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.
Property Details
Price:
$849,900
MLS #:
O6407296
Status:
Active
Beds:
5
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
HAMMOCK RESERVE
Neighborhood:
32765oviedo
Listed Date:
May 21, 2026
Finished Sq Ft:
3,739
Total Sq Ft:
4,809
Lot Size:
10,001 sqft / 0.23 acres (approx)
Year Built:
2012
See this Listing
Schools
Elementary School:
Lawton Elementary
Middle School:
Jackson Heights Middle
High School:
Oviedo High
Interior
Appliances
Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Softener
Bathrooms
4 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile, Engineered Hardwood
Heating
Central, Electric
Interior 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
Laundry Features
Inside, Laundry Room
Levels
Two
Exterior
Architectural Style
Contemporary, Florida
Attached Garage YN
1
Community Features
Deed Restrictions
Construction Materials
Block, Stucco
Covered Spaces
3
Direction Faces
East
Exterior Features
Irrigation System, Lighting, Sidewalk
Fencing
Vinyl
Garage Spaces
3
Lot Features
Landscaped, Sidewalk
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener
Patio And Porch Features
Covered, Front Porch, Patio, Screened
Roof
Shingle
View
Trees/Woods
Financial
HOA Fee
$265
HOA Fee Frequency
Quarterly
HOA Name
Community Management Specialists, Inc.
HOA Phone
(407) 359-7202
Tax Year
2024
Taxes
$5,952
Map
Community
- Address1266 CALYPSO WAY OVIEDO FL
- SubdivisionHAMMOCK RESERVE
- CityOVIEDO
- CountySeminole
- Zip Code32765
Subdivisions in OVIEDO
- 1040 BIG OAKS BLVD, OVIEDO, FL 32765 IS BIG OAKS
- ACREAGE & UNREC
- ALAFAYA TRAIL SUB
- ALAFAYA WOODS PH 01 UNIT B
- ALAFAYA WOODS PH 03
- ALAFAYA WOODS PH 04
- ALAFAYA WOODS PH 07
- ALAFAYA WOODS PH 08
- ALAFAYA WOODS PH 09
- ALAFAYA WOODS PH 1 – UNIT A
- ALAFAYA WOODS PH 10
- ALAFAYA WOODS PH 12B
- ALAFAYA WOODS PH 14
- ALAFAYA WOODS PH 15
- ALAFAYA WOODS PH 16
- ALAFAYA WOODS PH 17
- ALAFAYA WOODS PH 19
- ALAFAYA WOODS PH 2
- ALAFAYA WOODS PH 21
- ALAFAYA WOODS PH 21B
- ALAFAYA WOODS PH 22
- ALAFAYA WOODS PH 5
- ALEXANDRIA BLVD BUS PARK
- ALOMA BEND TR 4
- ALOMA WOODS PH 3
- ALOMA WOODS PH 4
- ALOMA WOODS PH 5
- ARBORVIEW PARK
- ARBORVIEW PARK REP
- ASHFORD PARK TOWNHOMES
- ASHFORD PARK TWNHMS REP ONE
- AULIN SQUARE
- AULINS LANDING AT OVIEDO-PHASE 1
- BEAR CREEK
- BEAR STONE
- BENTLEY COVE
- BENTLEY WOODS
- BILTMORE TWNHMS
- BLACK HAMMOCK
- BLDG 11 UNIT 213 VILLAS AT LAKESIDE A CONDOMINIUM
- BRENTWOOD LANDING
- BRIGHTON PARK AT CARILLON
- BRIGHTON PARK AT CARILLON PH 2
- BROOKS LANDING
- CABELL ESTATES
- CARDINAL GLEN
- CARILLON TR 105 PH 2 AT
- CARILLON TR 107 AT
- CEDAR BEND
- CEDAR GLEN OF ALOMA WOODS
- CENTRAL PARK TWNHMS
- CHAPMAN COVE
- CHAPMAN OAKS
- CHAPMAN PINES
- CITY PLACE
- CLAYTON CROSSING TWNHMS
- CLAYTON CROSSING TWNHMS SECOND AMD
- CLIFTON PARK
- CLIFTON PARK PH II A REP
- COBBLESTONE
- COPPER CHASE
- COUNTRY ESTATES
- CYPRESS HEAD AT THE ENCLAVE
- EAGLES EAST 5 ACRE DEV
- EASTON PARK
- EKANA GREEN
- ELLINGSWORTH
- ESTATES AT ALOMA WOODS PH 1
- ESTATES AT ALOMA WOODS PH 2
- ESTATES AT WELLINGTON
- ESTES ADD TO OVIEDO
- EVANS SQUARE
- FARMS OF SOUTHERN OAKS
- FLORIDA GROVES COMPANYS FIRST ADD TO BLACK HAMMOCK
- FOSTERS GROVE AT OVIEDO
- FOSTERS GROVE AT OVIEDO PH 2
- FOXCHASE PH 2
- FRANCISCO PARK
- GARDEN GROVE UNIT 1
- GENOVA WOODS SEC 2 5 ACRE DEV
- GREYSTONE
- HAMMOCK RESERVE
- HAMPTONS – SECOND REP
- HAWK’S OVERLOOK
- HAWTHORNE GLEN
- HAWTHORNE GLEN TWNHMS
- HERONWOOD AT CARILLON
- HIDEAWAY COVE AT OVIEDO PH 3
- HUNTERS POINTE AT HUNTERS RESERVE A CONDO
- HUNTERS RESERVE
- HUNTERS RESERVE 2
- HUNTERS RESERVE 2 A CONDO
- HUNTERS RESERVE A CONDO
- HUNTERS STAND AT CARILLON
- HUNTINGTON PH 2
- ISLES OF OVIEDO
- JACKSON HEIGHTS
- KENMURE
- KINGSBRIDGE EAST VILLAGE UNIT 2A
- KINGSBRIDGE EAST VILLAGE UNIT 2B
- KINGSBRIDGE EAST VILLAGE UNIT 3A
- LA JUNE PARK
- LAFAYETTE FOREST
- LAKE NORMA ESTATES
- LITTLE CREEK PH 1A
- LITTLE CREEK PH 2B
- LITTLE CREEK PH 3B
- LITTLE CREEK PH 4A
- LITTLE LAKE GEORGIA TERRACE
- LIVE OAK RESERVE
- LIVE OAK RESERVE UNIT ONE
- LIVE OAK RESERVE UNIT THREE
- LIVE OAK RESERVE UNIT TWO
- LONE PINES
- LUKAS LANDING
- MAC KINLEYS MILL
- MAGNOLIA CORPORATE CENTER A CONDO FIRST AMD
- MARTINS PLAN
- MEADOWCREST
- MIDWAY NEAR OVIEDO
- MILTON SQUARE
- MINERAL SPGS PARK 3RD
- MINERAL SPRING PARK
- NORTH CHULUOTA REP
- OAK RIDGE
- ORLANDO INDUST PARK
- OVIEDO CENTER
- OVIEDO DOWNTOWN
- OVIEDO FOREST
- OVIEDO GARDENS – A REP
- OVIEDO OFFICE PARK A CONDO
- OVIEDO PARK TERRACE
- OVIEDO SQUARE
- PALM VALLEY
- PARKDALE PLACE
- PINEWOOD ESTATES
- PRESERVE AT BLACK HAMMOCK REP
- PRESERVE OF OVIEDO ON THE PARK
- PROVENANCE
- RAVENCLIFFE
- RED EMBER NORTH
- RED EMBER SOUTH
- REDBRIDGE AT CARILLON
- REMINGTON PARK
- RETREAT AT LAKE CHARM
- RICHFIELD
- RIVER OAKS RESERVE PH 2
- RIVER RUN COACH HOMES
- RIVER WALK
- RIVERSIDE AT TWIN RIVERS
- RIVERSIDE AT TWIN RIVERS UN 1
- RIVERSIDE AT TWIN RIVERS UN 2
- RIVERSIDE AT TWIN RIVERS UN 3A
- RIVERSIDE AT TWIN RIVERS UN 4A
- ROANN ESTATES
- ROUND LAKE ESTATES
- SANCTUARY
- SANCTUARY PH 1 VILLAGE 6
- SANCTUARY PH 2 VILLAGE 10
- SANCTUARY PH 2 VILLAGE 9
- SANCTUARY PH 2 VILLAGES 2 & 4
- SANCTUARY PH 2 VILLAGES 7
- SLAVIA COLONY COS SUB
- SLAVIA FARMS
- SOUTH PARK BUS CENTER REP 2
- SOUTHERN OAKS PH THREE
- STILLWATER PH 2
- STRATFORD GREEN
- SUNNY SLOPES
- SWOPES AMD OF IOWA CITY
- TERRALAGO
- TIFFANY WOODS
- TOWNES AT NORTHLAKE
- TOWNHOMES AT CITY PLACE
- TOWNS AT GREENLEAF
- TOWNS AT TUSKAWILLA COMMONS
- TUSKA RIDGE
- TUSKA RIDGE UNIT 2
- TUSKA RIDGE UNIT 4
- TUSKA RIDGE UNIT 5
- TWIN RIVERS
- TWIN RIVERS MODEL HOME AREA
- TWIN RIVERS SEC 1
- TWIN RIVERS SEC 3B UNIT 1
- TWIN RIVERS SEC 4 UNIT 1
- TWIN RIVERS SEC 4 UNIT 2
- TWIN RIVERS SEC 5
- TWIN RIVERS SEC 7
- VILLAGES AT KINGSBRIDGE WEST TR C-1
- VILLAS AT LAKESIDE A CONDO
- VILLAS AT LAKESIDE CONDO
- WALDEN CHASE
- WASHINGTON HEIGHTS
- WASHINGTON PARK OVIEDO
- WAVERLEE WOODS 1ST AMD
- WAVERLEE WOODS UNIT 1
- WESTWOOD SQUARE
- WHEELER CORNERS PH 2
- WHISPERING WOODS
- WILLA LAKE PH 1
- WILLA OAKS
- WOODLAND ESTATES
- WOODLAND HEIGHTS
Market Summary
Current real estate data for Single Family in OVIEDO as of May 25, 2026
228
Single Family Listed
77
Avg DOM
267
Avg $ / SqFt
$708,277
Avg List Price
Property Summary
- Located in the HAMMOCK RESERVE subdivision, 1266 CALYPSO WAY OVIEDO FL is a Single Family for sale in OVIEDO, FL, 32765. It is listed for $849,900 and features 5 beds, 4 baths, and has approximately 3,739 square feet of living space, and was originally constructed in 2012. The current price per square foot is $227. The average price per square foot for Single Family listings in OVIEDO is $267. The average listing price for Single Family in OVIEDO is $708,277. To schedule a showing of MLS#o6407296 at 1266 CALYPSO WAY in OVIEDO, FL, contact your LPT Realty agent at 813.694.8061.
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Courtesy of COLDWELL BANKER REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than LPT Realty include the name of the listing broker. Neither the listing company nor LPT Realty shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1266 CALYPSO WAY
OVIEDO, FL
