WHISPERING PINES
Homes for Sale in Big Pine Key, FL

Community in Big Pine Key · Monroe County · ZIP 33043
195 homesBuilt 1943–2024
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True comps, carrying-cost math, and listings before the portals.

Built fromLive floridakeys data21 years of closingsFL DOR public recordsUpdated twice daily
Live · WHISPERING PINES Housing Pulse floridakeys + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
2
Sold · last 12 mo
10-yr average: about 4 a year
Ownership and context
38%
Owner-occupied · WHISPERING PINES
78 of 206 parcels homesteaded (FL DOR 2025)
62%
Non-owner-occupied · WHISPERING PINES
incl. 13% trust or LLC-held · 19% out-of-state
0%
Cash buyers · WHISPERING PINES
0 of 5 sales, 12 mo ending July 2024
195
Homes in the community
plus 11 vacant residential lots · 206 residential parcels (FL DOR 2025)
Track record · 21 years of records
Est. 1943
Community established
homes built 1943-2024, median 1982 (FL DOR 2025)
1.0%/yr
Turnover rate
about 2 of 195 homes trade a year

If we were buying in WHISPERING PINES today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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

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.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • 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.

The takeaway

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.

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 homes for sale in WHISPERING PINES on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in WHISPERING PINES?
The Florida DOR 2025 assessment roll shows 195 homes plus 11 vacant residential lots in WHISPERING PINES (public records).
What share of WHISPERING PINES is owner-occupied?
38% of WHISPERING PINES parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in WHISPERING PINES built?
Homes in WHISPERING PINES were built between 1943 and 2024, with a median year built of 1982 (FL DOR 2025 roll).
Do cash buyers compete in WHISPERING PINES?
Cash buyers took 0% of WHISPERING PINES sales in the 12 months ending July 2024 (0 of 5 closings, floridakeys).
Who is the best real estate agent for WHISPERING PINES?
The best agent for WHISPERING PINES is one who actively works Big Pine Key and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for WHISPERING PINES.
How do I find a top Big Pine Key real estate agent who knows WHISPERING PINES?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows WHISPERING PINES and the wider Big Pine Key area.
Can Momentum Realty connect me with an agent for WHISPERING PINES?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your WHISPERING PINES purchase or sale - no call center and no pressure.

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (10 streets, ZIP 33043))
Historical depthClosed-sale records back to 2005 (87 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 floridakeys 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 floridakeys member average and 8 days faster, and we’ll price yours against live your area 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.

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