Townes At Windsong
Homes for Sale in Kissimmee, FL
All 2,887 homes for sale in KISSIMMEE, FL · median $374,999 · 328 homes for sale in 34744 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
Over the 12 months ending 2026-09-20, 4 recorded sales closed at a median of $285,500, $274 per square foot, a median 14 days on market, sellers accepting 99% of original asking. At the median price and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $4,350 ($3,750 with the full homestead exemption).
| Location | KISSIMMEE, Osceola County, FL · ZIP 34744 |
|---|---|
| Homes in the community | 96 (FL DOR 2025 assessment roll) |
| Years built | 1986–1989 (median 1986.5) |
| Typical living area | 1,518 sq ft (median) |
| Amenities listed by sellers | Fire Alarm |
| Sale prices, last 12 months | $285,500 median across 4 closed sales · $274 per sq ft |
| Days on market (closed sales) | 14 median |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 73% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2005 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Townes At Windsong key facts,” movewithmomentum.com/neighborhoods/townes-at-windsong, data as of September 20, 2026.
Nearby homes for sale
No active listings inside Townes At Windsong right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Townes At Windsong market snapshot (as of September 20, 2026): the median sale price is about $286K ($274 per sq ft over the trailing 12 months of closed sales), and a median 15 days on market for closed sales.
In ZIP 34744 (KISSIMMEE), 789 homes closed in the last 12 months at a median of $406K ($215/sq ft), up 1.2% year over year, with a median 33 days on market. Right now 128 active and 26 pending listings put supply at about 6.7 months - a balanced market. See the live ZIP 34744 housing market and the Osceola County market.
Townes At Windsong is a community of 96 homes in Kissimmee, Osceola County, built between 1986 and 1989 (median 1986.5), with a median living area of about 1,518 square feet. 73% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Townes At Windsong. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Townes At Windsong
Townes At Windsong
Townes At Windsong
Townes At WindsongPhotos from Stellar MLS listings in Townes At Windsong; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($286K) IS the median in the snapshot above.
Windows contain 0 to 6 sales each (4 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2005 through 2026. Deemed reliable but not guaranteed.
19% of homes for sale in ZIP 34744 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-09-20).
Townes At Windsong Market Scorecard
Townes At Windsong is currently a balanced market..
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Townes At Windsong, KISSIMMEE
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
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 October 2026 through October 2026. Deemed reliable but not guaranteed.
Townes At Windsong on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Life at Townes At Windsong
- Beach Access · reported on 1 of 1 listings
- Elevator(s) · reported on 1 of 1 listings
- Golf Course · reported on 1 of 1 listings
- Gated · reported on 1 of 1 listings
- Jogging Path · reported on 1 of 1 listings
- Park · reported on 1 of 1 listings
- Playground · reported on 1 of 1 listings
- Storage · reported on 1 of 1 listings
- Tennis Court(s) · reported on 1 of 1 listings
- Trash · reported on 1 of 1 listings
- Pickleball · reported on 1 of 1 listings
- Pool · reported on 1 of 1 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Recent Developments in Townes At Windsong
Development, infrastructure, retail, and school activity affecting Townes At Windsong, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated August 2026.
- July 2026Development
Pomelo Square mixed-use community advances in Wesley Chapel
Ryan Cos. and PulteGroup are advancing Pomelo Square, a mixed use development at the northeast corner of Old Pasco Road and Overpass Road in Wesley Chapel. Plans call for 415 residential units made up of 325 apartments and 90 townhomes, about 42,000 square feet of retail, and a hotel pad. Completion is targeted for the first quarter of 2028.
What it may mean for the marketAdds a mixed use community of apartments and townhomes with retail space and a hotel pad, expanding housing and commercial supply in a growing Pasco County corridor. The site is about 2 miles northwest of Townes At Windsong.
Source: Florida YIMBY - April 2026Development
New mixed-use development planned on State Road 52 in central Pasco
A mixed-use development planned on State Road 52 in central Pasco County, next to Pilot Country Airport, would add 108 single-family homes, about 175,000 square feet of commercial and retail space, and a 120-room hotel, with completion expected around 2030.
What it may mean for the marketA new mixed-use community adds housing, retail, and lodging along the State Road 52 corridor in central Pasco, the kind of growth that can shape demand and pricing for nearby communities. The site is about 10 miles west of Townes At Windsong.
Source: Tampa Bay Times - January 2026Development
Moffitt Cancer Center opens flagship outpatient center at its new Speros FL campus in Pasco
Moffitt Cancer Center held the grand opening of its flagship outpatient cancer center in January 2026 at Speros FL, its large new campus on State Road 52 in Pasco County. The campus is planned as a long-term life sciences and medical hub expected to bring substantial employment to the area.
What it may mean for the marketA large new medical and life sciences campus is a long-term employment anchor for central Pasco, a structural demand driver for housing in the surrounding area. The project is about 13 miles west of Townes At Windsong, elsewhere in Pasco County.
Source: WUSF - January 2026Development
Flagship breaks ground on 46,000-square-foot Wiregrass Ranch Medical Pavilion in Wesley Chapel
Flagship Healthcare Properties broke ground in January 2026 on a 46,000-square-foot medical pavilion at Wiregrass Ranch in Wesley Chapel, adding outpatient medical space to the growing State Road 56 corridor.
What it may mean for the marketAdded outpatient medical space along the State Road 56 corridor deepens healthcare access and professional employment in Wesley Chapel, an amenity factor that can support nearby housing demand. The site is about 4 miles southwest of Townes At Windsong.
Source: HCO News
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.
The Townes At Windsong buying strategy.
If we were buying in Townes At Windsong 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 Townes At Windsong.
A closer look at the Townes At Windsong market
At a median of $274 per square foot, Townes At Windsong prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The housing stock is 96 homes built between 1986 and 1989, and 73% 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 Townes At Windsong. The deal is won or lost on condition, the comps, and the renovation math.
HOA, CDD & Fees
- HOA dues reported around $30/month (about $360/yr) · median of 4 MLS listings, most billed twice a year
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $30 per month ($360 a year) - the median AssociationFee across 4 MLS records, normalised to a monthly figure; most are billed twice a year. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-10.
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 Townes At Windsong 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 Townes At Windsong sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Townes At Windsong, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Townes At Windsong home worth?
Get a no-obligation home value based on real comparable sales in Townes At Windsong, 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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Recently off market in Townes At Windsong
Homes in Townes At Windsong that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 3 on record.
- 1240 Windway Circle · off market
- 1424 Beach Walker Road · off market
- 5571 Braken Fern Way · off market
Frequently Asked Questions
What is the median home price in Townes At Windsong?
How long do homes in Townes At Windsong take to sell?
How many homes are in Townes At Windsong?
What share of Townes At Windsong is owner-occupied?
When were the homes in Townes At Windsong built?
Who is the best real estate agent for Townes At Windsong?
How do I find a top Kissimmee real estate agent who knows Townes At Windsong?
Can Momentum Realty connect me with an agent for Townes At Windsong?
Where is Townes At Windsong, and what county is it in?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 4, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (4 streets, ZIP 34744)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2005 (41 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.
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Nearby Communities
Explore more neighborhoods near Townes At Windsong with Momentum Realty’s local guides.
More on Townes At Windsong
- Home values · What homes in Townes At Windsong actually sell for