Pinehurst At Cypress Woods in Kissimmee

Pinehurst At Cypress Woods
Homes for Sale in Kissimmee, FL

All 2,933 homes for sale in KISSIMMEE, FL · median $373,400 · 204 homes for sale in 34758 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34758
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Built fromLive Stellar MLS data12 years of closingsUpdated twice daily

As of September 2026, Pinehurst At Cypress Woods in Kissimmee, FL has 1 home for sale. Homes listed or recently sold were built 1997 - 1998; 4 of 4 report an HOA (median $95/mo); 1 of the 4 geocoded homes sit in a FEMA special flood hazard zone (median elevation 70 ft).

Part of the Cypress Woods master-planned community in Kissimmee, FL — see all Cypress Woods homes for sale (4 listings across 6 villages and sections in the MLS).

Live · Pinehurst At Cypress Woods Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
4.0mo
Supply
3 to 6 months is the balanced band
0%
Under contract
Osceola: 20% (1,079 of 5,502)
1 · 0
For sale · pending
live counts, refreshed twice daily
2
Sold · last 12 mo
10-yr average: about 2 a year
Pinehurst At Cypress Woods Housing Pulse · Momentum Research · as of September 12, 2026

Pinehurst At Cypress Woods right now

🟡 Balanced market. 4.0 months of supply and 0% of the inventory already under contract put buyers and sellers on roughly even footing.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 September 12, 2026. Confidence: Low (1 active and pending listings, 2 closed sales in 12 months).

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

· Updated September 15, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

The market around Pinehurst At Cypress Woods

Pinehurst At Cypress Woods is too small for its own price trend, so here is the market around it.

In ZIP 34758, 389 homes are on the market and 30% are under contract — a fast-moving 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 Pinehurst At Cypress Woods specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in Pinehurst At Cypress Woods, KISSIMMEE

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
4.17%
1 of 24 listings · short sale 1
Distress share trend - 4.17% now (2026-08-12 → 2026-09-13)

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.

Homes For Sale Right Now in Pinehurst At Cypress Woods

Live MLS inventory for Pinehurst At Cypress Woods. 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 Pinehurst At Cypress Woods listings as of 2026-09-14, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026. Tap any home to ask about it.

Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.

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

In short
  • Osceola County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Koa Elementary · Elementary
  • Discovery Intermediate · Middle
  • Poinciana High School · High

Zoned schools reflect the assignments reported on recent Pinehurst At Cypress Woods 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 Pinehurst At Cypress Woods address.

If we were buying in Pinehurst At Cypress Woods 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 Pinehurst At Cypress Woods.

A closer look at the Pinehurst At Cypress Woods market

Inventory runs at 4.0 months of supply, a balanced market.

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

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

In short
  • HOA dues reported around $95/month (about $1,140/yr) · median of 12 MLS listings, most billed monthly
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $95 per month ($1,140 a year) - the median AssociationFee across 12 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.

The takeaway

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

What is your Pinehurst At Cypress Woods home worth?

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

PINEHURST AT CYPRESS WOODS Market Scorecard

Balanced

PINEHURST AT CYPRESS WOODS is currently a balanced market. About 4.0 months of supply, a median asking price of $315,000, and homes go under contract in about 90 days.

4.0
Months supply
$315,000
Median list
$420,000
Median sold
$159
Per sqft
90
Days on mkt
1/0/3
Active/Pend/Sold

Typical home value in the 34758 ZIP is $311,140, about 7.0% below 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.

Frequently Asked Questions

Is Pinehurst At Cypress Woods a buyer's or seller's market right now?
As of September 12, 2026, Pinehurst At Cypress Woods is roughly balanced: 4.0 months of supply at the current sales pace (Stellar MLS live counts).
Who is the best real estate agent for Pinehurst At Cypress Woods?
The best agent for Pinehurst At Cypress Woods 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 Pinehurst At Cypress Woods.
How do I find a top Kissimmee real estate agent who knows Pinehurst At Cypress Woods?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Pinehurst At Cypress Woods and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Pinehurst At Cypress Woods?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Pinehurst At Cypress Woods purchase or sale - no call center and no pressure.

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 14, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2014 (23 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?

You just read the data. Now see what your home is worth.

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.

Looking to buy here? Search homes for sale →

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Nearby Communities

Explore more neighborhoods near Pinehurst At Cypress Woods with Momentum Realty’s local guides.

Oaks At Cypress Woods The0.2 mi away · 1 for saleRPRegency Pointe0.3 mi awayPoinciana Village 01 Neighborhood 03 West0.4 mi away · 3 for saleCVCoopersmith Village0.4 mi awayBanyan Cove At Cypress Woods0.4 mi away · median $414K, 6 sales/12 moTamarind Parke Cyp Woods U20.4 mi awayTPTamarind Parke Cypress Woods0.4 mi awayCoopersmith Village At Poinciana0.4 mi away · 7 for sale

Browse all neighborhood guides →

Thinking of selling in Pinehurst At Cypress Woods? 2 recorded closings (window ending 2026-09-12). See the Osceola County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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