Pinehurst At Cypress Woods
Homes for Sale in Kissimmee, FL
All 3,104 homes for sale in Kissimmee, FL · median $375,000 · 295 homes for sale in 34758 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, Pinehurst At Cypress Woods in Kissimmee, FL has 1 home for sale. Homes listed or recently sold were built 1997 - 1999; 4 of 4 report an HOA (median $95/mo); none 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 (6 listings across 5 villages and sections in the MLS).
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 October 24, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The setting & the homes.
Aerial and on-site photos of Pinehurst At Cypress Woods. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Pinehurst At Cypress Woods
Pinehurst At Cypress Woods
Pinehurst At Cypress Woods
Pinehurst At Cypress WoodsPhotos from Stellar MLS listings in Pinehurst At Cypress Woods; content deemed reliable but not guaranteed.
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.
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 2026-10-19, 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.
Pinehurst At Cypress Woods on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Life at Pinehurst At Cypress Woods
- Clubhouse · reported on 1 of 2 listings
- Fitness Center · reported on 1 of 2 listings
- Park · reported on 1 of 2 listings
- Playground · reported on 1 of 2 listings
- Pool · reported on 1 of 2 listings
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
- 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.
Shop the zone: Homes zoned for Poinciana High School
The Pinehurst At Cypress Woods buying strategy.
If we were buying in Pinehurst At Cypress Woods 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 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.
Tools for a Pinehurst At Cypress Woods 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 Pinehurst At Cypress Woods sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Pinehurst At Cypress Woods, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
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.
See all homes for sale in Kissimmee →
| Location | Kissimmee, Osceola County, FL · ZIP 34758 |
|---|---|
| Homes in the community | 69 (FL DOR 2025 assessment roll) |
| Years built | 1997–2000 (median 1998) |
| Typical living area | 2,306 sq ft (median) |
| For sale right now | 1 active, 0 pending · median asking $315,000 · 4.0 months of supply |
| Owner-occupied (homestead) share | 71% |
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.
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.
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 October 2026 through October 2026. Deemed reliable but not guaranteed.
Just listed in Pinehurst At Cypress Woods
The newest homes for sale in Pinehurst At Cypress Woods right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 519 Pinehurst Cove $340,000 · 3 bd · 2 ba · 1,879 sq ft · listed Aug 31, 2026 Courtesy of FREEDOM REALTY SOURCE INC
- 577 Pinehurst Cove $310,000 · 3 bd · 2.5 ba · 1,978 sq ft · listed Jun 5, 2026 Courtesy of PROFILES INTERNATIONAL REALTY
Checked against the MLS nightly. All new listings in this market.
Every Home for Sale in Pinehurst At Cypress Woods Kissimmee Right Now (2)
All 2 active and pending Pinehurst At Cypress Woods Kissimmee listings with a detail page, newest first, refreshed twice a day from the MLS.
- 519 Pinehurst Cove · $340,000 · 3 bd / 2 ba · listed Sep 1, 2026 · listed by Freedom Realty Source Inc
- 577 Pinehurst Cove · $310,000 · 3 bd / 2.5 ba · listed by Profiles International Realty
More Kissimmee home searches
- All homes for sale in Kissimmee, FL
- Homes for sale in Osceola County, FL
- Kissimmee pool homes for sale
- Kissimmee waterfront homes for sale
- Gated communities in Kissimmee
- Kissimmee golf course homes
- Homes under $300K in Kissimmee
- Homes from $300K to $500K in Kissimmee
- 4-bedroom homes for sale in Kissimmee
- Kissimmee home values: what is my house worth?
Kissimmee guides & data
- Market data
- Cost of living
- Best neighborhoods (ranked by data)
- Best neighborhoods
- Flood zones
- Property taxes (Osceola County)
- Homestead exemption (Osceola County)
- Home insurance cost
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
Real estate agent in Kissimmee? Join Momentum in Kissimmee: 100% commission, one $12K cap.
Email me new listings in Pinehurst At Cypress Woods
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Pinehurst At Cypress Woods
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Pinehurst At Cypress Woods will answer, and the answer is published on this page for the next buyer.
What it really costs to own in Pinehurst At Cypress Woods
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | Median $95/month across 4 MLS listings (most billed monthly; 2026-10-24). Dues cover what the documents say they cover; ask for the budget and reserve study. |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Osceola County is $1,735/yr (2,188 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 1997 across 4 listings. An original roof here would be about 29 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
26% 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 (2026-10-24).
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Osceola County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Osceola County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
Frequently Asked Questions
Is Pinehurst At Cypress Woods a buyer's or seller's market right now?
How many homes are in Pinehurst At Cypress Woods?
What share of Pinehurst At Cypress Woods is owner-occupied?
When were the homes in Pinehurst At Cypress Woods built?
Who is the best real estate agent for Pinehurst At Cypress Woods?
How do I find a top Kissimmee real estate agent who knows Pinehurst At Cypress Woods?
Can Momentum Realty connect me with an agent for Pinehurst At Cypress Woods?
Where is Pinehurst At Cypress Woods, and what county is it in?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 19, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 34758)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-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 →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Pinehurst At Cypress Woods fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Pinehurst At Cypress Woods
- Home values · What homes in Pinehurst At Cypress Woods actually sell for
Nearby Communities
Explore more neighborhoods near Pinehurst At Cypress Woods with Momentum Realty’s local guides.