Fieldstone at Cypress Woods West in Kissimmee

Fieldstone at Cypress Woods West
Homes for Sale in Kissimmee, FL

All 3,127 homes for sale in Kissimmee, FL · median $375,000 · 297 homes for sale in 34758 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34758
113 homesBuilt 2018–2020
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Built fromLive Stellar MLS data8 years of closingsFL DOR public recordsUpdated twice daily

As of November 2026, Fieldstone At Cypress Woods West Kissimmee in Kissimmee, FL has 3 homes for sale. Homes listed or recently sold were built 2018 - 2018; 4 of 4 report an HOA (median $132/mo); none of the 4 geocoded homes sit in a FEMA special flood hazard zone (median elevation 76 ft).

Last 30 days in Fieldstone at Cypress Woods West: 1 closed sale (median $400,000). As of November 12, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.

Live · Fieldstone at Cypress Woods West Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0%
Under contract
Osceola: 20% (1,093 of 5,558)
4 · 0
For sale · pending
live counts, refreshed twice daily
Ownership and context
76%
Owner-occupied · Fieldstone at Cypress Woods West
86 of 113 parcels homesteaded (FL DOR 2025)
24%
Non-owner-occupied · Fieldstone at Cypress Woods West
incl. 4% trust or LLC-held · 7% out-of-state
113
Homes in the community
113 residential parcels (FL DOR 2025)
Track record · 8 years of records
8
Recorded sales · 2024-2025
median $390K · qualified sales on the county roll (FL DOR 2025)
2018–2020
Years homes were built
median 2018 · county roll (FL DOR 2025)

Homes For Sale Right Now in Fieldstone at Cypress Woods West

Live MLS inventory for Fieldstone at Cypress Woods West. 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 Fieldstone at Cypress Woods West listings as of 2026-11-02, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2018 through 2025. Tap any home to ask about it.

Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written October 26, 2026

Fieldstone at Cypress Woods West is a compact, newer community of 113 homes built in a tight window between 2018 and 2020, with a median living area near 2,592 square feet. What sets price here is condition and layout rather than age spread: these are same-generation houses, so a seller's finishes, lot position, and upkeep do more work than vintage. The only price figure worth anchoring to is the median, and the spread around it is driven by how move-in-ready a given home is.

With just 4 active listings and nothing closed in the current window, this is a thin, low-turnover market. For sellers that means limited visible comps and little direct competition, which can cut both ways. For buyers it means patience - inventory trickles, and when the right floor plan appears you move on it rather than waiting for the next one.

Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.

The 60-Second Overview

A small, uniformly newer enclave in Kissimmee where homes run large on living space and ownership skews long-term, with roughly three-quarters of homes carrying a homestead exemption.

Stellar MLS sales records identify 41 homes in Fieldstone At Cypress Woods West that have changed hands since 2018, built between 2018 and 2020 (median 2018), with a median living area of about 2,138 sq ft and a typical 4-bedroom, 2-bath layout; 90% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

County records show 8 qualified sales in Fieldstone At Cypress Woods West across 2024 - 2025 (5 in 2024, 3 in 2025), median $390,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Best for

  • Buying to hold long-term in a newer home with ample interior square footage
  • Buyers who prefer a settled, owner-occupied community over a high-churn one
  • Buyers patient enough to wait for the right floor plan in a low-inventory market

Probably not for

  • Needing a clubhouse, pool, or other on-site amenities
  • Wanting a deep, liquid market with many listings to compare at once
  • Requiring a quick purchase on a fixed timeline

The market around Fieldstone at Cypress Woods West

Fieldstone at Cypress Woods West 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).

In ZIP 34758 (Kissimmee), 302 homes closed in the last 12 months at a median of $328K ($173/sq ft), down 7.2% year over year, with a median 47 days on market. Right now 162 active and 54 pending listings put supply at about 6.4 months - a balanced market. See the live ZIP 34758 housing market and the Osceola County market.

ZIP and county figures describe the wider market, not Fieldstone at Cypress Woods West specifically. Momentum Research analysis of MLS records.

Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.

Recent Developments in Fieldstone At Cypress Woods West

Development, infrastructure, retail, and school activity affecting Fieldstone At Cypress Woods West, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated November 2026.

Dev Momentum78/100 · High
  1. October 2026
    Parks & Amenities

    145,000 sq ft All Sports Dome planned on Gus Road in Kissimmee

    All Sports Dome Southeast plans a climate-controlled indoor inflatable dome at 3070 Gus Road with multi-sport courts, turf fields and training areas. It would be the brand's first Greater Orlando location, with an opening expected in 2027 and no exact date given.

    What it may mean for the marketAn indoor sports venue would add year-round recreation and event space on Kissimmee's Gus Road area. The project is about 8 miles west of Fieldstone At Cypress Woods West, elsewhere in Osceola County.

    Source: What Now Orlando
  2. October 2026
    Infrastructure

    Turnpike widening in Osceola County runs ahead of schedule at Fortune Road Bridge

    Steel beams for the new westbound Fortune Road Bridge are in place a month early as Florida's Turnpike is widened from two to four lanes each way between Partin Settlement Road and Osceola Parkway. Westbound bridge traffic is expected at the start of 2027, and the broader project targets 2031. The bridge adds bike lanes and sidewalks.

    What it may mean for the marketDoubling Turnpike capacity through this stretch should ease regional commutes between Kissimmee and the Orlando area once complete. The site is about 4 miles west of Fieldstone At Cypress Woods West.

    Source: WFTV
  3. October 2026
    Development

    Experience Kissimmee launches Film Kissimmee commission to recruit productions

    The new film commission markets Osceola County to production companies through an online database of more than 100 filming locations and has hired a location manager. Leaders say productions could become a new economic driver, citing spending on hotels, vehicles, food and crew services.

    What it may mean for the marketFilm work could add temporary jobs and visitor spending for hospitality and service businesses across Osceola County. The site is about 5 miles west of Fieldstone At Cypress Woods West.

    Source: WFTV
  4. September 2026
    Infrastructure

    CFX holds public meetings on 14-mile toll road through part of Split Oak Forest

    The Central Florida Expressway Authority held public meetings on Sept. 16 and 17 for a 14-mile road from State Road 417 near Boggy Creek Road in Orange County to Nova Road in Osceola County. CFX says portions could begin construction next year and that the road would ease traffic on Narcoossee Road. The agency faces a legal challenge from Orange County and is pursuing an eminent domain case.

    What it may mean for the marketIf built, the road would add a new east-west route between Lake Nona and St. Cloud, changing commute options and access to east Orange and Osceola land. The site is about 9 miles northeast of Fieldstone At Cypress Woods West.

    Source: Spectrum News 13
  5. August 2026
    Civic

    St. Cloud council approves $6.7 million downtown apartment and parking garage agreement

    The City Council unanimously approved an agreement with Atlantic Housing Partners for apartments and a parking garage next to City Hall. The Community Redevelopment Agency contributes $6.25 million and the city $460,000. The garage would hold 450 to 500 spaces, with 250 reserved for apartment residents.

    What it may mean for the marketNew downtown rental housing and public parking would add residents and parking capacity to the St. Cloud core. The site is about 5 miles southeast of Fieldstone At Cypress Woods West.

    Source: Spectrum News 13
  6. March 2026
    Development

    Orlando approves the 380-acre Dowden Central Community Development District in Lake Nona

    Orlando approved the Dowden Central Community Development District, a roughly 380-acre district in the Lake Nona area of southeast Orlando, in March 2026. The district provides the framework to build roads, drainage, utilities, and parks for future development phases.

    What it may mean for the marketA new community development district lays the groundwork for large-scale growth in the Lake Nona area, a step that typically precedes new housing and commercial activity nearby. The site is about 6 miles northeast of Fieldstone At Cypress Woods West.

    Source: ClickOrlando

Development alerts for Fieldstone At Cypress Woods WestGet a short monthly email when something new is approved, funded, or opens near Fieldstone At Cypress Woods West.

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Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in the Orlando Metro.

If we were buying in Fieldstone at Cypress Woods West 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 Fieldstone at Cypress Woods West.

Best Buy
Buyers who want newer construction with generous living space in a low-turnover Kissimmee pocket.
Biggest Risk
Thin inventory and no recent closings mean comps are sparse and timing is unpredictable.
Sweet Spot
A well-kept, move-in-ready home priced honestly against the median.
Avoid If
You need resort amenities or a fast, liquid market with constant inventory.

A newer, owner-held pocket

The homestead share sits around 76%, which tells you most of these homes are owner-occupied rather than held as rentals or second homes. Paired with the narrow 2018 - 2020 build range, you get a community that is still young structurally but already settled in terms of who holds the deeds - turnover is low and listings are few.

No community amenities surface in the current MLS listings, so buyers drawn to pools, clubhouses, or gated features should calibrate expectations and verify any HOA offerings independently. The draw here is the housing stock itself: recent construction and generous interior square footage for the price point, rather than a resort-style amenity package.

“

The location and the amenities are priced into every listing in Fieldstone at Cypress Woods West. 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 thin market with only a handful of active listings and no recent closings, pricing comes down to reading condition against a sparse comp set - exactly where local judgment matters most. We track every listing and off-market move in Fieldstone, so whether you are timing a sale into low competition or waiting for the right floor plan to surface, you are working from current ground truth rather than guesswork.

Fieldstone at Cypress Woods West in 15 seconds.

Best forBuyers who want newer construction with generous living space in a low-turnover Kissimmee pocket.
Biggest advantageUniform 2018 - 2020 build stock and high owner-occupancy make for a settled, predictable community.
Biggest riskThin inventory and no recent closings mean comps are sparse and timing is unpredictable.
Sweet spotA well-kept, move-in-ready home priced honestly against the median.
Avoid ifYou need resort amenities or a fast, liquid market with constant inventory.
The takeaway

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

What is your Fieldstone at Cypress Woods West home worth?

Get a no-obligation home value based on real comparable sales in Fieldstone at Cypress Woods West, 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.

Recently off market in Fieldstone At Cypress Woods West Kissimmee

Homes in Fieldstone At Cypress Woods West Kissimmee that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 1 on record.

Fieldstone at Cypress Woods West key facts
LocationKissimmee, Osceola County, FL · ZIP 34758
Homes in the community113 (FL DOR 2025 assessment roll)
Years built2018–2020 (median 2018.0)
Typical living area2,592 sq ft (median)
For sale right now3 active, 0 pending · median asking $325,000 · 36.0 months of supply
Owner-occupied (homestead) share76%

Data as of November 13, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2026 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Fieldstone at Cypress Woods West key facts,” movewithmomentum.com/neighborhoods/fieldstone-at-cypress-woods-west-kissimmee, data as of November 13, 2026.

Housing distress & ownership in Fieldstone At Cypress Woods West Kissimmee, Kissimmee

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

Active inventory in distress
6.67%
1 of 15 listings · short sale 1
Distress share trend - 6.67% now (2026-08-12 → 2026-11-02)

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 November 2026 through November 2026. Deemed reliable but not guaranteed.

Just listed in Fieldstone at Cypress Woods West

The newest homes for sale in Fieldstone at Cypress Woods West right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.

Checked against the MLS nightly. All new listings in this market.

Every Home for Sale in Fieldstone At Cypress Woods West Kissimmee Right Now (3)

All 3 active and pending Fieldstone At Cypress Woods West Kissimmee listings with a detail page, newest first, refreshed twice a day from the MLS.

Streets in this community

Street-level pages: every home on record, what sold and what is for sale on each street.

What it really costs to own in Fieldstone at Cypress Woods West

The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.

HOA duesMedian $132/month across 4 MLS listings (most billed monthly; 2026-11-14). Dues cover what the documents say they cover; ask for the budget and reserve study.
Home and flood insuranceThe 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 ageMedian build year 2018 across 4 listings. An original roof here is about 8 years old: still inside the 15-year window Florida carriers use, but ask for the roof's permit date before you bind coverage.

Email me new listings in Fieldstone at Cypress Woods West

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.

Equal Housing Opportunity. Every community is open to everyone; alerts are about homes, never about who lives here.

Ask an agent about Fieldstone at Cypress Woods West

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Fieldstone at Cypress Woods West will answer, and the answer is published on this page for the next buyer.

Property facts only: homes, fees, rules, commute. Every community is open to everyone; agents do not answer questions about who lives here.

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.

$2,317/mo
Osceola County typical true cost to own
$145/mo
Osceola County typical home insurance
Check CDD
Confirm before you offer

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.

How much local inventory is already under contract

25% 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 (2026-11-13).

Frequently Asked Questions

How many homes are in Fieldstone at Cypress Woods West?
The Florida DOR 2025 assessment roll shows 113 homes in Fieldstone at Cypress Woods West (public records).
What share of Fieldstone at Cypress Woods West is owner-occupied?
76% of Fieldstone at Cypress Woods West parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Fieldstone at Cypress Woods West built?
Homes in Fieldstone at Cypress Woods West were built between 2018 and 2020, with a median year built of 2018.0 (FL DOR 2025 roll).
Who is the best real estate agent for Fieldstone at Cypress Woods West?
The best agent for Fieldstone at Cypress Woods West 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 Fieldstone at Cypress Woods West.
How do I find a top Kissimmee real estate agent who knows Fieldstone at Cypress Woods West?
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 Fieldstone at Cypress Woods West and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Fieldstone at Cypress Woods West?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Fieldstone at Cypress Woods West purchase or sale - no call center and no pressure.
Where is Fieldstone at Cypress Woods West, and what county is it in?
Fieldstone at Cypress Woods West is in Kissimmee, Osceola County, FL, ZIP 34758. The community's center is about 11 miles south of the center of Kissimmee (straight-line).
Buying to hold long-term in a newer home with ample interior square footageExcellent fit
Buyers who prefer a settled, owner-occupied community over a high-churn oneExcellent fit
Buyers patient enough to wait for the right floor plan in a low-inventory marketExcellent fit
Needing a clubhouse, pool, or other on-site amenitiesProbably not
Wanting a deep, liquid market with many listings to compare at onceProbably not
Requiring a quick purchase on a fixed timelineProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: November 2, 2026)
Housing stock & ownershipFlorida DOR assessment roll (street-list match (2 streets, ZIP 34758))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2018 (25 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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