Cypress Lake
Homes for Sale in Kissimmee, FL
All 3,110 homes for sale in Kissimmee, FL · median $375,000 · 104 homes for sale in 34743 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, the MLS records 10 closed sales in Cypress Lake Ph One in Kissimmee, FL since 2005, the most recent in April 2025. Across Kissimmee as a whole, 4,246 homes closed in the last 12 months at a median of $360,000, 64 median days on market, with 2,921 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,480 ($4,880 with the full homestead exemption).
Part of Cypress Lake, Kissimmee, FL — see all Cypress Lake homes for sale (0 listings across 3 sections in the MLS).
Cypress Lake Ph One is a built-out pocket of 225 homes in Kissimmee, with construction running from 1994 to 2008 and a median build year of 1997. That age band is what actually drives price here: this is a condition-and-updates market, not a new-construction one. Two homes of the same square footage can trade well apart depending on roof age, HVAC, kitchens, and whether the systems have been touched since the original build.
With a median living area around 1,512 square feet, this is a modest-footprint community, and the homestead share sitting at 44% tells you a meaningful slice of these homes are non-owner-occupied. For a buyer, that means you should underwrite condition carefully and expect a wide spread. For a seller, presentation and updated systems are the lever — an honestly updated home separates itself from the pack quickly.
Figures in this note are as of July 14, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Cypress Lake 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
A mature, fully established Kissimmee community of 225 homes built between 1994 and 2008, where the story is less about location amenities and more about how well each individual house has been maintained and updated over its life.
Stellar MLS sales records identify 54 homes in Cypress Lake that have changed hands since 2004, built between 1991 and 1998 (median 1995), with a median living area of about 1,177 sq ft and a typical 3-bedroom, 2-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.
County records show 17 qualified sales in Cypress Lake across 2024–2025 (10 in 2024, 7 in 2025), median $285,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
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 Lake is best for.
Best for
- Buyers seeking a modestly sized, established home and willing to reward updated systems over square footage
- Value-focused buyers ready to budget for roof, HVAC, or cosmetic updates on an older home
- Investors comparing owner-occupied and rental-condition inventory in a stable, built-out area
Probably not for
- Buyers wanting new construction or turnkey modern finishes with no work
- Buyers needing a large-footprint home well above the roughly 1,512-square-foot median
- Buyers who want to skip inspection and rely on list price to reflect true condition
The market around Cypress Lake
Cypress Lake is too small for its own price trend, so here is the market around it.
In ZIP 34743, 136 homes are on the market and 20% are under contract — a steady corner of Kissimmee.
Across Osceola County, 4,465 homes are active and 1,093 pending (20% under contract).
In ZIP 34743 (Kissimmee), 190 homes closed in the last 12 months at a median of $332K ($230/sq ft), down 3.6% year over year, with a median 29 days on market. See the live ZIP 34743 housing market and the Osceola County market.
ZIP and county figures describe the wider market, not Cypress Lake specifically. Momentum Research analysis of MLS records.
Cypress Lake by the numbers
From county property records and closed MLS sales for the Cypress Lake subdivision: 39 homes on record; built 1994–1998; typical size about 1,177 heated sq ft; 3 bedrooms is the median. Housing mix: townhome 92%, single-family 5%, condo 2%.
| Year | Recorded sales | Median price |
|---|---|---|
| 2012 | 2 | $68,750 |
| 2013 | 1 | $99,000 |
| 2014 | 3 | $97,000 |
| 2016 | 1 | $128,000 |
| 2022 | 4 | $245,000 |
| 2025 | 1 | $285,000 |
Newest recorded sale: $285,000 on 2025-04-25.
Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.
The Cypress Lake buying strategy.
If we were buying in Cypress Lake 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 Lake.
A condition-driven resale market
Because nearly every home here predates 2008 and the median dates to 1997, big-ticket components matter more than square footage on paper. Roofs, HVAC, water heaters, and windows are all at or past the point where original equipment has typically been replaced at least once. The homes that command the top of the range are the ones where that work is done and documented; the ones that sit are usually the ones asking today's price on yesterday's systems.
The 44% homestead share also shapes inventory. A little over half of these homes are not owner-occupied, which historically means a mix of maintenance philosophies — some meticulously kept, some run harder as rentals. That variance is exactly why a walk-through and a real inspection carry more weight here than any headline stat. There is value in this community, but it rewards buyers who look closely.
The location and the amenities are priced into every listing in Cypress Lake. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a market this condition-sensitive, the number that matters is not the list price — it is what the roof, systems, and finishes are actually worth today. We price and negotiate off the specific house in front of us, not a neighborhood average, and we will tell a seller when their updates justify pushing and a buyer when a bargain is really deferred maintenance in disguise.
Cypress Lake in 15 seconds.
Tools for a Cypress Lake 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 Lake sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Cypress Lake, 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 Lake home worth?
Get a no-obligation home value based on real comparable sales in Cypress Lake, 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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| Location | Kissimmee, Osceola County, FL · ZIP 34743 |
|---|---|
| Homes in the community | 225 (FL DOR 2025 assessment roll) |
| Years built | 1994–2008 (median 1997) |
| Typical living area | 1,512 sq ft (median) |
| Owner-occupied (homestead) share | 44% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2005 through 2025; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Cypress Lake key facts,” movewithmomentum.com/neighborhoods/cypress-lake-ph-one, data as of September 20, 2026.
Housing distress & ownership in Cypress Lake Ph One, 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 November 2026 through November 2026. Deemed reliable but not guaranteed.
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Kissimmee guides & data
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Cypress Bay Boulevard (13 homes on record)
- Water View Loop (11 homes on record)
- Cypress Bay Boulevard (7 homes on record)
- Water View Loop (3 homes on record)
- Cypress Knee Loop (3 homes on record)
- Cypress Knee Loop (2 homes on record)
- Cypress Knee Loop (2 homes on record)
- Water View Loop (1 homes on record)
- Bay Head Drive (1 homes on record)
- Cypress Knee Loop (1 homes on record)
- Cypress Knee Loop (1 homes on record)
Email me new listings in Cypress Lake
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Cypress Lake
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Cypress Lake will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
How many homes are in Cypress Lake?
What share of Cypress Lake is owner-occupied?
When were the homes in Cypress Lake built?
Who is the best real estate agent for Cypress Lake?
How do I find a top Kissimmee real estate agent who knows Cypress Lake?
Can Momentum Realty connect me with an agent for Cypress Lake?
Where is Cypress Lake, and what county is it in?
Should you buy in Cypress Lake?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR assessment roll (street-list match (3 streets, ZIP 34743)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2005 (10 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.
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