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$289,500 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,615 Sq. Ft.
  • Updated 3 days ago
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Under contract-accepting backup offers. BEAUTIFUL 3BR-2BA HOME WITH CORNER FIREPLACE IN THIS GREAT SE WINTER HAVEN COMMUNITY IS MOVE IN READY. THIS WELL MAINTAINED PROPERTY OFFERS A COMFORTABLE DESIGN, PERFECT FOR EVERYDAY LIVING. OPEN LIVING WITH SEPARATE DINING ROOM AND FRONT KITCHEN WITH TOP OF THE LINE APPLIANCES, GRANITE COUNTERTOPS AND A SPACIOUS DINETTE. THE EN SUITE MASTER HAS AN UPGRADED BATH WITH STEP IN SHOWER , SMOOTH COUNTERTOPS WITH DOUBLE SINKS. THE MASTER ALSO HAS ACCESS TO THE ENCLOSED FLORIDA ROOM WHICH IS IDEAL FOR THAT MORNING COFFEE OR JUST RELAXATION. SPLIT BEDROOM DESIGN, INSIDE LAUNDRY INCLUDES THE WASHER & DRYER, WITH EASY ACCESS TO OVERSIZED GARAGE. SKYLIGHTS IN THE LIVING ROOM BRING IN THAT ADDED LIGHT AND THE CONVENIENCE OF THE PLANTATION WINDOW & DOOR SHUTTERS THROUGHOUT. WE CAN'T FORGET THE WHOLE HOUSE GENERATOR AND THE SIDE CHAIN LINK FENCE. THE COMMUNITY POOL HAS COVERED SITTING AREA AND BATHROOMS OVERLOOKING THE CANAL INTO LAKE DEXTER, BRING YOUR FISHING POLE FOR ADDED FUN. THIS PRIVATE COMMUNITY BOAT RAMP IS CONVENIENT AND HAS CANAL ACCESS INTO LAKE DEXTER FOR GREAT FISHING AND BOATING. ALSO NEARBY IS THE LAKE NED PUBLIC PARK WITH BOAT RAMP, BASKETBALL AND PLAY AREA, LOCATED ONLY MINUTES AWAY. THIS PROPERTY IS CONVENIENT TO RESTAURANTS, SHOPPING AND MORE IN DOWNTOWN WINTER HAVEN. ALSO , EASY ACCESS TO HWY 27N TO I-4 , ORLANDO-DISNEY OR TAMPA.

Full Property Details for 1458 Grand Cayman Cir

General

  • Price: $289,500
  • HOA FEE: $45/month
  • Taxes: $1,332 (2025)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: P4937476
  • Updated: 1/13/2026
  • Added to Site: 9 day(s) ago

Interior

  • Number of Rooms: 7
  • Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, Primary Bedroom Main Floor, Skylight(s), Split Bedroom, Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Gas, Living Room
  • Appliances: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside, Laundry Room

Exterior

  • Exterior Features: Irrigation System, Private Mailbox, Sliding Doors

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Garage Door Opener

Location

  • Area: 33884 - Winter Haven / Cypress Gardens
  • County: Polk
  • Development Name: 33884 - Winter Haven / Cypress Gardens
  • Subdivision: LAKE DEXTER MOORINGS
  • Driving Directions: FROM WINTER HAVEN TAKE CYPRESS GARDENS BLVD TO CYPRESS GARDENS RD AND TURN LEFT AT THE TRAFFIC LIGHT. GO TO LAKE DEXTER MOORINGS , COMMUNITY ON THE RIGHT JUST PAST HARRY'S OLD PLACE. ENTER COMMUNITY, IMMEDIATELY TURN RIGHT , GO AROUND CORNER AND HOME IS ON THE LEFT, SIGN ON PROPERTY.
  • Direction Faces: North

School Information

  • Elementary School: Garden Grove Elem
  • Middle School: Denison Middle
  • High School: Winter Haven Senior

Community

  • Community Name: 33884 - Winter Haven / Cypress Gardens
  • Community Features: Canal Front, Community Boat Ramp, Deed Restrictions, Pool
  • Association: Yes
  • Assoc. Name: BILL KARNOFSKY
  • Assoc. Fees Include: Community Pool
  • Number of Pets: 2
  • Pet Restrictions: CONFIRM WITH HOA FOR MAXIMUM PET WEIGHT AND ANY OTHER PET RESTRICTIONS

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water District: LAKE DEXTER
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Underground Utilities

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Window Treatments
  • Stories/Levels: One
  • Square Feet: 1,615
  • Sq. Ft. Source: Public Records
  • Year Built: 1996

Lot Features

  • Lot Size (Acres): 0.14
  • Lot Size (Sq. Ft.): 5,998
  • Lot Size: 5998
  • Street/Road Desc.: Asphalt
  • Fencing (Description): Chain Link

Water Features

  • Water Access: Yes
  • Water Access Desc: Canal - Freshwater, Lake
  • Water Extras: Yes
  • Water Front Name: LAKE DEXTER
  • Water Front Desc.: Canal Front

Financial Considerations

  • Association Fee: $45
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $1,332
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LAKE DEXTER MOORINGS PB 80 PG 31 LOT 62
  • Flood Zone Info: X
  • APN: 262901663564000620
  • Property ID: 262901663564000620

Listed by Florida Home Choice Realty

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— 1458 Grand Cayman Cir —

  • Florida Home Choice Realty

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1458 Grand Cayman Cir

School District:Polk County School District
NameGradesDistance
Garden Grove Elementary School
4599 Cypress Gardens Road, Winter Haven, FL 33884
PK-50.8 mi
Denison Middle School
400 Avenue A Southeast, Winter Haven, FL 33880
6-83.4 mi
Winter Haven Senior High School
600 6th Street Southeast, Winter Haven, FL 33880
9-123 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1458 Grand Cayman Cir Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/08/2026
Listed
$289,500
170.56%
MLS
3/21/2011
Sold
$107,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1458 Grand Cayman Cir

Year
Property Taxes
Change
Tax Assessment
Change
2025
$582
-51%
$84,391
3%
2024
$1,184
16%
$82,013
3%
2023
$1,017
6%
$79,624
6%
2021
$958
-1%
$75,053
-3%
2022
$963
1%
$77,305
4%
2021
$958
5%
$74,017
2%
2019
$915
3%
$72,353
2%
2017
$885
—
$71,004
2%
2017
$885
3%
$69,544
2%
2016
$857
-1%
$68,114
1%
2015
$869
3%
$67,641
1%
2014
$840
-1%
$67,104
2%
2013
$847
—
$66,112
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Florida Home Choice Realty

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1458 Grand Cayman Circle, Winter Haven, FL 33884 (MLS# P4937476) is a Single Family property with 3 bedrooms and 2 full bathrooms. 1458 Grand Cayman Circle is currently listed for $289,500 and was received on January 08, 2026. Want to learn more about 1458 Grand Cayman Circle? Do you have questions about finding other Single Family real estate for sale in Winter Haven? You can browse all Winter Haven real estate or contact a Coldwell Banker agent to request more information.

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