Monroe County, FL homes for sale & real estate

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ABOUT THIS HOME
Monroe County, FL Homes for Sale
Situated on a spacious corner lot in desirable Midtown West, 1221 Ashby Street offers the perfect blend of comfort, privacy, and island living. The main residence features 2 bedrooms, 2 bathrooms, and inviting living spaces, while a separate 1-bedroom, 1-bathroom poolside cottage provides additional flexibility for guests or extended family. Together, the two structures offer 1,374 square feet of living space. The oversized outdoor area is designed for enjoying the Key West lifestyle, featuring a large swimming pool, spacious decking, lounge chairs, umbrellas, and an outdoor dining area ideal for entertaining. Covered off-street parking adds convenience to this property's many desirable fea

$1,399,000

3 beds3 baths1,374 sq ft

1221 Ashby St, Key West, FL 33040

Poolside cottage • Updated • Outdoor dining area

NEW 9 HRS AGO

ABOUT THIS HOME
Monroe County, FL Homes for Sale
Market Rate Building Right Only. Transferal within the City of Marathon. Sender and Receiver must be approved by City please inquire for details. Buyer to pay ALL closing costs associated with the transaction Preliminary estimate of closing costs available upon request .

$105,000

4 beds6 baths— sq ft

TBR 9956 Aviation Blvd, Marathon, FL 33050

OPEN SUN, 12PM TO 3PM3D WALKTHROUGH

ABOUT THIS HOME
Monroe County, FL Homes for Sale
Beautiful modern design meets tropical estate living in this stunning half-acre property on Cudjoe Key! Just 21 miles from Key West, with Key West International Airport offering a growing list of flights reaching all over the country, this private retreat puts island life within easy reach. Built in 2023, this 3 bed / 2 bath coastal contemporary offers 1,696 sq ft of light-filled living beneath soaring 15-ft vaulted ceilings, plus expansive covered porches that catch the ocean breeze and frame stunning open-water views. Step outside to your Keys oasis: a new concrete pool with sun shelf, poolside tiki hut, and lush grass lawn enclosed by custom black aluminum fencing (a dream for four-legge

$1,645,000

3 beds2 baths1,696 sq ft

165 Colson Dr, Cudjoe Key, FL 33042

New concrete pool • Cgi impact windows • Poolside tiki hut

NEW 11 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Monroe County, FL Homes for Sale
A sought-after opportunity to own a single-family home in Key Colony Beach at this price point--an appealing alternative to a half-duplex with intriguing possibilities for the future. Currently configured as a 2-bedroom, 2-bath single-family residence, this charming bungalow was originally a duplex with a 1-bedroom, 1-bath layout on each side and retains duplex zoning. Vaulted ceilings throughout and a bright, updated interior create a relaxed and welcoming atmosphere. The open living area extends to a back patio where you can enjoy soft evening breezes and sunset skies after a day on the water. With 40 feet of dockage and quick ocean access, heading out for a morning cruise or fishing trip

$899,000

2 beds2 baths1,290 sq ft

97 Coral Ln, Key Colony Beach, FL 33051

Quick ocean access • 40 feet of dockage • Back patio

NEW 13 HRS AGO

ABOUT THIS HOME
Monroe County, FL Homes for Sale
Welcome to resort-style living in the prestigious Buttonwood community of Key Largo. This beautifully situated 2-bedroom, 2-bath residence offers a spacious living area, in-unit washer and dryer, and a private balcony overlooking the water—perfect for relaxing and taking in the serene Keys lifestyle. A standout feature is the unit’s own deeded 36-foot boat dock with immediate bay access, making boating and waterfront living effortless. Enjoy an exceptional collection of community amenities, including resort-style pools, tennis courts, a private beach, fitness center, and clubhouse. Spend your days boating, kayaking, paddleboarding, lounging by the water, or watching unforgettabl

$1,095,000

2 beds2 baths1,278 sq ft

96000 Overseas Hwy Unit W22, Key Largo, FL 33037

Immediate bay access • Resort-style pools • Private balcony

(305) 662-7325

Property at 97652 Overseas Hwy Unit HH31, Key Largo, FL 33037, 3 beds, 2 baths

$1,599,000

3 beds2 baths1,685 sq ft

97652 Overseas Hwy Unit HH31, Key Largo, FL 33037

Property at 10881 7th Avenue Gulf, Marathon, FL 33050, 4 beds, 3.5 baths

$1,200,000

4 beds3.5 baths1,888 sq ft

10881 7th Avenue Gulf, Marathon, FL 33050

Property at 5405 3rd Ave, Stock Island, FL 33040, 3 beds, 3 baths

$469,000

3 beds3 baths1,312 sq ft

5405 3rd Ave, Stock Island, FL 33040

Property at 206 Pimlico Ln, Key Largo, FL 33037, 3 beds, 2 baths

$1,300,000

3 beds2 baths1,677 sq ft

206 Pimlico Ln, Key Largo, FL 33037

Property at 1311 Truman Ave, Key West, FL 33040, 7 beds, 7.5 baths

$6,449,000

7 beds7.5 baths4,306 sq ft

1311 Truman Ave, Key West, FL 33040

Property at 473 W 105th Street Ocean, Marathon, FL 33050, 2 beds, 2 baths

$499,000

2 beds2 baths1,120 sq ft

473 W 105th Street Ocean, Marathon, FL 33050

Property at 107 Azalea St, Tavernier, FL 33070, 5 beds, 3 baths

$2,800,000

5 beds3 baths1,950 sq ft

107 Azalea St, Tavernier, FL 33070

Property at 1129 Pebble Beach Ln Apt 11, Duck Key, FL 33050, 2 beds, 2 baths

$275,000

2 beds2 baths860 sq ft

1129 Pebble Beach Ln Apt 11, Duck Key, FL 33050

Property at 150 Sabal Ave, Tavernier, FL 33070, 2 beds, 2 baths

$875,000

2 beds2 baths1,152 sq ft

150 Sabal Ave, Tavernier, FL 33070

Property at 1153 70th Street Gulf, Marathon, FL 33050, 6 beds, 6.5 baths

$14,999,000

6 beds6.5 baths6,661 sq ft

1153 70th Street Gulf, Marathon, FL 33050

Property at 22960 Sharp Ln, Cudjoe Key, FL 33042, 2 beds, 1 bath

$525,000

2 beds1 bath975 sq ft

22960 Sharp Ln, Cudjoe Key, FL 33042

Property at 27416 Tobago Ln, Ramrod Key, FL 33042, 3 beds, 2 baths

$1,399,000

3 beds2 baths2,006 sq ft

27416 Tobago Ln, Ramrod Key, FL 33042

Property at 82719 Old Hwy, Islamorada, FL 33036, 7 beds, 10.5 baths

$24,995,000

7 beds10.5 baths10,182 sq ft

82719 Old Hwy, Islamorada, FL 33036

(305) 931-8266

Property at 615 Amelia St, Key West, FL 33040, 2 beds, 2.5 baths

$1,699,000

2 beds2.5 baths1,463 sq ft

615 Amelia St, Key West, FL 33040

Property at 303 Sombrero Blvd #207, Marathon, FL 33050, 2 beds, 2 baths

$569,000

2 beds2 baths973 sq ft

303 Sombrero Blvd #207, Marathon, FL 33050

Property at 1423 Rose St, Key West, FL 33040, 4 beds, 3.5 baths

$1,895,000

4 beds3.5 baths2,282 sq ft

1423 Rose St, Key West, FL 33040

Property at 607 Cuda Ln, Key Largo, FL 33037, 3 beds, 3.5 baths

$2,000,000

3 beds3.5 baths1,206 sq ft

607 Cuda Ln, Key Largo, FL 33037

(305) 594-2600

Property at 17287 Cayman Dr Dr #17287, Sugarloaf Key, FL 33042, 3 beds, 2 baths

$7,800

3 beds2 baths1,488 sq ft

17287 Cayman Dr Dr #17287, Sugarloaf Key, FL 33042

Property at 1100 Johnson St, Key West, FL 33040, 4 beds, 3 baths

$5,200,000

4 beds3 baths2,058 sq ft

1100 Johnson St, Key West, FL 33040

Property at 755 W Ocean Dr #7, Key Colony Beach, FL 33051, 1 bed, 1 bath

$550,000

1 bed1 bath675 sq ft

755 W Ocean Dr #7, Key Colony Beach, FL 33051

Property at 1151 Sugarloaf Blvd, Sugarloaf Key, FL 33042, 3 beds, 2 baths

$1,499,000

3 beds2 baths2,144 sq ft

1151 Sugarloaf Blvd, Sugarloaf Key, FL 33042

Property at 94825 Overseas Hwy #237, Key Largo, FL 33037, 3 beds, 2.5 baths

$875,000

3 beds2.5 baths1,804 sq ft

94825 Overseas Hwy #237, Key Largo, FL 33037

(888) 883-8509

Property at 3728 Flagler Ave, Key West, FL 33040, 5 beds, 4.5 baths

$3,700,000

5 beds4.5 baths3,091 sq ft

3728 Flagler Ave, Key West, FL 33040

Property at 809 Fleming St, Key West, FL 33040, 4 beds, 3 baths

$1,795,000

4 beds3 baths1,773 sq ft

809 Fleming St, Key West, FL 33040

Property at 415 & 417 Truman Ave, Key West, FL 33040, 5 beds, 3.5 baths

$3,850,000

5 beds3.5 baths2,280 sq ft

415 & 417 Truman Ave, Key West, FL 33040

Property at 2911 Seidenberg Ave, Key West, FL 33040, 3 beds, 2 baths

$1,195,000

3 beds2 baths1,052 sq ft

2911 Seidenberg Ave, Key West, FL 33040

Property at 1217 Mockingbird Rd, Key Largo, FL 33037, 4 beds, 3 baths

$2,200,000

4 beds3 baths2,328 sq ft

1217 Mockingbird Rd, Key Largo, FL 33037

(305) 444-7833

Property at 391 10th St, Key Colony Beach, FL 33051, 3 beds, 3 baths

$1,185,000

3 beds3 baths2,166 sq ft

391 10th St, Key Colony Beach, FL 33051

Property at 309 Lance Ln, Key Largo, FL 33037, 3 beds, 1.5 baths

$430,000

3 beds1.5 baths1,413 sq ft

309 Lance Ln, Key Largo, FL 33037

Property at 701 Spanish Main Dr #321, Cudjoe Key, FL 33042, 2 beds, 2 baths

$799,000

2 beds2 baths963 sq ft

701 Spanish Main Dr #321, Cudjoe Key, FL 33042

Property at 415 Sombrero Beach Rd, Marathon, FL 33050, 3 beds, 2 baths

$1,999,950

3 beds2 baths1,710 sq ft

415 Sombrero Beach Rd, Marathon, FL 33050

Property at 569 Pirates Rd, Little Torch Key, FL 33042, 3 beds, 2 baths

$1,150,000

3 beds2 baths1,564 sq ft

569 Pirates Rd, Little Torch Key, FL 33042

Property at 65760 Overseas Hwy, Long Key, FL 33001, 5 beds, 5 baths

$9,999,000

5 beds5 baths5,048 sq ft

65760 Overseas Hwy, Long Key, FL 33001

Property at 222 Cuba Rd, Key Largo, FL 33070, 3 beds, 2 baths

$465,000

3 beds2 baths1,620 sq ft

222 Cuba Rd, Key Largo, FL 33070

Property at 5 Mccoy Cir #5, Key West, FL 33040, 2 beds, 2.5 baths

$1,350,000

2 beds2.5 baths1,387 sq ft

5 Mccoy Cir #5, Key West, FL 33040

Property at 48 S Andros Rd, Key Largo, FL 33037, 4 beds, 4 baths

$3,100,000

4 beds4 baths3,024 sq ft

48 S Andros Rd, Key Largo, FL 33037

(954) 854-6668

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Based on information submitted to the MLS GRID as of Fri Oct 09 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
$985,000
Tavernier homes for sale
$732,000
Layton homes for sale
$1,099,495
Big Coppitt Key homes for sale
$949,500
Islamorada homes for sale
$2,225,000
Duck Key homes for sale
$1,100,000
Leisure City homes for sale
$479,950
North Key Largo homes for sale
$945,000
Big Pine Key homes for sale
$899,000
Homestead homes for sale
$378,500
Cudjoe Key homes for sale
$1,399,000
Marathon homes for sale
$1,250,000
Key Colony Beach homes for sale
$999,000
Florida City homes for sale
$399,900

Counties

Broward County homes for sale
$394,900
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)

$987,500

+3.1% YoY | Aug 2026

1 year
3 year
5 year

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

Location

Data

Aug 2026

Growth

% YoY

Monroe County, FL

$987,500

+3.1%

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