Whip O Will Hill in St. Cloud

Whip O Will Hill
Homes for Sale in St. Cloud, FL

Community in ST CLOUD · Osceola County
2 homesBuilt 1991–1991
Free · No obligation
Talk to a Whip O Will Hill Expert

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

Built fromLive Stellar MLS data10 years of closingsFL DOR public recordsUpdated twice daily

As of September 2026, Whip O Will Hill in St Cloud, FL has 1 home for sale. Homes listed or recently sold were built 1989 - 1991; 1 of the 3 geocoded homes sit in a FEMA special flood hazard zone (median elevation 83 ft).

Live · Whip O Will Hill Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
6.0mo
Supply
3 to 6 months is the balanced band
0%
Under contract
Osceola: 21% (1,137 of 5,507)
1 · 0
For sale · pending
live counts, refreshed twice daily
Ownership and context
50%
Owner-occupied · Whip O Will Hill
1 of 2 parcels homesteaded (FL DOR 2025)
50%
Non-owner-occupied · Whip O Will Hill
incl. 0% trust or LLC-held · 0% out-of-state
2
Homes in the community
2 residential parcels (FL DOR 2025)
Track record · 10 years of records
Est. 1991
Community established
homes built 1991-1991, median 1991 (FL DOR 2025)
0
Failed listings · 2025
peaked at 2 in 2025
Jon Brooks, founder of Momentum Realty
Jon's Current Read

This is a two-home pocket in St Cloud, and the MLS data reflects that scale: one active listing against a total inventory of two homes, with six months of supply on the books. That is not enough transaction history to talk about pricing trends with any confidence, so we treat this as a single-listing read rather than a market curve.

What we can say: both homes trace to 1991 construction and run large, with a median living area above 3,400 square feet. Half of the homes carry a homestead exemption, meaning ownership here splits between owner-occupied and non-homestead use. For a buyer, that combination of size and era points to a mature, established build rather than new construction - worth a firsthand walkthrough on condition and updates rather than relying on comparables.

Whip O Will Hill Housing Pulse · Momentum Research · as of July 15, 2026

Whip O Will Hill right now

🟡 Balanced market. 6.0 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 July 15, 2026. Confidence: Low (1 active and pending listings, 0 closed sales in 12 months).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

Updated July 15, 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

Whip O Will Hill is a small enclave in St Cloud, Osceola County, built out in 1991 and defined by larger-footprint homes rather than a wide range of floor plans or price points.

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

  • A buyer specifically interested in a larger, 1991-era home and willing to evaluate it individually rather than against a neighborhood pattern
  • A buyer comfortable with limited amenity infrastructure and a self-contained property
  • A buyer working with an agent to pull hyperlocal county and MLS detail rather than relying on aggregate neighborhood stats

Probably not for

  • A buyer wanting a choice among multiple active listings or floor plans
  • A buyer prioritizing built-in community amenities or shared facilities
  • A buyer who wants a data-rich market with a long transaction history to benchmark against

The market around Whip O Will Hill

Whip O Will Hill is a small community — 5 recorded sales on file, most recently in 2025 — 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 Whip O Will Hill specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in Whip O Will Hill, ST CLOUD

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 10 listings
Distress share trend - 0.0% now (2026-08-12 → 2026-08-31)

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

Homes For Sale Right Now in Whip O Will Hill

Live MLS inventory for Whip O Will Hill. 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 Whip O Will Hill listings as of 2026-09-02, 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 contributors.

Schools

In short
  • Osceola County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Harmony Community School (K-5) · Elementary
  • Harmony Middle · Middle
  • Harmony High · High

Zoned schools reflect the assignments reported on recent Whip O Will Hill 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 Whip O Will Hill address.

If we were buying in Whip O Will Hill 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 Whip O Will Hill.

Best Buy
Best for a buyer targeting a specific large-footprint 1991-built home rather than shopping a neighborhood.
Biggest Risk
The risk is thin data - with only two homes total, there is no real comparable set to lean on.
Sweet Spot
The sweet spot is a buyer who wants an established, mature build and is comfortable evaluating it on its own merits.
Avoid If
Avoid if you want a community with organized amenities or a broad selection of homes to compare.

A Micro-Market, Not a Trend Line

With only two homes total and one currently on the market, Whip O Will Hill functions less like a neighborhood market and more like a single-property opportunity. Months of supply sits at six, which lands in balanced territory, but that figure is built on such a thin base that it should be read as a snapshot, not a forecast.

The homes share a build year of 1991 and a median living area over 3,400 square feet, suggesting a consistent original construction era rather than a mix of eras or additions. No community amenities are identified from current MLS listings, so any lifestyle draw here is about the home and lot themselves, not shared facilities.

The location and the amenities are priced into every listing in Whip O Will Hill. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

A two-home market rewards close attention to the specific property, not general area comps. We pull the actual listing history, tax and homestead status, and condition details on the individual home in play so you are negotiating from facts, not from an area average that does not really apply here.

Whip O Will Hill in 15 seconds.

Best forBest for a buyer targeting a specific large-footprint 1991-built home rather than shopping a neighborhood.
Biggest advantageThe advantage is size - living area well above typical, on a lot with no shared amenity fees to factor in.
Biggest riskThe risk is thin data - with only two homes total, there is no real comparable set to lean on.
Sweet spotThe sweet spot is a buyer who wants an established, mature build and is comfortable evaluating it on its own merits.
Avoid ifAvoid if you want a community with organized amenities or a broad selection of homes to compare.

HOA, CDD & Fees

In short
  • HOA status not on record. Verify any dues before you offer
  • 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 Whip O Will Hill sales matched to your home.

What is your Whip O Will Hill home worth?

Get a no-obligation home value based on real comparable sales in Whip O Will Hill, 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 Whip O Will Hill on the map →

Real comps, not an automated estimate.

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.

$2,220/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.

WHIP O WILL HILL Market Scorecard

Buyer's market

WHIP O WILL HILL is currently a buyer's market. About 6.0 months of supply, a median asking price of $795,000, and homes go under contract in about 152 days.

6.0
Months supply
$795,000
Median list
$642,500
Median sold
$572
Per sqft
152
Days on mkt
1/0/2
Active/Pend/Sold

Typical home value in the 34771 ZIP is $436,543, about 13.8% 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

Is Whip O Will Hill a buyer's or seller's market right now?
As of July 15, 2026, Whip O Will Hill is roughly balanced: 6.0 months of supply at the current sales pace (Stellar MLS live counts).
How many homes are in Whip O Will Hill?
The Florida DOR 2025 assessment roll shows 2 homes in Whip O Will Hill (public records).
What share of Whip O Will Hill is owner-occupied?
50% of Whip O Will Hill parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Whip O Will Hill built?
Homes in Whip O Will Hill were built between 1991 and 1991, with a median year built of 1991 (FL DOR 2025 roll).
Who is the best real estate agent for Whip O Will Hill?
The best agent for Whip O Will Hill 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 Whip O Will Hill.
How do I find a top ST CLOUD real estate agent who knows Whip O Will Hill?
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 Whip O Will Hill and the wider ST CLOUD area.
Can Momentum Realty connect me with an agent for Whip O Will Hill?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Whip O Will Hill purchase or sale - no call center and no pressure.
A buyer specifically interested in a larger, 1991-era home and willing to evaluate it individually rather than against a neighborhood patternExcellent fit
A buyer comfortable with limited amenity infrastructure and a self-contained propertyExcellent fit
A buyer working with an agent to pull hyperlocal county and MLS detail rather than relying on aggregate neighborhood statsExcellent fit
A buyer wanting a choice among multiple active listings or floor plansProbably not
A buyer prioritizing built-in community amenities or shared facilitiesProbably not
A buyer who wants a data-rich market with a long transaction history to benchmark againstProbably not

Nearby Communities

Explore more neighborhoods near Whip O Will Hill with Momentum Realty’s local guides.

Bay Tree Cove St Cloud0.5 mi awayCyrene At Harmony St Cloud0.7 mi awayBay Lake Estates St Cloud0.8 mi awayHarmony West Twnhms Harmony1.0 mi awayVillages At Harmony St Cloud1.1 mi awayBay Lake Farms At St Cloud St Cloud1.2 mi awayTrinity Place St Cloud1.9 mi awayNorthshore Stage 1 St Cloud2.0 mi away

Browse all neighborhood guides →

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: July 16, 2026)
Housing stock & ownershipFlorida DOR assessment roll (community parcel extract)
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2016 (4 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 →

More St. Cloud & Kissimmee, St. Cloud & Osceola County guides

Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Kissimmee, St. Cloud & Osceola County or the full Neighborhood Finder.

Talk to a Local Whip O Will Hill Expert
Call Get Listings