Cypress Ridge Kissimmee in Wimauma
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data1 years of closingsUpdated twice daily

As of September 2026, cypress ridge in Wimauma, FL has 1 home for sale. Homes listed or recently sold were built 2018 - 2021; 7 of 7 report an HOA (median $250/mo); none of the 7 geocoded homes sit in a FEMA special flood hazard zone (median elevation 86 ft).

Live · Cypress Ridge Kissimmee Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
2.0mo
Supply
3 to 6 months is the balanced band
0%
Under contract
Hillsborough: 24% (1,939 of 8,213)
1 · 0
For sale · pending
live counts, refreshed twice daily
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Cypress Ridge sits in a buyer-leaning posture right now, with nine months of supply against just three active listings across a 375-home community. That combination is unusual: the raw count of homes for sale is thin, but the pace of sales relative to that supply is slow enough to keep leverage with buyers rather than sellers.

With homestead share at zero, none of the current owners have filed for a homestead exemption here, which points to a community currently weighted toward non-primary or investment ownership rather than owner-occupied use. That matters for how you negotiate and how you underwrite a purchase - pricing conversations here are likely to be shaped more by carrying-cost math than by move-in urgency.

Cypress Ridge Kissimmee Housing Pulse · Momentum Research · as of September 12, 2026

Cypress Ridge Kissimmee right now

🔴 Seller-leaning market. 2.0 months of supply and 0% of the inventory already under contract give sellers the pressure advantage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of September 12, 2026. Confidence: Low (1 active and pending listings, 0 closed sales in 12 months).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

· Updated September 15, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

The 60-Second Overview

Cypress Ridge is a gated, deed-restricted community in Wimauma (Hillsborough County) built around a small set of shared amenities rather than a large resort-style package, with reclaimed irrigation service keeping landscaping costs in check for the HOA.

Stellar MLS sales records identify 6 homes in cypress ridge that have changed hands since 2025, built between 2025 and 2026 (median 2026), with a median living area of about 2,430 sq ft and a typical 4-bedroom, 2.5-bath layout; 100% 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.

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.

Best for

  • Buyers who want deed-restricted, gated community structure without guard-staffed access
  • Investment-minded buyers comfortable underwriting in a market with zero current homestead-exemption share
  • Patient buyers who can work with a limited pool of active listings and slower absorption

Probably not for

  • Buyers who need a large pool of active comparables to negotiate confidently
  • Buyers seeking an extensive amenity package beyond a pool, playground, and trails
  • Buyers who want a fast, competitive-offer environment rather than a buyer-leaning one

The market around Cypress Ridge Kissimmee

Cypress Ridge Kissimmee is too small for its own price trend, so here is the market around it.

In ZIP 33598, 331 homes are on the market and 25% are under contract — a steady corner of Wimauma.

Across Hillsborough County, 6,274 homes are active and 1,939 pending (24% under contract).

In ZIP 33598 (Wimauma), 932 homes closed in the last 12 months at a median of $360K ($174/sq ft), down 4.9% year over year, with a median 38 days on market. Right now 169 active and 57 pending listings put supply at about 3.7 months - a balanced market. See the live ZIP 33598 housing market and the Hillsborough County market.

ZIP and county figures describe the wider market, not Cypress Ridge Kissimmee specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in CYPRESS RIDGE, KISSIMMEE

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
3.85%
1 of 26 listings · short sale 1
Distress share trend - 3.85% now (2026-08-12 → 2026-09-11)

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 September 2026 through September 2026. Deemed reliable but not guaranteed.

Homes For Sale Right Now in Cypress Ridge Kissimmee

Live MLS inventory for Cypress Ridge Kissimmee. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.

Active and pending Cypress Ridge Kissimmee listings as of 2026-09-14, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2025 through 2025. Tap any home to ask about it.

Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.

Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.

If we were buying in Cypress Ridge Kissimmee 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

Come strong and clean. Homes here move, so lead with your best terms and financing ready rather than a low anchor.

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 Ridge Kissimmee.

Best Buy
Buyers comfortable in a low-inventory, slow-pace market who are patient about timing a purchase.
Biggest Risk
With only three homes on the market, comparable sales data will be limited for pricing decisions.
Sweet Spot
Best suited to buyers who want a gated, deed-restricted setting with basic shared amenities rather than a resort package.
Avoid If
Skip this one if you need a wide selection of active listings to compare before deciding.

A thin market moving at its own pace

Three active listings out of 375 total homes is a small slice of inventory by any measure. Normally that would signal a tight, competitive market, but the nine-month supply figure tells the other half of the story: at the current sales pace, it would take roughly nine months to clear what's on the market today. That's a buyer-leaning read - supply is outrunning demand even though the absolute number of homes for sale is low.

The amenity set - playground, pool, trails, community mailbox, and gated access without a guard - is standard deed-restricted community infrastructure, not a luxury package. Deed restrictions and HOA governance are in place, so buyers should expect architectural and use guidelines typical of a managed community, and should confirm current rules and fees directly with the HOA rather than assume anything from the listing history.

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

With only three active listings, there's little room for guesswork - we track this community's Stellar MLS activity closely enough to flag a new listing or a shift in the supply picture before it's obvious from the outside, and we push directly to the HOA for amenity and restriction verification rather than relying on secondhand listing notes.

Cypress Ridge Kissimmee in 15 seconds.

Best forBuyers comfortable in a low-inventory, slow-pace market who are patient about timing a purchase.
Biggest advantageCurrent conditions favor buyer leverage given the nine-month supply relative to what's actively listed.
Biggest riskWith only three homes on the market, comparable sales data will be limited for pricing decisions.
Sweet spotBest suited to buyers who want a gated, deed-restricted setting with basic shared amenities rather than a resort package.
Avoid ifSkip this one if you need a wide selection of active listings to compare before deciding.

HOA, CDD & Fees

In short
  • HOA dues reported around $250/month (about $3,000/yr) · median of 21 MLS listings, most billed monthly
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $250 per month ($3,000 a year) - the median AssociationFee across 21 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

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 Ridge Kissimmee sales matched to your home.

What is your Cypress Ridge Kissimmee home worth?

Get a no-obligation home value based on real comparable sales in Cypress Ridge Kissimmee, 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.

Recently off market in cypress ridge

Homes in cypress ridge 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. 2 on record.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Osceola County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,241/mo
Osceola County typical true cost to own
$145/mo
Osceola County typical home insurance
Check CDD
Confirm before you offer

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.

CYPRESS RIDGE Market Scorecard

Strong seller's market

CYPRESS RIDGE is currently a strong seller's market. About 2.0 months of supply, a median asking price of $335,995, and homes go under contract in about 112 days.

2.0
Months supply
$335,995
Median list
$329,500
Median sold
$192
Per sqft
112
Days on mkt
1/0/6
Active/Pend/Sold

Typical home value in the 34741 ZIP is $286,616, about 14.2% above the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · 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

Is Cypress Ridge Kissimmee a buyer's or seller's market right now?
As of September 12, 2026, Cypress Ridge Kissimmee leans toward sellers: 2.0 months of supply at the current sales pace (Stellar MLS live counts).
Who is the best real estate agent for Cypress Ridge Kissimmee?
The best agent for Cypress Ridge Kissimmee is one who actively works Wimauma 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 Ridge Kissimmee.
How do I find a top Wimauma real estate agent who knows Cypress Ridge Kissimmee?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Cypress Ridge Kissimmee and the wider Wimauma area.
Can Momentum Realty connect me with an agent for Cypress Ridge Kissimmee?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Cypress Ridge Kissimmee purchase or sale - no call center and no pressure.
Buyers who want deed-restricted, gated community structure without guard-staffed accessExcellent fit
Investment-minded buyers comfortable underwriting in a market with zero current homestead-exemption shareExcellent fit
Patient buyers who can work with a limited pool of active listings and slower absorptionExcellent fit
Buyers who need a large pool of active comparables to negotiate confidentlyProbably not
Buyers seeking an extensive amenity package beyond a pool, playground, and trailsProbably not
Buyers who want a fast, competitive-offer environment rather than a buyer-leaning oneProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 14, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2025 (3 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.

Looking to buy here? Search homes for sale →

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CallFree valuation →
Thinking of selling in cypress ridge? See the Hillsborough 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.

Nearby Communities

Explore more neighborhoods near Cypress Ridge Kissimmee with Momentum Realty’s local guides.

CRCypress Reserve Villas0.2 mi awayCRCypress Reserve Villas A Rplt0.3 mi awayCypress Reserve Villas Kissimmee0.3 mi away · 339 homes, built 2004–16, 9 for saleAvilla Kissimmee0.4 mi away · median $715K, 3 sales/12 moCRCypress Reserve0.5 mi away · median $414K, 8 sales/12 mo

Browse all neighborhood guides →

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