Winter Haven Homes with Security Community Extras

Winter Haven, located in Polk County, Florida, is a charming city that offers a perfect blend of natural beauty, recreational opportunities, and a thriving community. Situated in the heart of the Sunshine State, Winter Haven is known for its pleasant weather, making it an ideal place to call home.

With its close proximity to numerous lakes, Winter Haven is often referred to as the "Chain of Lakes City." Residents and visitors alike can enjoy a variety of water activities such as boating, fishing, and water skiing. The city is also home to the famous Cypress Gardens, a historic botanical garden that offers stunning displays of flowers and lush greenery.

When it comes to housing options, Winter Haven boasts an array of homes with security community extras. These communities provide an added layer of peace of mind for homeowners, ensuring a safe and secure environment. From gated entrances to surveillance systems, these extras offer residents a sense of security and tranquility.

In addition to its natural beauty and secure communities, Winter Haven offers a range of amenities and services. The city features excellent schools, shopping centers, restaurants, and entertainment options, ensuring that residents have everything they need within reach.

Whether you are looking for a tranquil retirement destination or a vibrant place to raise a family, Winter Haven has something to offer everyone. Its picturesque landscapes, strong sense of community, and homes with security community extras make it a desirable place to call home in Polk County, Florida.

Newest Winter Haven Homes with Security Community Extras

1321 Oakmont Drive, Winter Haven $434,700

** CDD Debt Balance PAID IN FULL, saving you thousands! **A new four-season Sunroom was completed in April 2026. It is glass-enclosed with a separate HVAC mini-split and ...

3 Beds
2 Baths
Lake Ashton West Ph Ii South SubDv.
33884 Zip Code

5281 Pebble Beach Boulevard, Winter Haven image

5281 Pebble Beach Boulevard, Winter Haven $279,900

Begin the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this beautifully maintained and tastefully update...

3 Beds
2 Baths
Lake Ashton West Ph 01 SubDv.
33884 Zip Code

1631 Linz Court, Winter Haven $190,500

Maintenance-free Villa in the 55+ gated community of Vienna Square, centrally located in Winter Haven! A brick-paver driveway and walkway lead through mature landscaping ...

2 Beds
2 Baths
Vienna Square Ph 2b SubDv.
33884 Zip Code

Waterford Oaks Boulevard, Winter Haven image

Waterford Oaks Boulevard, Winter Haven $89,000

Rare opportunity to own a vacant parcel in the desirable gated community of Waterford Oaks, offering the opportunity to secure sort after land in an established residenti...

Waterford Oaks SubDv.
33884 Zip Code

809 Magnolia Place, Winter Haven — Winterset 3 $235,000

Waterfront Living • Renovated Interior • Private Garage. Imagine ending your day with a beautiful Florida sunset over Lake Winterset. This beautifully renovated 2-bedroo...

2 Beds
2 Baths
Winterset 03 A Condo Ph 01 SubDv.
33884 Zip Code

2801 Wingfoot Court, Winter Haven $249,900

BEAUTIFUL VILLA READY TO MOVE IN! A brand-new HVAC system (June 2026), along with new insulation throughout the attic. Features include cathedral ceilings, elegant detai...

2 Beds
2 Baths
Cypresswood SubDv.
33884 Zip Code

6136 Pebble Beach Boulevard, Winter Haven image

6136 Pebble Beach Boulevard, Winter Haven $549,999

Virtually Staged. *GOLF COURSE and WATER VIEWS*** Located behind the secure gates of the coveted 55 + community of Lake Ashton, the water views from the covered and scree...

3 Beds
3 Baths
Lake Ashton West Ph Ii North SubDv.
33884 Zip Code

508 Eagle Pond Drive Unit 508, Winter Haven image

508 Eagle Pond Drive Unit 508, Winter Haven — 5 $160,000 ▼

Great Price! A Pristine 2 bed/2 bath condominium, Conveniently located in Cypresswood Golf & Country Club, on Dundee Rd near HWY 27. 2026 UPDATES - BRAND NEW hot water he...

2 Beds
2 Baths
Eagle Pond Condo SubDv.
33884 Zip Code

1124 Sawgrass Drive, Winter Haven $355,000

1124 Sawgrass Drive Winter Haven, Fl. 33884 is located in Lake Ashton, an Exclusive Florida Retirement Community offering tailored activities and amenities to those seeki...

3 Beds
2 Baths
Lake Ashton West Ph Ii South SubDv.
33884 Zip Code

4040 Palma Ceia Circle, Winter Haven image

4040 Palma Ceia Circle, Winter Haven $749,000

Meticulously maintained and beautifully remodeled, this exceptional Palma Ceia residence in Cypresswood offers pond frontage, three private en-suite bedrooms, a dedicated...

3 Beds
4 Baths
Cypresswood Palma Ceia SubDv.
33884 Zip Code

665 Broadmoor Circle, Winter Haven image

665 Broadmoor Circle, Winter Haven $165,000

Virtually Staged. Welcome to effortless Florida living in the highly sought-after gated Cypress Wood Golf & Country Club! Perfectly positioned on the beautifully maintain...

2 Beds
2 Baths
Cypresswood Tennis Villas SubDv.
33884 Zip Code

4132 Martindale Loop, Winter Haven image

4132 Martindale Loop, Winter Haven $399,900

Welcome to this beautifully maintained, energy-efficient 4-bedroom, 3-bath home in the highly desirable Traditions at Ruby Lake, a premier 55+ gated community offering th...

4 Beds
3 Baths
Traditions Ph 02 SubDv.
33884 Zip Code