Shadow Bay Villas
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
196 homesBuilt 1986–1989
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data19 years of closingsFL DOR public recordsUpdated twice daily
Live · Shadow Bay Villas Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
2
Sold · last 12 mo
10-yr average: about 3 a year
Ownership and context
29%
Owner-occupied · Shadow Bay Villas
57 of 196 parcels homesteaded (FL DOR 2025)
71%
Non-owner-occupied · Shadow Bay Villas
incl. 19% trust or LLC-held · 21% out-of-state
50%
Cash buyers · Shadow Bay Villas
3 of 6 sales, 12 mo ending June 2024
196
Homes in the community
196 residential parcels (FL DOR 2025)
Track record · 19 years of records
Est. 1986
Community established
homes built 1986-1989, median 1988 (FL DOR 2025)
1
Failed listings · 2026
peaked at 20 in 2007
1.0%/yr
Turnover rate
about 2 of 196 homes trade a year

The market around Shadow Bay Villas

Shadow Bay Villas is a small community — 144 recorded sales on file, most recently in 2026 — 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).

The housing mix here is 88% condominium, 8% townhouse, 3% villa.

ZIP and county figures describe the wider market, not Shadow Bay Villas specifically. Momentum Research analysis of MLS records.

If we were buying in Shadow Bay Villas 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 Shadow Bay Villas.

A closer look at the Shadow Bay Villas market

The housing stock is 196 homes built between 1986 and 1989, and 29% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

The location and the amenities are priced into every listing in Shadow Bay Villas. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

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 Shadow Bay Villas sales matched to your home.

What is your Shadow Bay Villas home worth?

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

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Shadow Bay Villas?
The Florida DOR 2025 assessment roll shows 196 homes in Shadow Bay Villas (public records).
What share of Shadow Bay Villas is owner-occupied?
29% of Shadow Bay Villas parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Shadow Bay Villas built?
Homes in Shadow Bay Villas were built between 1986 and 1989, with a median year built of 1988.0 (FL DOR 2025 roll).
Do cash buyers compete in Shadow Bay Villas?
Cash buyers took 50% of Shadow Bay Villas sales in the 12 months ending June 2024 (3 of 6 closings, Stellar MLS).
Who is the best real estate agent for Shadow Bay Villas?
The best agent for Shadow Bay Villas 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 Shadow Bay Villas.
How do I find a top Kissimmee real estate agent who knows Shadow Bay Villas?
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 Shadow Bay Villas and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Shadow Bay Villas?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Shadow Bay Villas purchase or sale - no call center and no pressure.

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (3 streets, ZIP 34741))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2007 (51 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 →

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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

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