Cypress Hammock
Homes for Sale in Kissimmee, FL
All 2,959 homes for sale in KISSIMMEE, FL · median $374,000 · 803 homes for sale in 34746 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, Cypress Hammock in Kissimmee, FL has 14 homes for sale and 1 pending, asking from $325,000 to $489,000 (median $434,995). Over the 12 months ending 2026-08-02, 8 recorded sales closed at a median of $411,500, $176 per square foot, a median 148 days on market, sellers accepting 85% of original asking (+2% versus the prior year). Homes listed or recently sold were built 2021 - 2024; 23 of 24 report an HOA (median $123/mo); 22 of the 22 geocoded homes sit in a FEMA special flood hazard zone (median elevation 66 ft). At the median price and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $6,270 ($5,670 with the full homestead exemption).
| Location | KISSIMMEE, Osceola County, FL · ZIP 34746 |
|---|---|
| Homes in the community | 500 (FL DOR 2025 assessment roll) |
| Years built | 2021–2024 (median 2023.0) |
| Typical living area | 2,181 sq ft (median) |
| Home types (current listings and sales) | single-family 67%, townhouses 33% |
| Amenities listed by sellers | Playground, Pool, Clubhouse, Community Mailbox, Irrigation-Reclaimed Water, Park |
| Sale prices, last 12 months | $411,500 median across 8 closed sales · $176 per sq ft · +2.1% vs the prior 12 months |
| Days on market (closed sales) | 148 median |
| For sale right now | 11 active, 2 pending · median asking $400,000 · 13.2 months of supply |
| Owner-occupied (homestead) share | 56% |
Data as of August 2, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2021 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “CYPRESS HAMMOCK key facts,” movewithmomentum.com/neighborhoods/cypress-hammock-kissimmee, data as of August 2, 2026.
Last 30 days in Cypress Hammock: 5 new listings (median asking $400,000), 1 under contract right now, 1 closed sale (median $450,000). As of September 27, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Homes For Sale Right Now in Cypress Hammock
Live MLS inventory for Cypress Hammock. 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 Hammock listings as of 2026-09-26, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2021 through 2026. Tap any home to ask about it.
Every Home for Sale in Cypress Hammock Kissimmee Right Now (14)
All 14 active and pending Cypress Hammock Kissimmee listings with a detail page, newest first, refreshed twice a day from the MLS.
- 5285 Royal Point Avenue · $474,800 · 4 bd / 3 ba · listed Sep 19, 2026 · listed by Qp Homes Realty Llc
- 5317 Royal Point Avenue · $485,000 · 4 bd / 3 ba · listed Sep 19, 2026 · listed by Urban-O Real Estate Solutions
- 1254 Wispy Cypress Drive · $400,000 · 3 bd / 2.5 ba · listed Sep 10, 2026 · listed by Century 21 Next Level Realty
- 5003 Royal Point Avenue · $360,000 · 3 bd / 2 ba · listed Sep 10, 2026 · listed by The Landrua Group Real Estate Inc
- 1259 Wispy Cypress Drive · $334,900 · 4 bd / 2.5 ba · listed Sep 4, 2026 · listed by Forteza Realty Llc
- 1466 Woodmont Boulevard · $469,900 · 4 bd / 2.5 ba · listed Sep 1, 2026 · listed by Real Broker, Llc
- 5016 Blue Hammock Court · $489,000 · 5 bd / 3 ba · listed Jul 30, 2026 · listed by Sol International Realty Llc
- 5049 Blue Hammock Court · $450,000 · 4 bd / 2.5 ba · listed Jul 20, 2026 · listed by Keller Williams Legacy Realty
- 1188 Woody Cypress Drive · $389,990 · 4 bd / 2.5 ba · listed Jul 10, 2026 · listed by My Realty Group, Llc.
- 1255 Wispy Cypress Drive · $375,000 · 4 bd / 2.5 ba · listed Jun 27, 2026 · listed by Keller Williams Heritage Realty
- 1286 Wispy Cypress Drive · $325,000 · 3 bd / 2.5 ba · listed Jun 27, 2026 · listed by Axen Realty, Llc
- 5018 Royal Point Avenue · $419,990 · 4 bd / 2.5 ba · listed Jun 27, 2026 · listed by Dream Finders Realty Group Corp
- 5014 Royal Point Avenue · $489,000 · 4 bd / 2.5 ba · listed Jun 27, 2026 · listed by My Realty Group, Llc.
- 5346 Royal Point Avenue · $362,500 · 3 bd / 2 ba · pending · listed Jun 27, 2026 · listed by Serhant
Cypress Hammock right now
🟢 Buyer-leaning market. 13.2 months of supply and 15% of the inventory already under contract give buyers above-average negotiating leverage.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 August 2, 2026. Confidence: High (13 active and pending listings, 8 closed sales in 12 months).
🟡 Still climbing. The trailing-12-month median ($412K) is up 2.1% from the prior 12 months ($403K).Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending August 2. Confidence: Medium (8 and 24 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 27, 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 Hammock market snapshot (as of August 2, 2026): the median sale price is about $412K ($176 per sq ft over the trailing 12 months of closed sales), a median 148 days on market for closed sales, and 13.2 months of supply, a buyer-leaning market. The trailing-12-month median is up 2% from the prior 12 months, computed from record-level Stellar MLS closed sales (8 closings in the current window).
In ZIP 34746 (KISSIMMEE), 1,623 homes closed in the last 12 months at a median of $405K ($199/sq ft), down 4.3% year over year, with a median 67 days on market. Right now 435 active and 80 pending listings put supply at about 6.7 months - a buyer's market. See the live ZIP 34746 housing market and the Osceola County market.
Flood zones in CYPRESS HAMMOCK: of 22 listing addresses checked against the FEMA National Flood Hazard Layer, 100% are in an A-series high-risk zone where flood insurance is required with a federally backed mortgage. Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in Kissimmee.
Cypress Hammock is a community of 500 homes in Kissimmee, Osceola County, built between 2021 and 2024 (median 2023.0), with a median living area of about 2,181 square feet. 56% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Cypress Hammock. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Cypress Hammock; content deemed reliable but not guaranteed.
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 ($412K) IS the median in the snapshot above, and the move from 2025 ($403K) IS the +2.1% one-year change.
Windows contain 0 to 73 sales each (8 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2021 through 2026. Deemed reliable but not guaranteed.
7% of homes for sale in Cypress Hammock are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-09-27).
CYPRESS HAMMOCK Market Scorecard
CYPRESS HAMMOCK is currently a strong buyer's market. About 18.7 months of supply, a median asking price of $434,995, and homes go under contract in about 47 days.
Typical home value in the 34746 ZIP is $357,182, about 6.4% 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.
Housing distress & ownership in CYPRESS HAMMOCK, KISSIMMEE
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
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.
Cypress Hammock on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Life at Cypress Hammock
- Playground · reported on 19 of 21 listings
- Pool · reported on 19 of 21 listings
- Clubhouse · reported on 10 of 21 listings
- Park · reported on 7 of 21 listings
- Community Mailbox · reported on 7 of 21 listings
- Irrigation-Reclaimed Water · reported on 5 of 21 listings
- Recreation Facilities · reported on 4 of 21 listings
- Trail(s) · reported on 3 of 21 listings
- Deed Restrictions · reported on 3 of 21 listings
- Maintenance · reported on 1 of 21 listings
- No Truck/RV/Motorcycle Parking · reported on 1 of 21 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Schools
- Osceola County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Reedy Creek Elem (K 5) · Elementary
- Horizon Middle · Middle
- Poinciana High School · High
Zoned schools reflect the assignments reported on recent Cypress Hammock listings and can change; always confirm with Osceola County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Cypress Hammock address.
Shop the zone: Homes zoned for Poinciana High School
The Cypress Hammock buying strategy.
If we were buying in Cypress Hammock 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.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
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 Hammock.
A closer look at the Cypress Hammock market
At a median of $176 per square foot, Cypress Hammock prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
Inventory runs at 13.2 months of supply, a buyer-leaning market and the trailing-12-month median up 2% year over year. Homes that do trade take a median 148 days on market, useful leverage on any listing that has lingered.
The housing stock is 500 homes built between 2021 and 2024, and 56% 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 Cypress Hammock. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Cypress Hammock buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 4 factors (3.1). Basis: Recent Direction +2.1% year-over-year; Liquidity & Demand 13.2 months of supply; Owner Commitment 56% owner-occupied; Pricing Power 85.2% sale-to-list. Refreshed with each data update.
HOA, CDD & Fees
- HOA dues reported around $123/month (about $1,476/yr) · median of 333 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $123 per month ($1,476 a year) - the median AssociationFee across 333 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.
Tools for a Cypress Hammock 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 Hammock sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Cypress Hammock, 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 Hammock home worth?
Get a no-obligation home value based on real comparable sales in Cypress Hammock, 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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Recently off market in CYPRESS HAMMOCK
Homes in CYPRESS HAMMOCK 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.
- 4943 Royal Point Avenue · off market
- 5179 Royal Point Avenue · off market
Frequently Asked Questions
What is the median home price in Cypress Hammock?
How long do homes in Cypress Hammock take to sell?
Is Cypress Hammock a buyer's or seller's market right now?
How many homes are in Cypress Hammock?
What share of Cypress Hammock is owner-occupied?
When were the homes in Cypress Hammock built?
Do cash buyers compete in Cypress Hammock?
Who is the best real estate agent for Cypress Hammock?
How do I find a top Kissimmee real estate agent who knows Cypress Hammock?
Can Momentum Realty connect me with an agent for Cypress Hammock?
Where is Cypress Hammock, and what county is it in?
Is Cypress Hammock a good place to live?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 26, 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 (13 streets, ZIP 34746)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2021 (180 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?
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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 HAMMOCK fits the bigger picture — live prices, inventory, and Momentum Scores:
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