$824,900
PENDING $25K PRICE DROP

1266 Calypso Way Oviedo, FL 32765

Oviedo Area

Estimated payment $5,040/month

Total Views 2,462
5 Beds
4 Baths
3,739 Sq Ft
$221 Price per Sq Ft

Highlights

  • Oak Trees
  • Solar Heated In Ground Pool
  • Open Floorplan
  • Lawton Elementary School Rated A
  • View of Trees or Woods
  • Contemporary Architecture

About This Home

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.

Listing Agent

Rich Harbin

COLDWELL BANKER REALTY Brokerage Phone: 407-696-8000 License #3068901 Listed on: 05/21/2026

COLDWELL BANKER REALTY

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $5,952

Year Built

  • Built in 2012

Lot Details

  • 10,001 Sq Ft Lot
  • Lot Dimensions are 80x125
  • East Facing Home
  • Vinyl Fence
  • Mature Landscaping
  • Irrigation Equipment
  • Oak Trees

HOA Fees

  • $88 Monthly HOA Fees

Parking

  • 3 Car Attached Garage
  • Garage Door Opener
  • Driveway

Home Design

  • Contemporary Architecture
  • Florida Architecture
  • Bi-Level Home
  • Slab Foundation
  • Shingle Roof
  • Block Exterior
  • Stucco

Interior Spaces

  • 3,739 Sq Ft Home
  • Open Floorplan
  • Wet Bar
  • Bar Fridge
  • Bar
  • High Ceiling
  • Ceiling Fan
  • Family Room Off Kitchen
  • Living Room
  • Dining Room
  • Home Office
  • Bonus Room
  • Views of Woods
  • In Wall Pest System

Kitchen

  • Eat-In Kitchen
  • Breakfast Bar
  • Walk-In Pantry
  • Butlers Pantry
  • Range
  • Microwave
  • Dishwasher
  • Granite Countertops
  • Solid Wood Cabinet
  • Disposal

Flooring

  • Engineered Wood
  • Ceramic Tile

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Primary Bedroom on Main
  • En-Suite Bathroom
  • 4 Full Bathrooms
  • Split Vanities
  • Soaking Tub
  • Garden Bath

Laundry

  • Laundry Room
  • Dryer
  • Washer

Pool

  • Solar Heated In Ground Pool
  • Gunite Pool
  • Saltwater Pool
  • Outside Bathroom Access
  • Pool Lighting

Outdoor Features

  • Covered Patio or Porch
  • Exterior Lighting

Schools

  • Lawton Elementary School
  • Jackson Heights Middle School
  • Oviedo High School

Utilities

  • Central Heating and Cooling System
  • Vented Exhaust Fan
  • Thermostat
  • Underground Utilities
  • Electric Water Heater
  • Water Softener
  • Fiber Optics Available
  • Cable TV Available

Community Details

  • Community Management Specialists, Inc. Association, Phone Number (407) 359-7202
  • Visit Association Website
  • Hammock Reserve Subdivision
  • The community has rules related to deed restrictions

Listing and Financial Details

Home Details

Home Type

Single Family

Est. Annual Taxes

$5,952

Year Built

Built in 2012

Lot Details

10,001 Sq Ft Lot

HOA Fees

$88 per month

Parking

3

Listing Details

  • Property Type: Residential
  • Property Condition: Completed
  • Property Sub Type: Single Family Residence
  • Architectural Style: Contemporary, Florida
  • Construction Materials: Block, Stucco
  • Fireplace: No
  • Living Area: 3739
  • Lot Size Acres: 0.23
  • New Construction: No
  • Year Built: 2012
  • Building Area Total: 4809
  • Lot Size Sq Ft: 10001
  • Status: Pending
  • Ownership: Fee Simple
  • Building Area Total Srch Sq M: 446.77
  • Escrow City: Winter Springs
  • Escrow State: FL
  • Escrow Street Name: Red Bug Lake Road, Suite 101
  • Minimum Lease: 6 Months
  • RATIO Current Price By Calculate: 220.62
  • Total Acreage: 0 to less than 1/4
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • Attribution Contact: 407-696-8000
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Ceramic Tile, Hardwood
  • Full Bathrooms: 4
  • Interior Amenities: Ceiling Fans(s), Eat-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
  • Appliances Included: Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Softener
  • Foundation Details: Slab
  • Total Bedrooms: 5
  • Levels: Two
  • Other Equipment: Irrigation Equipment
  • Spa Yn: No
  • Additional Rooms: Bonus Room
  • Living Area Meters: 347.36

Exterior Features

  • Direction Faces: East
  • Pool Features: Gunite, In Ground, Lighting, Outside Bath Access, Salt Water, Solar Heat
  • Exterior Features: Lighting, Sidewalk
  • Roof: Shingle
  • Pool Private: Yes
  • View: Trees/Woods
  • Waterfront: No
  • Patio and Porch Features: Covered, Front Porch, Patio, Screened
  • Road Surface Type: Paved
  • Water View YN: 0
  • Waterfront Feet Total: 0
  • Flood Zone Panel: 12117C0180F

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 3
  • Garage Yn: Yes
  • Parking Features: Driveway, Garage Door Opener

Utilities

  • Utilities: Cable Connected, Electricity Connected, Fiber Optics, Public, Sewer Connected, Underground Utilities, Water Connected
  • Cooling: Central Air
  • Heating: Central, Electric
  • Laundry Features: Inside, Laundry Room
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Deed Restrictions, Street Lights
  • Association Fee: 265
  • Association Fee Frequency: Quarterly
  • Association Name: Community Management Specialists, Inc.
  • Phone: (407) 359-7202
  • Association: Yes
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0
  • Pet Restrictions: Buyer is responsible to confirm pet restrictions with HOA management
  • Association Fee Requirement: Required
  • Association Email: kevin@cmsorlando.com
  • Association URL: https://cmsorlando.com

Fee Information

  • Total Annual Fees: 1060.00
  • Total Monthly Fees: 88.33
  • Monthly HOA Amount: 88.33

Schools

  • Elementary School: Lawton Elementary
  • High School: Oviedo High
  • Middle Or Junior School: Jackson Heights Middle

Lot Info

  • Zoning: R-1
  • Parcel Number: 04-21-31-509-0000-0070
  • Additional Parcels: No
  • Fencing: Vinyl
  • Lot Features: Landscaped, Sidewalk, Paved
  • Lot Dimensions: 80x125
  • Flood Zone Code: X*

Rental Info

  • Furnished: Unfurnished
  • Pets Allowed: Yes
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: Buyer is responsible to confirm lease restrictions with HOA management

Tax Info

  • Tax Annual Amount: 5951.64
  • Tax Block: 0070
  • Tax Book Number: 76-62
  • Tax Lot: 7

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $6,267 $411,512
2024 $5,952 $399,914
2023 $5,594 $388,266 $0 $0
2021 $5,343 $365,978 $0 $0
2020 $5,301 $360,925 $0 $0
2019 $5,237 $352,810 $0 $0
2018 $5,191 $346,232 $0 $0
2017 $5,079 $339,111 $0 $0
2016 $5,268 $334,461 $0 $0
2015 $4,960 $305,662 $0 $0
2014 $4,960 $309,024 $0 $0
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
06/06/2026 06/06/26 Pending -- -- --
06/04/2026 06/04/26 Price Changed $824,900 -2.9% $221 / Sq Ft
05/21/2026 05/21/26 For Sale $849,900 -- $227 / Sq Ft
Source: Stellar MLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Quit Claim Deed $100,000 Amrock
Special Warranty Deed $368,400 Merimark Title Llc
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $60,000 Credit Line Revolving
Open $430,000 New Conventional
Previous Owner $50,000 Credit Line Revolving
Previous Owner $349,900 New Conventional
Source: Public Records

Source: Stellar MLS

MLS Number: O6407296

Stellar MLS

APN: 04-21-31-509-0000-0070

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