
        2013$4,968 +399%$304,457 +453.6%
        2012$995 $55,000
        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.
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        Climate risks

        Neighborhood: 32765

        Getting around

        12 / 100
        Car-Dependent
        26 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Lawton Elementary
        • Middle: Jackson Heights Middle
        • High: Oviedo 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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