Crooked Pond
Homes for Sale in Fort Myers, FL
All 1,446 homes for sale in Fort Myers, FL · median $240,000 · 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, Crooked Pond in Fort Myers, FL has 1 home 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).
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.
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
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.
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.
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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.
Across Lee County, 10,622 homes are active and 1,899 pending (15% under contract).
ZIP and county figures describe the wider market, not Crooked Pond specifically. Momentum Research analysis of MLS records.
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 2026-11-11, 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.
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 contributors.
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.
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?
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Data sources & freshness
| Live listings | Florida Gulf Coast MLS, refreshed twice daily (last: November 11, 2026) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-11-11 |
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.
Recent Developments in Crooked Pond
Development, infrastructure, retail, and school activity affecting Crooked Pond, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated November 2026.
- October 2026Parks & Amenities
Cape Coral opens Yellow Fever Creek Preserve with trails and campsites
The preserve at 3115 Del Prado Boulevard North opened with a ribbon-cutting on Oct. 30. It spans about 198 city-owned acres and offers 23 campsites, nature trails, a fishing pond, the city's first disc golf course and a welcome center. The site is part of a Lee County and city water restoration project.
What it may mean for the marketAdds a large outdoor recreation destination in north Cape Coral for hiking, camping and nature programs. The project is about 11 miles north of Crooked Pond, elsewhere in Lee County.
Source: WINK News - October 2026Retail & Dining
Cape Coral weighs incentives for first Costco at 600 Chiquita Boulevard South
The proposed warehouse would be about 165,000 square feet with a fueling facility. The city would provide up to $10 million for site work and impact fees, and the council is scheduled to consider the package at its Nov. 2 meeting. No opening date has been announced.
What it may mean for the marketIf approved, a warehouse club and fuel station would add a major retail draw and jobs along the Chiquita corridor. The site is about 2 miles west of Crooked Pond.
Source: WINK News - October 2026Development
Cypress Cove owner buys former Ruby Tuesday site off Summerlin Road for $2.2M
Cypress Living bought the closed restaurant at 9001 Park Royal Drive, a 5,398-square-foot building on about 1.5 acres, for $2.2 million. No new use is chosen, though the CEO said it will not return to restaurant use. Its Harbour Vue eight-story independent living building is expected to break ground in early 2027.
What it may mean for the marketA vacant restaurant parcel on a road carrying about 37,000 vehicles a day is set to be redeveloped for a non-restaurant use, changing the commercial mix along Park Royal Drive. The project is about 5 miles southeast of Crooked Pond, elsewhere in Lee County.
Source: Gulfshore Business - October 2026Infrastructure
Cape Coral council awards $32.9 million contract for North 1 East booster station
The council voted 7-1 to award Douglas N. Higgins Inc. $32,910,150 for the North 1 East Booster Station on 14.2 acres at Yellow Fever Creek Preserve, with two 5-million-gallon storage tanks. The station lets the city accept up to 6 million gallons per day of reclaimed water for irrigation.
What it may mean for the marketExpands reclaimed irrigation service in north Cape Coral, with assessments of roughly $32,000 to $35,000 per standard lot in the service area. The project is about 11 miles northwest of Crooked Pond, elsewhere in Lee County.
Source: Hoodline - September 2026Civic
Cape Coral council sets construction price for North Cape fleet maintenance facility
On Sept. 16, 2026 the council approved Resolution 259-26 setting the construction price for a Fleet Maintenance Facility at the North Cape Government Complex, 1200 Kismet Parkway West. Charles Perry Partners is the contractor, and work includes site development and infrastructure.
What it may mean for the marketAdds city service capacity in north Cape Coral, where municipal facilities support a growing population. The project is about 9 miles northwest of Crooked Pond, elsewhere in Lee County.
Source: City of Cape Coral - June 2026Retail & Dining
Fort Myers Beach approves Development Order for Times Square entertainment center with hotel and restaurant
Fort Myers Beach town staff issued a Development Order for a three-story mixed-use entertainment center at 1028 and 1046 Estero Boulevard at Times Square, on the former sites of Sunset Beach Tropical Grill and The Playmore Tiki Bar. The 41,285-square-foot project by Persaud Properties would include six hotel units, a restaurant, shopping, a bar, an entertainment venue with a stage and a public pool. No construction permits had been issued as of the approval, with additional environmental and stormwater approvals still required.
What it may mean for the marketA new mixed-use entertainment building would add hotel, dining and retail space to the Times Square commercial district and support its post-storm rebuild. The project is about 10 miles south of Crooked Pond, elsewhere in Lee County.
Source: Fort Myers Beach Observer
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.
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