# 4446 GLENNS Landing, Winter Haven, FL 33884

> **TL;DR:** 3bd/2ba single family, $279,900 ($172/sqft), built 1988, 1,632 sqft.
> A/C. Est. $1,497/mo. Listed 6 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $279,900 |
| Price/sqft | $172 |
| Bedrooms | 3 |
| Bathrooms | 2 full |
| Square Feet | 1,632 |
| Year Built | 1988 |
| Lot Size | 5,227 sqft (0.12 acres) |
| Stories | 1 |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 6 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $1,415 |
| Estimated Insurance | $82 |
| **Total** | **$1,497** |

## Nearby Schools

- **Elementary:** Garden Grove Elem
- **Middle:** Denison Middle
- **High:** Winter Haven Senior

## Key Amenities

- A/C

## Property Highlights

- Built in 1988
- 0.12 acre lot

## Description

### Agent Description
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!

## Location

- **Address:** 4446 GLENNS Landing, Winter Haven, FL 33884
- **County:** Polk
- **Neighborhood:** CYPRESS LANDING PH 03
- **Coordinates:** 27.989682, -81.675869
- **Google Maps:** https://www.google.com/maps?q=27.989682,-81.675869

## Virtual Tour & Media

- **Video Tour:** https://www.propertypanorama.com/instaview/stellar/L4966012

## Listing Agent

- **Name:** John Calhoun
- **Brokerage:** CENTURY 21 Myers Realty
- **Broker Phone:** (863) 875-5656
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/4446-Glenns-Lndg_Winter-Haven_FL_33884_M69882-19021?f=listhub&s=MFRMLSFL&m=L4966012&c=propsimple)

## Photos

![4446 GLENNS Landing - Photo 1](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f1662228600r.jpg)

![4446 GLENNS Landing - Photo 2](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f203060452r.jpg)

![4446 GLENNS Landing - Photo 3](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2043715749r.jpg)

![4446 GLENNS Landing - Photo 4](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2461619694r.jpg)

![4446 GLENNS Landing - Photo 5](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2192634665r.jpg)

![4446 GLENNS Landing - Photo 6](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f3232641133r.jpg)

![4446 GLENNS Landing - Photo 7](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f3178340794r.jpg)

![4446 GLENNS Landing - Photo 8](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2253775106r.jpg)

![4446 GLENNS Landing - Photo 9](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f522623969r.jpg)

![4446 GLENNS Landing - Photo 10](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f1527997306r.jpg)

![4446 GLENNS Landing - Photo 11](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2630617928r.jpg)

![4446 GLENNS Landing - Photo 12](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f4186447713r.jpg)

![4446 GLENNS Landing - Photo 13](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f816309815r.jpg)

![4446 GLENNS Landing - Photo 14](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2754369962r.jpg)

![4446 GLENNS Landing - Photo 15](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2489342265r.jpg)

![4446 GLENNS Landing - Photo 16](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f3903039133r.jpg)

![4446 GLENNS Landing - Photo 17](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f4052270513r.jpg)

![4446 GLENNS Landing - Photo 18](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2378064242r.jpg)

![4446 GLENNS Landing - Photo 19](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f253677760r.jpg)

![4446 GLENNS Landing - Photo 20](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f1008382372r.jpg)

![4446 GLENNS Landing - Photo 21](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f4079962169r.jpg)

![4446 GLENNS Landing - Photo 22](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f507568856r.jpg)

![4446 GLENNS Landing - Photo 23](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f412438413r.jpg)

![4446 GLENNS Landing - Photo 24](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2680239127r.jpg)

![4446 GLENNS Landing - Photo 25](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f872393783r.jpg)

![4446 GLENNS Landing - Photo 26](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f1580197951r.jpg)

![4446 GLENNS Landing - Photo 27](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f999386099r.jpg)

![4446 GLENNS Landing - Photo 28](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f3530436629r.jpg)

![4446 GLENNS Landing - Photo 29](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f391394165r.jpg)

![4446 GLENNS Landing - Photo 30](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f4182118798r.jpg)

![4446 GLENNS Landing - Photo 31](http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2755052129r.jpg)

---

**MLS#:** L4966012 | **Updated:** 2026-10-27
**Source:** listhub

*Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://staging.propertysimple.ai/listing/4446-glenns-landing-winter-haven-fl-33884-b192e7a1cf8e424e825b7d747c414296)

---

## Structured Data

```json
{
  "@context": "https://schema.org",
  "@type": "RealEstateListing",
  "@id": "https://staging.propertysimple.ai/listing/4446-glenns-landing-winter-haven-fl-33884-b192e7a1cf8e424e825b7d747c414296#listing",
  "url": "https://staging.propertysimple.ai/listing/4446-glenns-landing-winter-haven-fl-33884-b192e7a1cf8e424e825b7d747c414296",
  "name": "4446 GLENNS Landing, Winter Haven, FL 33884",
  "description": "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!",
  "image": [
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f1662228600r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f203060452r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2043715749r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2461619694r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2192634665r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f3232641133r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f3178340794r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2253775106r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f522623969r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f1527997306r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2630617928r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f4186447713r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f816309815r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2754369962r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2489342265r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f3903039133r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f4052270513r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2378064242r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f253677760r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f1008382372r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f4079962169r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f507568856r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f412438413r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2680239127r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f872393783r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f1580197951r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f999386099r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f3530436629r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f391394165r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f4182118798r.jpg",
    "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2755052129r.jpg"
  ],
  "primaryImageOfPage": {
    "@type": "ImageObject",
    "url": "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f1662228600r.jpg",
    "caption": "4446 GLENNS Landing - Winter Haven, FL"
  },
  "datePosted": "2026-10-22",
  "dateModified": "2026-10-27T07:24:53.786Z",
  "mainEntity": {
    "@type": "Accommodation",
    "@id": "https://staging.propertysimple.ai/listing/4446-glenns-landing-winter-haven-fl-33884-b192e7a1cf8e424e825b7d747c414296#property",
    "name": "4446 GLENNS Landing, Winter Haven, FL 33884",
    "address": {
      "@type": "PostalAddress",
      "streetAddress": "4446 GLENNS Landing",
      "addressLocality": "Winter Haven",
      "addressRegion": "FL",
      "postalCode": "33884",
      "addressCountry": "US"
    },
    "geo": {
      "@type": "GeoCoordinates",
      "latitude": 27.989682,
      "longitude": -81.675869
    },
    "image": [
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f1662228600r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f203060452r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2043715749r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2461619694r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2192634665r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f3232641133r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f3178340794r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2253775106r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f522623969r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f1527997306r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2630617928r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f4186447713r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f816309815r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2754369962r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2489342265r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f3903039133r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f4052270513r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2378064242r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f253677760r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f1008382372r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f4079962169r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f507568856r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f412438413r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2680239127r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f872393783r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f1580197951r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f999386099r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f3530436629r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f391394165r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f4182118798r.jpg",
      "http://lh.rdcpix.com/9c7b8c858102b235ec415080fc07bca4l-f2755052129r.jpg"
    ],
    "identifier": {
      "@type": "PropertyValue",
      "propertyID": "MLS",
      "value": "L4966012"
    },
    "accommodationCategory": "Single Family Residence",
    "numberOfBedrooms": 3,
    "numberOfBathroomsTotal": 2,
    "numberOfFullBathrooms": 2,
    "floorSize": {
      "@type": "QuantitativeValue",
      "value": 1632,
      "unitCode": "FTK",
      "unitText": "square feet"
    },
    "yearBuilt": 1988,
    "amenityFeature": [
      {
        "@type": "LocationFeatureSpecification",
        "name": "Heating",
        "value": "Central"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Cooling",
        "value": "Central Air"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Appliances",
        "value": "Built-In Oven, Dishwasher, Dryer, Electric Cooktop, Exhaust Fan, Ice Maker, Microwave, Refrigerator, Washer"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Flooring",
        "value": "Tile - Ceramic"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Construction Materials",
        "value": "Block,  Stucco"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Pool Features",
        "value": "Porch"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Air Conditioning",
        "value": true
      }
    ],
    "additionalProperty": [
      {
        "@type": "PropertyValue",
        "name": "Lot Size",
        "value": "0.12 acres"
      },
      {
        "@type": "PropertyValue",
        "name": "Stories",
        "value": 1
      },
      {
        "@type": "PropertyValue",
        "name": "Property Subtype",
        "value": "Single Family Residence"
      }
    ]
  },
  "offers": {
    "@type": "Offer",
    "@id": "https://staging.propertysimple.ai/listing/4446-glenns-landing-winter-haven-fl-33884-b192e7a1cf8e424e825b7d747c414296#offer",
    "url": "https://staging.propertysimple.ai/listing/4446-glenns-landing-winter-haven-fl-33884-b192e7a1cf8e424e825b7d747c414296",
    "price": 279900,
    "priceCurrency": "USD",
    "businessFunction": "http://purl.org/goodrelations/v1#Sell",
    "availability": "https://schema.org/InStock",
    "seller": {
      "@id": "https://staging.propertysimple.ai/listing/4446-glenns-landing-winter-haven-fl-33884-b192e7a1cf8e424e825b7d747c414296#agent"
    }
  },
  "provider": {
    "@type": "Person",
    "@id": "https://staging.propertysimple.ai/listing/4446-glenns-landing-winter-haven-fl-33884-b192e7a1cf8e424e825b7d747c414296#agent",
    "name": "John Calhoun",
    "worksFor": {
      "@type": "Organization",
      "@id": "https://staging.propertysimple.ai/listing/4446-glenns-landing-winter-haven-fl-33884-b192e7a1cf8e424e825b7d747c414296#brokerage",
      "name": "CENTURY 21 Myers Realty",
      "telephone": "(863) 875-5656",
      "logo": {
        "@type": "ImageObject",
        "url": "http://lh.rdcpix.com/6254f3e1986d11e59cc932988c0eaba2k-c1198826701r.png"
      }
    }
  }
}
```