Homes for sale in Upper Keys, FL

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living room featuring an inviting chandelier, a tray ceiling, ornamental molding, and light wood-type flooring

living room featuring crown molding, a tray ceiling, and hardwood / wood-style floors

New - 7 days on Rocket

$7,066 Closing Credit¹

$595,000

3 beds • 2 baths • 1,152 sqft

35 Rose Pl, Key Largo FL 33037

#612429, JAMIE ENGEL, PA, Listing Office: Coldwell Banker Schmitt Islamorada

view of swimming pool featuring an in ground hot tub

New - 7 days on Rocket

$10,000 Closing Credit¹

$2,100,000

4 beds • 3 baths • 2,364 sqft

141 Ocean Dr, Tavernier FL 33070

#613290, Susan Kay Holler, PA, Listing Office: Lokation Real Estate - Tavernier

Save big

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living room featuring hardwood / wood-style flooring and ceiling fan

New - 7 days on Rocket

$6,994 Closing Credit¹

$589,000

2 beds • 2 baths • 1,358 sqft

87200 Overseas Hwy Unit M4, Islamorada FL 33036

#610918, JAMIE ENGEL, PA, Listing Office: Coldwell Banker Schmitt Islamorada

New - 7 days on Rocket

$10,000 Closing Credit¹

$1,450,000

3 beds • 2.5 baths • 1,600 sqft

94825 Overseas Hwy Unit 108, Key Largo FL 33037

#609295, Stefany Denis, Listing Office: Florida Realty of Miami

exterior space with ceiling fan, a deck, and a patio area

wooden terrace with a water view and ceiling fan

New - 7 days on Rocket

$10,000 Closing Credit¹

$2,243,160

3 beds • 3 baths • 2,625 sqft

28 Center Ln, Key Largo FL 33037

#613247, Roberto Castillo, Listing Office: Century 21 World Connection

view of front facade featuring a balcony

back of house featuring ceiling fan, a swimming pool, a patio, and a lawn

New - 7 days on Rocket

$2,649,000

4 beds • 4.5 baths • 2,529 sqft

27 Ocean Dr, Key Largo FL 33037

#611137, Stephanie Monteagudo Cowart, P.A., Listing Office: Coastal Realty of the Florida Keys

New - 7 days on Rocket

$8,461 Closing Credit¹

$712,500

3 beds • 2 baths • 1,567 sqft

88500 Overseas Hwy Unit 509, Tavernier FL 33070

#612966, Jonelle Kop, Listing Office: Blue 9 Realty, Inc.

Room to negotiate?

Median Sold Price

$1.0M

Avg. Sale Time

75 Days

Based on our January 2025 Market Report.

drone / aerial view featuring a water view

New - 7 days on Rocket

$10,000 Closing Credit¹

$1,995,000

4 beds • 3 baths • 2,635 sqft

97501 Overseas Hwy Unit 131, Key Largo FL 33037

#612901, Dani Hall, Listing Office: American Caribbean Real Estate, Christies International Real Estate

view of swimming pool featuring a water view and a patio

sunroom featuring a water view and ceiling fan

New - 7 days on Rocket

$4,200,000

5 beds • 4 baths • 2,358 sqft

80459 Old Hwy, Islamorada FL 33036

#613392, Jan Keller, Listing Office: Coldwell Banker Schmitt Islamorada

view of swimming pool featuring a patio area

New - 7 days on Rocket

$10,000 Closing Credit¹

$2,399,000

4 beds • 3 baths • 2,088 sqft

101 2nd Ln, Key Largo FL 33037

#613246, Robert U. Valenzuela, PA, Listing Office: Century 21 Circle

view of community with a water view and a boat dock

dock area with a gazebo and a water view

New - 7 days on Rocket

$10,000 Closing Credit¹

$1,650,000

3 beds • 3 baths • 1,769 sqft

157 Caloosa St, Islamorada FL 33070

#612656, Mykael A. Marinelli, Listing Office: American Caribbean Real Estate, Christies International Real Estate

New - 7 days on Rocket

$4,400,000

4 beds • 3 baths • 2,058 sqft

442 Palm Dr, Islamorada FL 33036

#609199, AJ Vetter, Listing Office: Coastal Realty of the Florida Keys

birds eye view of property featuring a water view

New - 7 days on Rocket

$10,000 Closing Credit¹

$849,000

3 beds • 2 baths • 1,067 sqft

25 Sunset Rd, Key Largo FL 33037

#612936, JOY C MARTIN, Listing Office: American Caribbean Real Estate, Christies International Real Estate

view of front of property with a carport, a sunroom, a garage, and central AC unit

birds eye view of property with a water view

New - 7 days on Rocket

$10,000 Closing Credit¹

$1,700,000

3 beds • 2 baths • 1,999 sqft

108 Lorelane Pl, Key Largo FL 33037

#613226, LISA FRINS P.A., Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

New - 7 days on Rocket

$9,144 Closing Credit¹

$770,000

3 beds • 2 baths • 1,375 sqft

1010 Snapper Ln, Key Largo FL 33037

#613220, Bonnie Ekblom Oliver, Listing Office: Ocean Sothebys International Realty

dock area featuring a view of the beach and a water view

New - 7 days on Rocket

$10,000 Closing Credit¹

$925,000

2 beds • 2 baths • 1,359 sqft

87200 Overseas Hwy Unit H4, Islamorada FL 33036

#611582, LISA FRINS P.A., Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

view of front of house featuring covered porch

New - 7 days on Rocket

$8,311 Closing Credit¹

$699,900

3 beds • 2 baths • 1,699 sqft

252 Bay Dr, Key Largo FL 33037

#612506, Lynn Slyman, Listing Office: Century 21 Circle

kitchen featuring white cabinetry, stainless steel appliances, kitchen peninsula, and sink

New - 7 days on Rocket

$10,000 Closing Credit¹

$1,000,000

2 beds • 2 baths • 1,672 sqft

88181 Old Hwy Unit 21H, Islamorada FL 33036

#612825, Silvestri Team Jeanette & Janessa Silvestri, Listing Office: Coldwell Banker Schmitt Key Largo

exterior space with a water view and a dock

New - 7 days on Rocket

$6,270 Closing Credit¹

$528,000

1 bed • 1 bath • 577 sqft

500 Burton Dr Unit 5213, Tavernier FL 33070

#609397, Tom Rodriguez, Listing Office: American Caribbean Real Estate, Christies International Real Estate

view of front of home featuring a balcony

New - 7 days on Rocket

$10,000 Closing Credit¹

$999,000

4 beds • 3 baths • 2,405 sqft

30 Lakeview Dr, Key Largo FL 33037

#611681, SALLY STRIBLING, P.A., Listing Office: Coldwell Banker Schmitt Key Largo

back of property with a fenced in pool and a patio area

view of front facade with a carport and a balcony

New - 7 days on Rocket

$3,200,000

4 beds • 3 baths • 2,880 sqft

85331 Overseas Hwy, Islamorada FL 33036

#609955, Jocelyn Tiedemann, Listing Office: Island Equity Real Estate

view of front of home featuring a garage

unfurnished sunroom featuring wood ceiling and ceiling fan

New - 7 days on RocketBackup offers

$10,000 Closing Credit¹

$1,100,000

3 beds • 2 baths • 1,518 sqft

125 N Hammock Rd, Islamorada FL 33036

#610014, James V. Mooney Jr. P.A., Listing Office: Ocean Sothebys International Realty

New - 7 days on Rocket

$8,301 Closing Credit¹

$699,000

2 beds • 2 baths • 826 sqft

500 Burton Dr Unit 5212, Tavernier FL 33070

#613284, Paula Barrera, Listing Office: Berkshire Hathaway HomeServices EWM Realty

dining room with a water view, a wealth of natural light, and a textured ceiling

New - 7 days on Rocket

$10,000 Closing Credit¹

$2,350,000

3 beds • 2 baths • 2,127 sqft

1501 Ocean Bay Dr Unit A1, Key Largo FL 33037

#612867, Terry Canto,Top Producer, Listing Office: American Caribbean Real Estate, Christies International Real Estate

Pueblo St, Tavernier FL, 33070 land for sale

Listing photo 2 for Pueblo St, Tavernier FL 33070

Listing photo 3 for Pueblo St, Tavernier FL 33070

New - 7 days on Rocket

$1,200,000

Land •

Pueblo St, Tavernier FL 33070

#612878, Jessica Jones, Listing Office: Coldwell Banker Realty

bedroom with ceiling fan, access to exterior, and light wood-type flooring

New - 7 days on Rocket

$10,000 Closing Credit¹

$1,499,000

3 beds • 2 baths • 1,876 sqft

97501 Overseas Hwy Unit 514, Key Largo FL 33037

#613513, Pedro Pete Riveiro, PA, Listing Office: The Firm Realty Group

living room with wooden walls, ceiling fan, and a water view

New - 7 days on Rocket

$10,000 Closing Credit¹

$1,795,000

3 beds • 2.5 baths • 1,876 sqft

97501 Overseas Hwy Unit 312, Key Largo FL 33037

#611951, Rocio Hathorn, Listing Office: VRNR, LLC

view of pool featuring french doors and a patio area

New - 7 days on Rocket3D tour

$13,750,000

4 beds • 4.5 baths • 2,000 sqft

1565 Ocean Bay Dr, Key Largo FL 33037

#612839, Jorge Gaviria, Listing Office: Diversified Realty Exchange, LLC

view of property's community with a lawn

New - 7 days on Rocket

$10,000 Closing Credit¹

$1,100,000

3 beds • 2 baths • 1,682 sqft

110 Pippin Dr, Islamorada FL 33036

#611409, LISA FRINS P.A., Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

view of front of home featuring a front lawn

view of front facade featuring a front lawn

New - 7 days on Rocket

$8,786 Closing Credit¹

$739,900

3 beds • 2 baths • 1,572 sqft

10 Rose Pl, Key Largo FL 33037

#611448, Michael Rojewski, Listing Office: Century 21 Circle

2 S Andros Rd, Key Largo FL, 33037 land for sale

Listing photo 2 for 2 S Andros Rd, Key Largo FL 33037

New - 7 days on Rocket

$265,000

Land •

2 S Andros Rd, Key Largo FL 33037

#609966, Daney Cabrera, Listing Office: Keller Williams Realty Premier Properties

New - 7 days on Rocket

$9,488 Closing Credit¹

$799,000

2 beds • 2 baths • 1,330 sqft

88181 Old Hwy Unit F4Slip 65, Islamorada FL 33036

#612804, Kathy Denworth, Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

kitchen featuring black electric cooktop, white cabinetry, tasteful backsplash, and lofted ceiling with beams

dining area with beamed ceiling, a chandelier, sink, and light hardwood / wood-style flooring

New - 7 days on Rocket3D tour

$3,299,000

5 beds • 3 baths • 3,482 sqft

118 Spoonbill Rd, Islamorada FL 33070

#613265, Christy Hughes, Listing Office: Coldwell Banker Schmitt Islamorada

New - 7 days on Rocket

$10,000 Closing Credit¹

$845,000

3 beds • 2 baths • 1,305 sqft

273 Hibiscus St, Tavernier FL 33070

#612947, Karan Moeller, PA, Listing Office: Ocean Sothebys International Realty

interior space with ceiling fan and hardwood / wood-style floors

living room with ceiling fan and light wood-type flooring

New - 7 days on Rocket

$7,102 Closing Credit¹

$598,023

2 beds • 2 baths • 841 sqft

500 Burton Dr Unit 1303, Tavernier FL 33070

#613338, Raymond Hinds, Listing Office: The Keyes Company

New - 7 days on Rocket

$10,000 Closing Credit¹

$1,990,000

4 beds • 4.5 baths • 2,324 sqft

1207 Mockingbird Rd, Key Largo FL 33037

#612434, Cliff Glansen, Listing Office: FlatFee.com

rear view of house with a storage shed, a lawn, and a patio

New - 7 days on Rocket

$10,000 Closing Credit¹

$925,000

4 beds • 3 baths • 2,092 sqft

28 Bonefish Ave, Key Largo FL 33037

#613314, Susan Kay Holler, PA, Listing Office: Lokation Real Estate - Tavernier

New - 7 days on Rocket

$9,500,000

6 beds • 6 baths • 4,780 sqft

500 Pompano Dr, Key Largo FL 33037

#613462, David Rousso, Listing Office: Compass FLORIDA

New - 7 days on Rocket

$6,390,000

5 beds • 6 baths • 2,364 sqft

101780 Overseas Hwy, Key Largo FL 33037

#611105, Pierre Marc Bellion, Listing Office: Ocean Sothebys International Realty

New - 7 days on RocketVideo tour

$10,000 Closing Credit¹

$1,950,000

3 beds • 3 baths • 2,055 sqft

106 San Juan Dr, Islamorada FL 33036

#612102, Brett Newman, Listing Office: Coldwell Banker Schmitt Islamorada

...

281-320 of 843 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

MLS Disclaimers & Copyright

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: 2/11/2025, 11:45:57 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: 2/11/2025, 11:45:57 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

IDX © 2025 Miami Association of REALTORS®. All rights reserved. The data relating to real estate on this web site comes in part from the Internet Data Exchange program of the MLS of the Miami Association of REALTORS®. All information is deemed reliable but not guaranteed by the MLS and should be independently verified. The MLS, this broker and their affiliates provide all content therein “AS IS” and without any warranty, express or implied. The information included in this listing 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. This property is offered without respect to any protected classes in accordance with the law.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 2/11/2025, 11:55:48 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

IDX The data relating to real estate for sale on this website comes in part from the Southwest Florida Multiple Listing Service. 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 has not been verified, is not guaranteed, and is subject to change. Real estate listings held by other brokerage firms other are marked with the IDX logo and detailed information about them includes the name of the listing brokers.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 2/11/2025, 11:55:50 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

IDX Listings courtesy of Stellar MLS as distributed by MLS GRID.

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: 2/11/2025, 10:50:08 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.