Aerial view of Key West by the Sea

Key West by the Sea
Homes for Sale in Key West, FL

All 228 homes for sale in Key West, FL · median $1,100,000 · 227 homes for sale in 33040 · Monroe County homes for sale

Community in Key West · Monroe County · ZIP 33040
Median sale $602K
Free · No obligation
Talk to a Key West by the Sea Expert

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

Live Market Pulse
23/100
Market Heat
Cooler than normal
2013 → 2026 · 90 at the 2022 peak
0 is Key West by the Sea's coldest market since 2013, 100 its hottest. Today: 23. How it's scored
Built fromLive Florida Keys MLS data28 years of closingsUpdated twice daily

Over the 12 months ending 2026-09-20, 6 recorded sales closed at a median of $602,500, a median 82 days on market, sellers accepting 91% of original asking (-18% versus the prior year). At the median price and Monroe County's FY2025-26 rate of 8.816 mills, annual property tax runs about $5,310 ($4,960 with the full homestead exemption).

Live · Key West by the Sea Housing Pulse Florida Keys MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$602K
Median sold · 12 mo
down 18.3% vs the prior 12 months
-18.3%
1-yr price change
n = 6 and 8 sales in the two windows
90.9%
Sale vs ask
Monroe median: 96.7%
+111%
T12M median vs 2012
from a $285K median in 2012
Tempo
82days
Median DOM · closed
13 days at the 2022 low
6
Sold · last 12 mo
10-yr average: about 9 a year
Key West by the Sea Housing Pulse · Momentum Research · as of September 20, 2026

Key West by the Sea right now

🔴 Off the recent peak. The trailing-12-month median ($602K) is down 18.3% from the prior 12 months ($738K) and up 111% 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 Florida Keys MLS closed sales, 12-month windows ending September 20. Confidence: Medium (6 and 8 sales in the two windows).

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 KEY WEST BY THE SEA 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.

2601 S Roosevelt Boulevard #APT 103C
$889K · 0.0 mi away
3 bd · 2 ba
2601 S Roosevelt Boulevard #APT 103C
Listed by Island Welcome Real Estate LLC
2601 S Roosevelt Boulevard #304C
$799K · 0.0 mi away
3 bd · 2 ba
2601 S Roosevelt Boulevard #304C
Listed by Last Key Realty, Inc (KW)
2601 S Roosevelt Boulevard #204A
$615K · 0.0 mi away
1 bd · 1 ba
2601 S Roosevelt Boulevard #204A
Listed by Key West Vacation Properties & Realty, LLC (KW)
2601 S Roosevelt Boulevard #406A
$935K · 0.0 mi away
2 bd · 1.5 ba
2601 S Roosevelt Boulevard #406A
Listed by Island Life Realty Experts
1901 S Roosevelt Boulevard #407N
$625K · 0.3 mi away
1 bd · 1 ba
1901 S Roosevelt Boulevard #407N
Listed by Keller Williams Key West Compass Realty
1901 S Roosevelt Boulevard #104N
$850K · 0.3 mi away
2 bd · 2 ba
1901 S Roosevelt Boulevard #104N
Listed by Ocean Sotheby's International Realty

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Key West by the Sea market snapshot (as of September 20, 2026): the median sale price is about $602K, and a median 82 days on market for closed sales. The trailing-12-month median is down 18% from the prior 12 months and up 111% since 2012, computed from record-level Florida Keys MLS closed sales (6 closings in the current window).

In ZIP 33040 (Key West), 309 homes closed in the last 12 months at a median of $908K, down 4.3% year over year, with a median 82 days on market. See the live ZIP 33040 housing market and the Monroe County market.

Windows contain 4 to 14 sales each (6 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.

Median sale price · trailing 12 mo
$400K$600K$800K20122014201620182020202220242026
Down 18.3% year over year; up 111% since 2012.
Median days on market · closed sales
05010015020122014201620182020202220242026
13 days at the 2022 low; 82 now.
Sale price vs original ask · median
90%95%100%20122014201620182020202220242026
90.9% now vs Monroe 96.7%.
Homes sold per 12-mo window
05101520122014201620182020202220242026
4 to 14 a year; 6 in the current window.
Market Heat · 0 coldest, 100 hottest in the record
20406080seller-leaningbuyer-leaning2014201620182020202220242026
90 at the 2022 peak, 10 in the troughs, 23 now. Same score as the hero card, full history.
How much local inventory is already under contract

15% of homes for sale in ZIP 33040 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 KEY WEST BY THE SEA, Key West

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 5 listings
Distress share trend — 0.0% now (2026-09-14 → 2026-09-19)

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.

If we were buying in Key West by the Sea 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 Key West by the Sea.

A closer look at the Key West by the Sea market

Homes in Key West by the Sea trade around a median of $602K, where condition and lot do more to set the final number than the asking price does.

The trailing-12-month median down 18% year over year. Homes that do trade take a median 82 days on market, useful leverage on any listing that has lingered.

The location and the amenities are priced into every listing in Key West by the Sea. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
4.3C- · Buy Score
Long-Term Appreciation7.4/10
Recent Direction1.4/10
Pricing Power3.9/10

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 3 factors (4.3). Basis: Long-Term Appreciation +111% since 2012; Recent Direction -18.3% year-over-year; Pricing Power 90.9% sale-to-list. Refreshed with each data update.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Key West by the Sea homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Key West by the Sea.
In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Key West by the Sea sales matched to your home.

What is your Key West by the Sea home worth?

Get a no-obligation home value based on real comparable sales in Key West by the Sea, 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 Key West →

Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Key West by the Sea?
The median sale price in Key West by the Sea was $602K over the 12 months ending September 20, 2026 (6 closed sales, Florida Keys MLS).
How long do homes in Key West by the Sea take to sell?
Homes that closed in the 12 months ending September 20, 2026 took a median 82 days on market (6 sales, Florida Keys MLS).
Have Key West by the Sea home prices gone up?
The trailing-12-month median is up 111% since 2012, from $285K to $602K (Florida Keys MLS closed records).
Who is the best real estate agent for Key West by the Sea?
The best agent for Key West by the Sea 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 Key West by the Sea.
How do I find a top Key West real estate agent who knows Key West by the Sea?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Key West by the Sea and the wider Key West area.
Can Momentum Realty connect me with an agent for Key West by the Sea?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Key West by the Sea purchase or sale - no call center and no pressure.
Where is Key West by the Sea, and what county is it in?
Key West by the Sea is in Key West, Monroe County, FL, ZIP 33040.

Data sources & freshness

Community market statsFlorida Keys MLS closed sales, 12-month windows ending September 20, 2026
Under-contract sharesFlorida Keys MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 1998 (176 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.

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 →

Nearby Communities

Explore more neighborhoods near Key West by the Sea with Momentum Realty’s local guides.

La Brisa East0.3 mi awayLa Brisa West0.3 mi away · median $676K, 4 sales/12 moLa Brisa North0.3 mi awayLa Brisa South0.3 mi awayKey Estates0.4 mi away · median $642K, 5 sales/12 moKey Estates0.4 mi awaySer Deb Estates0.4 mi away · 91 homes, built 1938–141800 Atlantic0.4 mi away · median $975K, 6 sales/12 mo

Browse all neighborhood guides →

Thinking of selling in KEY WEST BY THE SEA? 6 recorded closings; median 82 days on market (window ending 2026-09-20). See the Monroe County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
Talk to a Local Key West by the Sea Expert
Call Get Listings