Cypress Cay Ph 1
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
209 homesBuilt 2021–2024
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data4 years of closingsFL DOR public recordsUpdated twice daily
Live · Cypress Cay Ph 1 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
2
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
32%
Owner-occupied · Cypress Cay Ph 1
66 of 209 parcels homesteaded (FL DOR 2025)
68%
Non-owner-occupied · Cypress Cay Ph 1
incl. 24% trust or LLC-held · 12% out-of-state
20%
Cash buyers · Cypress Cay Ph 1
1 of 5 sales, 12 mo ending June 2023
209
Homes in the community
209 residential parcels (FL DOR 2025)
Track record · 4 years of records
Est. 2021
Community established
homes built 2021-2024, median 2023 (FL DOR 2025)
4
Failed listings · 2026
peaked at 9 in 2025
1.0%/yr
Turnover rate
about 2 of 209 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Cypress Cay Ph 1 is a new-construction pocket in Kissimmee, with all 209 homes built between 2021 and 2024 and a median build year of 2023. When inventory is this uniform in age and condition, price is driven less by vintage and more by floor plan, lot, and how a given seller has finished and maintained the home. The median living area sits around 1,851 square feet, so the spread you see in list prices will track size and upgrades rather than deferred-maintenance discounts.

The homestead share is about 32%, which tells you a meaningful slice of these homes are not primary residences. For a buyer, that means you should expect competition and comparables that include investor and second-home activity, and you should underwrite carefully. For a seller, it means your pricing needs to be grounded in recent same-plan closings, not aspirational rounding.

Best for

  • Buyers prioritizing recent construction and low near-term maintenance in Osceola County
  • Buyers comfortable in the mid-size range around 1,851 square feet who want a move-in-ready plan
  • Investors or second-home buyers who understand the community's lower homestead share and want newer product

Probably not for

  • Buyers seeking a fixer or condition-based discount, which this young stock rarely offers
  • Buyers who want a long, deep resale track record before committing
  • Buyers set on a mature neighborhood with large lots and established landscaping

The market around Cypress Cay Ph 1

Cypress Cay Ph 1 is a small community — 19 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.

Across Osceola County, 4,370 homes are active and 1,137 pending (21% under contract).

Homes here are townhouse.

ZIP and county figures describe the wider market, not Cypress Cay Ph 1 specifically. Momentum Research analysis of MLS records.

If we were buying in Cypress Cay Ph 1 today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 Cypress Cay Ph 1.

Best Buy
Buyers who want a newer home in Kissimmee with minimal deferred maintenance.
Biggest Risk
A thin closings window means comps can swing on a single sale.
Sweet Spot
A well-kept home near the ~1,851 sq ft median, priced to recent same-plan closings.
Avoid If
You need established resale history or a mature, decades-settled setting.

A new-build subdivision still finding its resale rhythm

With a 2021–2024 build window and a 2023 median, Cypress Cay Ph 1 has almost no aging stock to weigh against newer homes, so the usual condition-based discounts don't apply here the way they do in older neighborhoods. That compresses the reasons prices vary down to square footage, plan, and finish level, and the roughly 1,851-square-foot median gives you a reasonable center of gravity to measure a listing against.

The thinner point is transaction depth: this snapshot rests on a narrow closings window, so any single sale carries outsized weight in the comps. That argues for patience and disciplined pricing on both sides rather than reacting to one high or low number.

The location and the amenities are priced into every listing in Cypress Cay Ph 1. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a community this new and this uniform, the edge comes from reading same-plan closings correctly and not letting a single outlier set your expectations. We track Cypress Cay Ph 1 at the plan-and-lot level, account for the roughly 32% of homes that aren't homesteaded when we weigh comparables, and price to what the market has actually paid — not to a rounded number that feels good.

Cypress Cay Ph 1 in 15 seconds.

Best forBuyers who want a newer home in Kissimmee with minimal deferred maintenance.
Biggest advantageA uniform, recent build profile that keeps condition surprises to a minimum.
Biggest riskA thin closings window means comps can swing on a single sale.
Sweet spotA well-kept home near the ~1,851 sq ft median, priced to recent same-plan closings.
Avoid ifYou need established resale history or a mature, decades-settled setting.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Cypress Cay Ph 1 sales matched to your home.

What is your Cypress Cay Ph 1 home worth?

Get a no-obligation home value based on real comparable sales in Cypress Cay Ph 1, 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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Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Cypress Cay Ph 1?
The Florida DOR 2025 assessment roll shows 209 homes in Cypress Cay Ph 1 (public records).
What share of Cypress Cay Ph 1 is owner-occupied?
32% of Cypress Cay Ph 1 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Cypress Cay Ph 1 built?
Homes in Cypress Cay Ph 1 were built between 2021 and 2024, with a median year built of 2023.0 (FL DOR 2025 roll).
Do cash buyers compete in Cypress Cay Ph 1?
Cash buyers took 20% of Cypress Cay Ph 1 sales in the 12 months ending June 2023 (1 of 5 closings, Stellar MLS).
Who is the best real estate agent for Cypress Cay Ph 1?
The best agent for Cypress Cay Ph 1 is one who actively works Kissimmee and knows the community's pricing, fees, 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 Cypress Cay Ph 1.
How do I find a top Kissimmee real estate agent who knows Cypress Cay Ph 1?
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 Cypress Cay Ph 1 and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Cypress Cay Ph 1?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Cypress Cay Ph 1 purchase or sale - no call center and no pressure.
Buyers prioritizing recent construction and low near-term maintenance in Osceola CountyExcellent fit
Buyers comfortable in the mid-size range around 1,851 square feet who want a move-in-ready planExcellent fit
Investors or second-home buyers who understand the community's lower homestead share and want newer productExcellent fit
Buyers seeking a fixer or condition-based discount, which this young stock rarely offersProbably not
Buyers who want a long, deep resale track record before committingProbably not
Buyers set on a mature neighborhood with large lots and established landscapingProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (3 streets, ZIP 34746))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2022 (11 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.

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More Kissimmee & Kissimmee, St. Cloud & Osceola County guides

Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Kissimmee, St. Cloud & Osceola County or the full Neighborhood Finder.

Thinking of selling in Cypress Cay Ph 1? 2 recorded closings (window ending 2026-07-13). See the Osceola County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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