The Villas At Shadow Bay
Homes for Sale in Kissimmee, FL
All 2,933 homes for sale in KISSIMMEE, FL · median $373,400 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of September 2026, The Villas At Shadow Bay in Kissimmee, FL has 1 home for sale. The Villas At Shadow Bay is a community in Kissimmee, Osceola County, FL. Across Kissimmee as a whole, 2,431 homes closed in the last 12 months at a median of $387,990, 62 median days on market, with 1,223 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,910 ($5,310 with the full homestead exemption).
This is about as small and thin a market as you'll find in Osceola County: 17 homes total, built in a single year, and just one active listing as of this snapshot. That means there's no real trend line to lean on here - pricing in this community gets set almost entirely by the condition and updates of whatever single unit happens to be on the market at a given moment, not by a broad comparable set.
The homestead share sitting at roughly a quarter of the community is worth noting. It suggests a meaningful share of these villas are held as rentals or second properties rather than owner-occupied, which tends to correlate with more variable unit condition and a slower, more opportunistic pace of turnover. If you're buying or selling here, expect to negotiate off the specific unit in front of you, not a market average.
The 60-Second Overview
The Villas At Shadow Bay is a compact, single-phase community of 17 homes built in 1986, with a median living area around 1,210 square feet. With inventory this limited, each listing that comes up effectively defines the market on its own.
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.
Who The Villas At Shadow Bay is best for.
Best for
- A buyer seeking a smaller, single-story-scale villa footprint (around 1,210 sq ft) rather than a larger home
- An investor comfortable with a community where a meaningful share of units are already non-homesteaded
- A buyer prioritizing a specific unit and location over shared community amenities, since none are currently identified
Probably not for
- A buyer who wants a newer-construction home, given every unit here dates to 1986
- A buyer who wants resort-style or clubhouse amenities as part of the purchase
- A buyer who wants a wide selection of active listings to compare before deciding
The market around The Villas At Shadow Bay
The Villas At Shadow Bay is too small for its own price trend, so here is the market around it.
Across Osceola County, 4,370 homes are active and 1,137 pending (21% under contract).
Homes here are condominium.
ZIP and county figures describe the wider market, not The Villas At Shadow Bay specifically. Momentum Research analysis of MLS records.
Homes For Sale Right Now in The Villas At Shadow Bay
Live MLS inventory for The Villas At Shadow Bay. 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 The Villas At Shadow Bay listings as of 2026-06-22, 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.
The The Villas At Shadow Bay buying strategy.
If we were buying in The Villas At Shadow Bay 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 The Villas At Shadow Bay.
A micro-market in the truest sense
There isn't a mix of vintages or floor plans to sort through here - every home traces back to the same 1986 build year, and the median size across the community lands around 1,210 square feet. That consistency simplifies comparisons between units but also means the community's overall footprint is modest by design; this isn't a place to look for larger floor plans.
No community amenities are identified in current MLS records for this villa community, so whatever draw it holds is tied to the unit itself and its location in Kissimmee rather than shared recreational features. Combined with a homestead share of about 23.5%, the practical read is that a notable portion of these villas function as non-owner-occupied property. Buyers should go in expecting to evaluate individual unit condition carefully rather than assume uniform upkeep across the 17 homes.
The location and the amenities are priced into every listing in The Villas At Shadow Bay. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community with only one active listing and 17 homes total, the difference between overpaying and getting a fair deal often comes down to knowing what the last few units actually sold for and in what condition - data that's easy to miss without someone tracking this specific micro-market. We watch communities this size closely precisely because the usual market signals don't apply.
The Villas At Shadow Bay in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a The Villas At Shadow Bay 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 The Villas At Shadow Bay sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in The Villas At Shadow Bay, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your The Villas At Shadow Bay home worth?
Get a no-obligation home value based on real comparable sales in The Villas At Shadow Bay, 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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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.
THE VILLAS AT SHADOW BAY Market Scorecard
THE VILLAS AT SHADOW BAY is currently a thin data market. Limited supply, a median asking price of $1,645, and homes go under contract in about 36 days.
Typical home value in the 34741 ZIP is $286,616, about 14.2% above 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
How many homes are in The Villas At Shadow Bay?
What share of The Villas At Shadow Bay is owner-occupied?
When were the homes in The Villas At Shadow Bay built?
Who is the best real estate agent for The Villas At Shadow Bay?
How do I find a top Kissimmee real estate agent who knows The Villas At Shadow Bay?
Can Momentum Realty connect me with an agent for The Villas At Shadow Bay?
Should you buy in The Villas At Shadow Bay?
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: June 22, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (community parcel extract) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
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.
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See how The Villas At Shadow Bay fits the bigger picture — live prices, inventory, and Momentum Scores:
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