Single family homes for sale in Upper Keys, FL

556 Listings

birds eye view of property featuring a water view

drone / aerial view featuring a water view

view of front of home featuring a garage and a balcony

$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

$8,016 Closing Credit¹

$675,000

2 beds • 2.5 baths • 1,292 sqft

4 Orange Dr, Key Largo FL 33037

#612508, Jesus Monteagudo, Listing Office: American Caribbean Real Estate, Christies International Real Estate

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

$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

living room with high vaulted ceiling, a chandelier, and light hardwood / wood-style flooring

$8,906 Closing Credit¹

$750,000

3 beds • 2 baths • 1,598 sqft

477 Barracuda Blvd, Key Largo FL 33037

#609653, Tony Garcia, Listing Office: The Keyes Company

tiled living room with high vaulted ceiling, plenty of natural light, and wooden ceiling

dining area with light tile patterned floors, high vaulted ceiling, wooden ceiling, and a water view

living room featuring light tile patterned floors, wood ceiling, ceiling fan, high vaulted ceiling, and a water view

$3,675,000

3 beds • 3 baths • 2,479 sqft

81 Mutiny Pl, Key Largo FL 33037

#611021, Walters Luxury Group Gloria, Rachel and Michaela Walters, Listing Office: Ocean Sothebys International Realty

view of front of house featuring a garage and covered porch

$6,519 Closing Credit¹

$549,000

2 beds • 1 bath • 840 sqft

81 John Silver Dr, Key Largo FL 33037

#609383, Claire Johnson, Listing Office: Coastal Realty of the Florida Keys

view of pool with area for grilling, a lanai, a patio, and an in ground hot tub

Backup offers

$10,000 Closing Credit¹

$2,249,000

3 beds • 3 baths • 2,148 sqft

1000 Shaw Dr, Key Largo FL 33037

#612594, SALLY STRIBLING, P.A., Listing Office: Coldwell Banker Schmitt Key Largo

Room to negotiate?

Median Sold Price

$950K

Avg. Sale Time

128 Days

Based on our February 2025 Market Report.

kitchen with white cabinetry, premium appliances, hanging light fixtures, a center island, and custom range hood

$4,950,000

5 beds • 6 baths • 4,100 sqft

117 Leoni Dr, Islamorada FL 33036

#612262, Michael Jones, Listing Office: Fairchild Partners, Inc.

$7,897 Closing Credit¹

$665,000

1 bed • 1 bath • 660 sqft

55 Jewfish Ave, Key Largo FL 33037

#608139, Walters Luxury Group Gloria, Rachel and Michaela Walters, Listing Office: Ocean Sothebys International Realty

view of tennis court featuring a covered pool

$6,500,000

5 beds • 5.5 baths • 3,978 sqft

75851 Overseas Hwy, Islamorada FL 33036

#611760, Lorie LaLonde-Miller, Listing Office: American Caribbean Real Estate, Christies International Real Estate

$9,049 Closing Credit¹

$762,000

3 beds • 2 baths • 1,560 sqft

16 Tina Pl, Key Largo FL 33037

#611488, Gregory Pardo, Listing Office: Harbour 99 Properties, Inc.

birds eye view of property with a water view

living room featuring ceiling fan, a wealth of natural light, light wood-type flooring, and french doors

$10,000 Closing Credit¹

$950,000

3 beds • 3 baths • 1,470 sqft

94825 Overseas Hwy Unit 175, Key Largo FL 33037

#611773, Jim Signor, Listing Office: Ocean Sothebys International Realty

view of front facade featuring a carport

kitchen featuring stainless steel fridge with ice dispenser, decorative light fixtures, sink, and a raised ceiling

$10,000 Closing Credit¹

$995,000

5 beds • 3 baths • 2,129 sqft

20 Coral Dr, Key Largo FL 33037

#611813, Barbara Eads, Listing Office: Barbara Eads Realty

birds eye view of property with a water view and a residential view

living room featuring beam ceiling, ceiling fan, stairway, and light wood finished floors

rear view of house featuring board and batten siding, a balcony, a carport, and dirt driveway

3D tour

$4,250,000

3 beds • 2 baths • 1,846 sqft

116 Gulfside Dr, Islamorada FL 33036

#611898, Christy Hughes, Listing Office: Coldwell Banker Schmitt Islamorada

rear view of property featuring a balcony

$10,000 Closing Credit¹

$920,000

3 beds • 3 baths • 1,700 sqft

94825 Overseas Hwy Unit 220, Key Largo FL 33037

#613115, Stefany Denis, Listing Office: Florida Realty of Miami

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

$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

$8,900 Closing Credit¹

$749,500

2 beds • 2 baths • 1,493 sqft

132 E Shore Dr, Key Largo FL 33037

#612924, Shane Murray Wilson, Listing Office: Cypress Realty, Inc.

$10,000 Closing Credit¹

$1,051,000

3 beds • 2 baths • 1,582 sqft

9 Bass Ave, Key Largo FL 33037

#612740, Loreen Rizzo, Listing Office: Century 21 Circle - Islamorada

view of front of property with a garage and a front yard

$9,750,000

5 beds • 4.5 baths • 4,170 sqft

198 Lowe St, Tavernier FL 33070

#608494, Leslie Leopold, Listing Office: Ocean Sothebys International Realty

dining space with wood-type flooring, wooden ceiling, and ceiling fan

$10,000 Closing Credit¹

$1,250,000

2 beds • 2 baths • 1,040 sqft

4 Jean La Fitte Dr, Key Largo FL 33037

#612050, Yvette Doherty, Listing Office: Coldwell Banker Schmitt Key Largo

dock area with a gazebo and a water view

$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

$8,906 Closing Credit¹

$750,000

3 beds • 2 baths • 1,152 sqft

60 Cortez Ln, Islamorada FL 33036

#612146, Krissy Carnahan, Listing Office: Realty ONE Group Destination (ISL)

kitchen with white cabinetry, appliances with stainless steel finishes, a center island, and sink

kitchen featuring appliances with stainless steel finishes, tasteful backsplash, white cabinetry, a center island, and light stone countertops

$10,000 Closing Credit¹

$1,100,000

3 beds • 2 baths • 1,575 sqft

325 Calusa St Unit 359, Key Largo FL 33037

#611470, Cliff Glansen, Listing Office: FlatFee.com

kitchen with appliances with stainless steel finishes, sink, backsplash, and light stone counters

$8,669 Closing Credit¹

$730,000

3 beds • 2 baths • 1,475 sqft

167 Pearl Ave, Tavernier FL 33070

#610299, Euri Lorenzo, Listing Office: Compass FLORIDA

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

view of pool with a patio and ceiling fan

$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

rear view of property featuring a balcony, a fenced in pool, and a patio

view of front of home with a garage and a balcony

$3,295,000

3 beds • 2.5 baths • 1,756 sqft

803 Bonito Ln, Key Largo FL 33037

#612026, Kelly Randin, Listing Office: RE/MAX All Keys Real Estate

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

$3,800,000

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

Backup offers

$10,000 Closing Credit¹

$1,699,000

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

Backup offers

$10,000 Closing Credit¹

$2,299,000

2 beds • 2 baths • 828 sqft

101720 Overseas Hwy, Key Largo FL 33037

#611830, Susan Kay Holler, PA, Listing Office: Lokation Real Estate - Tavernier

living room with lofted ceiling, light tile patterned floors, french doors, and ceiling fan

living room with light tile patterned floors, vaulted ceiling, ornamental molding, and ceiling fan

$9,488 Closing Credit¹

$799,000

2 beds • 2 baths • 1,120 sqft

125 S Rolling Hill Rd, Tavernier FL 33070

#611130, Shelby Morris, Listing Office: American Caribbean Real Estate, Christies International Real Estate

rear view of house featuring a trampoline, a patio, a balcony, and an outdoor fire pit

$10,000 Closing Credit¹

$1,269,999

3 beds • 3 baths • 2,128 sqft

110 Dove Creek Dr, Tavernier FL 33070

#611190, Maryann Warren, PA, Listing Office: Coldwell Banker Schmitt Key Largo

view of patio with an outbuilding and a community pool

$7,000,000

3 beds • 2.5 baths • 1,728 sqft

88747 Old Hwy, Tavernier FL 33070

#612020, Ralph Sam, Listing Office: Real Estate Sales Force, Inc.

view of front of house with a garage and a carport

view of front of home featuring french doors and a carport

$11,975,000

7 beds • 7.5 baths • 7,567 sqft

109 Coastal Dr, Key Largo FL 33037

#611209, Gregory Pardo, Listing Office: Harbour 99 Properties, Inc.

back house at dusk with a patio area and a balcony

view of front facade featuring a balcony

aerial view at dusk featuring a water view

$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

living room with ceiling fan, lofted ceiling, sink, and wooden ceiling

kitchen featuring sink, a breakfast bar area, appliances with stainless steel finishes, light stone counters, and wooden ceiling

Backup offers

$10,000 Closing Credit¹

$1,225,000

3 beds • 2 baths • 1,200 sqft

16 Eagle Dr, Key Largo FL 33037

#612952, Yvette Doherty, Listing Office: Coldwell Banker Schmitt Key Largo

view of front of home featuring fence and stucco siding

living area featuring vaulted ceiling with beams, light tile patterned flooring, ceiling fan, wooden ceiling, and baseboards

$8,752 Closing Credit¹

$737,000

2 beds • 2 baths • 1,518 sqft

23 Seagate Blvd, Key Largo FL 33037

#611589, Shelby Morris, Listing Office: American Caribbean Real Estate, Christies International Real Estate

95325 Overseas Hwy, Key Largo FL, 33037, 2 bedrooms, 1 bath house for sale

$3,500,000

2 beds • 1 bath • 1,137 sqft

95325 Overseas Hwy, Key Largo FL 33037

#611308, Suzy Wiseman, Listing Office: Buccaneer R.E.

$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

Video tour

$8,609 Closing Credit¹

$725,000

2 beds • 3 baths • 1,292 sqft

80 Le Grand Dr, Key Largo FL 33037

#A11736765, Taylor Engel, Listing Office: Coldwell Banker Schmitt R.E.

view of patio with an outdoor living space, a water view, a fenced in pool, and ceiling fan

exterior space with a water view, ceiling fan, a healthy amount of sunlight, and lofted ceiling

view of patio featuring an outdoor hangout area, ceiling fan, and a water view

Video tour

$3,999,000

5 beds • 4 baths • 2,358 sqft

80459 Old Hwy, Islamorada FL 33036

#A11735723, Paul Tejera, Listing Office: Coldwell Banker Schmitt Real E

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441-480 of 556 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

Key Largo School
104801 Overseas Hwy
Public District PK-8
Plantation Key School
100 Lake Rd
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: 3/13/2025, 12:15:57 AM 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: 3/13/2025, 12:15:58 AM 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: 3/13/2025, 12:20:50 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

IDX Information is deemed to be reliable, but is not guaranteed. © 2025 MLS. Based on information from the Marathon and Lower Keys Association of REALTORS®. The information on this sheet has been made available by the MLS and may not be the listing of the provider. All properties are subject to prior sale, change or withdrawal. 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. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 3/13/2025, 12:15:58 AM 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: 3/12/2025, 11:49:50 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.