Southwind
Homes for Sale in Fort Myers, FL
All 1,293 homes for sale in Fort Myers, FL · median $235,900 · 611 homes for sale in 33908 · Lee County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
Photo via Florida Gulf Coast MLS
As of September 2026, Southwind Subdivision in Fort Myers, FL has 5 homes for sale, asking from $549,000 to $725,000 (median $650,000). Over the 12 months ending 2026-09-20, 6 recorded sales closed at a median of $534,343, $231 per square foot, a median 112 days on market, sellers accepting 90% of original asking (+1% versus the prior year). Homes listed or recently sold were built 2003–2004; 3 of 5 report an HOA (median $201/mo); 4 of the 4 geocoded homes sit in a FEMA special flood hazard zone (median elevation 9 ft). At the median price and Lee County's FY2025-26 rate of 15.97 mills, annual property tax runs about $8,530 ($7,870 with the full homestead exemption).
| Location | Fort Myers, Lee County, FL · ZIP 33908, 33957, 33974 |
|---|---|
| Homes in the community | 97 (FL DOR 2025 assessment roll) |
| Years built | 2001–2006 (median 2003.0) |
| Typical living area | 4,234 sq ft (median) |
| Home types (current listings and sales) | singlefamilyresidence 100% |
| Sale prices, last 12 months | $534,343 median across 6 closed sales · $231 per sq ft · +1.3% vs the prior 12 months |
| Days on market (closed sales) | 112 median |
| For sale right now | 5 active, 0 pending · median asking $650,000 |
| Owner-occupied (homestead) share | 65% |
Data as of September 20, 2026. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Southwind Subdivision key facts,” movewithmomentum.com/neighborhoods/southwind-subdivision--lee, data as of September 20, 2026.
Last 30 days in Southwind: 1 new listing (median asking $725,000). As of September 27, 2026, Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate.
Homes For Sale Right Now in Southwind
Live MLS inventory for Southwind. 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 and pending Southwind listings as of 2026-09-26, priced high to low. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. Tap any home to ask about it.
Every Home for Sale in Southwind Subdivision Lee Right Now (5)
All 5 active and pending Southwind Subdivision Lee listings with a detail page, newest first, refreshed twice a day from the MLS.
- 8451 Southwind Bay Cir · $725,000 · 3 bd / 4 ba · listed Sep 16, 2026 · listed by John R. Wood Properties
- 8596 Southwind Bay Cir · $650,000 · 3 bd / 2 ba · listed Aug 20, 2026 · listed by John R. Wood Properties
- 8348 Southwind Bay Cir · $659,000 · 3 bd / 2 ba · listed Aug 5, 2026 · listed by Premiere Plus Realty Company
- 8555 Southwind Bay Cir · $649,000 · 3 bd / 2 ba · listed Jun 27, 2026 · listed by Berkshire Hathaway Florida
- 8356 Southwind Bay Cir · $549,000 · 3 bd / 2 ba · listed Jun 27, 2026 · listed by John R. Wood Properties
Southwind's pricing is being set by a thin, slow-moving pool of sales rather than any amenity package or scarcity story. The median sits at $534,343 with a median price per square foot of $231.38, and with only a handful of closings feeding that number, a single higher- or lower-condition sale can move the read more than it would in a deeper market.
A median of 112 days on market and a market heat score of 28 both point to a buyer's pace here. Sellers who price to the block and prep the home tend to move it; sellers who chase last year's number often sit well past the 100-day mark waiting for the right buyer to find them.
Southwind right now
🟡 Still climbing. The trailing-12-month median ($534K) is up 1.3% from the prior 12 months ($528K). With about 6 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 Florida Gulf Coast MLS closed sales, 12-month windows ending September 20. Confidence: Low (6 and 4 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 28, 2026 · Live data: Florida Gulf Coast MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Southwind market snapshot (as of September 20, 2026): the median sale price is about $534K ($231 per sq ft over the trailing 12 months of closed sales), and a median 112 days on market for closed sales. The trailing-12-month median is up 1% from the prior 12 months, computed from record-level Florida Gulf Coast MLS closed sales (6 closings in the current window).
In ZIP 33908 (Fort Myers), 1,459 homes closed in the last 12 months at a median of $345K ($201/sq ft), down 5.5% year over year, with a median 70 days on market. Right now 618 active and 124 pending listings — a soft market. See the live ZIP 33908 housing market and the Lee County market.
County records show 9 qualified sales in Southwind across 2024–2025 (7 in 2024, 2 in 2025), median $565,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Southwind is a community of 97 homes in Fort Myers, Lee County, built between 2001 and 2006 (median 2003.0), with a median living area of about 4,234 square feet. 65% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Southwind Subdivision is a Fort Myers community in Lee County where recent sales activity has been limited enough that pricing swings on individual home condition more than on broad demand trends.
The setting & the homes.
Aerial and on-site photos of Southwind. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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SouthwindPhotos from Florida Gulf Coast MLS listings in Southwind; content deemed reliable but not guaranteed.
Who Southwind is best for.
Best for
- A buyer prioritizing home and lot over shared community features, at a budget near the mid-$500s.
- A buyer with flexibility on closing timeline who can use a slower market to negotiate.
- A seller willing to price and prep accurately rather than test the market at a premium.
Probably not for
- A buyer expecting resort-style or gated amenities as part of the package.
- A seller who needs a sale inside a tight, fast timeline.
- A buyer relying on strong recent comps in a market with very few closings to compare against.
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 Florida Gulf Coast MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($534K) IS the median in the snapshot above, and the move from 2025 ($528K) IS the +1.3% one-year change.
Windows contain 2 to 11 sales each (6 in the current window); every figure carries its sample size, and thin markets swing on single closings. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.
15% of homes for sale in ZIP 33908 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 (2026-09-27).
Southwind Market Scorecard
Southwind is currently a balanced market., a median asking price of $650,000, and homes go under contract in about 38 days.
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Florida Gulf Coast MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Southwind on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Florida Gulf Coast MLS. Map data © OpenStreetMap, tiles © CARTO.
The Southwind buying strategy.
If we were buying in Southwind 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 Southwind.
A market that rewards patience and prep
Year-over-year price movement here is nearly flat at 1.3%, which tells you this isn't a market where holding out for next quarter changes the math much. The story is less about timing and more about presenting a home that's ready to buy — the 112-day median suggests homes that show well and price accurately still sell noticeably faster than the pack.
No community amenities are identified from current MLS listings, which means whatever a buyer is paying for here is the house and the lot itself, not a shared clubhouse or gate. That keeps appraisal and resale conversations centered on square footage, condition, and lot specifics rather than an amenity premium.
The location and the amenities are priced into every listing in Southwind. 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 Southwind 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 3 factors (5.3). Basis: Recent Direction +1.3% year-over-year; Owner Commitment 65% owner-occupied; Pricing Power 89.5% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a market this thin on closings, the difference between a home that sits past 100 days and one that moves in a normal timeline usually comes down to pricing discipline and pre-listing prep — the parts of a deal an agent who tracks Southwind's actual sales, not just its listings, is positioned to get right.
Southwind in 15 seconds.
HOA, CDD & Fees
- HOA dues reported around $201/month (about $2,412/yr) · median of 47 MLS listings, most billed quarterly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $201 per month ($2,412 a year) — the median AssociationFee across 47 MLS records, normalised to a monthly figure; most are billed quarterly. 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, 2026-09.
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 Southwind 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 Southwind sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Southwind, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Southwind home worth?
Get a no-obligation home value based on real comparable sales in Southwind, 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 Fort Myers →
Frequently Asked Questions
What is the median home price in Southwind?
How long do homes in Southwind take to sell?
How many homes are in Southwind?
What share of Southwind is owner-occupied?
When were the homes in Southwind built?
Who is the best real estate agent for Southwind?
How do I find a top Fort Myers real estate agent who knows Southwind?
Can Momentum Realty connect me with an agent for Southwind?
Where is Southwind, and what county is it in?
Is Southwind a good place to live?
Should you buy in Southwind?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Florida Gulf Coast MLS, refreshed twice daily (last: September 26, 2026) |
| Community market stats | Florida Gulf Coast MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 33908/33957/33974)) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2014 (70 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 Florida Gulf Coast 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 Florida Gulf Coast MLS member average and 8 days faster, and we’ll price yours against live local 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.
See how Southwind Subdivision fits the bigger picture — live prices, inventory, and Momentum Scores:
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