Pinehurst At Cypress Woods in Kissimmee

Pinehurst At Cypress Woods
Homes for Sale in Kissimmee, FL

All 2,959 homes for sale in KISSIMMEE, FL · median $374,000 · 276 homes for sale in 34758 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34758
69 homesBuilt 1997–2000
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Built fromLive Stellar MLS data12 years of closingsFL DOR public recordsUpdated 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 (5 listings across 6 villages and sections in the MLS).

Pinehurst At Cypress Woods key facts
LocationKISSIMMEE, Osceola County, FL · ZIP 34758
Homes in the community69 (FL DOR 2025 assessment roll)
Years built1997–2000 (median 1998)
Typical living area2,306 sq ft (median)
Amenities listed by sellersClubhouse, Fitness Center, Park, Playground, Pool
For sale right now1 active, 0 pending · median asking $315,000 · 4.0 months of supply
Owner-occupied (homestead) share71%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Pinehurst At Cypress Woods key facts,” movewithmomentum.com/neighborhoods/pinehurst-at-cypress-woods-kissimmee, data as of September 20, 2026.

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% (1,093 of 5,558)
1 · 0
For sale · pending
live counts, refreshed twice daily
2
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
71%
Owner-occupied · Pinehurst At Cypress Woods
49 of 69 parcels homesteaded (FL DOR 2025)
29%
Non-owner-occupied · Pinehurst At Cypress Woods
incl. 6% trust or LLC-held · 13% out-of-state
69
Homes in the community
69 residential parcels (FL DOR 2025)
Track record · 12 years of records
3
Recorded sales · 2024-2025
median $291K · qualified sales on the county roll (FL DOR 2025)
Est. 1997
Community established
homes built 1997-2000, median 1998 (FL DOR 2025)
2.9%/yr
Turnover rate
about 2 of 69 homes trade a year
Pinehurst At Cypress Woods Housing Pulse · Momentum Research · as of September 20, 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 20, 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 27, 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, 392 homes are on the market and 31% are under contract — a fast-moving corner of Kissimmee.

Across Osceola County, 4,465 homes are active and 1,093 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
0.0%
0 of 6 listings
Distress share trend - 0.0% now (2026-08-12 → 2026-09-22)

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 2026-09-26, 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.

Every Home for Sale in Pinehurst At Cypress Woods Kissimmee Right Now (1)

All 1 active and pending Pinehurst At Cypress Woods Kissimmee listings with a detail page, newest first, refreshed twice a day from the MLS.

  • 577 Pinehurst Cove · $315,000 · 3 bd / 2.5 ba · listed Jun 27, 2026 · listed by Profiles International Realty

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 housing stock is 69 homes built between 1997 and 2000, and 71% 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 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

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Pinehurst At Cypress Woods homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Pinehurst At Cypress Woods.
In short
  • HOA dues reported around $95/month (about $1,140/yr) · median of 60 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 60 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.
How much local inventory is already under contract

29% of homes for sale in ZIP 34758 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-09-26).

Frequently Asked Questions

Is Pinehurst At Cypress Woods a buyer's or seller's market right now?
As of September 20, 2026, Pinehurst At Cypress Woods is roughly balanced: 4.0 months of supply at the current sales pace (Stellar MLS live counts).
How many homes are in Pinehurst At Cypress Woods?
The Florida DOR 2025 assessment roll shows 69 homes in Pinehurst At Cypress Woods (public records).
What share of Pinehurst At Cypress Woods is owner-occupied?
71% of Pinehurst At Cypress Woods parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Pinehurst At Cypress Woods built?
Homes in Pinehurst At Cypress Woods were built between 1997 and 2000, with a median year built of 1998 (FL DOR 2025 roll).
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.
Where is Pinehurst At Cypress Woods, and what county is it in?
Pinehurst At Cypress Woods is in KISSIMMEE, Osceola County, FL, ZIP 34758. The community's center is about 11 miles south of the center of KISSIMMEE (straight-line).

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 26, 2026)
Housing stock & ownershipFlorida DOR assessment roll (street-list match (1 streets, ZIP 34758))
Under-contract sharesStellar MLS records, as of 2026-09-20
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.

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Nearby Communities

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

PAPinehurst At Cypress Woods0.2 mi away · 69 homes, built 1997–00RPRegency Pointe0.2 mi away · 74 homes, built 1994–97Oaks At Cypress Woods The0.2 mi away · 80 homes, built 1995–99, 2 for salePoinciana 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 away · 81 homes, built 2000–19TPTamarind Parke Cypress Woods0.4 mi away · 164 homes, built 2000–19

Browse all neighborhood guides →

Thinking of selling in Pinehurst At Cypress Woods? 2 recorded closings (window ending 2026-09-20). 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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