Crosswinds
Homes for Sale in Haines City, FL
True comps, carrying-cost math, and listings before the portals.
Over the 12 months ending 2026-08-02, 38 recorded sales closed at a median of $341,495, $164 per square foot, a median 33 days on market, sellers accepting 97% of original asking. At the median price and Polk County's FY2025-26 rate of 16.19 mills, annual property tax runs about $5,530 ($4,850 with the full homestead exemption).
Villages & sections of Crosswinds
Crosswinds in Haines City, FL is a master-planned community recorded as 5 named villages and sections in the MLS; 1 home is for sale or pending across them today. Each village has its own page with its listings, sales history and HOA/CDD facts.
- Crosswinds 40'S · 1 for sale · 37 sold/12 mo
- Crosswinds East · 68 sold/12 mo
- The Grove at Crosswinds · 29 sold/12 mo
- Deer Run at Crosswinds · 13 sold/12 mo
- Horse Creek at Crosswinds · 8 sold/12 mo
Price here is driven almost entirely by condition and scale, not by amenities or location cachet. With a median living area around 726 square feet and a build history stretching from 1969 to 2023, the median home dates to the early 1970s, which tells you the stock skews small and older, and the median price near $341,495 reflects that. What a given home actually fetches turns on how much updating has been done, so expect a wide spread around that median.
Market posture is thin and slow to turn. There are no active listings in the current snapshot, so buyers have little to compare in real time, and a median of roughly 33.5 days on market says homes that are priced right do move without dragging. A homestead share near 3.2% suggests this is not primarily owner-occupied, which matters for anyone weighing it as a primary residence versus a hold.
Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Crosswinds right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Crosswinds market snapshot (as of August 2, 2026): the median sale price is about $341K ($164 per sq ft over the trailing 12 months of closed sales), and a median 34 days on market for closed sales.
In ZIP 33844 (Haines City), 1,207 homes closed in the last 12 months at a median of $310K ($171/sq ft), down 2.2% year over year, with a median 57 days on market. Right now 3 active and 2 pending listings. See the live ZIP 33844 housing market and the Polk County market.
Stellar MLS sales records identify 107 homes in CROSSWINDS that have changed hands since 2025, built between 2024 and 2026 (median 2026), with a median living area of about 2,292 sq ft and a typical 4-bedroom, 3-bath layout; 97% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Crosswinds, in Haines City, is a small, older pocket of compact homes where price is condition-driven and inventory is currently bare. It rewards buyers who can read a property on its merits rather than lean on comps or community features.
Who Crosswinds is best for.
Best for
- Buying a compact, older home you intend to update and hold
- Buyers who can judge a property on its systems and finishes rather than on comparable listings
- Looking for an entry point in Polk County where price tracks condition
Probably not for
- Needing community amenities, since none were identified from current MLS listings
- Wanting a large or newer floor plan as a primary residence
- Buyers who need standing inventory to compare before committing
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($341K) IS the median in the snapshot above.
Windows contain 0 to 38 sales each (38 in the current window); every figure carries its sample size. Based on Stellar MLS data distributed by MLS GRID for the period 2025 through 2026. Deemed reliable but not guaranteed.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Polk County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Polk County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
33% of homes for sale in ZIP 33844 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-08-01).
Crosswinds Market Scorecard
Crosswinds is currently a balanced market..
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Schools
- Polk County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Polk County Public Schools (verify by address) · Public
- Confirm zoned elementary, middle, and high · By address
- Magnet and choice options may apply · Choice
Zoned schools reflect the assignments reported on recent Crosswinds listings and can change; always confirm with Polk County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Crosswinds address.
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.
A condition-driven micro-market
The numbers paint a consistent picture: a median build year in the early 1970s, a median footprint around 726 square feet, and no community amenities identified from current MLS listings. This is a place to buy the house, not the package. Two homes at similar square footage can sell far apart depending on roof, systems, and finishes, which is why the single median figure of roughly $341,495 is more useful as a center of gravity than as a predictor of any specific property.
With zero active listings against 42 homes and a closings window of 38, turnover is modest and the data is drawn from recent sales rather than what is on the shelf today. A median near 33.5 days on market means correctly priced listings transact in just over a month. For a seller, that argues for pricing to the home's true condition from day one; for a buyer, it means being ready to move when something surfaces, because there is no standing inventory to fall back on.
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.
Why work with Momentum here
A market with no active listings and a condition-driven price spread is one where a single median figure can mislead. We underwrite each home on its own systems and updates, help you read whether a price reflects move-in condition or deferred work, and time an offer in a pocket where inventory appears and clears quickly. That's the difference between overpaying on an older, compact home and buying one at a fair basis.
Crosswinds in 15 seconds.
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.
See all homes for sale in Haines City →
Recently off market in Crosswinds Haines City
Homes in Crosswinds Haines City that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 1 on record.
- 4619 Riverbend Boulevard · off market
| Location | Haines City, Polk County, FL · ZIP 33844 |
|---|---|
| Homes in the community | 42 (FL DOR 2025 assessment roll) |
| Years built | 1969–2023 (median 1972.5) |
| Typical living area | 726 sq ft (median) |
| Sale prices, last 12 months | $341,495 median across 38 closed sales · $164 per sq ft |
| Days on market (closed sales) | 33 median |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 3% |
| Zoned public schools | Polk County Public Schools (verify by address); Confirm zoned elementary, middle, and high; Magnet and choice options may apply |
Data as of August 2, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2025 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Crosswinds key facts,” movewithmomentum.com/neighborhoods/crosswinds-haines-city, data as of August 2, 2026.
Housing distress & ownership in CROSSWINDS, Haines City
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period October 2026 through October 2026. Deemed reliable but not guaranteed.
More Haines City home searches
- All homes for sale in Haines City, FL
- Haines City home values: what is my house worth?
- ZIP 33844 housing scorecard
Haines City guides & data
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Riverbend Boulevard (52 homes on record)
- Prairie Run (26 homes on record)
- Aveeno Avenue (8 homes on record)
- Katrina Drive (4 homes on record)
- Green Belt Drive (3 homes on record)
Email me new listings in Crosswinds
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Crosswinds
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Crosswinds will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
What is the median home price in Crosswinds?
How long do homes in Crosswinds take to sell?
What share of Crosswinds is owner-occupied?
Do cash buyers compete in Crosswinds?
What schools serve Crosswinds?
Who is the best real estate agent for Crosswinds?
How do I find a top Haines City real estate agent who knows Crosswinds?
Can Momentum Realty connect me with an agent for Crosswinds?
Where is Crosswinds, and what county is it in?
Is Crosswinds a good place to live?
Should you buy in Crosswinds?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: June 25, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (5 streets, ZIP 33844)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Schools | 2025-26 district assignments + FLDOE school grades; verify with the district |
| Historical depth | Closed-sale records back to 2025 (38 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS 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.
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The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. A Momentum agent can price yours against live local comps.
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See how CROSSWINDS fits the bigger picture — live prices, inventory, and Momentum Scores: