Monroe County, FL homes for sale & real estate

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ABOUT THIS HOME
Monroe County, FL Homes for Sale
Discover your personal island sanctuary in the heart of Cudjoe Key, where every day feels like Margaritaville. This stunning 2-bedroom, 2-bathroom single-family home has been thoughtfully updated to offer the ultimate waterfront lifestyle, featuring a sleek kitchen with a central island, 2025 updated appliances and two beautifully remodeled bathrooms. The interior glows with natural light, highlighted by impact-resistant windows and elegant French doors that lead to an open balcony. The floor plan is designed for effortless living, including a versatile bonus room and a separate dining area that provides a front-row seat to the tranquil canal. For added convenience, the spacious walk-in clo

$1,269,000

2 beds2 baths1,100 sq ft

116 Spanish Main Dr, Cudjoe Key, FL 33042

Versatile bonus room • Open balcony • Sleek kitchen

ABOUT THIS HOME
Monroe County, FL Homes for Sale
Endless possiblities! Two units to rent for the investor or live in one and produce income from the other unit. Downstairs you have a 3/1.5 with an open floor plan and covered porch with a patio. Upstairs you have a 2/1 floor plan and a mother in law lock out. All units have W/ D hook ups and central air. Low maintence yardcare. Covered and dedicated parking with street parking as well. Great location close to downtown and the beaches. Owner is a general contractor and has lived in the home since 1972 and added the second story in 1994.

$1,699,999

7 beds4.5 baths2,501 sq ft

1504 Flagler Ave, Key West, FL 33040

Covered porch • Open floor plan • Separate staircases

ABOUT THIS HOME
Monroe County, FL Homes for Sale
COZY AND COMFY IS THE BEST WAY TO DESCRIBE THIS 2/2 HOME. LOCATED IN SILVER SHORES A FULLY GATED ''OVER 55'' COMMUNITY. THIS HOME HAS AN HUGE BACKYARD, AND A VERY INVITING AND COMPLETELY FURNISHED SCREEN PORCH . YOU WILL LOVE LIVING HERE ON A FULL TIME, SEASONAL, OR WEEKEND BASIS. .. SILVER SHORES FEATURES A CLUBHOUSE, 70' HEATED AND CHILLED POOL, MARINA, SMALL BOAT RAMP, TENNIS, PICKLEBALL, SHUFFLEBOARD, AND BOCCE BALL COURTS. PLUS LOTS OF PARTIES, ACTIVITIES, AND SPECIAL EVENTS!!! THE OWNER HAS PAID THE INITIAL $25K TOWARDS THE SPECIAL ASSESSMENT.

$429,000

2 beds2 baths920 sq ft

505 N Ruby Ave, Key Largo, FL 33037

Gated community • Clubhouse • Huge backyard

ABOUT THIS HOME
Monroe County, FL Homes for Sale
Least expensive Condo at OP, this 1/1 has Impact windows and sliders with a nice Ocean view. Enjoy the direct Ocean Access Marina, Jr. Olympic pool and 14 person spa, Private Oceanfront Cafe & Lounge, Nice beach area with Tiki's , Lighted Pickle ball & Tennis courts. Boats have to be under 28ft and insured. Owners may rent their place or live here full time and Homestead their OP condo. OP is a gated community with 24/7 security and a fire sprinkler system in every room of every condo. This owner never rented their place so there are no rental numbers.

$459,000

1 bed1 bath577 sq ft

500 Burton Dr #2304, Tavernier, FL 33070

Ocean view • 14 person spa • Ocean access marina

ABOUT THIS HOME
Monroe County, FL Homes for Sale
Fantastic 6 Bedroom, 4 Bath 3,248 sq. ft. waterfront pool home in Key Colony Beach, an upscale coastal community of waterfront homes that allows weekly rentals and offers a plethora of amenities including gorgeous beaches, a beach club, golf, tennis, pickleball, restaurants, parks, shopping and more! World-class fishing and diving are just minutes from your 75' concrete dock on a 100' wide crystal clear canal offering quick ocean access. After a day on the water relax by your waterfront pool or take a bike ride to one of the great restaurants the island has to offer. The 2-story home is perfect for large families and guests with living areas on both floors and 2 Primary Suites. The home ha

$2,499,000

6 beds4 baths3,248 sq ft

581 10th St, Key Colony Beach, FL 33051

Quick ocean access • 75 concrete dock • Waterfront pool home

Property at 104350 Overseas Hwy Unit A509, Key Largo, FL 33037, 2 beds, 1.5 baths

$772,000

2 beds1.5 baths1,309 sq ft

104350 Overseas Hwy Unit A509, Key Largo, FL 33037

Property at 6810 Front St Unit SC-M 4, Key West, FL 33040

$225,000

— beds— baths— sq ft

6810 Front St Unit SC-M 4, Key West, FL 33040

Property at 5950 Peninsular Ave #643, Key West, FL 33040

$499,000

— beds— baths— sq ft

5950 Peninsular Ave #643, Key West, FL 33040

Property at 1409 Whalton St, Key West, FL 33040, 8 beds, 4 baths

$2,500,000

8 beds4 baths1,504 sq ft

1409 Whalton St, Key West, FL 33040

Property at 101 Ocean Shores Dr, Key Largo, FL 33037, 4 beds, 3.5 baths

$2,850,000

4 beds3.5 baths3,957 sq ft

101 Ocean Shores Dr, Key Largo, FL 33037

Property at 84961 Old Hwy Lot 27, Islamorada, FL 33036, 1 bed, 1 bath

$899,000

1 bed1 bath468 sq ft

84961 Old Hwy Lot 27, Islamorada, FL 33036

Property at 701 Spanish Main Dr #639, Cudjoe Key, FL 33042, 2 beds, 1 bath

$425,000

2 beds1 bath748 sq ft

701 Spanish Main Dr #639, Cudjoe Key, FL 33042

Property at 4800 Overseas Hwy #24, Marathon, FL 33050, 4 beds, 4.5 baths

$2,950,000

4 beds4.5 baths2,665 sq ft

4800 Overseas Hwy #24, Marathon, FL 33050

Property at 220 W Indies Rd, Tavernier, FL 33070, 4 beds, 2 baths

$714,900

4 beds2 baths1,541 sq ft

220 W Indies Rd, Tavernier, FL 33070

Property at 94825 Overseas #254, Key Largo, FL 33037, 3 beds, 2.5 baths

$949,000

3 beds2.5 baths1,675 sq ft

94825 Overseas #254, Key Largo, FL 33037

(305) 253-2800

Property at 81801 Overseas Highway Hwy #714, Islamorada, FL 33036, 1 bed, 1 bath

$710,000

1 bed1 bath550 sq ft

81801 Overseas Highway Hwy #714, Islamorada, FL 33036

Property at 88500 Overseas Hwy #208, Tavernier, FL 33070, 2 beds, 1.5 baths

$499,900

2 beds1.5 baths794 sq ft

88500 Overseas Hwy #208, Tavernier, FL 33070

(305) 594-2600

Property at 127 & 121 Monroe Dr Unit 1-3, Tavernier, FL 33070, 4 beds, 4 baths

$2,899,000

4 beds4 baths2,409 sq ft

127 & 121 Monroe Dr Unit 1-3, Tavernier, FL 33070

Property at 12555 Overseas Hwy Unit C, Marathon, FL 33050, 4 beds, 3 baths

$1,245,000

4 beds3 baths1,740 sq ft

12555 Overseas Hwy Unit C, Marathon, FL 33050

Property at 325 Calusa Street #409, Key Largo, FL 33037, 1 bed, 1 bath

$450,000

1 bed1 bath— sq ft

325 Calusa Street #409, Key Largo, FL 33037

(305) 791-4291

Property at 84961 Old Hwy #41, Islamorada, FL 33036, 1 bed, 1 bath

$450,000

1 bed1 bath— sq ft

84961 Old Hwy #41, Islamorada, FL 33036

Property at 10877 Overseas Hwy #37, Marathon, FL 33050, 1 bed, 2 baths

$515,000

1 bed2 baths850 sq ft

10877 Overseas Hwy #37, Marathon, FL 33050

(305) 418-9500

Property at 59720 Overseas Hwy #9, Marathon, FL 33050, 5 beds, 4.5 baths

$3,100,000

5 beds4.5 baths3,013 sq ft

59720 Overseas Hwy #9, Marathon, FL 33050

Property at 235 Anne Bonny Dr, Key Largo, FL 33034

$2,000

Land5,000.00 acre (lot)

235 Anne Bonny Dr, Key Largo, FL 33034

(305) 588-6651

Property at 906 Williams Aly, Key West, FL 33040

$525,000

Land3,685 sq ft (lot)

906 Williams Aly, Key West, FL 33040

Property at 701 Spanish Main Dr Lot 610, Cudjoe Key, FL 33042

$199,000

Land2,082 sq ft (lot)

701 Spanish Main Dr Lot 610, Cudjoe Key, FL 33042

Property at 149 Iroquois Dr, Islamorada, FL 33036

$849,000

Land6,600 sq ft (lot)

149 Iroquois Dr, Islamorada, FL 33036

Property at 125 Bimini Dr, Duck Key, FL 33050

$95,000

Land0.27 acre (lot)

125 Bimini Dr, Duck Key, FL 33050

Property at 29517 Big Pine St, Big Pine Key, FL 33043

$400,000

Land6,035 sq ft (lot)

29517 Big Pine St, Big Pine Key, FL 33043

Property at 1155 Thatch Ln, Cudjoe Key, FL 33042

$249,000

Land7,000 sq ft (lot)

1155 Thatch Ln, Cudjoe Key, FL 33042

Property at 229 Coral Rd, Islamorada, FL 33036

$1,595,000

Land0.48 acre (lot)

229 Coral Rd, Islamorada, FL 33036

Property at 30860 Malaga Ln, Big Pine Key, FL 33043

$150,000

Land5,500 sq ft (lot)

30860 Malaga Ln, Big Pine Key, FL 33043

Property at 701 Spanish Main Dr Lot 399, Cudjoe Key, FL 33042

$255,000

Land2,078 sq ft (lot)

701 Spanish Main Dr Lot 399, Cudjoe Key, FL 33042

Property at 101 S Bahama Dr, Duck Key, FL 33050

$349,000

Land9,212 sq ft (lot)

101 S Bahama Dr, Duck Key, FL 33050

Property at Undisclosed address, Cudjoe Key, FL 33042

$985,000

Land6,000 sq ft (lot)

Undisclosed address, Cudjoe Key, FL 33042

(866) 595-6025

Property at 62900 Overseas Hwy #53, Conch Key, FL 33050

$575,000

Land5,500 sq ft (lot)

62900 Overseas Hwy #53, Conch Key, FL 33050

Property at 29 Dolphin Rd, Key Largo, FL 33037

$169,000

Land5,500 sq ft (lot)

29 Dolphin Rd, Key Largo, FL 33037

(786) 999-9837

Property at 54 Sunset Rd, Key Largo, FL 33037

$6,700,000

Land0.87 acre (lot)

54 Sunset Rd, Key Largo, FL 33037

Property at Vacant 3A Treasure Rd, Marathon, FL 33050

$599,000

Land8,870 sq ft (lot)

Vacant 3A Treasure Rd, Marathon, FL 33050

Property at 74900 Overseas Hwy, Islamorada, FL 33036

$3,900,000

Land0.74 acre (lot)

74900 Overseas Hwy, Islamorada, FL 33036

(786) 556-3434

Property at 27334 Saint Lucie Ln, Ramrod Key, FL 33042

$215,000

Land7,870 sq ft (lot)

27334 Saint Lucie Ln, Ramrod Key, FL 33042

(954) 825-5722

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Based on information submitted to the MLS GRID as of Thu Aug 27 2026. 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.

Average home prices near Monroe County, FL

Cities

Key Largo homes for sale
$979,000
Tavernier homes for sale
$734,500
Big Coppitt Key homes for sale
$899,000
Islamorada homes for sale
$2,195,000
Duck Key homes for sale
$1,015,000
Leisure City homes for sale
$479,900
North Key Largo homes for sale
$1,122,500
Big Pine Key homes for sale
$899,000
Homestead homes for sale
$380,000
Cudjoe Key homes for sale
$1,399,000
Marathon homes for sale
$1,200,000
Key Colony Beach homes for sale
$1,024,000
Florida City homes for sale
$399,000

Counties

Broward County homes for sale
$390,000
Miami-Dade County homes for sale
$595,000

Monroe County, FL real estate trends

All Home Types trends in Monroe County, FL

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$1,101,891

+24.5% YoY | Jun 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jun 2026

Growth

% YoY

Monroe County, FL

$1,101,891

+24.5%

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