Discover Cresswind DeLand, a place you'll love to live

Experience the allure of Cresswind DeLand, a top-tier 55+ community in historic DeLand, FL. Embrace boutique living, luxurious amenities, and a dynamic lifestyle tailored for active adults. Immerse yourself in picturesque landscapes and rich local culture as you embark on your ideal retirement journey!

Take a video tour

Key community details

Central Florida



Starting price

2024 — 2026

Build Dates


Homes Built



Cresswind DeLand homes prices and costs

$455,414Last 6 mo.
Average sales price
$375,990Last 6 mo.
Lowest sales price
$585,990Last 6 mo.
Highest sales price
$221Per sqft
Average price per sqft

Cresswind DeLand HOA cost and other fees

$840per 100k home value
Annual Property Taxes
$465per month
HOA Fees
$167per month
CDD Fees

Nothing is too far in the Central Florida area

10 Min.


50 Min.


7 Min.

Grocery Store

Access to unparalleled amenities

You wouldn't believe what you could see and do in Cresswind DeLand. Take a look at key features, along with our comprehensive list of amenities.

Retirement goals achieved: endless beach walks and quality time together.
Swinging into a fun-filled retirement, one pickleball game at a time!
Let Explore55Plus help you find the retirement home of your dreams!

Full amenities list


Bocce Ball


Craft Room

Event Lawn

Grand Ballroom


Horse Shoes

Hot Tub


Pool Outdoor

Resistance Pool


Take a look around your new home

Take a peek at this stunning community and see the amenities, views, and lifestyle it has to offer. Want to take a tour and see it in person? Schedule a tour with an agent.

Aerial view of a gated community entrance with palm trees and a winding road amidst lush greenery.
Bird’s-eye view of a community entrance with circular driveways and manicured landscapes, bordering a dense forest.
High-angle shot of a residential community beside a lake, with houses lined along the curving streets and a large cleared area nearby.
Aerial view of a large cleared construction site at Cresswind DeLand near a body of water with a surrounding residential area in the background.
Street-level view of a new home with a white exterior and a three-car garage in the Cresswind DeLand 55+ community.
Frontal view of a modern single-story home with white walls, dark shutters, and a neatly landscaped yard in Cresswind DeLand.
Aerial perspective of Cresswind DeLand with single-family homes, streets lined with cars, and a pond, surrounded by undeveloped land and forests.
Interior view of a spacious, well-lit kitchen and living area with modern furnishings.
A digital layout of the Cresswind community amenities featuring the clubhouse, community dock, and surrounding areas.

Have questions about Cresswind DeLand?

Everything you need to know about Cresswind DeLand. Can't find the answer you are looking for? A community expert can help you find it.

What makes Cresswind DeLand unique among Florida's 55+ communities?

Cresswind DeLand stands out with its boutique community atmosphere, nestled in historic DeLand, offering a vibrant lifestyle with rich cultural and natural attractions, and exclusive amenities tailored for active adults.

What types of homes are available at Cresswind DeLand?

Cresswind DeLand features a variety of single-family homes in three collections: The Brooks, The Cooper, and The Harrison, each offering unique floor plans and customization options to meet diverse lifestyle needs.

What amenities can residents enjoy at Cresswind DeLand?

Residents of Cresswind DeLand can enjoy an array of luxurious amenities including a state-of-the-art clubhouse, resort-style pools, fitness center, pickleball and tennis courts, as well as nature trails and an observation dock.

Are there any local attractions near Cresswind DeLand?

Yes, Cresswind DeLand is close to Blue Spring State Park, St. Johns River, and vibrant downtown DeLand, which hosts various festivals and cultural events. It’s also just a short drive to Daytona Beach and downtown Orlando.

How can I learn more about purchasing a home at Cresswind DeLand?

To learn more about purchasing a home at Cresswind DeLand, contact an Explore55Plus agent. Our knowledgeable team can provide detailed information about home options, community features, and arrange visits to help you find your ideal retirement home.

Boring Legal Stuff

The information on this page is aggregated from third-party sources and presented as-is for your convenience. It has not been verified or approved by the developer, association, Explore55Plus or any other orgainization or human with a pulse for that matter. Explore55Plus does not guarantee the accuracy or completeness of information or assume any liability for its use.

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