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$265,000
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Property Description
Beautiful and affordable 3-bedroom, 2-bath home in Cypress Landing on Lake Dexter on a corner lot with just one adjoining neighbor. 1,668 sq/ft living area with an enclosed Lanai. The Kitchen features wood flooring. well-maintained cabinetry with an updated backsplash; refrigerator, stove, microwave. Primary Bath recently upgraded with new granite tile flooring and new shower door. Guest bath finished in durable wood-like finish vinyl plank. Ceiling fans in every room. Enclosed lanai with AC. Portable generator conveys if buyer desires, including a dedicated transfer switch gives whole house powered through any outage. January 2026 Solar Panels Provide extremely low electric bills, averaging $127 /month. New Roof install 2025 - Architectural shingle roof with upgraded peel-and-stick underlayment. Home has been re-plumbed. 50-gallon water heater. Hurricane-rated garage door with Chamberlain chain-drive opener. Rain Bird irrigation keeps the established landscaping low-maintenance. The Home; Situated Just Steps From The Amenities Of Cypress Landing On Lake Dexter - A Peaceful Lakeside Community Offering Pickleball And Tennis Courts, Boat Storage, A Private Boat Ramp, Dock, Community Pool, And Clubhouse. Located Just 1.8 Mile From Legoland Florida, Nestled Between Orlando And Tampa With Easy Access To Theme Parks And Beaches, And Just Minutes From 5 Star Rated Dining And Shopping In Downtown Winter Haven And Other Nearby Cities. Schedule your showing today! You're going to love it!
Full Property Details
Full Property Details for 4408 Glenns Landing
General
- Price: $265,000
- HOA FEE: $83/month
- HOA FEE FREQ.: Quarterly
- Taxes: $749 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: L4964663
- Updated: 8/30/2026
- Added to Site: 48 day(s) ago
Rental Information
- Min. Lease: 6 Months
Interior
- Number of Rooms: 6
- Interior Features: Attic Ventilator, Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, Living Room/Dining Room Combo, Open Floorplan, Thermostat, Window Treatments
- Appliances: Dishwasher, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Washer, Water Purifier
- Furnishings: Unfurnished
- Flooring: Carpet, Vinyl, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Electric Dryer Hookup, Inside, Washer Hookup
Additional Information
- Shared Amenities: Clubhouse, Pickleball Court(s), Tennis Court(s)
Exterior
- Exterior Features: Irrigation System
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 33884 - Winter Haven / Cypress Gardens
- County: Polk
- Development Name: 33884 - Winter Haven / Cypress Gardens
- Subdivision: CYPRESS LANDING PH 03
- Driving Directions: From US-27, head west on Cypress Gardens Blvd (FL-540) for approximately 1.8 miles. Turn right onto Cypress Gardens Rd SE and continue for about 1 mile. Turn left into the Cypress Landing community, (Glenns Landing. Home is on the next corner on the left.
- Direction Faces: West
School Information
- Elementary School: Garden Grove Elem
Community
- Community Name: 33884 - Winter Haven / Cypress Gardens
- Community Features: Boat Slip, Community Boat Ramp, Dock, Fishing, Lake, Private Boat Ramp, Water Access, Waterfront, Clubhouse, Deed Restrictions, Gated Community - No Guard, Golf Carts OK, Irrigation-Reclaimed Water
- Optional Amenities: Clubhouse, Pickleball Court(s), Tennis Court(s)
- Association: Yes
- Assoc. Name: Susan Grim
- Assoc. Fees Include: Community Pool
- Number of Pets: 2
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric, Heat Pump
Utilities
- Sewer: Public Sewer
- Water: None
- Utility Description: BB/HS Internet Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Sprinkler Meter, Street Lights, Water Connected
Structural Information
- Exterior Const.: Block
- Roof: Shingle
- Windows: Blinds
- Stories/Levels: One
- Square Feet: 1,668
- Sq. Ft. Source: Builder
- Year Built: 1989
Lot Features
- Lot Size (Acres): 0.13
- Lot Size (Sq. Ft.): 5,763
- Lot Size: 5763
- Lot Dimensions: 51 x 114
- Street/Road Desc.: Asphalt
Water Features
- Water Front Desc.: Lake, Waterfront
Green Features
- Energy Generation: Solar
Financial Considerations
- Association Fee: $250
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $749.88
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: CYPRESS LANDING PHASE THREE PB 84 PG 5 LOT 47 & INT IN LOTS 81 & 82 KNOWN AS COMMON AREAS
- Flood Zone Info: X
- APN: 262901663566000470
- Property ID: 262901663566000470
Listed by Keller Williams Realty Smart 1
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Schools
Schools serving 4408 Glenns Landing
School District:Polk County School District
| Name | Grades | Distance |
|---|---|---|
Garden Grove Elementary School 4599 Cypress Gardens Road, Winter Haven, FL 33884 | PK-5 | 0.7 mi |
Denison Middle School 400 Avenue A Southeast, Winter Haven, FL 33880 | 6-8 | 3.6 mi |
Winter Haven Senior High School 600 6th Street Southeast, Winter Haven, FL 33880 | 9-12 | 3.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 4408 Glenns Landing
Date
Details
Price
Change
Source
8/29/2026
Listed
$265,000
103.85%
MLS
5/13/2008
Sold
$130,000
—
Public Record
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
Tax History for 4408 Glenns Landing
Year
Property Taxes
Change
Tax Assessment
Change
2024
$385
50%
$111,541
3%
2023
$256
-44%
$108,292
6%
2021
$455
103%
$102,076
-3%
2022
$224
-51%
$105,138
4%
2021
$455
-31%
$100,667
4%
2017
$655
—
$96,569
2%
2017
$655
-3%
$94,583
-4%
2019
$676
-20%
$98,404
6%
2016
$846
-51%
$92,638
7%
2015
$1,711
3%
$86,927
6%
2014
$1,664
8%
$81,909
10%
2013
$1,547
—
$74,463
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 4408 Glenns Landing
4408 Glenns Landing, Winter Haven, FL 33884 (MLS# L4964663) is a Single Family property with 3 bedrooms and 2 full bathrooms. 4408 Glenns Landing is currently listed for $265,000 and was received on August 29, 2026. Want to learn more about 4408 Glenns Landing? 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.

