Whispering Pines
Homes for Sale in Big Pine Key, FL
All 80 homes for sale in Big Pine Key, FL · median $857,000 · 80 homes for sale in 33043 · Monroe County homes for sale
True comps, carrying-cost math, and listings before the portals.
Over the 12 months ending 2026-09-20, 3 recorded sales closed at a median of $946,870, a median 70 days on market, sellers accepting 94% of original asking. At the median price and Monroe County's FY2025-26 rate of 8.816 mills, annual property tax runs about $8,350 ($8,000 with the full homestead exemption).
| Location | Big Pine Key, Monroe County, FL · ZIP 33043 |
|---|---|
| Homes in the community | 195 (FL DOR 2025 assessment roll) |
| Years built | 1943–2024 (median 1982) |
| Typical living area | 1,248 sq ft (median) |
| Sale prices, last 12 months | $946,870 median across 3 closed sales |
| Days on market (closed sales) | 70 median |
| Owner-occupied (homestead) share | 38% |
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, “WHISPERING PINES key facts,” movewithmomentum.com/neighborhoods/whispering-pines--monroe, data as of September 20, 2026.
Nearby homes for sale
No active listings inside WHISPERING PINES 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
Whispering Pines market snapshot (as of September 20, 2026): the median sale price is about $947K, and a median 70 days on market for closed sales.
In ZIP 33043 (Big Pine Key), 146 homes closed in the last 12 months at a median of $908K, up 13.9% year over year, with a median 80 days on market. See the live ZIP 33043 housing market and the Monroe County market.
County records show 14 qualified sales in WHISPERING PINES across 2024–2025 (9 in 2024, 5 in 2025), median $845,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Whispering Pines is a community of 195 homes in Big Pine Key, Monroe County, built between 1943 and 2024 (median 1982), with a median living area of about 1,248 square feet. 38% 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 ($947K) IS the median in the snapshot above.
Windows contain 1 to 9 sales each (3 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.
12% of homes for sale in ZIP 33043 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).
The Whispering Pines buying strategy.
If we were buying in Whispering Pines 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 Whispering Pines.
A closer look at the Whispering Pines market
Homes in Whispering Pines trade around a median of $947K, where condition and lot do more to set the final number than the asking price does.
The housing stock is 195 homes built between 1943 and 2024, and 38% 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 Whispering Pines. The deal is won or lost on condition, the comps, and the renovation math.
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 Whispering Pines 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 Whispering Pines sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Whispering Pines, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Whispering Pines home worth?
Get a no-obligation home value based on real comparable sales in Whispering Pines, 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 Big Pine Key →
Frequently Asked Questions
What is the median home price in Whispering Pines?
How long do homes in Whispering Pines take to sell?
How many homes are in Whispering Pines?
What share of Whispering Pines is owner-occupied?
When were the homes in Whispering Pines built?
Who is the best real estate agent for Whispering Pines?
How do I find a top Big Pine Key real estate agent who knows Whispering Pines?
Can Momentum Realty connect me with an agent for Whispering Pines?
Where is Whispering Pines, and what county is it in?
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 (10 streets, ZIP 33043)) |
| Under-contract shares | Florida Keys MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2005 (88 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 WHISPERING PINES fits the bigger picture — live prices, inventory, and Momentum Scores:
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