Charleston Square St Cloud
Homes for Sale in ST CLOUD, FL

Community in ST CLOUD · Osceola County
103 homesBuilt 1909–2022
Free · No obligation
Talk to a Charleston Square St Cloud Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data9 years of closingsFL DOR public recordsUpdated twice daily
Live · Charleston Square St Cloud Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
0%
Under contract
Osceola: 21% (1,137 of 5,507)
3 · 0
For sale · pending
live counts, refreshed twice daily
Ownership and context
55%
Owner-occupied · Charleston Square St Cloud
58 of 105 parcels homesteaded (FL DOR 2025)
45%
Non-owner-occupied · Charleston Square St Cloud
incl. 11% trust or LLC-held · 8% out-of-state
103
Homes in the community
plus 2 vacant residential lots · 105 residential parcels (FL DOR 2025)
Track record · 9 years of records
Est. 1909
Community established
homes built 1909-2022, median 1983 (FL DOR 2025)
0
Failed listings · 2007
peaked at 1 in 2007
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Charleston Square St Cloud is not a single-builder subdivision behaving like one. A year-built range stretching from 1909 to 2022, with a median build year of 1983, tells you this is a mixed-vintage pocket of Osceola County — original homesteads sitting near recent construction. That spread is the real driver of price and condition variation here, not square footage or amenities, since none are noted on current listings.

With only 3 active listings against 103 total homes, this is a thin market. There is not enough current inventory to establish a reliable price trend from listings alone, so any pricing conversation here has to lean on comparable closed sales and a house-by-house read on age and condition rather than a headline number.

Best for

  • Buyers who want a modest square-footage home and are comfortable vetting age and condition individually
  • Buyers prioritizing an owner-occupied setting over a rental-heavy block
  • Buyers open to either an older, individually built home or newer infill construction under the same community name

Probably not for

  • Buyers who want a community pool, clubhouse, or organized common-area amenities
  • Buyers who need a large, consistent inventory of active listings to compare before deciding
  • Buyers who want a single, uniform build era rather than a mix spanning more than a century

The market around Charleston Square St Cloud

Charleston Square St Cloud is a small community — 1 recorded sale on file, most recently in 2007 — too few for its own price trend. Here is the market around it.

Across Osceola County, 4,370 homes are active and 1,137 pending (21% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not Charleston Square St Cloud specifically. Momentum Research analysis of MLS records.

Homes For Sale Right Now in Charleston Square St Cloud

Live MLS inventory for Charleston Square St Cloud. 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 Charleston Square St Cloud listings as of 2026-07-16, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Tap any home to ask about it.

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

Schools

In short
  • Osceola County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • St Cloud Elem · Elementary
  • St. Cloud Middle (6-8) · Middle
  • St. Cloud High School · High

Zoned schools reflect the assignments reported on recent Charleston Square St Cloud 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 Charleston Square St Cloud address.

If we were buying in Charleston Square St Cloud 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 Charleston Square St Cloud.

Best Buy
Buyers comfortable evaluating homes individually rather than relying on a uniform community standard.
Biggest Risk
Wide build-year variation means condition and age must be checked home by home, not assumed.
Sweet Spot
Buyers targeting a modest, sub-1,500-square-foot footprint in the St Cloud area without amenity overhead.
Avoid If
You want a single-era, amenity-rich community with a consistent look and shared facilities.

A community defined by vintage spread, not a build era

Most named communities in this part of Osceola County read as a single development phase — one builder, one decade, similar floor plans. Charleston Square doesn't fit that mold. With homes dating back to 1909 and others built as recently as 2022, buyers here are really choosing between two different products under one name: older, individually built homes and newer infill construction. That distinction matters more than any single community-wide statistic.

No community amenities surface in current MLS listings, which reinforces that this is a location and housing-stock play rather than a lifestyle-amenity purchase. Evaluate it on lot, structure, and proximity to the surrounding St Cloud corridor — not on a clubhouse or pool that isn't there.

The location and the amenities are priced into every listing in Charleston Square St Cloud. 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 market with only 3 active listings across 103 homes, generic search portals won't show you enough to compare intelligently. We track off-market and recently closed activity in this specific pocket of St Cloud so you're pricing against real comparables — matched by build era and condition — instead of a thin, misleading active-listing sample.

Charleston Square St Cloud in 15 seconds.

Best forBuyers comfortable evaluating homes individually rather than relying on a uniform community standard.
Biggest advantageA largely owner-occupied base, with over half of homes carrying a homestead exemption.
Biggest riskWide build-year variation means condition and age must be checked home by home, not assumed.
Sweet spotBuyers targeting a modest, sub-1,500-square-foot footprint in the St Cloud area without amenity overhead.
Avoid ifYou want a single-era, amenity-rich community with a consistent look and shared facilities.

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 Charleston Square St Cloud sales matched to your home.

What is your Charleston Square St Cloud home worth?

Get a no-obligation home value based on real comparable sales in Charleston Square St Cloud, 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 homes for sale in Charleston Square St Cloud on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Charleston Square St Cloud?
The Florida DOR 2025 assessment roll shows 103 homes plus 2 vacant residential lots in Charleston Square St Cloud (public records).
What share of Charleston Square St Cloud is owner-occupied?
55% of Charleston Square St Cloud parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Charleston Square St Cloud built?
Homes in Charleston Square St Cloud were built between 1909 and 2022, with a median year built of 1983 (FL DOR 2025 roll).
Who is the best real estate agent for Charleston Square St Cloud?
The best agent for Charleston Square St Cloud is one who actively works ST CLOUD 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 Charleston Square St Cloud.
How do I find a top ST CLOUD real estate agent who knows Charleston Square St Cloud?
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 Charleston Square St Cloud and the wider ST CLOUD area.
Can Momentum Realty connect me with an agent for Charleston Square St Cloud?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Charleston Square St Cloud purchase or sale - no call center and no pressure.
Buyers who want a modest square-footage home and are comfortable vetting age and condition individuallyExcellent fit
Buyers prioritizing an owner-occupied setting over a rental-heavy blockExcellent fit
Buyers open to either an older, individually built home or newer infill construction under the same community nameExcellent fit
Buyers who want a community pool, clubhouse, or organized common-area amenitiesProbably not
Buyers who need a large, consistent inventory of active listings to compare before decidingProbably not
Buyers who want a single, uniform build era rather than a mix spanning more than a centuryProbably not

Nearby Communities

Explore more neighborhoods near Charleston Square St Cloud with Momentum Realty’s local guides.

HNHarmony Nbhd D2 And E St CloudST CLOUD, FL · 0.0 miHRHanover Reserve Rep St CloudST CLOUD, FL · 0.0 miSPStevens Plantation St CloudST CLOUD, FL · 0.0 miJJJohn J Johnstons St CloudST CLOUD, FL · 0.0 miNGNova Grove St CloudST CLOUD, FL · 0.0 miHNHarmony Nbhd D2 E St CloudST CLOUD, FL · 0.0 miOHOld Hickory St CloudST CLOUD, FL · 0.0 miMTMaple Terrace St CloudST CLOUD, FL · 0.0 mi

Browse all Florida neighborhood guides →

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: July 16, 2026)
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 34769))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2017 (3 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 your area 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.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →
Talk to a Local Charleston Square St Cloud Expert
Call Get Listings