Cypress Ridge
Homes for Sale in Kissimmee, FL
All 2,933 homes for sale in Kissimmee, FL · median $373,400 · 173 homes for sale in 34741 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 13 closed sales in Cypress Rdg Ph 2 in Kissimmee, FL since 2021, the most recent in August 2025. Across Kissimmee as a whole, 2,431 homes closed in the last 12 months at a median of $387,990, 62 median days on market, with 1,223 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,910 ($5,310 with the full homestead exemption).
Cypress Ridge Ph 2 is a market with very little current MLS activity behind it right now — the snapshot shows just two closings in this window, which is not enough volume to draw a reliable price trend from. Anyone using a headline median or average here would be leaning on a data set too thin to trust on its own.
That thinness cuts both ways. For sellers, it means positioning depends far more on a direct comp pull from nearby phases and recent sales than on any community-wide number. For buyers, it means there is room to negotiate on individual home condition and terms rather than react to a posted 'market price' that barely exists yet.
Nearby homes for sale
No active listings inside Cypress Rdg Ph 2 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
Cypress Ridge Ph 2 sits within the broader Cypress Ridge development in Kissimmee, Osceola County, and current MLS listings do not identify any shared community amenities — buyers should confirm directly whether this phase includes any HOA-maintained features.
Stellar MLS sales records identify 60 homes in Cypress Ridge that have changed hands since 2019, built between 2018 and 2021 (median 2020), with a median living area of about 1,747 sq ft and a typical 3-bedroom, 2.5-bath layout; 93% are townhomes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
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.
Who Cypress Ridge is best for.
Best for
- A buyer comfortable making decisions with a broker-sourced comp analysis rather than a public market median.
- A buyer or seller who wants to verify HOA and amenity details directly rather than assume from listing data.
- Someone prioritizing the Kissimmee/Osceola location itself over a specific, well-documented pricing trend.
Probably not for
- A buyer who wants a clear, data-supported price range before writing an offer.
- A seller expecting a strong recent-sales record to support an aggressive list price.
- Anyone assuming resort-style or HOA-maintained amenities without confirming them first.
The market around Cypress Ridge
Cypress Ridge is too small for its own price trend, so here is the market around it.
In ZIP 34741, 299 homes are on the market and 15% are under contract — a slower corner of Kissimmee.
Across Osceola County, 4,423 homes are active and 1,079 pending (20% under contract).
In ZIP 34741 (Kissimmee), 745 homes closed in the last 12 months at a median of $411K ($205/sq ft), down 2.2% year over year, with a median 44 days on market. Right now 201 active and 47 pending listings put supply at about 6.0 months — a balanced market. See the live ZIP 34741 housing market and the Osceola County market.
ZIP and county figures describe the wider market, not Cypress Ridge specifically. Momentum Research analysis of MLS records.
The Cypress Ridge buying strategy.
If we were buying in Cypress Ridge 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 Cypress Ridge.
What the Numbers Can't Tell You Yet
With only two recorded closings in the current window, this is not a segment where you can point to a median price and call it representative. Pricing conversations here have to be built home-by-home, using recent comparable sales pulled from a wider radius and adjusted for condition, lot, and finish level rather than a community average.
The MLS data also does not surface any identified community amenities for this phase. That does not necessarily mean there are none — it may simply reflect what current listings chose to disclose — so confirming HOA details, any shared facilities, and associated fees directly with the community association is a necessary step before assuming what is or is not included.
The location and the amenities are priced into every listing in Cypress Ridge. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a market this thin on public transaction data, the value of a broker is in the legwork the MLS snapshot cannot do — pulling true comparables from surrounding phases, verifying what amenities and HOA terms actually apply to this specific section, and pricing or negotiating off real recent activity instead of a headline number that only reflects two sales.
Cypress Ridge in 15 seconds.
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 Cypress Ridge 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 Cypress Ridge sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Cypress Ridge, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Cypress Ridge home worth?
Get a no-obligation home value based on real comparable sales in Cypress Ridge, 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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Should you buy in Cypress Ridge?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2021 (13 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 local comps.
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See how Cypress Ridge Ph 2 fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Cypress Ridge
Where is Cypress Ridge?
Cypress Ridge is a community in Kissimmee, Osceola County, Florida, ZIP 34741.
Are there homes for sale in Cypress Ridge right now?
No active listings inside Cypress Ridge at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Cypress Ridge have an HOA or CDD?
No HOA is on record for Cypress Ridge in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
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