5 bedroom homes for sale in Upper Keys, FL

rear view of property with a patio, a balcony, and a yard

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

coastal home with a balcony and a garage

New - 12 hours on Rocket

$4,999,000

5 beds • 4 baths • 3,462 sqft

51 Mutiny Pl, Key Largo FL 33037

#613540, Walters Luxury Group Gloria, Rachel and Michaela Walters, Listing Office: Ocean Sothebys International Realty

back of property with a pool, a patio, and a water view

rear view of property with a patio area and a water view

New - 1 day on Rocket

$3,559,000

5 beds • 3 baths • 2,550 sqft

12 Bass Ave, Key Largo FL 33037

#613528, Jonathan Minerick, Listing Office: Homecoin.com

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coastal home featuring a balcony and ceiling fan

New - 1 day on Rocket

$10,000 Closing Credit¹

$1,399,000

5 beds • 4 baths • 2,134 sqft

325 Calusa St Unit 489, Key Largo FL 33037

#609749, Joe C Vigo, P.A., Listing Office: RE/MAX All Keys Real Estate

back of house with a balcony, a fenced in pool, a patio area, and a lawn

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

New - 1 day on Rocket

$4,999,999

5 beds • 2 baths • 4,732 sqft

108 N Bounty Ln, Key Largo FL 33037

#613092, Walters Luxury Group Gloria, Rachel and Michaela Walters, Listing Office: Ocean Sothebys International Realty

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

living room with light tile patterned floors, a raised ceiling, and ceiling fan

New - 1 day on Rocket

$10,000 Closing Credit¹

$1,880,000

5 beds • 4 baths • 2,957 sqft

107 Point Pleasant Dr, Key Largo FL 33037

#611391, Lauren Hoefert Dunn, Listing Office: Coldwell Banker Schmitt Islamorada

birds eye view of property with a water view

back of house featuring a swimming pool with hot tub, a patio area, and a balcony

view of dock featuring a pool, a yard, and a water view

New - 1 day on Rocket

$5,499,000

5 beds • 4 baths • 3,906 sqft

21 Mutiny Pl, Key Largo FL 33037

#610297, Walters Luxury Group Gloria, Rachel and Michaela Walters, Listing Office: Ocean Sothebys International Realty

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

New - 1 day on Rocket

$4,700,000

5 beds • 6 baths • 4,100 sqft

115 Spoonbill Rd, Tavernier FL 33070

#613286, Michael Jones, Listing Office: Fairchild Partners, Inc.

Room to negotiate?

Median Sold Price

$1.0M

Avg. Sale Time

75 Days

Based on our January 2025 Market Report.

birds eye view of property featuring a water view

New - 1 day on Rocket

$5,499,000

5 beds • 5 baths • 4,822 sqft

112 N Bounty Ln, Key Largo FL 33037

#612199, Raul Hernandez, Listing Office: Phantom Real Estate

New - 1 day on Rocket

$10,000 Closing Credit¹

$2,199,999

5 beds • 4 baths • 1,440 sqft

34 Atlantic Dr, Key Largo FL 33037

#613125, Joe C Vigo, P.A., Listing Office: RE/MAX All Keys Real Estate

back house at dusk featuring a water view

New - 1 day on Rocket

$14,500,000

5 beds • 6.5 baths • 9,011 sqft

87895 Old Hwy, Islamorada FL 33036

#606146, Samuel Davis Williams, Listing Office: Coldwell Banker Schmitt Real Estate Co.

view of front of house with a balcony and a front yard

New - 1 day on Rocket

$4,721,000

5 beds • 4.5 baths • 4,463 sqft

44 W Plaza Del Lago, Islamorada FL 33036

#610008, Jonathan Minerick, Listing Office: Homecoin.com

pool at dusk featuring a gazebo, a yard, and a patio area

pool at dusk with a water view and a patio area

New - 1 day on Rocket

$14,500,000

5 beds • 5.5 baths • 5,113 sqft

57 Garden Cove Dr, Key Largo FL 33037

#611433, The Florida Keys Sold Sisters Sarah Ewald and Sabrina Wampler, Listing Office: Ocean Sothebys International Realty

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

New - 1 day on Rocket

$4,950,000

5 beds • 6 baths • 4,100 sqft

117 Leoni Dr, Islamorada FL 33036

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

New - 1 day on Rocket

$4,400,000

5 beds • 3 baths • 2,764 sqft

87950 Overseas Hwy, Islamorada FL 33036

#608885, Alina Davis, Listing Office: Coldwell Banker Schmitt Islamorada

rear view of property with a fenced in pool, a balcony, a patio, and ceiling fan

New - 1 day on RocketVideo tour

$4,799,000

5 beds • 4.5 baths • 3,800 sqft

66 S Andros Rd, Key Largo FL 33037

#A11738226, Katie Kennett, Listing Office: Coastal Realty Florida Keys

view of front facade with a patio and ceiling fan

view of front of house featuring ceiling fan and a patio area

exterior space with ceiling fan and a carport

New - 2 days on Rocket

$10,000 Closing Credit¹

$1,150,000

5 beds • 3 baths • 2,400 sqft

13 Garden Cove Dr, Key Largo FL 33037

#613098, Merlin Perez, Listing Office: Golden International Realty

dock area featuring a water view and a lanai

New - 2 days on Rocket

$3,500,000

5 beds • 3 baths • 2,640 sqft

105 Palo De Oro Dr, Islamorada FL 33036

#612546, LISA FRINS P.A., Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

view of swimming pool featuring a water view and a patio

sunroom featuring a water view and ceiling fan

New - 2 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

drone / aerial view featuring a water view

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 - 2 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 - 2 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

back house at night with french doors, a balcony, and a patio area

living room featuring a water view, decorative columns, french doors, and light wood-type flooring

New - 2 days on Rocket

$10,400,000

5 beds • 7 baths • 6,083 sqft

104 Coastal Dr, Key Largo FL 33037

#613082, JOY C MARTIN, Listing Office: American Caribbean Real Estate, Christies International Real Estate

view of front of property featuring a balcony

New - 2 days on Rocket

$5,495,000

5 beds • 5 baths • 3,499 sqft

301 Oleander Dr, Tavernier FL 33070

#612524, Terry Canto,Top Producer, Listing Office: American Caribbean Real Estate, Christies International Real Estate

back of house featuring a fenced in pool, a patio, a balcony, and a lawn

back of house with a fenced in pool, a patio area, and a balcony

New - 2 days on Rocket

$4,999,999

5 beds • 2 baths • 4,732 sqft

108 N Bounty Ln, Key Largo FL 33037

#613092, Walters Luxury Group Gloria, Rachel and Michaela Walters, Listing Office: Ocean Sothebys International Realty

exterior space featuring an outdoor living space and a water view

New - 2 days on Rocket

$10,000 Closing Credit¹

$2,250,000

5 beds • 5.5 baths • 4,500 sqft

94825 Overseas Hwy Unit 28, Key Largo FL 33037

#611187, The Florida Keys Sold Sisters Sarah Ewald and Sabrina Wampler, Listing Office: Ocean Sothebys International Realty

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

dock area featuring a water view, a balcony, and a lawn

New - 2 days on Rocket

$10,000 Closing Credit¹

$1,999,000

5 beds • 3.5 baths • 2,779 sqft

290 Woods Ave, Tavernier FL 33070

#612589, Holly Hight, Listing Office: Island Equity Real Estate

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

New - 2 days on Rocket

$4,700,000

5 beds • 6 baths • 4,100 sqft

115 Spoonbill Rd, Tavernier FL 33070

#613286, Michael Jones, Listing Office: Fairchild Partners, Inc.

view of front of home with a garage and a balcony

view of swimming pool with a gazebo and a patio area

view of swimming pool featuring a gazebo and an in ground hot tub

New - 2 days on Rocket

$2,695,000

5 beds • 5 baths • 3,550 sqft

23 S Exuma Rd, Key Largo FL 33037

#612685, Steven Koleno, Listing Office: Beycome of Florida, LLC

rear view of house with a balcony and a patio

New - 2 days on Rocket

$5,995,000

5 beds • 4 baths • 4,014 sqft

87445 Old Hwy, Islamorada FL 33036

#612079, Cheri Tindall, Listing Office: Ocean Sothebys International Realty

view of front of property with french doors

view of side of property featuring french doors

New - 2 days on Rocket

$10,000 Closing Credit¹

$2,499,999

5 beds • 3 baths • 2,450 sqft

115 Azalea St, Tavernier FL 33070

#613188, Merlin Perez, Listing Office: Golden International Realty

New - 2 days on Rocket

$10,000 Closing Credit¹

$2,199,999

5 beds • 4 baths • 1,440 sqft

34 Atlantic Dr, Key Largo FL 33037

#613125, Joe C Vigo, P.A., Listing Office: RE/MAX All Keys Real Estate

rear view of property with ceiling fan, a fenced in pool, a balcony, and a patio

view of front of house featuring a balcony

view of front facade featuring a garage and a balcony

New - 2 days on Rocket

$4,799,000

5 beds • 4.5 baths • 3,800 sqft

66 S Andros Rd, Key Largo FL 33037

#612971, Katie Kennett, Listing Office: Coastal Realty of the Florida Keys

rear view of property featuring a pool with hot tub, a patio area, and a balcony

dock area featuring a pool, a water view, and a yard

New - 2 days on Rocket

$5,499,000

5 beds • 4 baths • 3,906 sqft

21 Mutiny Pl, Key Largo FL 33037

#610297, Walters Luxury Group Gloria, Rachel and Michaela Walters, Listing Office: Ocean Sothebys International Realty

New - 2 days on Rocket

$6,900,000

5 beds • 3 baths • 1,352 sqft

95351 Overseas Hwy, Key Largo FL 33037

#599881, Suzy Wiseman, Listing Office: Buccaneer R.E.

view of front facade featuring a balcony

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

New - 2 days on Rocket

$4,250,000

5 beds • 5 baths • 4,116 sqft

127 Redwing Rd, Tavernier FL 33070

#609330, SALLY STRIBLING, P.A., Listing Office: Coldwell Banker Schmitt Key Largo

New - 2 days on Rocket

$4,400,000

5 beds • 3 baths • 2,764 sqft

87950 Overseas Hwy, Islamorada FL 33036

#608885, Alina Davis, Listing Office: Coldwell Banker Schmitt Islamorada

beach home featuring a balcony and ceiling fan

New - 2 days on Rocket

$10,000 Closing Credit¹

$1,399,000

5 beds • 4 baths • 2,134 sqft

325 Calusa St Unit 489, Key Largo FL 33037

#609749, Joe C Vigo, P.A., Listing Office: RE/MAX All Keys Real Estate

back of house with an outdoor living space, pool water feature, a patio, and ceiling fan

kitchen with wall chimney exhaust hood, appliances with stainless steel finishes, a kitchen island, pendant lighting, and light stone countertops

New - 2 days on Rocket

$3,349,000

5 beds • 3.5 baths • 3,182 sqft

68 Bass Ave, Key Largo FL 33037

#609769, SALLY STRIBLING, P.A., Listing Office: Coldwell Banker Schmitt Key Largo

aerial view at dusk featuring a water view

pool at dusk with a gazebo, a lawn, and a patio area

pool at dusk with a patio and a water view

New - 2 days on Rocket

$14,500,000

5 beds • 5.5 baths • 5,113 sqft

57 Garden Cove Dr, Key Largo FL 33037

#611433, The Florida Keys Sold Sisters Sarah Ewald and Sabrina Wampler, Listing Office: Ocean Sothebys International Realty

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

living room featuring ceiling fan, a tray ceiling, and light tile patterned floors

New - 2 days on Rocket

$10,000 Closing Credit¹

$1,880,000

5 beds • 4 baths • 2,957 sqft

107 Point Pleasant Dr, Key Largo FL 33037

#611391, Lauren Hoefert Dunn, Listing Office: Coldwell Banker Schmitt Islamorada

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

New - 2 days on Rocket

$4,950,000

5 beds • 6 baths • 4,100 sqft

117 Leoni Dr, Islamorada FL 33036

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

Upper Keys, FL Real Estate Market Overview

Find your perfect 5 bedroom home in Upper Keys, FL. Browse 5 in Upper Keys, FL and connect with a Rocket Homes agent to get your dream home. The inventory of homes for sale in Upper Keys, FL between December 2024 and January 2025 increased by 20%. While the average time on the market in January 2025 was 75 days, the median list price was $1,000,000. Upper Keys, FL housing market in January 2025 saw over 0 listings sold above listed price, more than 0 sold at listed price and over 8 sold below.

From Rocket Homes Real Estate and based on county public records data

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

5 bedroom homes for sale in Upper Keys, FL

Upper Keys, FL Real Estate Market Overview

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Overview

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