$279,900
4446 Glenns LandingWinter Haven, FL 33884
Listing updated: October 25, 2026 at 9:43 AM ET
Listing courtesy of Century 21 Watson & Myers Realty · John Calhoun · MLS #L4966012 · Active · 863-324-1000Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Flood zone
About this home
LOCATION! LOCATION! LOCATION! SPRING-FED LAKE DEXTER WITH REMARKABLY CLEAR WATER! Welcome to CYPRESS LANDING, one of Winter Haven’s hidden gems, offering an incredible Florida lake lifestyle! Residents enjoy private community access to beautiful LAKE DEXTER, featuring a PRIVATE BOAT RAMP, BOAT STORAGE OPTIONS, COMMUNITY BOAT DOCK WITH BOAT SLIPS, WATERFRONT SWIMMING POOL, CLUBHOUSE, TENNIS COURTS, AND SCENIC LAKESIDE WALKING PATHS! Boat storage and boat slips are community amenities; availability, fees, and usage requirements are subject to HOA confirmation. Golf carts are also permitted, subject to community guidelines! Located at 4446 GLENNS LANDING, this inviting 3-BEDROOM, 2-BATHROOM HOME features a BRAND-NEW CENTRAL A/C SYSTEM! Inside, you’ll find CERAMIC TILE FLOORING THROUGHOUT, spacious living and dining areas, and a beautiful kitchen featuring GRANITE COUNTERTOPS AND STAINLESS STEEL APPLIANCES! Expansive rear sliding glass doors bring the outdoors in, seamlessly connecting the interior living space to the covered, screened porch and creating an inviting atmosphere for entertaining or simply enjoying Florida living. The primary suite offers a WALK-IN CLOSET AND PRIVATE BATHROOM WITH A WALK-IN SHOWER, while a skylight brings additional natural light into the home. An interior laundry room and attached garage provide everyday convenience. ENJOY FLORIDA LIVING WITH TWO COVERED, SCREENED PORCHES, both featuring ceramic tile flooring! An UPGRADED PAVER DRIVEWAY, lush St. Augustine lawn, mature shade trees, and attractive landscaping add to the home’s curb appeal. JUST MINUTES FROM LEGOLAND FLORIDA RESORT, shopping, dining, entertainment, and Winter Haven’s renowned CHAIN OF LAKES! Enjoy boating, fishing, kayaking, and waterfront recreation right within your community, with additional public boat ramps nearby. SPRING-FED LAKE DEXTER ACCESS, BRAND-NEW CENTRAL A/C, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, TWO SCREENED PORCHES, AND EXCEPTIONAL COMMUNITY AMENITIES! Experience the benefits of lake community living without the waterfront price tag. SCHEDULE YOUR PRIVATE SHOWING TODAY!
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history1 days on market
- Status: ActiveOct 24, 2026
- Listed$279,900Oct 24, 2026
Property Documents
Documents the listing agent has made public for this property. Free to view and download.
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- Cypress Landing Ph 03
- County
- Polk
- Year built
- 1988
- Living area
- 1,632 sq ft
- Price/sq ft
- $172
- Building area
- 2,388 sq ft (Public Records)
- Lot size
- 5,397 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12105C0535H)
- Annual taxes
- $3,723 (2025)
- Parcel #
- 26-29-01-663566-000660
- MLS #
- L4966012
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Ceramic Tile
- Appliances
- Built-In Oven, Dishwasher, Dryer, Electric Cooktop, Exhaust Fan, Ice Maker, Microwave, Refrigerator, Washer
- Interior features
- Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
- Laundry
- Laundry Room
- Stories / Levels
- One
- Direction faces
- North
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 0
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $250 / Quarterly
- Monthly HOA
- $83/mo
- Total monthly fees
- $83/mo
- Total annual fees
- $1,000
- HOA name
- Tomaka Property Management
- CDD
- No
- Min lease term
- 8-12 Months
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer and/or Buyer's Agent should verify all Lease Restrictions, if any, with the Homeowner’s Association.
- Approval process
- Buyer and/or Buyer's Agent should verify Approval Process, if any, with the Homeowner’s Association.
Exterior & Construction
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Block, Slab
- Water access
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Available, Electricity Connected, Public, Sewer Connected, Sprinkler Meter, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | 11x14 | |
| Dining Room | 11.5x9.1 | |
| Great Room | 17x27.1 | |
| Primary Bedroom | 19.2x12.3 | |
| Primary Bathroom | 9.11x8.11 |
Listing Details
- Listing date
- 2026-10-22
- On market date
- 2026-10-24
- Original list price
- $279,900
- Occupant type
- Vacant
- MLS area
- 33884 - Winter Haven / Cypress Gardens
- Listing AOR
- East Polk
- Status changed
- 2026-10-24
- Tax legal description
- CYPRESS LANDING PHASE THREE PB 84 PG 5 LOT 66 & INT IN LOTS 81 & 82 KNOWN AS COMMON AREAS
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From LEGOLAND® Florida Resort, located at 1 Legoland Way, Winter Haven, FL 33884, exit the resort and turn right. Continue approximately 0.1 mile, then turn left. Proceed another 0.1 mile and turn left onto Old Helena Road. Bear left to remain on Old Helena Road and continue for approximately 0.6 mile. Turn right onto Cypress Gardens Road and travel approximately 1 mile. Turn right to continue on Cypress Gardens Road for another 0.5 mile. Turn right onto Glenns Landing, continue approximately 0.1 mile, then turn right again onto Glenns Landing. Proceed approximately 0.1 mile to arrive at 4446 Glenns Landing, Winter Haven, FL 33884.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of October 25, 2026 at 9:43 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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