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Overview

3 bd2 ba1,668 sqft2 car garageSingle Family
TypeSingle Family
HOA$250/qtr
Built1989
Lot5,763 sqft
Living area1,668 sqft
Price / sqft$159
Garage2 car

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Attic VentilatorCathedral Ceiling(s)Ceiling Fans(s)Eat-in KitchenLiving Room/Dining Room ComboOpen FloorplanThermostatWindow Treatments

4408 Glenns Lndg is a 1989-built home in Cypress Landing Ph 03, Winter Haven. Inside you'll find 3 bedrooms, 2 bathrooms, and 1,668 square feet of living space. Listed at $265,000 (about $159/sqft), 47 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $250 quarterly.

From the listing

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!

The essentials

Built
1989
Price / sqft
$159
On market
47 days
Annual tax
$750
HOA
$250/qtr
Flood zone
X · Low risk
Lot
5,763 sqft
Type
Single Family Residence

At a glance

Single family
Built 1989
2 car garage
5,763 sqft lot
Lot size
1,668 sqft
Living area

Payment

Est. monthly payment
$1,660/mo
Down payment (20%)
$53,000
Property taxes
$62/mo
HOA
$250/qtr
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1989
Lot
5,763 sqft
Cooling
Central Air
Heating
Central, Electric, Heat Pump
Parking
-
Days on Market
47
Attic Ventilator
Cathedral Ceiling(s)
Ceiling Fans(s)
Eat-in Kitchen
Living Room/Dining Room Combo
Open Floorplan
Thermostat
Window Treatments
Clubhouse
Deed Restrictions
Gated Community - No Guard
Golf Carts OK
Irrigation-reclaimed Water
Street Lights
Dishwasher
Dryer
Electric Water Heater
Exhaust Fan
Microwave
Range
Washer
Water Purifier
Elementary
Garden Grove Elem

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone X
Annual Tax (2025)
$750
Parcel #
26-29-01-663566-000470

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Cypress Landing Ph 03
County
Polk
MLS Area
33884 - Winter Haven / Cypress Gardens
Lot Size
5,763 sqft
HOA
$250/qtr
Susan Grim

Price history

Date
Event
Price
8/28/2026
Listed for sale
Source: Stellar MLS #L4964663
$265,000
$159/sqft

Neighborhood

4408 Glenns Lndg
Winter Haven, FL, 33884 · 33884 - Winter Haven / Cypress Gardens

Market insights

Offer Insights

Choose an offer strength

List price: $265,000
$262,500 – $265,000
99.5% – 100% of listTops out right at the list price
80% of listList price
224 of the last 355 home closings in 33884 landed at this number or higher (63%). The median one sat 39 days before it went under contract, and this one is on day 47.

Sample: 355 closed home sales in 33884 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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Calculator

Est. monthly payment
$1,660/mo
Principal & interest$1,382
Property taxes$62
Insurance$133
HOA$83
Down payment20% · $53,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA includes any condo dues reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$265,000

$159 per sq ft

Beds and baths

3 beds, 2 baths

Size

1,668 sq ft

Time on market

47 days

Year built

1989

Monthly payment

About $1,660/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $750 annual tax bill, insurance, and the $250/qtr HOA fee.

HOA fee

$250/qtr

Managed by Susan Grim.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

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Brokered byKELLER WILLIAMS REALTY SMART 1Listing agent: Patrick ThurmondListing data from Stellar MLS, MLS# L4964663.

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