Southwind
Homes for Sale in Fort Myers, FL
All 1,446 homes for sale in Fort Myers, FL · median $240,000 · 686 homes for sale in 33908 · Lee County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Florida Gulf Coast MLS
As of November 2026, Southwind Subdivision in Fort Myers, FL has 4 homes for sale and 3 pending, asking from $599,900 to $795,000 (median $639,500). Homes listed or recently sold were built 2003–2004; 5 of 7 report an HOA (median $201/mo); 5 of the 6 geocoded homes sit in a FEMA special flood hazard zone (median elevation 9 ft).
Last 30 days in Southwind: 2 new listings (median asking $697,450), 3 under contract right now. As of November 11, 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 · 21 daysTop listing
Active · 36 days
Active · 90 days
Active · 0 daysActive and pending Southwind listings as of 2026-11-11, 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.
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.
Figures in this note are as of July 29, 2026. The live market numbers elsewhere on this page update nightly and are newer.
The 60-Second Overview
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.
Florida Gulf Coast MLS sales records identify 9 homes in Southwind that have changed hands since 2025, built between 2002 and 2004 (median 2003), with a median living area of about 2,092 sq ft and a typical 3-bedroom, 2-bath layout. Source: Florida Gulf Coast MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
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.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
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
SouthwindSouthwindSouthwindSouthwind
Southwind
Southwind
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.
The market around Southwind
Southwind is too small for its own price trend, so here is the market around it.
In ZIP 33908, 758 homes are on the market and 14% are under contract — a slower corner of Fort Myers.
Across Lee County, 10,622 homes are active and 1,899 pending (15% under contract).
In ZIP 33908 (Fort Myers), 238 homes closed in the last 12 months at a median of $279K ($200/sq ft), with a median 80 days on market. Right now 289 active and 54 pending listings put supply at about 14.6 months — a soft market. See the live ZIP 33908 housing market and the Lee County market.
ZIP and county figures describe the wider market, not Southwind specifically. Momentum Research analysis of MLS records.
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 contributors.
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.
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.
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 →
| Location | Fort Myers, Lee County, FL · ZIP 33908 |
|---|---|
| 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% |
| For sale right now | 4 active, 3 pending · median asking $639,500 |
| Owner-occupied (homestead) share | 65% |
Data as of November 11, 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 key facts,” movewithmomentum.com/neighborhoods/southwind-subdivision--lee, data as of November 11, 2026.
Just listed in Southwind
The newest homes for sale in Southwind right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 8516 Southwind Bay Cir $599,900 · 3 bd · 2 ba · 2,185 sq ft · new today Courtesy of John R. Wood Properties
- 8625 Southwind Bay Cir $795,000 · 4 bd · 3 ba · 2,459 sq ft · listed Oct 15, 2026 Courtesy of John R. Wood Properties
- 8348 Southwind Bay Cir $659,000 · 3 bd · 2 ba · 1,978 sq ft · listed Oct 7, 2026 Courtesy of Premiere Plus Realty Company
- 8596 Southwind Bay Cir $620,000 · 3 bd · 2 ba · 1,885 sq ft · listed Aug 14, 2026 Courtesy of John R. Wood Properties
Checked against the MLS nightly. All new listings in this market.
Every Home for Sale in Southwind Subdivision Lee Right Now (7)
All 7 active and pending Southwind Subdivision Lee listings with a detail page, newest first, refreshed twice a day from the MLS.
- 8516 Southwind Bay Cir · $599,900 · 3 bd / 2 ba · listed Nov 11, 2026 · listed by John R. Wood Properties
- 8625 Southwind Bay Cir · $795,000 · 4 bd / 3 ba · listed Oct 14, 2026 · listed by John R. Wood Properties
- 8348 Southwind Bay Cir · $659,000 · 3 bd / 2 ba · listed Sep 29, 2026 · listed by Premiere Plus Realty Company
- 8451 Southwind Bay Cir · $700,000 · 3 bd / 4 ba · pending · listed Sep 16, 2026 · listed by John R. Wood Properties
- 8596 Southwind Bay Cir · $620,000 · 3 bd / 2 ba · listed Aug 20, 2026 · listed by John R. Wood Properties
- 8555 Southwind Bay Cir · $649,000 · 3 bd / 2 ba · pending · listed Aug 13, 2026 · listed by Berkshire Hathaway Florida
- 8356 Southwind Bay Cir · $529,000 · 3 bd / 2 ba · pending · listed Aug 13, 2026 · listed by John R. Wood Properties
More Fort Myers home searches
- All homes for sale in Fort Myers, FL
- Homes for sale in Lee County, FL
- Gated communities in Fort Myers
- Fort Myers golf course homes
- 4-bedroom homes for sale in Fort Myers
- Fort Myers home values: what is my house worth?
Fort Myers guides & data
- Market data
- Best neighborhoods (ranked by data)
- Flood zones
- Home insurance cost
- New construction
- ZIP codes
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
Real estate agent in Fort Myers? Join Momentum in Fort Myers: 100% commission, one $12K cap.
Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Southwind Bay Circle (4 homes on record)
- Southwind Bay Circle (4 homes on record)
14% 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 (2026-11-12).
What it really costs to own in Southwind
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| Property tax | Current owners' bills run a median of $5,728/yr across 14 listings here (MLS tax records, 2026-11-12). |
|---|---|
| HOA dues | Median $201/month across 5 MLS listings (most billed quarterly; 2026-11-12). Dues cover what the documents say they cover; ask for the budget and reserve study. |
| Home and flood insurance | The average Citizens Property Insurance premium in Lee County is $2,197/yr (6,508 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 2003 across 14 listings. An original roof here would be about 23 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. |
Estimated carrying cost at the median asking price, before the mortgage: about $861/month (tax $477, HOA $201, insurance $183). An estimate from the sources above, not a quote.
Email me new listings in Southwind
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 Southwind
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Southwind will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
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?
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: November 11, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 33908)) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-11-11 |
| Historical depth | Closed-sale records back to 2026 (1 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. A Momentum agent can price yours against live local comps.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
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: