MLS data updated Oct 29, 2026
Crestwynd BayReal Estate Market Report · October 2026
Crestwynd Bay real estate market report · Kissimmee, FL
Kissimmee, FL
Crestwynd Bay is a residential community in Kissimmee, Florida. This live report tracks active and pending listings, 12-month sale prices and days on market, and public-record sales for the surrounding ZIP.
Median sold: $247K · Median days on market: 124 · Sold-to-list: 93.5% · Source: Stellar MLS, last 12 mo
About 16 months of inventory — supply is outpacing demand, so buyers have room to negotiate (over 6 months = buyer's market).
Aggregate statistics from Stellar MLS closed sales over the last 12 months and live MLS inventory. A market read, not an appraisal of any home or a listing of individual sales.
Want this as a printable report?
Generate a clean, branded multi-page PDF of the Crestwynd Bay market — perfect to print or email.
Crestwynd Bay by the numbers
8 listings are active in Crestwynd Bay right now, priced from $220K to $300K, with a median of $256K. Every active listing is a townhome. Where living area is reported, the 3-bedroom properties run 1,187 to 1,595 square feet of living area. Year built spans 2006 to 2007.
1 listing has a private pool; the median active listing has been on the market 122 days; recent sales have closed near $182 per square foot.
6 sales closed here in the last 12 months at a median of $247K, about 0.5 a month against 16 months of current inventory.
Figures are aggregates of the active listings shown on this page and of 12-month MLS sales, as of October 30, 2026.
Crestwynd Bay · 4th Quarter 2026
6 sales · Stellar MLS · last 12 mo
$247K
Median Sale Price
124 days
Median Days on Market
93.5%
Sold-to-List
$182
Median $/sqft
Currently For Sale
8 active listings in Crestwynd Bay
$181/sqft
View details
$253/sqft
View details
$185/sqft
View details
$169/sqft
View details
$197/sqft
View details
$162/sqft
View details
$185/sqft
View details
$182/sqft
View details
| Beds | Baths | Sq Ft | List Price | $/Sq Ft | DOM | Pool |
|---|---|---|---|---|---|---|
| 3 | 3 | 1,362 | $245,900 | $181 | 370 | — |
| 3 | 3 | 1,187 | $300,000 | $253 | 29 | ✓ |
| 3 | 3 | 1,187 | $220,000 | $185 | 121 | — |
| 3 | 3 | 1,595 | $269,000 | $169 | 122 | — |
| 3 | 3 | 1,187 | $234,000 | $197 | 81 | — |
| 3 | 3 | 1,595 | $259,000 | $162 | 91 | — |
| 3 | 3 | 1,362 | $252,000 | $185 | 241 | — |
| 3 | 3 | 1,595 | $290,000 | $182 | 253 | — |
Crestwynd Bay Market — Common Questions
Is Crestwynd Bay a buyer's or seller's market in 2026?+
Crestwynd Bay is currently a buyer's market with about 16 months of inventory. About 16 months of inventory — supply is outpacing demand, so buyers have room to negotiate (over 6 months = buyer's market).
What is the median home sale price in Crestwynd Bay?+
Based on Stellar MLS closed sales over the last 12 months, the median sale price in Crestwynd Bay is approximately $247K.
How many homes are for sale in Crestwynd Bay?+
There are currently 8 active listings in Crestwynd Bay, with homes selling at roughly 0.5 per month. That works out to about 16 months of inventory.
Free · No Obligation
What Is Your Crestwynd Bay Home Worth?
I analyze active competition, recent sales, and neighborhood trends to give you a precise estimate of what your home is worth right now — no automated Zestimate, a real analysis from a local expert.
Ryan Solberg
MaxLife Realty
321.373.3536
5.0 ★ · 42 reviews
What clients say
All 42 reviews on Zillow“Ryan was very helpful and quick to answer any questions I had. I was on a deadline to be out of my house and he made it happen — and in the end my family and I have a beautiful house.”
“Highly likely to recommend! Ryan helped us sell my mother's condo when she needed to move to assisted living. But that was just the start — he helped us find repairmen for the things that needed fixing.”
More communities in Kissimmee
- Windsor at Westside73 sales in 12 mo
- Celebration Island72 sales in 12 mo
- Cove at Storey Lake48 sales in 12 mo
- The Townhomes at Westview39 sales in 12 mo
- Paradise Palms Resort37 sales in 12 mo
- Bellavida27 sales in 12 mo
- Legacy Dunes26 sales in 12 mo
- Tapestry26 sales in 12 mo
- Emerald Island Resort22 sales in 12 mo
- Esplanade at Westview21 sales in 12 mo
- Georgetown at Celebration21 sales in 12 mo
- Lucaya21 sales in 12 mo
Report generated October 30, 2026 at 11:21 AM ET · Powered by Stellar MLS
MLS Data:Active and pending listing data is sourced from the Stellar MLS as distributed by MLS GRID. Listings courtesy of Stellar MLS as distributed by MLS GRID. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The MLS GRID does not guarantee the accuracy of this data, which may not reflect all real estate activity in the area.
Sold Data: Sales analysis is derived from Florida Department of Revenue public property records (arm's-length transactions). Ryan Solberg and MaxLife Realty LLC are not affiliated with Crestwynd Bayor its HOA. This report is not intended to solicit properties already listed for sale nor to cause a breach of an existing agency relationship. Data should be independently verified. E&OE.
Based on information submitted to the MLS GRID as of October 29, 2026 at 1:32 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Moving to Crestwynd Bay
Utilities & Services
Crestwynd Bay is in Osceola County, Florida. Here's who to call to get power, water, and trash service set up in your name before closing.
Electric
Kissimmee Utility Authority (KUA) · (407) 933-9800City of Kissimmee.
Orlando Utilities Commission (OUC) · (407) 423-9018City of St. Cloud (OUC has run St. Cloud's electric system since 1997).
Water & Sewer
Toho Water Authority · (407) 944-5000Kissimmee, St. Cloud, Poinciana, and many unincorporated areas.
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of October 29, 2026 at 1:32 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA