Crosswinds East Homes for Sale in Haines City, FL

Newer master-plan section · Polk County · ZIP 33844

A newer Haines City master-plan section in the Cassidy Crosswinds community, the buyer read on the CDD, the HOA, the builders, and the floor plans.

Newer constructionCDD and HOA communitySingle-family and townhomes

Live Market Pulse

50/100
Momentum

Buyer-Leaning Market (limited data)

This is a newer, still-building section of a large master plan with a Community Development District, so the honest read is the CDD assessment plus the HOA, the builder and floor plan, and the lot and phase, not a single townwide average. Confirm every line per address and per the latest community documents.

Free · No obligation

Unlock Off-Market Crosswinds East

Listings before the portals, true comps, and the renovation and carrying-cost math, before you tour.

Built fromLive Stellar MLS data14 years of closingsLocal renovation analysisUpdated twice daily

LiveMarket PulseStellar MLS

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Median Price

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Supply

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Avg DOM

Soft

Seller Leverage

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Median $/Sqft

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1-Yr Price Change

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Distress

Jon's Current Read

"Crosswinds East is the eastern Community Development District section of the Cassidy Crosswinds master plan in Haines City, so the read is a new-build read: a newer single-family and townhome community where the value drivers are the CDD assessment on the tax bill, the HOA dues, the builder and floor plan, and the specific lot and phase, not a townwide average. The Crosswinds East CDD was established in 2022 under Polk County ordinance, which means buyers carry a non ad valorem assessment on the tax bill for community infrastructure on top of HOA dues, so the total monthly carrying cost has to be read from the actual tax record and budget for the exact address. As newer construction it generally helps on the structural, systems, and insurance questions versus older resale stock, but a still-building master plan means active construction, future phases, and developer-controlled governance for a period, all of which belong in your diligence. Your leverage is reading the CDD assessment, the HOA dues, and the builder warranty honestly, and choosing the lot and phase carefully, before you buy the model home."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Crosswinds East is the eastern Community Development District section of the Cassidy Crosswinds master-planned community in Haines City, in Polk County (Crosswinds East CDD records and multiple builder community pages, 2026). It sits east of Powerline Road and north of Johnson Avenue East, with the broader Crosswinds plan reported as a large multi-phase community of roughly 3,000-plus homes spanning Haines City and unincorporated Polk County (GrowthSpotter, 2021).

The community is developed by the Cassidy organization, with homes delivered by national and regional builders. Coverage and builder pages cite D.R. Horton, Lennar, Meritage Homes, Casa Fresca, and Maronda among the homebuilders active in Crosswinds, offering single-family homes and townhomes across multiple floor plans and collections. Confirm the exact builder, collection, floor plan, square footage, and lot for any specific home, since offerings change as phases sell out.

Because this is a CDD community, the money math is the CDD assessment plus the HOA, not just the sticker price. The Crosswinds East Community Development District was established in 2022 under Polk County ordinance, and a CDD levies a non ad valorem assessment on the annual tax bill to fund and maintain community infrastructure, in addition to HOA dues. Read the actual assessment and HOA figures from the current tax record and community documents for the exact address before you buy.

The pitch is a newer-construction lifestyle on the growing Highway 17 and Highway 27 corridor between Orlando and Tampa, with resort-style shared amenities and nearby retail. The work is the diligence: read the CDD assessment and HOA dues, confirm the builder warranty, check the phase and construction timeline, and verify the schools by address before you buy.

Quick Match

Who Crosswinds East is best for.

Best for

Buyers who want newer construction with a builder warranty
Buyers who value resort-style shared amenities in a master plan
Commuters who want the Highway 17 and Highway 27 corridor between Orlando and Tampa
Buyers who will read the CDD assessment and HOA dues closely

Probably not for

Buyers who want an established, fully built-out neighborhood with no active construction
Anyone unwilling to verify the CDD assessment and HOA per address
Buyers who want a large private acreage lot or no HOA rules
Buyers who want a walkable urban setting rather than a suburban master plan

Market Pulse

How Crosswinds East is performing right now

50/100
momentum

Buyer-Leaning Market (limited data)

Seller's marketBalancedBuyer's market

0Months of supplytight

56Median days on marketdays

0 : 0Under contract vs for salestrong demand

0Sold in last 12 monthsliquidity

+127%Median price since 2012appreciation

+0%Asking vs recent sold $/sqftroom to negotiate

Tight supply and strong demand favor sellers here. Homes still take about two months to sell, though, and with asking prices running above recent sales per square foot, a prepared buyer has room on anything overpriced. Reading each home against the real comps, not the headline trend, is where the edge is.

Live from Stellar MLS, as of June 25, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Crosswinds East listings and the trailing twelve months of closed sales.

Where prices are going$850K2026 YTD

Median sale price by year. Tap a label to compare Horse Creek at Crosswinds or Haines City. The 1-year price change is the median sold price over the most recent year versus the prior year, the same measure most listing sites and local Realtor reports use. It reflects the mix of homes that sold, not the change in any single home's value, which is why median price per square foot is shown alongside it to adjust for home size. In thinly traded neighborhoods, where a sale or two can swing the median, we lead with the mix-resistant price-per-square-foot trend instead.

Price per square foot$3072026 YTD

Median $/sqft by year. 2026 is year to date.

Supply and demand now0 : 0active : pending

For sale0

Pending0

Sold 12mo0

Active and pending listings now vs homes sold in the last 12 months.

8.6A- score

Momentum intelligence

Momentum buy score

Our proprietary read on how a home in Crosswinds East buys, holds, and resells. See the five factors.

Interactive Map

Crosswinds East on the map.

Every active, pending, and recently sold home, plotted. Toggle the layers, color the dots by status or lot type, and tap a home for the details.

Listing locations from Stellar MLS; lot type inferred from listing descriptions. Destination pins are approximate. Map data © OpenStreetMap, tiles © CARTO. Flood, school, and commute overlays are on the roadmap.

The Club & Membership

15-Second Take

Optional, member-owned club, separate from the POA
~$30M renovation underway, 2026 to 2028
18-hole course, clubhouse, pool, 10 clay courts
Strong value vs Ponte Vedra clubs
Budget the membership separately from the home

Crosswinds East is a newer single-family and townhome section of the Cassidy Crosswinds master plan in Haines City, so the lifestyle is suburban master-plan living with shared amenities. Builder and community pages describe resort-style amenities including a community pool with a cabana or pool house, a clubhouse, a playground, walking or multi-use trails, dog parks, and sports courts and fields, with retail including a Publix-anchored center and Posner Park nearby and the Highway 17 and Highway 27 corridor close by. Amenities, completion status, pet rules, and access vary by section and phase, so confirm the current rules and what each home includes with the HOA before you buy.

Nearby & Commute

How far is everything?

The takeaway

Crosswinds East trades an established address for newer construction on the Orlando-to-Tampa corridor, with everyday retail close and the attractions and both metros a drive away.

Drive times from the community. They are approximate and vary with traffic and your exact routine.

Publix-anchored shopping center~5 min · everyday retail

Posner Park~10 to 20 min · shops and dining

Downtown Haines City~5 to 10 min · local services

Highway 27 and I-4 access~10 to 20 min · main commute routes

Walt Disney World area~25 to 40 min · attractions to the north

Orlando~45 to 60 min · via Highway 27 and I-4

Tampa~60 to 75 min · via I-4 to the west

Distances and times are approximate and vary with traffic and the specific home and phase. Confirm your real commute at your real departure time.

Nearby Communities

Explore more neighborhoods near Crosswinds East Homes for Sale in Haines City, FL with Momentum Realty’s local guides.

Browse all Florida neighborhood guides →

Carrying cost · the no-CDD edge

No CDD bond means thousands less per year than newer master plans.

Typical CDD community~$2,500/yr

Crosswinds East (no CDD)$0/yr

Roughly $25,000 saved over 10 years in carrying cost, before resale.

Illustrative. NE Florida CDD assessments commonly run $1,500-$3,500+/yr and vary by community; verify per property.

Schools

15-Second Take

Polk County Public Schools
Verify the zoned schools by address
Magnet and choice options may be available
Confirm current ratings before relying on them
Private and parochial options nearby

Crosswinds East is served by Polk County Public Schools. Assignment is by address and can change, so confirm the exact zoned elementary, middle, and high schools for any specific home, plus any magnet or choice options. Treat published ratings as a starting point, not the full story.

Public

Polk County Public Schools (verify by address)

Verifyrating

By address

Confirm zoned elementary, middle, and high

Verifyrating

Choice

Magnet and choice options may apply

Verifyrating

Buying with schools in mind? We can confirm the exact zoned schools for any Crosswinds East address.

The takeaway

What is actually shaping value at Crosswinds East: the growth of the Cassidy Crosswinds master plan, the Crosswinds East CDD and its assessment structure, and the broader Haines City and Polk County growth along the Highway 17 and Highway 27 corridor. Each item is sourced and linked.

Recent Developments in Crosswinds East

Development Intelligence

Our read on what is being built around Crosswinds East, scored for direction, significance, and how close the effect lands. The full sourced timeline follows below.

Net OutlookBullishNewer construction and corridor growth support demand, with the watch items being the CDD assessment plus HOA carrying cost, the pace of build-out across phases, and how new-build incentives from active builders affect resale.

Crosswinds master plan expanded to over 3,000 homes

2021

NeutralMajor impact

SignificanceRadius: Community

A large multi-phase master plan means a long build-out, sustained new-build supply, and active construction that can affect resale timing within the community.

Crosswinds East Community Development District in place

2022

NeutralMajor impact

SignificanceRadius: Community

The CDD levies a non ad valorem assessment on the tax bill for infrastructure, so the assessment plus HOA is essential diligence on the real carrying cost.

Multiple national and regional builders active

Ongoing

NeutralNotable impact

SignificanceRadius: Community

Several builders selling new construction means choice and incentives for buyers, but also new-build competition that resale homes must price against.

Highway 17 and Highway 27 corridor growth

Ongoing

BullishNotable impact

SignificanceRadius: Area

Position between Orlando and Tampa on a growing corridor with nearby retail underpins the commuter and convenience case that supports demand.

Newer construction versus older resale stock

Ongoing

BullishMinor impact

SignificanceRadius: Community

As newer construction the homes generally carry builder warranties and modern systems, which helps the maintenance and insurance picture versus older stock.

Polk County growth and traffic pressure

Ongoing

NeutralNotable impact

SignificanceRadius: Area

Rapid Polk County growth supports demand but also adds traffic and infrastructure strain, so confirm real commute times for your routine.

Direction, significance, and effect-radius ratings are Momentum's proprietary, qualitative read of the sourced items below, not investment advice or a prediction for any specific home.

Development, infrastructure, retail, and school activity affecting Crosswinds East, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated June 2026.

Showing the latest, scroll for all updates ↓

July 2021
Development
Cassidy Crosswinds development in Haines City expanded to over 3,000 homes
Reporting described the Cassidy Crosswinds master plan in Haines City being expanded to more than 3,000 homes across multiple phases spanning Haines City and unincorporated Polk County, east of Powerline Road. Why it matters: A large multi-phase build-out means sustained new-build supply and a long construction horizon, both of which belong in resale and timing diligence. Source
July 2022
Governance
Crosswinds East Community Development District established
The Crosswinds East Community Development District was established on July 5, 2022 under Polk County Ordinance No. 2022-051, creating a special-purpose local government to fund and maintain community infrastructure through assessments. Why it matters: The CDD assessment on the tax bill is part of the real carrying cost here, so the assessment plus HOA is core diligence for any buyer. Source

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.

The Strategy

The Crosswinds East buying strategy.

If we were buying in Crosswinds East, this is the order of operations we would run, and the one we run for our clients.

Read the CDD assessment on the tax bill first. In a CDD community, the non ad valorem assessment can move the real carrying cost as much as the HOA, so pull the actual figure for the exact address.

Confirm the HOA dues and what they cover. Ask what the dues include, the amenity access, and any rules, and read the current community documents rather than the model-home pitch.

Verify the builder, collection, and warranty. Different builders and floor plans deliver different finishes and warranties, so confirm the exact builder, plan, square footage, and structural warranty for the home.

Pick the lot and the phase. In a still-building master plan, lot position, water or conservation views, and how far the surrounding phase is from completion set value and the construction-noise picture.

Cross-shop nearby Crosswinds sections and Davenport master plans, such as Horse Creek at Crosswinds, to benchmark price, dues, and floor plans before you commit.

The Quick Decision

Best Buy

A well-positioned lot with a strong floor plan from a reputable builder in a near-complete phase

Biggest Risk

Underbudgeting the CDD assessment plus HOA, and active construction in unfinished phases

Best Lot

A lot with a conservation or water view, away from future construction staging

Smart Timing

Confirm the CDD assessment, HOA dues, and warranty before you offer

Deep-Dive Intelligence

The full read, only if you want it.

The takeaway

On mobile, tap any heading below to open it. This is the home by home, lot by lot, club and renovation detail, organized so you can jump straight to what matters to you.

Community Details at a Glance

Crosswinds East Homes For Sale

What your money buys in Crosswinds East.

The takeaway

Three honest price bands. Condition and lot, not the square footage alone, decide where a home lands.

Here are the broad resale bands in Crosswinds East today. The right home is the one matched to your budget and the renovation math, so seeing fitting listings early is the edge.

The Entry Home

A townhome or smaller single-family floor plan, the affordable way into the community, where lot position and finishes drive value.

Lowest entry

The Core Home

A mid-size single-family floor plan on a solid lot in a near-complete phase, the heart of the community resale market.

Most inventory

The Top

A larger floor plan with upgrades on a premium conservation or water-view lot, the homes that tend to hold value best.

Strongest resale

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

See Off-Market & Private Listings

What Your Money Buys

What ~$900K buys here.

Three realistic price bands. Where a home lands comes down to condition and lot, not square footage alone.

The Entry Home

A townhome or smaller single-family floor plan, the affordable way into the community, where lot position and finishes drive value.

The Core Home

A mid-size single-family floor plan on a solid lot in a near-complete phase, the heart of the community resale market.

The Top

A larger floor plan with upgrades on a premium conservation or water-view lot, the homes that tend to hold value best.

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

Operator Intelligence

Renovation & Resale Intelligence

The factors that actually move value in Crosswinds East, condition, lot, and the renovation math, read from current listings and recent sales.

15-Second Take

Renovation math decides the deal
Golf and lake lots resell strongest
Roof and HVAC age drive the insurance quote
Interior lots are where buyers overpay

Proprietary Data

The renovation premium.

Renovated-listing inventory in Crosswinds East is too thin right now to compute a reliable renovation premium. We read condition home by home against real comps before you offer.

Lot Value

The lot premium.

On golf, lake, and preserve frontage, the homesite is the part of your money the market gives back at resale. The house can be renovated; the lot cannot, so premium lots hold their value better than interior ones. How much more they command varies by frontage, view, and condition, which is why we read it home by home against real comparable sales rather than a single headline figure.

Operator Note

Most buyers overpay on interior lots in the back half of the community. A sharp renovation can distract you, but the weaker resale position follows the lot, not the finishes. We read the homesite before the kitchen.

Resale Strength Scorecard

How well Crosswinds East holds value.

Our read on the factors that protect resale here, and the one to manage.

Home ageNewer construction, builder warranties common

CDD assessment and HOARead the assessment and dues per address

Build-out and construction stageActive phases, confirm completion timeline

Location and corridor accessHighways 17 and 27 between Orlando and Tampa

Lot and view qualityVaries by lot, conservation and water lots best

Momentum analysis based on the no-CDD structure, central location, built-out lot scarcity, the funded club plan, and the all-resale 1990s housing stock. Not a guarantee of future value.

Operator Note

The strongest value pocket is usually a renovated golf or lake home priced just under the next tier up. Buyers chasing the single biggest estate often pay estate prices for what is really a renovation project.

5 Mistakes Buyers Make in Crosswinds East

15-Second Take

Calling the listing agent (who works for the seller)
Misjudging the renovation budget
Overpaying for an interior lot
Ignoring the optional club cost
Skipping the roof, HVAC, and systems check

In an all-resale, seven-figure, renovation-driven market, the same five mistakes cost buyers the most. Every one is avoidable with the right preparation before you tour.

Calling the listing agent

The agent on the sign works for the seller. In a market where condition swings price by hundreds of thousands, negotiating against that agent with no one in your corner is the costliest move of all.

Misjudging the renovation math

A dated home looks like a deal until you price the roof, HVAC, pool, and full modernization honestly. Underbudget the reno and the bargain becomes the expensive house.

Overpaying for an interior lot

Golf frontage, lakefront, and preserve lots carry real, durable premiums. Pay an estate price for an interior lot and you are buying the weakest version of the value.

Ignoring the club decision

The club is optional and separate, so two similar homes can cost very differently to own. Buyers who do not price the membership they will actually use misread their real monthly number.

Skipping the systems check

A 1990s home means 1990s-era systems unless updated. Roof age, HVAC age, pool equipment, and prior renovations drive both price and insurability, and a thorough inspection matters more here than in a new build.

“

Crosswinds East is a newer section of a large master plan with a CDD, not a townwide average. The deal is won or lost on the CDD assessment, the HOA, the builder and floor plan, and the lot.

Jon Brooks · Founder, Momentum Realty

Momentum Intelligence

Momentum Buy Score.

Our proprietary 0 to 10 read across the five factors that decide how a home here buys, holds, and resells.

7.2B · Buy Score

Resale Strength7.0/10

Renovation Risk3.0/10

Location Efficiency7.4/10

Long-Term Defensibility6.8/10

Carrying Cost Advantage5.8/10

Momentum Intelligence Scores are our proprietary, qualitative assessment based on the analysis on this page, on a 0 to 10 scale. They are a framework for comparing communities, not a guarantee of future value or advice on a specific home.

Momentum Housing Intelligence

Why our read on Crosswinds East is different.

Most pages on this community are an automated estimate wrapped in stock copy. This one is built from the live Stellar MLS feed, fourteen years of closed sales, and a renovation-by-renovation read of what actually moves value here, lot by lot. No Zestimate, no guesswork.

Live Stellar MLS feed14 years of closed salesRenovation-premium analysisLot-by-lot, no automated estimates

Jon Brooks, founder of Momentum Realty. A housing economist with a background in real estate investment banking at Deutsche Bank and consulting at Ernst & Young, who has built and analyzed Northeast Florida real estate from the ground up.

About the analyst · Our methodology

Which Lots & Views Hold Value Best

Proprietary Data · Lot Value Map

Where the value actually sits. Each home is shaded by its price per square foot (a value read, not just a price) and ringed by lot type, so you can see at a glance which pockets carry a real, durable premium and where a renovation play makes sense.

Value ($/sqft)

$261 value$401 premium

Lake / waterPreserveInterior

Fill = price per square foot; ring = lot type, inferred from listing descriptions. Sold homes are shown by realized $/sqft (lot type not always recorded). Asking and recent-sold figures from Stellar MLS; for orientation, not an appraisal.

15-Second Take

In a master plan, the lot and floor plan set value
Conservation and water-view lots tend to hold value best
Confirm how close the surrounding phase is to completion
Read the CDD assessment and HOA before the finishes
Verify any FEMA flood zone and insurance per address

In a newer master-plan section, the part of your money the market protects is the lot position, the floor plan, and the carrying cost behind them. Lots with conservation or water views in near-complete phases tend to hold value better than interior lots next to ongoing construction. The interior finishes can be updated; the lot, the view, and the CDD assessment plus HOA cannot. Read the CDD assessment, the HOA dues, the phase timeline, and any flood zone first, then price the floor plan and condition of the home against them.

The 15-Second Verdict

Crosswinds East in 15 seconds.

Best forBuyers who want newer construction with amenities on the Orlando-to-Tampa corridor.

Biggest advantageA newer master plan with resort-style amenities and a range of builders and floor plans.

Biggest riskThe CDD assessment plus HOA and active construction in unfinished phases.

Sweet spotA strong floor plan on a good lot in a near-complete phase from a reputable builder.

Avoid ifYou want an established, no-HOA neighborhood or large private acreage.

HOA Dues, the CDD Assessment & What You Carry

15-Second Take

Read the CDD assessment on the tax bill, not just the HOA dues
Confirm the HOA dues and what amenities they include
Ask whether the CDD assessment includes a bond debt portion
Carry your own homeowner and confirm any flood requirement
Verify the total monthly carrying cost per address

This is an HOA community inside a Community Development District, so you carry two community costs: HOA dues that typically cover the shared amenities and common-area maintenance, and a separate CDD non ad valorem assessment on the annual tax bill that funds and maintains community infrastructure. The HOA dues line alone does not tell the story; the CDD assessment matters just as much. Confirm the current HOA dues and the actual CDD assessment for the exact address from the latest community documents and the county tax record.

HOA dues on a community like this generally cover access to the shared amenities and the upkeep of common areas and entry features. The CDD assessment is separate and is collected on the tax bill for community infrastructure and its long-term maintenance. Owners still carry their own homeowner insurance. Verify exactly what the HOA fee covers, what the CDD assessment funds, and what each owner must insure and maintain separately.

Run Your Numbers

Tools for a Crosswinds East buy.

Free calculators to pressure-test the real cost before you tour.

Mortgage paymentPrincipal, interest, taxes, and insurance on a specific price.Property taxPolk County millage and the homestead picture.Rent vs buyThe breakeven on owning in Crosswinds East.Save Our HomesProject your homestead tax cap over time.

The takeaway

Selling here is won on condition and view, not the Zestimate. The right number comes from closed comps matched to your renovation level and lot.

Selling in Crosswinds East

Price to the builder, the floor plan, the lot, and the carrying cost, not a community average.

Selling here means pricing to your specific home and lot and the real carrying cost, not a community-wide estimate. The builder, the floor plan, the condition, the lot position, and how the CDD assessment plus HOA compare to nearby homes are what set your number.

Momentum listings (YTD)

97.98%

Sold-to-list ratio across our market for our agents, sellers keeping more of their price.

Market average (YTD)

96.73%

The broader metro average sold-to-list ratio over the same period.

Momentum days on market

64 days

Median days on market for our listings, faster sales mean less carrying cost and stronger leverage.

Market days on market

72 days

The broader metro median over the same period.

Sold-to-list and days-on-market figures reflect Momentum Realty listings versus our market average, year to date. Your home's result depends on pricing, condition, lot, view, and preparation.

In Crosswinds East, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Horse Creek at Crosswinds, a home priced to the community average instead of its true condition and view either leaves money on the table or sits. A renovated kitchen, newer roof and HVAC, and a golf or lake view all deserve to show up in your price, and a buyer pool reading renovation math needs to be shown why your home is worth it. We build that case with real comps and a pricing strategy for the current market.

What is your Crosswinds East home worth?

Get a no-obligation home value based on real comparable sales in Crosswinds East matched to your condition, lot, and view, 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 East on the map →
Or get your Crosswinds East home value & selling guide →

Real comps, not a Zestimate.

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.

$1,674/mo

Polk County typical true cost to own

$161/mo

Polk County typical home insurance

Has a CDD

Bond assessment on top of taxes

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 East Market Scorecard

Thin data

Crosswinds East is currently a thin data. Limited supply, a median asking price of n/a.

n/a

Months supply

n/a

Median list

n/a

Median sold

n/a

Per sqft

n/a

Days on mkt

0/0/0

Active/Pend/Sold

Go deeper: true cost calculator · affordability calculator.

Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

Where is Crosswinds East?

It is the eastern Community Development District section of the Cassidy Crosswinds master-planned community in Haines City, Polk County, ZIP 33844, east of Powerline Road and north of Johnson Avenue East.

Is Crosswinds East the same as Crosswinds?

Crosswinds East is the eastern CDD section of the larger Crosswinds master plan in Haines City. The broader Crosswinds plan spans multiple phases and sections, so confirm the exact section, CDD, and address on any listing.

When were the homes built?

Crosswinds is a newer master plan that has been delivering homes in recent years, with builders actively selling new construction (builder community pages, 2026). Confirm the exact year built for any specific home, since the community spans multiple phases and build years.

Who developed Crosswinds East and who builds the homes?

The community is developed by the Cassidy organization, and homes are delivered by national and regional builders. Coverage and builder pages cite D.R. Horton, Lennar, Meritage Homes, Casa Fresca, and Maronda among the active homebuilders. Confirm the exact builder for any home.

What is the Crosswinds East CDD?

The Crosswinds East Community Development District is a special-purpose local government established in 2022 under Polk County ordinance that funds and maintains community infrastructure through a non ad valorem assessment on the annual tax bill, in addition to HOA dues. Confirm the assessment for the exact address.

What does a CDD assessment cost here?

A CDD assessment varies by lot, phase, and any bond debt allocated to the parcel, so there is no single figure. Pull the actual non ad valorem assessment from the county tax record for the exact address, and confirm whether it includes a bond debt portion and an operations and maintenance portion.

What does the HOA cover?

HOA dues generally cover access to the shared amenities and common-area maintenance. The CDD assessment is separate. Confirm the current HOA dues, the amenity access, and any rules from the latest community documents.

What amenities does the community have?

Builder and community pages describe resort-style amenities including a community pool with a cabana or pool house, a clubhouse, a playground, walking or multi-use trails, dog parks, and sports courts and fields (builder community pages, 2026). Confirm which amenities are complete and the access rules for the section.

What home types are available?

The community offers single-family homes and townhomes across multiple floor plans and collections from several builders, with a broad range of sizes. Confirm the exact floor plan, square footage, bedroom count, and lot for any specific home.

What insurance do I need as an owner?

You carry your own homeowner policy on a single-family home or townhome. Confirm whether the home is in a FEMA flood zone and whether flood insurance is required or advisable, and on townhomes confirm what any master policy covers. Quote the specific address before you buy.

What schools serve Crosswinds East?

It is part of Polk County Public Schools, with assignment by address that can change. Confirm the exact zoned elementary, middle, and high schools for the specific address, and note that magnet and choice options may apply.

What is nearby?

The community sits on the Highway 17 and Highway 27 corridor between Orlando and Tampa, with nearby retail including a Publix-anchored center and Posner Park, plus access to Central Florida attractions a drive away. Confirm real drive and walk times for your routine.

Is Crosswinds East a good investment?

Newer construction on a growing corridor supports demand, but this is a CDD community, so the CDD assessment, the HOA dues, the builder and floor plan, and the lot drive the outcome, and active construction can affect resale timing. This is not a guarantee of future value; read the documents and the math.

How does it compare to other Crosswinds sections and nearby master plans?

Other Crosswinds sections and nearby Davenport and Haines City master plans, such as Horse Creek at Crosswinds, offer comparable newer construction, amenities, and CDD or HOA structures. Which is the better buy depends on your budget, builder, floor plan, lot, and the carrying cost.

Who is the best real estate agent for Crosswinds East?

The best agent for Crosswinds East is one who actively works Haines City and knows the community's pricing, HOA and CDD details, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Crosswinds East.

How do I find a top Haines City real estate agent who knows Crosswinds East?

Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Crosswinds East and the wider Haines City area.

Can Momentum Realty connect me with an agent for Crosswinds East?

Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Crosswinds East purchase or sale - no call center and no pressure.

The Verdict

Should you buy in Crosswinds East?

An honest fit check. We will tell you when it is not your community.

Buyers who want newer construction with a builder warrantyExcellent fit

Buyers who value resort-style amenities in a master planExcellent fit

Commuters who want the Orlando-to-Tampa corridor via Highways 17 and 27Excellent fit

Buyers who will read the CDD assessment and HOA dues closelyExcellent fit

Buyers who want a range of builders and floor plans to compareExcellent fit

Buyers who want an established, fully built-out neighborhoodProbably not

Anyone unwilling to verify the CDD assessment and HOA per addressProbably not

Buyers who want large private acreage or no HOA rulesProbably not

Buyers who want a walkable urban setting rather than a suburban master planProbably not

Buyers unwilling to live near active construction in unfinished phasesProbably not

Get the inside read on Crosswinds East

Whether you are buying a renovation project, comparing the lots and views, weighing the optional club, or selling your Crosswinds East home, tell us what you need. Every inquiry comes straight to us. We represent you, not the seller, and what your agent is paid is negotiable and set in a written buyer agreement up front. No obligation, no spam, no high-pressure follow-up.

You are all set.

A Momentum Realty Crosswinds East specialist will reach out personally, usually the same day.

Thinking about hiring an agent here? How to find the best real estate agent in Crosswinds East — what to look for, questions to ask, and your local expert.

Photography on this page is sourced from active and recently sold MLS listings in this community and remains the property of the listing brokerage and/or photographer. Listings courtesy of Stellar MLS as distributed by MLS GRID. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing; deemed reliable but not guaranteed by MLS GRID.

Crosswinds East Homes for Sale in Haines City, FL

The 60-Second Overview

Who Crosswinds East is best for.

Best for

Probably not for

How Crosswinds East is performing right now

Crosswinds East on the map.

The Club & Membership

How far is everything?

Nearby Communities

Schools

Polk County Public Schools (verify by address)

Confirm zoned elementary, middle, and high

Magnet and choice options may apply

Recent Developments in Crosswinds East

Crosswinds master plan expanded to over 3,000 homes

Crosswinds East Community Development District in place

Multiple national and regional builders active

Highway 17 and Highway 27 corridor growth

Newer construction versus older resale stock

Polk County growth and traffic pressure

Cassidy Crosswinds development in Haines City expanded to over 3,000 homes

Crosswinds East Community Development District established

The Crosswinds East buying strategy.

The full read, only if you want it.

What your money buys in Crosswinds East.

What ~$900K buys here.

Renovation & Resale Intelligence

The renovation premium.

The lot premium.

How well Crosswinds East holds value.

5 Mistakes Buyers Make in Crosswinds East

Calling the listing agent

Misjudging the renovation math

Overpaying for an interior lot

Ignoring the club decision

Skipping the systems check

Momentum Buy Score.

Why our read on Crosswinds East is different.

Which Lots & Views Hold Value Best

Crosswinds East in 15 seconds.

HOA Dues, the CDD Assessment & What You Carry

Tools for a Crosswinds East buy.

Price to the builder, the floor plan, the lot, and the carrying cost, not a community average.

In Crosswinds East, condition and view decide your number

What is your Crosswinds East home worth?

Price History: What Homes Here Have Actually Sold For

The real cost & risk here

Crosswinds East Market Scorecard

Frequently Asked Questions

Should you buy in Crosswinds East?

Get the inside read on Crosswinds East

You are all set.

Need to sell fast in Polk County?

You just read the data. Now see what your home is worth.