Aerial view of Townes At Windsong

Townes At Windsong
Homes for Sale in Kissimmee, FL

All 2,920 homes for sale in KISSIMMEE, FL · median $374,990 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34744
Median sale $286K
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Built fromLive Stellar MLS data21 years of closingsUpdated twice daily

Over the 12 months ending 2026-09-12, 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).

Live · Townes At Windsong Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$286K
Median sold · 12 mo
$274/sf
Sold $/sqft · 12 mo
peak $274 in 2026
98.9%
Sale vs ask
Tempo
15days
Median DOM · closed
6 days at the 2022 low
0%
Under contract
Osceola: 20% (1,079 of 5,502)
0 · 0
For sale · pending
live counts, refreshed twice daily
4
Sold · last 12 mo
10-yr average: about 2 a year
Track record · 21 years of records
1,173sqft
Median sold home size
12-mo windows, closed sales

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.

36159 RISA MICHELE STREET
$260K · 0.1 mi away
2 bd · 2.5 ba · 1,783 sqft
36159 RISA MICHELE STREET
Listed by KELLER WILLIAMS TAMPA PROPERTIES
36217 RISA MICHELE STREET
$263K · 0.1 mi away
3 bd · 2.5 ba · 1,634 sqft
36217 RISA MICHELE STREET
Listed by AMERICAN REALTY GROUP
36227 JOSEPH BLAKE STREET
$344K · 0.2 mi away
3 bd · 2.5 ba · 2,319 sqft
36227 JOSEPH BLAKE STREET
Listed by RE/MAX HERITAGE PROFESSIONALS
1645 TRAILHEAD LANE
$700K · 0.2 mi away
5 bd · 4.5 ba · 3,835 sqft
1645 TRAILHEAD LANE
Listed by FRANK ALBERT REALTY
35935 TANDA CIRCLE
$154K · 0.2 mi away
2 bd · 2 ba · 1,396 sqft
35935 TANDA CIRCLE
Listed by COLDWELL BANKER REALTY
5315 ANTIGUA DRIVE
$108K · 0.3 mi away
2 bd · 1 ba · 648 sqft
5315 ANTIGUA DRIVE
Listed by KELLER WILLIAMS RLTY NEW TAMPA

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 12, 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), 785 homes closed in the last 12 months at a median of $406K ($215/sq ft), up 1.8% year over year, with a median 34 days on market. Right now 126 active and 26 pending listings put supply at about 6.6 months - a balanced market. See the live ZIP 34744 housing market and the Osceola County market.

Stellar MLS sales records identify 56 homes in Townes At Windsong that have changed hands since 2004, built between 1986 and 1989 (median 1987), with a median living area of about 1,260 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

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.

Median sale price · trailing 12 mo
$100K$200K$300K20122014201620182020202220242026
Every sale since 2005 · price vs size
$0$100K$200K$300K1k2k3k
41 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$100$20020122014201620182020202220242026
Up from $85 in 2012 to a $274 peak in 2026; $274 now.
Median days on market · closed sales
025507520122014201620182020202220242026
6 days at the 2022 low; 15 now.
Sale price vs original ask · median
95%100%20122014201620182020202220242026
98.9% now.
Homes sold per 12-mo window
024620122014201620182020202220242026
0 to 6 a year; 4 in the current window.

Townes at Windsong Market Scorecard

No active listings

Townes at Windsong is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$285,500
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/4
Active/Pend/Sold

Typical home value in the 34744 ZIP is $385,786, about 10.6% above the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · 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.

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.

Dev Momentum60/100 · Active
  1. July 2026
    Development

    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
  2. April 2026
    Development

    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
  3. January 2026
    Development

    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
  4. January 2026
    Development

    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

Development alerts for Townes At WindsongGet a short monthly email when something new is approved, funded, or opens near Townes At Windsong.

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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.

If we were buying in Townes At Windsong 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 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 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.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

In short
  • 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.

The takeaway

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.

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.

See all homes for sale in Kissimmee →

Real comps, not an automated estimate.

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.

Frequently Asked Questions

What is the median home price in Townes At Windsong?
The median sale price in Townes At Windsong was $286K over the 12 months ending September 12, 2026 (4 closed sales, Stellar MLS).
How long do homes in Townes At Windsong take to sell?
Homes that closed in the 12 months ending September 12, 2026 took a median 15 days on market (4 sales, Stellar MLS).
Who is the best real estate agent for Townes At Windsong?
The best agent for Townes At Windsong 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 Townes At Windsong.
How do I find a top Kissimmee real estate agent who knows Townes At Windsong?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Townes At Windsong and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Townes At Windsong?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Townes At Windsong purchase or sale - no call center and no pressure.

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 14, 2026)
Community market statsStellar MLS closed sales, 12-month windows ending September 12, 2026
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-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.

OAOsceola Acres0.1 mi awaySCSweetwood Cove0.2 mi awaySweetwood Estates0.2 mi away · 57 homes, built 1973–85, 1 for saleOAOsceola Acres0.2 mi awayTCTown Country Estates0.2 mi awayOGOak Grove East0.3 mi awayWWWhisper Woods Subd Melbourne0.3 mi away

Browse all neighborhood guides →

Thinking of selling in Townes At Windsong? 4 recorded closings; median 14 days on market (window ending 2026-09-12). See the Osceola County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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