PORT PINE HEIGHTS
Homes for Sale in Big Pine Key, FL
True comps, carrying-cost math, and listings before the portals.
Market Heat
PORT PINE HEIGHTS sits in Big Pine Key, Monroe County — deep in the Lower Keys, where supply is structurally constrained by ROGO building permits and a finite land base. At a median just over $807,000 on roughly 1,141 square feet of living space, buyers are paying a significant per-square-foot premium relative to most of Florida. That premium is not about finishes — it is about geography, scarcity, and the Keys lifestyle itself. The stock spans nearly a century of construction, from 1928 through 2024, so condition and elevation certificate status drive wide price variation within the community.
The current market posture leans clearly toward buyers. A market heat score of 23 and a median days-on-market of 92 signal that homes are sitting, and the year-over-year median is down 2.2%. Sellers who priced for the post-pandemic surge are adjusting. For a buyer with financing lined up, that combination — motivated sellers, extended marketing times, and a soft near-term trend — creates real negotiating room. The long-run number is harder to ignore: values have risen roughly 199% since 2012, underscoring how rare it is for Keys inventory to stay soft for long once macro conditions shift.
PORT PINE HEIGHTS right now
🟡 Off the recent peak. The trailing-12-month median ($807K) is down 2.2% from the prior 12 months ($825K) and up 199% since 2012. With about a dozen 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 floridakeys closed sales, 12-month windows ending July 27. Confidence: Medium (10 and 11 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
Updated July 27, 2026 · Live data: floridakeys, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
PORT PINE HEIGHTS market snapshot (as of July 27, 2026): the median sale price is about $807K, and a median 92 days on market for closed sales. The trailing-12-month median is down 2% from the prior 12 months and up 199% since 2012, computed from record-level floridakeys closed sales (10 closings in the current window).
PORT PINE HEIGHTS is a community of 424 homes in Big Pine Key, Monroe County, built between 1928 and 2024 (median 1986.0), with a median living area of about 1,141 square feet. 39% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
PORT PINE HEIGHTS is a 424-home community in Big Pine Key where the median vintage of 1986 means a substantial share of the stock predates current flood and wind codes — an important due-diligence flag in Monroe County — while homes built as recently as 2024 reflect the newer elevated construction standards that insurers and lenders increasingly require.
Who PORT PINE HEIGHTS is best for.
Best for
- Buyers targeting a Keys second home or vacation property with a multi-year hold plan and enough liquidity to absorb insurance and maintenance costs without stress.
- Buyers with an $807,000-and-up budget who understand they are paying for location and scarcity, not square footage, and have done their flood-zone homework.
- Investors acquiring at a discount to recent peaks who can carry the asset through a soft cycle and are not dependent on short-term appreciation.
Probably not for
- Buyers who need to maximize living space per dollar — at roughly 1,141 median square feet and an $807,000 median price, PORT PINE HEIGHTS delivers Keys access, not interior volume.
- Anyone relying on a quick flip or short hold to recoup costs — 92-day median days-on-market and a declining year-over-year trend do not support that strategy today.
- Buyers unprepared for the complexity of Monroe County due diligence — elevation certificates, flood insurance underwriting, and substantial-improvement rules require time, expertise, and budget that cannot be skipped at this price point.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 27 of each year, from record-level floridakeys closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($807K) IS the median in the snapshot above, and the move from 2025 ($825K) IS the -2.2% one-year change.
Windows contain 9 to 25 sales each (10 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.
The PORT PINE HEIGHTS buying strategy.
If we were buying in PORT PINE HEIGHTS 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 PORT PINE HEIGHTS.
What the numbers behind the numbers are telling you
At roughly 39% homestead, PORT PINE HEIGHTS carries a meaningful non-primary share — vacation-use and investment ownership is a significant presence here. That has market implications: non-homesteaded owners tend to respond faster to carrying-cost pressure (insurance, taxes, maintenance on a second property), which can accelerate listing decisions and soften asking prices during slow cycles. Right now, with 92-day median days-on-market, that dynamic may already be playing out.
The community's construction span — 1928 to 2024 — is unusually wide and demands granular due diligence on every individual property. Elevation, FEMA flood zone designation, wind mitigation features, and the condition of mechanical systems all vary sharply by build era. Monroe County's permitting environment means you cannot simply build your way out of a dated structure; replacement and substantial improvement rules are strict. Buyers should budget for a thorough inspection and a current elevation certificate review before making any offer, regardless of how the list price compares to the median.
The location and the amenities are priced into every listing in PORT PINE HEIGHTS. 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 PORT PINE HEIGHTS 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 (5.8). Basis: Long-Term Appreciation +199% since 2012; Recent Direction -2.2% year-over-year; Owner Commitment 39% owner-occupied; Pricing Power 90.6% sale-to-list. Refreshed with each data update.
Why work with Momentum here
The Florida Keys market operates on its own rules — ROGO allocations, FEMA flood maps, Monroe County substantial-improvement thresholds, and insurance markets that can make or break a deal — and mistakes are expensive at this price point. Momentum Realty's Northeast Florida brokerage tracks this feed directly and can help you parse which listings represent genuine value and which are priced on optimism. With a soft market score and extended days-on-market, the leverage is on the buy side right now, but capturing it requires knowing exactly which questions to ask before the inspection period expires.
PORT PINE HEIGHTS in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a PORT PINE HEIGHTS 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 PORT PINE HEIGHTS sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in PORT PINE HEIGHTS, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your PORT PINE HEIGHTS home worth?
Get a no-obligation home value based on real comparable sales in PORT PINE HEIGHTS, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Frequently Asked Questions
What is the median home price in PORT PINE HEIGHTS?
How long do homes in PORT PINE HEIGHTS take to sell?
How many homes are in PORT PINE HEIGHTS?
What share of PORT PINE HEIGHTS is owner-occupied?
When were the homes in PORT PINE HEIGHTS built?
Do cash buyers compete in PORT PINE HEIGHTS?
Have PORT PINE HEIGHTS home prices gone up?
Who is the best real estate agent for PORT PINE HEIGHTS?
How do I find a top Big Pine Key real estate agent who knows PORT PINE HEIGHTS?
Can Momentum Realty connect me with an agent for PORT PINE HEIGHTS?
Should you buy in PORT PINE HEIGHTS?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Community market stats | floridakeys closed sales, 12-month windows ending July 27, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (32 streets, ZIP 33043)) |
| Historical depth | Closed-sale records back to 2002 (284 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.
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More Big Pine Key & The Florida Keys & Monroe County guides
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