Cresswind DeLand is a new-construction community by Kolter Homes in DeLand, Hillsborough County. The community features offering 55+ communities, single-family homes. Contact Barrett Henry for free buyer representation and current incentive details.
Cresswind DeLand at a Glance
| Price Range | $372K – |
| Status | Now Selling |
| Home Types | 55+ CommunitiesSingle-Family Homes |
Amenities
About Cresswind DeLand
Cresswind DeLand is an active adult community built around the idea that 55+ living should actually feel like living — not like a waiting room with a pool. Kolter Homes builds their Cresswind brand with a specific buyer in mind: people who are done with yard work drama and lawn maintenance politics, and ready to spend that time on a pickleball court or walking trails with the dog instead. The vibe here is social without being chaotic. You'll find neighbors who are active, intentional about their next chapter, and genuinely using the amenities — the resort-style pool, the fitness center, the fire pit area — not just paying for them on paper. It's the kind of place where you actually meet your neighbors within the first week, because the community is designed to make that happen. DeLand sits in Volusia County, which puts it squarely between Orlando and Daytona Beach — roughly 25 miles from each. I-4 is your primary artery, running through the heart of central Florida and connecting you west toward Tampa (about 90 minutes on a good day) or east toward Daytona Beach in under 30 minutes. US-17 runs right through DeLand proper and gives you easy access to downtown DeLand, which has a genuinely charming Main Street scene — independent restaurants, coffee shops, and Stetson University anchoring the whole thing. Publix, Walmart, and the usual retail corridor are within a few minutes of the community. For medical, AdventHealth Fish Memorial is in nearby Orange City, and Halifax Health and AdventHealth in Daytona cover more specialized needs. On the practical side, Kolter builds a solid product at this price point — starting in the low $370s, which is competitive for a finished active adult community with this amenity package. Kolter's build timelines have been more consistent than some of the high-volume builders, though you should still budget for some variance and get everything in writing before you lock in a close date. This is a 55+ community, so at least one resident per household must be 55 or older, and no permanent residents under 18 — confirm the specific HOA rules at time of contract. HOA fees weren't confirmed at publication, so ask the onsite team for the current monthly figure and get a full breakdown of what's covered, particularly whether lawn care is included, since that's one of the bigger selling points of a community like this. CDD status should also be confirmed — it affects your annual tax bill and is easy to miss if you're not looking for it.
New Homes From
$372K –
Barrett's Take on Cresswind DeLand
Here's my take on Cresswind DeLand — and I'll be upfront that this one sits outside the Tampa Bay footprint I cover day-to-day. DeLand is in Volusia County, not Hillsborough, so if you're cross-shopping this against Cresswind Charlotte Harbor or another Kolter 55+ community closer to the Tampa side, keep that in mind. That said, Kolter builds a genuinely solid product. Their fit and finish is a step above the production builders in this price range, and Cresswind as a brand is purpose-built for the 55+ lifestyle — the amenity package here (pickleball, resort pool, clubhouse, walking trails) isn't just marketing filler, it's actually the point of buying here. The location in DeLand puts you roughly 30 minutes to Daytona Beach, about 45 minutes to Orlando, and within reach of I-4, which is the main artery for this part of the state. It's a quieter, smaller-city feel compared to the Port Charlotte or Wesley Chapel corridors — which some buyers love and some buyers don't realize until they're already under contract. On the negotiation side, Kolter typically doesn't move much on base price — they protect their price per square foot more aggressively than builders like D.R. Horton or Lennar. Where you have more room is on lot premiums, design center upgrades, and occasionally closing cost assistance when a community is in early phases or they're trying to hit quarterly sales numbers. Pond-view and conservation lots at Cresswind communities typically carry premiums in the $10,000–$30,000 range depending on the depth of the view, so decide early whether that matters to you and negotiate it head-on rather than accepting it as a given. If there's no current incentive listed, don't assume there won't be one — call the sales office at month-end when there's more pressure to close deals, and always get your own independent lender quote to use as leverage against their preferred lender offering. The day-to-day vibe in a Cresswind community is genuinely active — these aren't retirement communities where people sit on the porch. If you want to actually use the pickleball courts and meet your neighbors at the fire pit, this is set up for that. DeLand itself has a charming historic downtown with good restaurants and a real small-town feel. The trade-off is that if you need major medical care, you're looking at AdventHealth DeLand for routine stuff, but anything serious has you heading toward Orlando or Daytona. There's no CDD fee information confirmed for this specific community, so ask the sales team directly and get it in writing — CDDs in Florida can run anywhere from a few hundred to over $3,000 a year and they follow the land, not the owner, so they survive a future sale. Before you sign anything, have an independent real estate attorney review the HOA docs and CDD disclosure. That's not unique to Kolter — that's just smart with any new construction in Florida.
Barrett Henry, REALTOR®
Broker Associate at REMAX Collective · 23+ years of real estate experience
What You'll Find at Cresswind DeLand
Home Types Available
Age-restricted community designed for active adults 55 and older with resort-style amenities.
Detached homes with private yards, typically 3-5 bedrooms with owners suites and 2-car garages.
Community Amenities
County
Builder
Why Buyers Choose Cresswind DeLand
Located in DeLand, Hillsborough County — easy access to Tampa Bay employment centers, beaches, and everyday conveniences.
Built by Kolter Homes — a builder with a track record Tampa Bay buyers can evaluate before signing.
Community amenities include Resort-Style Pool, Fitness Center, Clubhouse and 4 more — lifestyle perks that come with your HOA.
About Kolter Homes
Kolter Homes is a Florida-based developer and homebuilder that's been operating across the Southeast for a number of years, with roots in both residential and mixed-use development. They're not a national volume builder in the same way D.
Learn More About Kolter HomesVisit Cresswind DeLand with Barrett — Not the Sales Team
The on-site sales rep at Cresswind DeLand works for Kolter Homes. They will not tell you about the lot premium you should avoid, the upgrades that do not add resale value, or the contract clauses that favor the builder. Barrett handles all of that. His representation costs you nothing — the builder pays the commission. Call (813) 692-9099 or fill out the form below.
Builders run promotions on closing costs, rate buydowns, and design center upgrades — but they change weekly. Barrett checks for you and makes sure you get every dollar available.
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New Construction Buyer Resources
Buying new construction is different from resale. These guides cover what you need to know before signing a builder contract.
Frequently Asked Questions About Cresswind DeLand
Who is the builder of Cresswind DeLand?
Cresswind DeLand is built by Kolter Homes. Kolter Homes is a Florida-based developer and homebuilder that's been operating across the Southeast for a number of years, with roots in both residential and mixed-use development. Barrett Henry provides free buyer representation so you have an agent working for you, not the builder.
What amenities does Cresswind DeLand offer?
Cresswind DeLand amenities include Resort-Style Pool, Fitness Center, Clubhouse, Walking Trails, Pickleball Courts, Dog Park, Fire Pit. HOA fees cover community maintenance and amenity access.
Guides About Kolter Homes
In-depth guides and comparisons relevant to Cresswind DeLand buyers.
Hillsborough County New Construction Guide
Learn about all new-construction communities, builders, and market trends in Hillsborough County.
Last updated: July 19, 2026
Ask Barrett About Cresswind DeLand
Interested in Cresswind DeLand? Barrett will schedule a private tour, check current incentives, review the builder's contract, and negotiate on your behalf. Free to you.