Peppertree At Cypress Woods Unit 2
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
130 homesBuilt 1997–2002Median sale $316K
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Live Market Pulse
30/100
Market Heat
Cooler than normal
2015 → 2026 · 76 at the 2022 peak
0 is Peppertree At Cypress Woods Unit 2's coldest market since 2015, 100 its hottest. Today: 30. How it's scored
Built fromLive Stellar MLS data11 years of closingsFL DOR public recordsUpdated twice daily
Live · Peppertree At Cypress Woods Unit 2 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$316K
Median sold · 12 mo
up 13.3% vs the prior 12 months
+13.3%
1-yr price change
n = 6 and 7 sales in the two windows
$149/sf
Sold $/sqft · 12 mo
peak $175 in 2022
96.9%
Sale vs ask
Osceola median: 95.9%
Tempo
22days
Median DOM · closed
3 days at the 2017 low
6
Sold · last 12 mo
10-yr average: about 3 a year
Ownership and context
66%
Owner-occupied · Peppertree At Cypress Woods Unit 2
86 of 130 parcels homesteaded (FL DOR 2025)
34%
Non-owner-occupied · Peppertree At Cypress Woods Unit 2
incl. 5% trust or LLC-held · 18% out-of-state
0%
Cash buyers · Peppertree At Cypress Woods Unit 2
0 of 6 sales, 12 mo ending June 2026
130
Homes in the community
130 residential parcels (FL DOR 2025)
Track record · 11 years of records
Est. 1997
Community established
homes built 1997-2002, median 1999 (FL DOR 2025)
2
Failed listings · 2026
peaked at 6 in 2025
2,220sqft
Median sold home size
12-mo windows, closed sales
4.6%/yr
Turnover rate
about 6 of 130 homes trade a year
Peppertree At Cypress Woods Unit 2 Housing Pulse · Momentum Research · as of July 15, 2026

Peppertree At Cypress Woods Unit 2 right now

🟢 Still climbing. The trailing-12-month median ($316K) is up 13.3% from the prior 12 months ($279K). With about 3 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending July 15. Confidence: Medium (6 and 7 sales in the two windows).

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

Updated July 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

Peppertree At Cypress Woods Unit 2 market snapshot (as of July 15, 2026): the median sale price is about $316K ($149 per sq ft over the trailing 12 months of closed sales), and a median 22 days on market for closed sales. The trailing-12-month median is up 13% from the prior 12 months, computed from record-level Stellar MLS closed sales (6 closings in the current window).

Peppertree At Cypress Woods Unit 2 is a community of 130 homes in Kissimmee, Osceola County, built between 1997 and 2002 (median 1999.0), with a median living area of about 2,020 square feet. 66% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Windows contain 0 to 7 sales each (6 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$300K201620182020202220242026
Up 13.3% year over year.
Every sale since 2015 · price vs size
$0$200K$400K2k2k2k
37 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$100$150201620182020202220242026
Up from $76 in 2015 to a $175 peak in 2022; $149 now.
Median days on market · closed sales
02040201620182020202220242026
3 days at the 2017 low; 22 now.
Sale price vs original ask · median
98%100%102%201620182020202220242026
96.9% now vs Osceola 95.9%.
Homes sold per 12-mo window
0246201620182020202220242026
0 to 7 a year; 6 in the current window.
Sellers who gave up · failed listings per year
02462006201620182020202220242026
Canceled, expired, or withdrawn. 6 quit in 2025; 2 so far in 2026. The clearest stress gauge a community has.
Market Heat · 0 coldest, 100 hottest in the record
20406080seller-leaningbuyer-leaning2016202220242026
76 at the 2022 peak, 24 in the troughs, 30 now. Same score as the hero card, full history.

If we were buying in Peppertree At Cypress Woods Unit 2 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 Peppertree At Cypress Woods Unit 2.

A closer look at the Peppertree At Cypress Woods Unit 2 market

At a median of $149 per square foot, Peppertree At Cypress Woods Unit 2 prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.

The trailing-12-month median up 13% year over year. Homes that do trade take a median 22 days on market, useful leverage on any listing that has lingered.

The housing stock is 130 homes built between 1997 and 2002, and 66% 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 Peppertree At Cypress Woods Unit 2. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
8.0B+ · Buy Score
Recent Direction9.3/10
Owner Commitment6.6/10
Pricing Power7.9/10

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 3 factors (8.0). Basis: Recent Direction +13.3% year-over-year; Owner Commitment 66% owner-occupied; Pricing Power 96.9% sale-to-list. Refreshed with each data update.

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 Peppertree At Cypress Woods Unit 2 sales matched to your home.

What is your Peppertree At Cypress Woods Unit 2 home worth?

Get a no-obligation home value based on real comparable sales in Peppertree At Cypress Woods Unit 2, 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.

Frequently Asked Questions

What is the median home price in Peppertree At Cypress Woods Unit 2?
The median sale price in Peppertree At Cypress Woods Unit 2 was $316K over the 12 months ending July 15, 2026 (6 closed sales, Stellar MLS).
How long do homes in Peppertree At Cypress Woods Unit 2 take to sell?
Homes that closed in the 12 months ending July 15, 2026 took a median 22 days on market (6 sales, Stellar MLS).
How many homes are in Peppertree At Cypress Woods Unit 2?
The Florida DOR 2025 assessment roll shows 130 homes in Peppertree At Cypress Woods Unit 2 (public records).
What share of Peppertree At Cypress Woods Unit 2 is owner-occupied?
66% of Peppertree At Cypress Woods Unit 2 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Peppertree At Cypress Woods Unit 2 built?
Homes in Peppertree At Cypress Woods Unit 2 were built between 1997 and 2002, with a median year built of 1999.0 (FL DOR 2025 roll).
Do cash buyers compete in Peppertree At Cypress Woods Unit 2?
Cash buyers took 0% of Peppertree At Cypress Woods Unit 2 sales in the 12 months ending June 2026 (0 of 6 closings, Stellar MLS).
Who is the best real estate agent for Peppertree At Cypress Woods Unit 2?
The best agent for Peppertree At Cypress Woods Unit 2 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 Peppertree At Cypress Woods Unit 2.
How do I find a top Kissimmee real estate agent who knows Peppertree At Cypress Woods Unit 2?
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 Peppertree At Cypress Woods Unit 2 and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Peppertree At Cypress Woods Unit 2?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Peppertree At Cypress Woods Unit 2 purchase or sale - no call center and no pressure.

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 (6 streets, ZIP 34758/34759))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2015 (37 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 your area comps.

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