Pending Listings in Monroe County, FL

186 homes

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UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Monroe County, FL:
You must come see this beautiful two-bedroom, two-bath home in New Town, featuring an oversized lot of over 8,000 square feet, a beautiful pool, and a tropical outdoor oasis you simply wouldn't expect until you step through the front door! This special property offers the perfect blend of island living, modern upgrades, and exceptional outdoor space. The lush, mature tropical landscaping creates a private backyard retreat, an outdoor bar included! Whether you're entertaining friends or enjoying a quiet afternoon in paradise, this outdoor oasis is sure to impress. Inside, you'll find a bright, open, and inviting home with a renovated kitchen featuring new cabinetry, granite countertops,

$995,000

2 beds2 baths1,008 sq ft

2514 Flagler Ave, Key West, FL 33040

Outdoor bar • Renovated kitchen • New cabinetry

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Monroe County, FL:
Situated on a quiet street in Key Colony Beach, this one bedroom one bath half duplex is waiting for a new owner, to live in it, rent it out for vacations or Long term rental. There is some water view of the canal across the Street.

$350,000

1 bed1 bath660 sq ft

8 Clara Blvd, Key Colony Beach, FL 33051

Quiet street • Canal • Water view

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Monroe County, FL:
Welcome to Your Private Slice of Paradise in Eden Pines! Nestled on a beautifully maintained, private 10,000-square-foot lot in the desirable Eden Pines neighborhood of Big Pine Key, this charming Florida Keys retreat offers the perfect blend of comfort, functionality, and island living. Thoughtfully designed with an inviting open-concept floor plan, this well-maintained home features beautifully updated bathrooms, spacious living areas, and an abundance of natural light. A garage provides exceptional storage for all your island essentials, while the expansive, fenced yard offers plenty of privacy and endless possibilities--including ample room to create your dream pool and outdoor oasis

$700,000

3 beds2 baths1,316 sq ft

29160 Primrose Ln, Big Pine Key, FL 33043

Covered porch • Community boat ramp • Private lot

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Monroe County, FL:
Water lovers, this one is for you! Adventure meets comfort in this fully renovated Coco Plum retreat, ideally positioned to enjoy the best of the Keys both on land and on the water. Located in a quiet beach community surrounded by lush protected mangroves, this property offers direct access to Coco Plum Canal, leading to the Atlantic Ocean, Valhalla Sandbar, Sparky's, The Island, and other favorite waterfront destinations just a boat ride away. And when you're ready to enjoy the beach, beautiful Coco Plum Beach is just a short walk or bike ride away! Set on a double lot, there's plenty of room for your boat trailer, RV with 30-amp hookup, and 4+ vehicles. A 60' aluminum dock with premium

$999,999

3 beds2 baths1,200 sq ft

1325 Avenue H, Marathon, FL 33050

New riprap seawall • Premium trex decking • 60 aluminum dock

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Monroe County, FL:
Beautifully renovated 3-bedroom, 2.5-bath townhome offering a perfect blend of style, comfort, and outdoor living. The stunning chef's kitchen features custom wood cabinetry, quartz waterfall countertops, and a premium KitchenAid appliance package. Additional interior upgrades include a new central A/C system, wood flooring throughout, two completely renovated upstairs bathrooms, and the addition of a convenient half bath on the main level. Enjoy indoor-outdoor living with screened porches, weather- and UV-protective vinyl blinds on the rear deck, and an expanded backyard patio finished with flagstone pavers. The professionally designed tropical landscape, created by a landscape architect,

$849,000

3 beds2.5 baths1,060 sq ft

8 Golf Club Dr, Key West, FL 33040

Wood flooring • Chef's kitchen • $510 HOA

Property at 17050 Old State Rd Unit 4A, Sugarloaf Key, FL 33042, 2 beds, 2 baths

$949,000

2 beds2 baths2,280 sq ft

17050 Old State Rd Unit 4A, Sugarloaf Key, FL 33042

Property at 606 Truman Ave Apt 1, Key West, FL 33040, 2 beds, 2 baths

$1,249,000

2 beds2 baths1,120 sq ft

606 Truman Ave Apt 1, Key West, FL 33040

Property at 101 Orange Ln, Islamorada, FL 33036, 4 beds, 3 baths

$735,000

4 beds3 baths1,889 sq ft

101 Orange Ln, Islamorada, FL 33036

Property at 212 Avenue G, Key West, FL 33040, 3 beds, 2.5 baths

$879,000

3 beds2.5 baths1,821 sq ft

212 Avenue G, Key West, FL 33040

Property at 114 Bessie Rd, Tavernier, FL 33070, 4 beds, 3.5 baths

$2,199,900

4 beds3.5 baths1,887 sq ft

114 Bessie Rd, Tavernier, FL 33070

Property at 637 E Caribbean Dr, Summerland Key, FL 33042, 2 beds, 1.5 baths

$1,100,000

2 beds1.5 baths1,040 sq ft

637 E Caribbean Dr, Summerland Key, FL 33042

Property at 234 Pescayo Ave, Marathon, FL 33050, 3 beds, 3.5 baths

$2,649,000

3 beds3.5 baths2,868 sq ft

234 Pescayo Ave, Marathon, FL 33050

Property at 11285 3rd Avenue Gulf, Marathon, FL 33050, 3 beds, 2 baths

$890,000

3 beds2 baths1,242 sq ft

11285 3rd Avenue Gulf, Marathon, FL 33050

Property at 18 Pen Key Club Clb, Upper Matecumbe Key Islamorada, FL 33036, 3 beds, 3 baths

$3,900,000

3 beds3 baths2,600 sq ft

18 Pen Key Club Clb, Upper Matecumbe Key Islamorada, FL 33036

Property at 316 Virginia St, Key West, FL 33040, 2 beds, 1 bath

$699,000

2 beds1 bath390 sq ft

316 Virginia St, Key West, FL 33040

Property at 265 S Point Dr, Sugarloaf Key, FL 33042, 4 beds, 3 baths

$2,549,000

4 beds3 baths2,594 sq ft

265 S Point Dr, Sugarloaf Key, FL 33042

Property at 3075 Flagler Ave Unit 12, Key West, FL 33040, 2 beds, 2 baths

$575,000

2 beds2 baths1,008 sq ft

3075 Flagler Ave Unit 12, Key West, FL 33040

Property at 27307 Martinique Ln, Ramrod Key, FL 33042, 3 beds, 2 baths

$995,000

3 beds2 baths1,242 sq ft

27307 Martinique Ln, Ramrod Key, FL 33042

Property at 75931 Overseas Hwy, Islamorada, FL 33036, 5 beds, 5.5 baths

$7,400,000

5 beds5.5 baths4,770 sq ft

75931 Overseas Hwy, Islamorada, FL 33036

(305) 712-8888

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

$3,250,000

4 beds4.5 baths2,665 sq ft

4800 Overseas Hwy #24, Marathon, FL 33050

Property at 2809 Flagler Ave, Key West, FL 33040, 4 beds, 2 baths

$999,000

4 beds2 baths2,274 sq ft

2809 Flagler Ave, Key West, FL 33040

Property at 1901 S Roosevelt Blvd Unit 208 N, Key West, FL 33040, 3 beds, 2 baths

$880,000

3 beds2 baths1,384 sq ft

1901 S Roosevelt Blvd Unit 208 N, Key West, FL 33040

Property at 5030 5th Ave #61, Stock Island, FL 33040, 3 beds, 2.5 baths

$615,600

3 beds2.5 baths1,274 sq ft

5030 5th Ave #61, Stock Island, FL 33040

Property at 31169 Avenue G, Big Pine Key, FL 33043, 3 beds, 2 baths

$650,000

3 beds2 baths1,248 sq ft

31169 Avenue G, Big Pine Key, FL 33043

Property at 2005 Fogarty Ave, Key West, FL 33040, 3 beds, 2 baths

$745,000

3 beds2 baths930 sq ft

2005 Fogarty Ave, Key West, FL 33040

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 1105 17th St, Key West, FL 33040, 4 beds, 2 baths

$1,200,000

4 beds2 baths1,554 sq ft

1105 17th St, Key West, FL 33040

Property at 8 Cactus Dr, Key West, FL 33040, 3 beds, 2 baths

$875,000

3 beds2 baths1,550 sq ft

8 Cactus Dr, Key West, FL 33040

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 281 Pelican Ln, Big Pine Key, FL 33043, 3 beds, 2 baths

$839,000

3 beds2 baths1,372 sq ft

281 Pelican Ln, Big Pine Key, FL 33043

Property at 516 Elizabeth St, Key West, FL 33040, 2 beds, 2.5 baths

$1,890,000

2 beds2.5 baths1,495 sq ft

516 Elizabeth St, Key West, FL 33040

Property at 812 Carsten Ln, Key West, FL 33040, 3 beds, 2 baths

$2,599,000

3 beds2 baths1,204 sq ft

812 Carsten Ln, Key West, FL 33040

Property at 201 Coppitt Rd Unit 104B, Key West, FL 33040, 1 bed, 1 bath

$299,000

1 bed1 bath536 sq ft

201 Coppitt Rd Unit 104B, Key West, FL 33040

Property at 1422 Boca Chica Rd, Key West, FL 33040, 3 beds, 2 baths

$1,259,000

3 beds2 baths1,304 sq ft

1422 Boca Chica Rd, Key West, FL 33040

Property at 252 Oleander Dr, Key Largo, FL 33037, 2 beds, 2 baths

$450,000

2 beds2 baths1,430 sq ft

252 Oleander Dr, Key Largo, FL 33037

Property at 58110 Ferreire St, Grassy Key, FL 33050, 3 beds, 2 baths

$639,000

3 beds2 baths1,286 sq ft

58110 Ferreire St, Grassy Key, FL 33050

Property at 420 W Indies Dr, Ramrod Key, FL 33042, 3 beds, 2 baths

$850,000

3 beds2 baths1,036 sq ft

420 W Indies Dr, Ramrod Key, FL 33042

Property at 667 E Caribbean Dr, Summerland Key, FL 33042, 2 beds, 2 baths

$1,050,000

2 beds2 baths1,095 sq ft

667 E Caribbean Dr, Summerland Key, FL 33042

Property at 626 Fleming St Unit A, Key West, FL 33040, 3 beds, 2.5 baths

$1,299,000

3 beds2.5 baths1,260 sq ft

626 Fleming St Unit A, Key West, FL 33040

Property at 1300 Seminary St, Key West, FL 33040, 3 beds, 3.5 baths

$2,250,000

3 beds3.5 baths1,470 sq ft

1300 Seminary St, Key West, FL 33040

Property at 815 Pearl St #2, Key West, FL 33040, 1 bed, 1 bath

$559,000

1 bed1 bath546 sq ft

815 Pearl St #2, Key West, FL 33040

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Based on information submitted to the MLS GRID as of Mon Nov 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.

Pending Listings in Monroe County

There are currently 186 pending listings for sale in Monroe County at a median listing price of $1.17M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Monroe County stay on the market for 148 days. This map is refreshed with the newest listings in Monroe County every 15 minutes.

In the past month, 131 homes have been sold in Monroe County. In addition to houses in Monroe County, there were also 213 condos, 120 townhouses, and 66 multi-family units for sale in Monroe County last month. Find your dream home in Monroe County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Monroe County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Monroe County. If you're looking to sell your home in the Monroe County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Monroe County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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