Homes for Sale $300K to $500K in Key Largo, FL

This page tracks every Key Largo listing with an asking price between $300,000 and $500,000, by community, with live counts and asking prices. Prices are asking prices from the MLS, not values, and the list changes with every refresh.

47 homes listed between $300,000 and $500,000 are for sale or pending in Key Largo, FL today across 19 communities. The median asking price is $417,000, from $315,000 to $499,000. Listings in Key Largo without that feature have a median of $940,000. Most listings right now: Calusa Campground (101.5) (9), Silver Shores (96.0) (6), Key Largo Kampground (101.5) (5). Updated October 2, 2026 from the MLS.

Live $300k–$500k homes in Key Largo: the listings

41 active listings match today (16% of Key Largo inventory), median asking $417,000, median 100 days on market. Photo cards link to the listing; refreshed nightly.

Newest $300k–$500k homes in Key Largo

812 S Silver Circle, $300k–$500k for sale in Key Largo
$449,000 New
3 bd · 2 ba · built 1979
812 S Silver Circle, 33037
Listing courtesy of Lokation Real Estate - Tavernier North
98381 Windward Avenue, $300k–$500k for sale in Key Largo
$487,500 New
2 bd · 2 ba · built 1988
98381 Windward Avenue, 33037
Listing courtesy of Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
252 Oleander Drive, $300k–$500k for sale in Key Largo
$450,000 New
2 bd · 2 ba · built 1985
252 Oleander Drive, 33037
Listing courtesy of Engel & Völkers Islamorada
101551 Overseas Highway ## 164, $300k–$500k for sale in Key Largo
$385,000
2 bd · 1 ba · built 2018
101551 Overseas Highway ## 164, 33037
Listing courtesy of Ocean Sotheby's International Realty
101551 Overseas Highway ## 165, $300k–$500k for sale in Key Largo
$375,000
2 bd · 1 ba · built 2019
101551 Overseas Highway ## 165, 33037
Listing courtesy of Ocean Sotheby's International Realty
325 Calusa Street #120, $300k–$500k for sale in Key Largo
$349,900
2 bd · 1.5 ba
325 Calusa Street #120, 33037
Listing courtesy of Professional Realty of Miami, Inc.
98321 Windward Avenue, $300k–$500k for sale in Key Largo
$459,500
2 bd · 2 ba · built 1988
98321 Windward Avenue, 33037
Listing courtesy of Lifestyle International Realty
104000 Overseas Highway #3 - 3, $300k–$500k for sale in Key Largo
$325,000
3 bd · 3 ba · built 2008
104000 Overseas Highway #3 - 3, 33037
Listing courtesy of Ocean Sotheby's International Realty
325 Calusa Street #259, $300k–$500k for sale in Key Largo
$365,000
2 bd · 1 ba · built 2017
325 Calusa Street #259, 33037
Listing courtesy of Real Estate Sales Force, Inc.
101551 Overseas Highway ## 148, $300k–$500k for sale in Key Largo
$330,000
2 bd · 1 ba · built 2021
101551 Overseas Highway ## 148, 33037
Listing courtesy of RE/MAX All Keys Real Estate
325 Calusa Street #475, $300k–$500k for sale in Key Largo
$415,000
2 bd · 1 ba · built 2005
325 Calusa Street #475, 33037
Listing courtesy of Powerhouse Real Estate Network
325 Calusa Street ## 58, $300k–$500k for sale in Key Largo
$390,000
2 bd · 1 ba · built 2018
325 Calusa Street ## 58, 33037
Listing courtesy of Powerhouse Real Estate Network
104000 Overseas Highway #2 - 2, $300k–$500k for sale in Key Largo
$315,000
3 bd · 3 ba · built 2008
104000 Overseas Highway #2 - 2, 33037
Listing courtesy of Ocean Sotheby's International Realty
903 S Emerald Drive, $300k–$500k for sale in Key Largo
$499,000
2 bd · 2 ba · built 1980
903 S Emerald Drive, 33037
Listing courtesy of Engel & Völkers Islamorada
13 Judy Place, $300k–$500k for sale in Key Largo
$369,900
3 bd · 2 ba · built 1981
13 Judy Place, 33037
Listing courtesy of EXP Realty, LLC
104000 Overseas Highway, $300k–$500k for sale in Key Largo
$350,000
3 bd · 3 ba · built 2008
104000 Overseas Highway, 33037
Listing courtesy of Century 21 Circle- Islamorada
325 Calusa Street ## 121, $300k–$500k for sale in Key Largo
$415,000
3 bd · 2 ba · built 2022
325 Calusa Street ## 121, 33037
Listing courtesy of American Caribbean Real Estate, Christie's International Real Estate
30 Orange Drive, $300k–$500k for sale in Key Largo
$494,900
1 bd · 1 ba · built 1958
30 Orange Drive, 33037
Listing courtesy of Lokation Real Estate - Tavernier North
500 Burton Drive #2313, $300k–$500k for sale in Key Largo
$469,000
1 bd · 1 ba · built 1991
500 Burton Drive #2313, 33070
Listing courtesy of American Caribbean Real Estate, Christie's International Real Estate
98402 Windward Avenue, $300k–$500k for sale in Key Largo
$369,500
2 bd · 2 ba · built 1988
98402 Windward Avenue, 33037
Listing courtesy of Coldwell Banker Schmitt Islamorada
92550 Overseas Highway #Apt 214, $300k–$500k for sale in Key Largo
$485,000
2 bd · 2.5 ba · built 1975
92550 Overseas Highway #Apt 214, 33070
Listing courtesy of Lifestyle International Realty
500 Burton Drive #2304, $300k–$500k for sale in Key Largo
$459,000
1 bd · 1 ba · built 1991
500 Burton Drive #2304, 33070
Listing courtesy of American Caribbean Real Estate, Christie's International Real Estate
802 N Topaz, $300k–$500k for sale in Key Largo
$410,000
2 bd · 2 ba · built 1977
802 N Topaz, 33037
Listing courtesy of Engel & Völkers Islamorada
505 N Ruby Avenue, $300k–$500k for sale in Key Largo
$419,000
2 bd · 2 ba · built 1977
505 N Ruby Avenue, 33037
Listing courtesy of Lokation Real Estate - Tavernier North
13 Old State Road, $300k–$500k for sale in Key Largo
$407,000
2 bd · 1 ba · built 1977
13 Old State Road, 33037
Listing courtesy of Barbara Eads Realty
325 Calusa Street ## 345, $300k–$500k for sale in Key Largo
$417,000
1 bd · 1 ba · built 2022
325 Calusa Street ## 345, 33037
Listing courtesy of Florida Capital Realty
325 Calusa Street ## 81, $300k–$500k for sale in Key Largo
$430,000
2 bd · 2 ba · built 2003
325 Calusa Street ## 81, 33037
Listing courtesy of American Caribbean Real Estate, Christie's International Real Estate
325 Calusa Street #478, $300k–$500k for sale in Key Largo
$385,000
2 bd · 1.5 ba
325 Calusa Street #478, 33037
Listing courtesy of Professional Realty of Miami, Inc.
325 Calusa Street ## 15, $300k–$500k for sale in Key Largo
$335,000
2 bd · 1 ba · built 2005
325 Calusa Street ## 15, 33037
Listing courtesy of American Caribbean Real Estate, Christie's International Real Estate
112 Tweedy Pie Terrace, $300k–$500k for sale in Key Largo
$459,999
2 bd · 1 ba · built 2021
112 Tweedy Pie Terrace, 33037
Listing courtesy of Beycome of Florida, LLC

The most expensive $300k–$500k homes in Key Largo

ListingAskingSq ftCommunity
903 S Emerald Drive$499,000——
140 Tavern Drive$498,000——
98703 Overseas Highway$495,000——
30 Orange Drive$494,900——
116 Garden Street$489,000——
72 Avenue C$489,000——
98381 Windward Avenue$487,500——
92550 Overseas Highway #Apt 214$485,000——
118 1St Court$479,000——
902 S Ruby Drive$475,000——

$300K–$500K Homes by price

BandFor saleShare
$300K–$500K41100%

Key Largo homes $300K–$500K by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

CommunityHomes $300K–$500KNew buildMedian listFrom
Calusa Campground (101.5)91$390,000$335,000
Silver Shores (96.0)60$434,000$399,750
Key Largo Kampground (101.5)51$355,000$330,000
Landings of Largo (98.0)40$467,250$369,500
Key Largo Trlr Village (101.5)30$479,000$375,000
Baywood (104.0)30$325,000$315,000
Key Largo Park (101.0)20$496,950$494,900
Sherrill Park (92.5)21$469,500$450,000
Ocean Pointe (92.5)20$464,000$459,000
Largo Gardens (102.0)20$417,450$369,900
Tavernier No 2 (91.5)10$498,000$498,000
Rock Harbor Manor (97.0)10$495,000$495,000
Lake Surprise Properties (106.0)10$495,000$495,000
Anchor Condominium (93.0)10$485,000$485,000
Wyken-Blynken & Nod (95.5)10$459,999$459,999
Pamela Villa (102.5)10$445,000$445,000
Harborage (97.5)10$407,000$407,000
Lake Surprise Estates (106.0)10$389,000$389,000
Holiday By The Sea (100.0)10$319,900$319,900

Where this band sits in the market

The answer block above shows how the median of this band compares with the rest of the city’s listings, which tells you whether $300,000–$500,000 is the middle of the market here or the top of it. Within the band, compare on price per square foot and year built: newer subdivisions usually price higher per foot with lower expected maintenance, older ones the reverse. Each community page carries the HOA and CDD picture, the year-built range and the sales history, so two homes at the same price can be told apart in a few minutes.

Questions to ask about any listing in this band

What are the total monthly carrying costs (taxes, insurance, HOA, CDD) and how do they compare with a similar home two communities over? What is the age of the roof, HVAC and water heater? Is the community’s HOA financially healthy (reserves, no pending assessment)? How many days has the listing been on the market and has the price moved? A local agent who works the area will know which communities in this band are trading at asking and which are negotiating.

Common questions

How many homes listed between $300,000 and $500,000 are for sale in Key Largo?
As of October 2, 2026, 47 Key Largo, FL listings whose MLS record reports an asking price between $300,000 and $500,000 are active or pending, across 19 communities. The count updates with every MLS refresh.
What do homes $300K–$500K cost in Key Largo?
The median asking price today is $417,000, with listings from $315,000 to $499,000. Key Largo listings without that feature have a median of $940,000.
Which Key Largo community has the most homes $300K–$500K for sale?
Calusa Campground (101.5) has the most right now (9), followed by Silver Shores (96.0) (6), Key Largo Kampground (101.5) (5), Landings of Largo (98.0) (4).
What is the monthly payment on a $400,000 home?
At today’s rates with 20% down, principal and interest on a $400,000 purchase runs roughly $2,000–$2,300 a month before taxes, insurance and any HOA; each listing page shows the property tax and fees for that home, and the true-cost calculator turns them into one monthly figure.

Keep exploring Key Largo

Homes $300K–$500K in nearby Monroe County cities

Live data: floridakeys, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Key Largo, FL whose MLS record reports an asking price between $300,000 and $500,000. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.

Listing data provided by Florida Keys MLS, Inc. Information is deemed reliable but is not guaranteed by the MLS to be accurate.

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