Aerial view of Grassy Key

Grassy Key
Homes for Sale in Marathon, FL

All 178 homes for sale in Marathon, FL · median $1,225,000 · 183 homes for sale in 33050 · Monroe County homes for sale

Community in Marathon · Monroe County · ZIP 33050
273 homesBuilt 1938–2024Median sale $2.20M
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Live Market Pulse
40/100
Market Heat
Normal for Grassy Key
2013 → 2026 · 83 at the 2022 peak
0 is Grassy Key's coldest market since 2013, 100 its hottest. Today: 40. How it's scored
Built fromLive Florida Keys MLS data21 years of closingsFL DOR public recordsUpdated twice daily

Over the 12 months ending 2026-09-20, 5 recorded sales closed at a median of $2,200,000, a median 210 days on market, sellers accepting 92% of original asking (+66% versus the prior year). At the median price and Monroe County's FY2025-26 rate of 8.816 mills, annual property tax runs about $19,400 ($19,050 with the full homestead exemption).

GRASSY KEY key facts
LocationMarathon, Monroe County, FL · ZIP 33050, 33051
Homes in the community273 (FL DOR 2025 assessment roll)
Years built1938–2024 (median 1982)
Typical living area1,440 sq ft (median)
Sale prices, last 12 months$2,200,000 median across 5 closed sales · +65.7% vs the prior 12 months
Days on market (closed sales)210 median
Owner-occupied (homestead) share40%

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, “GRASSY KEY key facts,” movewithmomentum.com/neighborhoods/grassy-key, data as of September 20, 2026.

Live · Grassy Key Housing Pulse Florida Keys MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$2.20M
Median sold · 12 mo
up 65.7% vs the prior 12 months
+65.7%
1-yr price change
n = 5 and 11 sales in the two windows
91.9%
Sale vs ask
Monroe median: 96.7%
+861%
T12M median vs 2012
from a $229K median in 2012
Tempo
210days
Median DOM · closed
33 days at the 2022 low
5
Sold · last 12 mo
10-yr average: about 10 a year
Ownership and context
40%
Owner-occupied · Grassy Key
119 of 301 parcels homesteaded (FL DOR 2025)
60%
Non-owner-occupied · Grassy Key
incl. 23% trust or LLC-held · 19% out-of-state
273
Homes in the community
plus 28 vacant residential lots · 301 residential parcels (FL DOR 2025)
Track record · 21 years of records
24
Recorded sales · 2024-2025
median $815K · qualified sales on the county roll (FL DOR 2025)
Est. 1938
Community established
homes built 1938-2024, median 1982 (FL DOR 2025)
1.8%/yr
Turnover rate
about 5 of 273 homes trade a year
Grassy Key Housing Pulse · Momentum Research · as of September 20, 2026

Grassy Key right now

🟢 Still climbing. The trailing-12-month median ($2.20M) is up 65.7% from the prior 12 months ($1.33M) and up 861% 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: Low (5 and 11 sales in the two windows).

What's unique here: the median sale price is about 6x the typical Monroe County sale ($2.20M vs $378K, trailing 12 months, Florida Keys MLS records).

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 GRASSY KEY 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.

59720 Overseas Highway #8
$3.50M · 0.0 mi away
4 bd · 4.5 ba
59720 Overseas Highway #8
Listed by Internet Realty of the Florida Keys Inc
59720 Overseas Highway #7
$2.98M · 0.0 mi away
5 bd · 4.5 ba
59720 Overseas Highway #7
Listed by Internet Realty of the Florida Keys Inc
59720 Overseas Highway #9
$3.10M · 0.0 mi away
5 bd · 4.5 ba
59720 Overseas Highway #9
Listed by Internet Realty of the Florida Keys Inc
59720 Overseas Highway #10
$3.40M · 0.0 mi away
5 bd · 4.5 ba
59720 Overseas Highway #10
Listed by Internet Realty of the Florida Keys Inc
59761 Overseas Highway
$699K · 0.1 mi away
2 bd · 2 ba
59761 Overseas Highway
Listed by Island Breeze Realty, LLC
59743 Paradise Place
$739K · 0.1 mi away
2 bd · 2 ba
59743 Paradise Place
Listed by Coldwell Banker Schmitt Real Estate Co.

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

The 60-Second Overview

Grassy Key market snapshot (as of September 20, 2026): the median sale price is about $2.20M, and a median 210 days on market for closed sales. The trailing-12-month median is up 66% from the prior 12 months and up 861% since 2012, computed from record-level Florida Keys MLS closed sales (5 closings in the current window).

In ZIP 33050 (Marathon), 209 homes closed in the last 12 months at a median of $799K, up 6.4% year over year, with a median 87 days on market. See the live ZIP 33050 housing market and the Monroe County market.

County records show 24 qualified sales in GRASSY KEY across 2024–2025 (9 in 2024, 15 in 2025), median $815,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Grassy Key is a community of 273 homes in Marathon, Monroe County, built between 1938 and 2024 (median 1982), with a median living area of about 1,440 square feet. 40% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Windows contain 3 to 21 sales each (5 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
$0$1M$2M20122014201620182020202220242026
Up 65.7% year over year; up 861% since 2012.
Median days on market · closed sales
020040020122014201620182020202220242026
33 days at the 2022 low; 210 now.
Sale price vs original ask · median
70%80%90%20122014201620182020202220242026
91.9% now vs Monroe 96.7%.
Homes sold per 12-mo window
0102020122014201620182020202220242026
3 to 21 a year; 5 in the current window.
Market Heat · 0 coldest, 100 hottest in the record
20406080seller-leaningbuyer-leaning2014201620182020202220242026
83 at the 2022 peak, 19 in the troughs, 40 now. Same score as the hero card, full history.
How much local inventory is already under contract

14% of homes for sale in ZIP 33050 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 GRASSY KEY, Marathon

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 13 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 Grassy Key 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 Grassy Key.

A closer look at the Grassy Key market

Homes in Grassy Key trade around a median of $2.20M, where condition and lot do more to set the final number than the asking price does.

The trailing-12-month median up 66% year over year. Homes that do trade take a median 210 days on market, useful leverage on any listing that has lingered.

The housing stock is 273 homes built between 1938 and 2024, and 40% 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 Grassy Key. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
7.1B · Buy Score
Long-Term Appreciation10.0/10
Recent Direction10.0/10
Owner Commitment4.0/10
Pricing Power4.6/10

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 4 factors (7.1). Basis: Long-Term Appreciation +861% since 2012; Recent Direction +65.7% year-over-year; Owner Commitment 40% owner-occupied; Pricing Power 91.9% 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 Grassy Key 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 Grassy Key.
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 Grassy Key sales matched to your home.

What is your Grassy Key home worth?

Get a no-obligation home value based on real comparable sales in Grassy Key, 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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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Grassy Key?
The median sale price in Grassy Key was $2.20M over the 12 months ending September 20, 2026 (5 closed sales, Florida Keys MLS).
How long do homes in Grassy Key take to sell?
Homes that closed in the 12 months ending September 20, 2026 took a median 210 days on market (5 sales, Florida Keys MLS).
How many homes are in Grassy Key?
The Florida DOR 2025 assessment roll shows 273 homes plus 28 vacant residential lots in Grassy Key (public records).
What share of Grassy Key is owner-occupied?
40% of Grassy Key parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Grassy Key built?
Homes in Grassy Key were built between 1938 and 2024, with a median year built of 1982 (FL DOR 2025 roll).
Have Grassy Key home prices gone up?
The trailing-12-month median is up 861% since 2012, from $229K to $2.20M (Florida Keys MLS closed records).
Who is the best real estate agent for Grassy Key?
The best agent for Grassy Key is one who actively works Marathon 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 Grassy Key.
How do I find a top Marathon real estate agent who knows Grassy Key?
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 Grassy Key and the wider Marathon area.
Can Momentum Realty connect me with an agent for Grassy Key?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Grassy Key purchase or sale - no call center and no pressure.
Where is Grassy Key, and what county is it in?
Grassy Key is in Marathon, Monroe County, FL, ZIP codes 33050, 33051. The community's center is about 10 miles east of the center of Marathon (straight-line).
Is Grassy Key a good place to live?
That depends on your budget, commute and what you want in a home, so here is what the data says about Grassy Key: the median sale price over the last 12 months was $2.20M (5 sales), 208% above the Marathon median of $715K; homes took a median 210 days to go under contract; the assessment roll counts 273 homes, 40% of them homesteaded (owner-occupied). The full numbers, price history and the flood and school sections are above.

Data sources & freshness

Community market statsFlorida Keys MLS closed sales, 12-month windows ending September 20, 2026
Housing stock & ownershipFlorida DOR assessment roll (street-list match (13 streets, ZIP 33050/33051))
Under-contract sharesFlorida Keys MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2005 (218 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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Nearby Communities

Explore more neighborhoods near Grassy Key with Momentum Realty’s local guides.

Crains0.1 mi away · median $512K, 4 sales/12 moSunset Bay0.7 mi away · 32 homes, built 1938–23Dorsett1.1 mi awayHarbour Island (Monroe)2.2 mi away · 35 homes, built 1973–21Plantation Island2.4 mi away · median $1.83M, 5 sales/12 moDuck Key2.6 mi awayCenter Island Toms Harbor2.6 mi away · median $1.50M, 4 sales/12 moToms Harbor2.7 mi away · median $1.29M, 4 sales/12 mo

Browse all neighborhood guides →

Thinking of selling in GRASSY KEY? 5 recorded closings; median 210 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.
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