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:
Pending
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 03
- ALAFAYA WOODS PH 04
- ALAFAYA WOODS PH 06
- ALAFAYA WOODS PH 1 – UNIT A
- ALAFAYA WOODS PH 10
- ALAFAYA WOODS PH 11
- ALAFAYA WOODS PH 12B
- ALAFAYA WOODS PH 15
- ALAFAYA WOODS PH 16
- ALAFAYA WOODS PH 17
- ALAFAYA WOODS PH 18
- ALAFAYA WOODS PH 19
- ALAFAYA WOODS PH 2
- ALAFAYA WOODS PH 21
- ALAFAYA WOODS PH 21B
- ALAFAYA WOODS PH 22
- ALAFAYA WOODS PH 5
- ALAFAYA WOODS PH II
- ALEXANDRIA BLVD BUS PARK
- ALLENS 1ST ADD TO WASHINGTON HEIGHTS
- ALOMA BEND TR 3
- ALOMA BEND TR 3A
- ALOMA BEND TR 4
- ALOMA BEND TRACT 3
- ALOMA WOODS PH 1
- ALOMA WOODS PH 2
- ALOMA WOODS PH 3
- ASHFORD PARK TWNHMS REP ONE
- AULIN SQUARE
- AULINS LANDING AT OVIEDO-PHASE 1
- BEAR CREEK
- BELLEVUE
- BENTLEY COVE
- BENTLEY WOODS
- BEVERLY HILL
- BLACK HAMMOCK
- BRENTWOOD LANDING
- CABELL ESTATES
- CARDINAL GLEN
- CARILLON TR 105 PH 2 AT
- CARILLON TR 301 AT
- CEDAR GLEN OF ALOMA WOODS
- CENTRAL PARK TOWNHOMES
- CENTRAL PARK TWNHMS
- CLAYTON CROSSING TWNHMS
- CLAYTON CROSSING TWNHMS SECOND AMD
- CLIFTON PARK
- CLIFTON PARK PH II A REP
- COMMERCIAL ZONING
- COPPER CHASE
- CREEKWOOD UNIT 1
- DORELL SUB
- DUNHILL UNIT 2
- EAST POINTE
- EKANA GREEN
- ELLINGSWORTH
- ESTATES AT ALOMA WOODS PH 2
- ESTATES AT WELLINGTON
- EVANS SQUARE
- FLORIDA GROVES COMPANYS FIRST ADD TO BLACK HAMMOCK
- FOSTERS GROVE AT OVIEDO PH 2
- GENOVA WOODS SEC 2 5 ACRE DEV
- GREYSTONE
- HAMMOCK RESERVE
- HAMPTONS – SECOND REP
- HAWK’S OVERLOOK
- HAWTHORNE GLEN TOWNHOMES
- HAWTHORNE GLEN TWNHMS
- HERONWOOD AT CARILLON
- HIDEAWAY COVE AT OVIEDO PH 1
- HUNTERS POINTE AT HUNTERS RESERVE A CONDO
- HUNTERS RESERVE
- HUNTERS RESERVE 2 A CONDO
- HUNTERS RESERVE A CONDO
- HUNTERS STAND AT CARILLON
- HUNTINGTON PH 2
- ISLES OF OVIEDO
- JACKSON HEIGHTS
- JAMESTOWN
- JOLSON OFFICE SUB
- KENMURE
- KINGS LANDING AT LAKE JESSUP
- KINGSBRIDGE EAST VILLAGE UNIT 1
- KINGSBRIDGE EAST VILLAGE UNIT 2A
- KINGSBRIDGE EAST VILLAGE UNIT 3A
- KINGSBRIDGE PH 1A
- LA JUNE PARK
- LAFAYETTE FOREST
- LINCOLN PARK
- LITTLE CREEK PH 3A
- LITTLE CREEK PH 4A
- 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
- LONE PINES
- LOT 48 ALAFAYA WOODS PH 5 PB 35 PGS 62 TO 64
- LUKAS LANDING
- MAC KINLEYS MILL
- MAGNOLIA CORPORATE CENTER A CONDO FIRST AMD
- MARTINS PLAN
- MIDWAY NEAR OVIEDO
- MILLS COVE
- MILTON SQUARE
- MINERAL SPGS PARK 2ND ADD
- MINERAL SPGS PARK 3RD
- MITCHELL CREEK
- NORTH CHULUOTA
- OAK CREEK
- OAK HILL VILLAS PH 1 REP
- OAK MANOR
- OAK RIDGE
- ORLANDO INDUST PARK
- OVIEDO CENTER
- OVIEDO FOREST
- OVIEDO FOREST PHASE 2
- OVIEDO OAKS UNIT 01
- OVIEDO OFFICE PARK A CONDO
- OVIEDO PARK TERRACE
- OVIEDO SQUARE
- OVIEDO TERRACE
- PALM VALLEY
- PARKDALE PLACE
- PINEWOOD ESTATES
- PRESERVE AT BLACK HAMMOCK REP
- PROVENANCE
- RAVENCLIFFE
- REGENCY ESTATES
- REMINGTON PARK
- RESIDENTIAL ZONING
- RICHFIELD
- RIVER RUN COACH HOMES
- RIVERSIDE AT TWIN RIVERS
- RIVERSIDE AT TWIN RIVERS UN 1
- RIVERSIDE AT TWIN RIVERS UN 2
- RIVERSIDE AT TWIN RIVERS UN 3A
- ROUND LAKE ESTATES
- SANCTUARY
- SANCTUARY PH 1 VILLAGES 1, 2 & 3
- SANCTUARY PH 2 VILLAGE 9
- SEMINOLE TERRACE REP
- SLAVIA COLONY COS SUB
- SOUTH PARK BUS CENTER REP 2
- SOUTHERN OAKS
- SOUTHERN OAKS PH TWO
- STILLWATER
- STILLWATER PH 2
- STONEHURST
- STRATFORD GREEN
- SUNNY SLOPES
- SWEETWATER CREEK
- 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
- TRACT 105 PH III AT CARILLON
- TUSCAWILLA ESTATES
- TUSKA RIDGE UNIT 2
- TUSKA RIDGE UNIT 5
- TUSKA RIDGE UNIT 6
- TWIN RIVERS
- TWIN RIVERS MODEL HOME AREA
- TWIN RIVERS SEC 4 UNIT 1
- TWIN RIVERS SEC 4 UNIT 2
- TWIN RIVERS SEC 6
- TWIN RIVERS SEC 7
- VILLAGES AT KINGSBRIDGE WEST TR B-2
- VILLAGES AT KINGSBRIDGE WEST TR C-1
- VILLAS AT LAKESIDE A CONDO
- WALDEN CHASE
- WASHINGTON HEIGHTS
- WASHINGTON PARK OVIEDO
- WAVERLEE WOODS UNIT 1
- WAVERLEE WOODS UNIT 3
- WESTHAMPTON AT CARILLON PH 2
- WESTWOOD SQUARE
- WHISPERING OAKS
- WILLA LAKE PH 1
- WOODLAND HGTS
- WORTHINGTON
- DUNHILL UNIT 2
Market Summary
Current real estate data for Single Family in OVIEDO as of Jun 09, 2026
228
Single Family Listed
74
Avg DOM
270
Avg $ / SqFt
$742,247
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 $742,247. To schedule a showing of MLS#o6407296 at 1266 CALYPSO WAY in OVIEDO, FL, contact your Preferred Real Estate Brokers agent at 4076987254.
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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 Preferred Real Estate Brokers include the name of the listing broker. Neither the listing company nor Preferred Real Estate Brokers 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





