The Villas At Shadow Bay Kissimmee in KISSIMMEE

The Villas At Shadow Bay Kissimmee
Homes for Sale in KISSIMMEE, FL

Community in KISSIMMEE · Osceola County
17 homesBuilt 1986–1986
Free · No obligation
Talk to a The Villas At Shadow Bay Kissimmee Expert

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

Built fromLive Stellar MLS dataFL DOR public recordsUpdated twice daily
Live · The Villas At Shadow Bay Kissimmee 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)
1 · 0
For sale · pending
live counts, refreshed twice daily
Ownership and context
24%
Owner-occupied · The Villas At Shadow Bay Kissimmee
4 of 17 parcels homesteaded (FL DOR 2025)
76%
Non-owner-occupied · The Villas At Shadow Bay Kissimmee
incl. 18% trust or LLC-held · 24% out-of-state
17
Homes in the community
17 residential parcels (FL DOR 2025)
Track record · years of records
Est. 1986
Community established
homes built 1986-1986, median 1986 (FL DOR 2025)
Jon Brooks, founder of Momentum Realty
Jon's Current Read

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.

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 Kissimmee

The Villas At Shadow Bay Kissimmee 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 Kissimmee specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in The Villas At Shadow Bay Kissimmee, KISSIMMEE

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 85 listings
Distress share trend — 0.0% now (2026-08-12 → 2026-08-24)

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 The Villas At Shadow Bay Kissimmee

Live MLS inventory for The Villas At Shadow Bay Kissimmee. 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 Kissimmee 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.

If we were buying in The Villas At Shadow Bay Kissimmee 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 The Villas At Shadow Bay Kissimmee.

Best Buy
Buyers looking for a single, small villa in Kissimmee rather than a large community with amenities.
Biggest Risk
With only one active listing, buyers have little to no selection at any given time.
Sweet Spot
Best suited to a buyer targeting a modest-footprint, low-maintenance home rather than square footage or shared amenities.
Avoid If
Avoid if you need community amenities or want a broad choice of available units to compare.

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 Kissimmee. 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 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 Kissimmee in 15 seconds.

Best forBuyers looking for a single, small villa in Kissimmee rather than a large community with amenities.
Biggest advantageThe 1986 build and consistent ~1,210 sq ft layout make unit-to-unit comparisons straightforward.
Biggest riskWith only one active listing, buyers have little to no selection at any given time.
Sweet spotBest suited to a buyer targeting a modest-footprint, low-maintenance home rather than square footage or shared amenities.
Avoid ifAvoid if you need community amenities or want a broad choice of available units to compare.

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 The Villas At Shadow Bay Kissimmee sales matched to your home.

What is your The Villas At Shadow Bay Kissimmee home worth?

Get a no-obligation home value based on real comparable sales in The Villas At Shadow Bay Kissimmee, 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 The Villas At Shadow Bay Kissimmee on the map →

Real comps, not an automated estimate.

THE VILLAS AT SHADOW BAY Market Scorecard

Thin data

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.

n/a
Months supply
$1,645
Median list
n/a
Median sold
$1
Per sqft
36
Days on mkt
1/0/0
Active/Pend/Sold

Go deeper: county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, 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 Kissimmee?
The Florida DOR 2025 assessment roll shows 17 homes in The Villas At Shadow Bay Kissimmee (public records).
What share of The Villas At Shadow Bay Kissimmee is owner-occupied?
24% of The Villas At Shadow Bay Kissimmee parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in The Villas At Shadow Bay Kissimmee built?
Homes in The Villas At Shadow Bay Kissimmee were built between 1986 and 1986, with a median year built of 1986 (FL DOR 2025 roll).
Who is the best real estate agent for The Villas At Shadow Bay Kissimmee?
The best agent for The Villas At Shadow Bay Kissimmee 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 The Villas At Shadow Bay Kissimmee.
How do I find a top KISSIMMEE real estate agent who knows The Villas At Shadow Bay Kissimmee?
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 The Villas At Shadow Bay Kissimmee and the wider KISSIMMEE area.
Can Momentum Realty connect me with an agent for The Villas At Shadow Bay Kissimmee?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your The Villas At Shadow Bay Kissimmee purchase or sale - no call center and no pressure.
A buyer seeking a smaller, single-story-scale villa footprint (around 1,210 sq ft) rather than a larger homeExcellent fit
An investor comfortable with a community where a meaningful share of units are already non-homesteadedExcellent fit
A buyer prioritizing a specific unit and location over shared community amenities, since none are currently identifiedExcellent fit
A buyer who wants a newer-construction home, given every unit here dates to 1986Probably not
A buyer who wants resort-style or clubhouse amenities as part of the purchaseProbably not
A buyer who wants a wide selection of active listings to compare before decidingProbably not

Nearby Communities

Explore more neighborhoods near The Villas At Shadow Bay Kissimmee with Momentum Realty’s local guides.

Villas At Shadow Bay The Kissimmee0.2 mi awayChelsea Square 4A Kissimmee0.3 mi awayTapestry Kissimmee0.4 mi awayVenetian Bay Village P3 Kissimmee0.6 mi awayArbors Of Sendera Kissimmee0.7 mi awayVenetian Bay Villages Kissimmee0.7 mi awayHSHoltons Sub Kissimmee0.8 mi awayKEKissimmee Executive Park Kissimmee0.9 mi away

Browse all Florida neighborhood guides →

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: June 22, 2026)
Housing stock & ownershipFlorida DOR 2025 assessment roll (community parcel extract)
Under-contract sharesStellar 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 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 The Villas At Shadow Bay Kissimmee Expert
Call Get Listings