Cherry Estates
Homes for Sale in St James City, FL
True comps, carrying-cost math, and listings before the portals.
Photo via Florida Gulf Coast MLS
Homes For Sale Right Now in Cherry Estates
Live MLS inventory for Cherry Estates. 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 · 168 daysTop listing
Active · 86 days
Active · 28 days
Active · 294 days
Active · 287 days
Active · 91 days
Active · 24 days
Active · 201 days
Active · 160 days
Active · 8 days
Active · 96 days
Active · 168 days
Active · 297 days
Active · 4 daysActive and pending Cherry Estates listings as of 2026-11-12, 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.
Cherry Estates is pricing on condition and land use more than on any shared amenity package — there isn't a clubhouse or gate driving value here, so what a buyer pays for is the structure itself, its age, and its finished square footage. With a median year built of 1998 inside a build range stretching back to 1957 and forward to 2024, this is a mixed-vintage market: older Pine Island-area homes sitting alongside newer or renovated construction, which is exactly why per-square-foot pricing varies as much as it does.
The posture right now favors buyers. A median 61 days on market, a market heat score of 25, and a year-over-year price move of -13.9% all point to a community that has softened and is taking longer to transact. Sellers here need to price to current comps, not last year's comps, and buyers who are patient and disciplined on inspection have room to negotiate.
Figures in this note are as of July 29, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Cherry Estates right now
🟢 Buyer-leaning market. 33.6 months of supply and 12% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Florida Gulf Coast MLS records, as of November 11, 2026. Confidence: High (16 active and pending listings, 5 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated November 11, 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
Cherry Estates market snapshot (as of November 11, 2026): the median sale price is about $340K ($273 per sq ft over the trailing 12 months of closed sales), a median 16 days on market for closed sales, and 33.6 months of supply, a buyer-leaning market.
Cherry Estates is a community of 191 homes in St James City, Lee County, built between 1971 and 2024 (median 1997), with a median living area of about 2,014 square feet. 33% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Cherry Estates is a St James City neighborhood in Lee County built out over roughly six decades, with the current for-sale and closed market centered around a $340,000 median price and 1,972 median living square feet.
The setting & the homes.
Aerial and on-site photos of Cherry Estates. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Cherry EstatesCherry EstatesCherry EstatesCherry EstatesCherry EstatesCherry EstatesCherry EstatesCherry EstatesPhotos from Florida Gulf Coast MLS listings in Cherry Estates; content deemed reliable but not guaranteed.
Who Cherry Estates is best for.
Best for
- Buyers comfortable evaluating each home on its own condition and age rather than relying on a community amenity package
- Buyers with flexibility on timeline who can use the current 61-day median days-on-market to negotiate
- Buyers or investors comfortable with a market that includes a notable share of non-homesteaded, seasonal, or investment-owned properties
Probably not for
- Buyers who want a gated or amenity-rich community, since none are identified in current MLS listings here
- Sellers expecting last year's pricing, given the -13.9% year-over-year shift
- Buyers who need a high-volume, fast-turnover market — 19 closings across 483 homes signals a thinner transaction pace
Cherry Estates 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 Cherry Estates buying strategy.
If we were buying in Cherry Estates 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.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
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 Cherry Estates.
A condition-driven market with no amenity premium
With community amenities not identified from current MLS listings, this is not a neighborhood where buyers are paying for a pool, gate, or clubhouse line item — the value case rests entirely on the home, the lot, and proximity to the water and services that define St James City. That makes the median price-per-square-foot figure of $286.66 a more useful yardstick than the median price alone, since lot type and home condition can swing individual listings well off that midpoint in either direction.
The homestead share of 26.9% is worth noting for anyone evaluating this market: a relatively low share of owner-occupied, homesteaded properties suggests a meaningful portion of the inventory turns over as second homes, seasonal use, or investment property rather than long-term primary residences. Combined with 19 closings in the current window across 483 total homes, this is a market with real but limited transaction volume — pricing conversations should be grounded in recent, comparable closings rather than broad averages.
The location and the amenities are priced into every listing in Cherry Estates. 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 Cherry Estates 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 (3.1). Basis: Liquidity & Demand 33.6 months of supply; Owner Commitment 33% owner-occupied; Pricing Power 94.2% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a market this condition-driven and this light on comparable amenity data, pricing a listing or structuring an offer correctly depends on reading recent closed sales, not list-price averages — we pull the actual comps, track the current 61-day DOM reality, and price to what is closing now, not what the market did before the year-over-year pullback.
Cherry Estates in 15 seconds.
Tools for a Cherry Estates 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 Cherry Estates sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Cherry Estates, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Cherry Estates home worth?
Get a no-obligation home value based on real comparable sales in Cherry Estates, 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 homes for sale in Cherry Estates on the map →
Frequently Asked Questions
What is the median home price in Cherry Estates?
How long do homes in Cherry Estates take to sell?
Is Cherry Estates a buyer's or seller's market right now?
How many homes are in Cherry Estates?
What share of Cherry Estates is owner-occupied?
When were the homes in Cherry Estates built?
Who is the best real estate agent for Cherry Estates?
How do I find a top St James City real estate agent who knows Cherry Estates?
Can Momentum Realty connect me with an agent for Cherry Estates?
Should you buy in Cherry Estates?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near Cherry Estates with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Florida Gulf Coast MLS, refreshed twice daily (last: November 12, 2026) |
| Community market stats | Florida Gulf Coast MLS closed sales, 12-month windows ending November 11, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (5 streets, ZIP 33956)) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-11-11 |
| Historical depth | Closed-sale records back to 2026 (5 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 Cherry Estates fits the bigger picture — live prices, inventory, and Momentum Scores: