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.
Property Details
Price:
$824,900
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
- A REP OF PT OF ALAFAYA WOODS PH 19
- ACREAGE & UNREC
- ALAFAYA TRAIL SUB
- ALAFAYA WOODS
- ALAFAYA WOODS PH 03
- ALAFAYA WOODS PH 04
- ALAFAYA WOODS PH 06
- 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 12A
- ALAFAYA WOODS PH 16
- ALAFAYA WOODS PH 2
- ALAFAYA WOODS PH 5
- ALEXANDRIA BLVD BUS PARK
- ALLENS 1ST ADD TO WASHINGTON HEIGHTS
- ALOMA BEND TR 3
- ALOMA BEND TR 3A
- ALOMA BEND TR 4
- ALOMA WOODS
- ALOMA WOODS PH 1
- ALOMA WOODS PH 2
- ALOMA WOODS PH 4
- ARBORVIEW PARK
- ARBORVIEW PARK PB 72 PGS 79 – 85
- ARBORVIEW PARK REP
- ASHFORD PARK TWNHMS REP ONE
- AULIN SQUARE
- BEAR CREEK
- BELLEVUE
- BEN-VIE SUB
- BENTLEY COVE
- BENTLEY WOODS
- BEVERLY HILL
- BIG OAKS
- BLACK HAMMOCK
- BRENTWOOD LANDING
- BRIGHTON PARK AT CARILLON PH 2
- BROOKMORE ESTATES
- BROOKMORE ESTATES PH 3
- BROOKS COVE
- CARDINAL GLEN
- CARILLON TR 301 AT
- CEDAR BEND
- CHAPMAN PINES
- CLAYTON CROSSING TWNHMS
- CLAYTON CROSSING TWNHMS FIRST AMD
- CLAYTON CROSSING TWNHMS SECOND AMD
- COBBLESTONE
- COMMERCIAL ZONING
- CREEKWOOD UNIT 1
- CYPRESS HEAD AT THE ENCLAVE
- DUNHILL UNIT 1
- EKANA GREEN
- ELLINGSWORTH
- ESTATES AT ALOMA WOODS PH 1
- ESTATES AT ALOMA WOODS PH 3
- FLORIDA GROVES COMPANYS FIRST ADD TO BLACK HAMMOCK
- FOX RUN
- FOXCHASE
- FRANCISCO PARK
- FRANCISCO PK
- FRANKLIN PARK
- GREYSTONE
- HAMMOCK RESERVE
- HAMPTONS – SECOND REP
- HAWK’S OVERLOOK
- HAWTHORNE GLEN TWNHMS
- HEATHERBROOKE ESTATES REP
- HUNTERS POINTE AT HUNTERS RESERVE A CONDO
- HUNTERS RESERVE
- HUNTERS RESERVE 2 A CONDO
- HUNTERS RESERVE A CONDO
- HUNTERS STAND AT CARILLON
- ISLES OF OVIEDO
- JACKSON HEIGHTS
- JAMESTOWN
- JOLSON OFFICE SUB
- KENMURE
- KINGS LANDING AT LAKE JESSUP
- KINGSBRIDGE EAST VILLAGE UNIT 2B
- KINGSBRIDGE PH 1A
- KINGSBRIDGE WEST
- KINGSBRIDGE WEST PH 1A
- LAFAYETTE FOREST
- LE PARC
- LEES 1ST ADD TO OVIEDO
- LITTLE CREEK
- LITTLE CREEK PH 1A
- LITTLE CREEK PH 2A
- LITTLE CREEK PH 2B
- LITTLE CREEK PH 3A
- LITTLE LAKE GEORGIA TERRACE
- LIVE OAK RESERVE
- LIVE OAK RESERVE UNIT FOUR
- LIVE OAK RESERVE UNIT ONE
- LIVE OAK RESERVE UNIT THREE
- LIVE OAK RESERVE UNIT TWO
- MADISON CREEK
- MADISON PLACE TWNHMS
- MAGNOLIA CORPORATE CENTER A CONDO FIRST AMD
- MC CULLOCH SUB UNIT 1 5 ACRE DEV
- MEAD MANOR UNIT 2
- MEAD MANOR UNIT 3
- MEAD MANOR UNIT 4
- MILLS COVE
- MILTON SQUARE
- MINERAL SPRING PARK AMD OF 1ST ADD
- MITCHELL CREEK
- NO NAME
- NORTH CHULUOTA
- OAK GROVE
- OAK RIDGE
- OVIEDO CENTER
- OVIEDO FOREST
- OVIEDO FOREST PHASE 2
- OVIEDO GARDENS – A REP
- OVIEDO PARK TERRACE
- OVIEDO SQUARE
- OVIEDO TERRACE
- PALM VALLEY
- PARK PLACE AT ALOMA A REP
- PARKDALE PLACE
- PINEWOOD ESTATES
- PRINCE RIDGE SUBD
- RAVENCLIFFE
- RED EMBER NORTH
- RESIDENTIAL ZONING
- RETREAT AT LAKE CHARM
- RICHFIELD
- RIVER OAKS RESERVE PH 2
- RIVER RUN COACH HOMES
- RIVER WALK
- RIVERSIDE AT TWIN RIVERS UN 1
- RIVERSIDE AT TWIN RIVERS UN 2
- RIVERSIDE AT TWIN RIVERS UN 3A
- RIVERSIDE AT TWIN RIVERS UN 3B
- RIVERSIDE AT TWIN RIVERS UNIT 4B
- ROBINSONS SUBD SAMUEL A
- SANCTUARY
- SANCTUARY PH 1 VILLAGE 5
- SANCTUARY PH 1 VILLAGES 1, 2 & 3
- SANCTUARY PH 2 VILLAGE 10
- SANCTUARY PH 2 VILLAGE 9
- SAWGRASS SUB
- SEMINOLE TERRACE REP
- SENECA BEND
- SLAVIA COLONY COS SUB
- SOUTH PARK OVIEDO
- SOUTHERN OAKS PH TWO
- STILLWATER PH 1
- STILLWATER PH 2
- STRATFORD GREEN
- SWOPES AMD OF IOWA CITY
- TERRALAGO
- THE PRESERVE AT LAKE CHARM
- TIFFANY WOODS
- TIMBERWOOD
- TOWNHOMES AT CITY PLACE
- TOWNS AT GREENLEAF
- TOWNS AT TUSKAWILLA COMMONS
- TUSKA RIDGE UNIT 2
- TUSKA RIDGE UNIT 4
- TUSKA RIDGE UNIT 5
- TUSKA RIDGE UNIT 6
- TUSKA RIDGE UNIT 7
- TUSKA RIDGE UNIT 8
- TWIN RIVERS
- TWIN RIVERS MODEL HOME AREA
- TWIN RIVERS SEC 3A
- VILLAGE OF REMINGTON
- VILLAGES AT KINGSBRIDGE WEST TR B-2
- VILLAGES AT KINGSBRIDGE WEST TR D
- VILLAS AT LAKESIDE A CONDO
- VILLAS AT LAKESIDE A CONDOMINIUM
- WASHINGTON PARK OVIEDO
- WAVERLEE WOODS UNIT 1
- WAVERLEE WOODS UNIT 2
- WAVERLEE WOODS UNIT 3
- WENTWORTH ESTATES
- WESTHAMPTON AT CARILLON PH 2
- WESTWOOD SQUARE
- WHEALEY ACRES
- WHISPERING OAKS
- WHISPERING WOODS
- WHITETAIL RUN
- WILLA OAKS
- WINDING COVE
- WINDSORMERE
- WOODLAND ESTATES
- WORTHINGTON ESTATES
Market Summary
Current real estate data for Single Family in OVIEDO as of Jun 06, 2026
227
Single Family Listed
72
Avg DOM
270
Avg $ / SqFt
$742,446
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 $824,900 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 $221. The average price per square foot for Single Family listings in OVIEDO is $270. The average listing price for Single Family in OVIEDO is $742,446. To schedule a showing of MLS#o6407296 at 1266 CALYPSO WAY in OVIEDO, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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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 CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti 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

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