Crosswinds
Homes for Sale in Dade City, FL
All 335 homes for sale in Dade City, FL · median $389,990 · 226 homes for sale in 33525 · Pasco County homes for sale
True comps, carrying-cost math, and listings before the portals.
Crosswinds is a community in Dade City, Pasco County, FL (ZIP 33525). Across Dade City as a whole, 633 homes closed in the last 12 months at a median of $384,100, 43 median days on market, with 319 homes for sale today. At that median and Pasco County's FY2025-26 rate of 16.15 mills, annual property tax runs about $6,200 ($5,550 with the full homestead exemption).

Crosswinds is the second and later-phase half of Quill Development's two-community push in Dade City, paired with Rolling Hills.
Its entitlement is broader than a pure subdivision: a residential plus a commercial (PD-Comm) component, which can support on-site retail or services as the area builds out.
Because the developer has said Crosswinds starts after Rolling Hills, buyers should treat it as a slightly longer-horizon watch item - land is financed, but vertical work is later.
Everything downstream of the entitlement - builders, price points, lot sizes, HOA/CDD - is still to be confirmed.
Figures in this note are as of July 31, 2026. The live market numbers elsewhere on this page update nightly and are newer.
The 60-Second Overview
Crosswinds is an announced, pre-construction master-planned community in Dade City, Pasco County (ZIP 33525), developed by Quill Development through the entity Crosswinds, LLC. It was rezoned to Planned Development-Residential (PD-R) and Planned Development-Commercial (PD-Comm) in conjunction with annexation into the City of Dade City and a comprehensive plan amendment. Public reporting describes roughly 915 single-family lots. In July 2026, Miami-based Concord Summit Capital arranged a $28 million land loan for the project as part of an $85.6 million package covering two Quill communities in Dade City. The developer has indicated development work on Crosswinds will begin after its sister community, Rolling Hills - roughly a year later. Builder roster, pricing, home sizes, HOA/CDD figures and school assignments were not published at discovery.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
The market around Crosswinds
In ZIP 33525 (Dade City), 193 homes closed in the last 12 months at a median of $384K ($179/sq ft), down 1.2% year over year, with a median 48 days on market. Right now 84 active and 31 pending listings put supply at about 5.2 months — a balanced market. See the live ZIP 33525 housing market and the Pasco County market.
ZIP and county figures describe the wider market, not Crosswinds specifically. Momentum Research analysis of MLS records.
Crosswinds: what we know so far
Crosswinds is not selling yet. There are no active listings and no recorded resales, so every number on this page comes from public records, county approvals and builder announcements, and is dated. We re-verify status on every rebuild.
| Developer | Quill Development (Crosswinds, LLC) |
|---|---|
| Community type | Master-planned (single-family, PD-R + PD-Commercial) |
| ZIP | 33525 |
| County | Pasco County, Florida |
| Last verified | July 31, 2026 |
| Source | discovery-2026-07-31 Pasco region |
Status note: Concord Summit Capital press release (datelined 2026-07-14) reports 915 residential lots in Crosswinds, a $28M land loan at 80% LTV, and horizontal development starting in 2027. Builders not named.
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Life at Crosswinds
- Open space and recreational amenities · Planned Development approval provides for open space, recreational amenities and infrastructure consistent with City of Dade City regulations; specific amenity program not yet published.
- Planned commercial component · A Planned Development-Commercial (PD-Comm) parcel is entitled alongside the residential development.
Based on public records and builder announcements.
The Crosswinds buying strategy.
If we were buying in Crosswinds today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Crosswinds.
What the records show
Crosswinds, LLC secured PD-R and PD-Comm zoning together with annexation into the City of Dade City and a comprehensive plan amendment.
Scale is reported at roughly 915 lots; the mix of lot sizes and any attached product had not been detailed at discovery.
The Planned Development framework calls for open space, recreational amenities and infrastructure consistent with city regulations, plus an entitled commercial parcel.
Financing is a $28 million land loan (80% loan-to-value) arranged in July 2026, with development work slated to begin after Rolling Hills.
The location and the amenities are priced into every listing in Crosswinds. The deal is won or lost on condition, the comps, and the renovation math.
How Momentum reads it
Crosswinds is one to bookmark rather than chase today: entitled and land-financed, but on a later start than Rolling Hills.
Momentum will track when the residential phases release, which builders sign on, and how the commercial component shapes the community's day-to-day access.
We will confirm carrying-cost structure (city taxes plus any CDD) and lot-size mix as documents record, so buyers can compare it cleanly against Rolling Hills and the SR 52 master plans.
Tools for a Crosswinds buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Crosswinds sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Crosswinds, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Crosswinds home worth?
Get a no-obligation home value based on real comparable sales in Crosswinds, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Data sources & freshness
| Community record | public records & builder filings listing records: the community is present in the MLS feed; no closed sale is on record in our archive yet, so no price statistics are shown |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of public records & builder filings records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Recent Developments in Crosswinds
Development, infrastructure, retail, and school activity affecting Crosswinds, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated November 2026.
- July 2026Development
Crosswinds: new details on homes and timeline
Concord Summit Capital press release (datelined 2026-07-14) reports 915 residential lots in Crosswinds, a $28M land loan at 80% LTV, and horizontal development starting in 2027. Builders not named.
What it may mean for the marketBuilder timelines and pricing change; confirm current status, release schedule and fees with the builder before relying on them.
Source: constructionowners.com
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.
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