Crooked Pond
Homes for Sale in Fort Myers, FL
All 1,305 homes for sale in Fort Myers, FL · median $235,900 · 622 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 October 2026, Crooked Pond in Fort Myers, FL has 2 homes for sale. Homes listed or recently sold were built 1986–1986; 3 of 3 report an HOA (median $144/mo); 3 of the 3 geocoded homes sit in a FEMA special flood hazard zone (median elevation 7 ft).
| Location | Fort Myers, Lee County, FL · ZIP 33908 |
|---|---|
| Homes in the community | 44 (FL DOR 2025 assessment roll) |
| Years built | 1986–1996 (median 1995.0) |
| Typical living area | 3,286 sq ft (median) |
| For sale right now | 2 active, 1 pending · median asking $292,450 |
| Owner-occupied (homestead) share | 52% |
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, “Crooked Pond key facts,” movewithmomentum.com/neighborhoods/crooked-pond, data as of September 20, 2026.
Crooked Pond is a small, tightly built pocket in Fort Myers — 63 homes total, nearly all of them raised between 1986 and 1996, with a median year built of 1986. That narrow construction window means the housing stock reads as a consistent generation rather than a mix of eras, so age and condition of the individual roof, HVAC, and finishes do more to set value here than location within the community.
Just under half of owners (about 47.6%) hold a homestead exemption, which points to a market with a meaningful share of non-owner-occupied or investment holdings alongside primary residences. With no community amenities identified from current MLS listings, buyers are paying for the home and the lot, not a shared clubhouse or gated package — that keeps carrying costs simpler but also means the pitch to a buyer has to rest entirely on the property itself.
The 60-Second Overview
Crooked Pond is a compact, single-era enclave in Fort Myers built out almost entirely between 1986 and 1996, with a typical home landing around 1,375 square feet of living space.
County records show 4 qualified sales in Crooked Pond across 2024–2024, median $615,000 — 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 Crooked Pond. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Crooked Pond
Crooked Pond
Crooked PondPhotos from Florida Gulf Coast MLS listings in Crooked Pond; content deemed reliable but not guaranteed.
Who Crooked Pond is best for.
Best for
- A buyer who wants an established Fort Myers home from a single, consistent construction era rather than a mixed-vintage subdivision.
- An investor comfortable with a market that shows a meaningful non-homestead share and evaluating each unit's condition individually.
- A buyer prioritizing living space and location over a community amenity package, since none is currently identified here.
Probably not for
- A buyer who wants new construction or a home built in the last decade.
- A buyer whose search depends on a clubhouse, pool, or other on-site recreational amenity.
- A buyer who wants a community with a high, uniform owner-occupancy pattern rather than a mixed one.
The market around Crooked Pond
Crooked Pond is too small for its own price trend, so here is the market around it.
In ZIP 33908, 701 homes are on the market and 14% are under contract — a slower corner of Fort Myers.
Across Lee County, 7,579 homes are active and 1,646 pending (18% under contract).
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.
ZIP and county figures describe the wider market, not Crooked Pond specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in Crooked Pond, Fort Myers
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. 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.
Homes For Sale Right Now in Crooked Pond
Live MLS inventory for Crooked Pond. 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 Crooked Pond listings as of 2026-10-01, 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 Crooked Pond Right Now (3)
All 3 active and pending Crooked Pond listings with a detail page, newest first, refreshed twice a day from the MLS.
- 14875 Crescent Cove Dr · $249,900 · 2 bd / 2 ba · listed Jul 5, 2026 · listed by Compass Florida, LLC
- 14805 Crooked Pond Ct · $335,000 · 3 bd / 2 ba · listed Jul 2, 2026 · listed by Florida Elite Realty Inc
- 14871 Crescent Cove Dr · $327,500 · 3 bd / 2 ba · pending · listed Jul 2, 2026 · listed by EXP Realty LLC
Crooked Pond 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 Crooked Pond buying strategy.
If we were buying in Crooked Pond 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 Crooked Pond.
One build era, one story to tell
With only 63 homes and a construction window that spans a single decade, Crooked Pond does not have the layered value tiers you find in communities built across multiple decades. A home here is judged largely on how well it has been maintained or updated since its original build year, since the neighborhood does not offer newer construction to anchor the top of the market or older stock to anchor the bottom.
The near-even split suggested by the homestead share — just under half — is worth factoring into how a listing is priced and marketed. A neighborhood with a lower owner-occupancy share can see more turnover and a wider range of condition from unit to unit, which is consistent with what a single-era, amenity-light community like this tends to produce.
The location and the amenities are priced into every listing in Crooked Pond. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community this small and this uniform in age, the difference between an average sale and a strong one comes down to correctly reading what condition and updates a specific home has relative to its 1986-built neighbors — not to community-wide amenities or marketing angles that do not exist here. We price and position Crooked Pond listings against that reality, not against a generic Fort Myers comp set.
Crooked Pond in 15 seconds.
HOA, CDD & Fees
- HOA dues reported around $144/month (about $1,728/yr) · median of 60 MLS listings, most billed annually
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $144 per month ($1,728 a year) — the median AssociationFee across 60 MLS records, normalised to a monthly figure; most are billed annually. 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 Crooked Pond 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 Crooked Pond sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Crooked Pond, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Crooked Pond home worth?
Get a no-obligation home value based on real comparable sales in Crooked Pond, 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 →
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 (2026-10-01).
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Lee County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Lee County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
Frequently Asked Questions
How many homes are in Crooked Pond?
What share of Crooked Pond is owner-occupied?
When were the homes in Crooked Pond built?
Who is the best real estate agent for Crooked Pond?
How do I find a top Fort Myers real estate agent who knows Crooked Pond?
Can Momentum Realty connect me with an agent for Crooked Pond?
Where is Crooked Pond, and what county is it in?
Should you buy in Crooked Pond?
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: October 1, 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 2026-09-20 |
| Historical depth | Closed-sale records back to 2013 (20 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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See how Crooked Pond fits the bigger picture — live prices, inventory, and Momentum Scores:
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