Cypress Lake
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.
As of September 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, 1,810 homes closed in the last 12 months at a median of $394,500, 62 median days on market, with 894 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $6,010 ($5,410 with the full homestead exemption).
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.
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.
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, 146 homes are on the market and 23% are under contract — a steady corner of Kissimmee.
Across Osceola County, 4,423 homes are active and 1,079 pending (20% under contract).
ZIP and county figures describe the wider market, not Cypress Lake specifically. Momentum Research analysis of MLS records.
Cypress Lake Ph One by the numbers
From county property records and closed MLS sales for the Cypress Lake Ph One 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.
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 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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Should you buy in Cypress Lake?
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 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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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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