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Florida Keys Communities [Part 1]: Cities of the Upper, Lower & Middle Florida Keys

Florida Keys Communities [Part 1] Cities of the Upper, Middle & Lower Florida KeysLooking for a list of communities in the Florida Keys? Below you will find towns, villages, neighborhoods, census designated places (CDP), and some specific keys that constitute communities located within the Florida Keys. These places are separated by the group of Keys in which they’re located. In this series of blog posts, we’ll also take a closer look at these unique places in the Florida Keys.

The lists are arrange alphabetically, not arranged by mile marker along U.S. Highway 1 (the Overseas Highway). Neither is this list of communities in the Florida Keys arranged by longitude and latitude.

Upper Keys

The keys considered the Upper Keys are the following: North Key Largo & Key Largo, Tavernier, Plantation Key, Windley Key, Islamorada, Upper Matecumbe Key, Tea Table Key, and Lignumvitae. Here are some point-of-interest places in the Upper Keys:

  • Anglers Park – Anglers Park is an unincorporated community in Monroe County located in the upper Florida Keys on Key Largo on U.S. Route 1. It’s next to the John Pennekamp Coral Reef State Park.
  • Carysfort Yacht Harbor – Carysfort Yacht Harbor is located within the North Key Largo CDP.
  • Dynamite Docks – Once known as the Key Largo pier, this place became known as “Dynamite Docks” and is now administered by the Florida Department of Environmental Protection.
  • Garden Cove – Garden Cove is an unincorporated community in Monroe County in the upper Florida Keys. Garden Cove is on Key Largo southwest of North Key Largo CDP.
  • Grayvik – Grayvik was an unincorporated community located in the upper Florida Keys on Key Largo.
  • Islamorada – Islamorada is an incorporated village in Monroe County. It spans five islands:Tea Table Key, Lower Matecumbe Key, Upper Matecumbe Key, Windley Key and Plantation Key.
  • Jewfish – Jewfish is an unincorporated community in Monroe County located in the upper Florida Keys. Jewfish is on Key Largo off U.S. Route 1 just west of North Key Largo CDP.
  • Key Largo – Key Largo is an island in the Upper Florida Keys and the largest section of the Keys. It’s at 33 miles (53 km) long.
  • Key Largo Village – Key Largo Village is a community of single-family homes in Key Largo.
  • Matecumbe – Matecumbe is a neighborhood in the Village of Islamorada.
  • Newport – Newport is an unincorporated community located on Key Largo on US 1.
  • Lower Matecumbe Beach – Lower Matecumbe Beach is a neighborhood within the Village of Islamorada.
  • Plantation Key is a former census-designated place on Plantation Key. It’s now a part of the Village of Islamorada.
  • Rock Harbor – Rock Harbor is an unincorporated community on Key Largo on US 1. It’s northeast of Thompson and southwest of Newport.
  • Sunset Point – Sunset Point is an unincorporated community on Key Largo on US 1. It’s northeast of Tavernier and Thompson and southwest of Rock Harbor.
  • Tavernier – Tavernier is a CDP and unincorporated community on Key Largo.
  • Thompson – Thompson is an unincorporated community on Key Largo on US 1. It’s northeast of Tavernier and southwest of Sunset Point and Rock Harbor.

Middle Keys

Keys in the Middle Keys include: Duck Key, Fiesta Key, Pigeon Key, Grassy Key, Long Key, Conch Key, Key Vaca, Boot Key, Craig Key, Fat Deer Key, Crawl Key, Knight’s Key, Long Point Key and Key Colony Beach (formerly Shelter Key). Here are some points-of-interest places in the Middle Keys:

  • Conch Key – Conch Key is an island and unincorporated community. U.S. 1 crosses the key at approximately mile markers 62-63, between Long and Duck Keys. It is part of Duck Key CDP.
  • Craig Key – Craig Key is an island intersected by U.S. 1 at approximately mile marker 72. It’s between Lower Matecumbe Key and Fiesta Key. Craig Key used to be called, “Camp Panama.” It’s not a natural island.
  • Duck Key – Duck Key is a CDP and unincorporated community on an island of the same name. Its CDP also includes the neighboring island of Conch Key.
  • Grassy Key – Grassy Key is an island on U.S. 1 found at approximately mile markers 57—60. It’s below the Conch Keys.
  • Key Colony Beach – Key Colony Beach is a municipality in Monroe County.
  • Long Key – Long Key is an island in the middle Florida Keys.
  • Marathon – Marathon is a city in the Florida Keys. It’s set on 13 islands. It’s a prime boating destination.
  • Marathon Shores – Marathon Shores is a neighborhood within the City of Marathon.
  • Valhalla – Valhalla is a neighborhood within the City of Marathon on the island of Crawl Key.

Lower Keys (& Key West)

The Lower Keys consist of Bahia Honda Key, Big Coppitt, Big Pine Key, Big Torch Key, Boca Chica Key, Cudjoe Key, East Rockland Key, Fleming Key, Geiger Key, Key West, Knockemdown Key, Little Duck Key, Little Torch Key, Lower Sugarloaf Key, Middle Torch Key, Missouri Key, Money Key, No Name Key, Ohio Key, Park Key, Pigeon Key, Racoon Key, Ramrod Key, Rockland Key, Saddlebuch Key, Scout Key (Summerland Key), Shark Key, Sisgbee Park, Spanish Harbor, Stock Island, Sugarloaf Key, Summerland Key, Sunset Key, Sunshine Key and Wisteria Island. Here are some points-of-interest places in the Lower Keys:

  • Bay Point – Bay Point is an unincorporated community in the Saddlebunch Keys near mile marker 15.
  • Big Coppitt Key – Big Coppitt Key is crossed by U.S. 1 at approximately mile markers 9.5-11, between East Rockland Key and the Saddlebunch Keys.
  • Big Pine Key -Big Pine Key is a CDP on an island of the same name.
  • Big Munson Island– Big Munson Island is an island owned by the Boy Scouts of America.
  • Boca Chica Key – Boca Chica Key is an island in the lower Florida Keys, about a mile east of the island of Key West at its closest point
  • Cudjoe Key – Cudjoe Key is a CDP on an island of the same name.
  • East Rockland Key – East Rockland Key is an island about 4 miles east of Key West. U.S. 1 crosses the edge of it at approximately mile markers 8-9.5 It’s between Boca Chica Key and Big Coppitt Key.
  • Key Haven – Key Haven is an unincorporated community on Raccoon Key.
  • Key West – Key West is an island and a city in the Straits of Florida. It’s at the southernmost end of U.S. Route 1. It’s is the southernmost city in the contiguous United States. Key West is the westernmost island that is actually connected by a highway in the Florida Keys.
  • Layton – Layton is a city on the island of Long Key.
  • Little Torch Key – Little Torch Key is an island in the Lower Keys.
  • Munson Island – Munson Island is an island just off Big Munson Island.
  • Perky – Perky is a ghost town on Lower Sugarloaf Key near mile marker 17 on U.S. Route 1.
  • Pirates Cove – Pirates Cove is an unincorporated community on Sugarloaf Key on the old State Road 4A just south of U.S. Route 1.
  • Raccoon Key – Raccoon Key is an island just east of of Key West.
  • Ramrod Key – Ramrod Key is an island. It was originally named, “Roberts Island.”
  • Stock Island – Stock Island is a CDP and unincorporated community on an island of the same name.
  • Sugar Loaf Key – Sugarloaf Key is a single island that forms a loop on the Atlantic Ocean. That makes it look like two separate islands.
  • Sugarloaf Shores – Sugarloaf Shores is an unincorporated community on Lower Sugarloaf Key near mile marker 17. It’s right across U.S. 1 from the ghost town of Perky.
  • Summerland Key – Summerland Key is an island about 20 miles east of Key West that contains an unincorporated community with the same name. U.S. 1 crosses the island near mile markers 24—25.5 between Ramrod Key and Cudjoe Key.

RE/MAX Keys Connection

101600 Overseas Highway $20,000,000

101600 Overseas Highway KEY LARGO, Florida

3 Beds 3 Baths 3,717 SqFt

6440 Maloney Avenue $10,995,000

6440 Maloney Avenue Stock Island, Florida

9,418 SqFt

139 Seaside Avenue $10,500,000

139 Seaside Avenue KEY LARGO, Florida

5 Beds 7 Baths 6,740 SqFt

1622 Overseas Highway $9,900,000

1622 Overseas Highway MARATHON, Florida

3,400 SqFt

12685 Overseas Highway $8,500,000

12685 Overseas Highway MARATHON, Florida

5,607 SqFt

517 Duval& 518 Bahama Street $7,500,000

517 Duval& 518 Bahama Street KEY WEST, Florida

3 Baths 8,687 SqFt

$5,250,000

Key Largo, Florida

2 Baths 4,680 SqFt

96180 Overseas Highway $4,900,000

96180 Overseas Highway KEY LARGO, Florida

3 Beds 3 Baths 1,445 SqFt 0.960 Acres

919 - 921 Duval Street $3,750,000

919 - 921 Duval Street KEY WEST, Florida

9 Beds 6 Baths 4,173 SqFt

99020 Overseas Highway $3,495,000

99020 Overseas Highway KEY LARGO, Florida

2 Baths 3,500 SqFt

99304 Overseas Highway $3,400,000

99304 Overseas Highway KEY LARGO, Florida

7,651 SqFt

101350 Overseas Highway $3,250,000

101350 Overseas Highway KEY LARGO, Florida

2 Baths 6,674 SqFt

1100 Indies Drive S $2,775,000

1100 Indies Drive S Duck, Florida

4 Beds 4 Baths 3,402 SqFt 0.290 Acres

100150 Overseas Highway $2,400,000

100150 Overseas Highway KEY LARGO, Florida

2,436 SqFt

29 Shoreland Drive $1,999,999

29 Shoreland Drive KEY LARGO, Florida

4 Beds 4 Baths 3,042 SqFt

Upscale, Comfortable Commercial Real Estate Office

The RE/MAX Keys Connection office is located in the Historic Heritage House in the heart of Old Town, conveniently located immediately nearby major downtown hotels. Our unique, cafe-style real estate office offers our valued clients a welcoming, upscale, professional environment. Enjoy complimentary beverages, free wi-fi, and a private conference room or expansive front porch, depending on the level of privacy you’re most comfortable with.

  • Florida Keys Bars & Restaurants For Sale
  • Business Opportunities in the Florida Keys
  • Investment Properties in the Florida Keys
  • Marinas For Sale in Florida
  • Hotels/Bed & Breakfasts For Sale In Florida
  • Multi-Unit Commercial Properties For Sale in the Keys

Experienced Commercial Real Estate Brokerage Company

RE/MAX Keys Connection’s owner and broker Curtis Skomp is one of South Florida’s top commercial real estate brokers. With over two decades of experience and a CCIM (Certified Commercial Investment Member) designation, Curtis has brokered commercial real estate including industrial properties, shopping centers, strip malls, trailer parks, bars, restaurants, hotels and multi-unit apartment buildings. Unlike many brokers, Curtis isn’t intimidated by bank foreclosures either.

RE/MAX Keys Connection offers clients international exposure with local service. Our service area includes  Key West, Big Pine Key, Marathon, Islamorada, Key Largo, and all of unincorporated Monroe County.  Our office is fluent in Spanish, which is highly important when doing business in Southern Florida.

Hot Key West Business Opportunities

101600 Overseas Highway $20,000,000

101600 Overseas Highway KEY LARGO, Florida

3 Beds 3 Baths 3,717 SqFt

6440 Maloney Avenue $10,995,000

6440 Maloney Avenue Stock Island, Florida

9,418 SqFt

139 Seaside Avenue $10,500,000

139 Seaside Avenue KEY LARGO, Florida

5 Beds 7 Baths 6,740 SqFt

1622 Overseas Highway $9,900,000

1622 Overseas Highway MARATHON, Florida

3,400 SqFt

12685 Overseas Highway $8,500,000

12685 Overseas Highway MARATHON, Florida

5,607 SqFt

517 Duval& 518 Bahama Street $7,500,000

517 Duval& 518 Bahama Street KEY WEST, Florida

3 Baths 8,687 SqFt

$5,250,000

Key Largo, Florida

2 Baths 4,680 SqFt

96180 Overseas Highway $4,900,000

96180 Overseas Highway KEY LARGO, Florida

3 Beds 3 Baths 1,445 SqFt 0.960 Acres

919 - 921 Duval Street $3,750,000

919 - 921 Duval Street KEY WEST, Florida

9 Beds 6 Baths 4,173 SqFt

99020 Overseas Highway $3,495,000

99020 Overseas Highway KEY LARGO, Florida

2 Baths 3,500 SqFt

99304 Overseas Highway $3,400,000

99304 Overseas Highway KEY LARGO, Florida

7,651 SqFt

101350 Overseas Highway $3,250,000

101350 Overseas Highway KEY LARGO, Florida

2 Baths 6,674 SqFt

1100 Indies Drive S $2,775,000

1100 Indies Drive S Duck, Florida

4 Beds 4 Baths 3,402 SqFt 0.290 Acres

100150 Overseas Highway $2,400,000

100150 Overseas Highway KEY LARGO, Florida

2,436 SqFt

29 Shoreland Drive $1,999,999

29 Shoreland Drive KEY LARGO, Florida

4 Beds 4 Baths 3,042 SqFt

Are You Looking for Commercial Property in the Florida Keys?

Use our site to search commercial real estate in Key West and all of the Florida Keys. Unlike the “big name” sites out there, our site is directly connected to our local MLS and is updated with new properties every HOUR. By creating a Property Manager account you can stay on top of the newest businesses that go up on the market and get Price Change alerts so you can stay ahead of other buyers and beat them to the best deals!

In the meantime, check out these 1-click searches:

  • All Businesses for Sale
  • Office Buildings
  • Hotels, Motels & Bed & Breakfasts
  • Bars & Restaurants
  • Marinas for Sale in Key West
  • Investment Properties
  • Business Opportunities

Newest Key West Commercial Properties on the Market

Now available is a majority interest in the Courthouse Business Center. Offered are 3 of the 37 individual units. These popular one-room offices were built new in 2001. Located in Old Town Key West at the entrance of Truman Annex at the corner of Thomas and Southard Streets. Offices are on both 1st floor and 2nd floors, building provides shared kitchenettes, restrooms, and a shared parking lot. Size of the units range from 123sq.ft. - 171sq.ft., total 445 sq.ft. All three units are on long term leases until 2027 with the state of Florida. $383,725 Active

302 Southard Street 3 Units for Sale KEY WEST, Florida

4 Baths

First time on the market in 38 years. This attractive multi-family apartment building is in a very desirable Old Town location on Grinnell Street between Olivia Street and Truman Avenue. The property has seven non-transient rental licenses and is currently configured as six units composed of two studio apartments, three one-bedroom units and a two-bedroom unit. All units have exterior entrances, share an on-site washer and dryer and separately metered for electricity. The building is located in the X zone and is in good condition with CBS construction and a metal roof. This property would make excellent employee or staff housing. Rental income and annual expenses are available. Advance notice is required for all showing. $1,995,000 Active

909 Grinnell Street KEY WEST, Florida

7 Beds 6 Baths 2,790 SqFt

Office suite for lease at 1010 Kennedy Drive #302. Enjoy a freshly painted personal office suite offering a professional work environment with elevator access to 3rd floor and shared bathroom. Each office suite is private and quiet. Rent includes internet, electric and water, association dues, building maintenance, insurance and access to board room for meetings or group zoom calls and training. Unit 302-2 is approximately 160sqf and offered furnished or unfurnished with receptionist to greet clients, receive mail and packages. Base rent is $1100 plus sales tax. $975 Active

1010 Kennedy Drive 302-2 KEY WEST, Florida

1 Baths

Office suite for lease at 1010 Kennedy Drive #302.  Enjoy a freshly painted personal office suite offering a professional work environment with elevator access to 3rd floor and shared bathroom. Each office suite is private and quiet. Rent includes internet, electric and water, association dues, building maintenance,  insurance and access to board room for meetings or group zoom calls and training. Unit 302-1 is approximately 215sqf and offered furnished or unfurnished with receptionist to greet clients, receive mail and packages.  Base rent is $1100 plus sales tax. $1,100 Active

1010 Kennedy Drive 302-1 KEY WEST, Florida

1 Baths

View All

Posted in: Anglers Park, Bay Point, Big Coppitt Key, Big Munson Island, Big Pine Key, Boca Chica Key, Buyers, Buying Commercial Real Estate, Cape Sable, Carysfort Yacht Harbor, Conch Key, Craig Key, Cudjoe Key, Duck Key, Dynamite Docks, East Rockland Key, Florida Keys Communities Series, Garden Cove, Grassy Key, Grayvik, Islamorada, Islamorada, Jewfish, Key Colony Beach, Key Haven, Key largo, Key Largo, Key West, Key West, Layton, Little Torch Key, Long Key, Lower Keys, Lower Matecumbe Beach, Marathon, Marathon, Middle Keys, Plantation Key, Rock Harbor, Upper Keys, Valhalla Tagged: Bahia Honda Key, Big Coppitt, Big Pine Key, Big Torch Key, Boca Chica Key, Boot Key, census designated places in the Florida Keys, cities of Monroe County, Conch Key, Craig Key, Crawl Key, Cudjoe Key, Duck Key, East Rockland Key, Fat Deer key, Fiesta Key, Fleming Key, Florida Department of Environmental Protection, Florida Keys city list, Florida Keys Communities, Florida Keys ghost town, Florida Keys town list, Geiger Key, Grassy Key, Islamorada, Key Colony Beach, Key Vaca, Key West, Knight’s Key, Knockemdown Key, Lignumvitae, List of all the communities in the Florida Keys, List of cities in the Lower Keys, list of cities in the Middle Keys, List of cities in the Upper Keys, list of communities in the Florida Keys, Little Duck Key, Little Torch Key, Long Key, Long Point Key, Lower Sugarloaf Key, Middle Torch Key, Missouri Key, Money Key, No Name Key, North Key Largo & Key Largo, Ohio Key, Park Key, Perky, Pigeon Key, Plantation Key, Racoon Key, Ramrod Key, Rockland Key, Saddlebuch Key, Scout Key (Summerland Key), Shark Key, Sisgbee Park, Spanish Harbor, Stock Island, Sugarloaf Key, Summerland Key, Sunset Key, Sunshine Key, Tavernier, Tea Table Key, Upper Matecumbe Key, Windley Key, Wisteria Island

About Curtis A. Skomp, CCIM

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Florida Keys Communities [Part 2]: Exploring Communities, Keys & Cities In The Upper Florida Keys »

Key West Office

RE/MAX ALL KEYS REAL ESTATE
305-296-1400 Office

Business Address:
517 Duval St Suite 200, Key West, FL 33040

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Key Largo Office

RE/MAX ALL KEYS REAL ESTATE
305-451-0060 Office

Business Address:
98880 Overseas Hwy, Key Largo, FL 33037

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Miami Office

RE/MAX Advance Realty
305-444-7111 Office

Business Address:
11010 SW 88th St. Ste. 200, Miami, FL 33176

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