PROG LAND IMP CO DIAG
Homes for Sale in Key West, FL

Community in Key West · Monroe County · ZIP 33040
220 homesBuilt 1903–2024
Free · No obligation
Talk to a PROG LAND IMP CO DIAG Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive floridakeys data25 years of closingsFL DOR public recordsUpdated twice daily
Live · PROG LAND IMP CO DIAG Housing Pulse floridakeys + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
43%
Owner-occupied · PROG LAND IMP CO DIAG
99 of 229 parcels homesteaded (FL DOR 2025)
57%
Non-owner-occupied · PROG LAND IMP CO DIAG
incl. 23% trust or LLC-held · 25% out-of-state
0%
Cash buyers · PROG LAND IMP CO DIAG
0 of 3 sales, 12 mo ending July 2019
220
Homes in the community
plus 9 vacant residential lots · 229 residential parcels (FL DOR 2025)
Track record · 25 years of records
Est. 1903
Community established
homes built 1903-2024, median 1958 (FL DOR 2025)
Jon Brooks, founder of Momentum Realty
Jon's Current Read

PROG LAND IMP CO DIAG sits within Key West proper, a market where land scarcity, Monroe County regulations, and ongoing coastal demand converge to drive pricing more than square footage or finish level ever will. The median home here was built in 1958, and with a year-built range stretching from 1903 through 2024, the inventory spans historic Conch cottages through modern rebuilds — meaning condition and renovation history create a wide price spread even among comparable lot sizes. The single number that anchors the market is the median living area of 1,541 square feet, modest by mainland standards but typical for this island.

With no closings recorded in the current window, there is no transaction velocity data to work from right now. That is not uncommon in a small, high-barrier island market where inventory turns slowly and off-market deals absorb demand quietly. Buyers should not interpret the absence of recent closes as softness — it reflects low supply as much as anything else. Sellers, in turn, cannot rely on a steady comparable-sale pipeline to justify pricing; the most persuasive comps may require pulling from a broader time frame or adjacent Key West neighborhoods.

Best for

  • Buyers seeking a Key West address as a second home or investment property who understand island-market illiquidity and price accordingly.
  • Buyers with budget and appetite to renovate or harden an older structure, treating the work as part of the acquisition cost.
  • Buyers focused on the intrinsic value of the Key West location itself — walkability, harbor access, cultural density — rather than square footage or amenity packages.

Probably not for

  • Buyers requiring a low, predictable monthly carrying cost: insurance premiums on older Key West stock can be substantial and should be verified before any offer.
  • Buyers expecting a managed community with shared amenities — none are identified here, and the market does not offer that profile.
  • Buyers who need strong recent comparable sales to feel confident in their offer price; the current zero-closing window makes pricing validation harder and requires a higher tolerance for market uncertainty.

If we were buying in PROG LAND IMP CO DIAG 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 PROG LAND IMP CO DIAG.

Best Buy
Buyers targeting Key West character over modern amenities and comfortable navigating an older, condition-variable housing stock.
Biggest Risk
Insurance and inspection costs on pre-modern construction can materially change a deal's economics after contract.
Sweet Spot
A buyer who prices in renovation or hardening costs upfront and underwrites insurance before making an offer.
Avoid If
You need a turnkey home with community amenities and a predictable monthly cost structure.

Stock, age, and what drives value here

The median year built of 1958 signals a stock that predates modern hurricane-resistant construction standards, which means insurance underwriting, wind mitigation ratings, and roof age will all be live issues on nearly any transaction. Buyers financing a purchase should budget for a thorough inspection and get an insurance quote before going under contract — not after. Homes built at the earliest end of the range carry historic character that commands a premium in Key West, but they also carry the heaviest deferred-maintenance risk.

The homestead rate of 43 percent tells a meaningful story: more than half of the homes here are not primary residences. In a Key West context that typically means a mix of investment rentals, second homes, and short-term rental properties. That split affects neighborhood character, HOA-equivalent dynamics, and resale liquidity. There are no community amenities identified from current MLS listings, so buyers are paying for Key West itself — proximity to Duval Street, the harbor, and the island's walkable core — not for a managed amenity package.

The location and the amenities are priced into every listing in PROG LAND IMP CO DIAG. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

Monroe County transactions carry layers that mainland deals do not: FEMA flood zone classifications, wind-mitigation inspection requirements, county short-term rental licensing rules, and a thin comparable-sales environment that can make or break a negotiation. Momentum Realty's approach is to surface those layers before you are under contract, not after. With zero recent closes to lean on in this community right now, having an agent who can read the broader Key West market and position an offer — or a listing — without a tidy comp set is the practical difference between a deal that closes and one that does not.

PROG LAND IMP CO DIAG in 15 seconds.

Best forBuyers targeting Key West character over modern amenities and comfortable navigating an older, condition-variable housing stock.
Biggest advantageIsland scarcity is the fundamental value driver — lot supply in Key West does not expand.
Biggest riskInsurance and inspection costs on pre-modern construction can materially change a deal's economics after contract.
Sweet spotA buyer who prices in renovation or hardening costs upfront and underwrites insurance before making an offer.
Avoid ifYou need a turnkey home with community amenities and a predictable monthly cost structure.

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 PROG LAND IMP CO DIAG sales matched to your home.

What is your PROG LAND IMP CO DIAG home worth?

Get a no-obligation home value based on real comparable sales in PROG LAND IMP CO DIAG, 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 PROG LAND IMP CO DIAG on the map →

Real comps, not an automated estimate.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Monroe County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$5,590/mo
Monroe County typical true cost to own
$365/mo
Monroe County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

Frequently Asked Questions

How many homes are in PROG LAND IMP CO DIAG?
The Florida DOR 2025 assessment roll shows 220 homes plus 9 vacant residential lots in PROG LAND IMP CO DIAG (public records).
What share of PROG LAND IMP CO DIAG is owner-occupied?
43% of PROG LAND IMP CO DIAG parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in PROG LAND IMP CO DIAG built?
Homes in PROG LAND IMP CO DIAG were built between 1903 and 2024, with a median year built of 1958.0 (FL DOR 2025 roll).
Do cash buyers compete in PROG LAND IMP CO DIAG?
Cash buyers took 0% of PROG LAND IMP CO DIAG sales in the 12 months ending July 2019 (0 of 3 closings, floridakeys).
Who is the best real estate agent for PROG LAND IMP CO DIAG?
The best agent for PROG LAND IMP CO DIAG is one who actively works Key West 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 PROG LAND IMP CO DIAG.
How do I find a top Key West real estate agent who knows PROG LAND IMP CO DIAG?
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 PROG LAND IMP CO DIAG and the wider Key West area.
Can Momentum Realty connect me with an agent for PROG LAND IMP CO DIAG?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your PROG LAND IMP CO DIAG purchase or sale - no call center and no pressure.
Buyers seeking a Key West address as a second home or investment property who understand island-market illiquidity and price accordingly.Excellent fit
Buyers with budget and appetite to renovate or harden an older structure, treating the work as part of the acquisition cost.Excellent fit
Buyers focused on the intrinsic value of the Key West location itself — walkability, harbor access, cultural density — rather than square footage or amenity packages.Excellent fit
Buyers requiring a low, predictable monthly carrying cost: insurance premiums on older Key West stock can be substantial and should be verified before any offer.Probably not
Buyers expecting a managed community with shared amenities — none are identified here, and the market does not offer that profile.Probably not
Buyers who need strong recent comparable sales to feel confident in their offer price; the current zero-closing window makes pricing validation harder and requires a higher tolerance for market uncertainty.Probably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (4 streets, ZIP 33040))
Historical depthClosed-sale records back to 2001 (20 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.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →

More Key West & The Florida Keys & Monroe County guides

Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of The Florida Keys & Monroe County or the full Neighborhood Finder.

Talk to a Local PROG LAND IMP CO DIAG Expert
Call Get Listings