Why Cresswind DeLand is the Premier 55+ Destination in West Volusia

As one of the top real estate teams serving the North Orlando corridor—from the tech hubs of Lake Mary and Sanford to the historic streets of DeLand—I’ve seen a significant shift in what today’s active adults are looking for. It’s no longer just about a house; it’s about a lifestyle.

If you are looking for a community that perfectly blends small-town charm with high-tech luxury, look no further than Cresswind DeLand. Located just minutes from the award-winning Historic District in Downtown DeLand, this gated community by Kolter Homes is setting a new benchmark for 55+ living in West Volusia.

For a full visual tour of the community, amenities, and model homes, you can watch our complete video walkthrough of Cresswind DeLand on YouTube here:

 The video gives you an inside look at what truly makes this 55+ community stand out in today’s market.

The "Set Yourself FREE" Lifestyle

The heartbeat of Cresswind DeLand is its "Set Yourself FREE" philosophy: Fitness, Relationships, Education, and Entertainment. Unlike standard subdivisions, Cresswind DeLand employs a full-time Lifestyle Director to curate social clubs, holiday events, and educational seminars.

The crown jewel of the community is the Club Cresswind, a 15,000-square-foot amenity center. Residents already enjoy:

SmartFIT Training Center: Powered by the state-of-the-art EGYM system for personalized, biometric-driven workouts.
Pickleball & Tennis: 12 professional-grade pickleball courts for the fastest-growing sport in the country.
Social Spaces: Arts and crafts studios, a yoga deck, and a resort-style pool overlooking Lake Winnemissett.

Architectural Excellence and Floor Plans

One of the reasons I frequently recommend Cresswind to my buyers is the quality of construction. These are concrete-block homes designed with modern energy efficiency in mind. The community offers three distinct collections:

The Brooks Collection: Perfect for those seeking efficient, open-concept single-story living.
The Cooper Collection: Offers larger island kitchens and expanded primary suites.
The Harrison Collection: The pinnacle of the community, featuring 3-car garages and expansive outdoor living spaces.

Pricing typically starts in the mid-$300,000s, reaching upwards of $800,000 for highly customized estate models. This range provides a sophisticated entry point into the DeLand market, which currently sees a median home value of around $335,000.

Maintenance-Free Living in West Volusia

One of the biggest draws for my clients moving from larger metros like Orlando or from out-of-state is the low-maintenance lifestyle. The monthly HOA fee (currently $465) is designed to let you spend more time living your life and less time behind a lawnmower. It includes:

Full lawn maintenance, edging, and fertilization.
High-speed internet and cable TV.
Professional irrigation system maintenance.
24/7 gated security.

Location: The Best of Both Worlds

Living in Cresswind DeLand means you are only a few miles from Woodland Boulevard, consistently voted one of the best Main Streets in America. You have easy access to Stetson University’s cultural events, Zagat-rated dining, and you're still just a short 35-minute ride over to Mosquito Lagoon or the beach. Plus, with the I-4 corridor and SunRail nearby, all that Seminole County and Orlando have to offer are well within reach.

Your DeLand Real Estate Expert

Whether you are looking to sell your current property or are interested in touring the model homes at Cresswind DeLand, you need a local expert who understands the nuances of our local market along with the intricacies of a neighborhood as unique as Cresswind DeLand.

If you’d like to see the community in action before scheduling a private tour, be sure to watch our full Cresswind DeLand video walkthrough linked above for a detailed look at the homes, amenities, and overall lifestyle.

As top Realtors in the Orlando area, The Shaver Group helps homeowners position their properties to achieve the highest value the market will support. Through local expertise, data-driven strategy, and proactive planning, we guide our clients through every step—whether they’re preparing to sell now or simply protecting their long-term investment.