4 bedroom homes for sale in Upper Keys, FL

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drone / aerial view featuring a beach view and a water view

New - 2 days on Rocket

$5,500,000

4 beds • 4.5 baths • 2,573 sqft

82779 Old Hwy Unit 3, Islamorada FL 33036

#613176, Sebastian Del Negro, Listing Office: Ocean Sothebys International Realty

yard at dusk featuring a gazebo, a water view, a boat dock, and a balcony

back of house featuring a water view, a balcony, and a patio area

New - 2 days on Rocket

$10,000 Closing Credit¹

$2,489,000

4 beds • 3 baths • 2,834 sqft

143 Plantation Ave, Tavernier FL 33070

#612802, AJ Vetter, Listing Office: Coastal Realty of the Florida Keys

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living room featuring light hardwood / wood-style floors

New - 2 days on Rocket

$10,000 Closing Credit¹

$1,350,000

4 beds • 3 baths • 1,459 sqft

107 Carroll St, Islamorada FL 33036

#613295, Christy Hughes, Listing Office: Coldwell Banker Schmitt Islamorada

rear view of house featuring solar panels, a patio area, a balcony, and a water view

beach home with a patio area and french doors

New - 2 days on Rocket

$3,699,000

4 beds • 3 baths • 3,015 sqft

39 N Bounty Ln, Key Largo FL 33037

#611723, Walters Luxury Group Gloria, Rachel and Michaela Walters, Listing Office: Ocean Sothebys International Realty

New - 2 days on Rocket

$10,900,000

4 beds • 3.5 baths • 4,512 sqft

170 Sapodilla Dr, Islamorada FL 33036

#613146, The Lindback Team, Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

New - 2 days on RocketVideo tour

$7,650,000

4 beds • 5 baths • 3,860 sqft

109 Columbus Dr, Islamorada FL 33036

#610661, JOY C MARTIN, Listing Office: American Caribbean Real Estate, Christies International Real Estate

view of water feature featuring a beach view

view of patio / terrace with a water view

New - 2 days on Rocket

$6,500,000

4 beds • 3 baths • 4,103 sqft

88547 Old Hwy, Tavernier FL 33070

#610778, Brett Newman, Listing Office: Coldwell Banker Schmitt Islamorada

Room to negotiate?

Median Sold Price

$1.0M

Avg. Sale Time

75 Days

Based on our January 2025 Market Report.

exterior space with a balcony and ceiling fan

New - 2 days on Rocket

$3,450,000

4 beds • 4 baths • 3,004 sqft

96 W Plaza Del Sol, Islamorada FL 33036

#613016, Amy L Bruggeman, Listing Office: American Caribbean Real Estate, Christies International Real Estate

view of front of house with a porch and a yard

New - 2 days on Rocket

$6,350,000

4 beds • 4 baths • 3,228 sqft

75560 Overseas Hwy, Islamorada FL 33036

#605982, Krissy Carnahan, Listing Office: Realty ONE Group Destination (ISL)

view of front of home featuring a garage and a balcony

view of swimming pool with an in ground hot tub, a gazebo, and a patio

New - 2 days on Rocket

$2,995,000

4 beds • 2.5 baths • 2,683 sqft

117 Buena Vista Ct, Islamorada FL 33036

#611367, Patti Stanley, Listing Office: Coldwell Banker Schmitt Islamorada

view of front of home featuring a carport

kitchen with light hardwood / wood-style flooring, hanging light fixtures, light stone counters, white cabinets, and a kitchen island

New - 2 days on Rocket

$10,000 Closing Credit¹

$1,099,999

4 beds • 3.5 baths • 1,584 sqft

94825 Overseas Hwy Unit 61, Key Largo FL 33037

#610410, Lori Bailey, Listing Office: Homerun Realty

exterior space featuring a swimming pool side deck

New - 2 days on Rocket

$10,000 Closing Credit¹

$1,600,000

4 beds • 3 baths • 1,116 sqft

7 Sexton Way Unit 0, Key Largo FL 33037

#612138, Lauren M Albrecht, Listing Office: Elite Sales Group, Inc.

dock area featuring a patio and a water view

birds eye view of property with a water view

dining room featuring wine cooler, vaulted ceiling with beams, and wood ceiling

New - 2 days on Rocket

$10,000 Closing Credit¹

$1,599,000

4 beds • 3 baths • 1,646 sqft

1036 Adams Dr, Key Largo FL 33037

#612600, SALLY STRIBLING, P.A., Listing Office: Coldwell Banker Schmitt Key Largo

birds eye view of property featuring a water view

drone / aerial view featuring a water view

New - 2 days on Rocket

$2,695,000

4 beds • 3 baths • 2,095 sqft

105 Buena Vista Ct, Islamorada FL 33036

#610728, Brett Newman, Listing Office: Coldwell Banker Schmitt Islamorada

rear view of house with a swimming pool, a patio, a balcony, and a water view

New - 2 days on Rocket

$16,000,000

4 beds • 6 baths • 4,000 sqft

180 Pompano Dr, Key Largo FL 33037

#612831, Courtney Conley, Listing Office: Compass Florida LLC

view of front of house with a carport and a balcony

view of front facade featuring a balcony

New - 2 days on Rocket

$10,000 Closing Credit¹

$850,000

4 beds • 3 baths • 1,778 sqft

142 Fontaine Dr, Islamorada FL 33070

#609683, KELLY K SHAW PA, Listing Office: American Caribbean Real Estate, Christies International Real Estate

view of pool featuring a water view, a patio, and a gazebo

view of swimming pool with an in ground hot tub, a water view, a gazebo, and a boat dock

New - 2 days on Rocket

$5,895,000

4 beds • 2 baths • 1,872 sqft

36 Sunset Rd, Key Largo FL 33037

#610583, Karan Moeller, PA, Listing Office: Ocean Sothebys International Realty

dock area with a gazebo and a water view

New - 2 days on Rocket

$3,800,000

4 beds • 3.5 baths • 3,000 sqft

119 W Plaza Del Lago, Islamorada FL 33036

#609900, Alina Davis, Listing Office: Coldwell Banker Schmitt Islamorada

view of swimming pool featuring a water view and a patio area

view of pool with a patio and ceiling fan

New - 2 days on Rocket

$10,000 Closing Credit¹

$2,450,000

4 beds • 3 baths • 2,082 sqft

71 W Plaza Del Lago, Islamorada FL 33036

#611942, Jeffrey Walker, Listing Office: Walker Realty and Investments

exterior space featuring a water view and a balcony

drone / aerial view featuring a water view and a beach view

rear view of property featuring a water view, a balcony, and a view of the beach

New - 2 days on Rocket

$3,900,000

4 beds • 3 baths • 2,519 sqft

133 Sunset Dr, Islamorada FL 33036

#612438, The Florida Keys Sold Sisters Sarah Ewald and Sabrina Wampler, Listing Office: Ocean Sothebys International Realty

back of house featuring a balcony, a water view, and a patio area

view of swimming pool with a water view and a patio

New - 2 days on Rocket

$10,000 Closing Credit¹

$1,769,000

4 beds • 3 baths • 2,057 sqft

54 S Blackwater Ln, Key Largo FL 33037

#610937, Walters Luxury Group Gloria, Rachel and Michaela Walters, Listing Office: Ocean Sothebys International Realty

back house at dusk with a patio area and a balcony

aerial view at dusk featuring a water view

New - 2 days on Rocket

$2,939,000

4 beds • 3 baths • 3,306 sqft

374 Bahia Ave, Key Largo FL 33037

#613043, Lorie Rhyne Leal, Listing Office: American Caribbean Real Estate, Christies International Real Estate

New - 2 days on Rocket

$10,000 Closing Credit¹

$989,000

4 beds • 3 baths • 2,378 sqft

232 2nd Rd, Key Largo FL 33037

#611069, Walters Luxury Group Gloria, Rachel and Michaela Walters, Listing Office: Ocean Sothebys International Realty

$10,000 Closing Credit¹

$2,299,000

4 beds • 3.5 baths

1123 Grand St, Key Largo FL 33037

#A11726659, Tracey Petrusha, Listing Office: Venture Realty Group

living room with a textured ceiling, light hardwood / wood-style floors, and ceiling fan

living room with ceiling fan and light hardwood / wood-style flooring

Video tour

$10,000 Closing Credit¹

$1,249,999

4 beds • 4 baths • 2,498 sqft

97501 Overseas Hwy Unit 603, Key Largo FL 33037

#A11724027, Rocio Crespo Hathorn, Listing Office: VRNR, LLC.

$3,459,000

4 beds • 4 baths • 3,362 sqft

705 Garden State Ln, Key Largo FL 33037

#A11720553, Thomas Barbato, Listing Office: BHHS EWM Realty

$2,939,000

4 beds • 3 baths • 3,306 sqft

374 Bahia Ave, Key Largo FL 33037

#A11721061, Lorie Leal, Listing Office: American Caribbean Real Estate

view of swimming pool with a water view and a dock

Backup offersVideo tour

$10,000 Closing Credit¹

$2,350,000

4 beds • 3 baths • 2,252 sqft

324 Woods Ave, Islamorada FL 33070

#A11720867, Taylor Engel, Listing Office: Coldwell Banker Schmitt R.E.

living room featuring a textured ceiling, ceiling fan, hardwood / wood-style floors, and lofted ceiling

living room with a textured ceiling, ceiling fan, hardwood / wood-style floors, and lofted ceiling

back of house featuring a balcony and a carport

Video tour

$10,000 Closing Credit¹

$1,450,000

4 beds • 3 baths • 2,568 sqft

1652 Churchill Downs, Key Largo FL 33037

#A11717235, Tisa Del Valle, Listing Office: American Caribbean Real Estate

coastal inspired home with a porch and a carport

view of patio / terrace with french doors

3D tour

$10,000 Closing Credit¹

$1,895,000

4 beds • 3 baths • 1,629 sqft

190 Gulfview Dr, Islamorada FL 33036

#A11685784, Dominic Rivera, Listing Office: Pine River Realty, LLC.

Video tour

$10,000 Closing Credit¹

$1,150,000

4 beds • 4 baths • 2,508 sqft

97501 Overseas Hwy Unit 607, Key Largo FL 33037

#A11717656, Kevin Cornell, Listing Office: RE/MAX Advance Realty II

$10,000 Closing Credit¹

$1,995,000

4 beds • 3 baths • 2,635 sqft

97501 Overseas Hwy Unit 131, Key Largo FL 33037

#A11717600, Lorie Leal, Listing Office: American Caribbean Real Estate

Video tour

$10,000 Closing Credit¹

$849,000

4 beds • 2 baths • 1,600 sqft

710 Barcelona Rd, Key Largo FL 33037

#A11715183, Jose Vigo, Listing Office: RE/MAX All Keys Real Estate

dock area with a patio area and a water view

view of front of property featuring a patio

$10,000 Closing Credit¹

$1,899,000

4 beds • 2.5 baths • 1,341 sqft

37 Seagate Blvd, Key Largo FL 33037

#A11698960, Amy Bruggeman, Listing Office: American Caribbean Real Estate

view of home's exterior featuring a patio

kitchen with tasteful backsplash, appliances with stainless steel finishes, and white cabinets

Video tour

$10,000 Closing Credit¹

$1,600,000

4 beds • 2 baths • 1,116 sqft

7 Sexton Way, Key Largo FL 33037

#A11683797, Daniel Echague, Listing Office: Elite Sales Group

view of front of house featuring a water view

$7,650,000

4 beds • 5 baths • 3,860 sqft

109 Columbus Dr, Islamorada FL 33036

#A11633525, Kelly Shaw PA, Listing Office: American Caribbean Real Estate

view of swimming pool featuring an in ground hot tub, a patio, and a water view

patio terrace at dusk featuring an outdoor fire pit

Video tour

$4,999,900

4 beds • 4 baths • 3,001 sqft

75761 Overseas Hwy, Islamorada FL 33036

#A11626493, Carlos Mosquera, Listing Office: Advantage Realty Group, LLC

rear view of property featuring a balcony

view of patio featuring ceiling fan and a fire pit

Backup offers

$10,000 Closing Credit¹

$1,645,000

4 beds • 3 baths • 2,652 sqft

144 Blue Hbr, Tavernier FL 33070

#A11603981, Olga Grant, Listing Office: Swenson & Ecuyer Realty

pool at dusk with a dock and a water view

$3,450,000

4 beds • 4 baths • 3,004 sqft

96 W Plaza Del Sol, Islamorada FL 33036

#A11605185, Shelby Morris, Listing Office: American Caribbean Real Estate

view of front of home featuring a carport and a balcony

kitchen with a center island, light wood-type flooring, white cabinets, pendant lighting, and ceiling fan

$10,000 Closing Credit¹

$1,099,999

4 beds • 3.5 baths • 1,584 sqft

94825 Overseas Hwy Unit 61, Key Largo FL 33037

#OM680325, Lori Bailey, Listing Office: HOMERUN REALTY

81-120 of 124 Results

Explore popular home types in Upper Keys, FL

Related homes in Upper Keys, FL

Schools near Upper Keys, FL

Elementary Schools

Ocean Studies Charter
92295 Old Hwy
Public Charter KG-5

Middle Schools

Plantation Key School
100 Lake Rd
Public District PK-8
Key Largo School
104801 Overseas Hwy
Public District PK-8
Treasure Village Montessori Charter School
86731 Overseas Hwy
Public Charter PK-8

High Schools

Coral Shores High School
89901 Old Hwy
Public District 9-12

Data provided by Great Schools

Housing market reports in Monroe County

Homes for sale near Upper Keys, FL

Top real estate cities in Florida

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The data relating to real estate for sale on this web site comes in part from the IDX Program of Key West Association of REALTORS®, Inc. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright 2025 Key West Association of REALTORS®, Inc. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 2/6/2025, 11:15:57 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Copyright © 2025 The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Florida Keys Board of Realtors®, Florida Keys MLS, Inc. Real Estate Listings held by other brokerage firms other are marked with the MLS logo and detailed information about them includes the name of the listing broker’s office. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 2/6/2025, 11:15:57 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 2/6/2025, 11:20:49 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS.

IDX Copyright 2025 My Florida Regional Multiple Listing Service DBA Stellar MLS. The real estate listing data marked with this icon comes from the IDX program of the Stellar MLS system. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided exclusively for consumers’ personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Properties displayed may be listed or sold by various participants in the MLS.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 2/6/2025, 10:49:50 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.