Caloosa Yacht & Racquet Club
Homes for Sale in Fort Myers, FL
All 1,441 homes for sale in Fort Myers, FL · median $240,000 · 420 homes for sale in 33919 · Lee County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, the MLS records 1 closed sale in Caloosa Yacht & Racquet Club in Fort Myers, FL, the most recent in July 2026. Across Fort Myers as a whole, 1,227 homes closed in the last 12 months at a median of $357,500, 65 median days on market, with 123 homes for sale today. At that median and Lee County's FY2025-26 rate of 15.97 mills, annual property tax runs about $5,710 ($5,040 with the full homestead exemption).
Caloosa Yacht & Racquet Club prices on space and age more than on turnover speed. With a median living area near 3,780 square feet and homes dating mostly from the late 1980s through the mid-1990s, the value story here is square footage and lot presence rather than newer finishes. The median price of $550,000 and a median price per square foot of $251.49 reflect that trade — buyers are paying for size and setting, then budgeting separately for updates.
A median of 104 days on market signals this is not a community where pricing mistakes correct themselves quickly. Sellers who price to condition and document recent mechanical or roof work tend to hold buyer attention; those who price on size alone without addressing dated systems can sit. Buyers get a wider negotiating window than in faster-moving pockets of Lee County, but should expect to do real diligence on age-related items given the build era.
Figures in this note are as of July 29, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Caloosa Yacht & Racquet Club right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
This is a low-turnover pocket of Fort Myers — 105 homes total — built out mostly between the mid-1980s and mid-1990s, with a smaller share of newer construction filling in through 2016. The name signals a boating and racquet-sport orientation to the original development, though current MLS listings do not identify an active amenity package to confirm.
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.
Who Caloosa Yacht & Racquet Club is best for.
Best for
- Buyers prioritizing living space and lot presence over newer construction finishes
- Buyers with budget set near the $550,000 median who plan to fund updates over time
- Buyers comfortable underwriting roof and mechanical age before making an offer
Probably not for
- Buyers who want turnkey, recently built construction with minimal inspection risk
- Buyers expecting a quick close in a fast-turnover market
- Buyers relying on an active, documented amenity package as part of the purchase decision
The market around Caloosa Yacht & Racquet Club
Caloosa Yacht & Racquet Club is too small for its own price trend, so here is the market around it.
In ZIP 33919, 483 homes are on the market and 15% 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 33919 (Fort Myers), 114 homes closed in the last 12 months at a median of $248K ($165/sq ft), with a median 79 days on market. Right now 119 active and 22 pending listings put supply at about 12.5 months — a soft market. See the live ZIP 33919 housing market and the Lee County market.
ZIP and county figures describe the wider market, not Caloosa Yacht & Racquet Club specifically. Momentum Research analysis of MLS records.
The Caloosa Yacht & Racquet Club buying strategy.
If we were buying in Caloosa Yacht & Racquet Club 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 Caloosa Yacht & Racquet Club.
Size and age set the terms here
The homes themselves are the headline. A median living area near 3,780 square feet is well above typical resale stock, and that scale is doing most of the work in the median price of $550,000. Per-square-foot pricing near $251.49 suggests the market is valuing the footprint more than any single upgrade, which means condition and updates inside that footprint are where individual sales diverge most from the median.
Build dates span 1985 to 2016, with a median year built of 1992 — so most inventory is entering the age range where roofs, HVAC systems, and major mechanicals become the central negotiating point. A homestead share near four in five suggests this has functioned as a stable, long-hold community rather than one cycling through frequent resales, which helps explain the longer median days on market: fewer listings turn over, and the ones that do often need a buyer willing to take on some deferred maintenance in exchange for space and lot.
The location and the amenities are priced into every listing in Caloosa Yacht & Racquet Club. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
With only a handful of closings feeding the current read and a 104-day median market time, pricing and negotiating strategy matter more than in faster communities. We walk sellers through what condition and age-related disclosures buyers will actually scrutinize before they write an offer, and we help buyers separate genuine square-footage value from deferred maintenance that should be priced into the offer, not discovered after.
Caloosa Yacht & Racquet Club in 15 seconds.
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Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Caloosa Yacht & Racquet Club sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Caloosa Yacht & Racquet Club, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
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Data sources & freshness
| Live listings | Florida Gulf Coast MLS, refreshed twice daily (last: October 1, 2026) |
| 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.
Recent Developments in Caloosa Yacht Racquet Club
Development, infrastructure, retail, and school activity affecting Caloosa Yacht Racquet Club, 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
Sale of 11.4-mile rail corridor for Bonita Estero Rail Trail nears closing
Estero, Bonita Springs and Collier County are set to buy the Seminole Gulf Railway corridor for $60 million, with closing expected by Jan. 14, 2027. Soil testing found elevated arsenic and hydrocarbons that consultants say can be managed with engineering controls. The corridor is planned as the multiuse Bonita Estero Rail Trail.
What it may mean for the marketA continuous trail through Estero and Bonita Springs would add a walking and biking route connecting residential areas to shopping and regional trails. The project is about 10 miles southeast of Caloosa Yacht Racquet Club, elsewhere in Lee County.
Source: Gulfshore Business - 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 6 miles west of Caloosa Yacht Racquet Club.
Source: WINK News - October 2026Retail & Dining
Whataburger opens in Estero with 158 seats
Whataburger opened its second Southwest Florida restaurant at 22927 Lyden Drive in Estero, across U.S. 41 from Coconut Point. The restaurant seats 158 and employs about 80 people. It is open daily from 6 a.m. to 11 p.m.
What it may mean for the marketAdds a late-hours dining option and roughly 80 jobs near the Coconut Point retail area. The project is about 10 miles southeast of Caloosa Yacht Racquet Club, elsewhere in Lee County.
Source: Gulfshore Business - 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 site is about 2 miles south of Caloosa Yacht Racquet Club.
Source: Gulfshore Business - June 2026Retail & Dining
High 5 Entertainment underway at Village Hub SportsPark in Estero
Vertical construction is underway on a High 5 Entertainment venue at the Village Hub SportsPark on the north side of Williams Road in Estero. The facility will include the 21-court Estero Pickleball Club, a 16-lane bowling alley, two miniature golf courses, an arcade, a full-service kitchen and bar, and retail space. The CEO said construction should finish within six to eight months, targeting soft openings in February 2027.
What it may mean for the marketA new entertainment and dining venue adds recreational and commercial space to the Estero activity hub. The project is about 10 miles southeast of Caloosa Yacht Racquet Club, elsewhere in Lee County.
Source: Gulfshore Business - 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 9 miles southwest of Caloosa Yacht Racquet Club, 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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