Cypress Reserve Ph 02
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
337 homesBuilt 2004–2007Median sale $429K
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Live Market Pulse
29/100
Market Heat
Cooler than normal
2014 → 2026 · 86 at the 2022 peak
0 is Cypress Reserve Ph 02's coldest market since 2014, 100 its hottest. Today: 29. How it's scored
Built fromLive Stellar MLS data14 years of closingsFL DOR public recordsUpdated twice daily
Live · Cypress Reserve Ph 02 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$429K
Median sold · 12 mo
$191/sf
Sold $/sqft · 12 mo
peak $210 in 2023
93.3%
Sale vs ask
Osceola median: 95.9%
Tempo
57days
Median DOM · closed
7 days at the 2023 low
9
Sold · last 12 mo
10-yr average: about 7 a year
Ownership and context
72%
Owner-occupied · Cypress Reserve Ph 02
243 of 337 parcels homesteaded (FL DOR 2025)
28%
Non-owner-occupied · Cypress Reserve Ph 02
incl. 6% trust or LLC-held · 9% out-of-state
11%
Cash buyers · Cypress Reserve Ph 02
1 of 9 sales, 12 mo ending June 2026
337
Homes in the community
337 residential parcels (FL DOR 2025)
Track record · 14 years of records
Est. 2004
Community established
homes built 2004-2007, median 2005 (FL DOR 2025)
5
Failed listings · 2026
peaked at 49 in 2006
2,245sqft
Median sold home size
12-mo windows, closed sales
2.7%/yr
Turnover rate
about 9 of 337 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Cypress Reserve Ph 02 is a compact enclave of 160 homes built in 2005 and 2006, with a median living area right around 2,590 square feet. That's a consistent vintage and a substantial floor plan, so what moves price here is condition and updates, not square footage or age — the bones are similar house to house, and the spread comes down to how each home has been maintained and renovated since the mid-2000s.

The ownership pattern is telling: roughly three in four homes carry a homestead exemption, which points to a settled owner-occupant base rather than a churn of rentals or investors. For a seller, that means limited standing inventory and less pressure from flippers. For a buyer, it means you're often waiting for the right home to come available rather than picking from a crowded shelf, and you should be ready to move when one that fits shows up.

The 60-Second Overview

Cypress Reserve Ph 02 market snapshot (as of July 15, 2026): the median sale price is about $429K ($191 per sq ft over the trailing 12 months of closed sales), and a median 57 days on market for closed sales.

Cypress Reserve Ph 02 is a community of 337 homes in Kissimmee, Osceola County, built between 2004 and 2007 (median 2005), with a median living area of about 2,573 square feet. 72% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

This is a mid-2000s subdivision in Kissimmee with a narrow, uniform housing stock and a strong owner-occupant footing — a place defined more by stability than turnover.

Best for

  • Owner-occupant buyers seeking a roughly 2,590 sq ft home in a low-turnover Kissimmee enclave
  • Buyers comfortable budgeting for and verifying mid-2000s roof and HVAC condition
  • Long-hold buyers who value a stable, homestead-heavy street over rental churn

Probably not for

  • Investors chasing high-turnover rental inventory
  • Buyers who need a broad menu of active listings to choose from
  • Buyers wanting brand-new construction or systems still under warranty

Windows contain 0 to 24 sales each (9 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 %s through %s. Deemed reliable but not guaranteed.

Median sale price · trailing 12 mo
$200K$300K$400K20122014201620182020202220242026
Every sale since 2012 · price vs size
$0$200K$400K$600K2k3k
100 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$100$150$20020122014201620182020202220242026
Up from $91 in 2012 to a $210 peak in 2023; $191 now.
Median days on market · closed sales
20406020122014201620182020202220242026
7 days at the 2023 low; 57 now.
Sale price vs original ask · median
90%95%100%20122014201620182020202220242026
93.3% now vs Osceola 95.9%.
Homes sold per 12-mo window
0102020122014201620182020202220242026
0 to 24 a year; 9 in the current window.
Sellers who gave up · failed listings per year
02040200820122016202020242026
Canceled, expired, or withdrawn. 49 quit in 2006; 5 so far in 2026. The clearest stress gauge a community has.
Market Heat · 0 coldest, 100 hottest in the record
20406080seller-leaningbuyer-leaning20142016202220242026
86 at the 2022 peak, 28 in the troughs, 29 now. Same score as the hero card, full history.

If we were buying in Cypress Reserve Ph 02 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

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

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 Reserve Ph 02.

Best Buy
Buyers who want a settled, owner-occupied street with a predictable floor plan.
Biggest Risk
Mid-2000s systems — roof, HVAC, kitchens — may be at or past their useful life.
Sweet Spot
A well-updated home near the ~2,590 sq ft median that has already addressed its mechanicals.
Avoid If
You need wide selection or want to shop many active listings at once.

One vintage, condition is the variable

When nearly every home was built within a two-year window and the median plan sits near 2,590 square feet, comparables get easier and pricing gets more honest. The question you're really answering on any given listing is what's been done to it since 2005: roof, HVAC, kitchens, and baths from that era are all at the age where they either have been addressed or are due. Budget your inspection dollars accordingly and price your offer to the mechanicals, not the marketing.

The high homestead share also shapes the rhythm of the market. Owner-occupants tend to hold, so listings can be sparse and the good ones don't sit. A seller who has kept the home current has real leverage in that setup; a buyer needs pre-approval in hand and a clear sense of what a well-updated home in this square footage is worth to them, because hesitation costs you the one you wanted.

The location and the amenities are priced into every listing in Cypress Reserve Ph 02. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a tight, single-vintage community like this, the edge is knowing which homes have been updated and which are trading on the same square footage with original systems. We track what actually closes in Osceola County and read each Cypress Reserve listing against its true condition, so buyers don't overpay for a cosmetic refresh and sellers price to the work they've genuinely put in.

Cypress Reserve Ph 02 in 15 seconds.

Best forBuyers who want a settled, owner-occupied street with a predictable floor plan.
Biggest advantageA uniform vintage makes value easy to judge and comparables reliable.
Biggest riskMid-2000s systems — roof, HVAC, kitchens — may be at or past their useful life.
Sweet spotA well-updated home near the ~2,590 sq ft median that has already addressed its mechanicals.
Avoid ifYou need wide selection or want to shop many active listings at once.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Cypress Reserve Ph 02 sales matched to your home.

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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Cypress Reserve Ph 02?
The median sale price in Cypress Reserve Ph 02 was $429K over the 12 months ending July 15, 2026 (9 closed sales, Stellar MLS).
How long do homes in Cypress Reserve Ph 02 take to sell?
Homes that closed in the 12 months ending July 15, 2026 took a median 57 days on market (9 sales, Stellar MLS).
How many homes are in Cypress Reserve Ph 02?
The Florida DOR 2025 assessment roll shows 337 homes in Cypress Reserve Ph 02 (public records).
What share of Cypress Reserve Ph 02 is owner-occupied?
72% of Cypress Reserve Ph 02 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Cypress Reserve Ph 02 built?
Homes in Cypress Reserve Ph 02 were built between 2004 and 2007, with a median year built of 2005 (FL DOR 2025 roll).
Do cash buyers compete in Cypress Reserve Ph 02?
Cash buyers took 11% of Cypress Reserve Ph 02 sales in the 12 months ending June 2026 (1 of 9 closings, Stellar MLS).
Who is the best real estate agent for Cypress Reserve Ph 02?
The best agent for Cypress Reserve Ph 02 is one who actively works Kissimmee 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 Reserve Ph 02.
How do I find a top Kissimmee real estate agent who knows Cypress Reserve Ph 02?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Cypress Reserve Ph 02 and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Cypress Reserve Ph 02?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Cypress Reserve Ph 02 purchase or sale - no call center and no pressure.
Owner-occupant buyers seeking a roughly 2,590 sq ft home in a low-turnover Kissimmee enclaveExcellent fit
Buyers comfortable budgeting for and verifying mid-2000s roof and HVAC conditionExcellent fit
Long-hold buyers who value a stable, homestead-heavy street over rental churnExcellent fit
Investors chasing high-turnover rental inventoryProbably not
Buyers who need a broad menu of active listings to choose fromProbably not
Buyers wanting brand-new construction or systems still under warrantyProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 15, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (9 streets, ZIP 34741))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2012 (100 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 your area comps.

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