Windsong Estates
Homes for Sale in Orlando, FL
All 4,337 homes for sale in Orlando, FL · median $380,000 · 160 homes for sale in 32808 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
As of October 2026, Windsong Estates in Orlando, FL has 3 homes for sale. Over the 12 months ending 2026-09-20, 12 recorded sales closed at a median of $334,500, $218 per square foot, a median 25 days on market, sellers accepting 94% of original asking (-10% versus the prior year). Homes listed or recently sold were built 1985 - 1987; 14 of 15 report an HOA (median $8/mo); none of the 15 geocoded homes sit in a FEMA special flood hazard zone (median elevation 93 ft). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $5,580 ($4,900 with the full homestead exemption).
Last 30 days in Windsong Estates: 1 under contract right now, 1 closed sale (median $347,900). As of October 17, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Windsong Estates right now
🟡 Balanced market. 3.0 months of supply and 25% of the inventory already under contract put buyers and sellers on roughly even footing.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of September 20, 2026. Confidence: High (4 active and pending listings, 12 closed sales in 12 months).
🔴 Off the recent peak. The trailing-12-month median ($334K) is down 9.6% from the prior 12 months ($370K). With about 4 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 20. Confidence: Low (12 and 5 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 18, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Windsong Estates market snapshot (as of September 20, 2026): the median sale price is about $334K ($218 per sq ft over the trailing 12 months of closed sales), a median 25 days on market for closed sales, and 3.0 months of supply, a balanced market. The trailing-12-month median is down 10% from the prior 12 months, computed from record-level Stellar MLS closed sales (12 closings in the current window).
In ZIP 32808 (Orlando), 380 homes closed in the last 12 months at a median of $257K ($194/sq ft), up 1.6% year over year, with a median 44 days on market. Right now 52 active and 32 pending listings put supply at about 4.0 months - a balanced market. See the live ZIP 32808 housing market and the Orange County market.
County records show 27 qualified sales in Windsong Estates across 2024 - 2025 (15 in 2024, 12 in 2025), median $269,900 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Flood zones in Windsong Estates: of 12 listing addresses checked against the FEMA National Flood Hazard Layer, 100% sit outside the FEMA Special Flood Hazard Area (Zone X). Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in Orlando.
Windsong Estates is a community of 272 homes in Orlando, Orange County, built between 1978 and 1990 (median 1983), with a median living area of about 1,330 square feet. 53% 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 Windsong Estates. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Windsong EstatesPhotos from Stellar MLS listings in Windsong Estates; 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 ($334K) IS the median in the snapshot above, and the move from 2025 ($370K) IS the -9.6% one-year change.
Windows contain 0 to 12 sales each (12 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 2006 through 2026. Deemed reliable but not guaranteed.
WINDSONG ESTATES Market Scorecard
WINDSONG ESTATES is currently a strong seller's market. About 1.8 months of supply, a median asking price of $330,000, and homes go under contract in about 306 days.
Typical home value in the 32808 ZIP is $257,850, about 9.6% 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.
Homes For Sale Right Now in Windsong Estates
Live MLS inventory for Windsong Estates. 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 · 542 daysTop listingActive · 70 daysPending · 20 daysActive and pending Windsong Estates listings as of 2026-10-17, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2026. Tap any home to ask about it.
Windsong Estates 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 contributors.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Rosemont Elem · Elementary
- College Park Middle · Middle
- Edgewater High · High
Zoned schools reflect the assignments reported on recent Windsong Estates listings and can change; always confirm with Orange County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Windsong Estates address.
Shop the zone: Homes zoned for Edgewater High High School
The Windsong Estates buying strategy.
If we were buying in Windsong Estates 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 Windsong Estates.
A closer look at the Windsong Estates market
At a median of $218 per square foot, Windsong Estates prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
Inventory runs at 3.0 months of supply, a balanced market and the trailing-12-month median down 10% year over year. Homes that do trade take a median 25 days on market, useful leverage on any listing that has lingered.
The housing stock is 272 homes built between 1978 and 1990, and 53% 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 Windsong Estates. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Windsong Estates buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 4 factors (5.5). Basis: Recent Direction -9.6% year-over-year; Liquidity & Demand 3.0 months of supply; Owner Commitment 53% owner-occupied; Pricing Power 93.9% sale-to-list. Refreshed with each data update.
What it really costs to own in Windsong Estates
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | MLS listings here mostly enter dues as billed annually, but the median entry is only $100/year across 14 listings (2026-10-18), which usually means a quarterly or monthly amount was entered as annual. Ask the association for the current dues. |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Orange County is $1,409/yr (4,204 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. Flood: of 12 listing addresses checked against the FEMA flood map, 100% sit outside the high-risk zone. Statewide, a Zone X flood policy runs about $500-$700/yr and a high-risk zone $1,200-$2,500/yr (FEMA Risk Rating 2.0 averages, not quotes). |
| Roof and age | Median build year 1986 across 15 listings. An original roof here would be about 40 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
Email me new listings in Windsong Estates
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Windsong Estates
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Windsong Estates will answer, and the answer is published on this page for the next buyer.
HOA, CDD & Fees
- HOA dues in MLS listings look inconsistent here (median entry $100/year across 14 listings). Confirm the current dues with the association
- Any club/amenity membership is billed separately
MLS listings here mostly enter association dues as billed annually, but the median entry is only $100 a year across 14 records, which usually means a quarterly or monthly amount was entered as annual. Ask the association or the listing agent for the current dues and what they cover 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.
Flood & Insurance Context
Of 12 sampled listing addresses in this community: 100% outside the FEMA Special Flood Hazard Area (Zone X/B/C).
Address-sampled; individual parcels vary - verify any specific address at msc.fema.gov. Check any address at FEMA's Flood Map Service Center, and see average home-insurance costs by Florida county.
Source: FEMA National Flood Hazard Layer, address-level lookups (n=12) · as of 2026-10
Tools for a Windsong Estates 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 Windsong Estates sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windsong Estates, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Windsong Estates home worth?
Get a no-obligation home value based on real comparable sales in Windsong Estates, 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 Orlando →
Recently off market in Windsong Estates
Homes in Windsong Estates 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. 2 on record.
- 5509 Lighthouse Road · off market
- 5513 Caurus Court · off market
| Location | Orlando, Orange County, FL · ZIP 32808 |
|---|---|
| Homes in the community | 272 (FL DOR 2025 assessment roll) |
| Years built | 1978–1990 (median 1983) |
| Typical living area | 1,330 sq ft (median) |
| Home types (current listings and sales) | single-family 100% |
| Amenities listed by sellers | Security System, None |
| Sale prices, last 12 months | $334,500 median across 12 closed sales · $218 per sq ft · -9.6% vs the prior 12 months |
| Days on market (closed sales) | 25 median |
| For sale right now | 3 active, 1 pending · median asking $329,900 · 3.0 months of supply |
| Owner-occupied (homestead) share | 53% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Windsong Estates key facts,” movewithmomentum.com/neighborhoods/windsong-estates-orlando, data as of September 20, 2026.
Housing distress & ownership in Windsong Estates, Orlando
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.
Just listed in Windsong Estates
The newest homes for sale in Windsong Estates right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 5428 Lighthouse Road $315,000 · 3 bd · 2 ba · 1,467 sq ft · 70 days on market Courtesy of COLDWELL REALTY SOLD GUARANTEE
- 5581 Aeolus Way $345,000 · 3 bd · 2 ba · 1,517 sq ft · 542 days on market Courtesy of PREMIUM REAL ESTATE SERVICES
Checked against the MLS Oct 18, 2026. All new listings in this market.
Every Home for Sale in Windsong Estates Orlando Right Now (3)
All 3 active and pending Windsong Estates Orlando listings with a detail page, newest first, refreshed twice a day from the MLS.
- 5045 Catspaw Court · $329,900 · 3 bd / 2 ba · pending · listed Sep 15, 2026 · listed by Real Estate Firm Of Orlando
- 5428 Lighthouse Road · $315,000 · 3 bd / 2 ba · listed Jul 23, 2026 · listed by Coldwell Realty Sold Guarantee
- 5581 Aeolus Way · $345,000 · 3 bd / 2 ba · listed Jul 16, 2026 · listed by Premium Real Estate Services
Recently sold in Windsong Estates Orlando
- 5509 Lighthouse Road · sold $347,900
- 5513 Caurus Court · sold $318,000
- 5513 Caurus Court · sold $235,000
- 5509 Lighthouse Road · sold $230,000
Closed sales from the MLS; each page shows the sold price, taxes and value history.
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Frequently Asked Questions
What is the median home price in Windsong Estates?
How long do homes in Windsong Estates take to sell?
Is Windsong Estates a buyer's or seller's market right now?
How many homes are in Windsong Estates?
What share of Windsong Estates is owner-occupied?
When were the homes in Windsong Estates built?
Who is the best real estate agent for Windsong Estates?
How do I find a top Orlando real estate agent who knows Windsong Estates?
Can Momentum Realty connect me with an agent for Windsong Estates?
Where is Windsong Estates, and what county is it in?
Is Windsong Estates in a flood zone?
Is Windsong Estates a good place to live?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 17, 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 (3 streets, ZIP 32808)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2006 (48 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 local comps.
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See how Windsong Estates fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Windsong Estates
- Home values · What homes in Windsong Estates actually sell for
Nearby Communities
Explore more neighborhoods near Windsong Estates with Momentum Realty’s local guides.