Jolly Roger Estates
Homes for Sale in Little Torch Key, FL
All 10 homes for sale in Little Torch Key, FL · median $747,450 · Monroe County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
Over the 12 months ending 2026-09-20, 16 recorded sales closed at a median of $1,200,000, a median 131 days on market, sellers accepting 91% of original asking (+14% versus the prior year). At the median price and Monroe County's FY2025-26 rate of 8.816 mills, annual property tax runs about $10,580 ($10,230 with the full homestead exemption).
| Location | Little Torch Key, Monroe County, FL · ZIP 33042, 33043 |
|---|---|
| Homes in the community | 542 (FL DOR 2025 assessment roll) |
| Years built | 1958–2024 (median 1988.0) |
| Typical living area | 1,256 sq ft (median) |
| Sale prices, last 12 months | $1,200,000 median across 16 closed sales · +13.5% vs the prior 12 months |
| Days on market (closed sales) | 131 median |
| Owner-occupied (homestead) share | 36% |
Data as of September 20, 2026. Listing data provided by Florida Keys MLS, Inc. Information is deemed reliable but is 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, “JOLLY ROGER ESTATES key facts,” movewithmomentum.com/neighborhoods/jolly-roger-estates, data as of September 20, 2026.
Jolly Roger Estates right now
🟢 Still climbing. The trailing-12-month median ($1.20M) is up 13.5% from the prior 12 months ($1.06M) and up 184% since 2012. With about 17 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Florida Keys MLS closed sales, 12-month windows ending September 20. Confidence: Medium (16 and 14 sales in the two windows).
What's unique here: the median sale price is about 3x the typical Monroe County sale ($1.20M vs $378K, trailing 12 months, Florida Keys MLS records).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 21, 2026 · Live data: Florida Keys MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
Nearby homes for sale
No active listings inside JOLLY ROGER ESTATES 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
Jolly Roger Estates market snapshot (as of September 20, 2026): the median sale price is about $1.20M, and a median 132 days on market for closed sales. The trailing-12-month median is up 14% from the prior 12 months and up 184% since 2012, computed from record-level Florida Keys MLS closed sales (16 closings in the current window).
In ZIP 33042 (Little Torch Key), 206 homes closed in the last 12 months at a median of $908K, up 3.7% year over year, with a median 79 days on market. See the live ZIP 33042 housing market and the Monroe County market.
County records show 41 qualified sales in JOLLY ROGER ESTATES across 2024–2025 (21 in 2024, 20 in 2025), median $1.08M — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Jolly Roger Estates is a community of 542 homes in Little Torch Key, Monroe County, built between 1958 and 2024 (median 1988.0), with a median living area of about 1,256 square feet. 36% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Florida Keys MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($1.20M) IS the median in the snapshot above, and the move from 2025 ($1.06M) IS the +13.5% one-year change.
Windows contain 7 to 34 sales each (16 in the current window); every figure carries its sample size, and thin markets swing on single closings. Listing data provided by Florida Keys MLS, Inc. Information is deemed reliable but is not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.
21% of homes for sale in ZIP 33042 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 (2026-09-20).
Housing distress & ownership in JOLLY ROGER ESTATES, Little Torch Key
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 data provided by Florida Keys MLS, Inc. Information is deemed reliable but is not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.
The Jolly Roger Estates buying strategy.
If we were buying in Jolly Roger 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.
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 Jolly Roger Estates.
A closer look at the Jolly Roger Estates market
Homes in Jolly Roger Estates trade around a median of $1.20M, where condition and lot do more to set the final number than the asking price does.
The trailing-12-month median up 14% year over year. Homes that do trade take a median 132 days on market, useful leverage on any listing that has lingered.
The housing stock is 542 homes built between 1958 and 2024, and 36% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
The location and the amenities are priced into every listing in Jolly Roger 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 Jolly Roger 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 4 factors (6.7). Basis: Long-Term Appreciation +184% since 2012; Recent Direction +13.5% year-over-year; Owner Commitment 36% owner-occupied; Pricing Power 91.0% sale-to-list. Refreshed with each data update.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- Any club/amenity membership is billed separately
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 Jolly Roger 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 Jolly Roger Estates sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Jolly Roger 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 Jolly Roger Estates home worth?
Get a no-obligation home value based on real comparable sales in Jolly Roger 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 all homes for sale in Little Torch Key →
Frequently Asked Questions
What is the median home price in Jolly Roger Estates?
How long do homes in Jolly Roger Estates take to sell?
How many homes are in Jolly Roger Estates?
What share of Jolly Roger Estates is owner-occupied?
When were the homes in Jolly Roger Estates built?
Have Jolly Roger Estates home prices gone up?
Who is the best real estate agent for Jolly Roger Estates?
How do I find a top Little Torch Key real estate agent who knows Jolly Roger Estates?
Can Momentum Realty connect me with an agent for Jolly Roger Estates?
Where is Jolly Roger Estates, and what county is it in?
Is Jolly Roger Estates a good place to live?
Data sources & freshness
| Community market stats | Florida Keys MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (15 streets, ZIP 33042/33043)) |
| Under-contract shares | Florida Keys MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2000 (294 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 Keys 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 Keys MLS member average and 8 days faster, and we’ll price yours against live local comps.
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See how JOLLY ROGER ESTATES fits the bigger picture — live prices, inventory, and Momentum Scores:
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