Estates of Westerly
Homes for Sale in St Cloud, FL
True comps, carrying-cost math, and listings before the portals.
As of November 2026, Estates Of Westerly in St Cloud, FL has 3 homes for sale. Over the 12 months ending 2026-11-13, 6 recorded sales closed at a median of $362,000, $196 per square foot, a median 71 days on market, sellers accepting 97% of original asking. Homes listed or recently sold were built 2018 - 2020; 16 of 16 report an HOA (median $77/mo); none of the 16 geocoded homes sit in a FEMA special flood hazard zone (median elevation 76 ft). At the median price and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,510 ($4,910 with the full homestead exemption).
Last 30 days in Estates of Westerly: 1 new listing (median asking $440,000), 1 under contract right now, 1 closed sale (median $359,000). As of November 12, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Homes For Sale Right Now in Estates of Westerly
Live MLS inventory for Estates of Westerly. 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 · 23 daysTop listing
Active · 83 days
Active · 56 days
Under Contract · 137 daysActive and pending Estates of Westerly listings as of 2026-11-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2024 through 2026. Tap any home to ask about it.
Price here is driven mostly by condition and square footage, not by the year built. This is a tight, newer community where homes were delivered between 2018 and 2021, so the housing stock is consistent in age - the median home runs about 2,136 square feet, and the median works out to roughly $203 a foot. With homes this similar in vintage, the spread you'll see comes down to finish level, lot, and how a given seller has maintained the property.
The market reads balanced: about three months of supply, a median of 32 days on market, and prices essentially flat year over year at -0.5%. With only three active listings against 187 homes, inventory is thin, so timing matters more than usual. Sellers shouldn't expect bidding-war conditions, and buyers shouldn't expect fire-sale pricing - this is a market that rewards a correctly priced, well-presented home and a buyer who can move when something fitting their criteria appears.
Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Estates of Westerly right now
🔴 Seller-leaning market. 2.8 months of supply and 25% of the inventory already under contract give sellers the pressure advantage.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 November 13, 2026. Confidence: Medium (4 active and pending listings, 6 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated November 14, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Estates of Westerly market snapshot (as of November 13, 2026): the median sale price is about $362K ($196 per sq ft over the trailing 12 months of closed sales), a median 71 days on market for closed sales, and 2.8 months of supply, a seller-leaning market.
In ZIP 34771 (St Cloud), 1,023 homes closed in the last 12 months at a median of $445K ($201/sq ft), down 1.9% year over year, with a median 48 days on market. Right now 104 active and 99 pending listings put supply at about 1.2 months - a healthy market. See the live ZIP 34771 housing market and the Osceola County market.
County records show 15 qualified sales in Estates Of Westerly across 2024 - 2025 (12 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.
Flood zones in Estates of Westerly: of 15 listing addresses checked against the FEMA National Flood Hazard Layer, 100% sit outside the FEMA Special Flood Hazard Area (Zone X). Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in St Cloud.
Estates of Westerly is a community of 187 homes in St Cloud, Osceola County, built between 2018 and 2021 (median 2019.0), with a median living area of about 2,136 square feet. 79% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Estates Of Westerly is a compact, newer-construction community in St Cloud where nearly 79% of homes are homesteaded, which helps explain the low turnover and limited active inventory.
The setting & the homes.
Aerial and on-site photos of Estates of Westerly. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Estates of WesterlyPhotos from Stellar MLS listings in Estates of Westerly; content deemed reliable but not guaranteed.
Who Estates of Westerly is best for.
Best for
- Buying to hold in a newer, owner-occupied community with low turnover
- Buyers who want move-in-ready, current-era construction without a renovation project
- Buyers comfortable acting quickly when a fitting listing appears
Probably not for
- Shopping for a wide range of homes to compare side by side
- Needing flexibility on fencing or other property changes the HOA restricts
- Looking for a value play on an older home to renovate
Estates of Westerly 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 Estates of Westerly
- Pool · reported on 6 of 8 listings
- Special Community Restrictions · reported on 1 of 8 listings
- Fence Restrictions · reported on 1 of 8 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
- Hickory Tree Elem · Elementary
- Narcoossee Middle · Middle
- Harmony High · High
Zoned schools reflect the assignments reported on recent Estates of Westerly 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 Estates of Westerly address.
Shop the zone: Homes zoned for Harmony High High School
The Estates of Westerly buying strategy.
If we were buying in Estates of Westerly 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.
Come strong and clean. Homes here move, so lead with your best terms and financing ready rather than a low anchor.
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 Estates of Westerly.
A newer, owner-occupied enclave with thin inventory
This is a young community by Osceola County standards - built out from 2018 to 2021, with a median year built of 2019. That means mechanicals, roofs, and systems are still relatively new, and the floor plans reflect current-era construction rather than anything you'd need to update on arrival. The amenity set is modest and practical: a community pool, plus special community restrictions and fence restrictions that are worth reviewing before you commit.
With a homestead share just under 79% and only three homes active at any given time, listings don't come up often and tend to move at a reasonable clip - the median closing took 32 days across the most recent window of ten sales. If you're buying, be ready to act; if you're selling, you're competing against very little, but the balanced band means you still need to price to the home's actual condition rather than to a hoped-for number.
The location and the amenities are priced into every listing in Estates of Westerly. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Estates of Westerly buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (7.6). Basis: Liquidity & Demand 2.8 months of supply; Owner Commitment 79% owner-occupied; Pricing Power 96.5% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a community this thin on inventory, the difference between winning and waiting is knowing when a listing is coming and how to price against a nearly identical pool of homes. We track the full picture here - the condition-driven spread, the restriction details that affect what you can and can't do with the property, and the realistic days-on-market math - so you're negotiating on facts, not guesswork. We'll also tell you plainly when something priced above the home's condition isn't worth chasing.
Estates of Westerly in 15 seconds.
Tools for a Estates of Westerly 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 Estates of Westerly sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Estates of Westerly, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Estates of Westerly home worth?
Get a no-obligation home value based on real comparable sales in Estates of Westerly, 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 Estates of Westerly on the map →
Recently off market in Estates Of Westerly
Homes in Estates Of Westerly 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. 5 on record.
- 1663 Gentle Breeze Drive · off market
- 5608 Westerly Breeze Place · off market
- 5610 Western Sun Drive · off market
- 5631 Western Sun Drive · off market
- 5709 Shaker Palm Place · off market
| Location | St Cloud, Osceola County, FL · ZIP 34771 |
|---|---|
| Homes in the community | 187 (FL DOR 2025 assessment roll) |
| Years built | 2018–2021 (median 2019.0) |
| Typical living area | 2,136 sq ft (median) |
| Home types (current listings and sales) | single-family 100% |
| Amenities listed by sellers | Pool, Security System, Community Mailbox, Deed Restrictions, Fence Restrictions, Park |
| Sale prices, last 12 months | $362,000 median across 6 closed sales · $196 per sq ft |
| Days on market (closed sales) | 71 median |
| For sale right now | 3 active, 1 pending · median asking $415,000 · 2.8 months of supply |
| Owner-occupied (homestead) share | 79% |
Data as of November 13, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2024 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Estates of Westerly key facts,” movewithmomentum.com/neighborhoods/estates-of-westerly-st-cloud, data as of November 13, 2026.
Housing distress & ownership in Estates Of Westerly, St Cloud
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 November 2026 through November 2026. Deemed reliable but not guaranteed.
Every Home for Sale in Estates Of Westerly Right Now (4)
All 4 active and pending Estates Of Westerly listings with a detail page, newest first, refreshed twice a day from the MLS.
- 5595 Western Sun Drive · $440,000 · 5 bd / 3 ba · listed Oct 21, 2026 · listed by Maktub Realty
- 5606 Western Sun Drive · $395,000 · 4 bd / 2 ba · listed Sep 18, 2026 · listed by Lpt Realty, Llc
- 5605 Blowing Wind Place · $415,000 · 3 bd / 2.5 ba · listed Aug 25, 2026 · listed by Maktub Realty
- 1659 Gentle Breeze Drive · $410,000 · 5 bd / 3 ba · pending · listed Aug 15, 2026 · listed by Luna Group
Recently sold in Estates Of Westerly St Cloud
- 5610 Western Sun Drive · sold $359,000
- 5631 Western Sun Drive · sold $365,000
- 5608 Westerly Breeze Place · sold $335,000
- 5709 Shaker Palm Place · sold $325,000
Closed sales from the MLS; each page shows the sold price, taxes and value history.
More St Cloud home searches
- All homes for sale in St Cloud, FL
- Homes for sale in Osceola County, FL
- Gated communities in St Cloud
- St Cloud home values: what is my house worth?
St Cloud guides & data
- Market data
- Cost of living
- Best neighborhoods
- Flood zones
- Property taxes (Osceola County)
- Homestead exemption (Osceola County)
- New construction
- New construction (Osceola County)
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
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Western Sun Drive (33 homes on record)
What it really costs to own in Estates of Westerly
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 $77/month across 17 MLS listings (most billed quarterly; 2026-11-14). 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. Flood: of 15 listing addresses checked against the FEMA flood map, 100% sit outside the high-risk zone. Statewide, a Zone X flood policy runs about $500-$700/yr and a high-risk zone $1,200-$2,500/yr (FEMA Risk Rating 2.0 averages, not quotes). |
| Roof and age | Median build year 2019 across 15 listings. Newer roofs and current wind-mitigation features usually mean the lower end of insurance quotes. |
Email me new listings in Estates of Westerly
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 Estates of Westerly
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Estates of Westerly will answer, and the answer is published on this page for the next buyer.
32% of homes for sale in ZIP 34771 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 (2026-11-14).
Estates of Westerly Market Scorecard
Estates of Westerly is currently a seller's market. About 2.8 months of supply, a median asking price of $415,000, and homes go under contract in about 56 days.
Typical home value in the 34771 ZIP is $432,082, about 6.7% 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
What is the median home price in Estates of Westerly?
How long do homes in Estates of Westerly take to sell?
Is Estates of Westerly a buyer's or seller's market right now?
How many homes are in Estates of Westerly?
What share of Estates of Westerly is owner-occupied?
When were the homes in Estates of Westerly built?
Who is the best real estate agent for Estates of Westerly?
How do I find a top St Cloud real estate agent who knows Estates of Westerly?
Can Momentum Realty connect me with an agent for Estates of Westerly?
Where is Estates of Westerly, and what county is it in?
Is Estates of Westerly in a flood zone?
Is Estates of Westerly a good place to live?
Should you buy in Estates of Westerly?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 12, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending November 13, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (5 streets, ZIP 34771)) |
| Under-contract shares | Stellar MLS records, as of 2026-11-13 |
| Historical depth | Closed-sale records back to 2024 (8 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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