Single family homes for sale in Upper Keys, FL

556 Listings

110 Knowles St, Islamorada FL, 33036, 3 bedrooms, 2 baths house for sale

Listing photo 2 for 110 Knowles St, Islamorada FL 33036

Listing photo 3 for 110 Knowles St, Islamorada FL 33036

$8,894 Closing Credit¹

$749,000

3 beds • 2 baths • 2,016 sqft

110 Knowles St, Islamorada FL 33036

#611785, Listing Office: Coldwell Banker Schmitt Real Estate Co.

155 Plantation Ave, Islamorada FL, 33036, 3 bedrooms, 3 baths house for sale

Listing photo 2 for 155 Plantation Ave, Islamorada FL 33036

Listing photo 3 for 155 Plantation Ave, Islamorada FL 33036

$10,000 Closing Credit¹

$2,089,000

3 beds • 3 baths • 1,295 sqft

155 Plantation Ave, Islamorada FL 33036

#610828, Listing Office: Coast to Coast RE Group

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16 Osprey Ln, Ocean Reef FL, 33037, 8 bedrooms, 7.5 baths house for sale

Listing photo 2 for 16 Osprey Ln, Ocean Reef FL 33037

Listing photo 3 for 16 Osprey Ln, Ocean Reef FL 33037

$16,990,000

8 beds • 7.5 baths • 5,417 sqft

16 Osprey Ln, Ocean Reef FL 33037

#611048, Listing Office: Terra Real Estate LLC

65 Coral Ln, Key Colony FL, 33051, 2 bedrooms, 2 baths house for sale

Listing photo 2 for 65 Coral Ln, Key Colony FL 33051

Listing photo 3 for 65 Coral Ln, Key Colony FL 33051

$8,550 Closing Credit¹

$720,000

2 beds • 2 baths • 938 sqft

65 Coral Ln, Key Colony FL 33051

#611955, Listing Office: Coldwell Banker Schmitt Real Estate Co.

144 Dove Ave, Tavernier FL, 33070, 2 bedrooms, 2 baths house for sale

Listing photo 2 for 144 Dove Ave, Tavernier FL 33070

Listing photo 3 for 144 Dove Ave, Tavernier FL 33070

Video tour

$10,000 Closing Credit¹

$1,250,000

2 beds • 2 baths • 1,232 sqft

144 Dove Ave, Tavernier FL 33070

#612472, Listing Office: Action Realty LLC

20 Coral Dr, Key Largo FL, 33037, 5 bedrooms, 3 baths house for sale

Listing photo 2 for 20 Coral Dr, Key Largo FL 33037

Listing photo 3 for 20 Coral Dr, Key Largo FL 33037

Video tour

$10,000 Closing Credit¹

$995,000

5 beds • 3 baths

20 Coral Dr, Key Largo FL 33037

#A11675970, Barbara Eads, Listing Office: Barbara Eads Realty Inc.

47 N N Marlin Ave, Key Largo FL, 33037, 3 bedrooms, 2 baths house for sale

Listing photo 2 for 47 N N Marlin Ave, Key Largo FL 33037

Listing photo 3 for 47 N N Marlin Ave, Key Largo FL 33037

Video tour

$10,000 Closing Credit¹

$889,000

3 beds • 2 baths • 1,392 sqft

47 N N Marlin Ave, Key Largo FL 33037

#A11447308, Barbara Eads, Listing Office: Barbara Eads Realty Inc.

Room to negotiate?

Median Sold Price

$950K

Avg. Sale Time

128 Days

Based on our February 2025 Market Report.

301 Buttonwood Cir # A, Key Largo FL, 33037, 5 bedrooms, 5 baths house for sale

Listing photo 2 for 301 Buttonwood Cir # A, Key Largo FL 33037

Listing photo 3 for 301 Buttonwood Cir # A, Key Largo FL 33037

Video tour

$5,650,000

5 beds • 5 baths • 4,306 sqft

301 Buttonwood Cir # A, Key Largo FL 33037

#613796, Judith Zeder, Listing Office: Coldwell Banker Residential R.E.

view of exterior entry featuring a garage and a balcony

exterior space featuring a dock and a water view

$10,000 Closing Credit¹

$1,799,000

3 beds • 3 baths • 1,900 sqft

8 Tiki Ln, Islamorada FL 33036

#613781, Camilo De La Cruz Perez, Listing Office: Home Sold Realty, LLC

$10,000 Closing Credit¹

$900,000

2 beds • 2 baths • 1,095 sqft

100 Parker Dr, Islamorada FL 33036

#613780, Krissy Carnahan, Listing Office: Realty ONE Group Destination (ISL)

$10,000 Closing Credit¹

$900,000

2 beds • 2 baths • 1,095 sqft

100 Parker Dr, Islamorada FL 33036

#613780, Krissy Carnahan, Listing Office: Realty ONE Group Destination (ISL)

back house at dusk featuring a patio, a balcony, and ceiling fan

$10,000 Closing Credit¹

$1,899,000

4 beds • 3 baths • 2,081 sqft

413 Bowie Ln, Key Largo FL 33037

#613778, Ernesto Portuondo, Listing Office: American Caribbean Real Estate, Christies International Real Estate

back house at dusk with a patio, a balcony, and ceiling fan

$10,000 Closing Credit¹

$1,899,000

4 beds • 3 baths • 2,081 sqft

413 Bowie Ln, Key Largo FL 33037

#613778, Ernesto Portuondo, Listing Office: American Caribbean Real Estate, Christies International Real Estate

view of front of house with metal roof and a standing seam roof

$3,595,000

3 beds • 3 baths • 1,724 sqft

11 Bay Rd, Key Largo FL 33037

#613776, Walters Luxury Group Gloria, Rachel and Michaela Walters, Listing Office: Ocean Sothebys International Realty

back of property featuring a balcony and a lawn

Video tour

$5,750,000

5 beds • 5 baths • 4,473 sqft

301 Buttonwood Cir Unit B, Key Largo FL 33037

#613772, Judith Zeder, Listing Office: Coldwell Banker Residential R.E.

deck featuring a water view and a view of the beach

view of front of property with a water view, a balcony, and central air condition unit

Video tour

$10,000 Closing Credit¹

$2,399,999

4 beds • 3 baths • 1,806 sqft

94825 Overseas Hwy, Key Largo FL 33037

#A11738721, Orian Levy, Listing Office: Cromwell & Forbes Inc

kitchen featuring tasteful backsplash, white cabinetry, appliances with stainless steel finishes, and sink

$10,000 Closing Credit¹

$980,000

5 beds • 3 baths • 2,100 sqft

901 Estall St, Key Largo FL 33037

#613761, Zenaida Gomez, Listing Office: Florida Realty of Miami

rear view of house with a patio area and a balcony

view of front facade with a balcony and a front lawn

Video tour

$5,650,000

5 beds • 5 baths • 4,306 sqft

301 Buttonwood Cir # A, Key Largo FL 33037

#A11743282, Judith Zeder, Listing Office: Coldwell Banker Realty

back of house featuring a yard and a balcony

Video tour

$5,750,000

5 beds • 5 baths • 4,473 sqft

301 Buttonwood Cir # B, Key Largo FL 33037

#A11743242, Judith Zeder, Listing Office: Coldwell Banker Realty

81120 Old Hwy, Islamorada FL, 33036, 2 bedrooms, 1 bath house for sale

Listing photo 2 for 81120 Old Hwy, Islamorada FL 33036

Listing photo 3 for 81120 Old Hwy, Islamorada FL 33036

3D tour

$10,000 Closing Credit¹

$1,100,000

2 beds • 1 bath • 772 sqft

81120 Old Hwy, Islamorada FL 33036

#613733, Christy Hughes, Listing Office: Coldwell Banker Schmitt Islamorada

view of front facade featuring a garage and an outbuilding

view of side of property featuring a patio area

$5,344 Closing Credit¹

$450,000

2 beds • 2 baths • 798 sqft

256 Lee Ave, Key Largo FL 33037

#613727, IRIS PEREZ, PA, Listing Office: Realty Plus, LLC

view of front of house featuring a garage and an outdoor structure

$5,344 Closing Credit¹

$450,000

2 beds • 2 baths • 798 sqft

256 Lee Ave, Key Largo FL 33037

#613727, IRIS PEREZ, PA, Listing Office: Realty Plus, LLC

dock area featuring a water view, an outdoor pool, and boat lift

$10,000 Closing Credit¹

$2,450,000

3 beds • 2.5 baths • 2,153 sqft

865 Ellen Dr, Key Largo FL 33037

#613719, LISA FRINS P.A., Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

view of dock with a water view, an outdoor pool, and boat lift

$10,000 Closing Credit¹

$2,450,000

3 beds • 2.5 baths • 2,153 sqft

865 Ellen Dr, Key Largo FL 33037

#613719, LISA FRINS P.A., Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

bathroom with a wealth of natural light, an enclosed shower, ceiling fan, and toilet

Video tour

$10,000 Closing Credit¹

$985,000

4 beds • 3 baths • 1,798 sqft

101 Kay Dr, Key Largo FL 33037

#A11745492, Jessie Morales PA, Listing Office: Lifestyle International Realty

bathroom with an enclosed shower, ceiling fan, and toilet

$10,000 Closing Credit¹

$985,000

4 beds • 3 baths • 1,798 sqft

101 Kay Dr, Key Largo FL 33037

#613712, Jessie Morales, Listing Office: Lifestyle International Realty

rear view of house featuring ceiling fan and a sunroom

coastal inspired home featuring a carport, a sunroom, and ceiling fan

interior space featuring a water view, ceiling fan, and vaulted ceiling with beams

Backup offers

$9,738 Closing Credit¹

$820,000

3 beds • 2 baths • 1,280 sqft

24 Shoreland Dr, Key Largo FL 33037

#613710, Trent Michael Philip Shaw, PA, Listing Office: American Caribbean Real Estate, Christies International Real Estate

view of pool with a gazebo, pool water feature, a patio, and a sunroom

Video tour

$10,000 Closing Credit¹

$2,389,000

2 beds • 3 baths • 1,230 sqft

254 Navajo St, Islamorada FL 33070

#A11745294, Judy Rossignol, Listing Office: Realty One Group Engage the Keys

back of property featuring a water view and a patio area

$10,000 Closing Credit¹

$1,490,000

3 beds • 2 baths • 1,500 sqft

59 Bird Ln, Key Largo FL 33037

#613698, LISA FRINS P.A., Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

obstructed view of property with a garage

living area featuring lofted ceiling, plenty of natural light, and dark wood-type flooring

$10,000 Closing Credit¹

$899,000

6 beds • 4.5 baths • 2,413 sqft

334 Mahogany Dr, Key Largo FL 33037

#613676, Samuel Davis Williams, Listing Office: Coldwell Banker Schmitt Real Estate Co.

view of front of property featuring a carport

$10,000 Closing Credit¹

$1,050,000

2 beds • 2 baths • 1,075 sqft

55 Harbor Dr, Islamorada FL 33036

#613677, Krissy Carnahan, Listing Office: Realty ONE Group Destination (ISL)

$10,000 Closing Credit¹

$1,050,000

2 beds • 2 baths • 1,075 sqft

55 Harbor Dr, Islamorada FL 33036

#613677, Krissy Carnahan, Listing Office: Realty ONE Group Destination (ISL)

birds eye view of property with a water view

$10,000 Closing Credit¹

$2,389,000

3 beds • 3 baths • 1,230 sqft

254 Navajo St, Tavernier FL 33070

#613678, Judy Rossignol, Listing Office: Realty One Group Engage the Keys

$10,000 Closing Credit¹

$2,389,000

3 beds • 3 baths • 1,230 sqft

254 Navajo St, Tavernier FL 33070

#613678, Judy Rossignol, Listing Office: Realty One Group Engage the Keys

garage with stainless steel fridge and ceiling fan

Video tour

$6,531 Closing Credit¹

$550,000

2 beds • 2 baths • 1,107 sqft

110 Artic Ave, Tavernier FL 33070

#A11741177, Eugenio Rodriguez Jr, Listing Office: Century 21 BE3

rear view of house featuring fence, stairs, a lawn, a fenced in pool, and a patio area

view of front of house featuring a ceiling fan, fence, an attached garage, and aphalt driveway

$10,000 Closing Credit¹

$1,089,000

3 beds • 2 baths • 1,040 sqft

264 Lincoln Ave, Tavernier FL 33070

#613658, Lauren Hoefert Dunn, Listing Office: Coldwell Banker Schmitt Islamorada

view of swimming pool with a water view, a yard, and a dock

rear view of house featuring a balcony, a patio, and a lawn

$10,900,000

8 beds • 9 baths • 5,392 sqft

162 Bayview Dr, Islamorada FL 33036

#613653, Nancy Muniz, Listing Office: Coldwell Banker Residential R.E.

$42,000,000

6 beds • 8 baths • 9,843 sqft

88041 Old Hwy, Islamorada FL 33036

#613646, Eric M. Rizzo, Listing Office: Ocean Sothebys International Realty

$42,000,000

6 beds • 8 baths • 9,843 sqft

88041 Old Hwy, Islamorada FL 33036

#613646, Eric M. Rizzo, Listing Office: Ocean Sothebys International Realty

exterior space with a patio area and a balcony

pool at dusk featuring an in ground hot tub, a fire pit, and a patio area

pool at dusk featuring a patio area and an in ground hot tub

Backup offers

$2,599,000

3 beds • 2 baths • 2,109 sqft

130 Harbor Dr, Tavernier FL 33070

#613642, JOY C MARTIN, Listing Office: American Caribbean Real Estate, Christies International Real Estate

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81-120 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: 3/12/2025, 8:15:57 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: 3/12/2025, 8:15:57 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: 3/12/2025, 8:20:49 PM 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: 3/12/2025, 8:15:57 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: 3/12/2025, 8:19:54 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.