Crosswinds
Homes for Sale in Haines City, FL
All 525 homes for sale in HAINES CITY, FL · median $310,000 · Polk County homes for sale
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
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), 1,170 homes closed in the last 12 months at a median of $310K ($172/sq ft), down 2.3% year over year, with a median 56 days on market. Right now 3 active and 2 pending listings put supply at about 12.0 months - a buyer's market. See the live ZIP 33844 housing market and the Polk County market.
Crosswinds is a community of 42 homes in Haines City, Polk County, built between 1969 and 2023 (median 1972.5), with a median living area of about 726 square feet. 3% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
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.
Crosswinds Market Scorecard
Crosswinds is currently a thin data market. Limited supply, a median asking price of n/a.
Go deeper: true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. 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 closer look at the Crosswinds market
At a median of $164 per square foot, Crosswinds prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The housing stock is 42 homes built between 1969 and 2023, and 3% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
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.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
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 homes for sale in Crosswinds on the map →
Frequently Asked Questions
What is the median home price in Crosswinds?
How long do homes in Crosswinds take to sell?
How many homes are in Crosswinds?
What share of Crosswinds is owner-occupied?
When were the homes in Crosswinds built?
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?
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.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
More Haines City & Lakeland, Winter Haven & Polk County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Lakeland, Winter Haven & Polk County or the full Neighborhood Finder.
See how CROSSWINDS fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Crosswinds with Momentum Realty’s local guides.