Pending Listings in Monroe County, FL

198 homes

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UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Monroe County, FL:
Double Lot Property with plenty of room to roam. Charming, quaint and inviting best describes this 2-bedroom, 2-bath home offering two spacious lots, 10,000 sf offering endless possibilities for island living and future potential. Designed with a desirable split-bedroom floor plan, the home provides comfort and privacy while embracing the relaxed Keys lifestyle. Move-in ready. Enjoy your morning coffee or evening cocktails from the shaded front porch overlooking the expansive grassy yard filled with lush tropical and native landscaping, creating a peaceful setting to enjoy the beauty of nature year-round. The oversized property offers plenty of parking for cars, boats, RVs, and all your rec

$495,000

2 beds2 baths832 sq ft

917 Plantation Rd, Key Largo, FL 33037

Shaded front porch • Oversized property • 0.23 acre lot

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Monroe County, FL:
Most sell due to medical expenses! Discover the pinnacle of island luxury in this stunning canal-front estate located in prestigious Duck Key. Completely transformed by a 2022 remodel, this 4-bedroom, 4-bathroom residence offers an effortless blend of modern sophistication and relaxed Keys living. Set on a generous 12,500-square-foot lot, the resort-style outdoor space features a custom tiki hut with an outdoor kitchen, a sparkling saltwater pool, and a 100-foot concrete seawall. Serious boaters will love the brand-new 20,000-pound lift with 50-amp service and a custom storage shed. The interior features over 3,400 square feet of beautifully finished space, including a gourmet kitchen featu

$2,697,500

4 beds3.5 baths3,402 sq ft

1100 S Indies Dr, Duck Key, FL 33050

Concrete seawall • Saltwater pool • Canal front estate

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Monroe County, FL:
Welcome home to 101 Golf Club Drive, the key to your slice of paradise! This home is nestled mid-way in the gated Key West Golf Course Community and a short walk to pools, fitness center, butterfly garden, and a club house. From the home, the back faces unobstructed views of the 1st Fairway, while the front faces the quaint, white picket fence lined drive. Upstairs, each bedroom has its own bathroom and balcony, providing privacy to you and your family or guests. No need to make upgrades as new stainless steel appliances, hot water heater, flooring, insulation & paint are throughout! The home has also been recently tented with warranty, giving an additional peace of mind your home is

$649,999

2 beds2 baths900 sq ft

101 Golf Club Dr, Key West, FL 33040

Move in ready • $510 HOA • Pool

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Monroe County, FL:
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

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Monroe County, FL:
This charming and meticulously maintained property is perfect for anyone looking to start enjoying the tropical paradise of the Florida Keys. It comes fully furnished with a cozy coastal style and features 2 bedroom, 1 bathroom, and an enclosed patio area with a pull-out bed and living area. The living room is bright and spacious, while the kitchen is open and easily accessible for entertaining on the patio. The garden patio at the entrance is an ideal spot to admire the beautiful mornings and evenings outside. Conveniently located in the popular Venture Out Park, this property offers all the amenities you could want. This includes a ships store, marina with fuel docks, boat ramp, large, he

$399,900

2 beds1 bath833 sq ft

701 Spanish Main Dr #140, Cudjoe Key, FL 33042

Enclosed patio area • Garden patio • Heated pool

Property at 807 Bonito Ln, Key Largo, FL 33037, 4 beds, 3 baths

$1,900,000

4 beds3 baths2,410 sq ft

807 Bonito Ln, Key Largo, FL 33037

Property at 370 11th St, Key Colony Beach, FL 33051, 3 beds, 2 baths

$999,000

3 beds2 baths1,548 sq ft

370 11th St, Key Colony Beach, FL 33051

Property at 3314 Northside Dr #55, Key West, FL 33040, 3 beds, 2 baths

$599,900

3 beds2 baths1,050 sq ft

3314 Northside Dr #55, Key West, FL 33040

Property at 500 22nd St Ocean Unit 1-4, Marathon, FL 33050, 8 beds, 4 baths

$1,175,000

8 beds4 baths2,780 sq ft

500 22nd St Ocean Unit 1-4, Marathon, FL 33050

Property at 27348 Dominica Ln, Ramrod Key, FL 33042, 3 beds, 2 baths

$2,200,000

3 beds2 baths1,512 sq ft

27348 Dominica Ln, Ramrod Key, FL 33042

Property at 340-350 E Ocean Dr, Key Colony Beach, FL 33051, 5 beds, 3 baths

$1,550,000

5 beds3 baths2,918 sq ft

340-350 E Ocean Dr, Key Colony Beach, FL 33051

Property at 1425 Eliza St, Key West, FL 33040, 3 beds, 1 bath

$650,000

3 beds1 bath1,342 sq ft

1425 Eliza St, Key West, FL 33040

Property at 1 Transient Licence, Key West, FL 33040

$449,000

— beds— baths— sq ft

1 Transient Licence, Key West, FL 33040

Property at 1 Waterfront Tdr For Sale Ave, Islamorada, FL 33036

$400,000

— beds— baths— sq ft

1 Waterfront Tdr For Sale Ave, Islamorada, FL 33036

Property at 4 Tina Pl, Key Largo, FL 33037, 2 beds, 1 bath

$465,000

2 beds1 bath804 sq ft

4 Tina Pl, Key Largo, FL 33037

Property at 8 S Andros Rd, Key Largo, FL 33037, 2 beds, 1.5 baths

$698,000

2 beds1.5 baths1,007 sq ft

8 S Andros Rd, Key Largo, FL 33037

Property at 236 Tarpon St, Tavernier, FL 33070, 3 beds, 2.5 baths

$3,350,000

3 beds2.5 baths1,536 sq ft

236 Tarpon St, Tavernier, FL 33070

Property at 1501 Florida St, Key West, FL 33040, 4 beds, 3 baths

$2,595,000

4 beds3 baths1,931 sq ft

1501 Florida St, Key West, FL 33040

Property at 207 E Bruce Ct, Marathon, FL 33050, 4 beds, 4 baths

$2,550,000

4 beds4 baths2,080 sq ft

207 E Bruce Ct, Marathon, FL 33050

Property at 5030 5th Ave #60, Stock Island, FL 33040, 3 beds, 2.5 baths

$615,600

3 beds2.5 baths1,274 sq ft

5030 5th Ave #60, Stock Island, FL 33040

Property at 101 N Coral Ln, Key Colony Beach, FL 33051, 2 beds, 2 baths

$1,324,000

2 beds2 baths1,144 sq ft

101 N Coral Ln, Key Colony Beach, FL 33051

Property at 115 Windy Point Cir, Marathon, FL 33050, 3 beds, 3 baths

$4,400,000

3 beds3 baths2,623 sq ft

115 Windy Point Cir, Marathon, FL 33050

Property at 501 Caribbean Dr, Key Largo, FL 33037, 4 beds, 4 baths

$3,250,000

4 beds4 baths2,700 sq ft

501 Caribbean Dr, Key Largo, FL 33037

Property at 32C 10th Ave, Stock Island, FL 33040, 2 beds, 2 baths

$399,000

2 beds2 baths840 sq ft

32C 10th Ave, Stock Island, FL 33040

Property at 157 Mars Ln, Key West, FL 33040, 3 beds, 2 baths

$873,000

3 beds2 baths1,056 sq ft

157 Mars Ln, Key West, FL 33040

Property at 1220 Georgia St, Key West, FL 33040, 4 beds, 3 baths

$1,899,000

4 beds3 baths1,602 sq ft

1220 Georgia St, Key West, FL 33040

Property at 914 S Emerald Dr, Key Largo, FL 33037, 2 beds, 2 baths

$399,750

2 beds2 baths1,056 sq ft

914 S Emerald Dr, Key Largo, FL 33037

Property at 180 La Paloma Rd, Key Largo, FL 33037, 3 beds, 3 baths

$1,375,000

3 beds3 baths2,070 sq ft

180 La Paloma Rd, Key Largo, FL 33037

Property at 927 Thomas St #2, Key West, FL 33040, 2 beds, 2 baths

$1,175,000

2 beds2 baths1,205 sq ft

927 Thomas St #2, Key West, FL 33040

Property at 20920 5th Ave, Cudjoe Key, FL 33042, 4 beds, 3 baths

$2,795,000

4 beds3 baths2,913 sq ft

20920 5th Ave, Cudjoe Key, FL 33042

Property at 30 Cannon Royal Dr, Key West, FL 33040, 4 beds, 5 baths

$5,750,000

4 beds5 baths5,180 sq ft

30 Cannon Royal Dr, Key West, FL 33040

Property at 30461 Poinciana Rd, Big Pine Key, FL 33043, 3 beds, 2 baths

$465,000

3 beds2 baths1,431 sq ft

30461 Poinciana Rd, Big Pine Key, FL 33043

Property at 3930 S Roosevelt Blvd Unit N108, Key West, FL 33040, 2 beds, 2 baths

$475,000

2 beds2 baths803 sq ft

3930 S Roosevelt Blvd Unit N108, Key West, FL 33040

Property at 141 Canal St, Tavernier, FL 33070, 5 beds, 5.5 baths

$3,499,000

5 beds5.5 baths5,061 sq ft

141 Canal St, Tavernier, FL 33070

Property at 36 Sunset Rd, Key Largo, FL 33037, 4 beds, 2 baths

$4,650,000

4 beds2 baths1,872 sq ft

36 Sunset Rd, Key Largo, FL 33037

Property at 3635 Trade Winds St, Big Pine Key, FL 33043, 2 beds, 2 baths

$840,000

2 beds2 baths1,048 sq ft

3635 Trade Winds St, Big Pine Key, FL 33043

(305) 809-8085

Property at 182 Airstream Ln, Tavernier, FL 33070, 2 beds, 2 baths

$1,250,000

2 beds2 baths1,055 sq ft

182 Airstream Ln, Tavernier, FL 33070

Property at 317 Tropical Ave, Grassy Key, FL 33050, 4 beds, 3 baths

$1,100,000

4 beds3 baths1,740 sq ft

317 Tropical Ave, Grassy Key, FL 33050

Property at 20 Kingfisher Ln, Key West, FL 33040, 3 beds, 3 baths

$1,060,000

3 beds3 baths1,320 sq ft

20 Kingfisher Ln, Key West, FL 33040

Property at 22822 Buccaneer Ln, Cudjoe Key, FL 33042, 2 beds, 2 baths

$799,000

2 beds2 baths1,082 sq ft

22822 Buccaneer Ln, Cudjoe Key, FL 33042

Property at 226 Corsair Rd, Duck Key, FL 33050, 4 beds, 2.5 baths

$3,195,000

4 beds2.5 baths3,166 sq ft

226 Corsair Rd, Duck Key, FL 33050

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Based on information submitted to the MLS GRID as of Fri Oct 23 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 198 pending listings for sale in Monroe County at a median listing price of $1.13M. 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 155 days. This map is refreshed with the newest listings in Monroe County every 15 minutes.

In the past month, 145 homes have been sold in Monroe County. In addition to houses in Monroe County, there were also 218 condos, 117 townhouses, and 60 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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