Pending Listings in Monroe County, FL

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ABOUT THIS HOME
Pending Listing in Monroe County, FL:
Look no further--this exceptional property truly has it all. This beautifully maintained CBS home boasts open-water views and is situated on an oversized lot on an extra-wide, deep canal, great for bigger boats, and just three houses in from the end. You'll be up on plane in seconds, with unparalleled boating access to both the Atlantic and Gulf. Ideally located closest to the premier backcountry of the Lower Florida Keys, this is the perfect property for the fishing and diving enthusiasts and still only 20 minutes to Key West. Built by Tom Ryan Construction, this solid CBS 3-bedroom 2-bath home is almost 1,300 square feet, and has a spacious, open feel, created by the thoughtful layout and

$1,349,000

3 beds2 baths1,270 sq ft

23057 Bluegill Ln, Cudjoe Key, FL 33042

500 gallon cisterns • Waterfront backdrop • Deep canal

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ABOUT THIS HOME
Pending Listing in Monroe County, FL:
Nestled in the heart of Big Pine Key, this 2-bedroom, 2-bath canal-front ranch style home offers a rare opportunity to enjoy the Florida Keys lifestyle while investing for exceptional future potential. Situated on an oversized 1 1/2 lot with direct boating access out to open water in 3 mins, this property is a true waterfront gem. The existing home provides comfortable island living with abundant natural light and serene canal views. Features include a large, covered boatlift!!!!! & basin, garage, no bridges and outside storage. Step outside to enjoy your private waterfront setting under the Poinciana tree, perfect boating, fishing kayaking, or simply relaxing while taking in the trop

$779,000

2 beds2 baths1,076 sq ft

1817 Watson Blvd, Big Pine Key, FL 33043

Canal front • Expansive double lot • Covered boat basin

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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

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ABOUT THIS HOME
Pending Listing in Monroe County, FL:
Endless Potential on Stock Island! Fantastic opportunity to own a 3,570 sq. ft. lot featuring an existing 1980 2-bed, 2-bath mobile home. Ideal for handymen, investors, or builders seeking a prime Keys project. Keep and renovate the current home for affordable living/rental income, or capitalize on the lot to explore building new. No HOA fees and located just minutes from Key West's premier boating, dining, and attractions. Bring your vision--properties with this level of versatility at this price point are hard to find!

$399,000

2 beds2 baths840 sq ft

32C 10th Ave, Stock Island, FL 33040

3 • No hoa fees • 570 sq ft lot

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Monroe County, FL:
* * 31 photos have been virtually staged and enhanced to assist buyers in visualizing design and decor options for this home. * * Casa Sapodilla introduces itself with the kind of presence that feels both storied and serene. Built in 1996 and set at 13' elevation on Solares Hill, the residence pays homage to the architectural romance of Old Town's most celebrated homes. . broad verandas, intricate trim work, and Brazilian Cherry hardwood floors that recall a bygone era of island craftsmanship. Inside, the home unfolds in layers of refinement. Sunlit rooms connect gracefully to the outdoors through French doors and deep porches. The main house's split-level design elevates the primary su

$4,300,000

4 beds5.5 baths3,092 sq ft

600 Elizabeth St, Key West, FL 33040

Broad verandas • Detached pool suite • Warm mahogany floors

Property at 248 W Seaview Dr, Duck Key, FL 33050, 3 beds, 3 baths

$2,595,000

3 beds3 baths2,202 sq ft

248 W Seaview Dr, Duck Key, FL 33050

Property at 57473 Goodley St, Grassy Key, FL 33050, 3 beds, 2 baths

$629,000

3 beds2 baths1,147 sq ft

57473 Goodley St, Grassy Key, FL 33050

Property at 30937 Baileys Ln, Big Pine Key, FL 33043, 3 beds, 2 baths

$799,000

3 beds2 baths1,980 sq ft

30937 Baileys Ln, Big Pine Key, FL 33043

Property at 508 Louisa St #3, Key West, FL 33040, 2 beds, 2 baths

$750,000

2 beds2 baths712 sq ft

508 Louisa St #3, Key West, FL 33040

Property at 1001 W Ocean Dr Unit 1-201, Key Colony Beach, FL 33051, 2 beds, 2 baths

$739,000

2 beds2 baths1,352 sq ft

1001 W Ocean Dr Unit 1-201, Key Colony Beach, FL 33051

Property at 96000 Overseas Hwy Unit CC2, Key Largo, FL 33037, 2 beds, 2.5 baths

$1,390,000

2 beds2.5 baths1,317 sq ft

96000 Overseas Hwy Unit CC2, Key Largo, FL 33037

Property at 1099 24th Street Ocean, Marathon, FL 33050, 2 beds, 2 baths

$749,000

2 beds2 baths936 sq ft

1099 24th Street Ocean, Marathon, FL 33050

Property at 1101 W Ocean Dr #32, Key Colony Beach, FL 33051, 2 beds, 2 baths

$379,000

2 beds2 baths990 sq ft

1101 W Ocean Dr #32, Key Colony Beach, FL 33051

Property at 907 Frances St, Key West, FL 33040, 2 beds, 2 baths

$1,695,000

2 beds2 baths1,077 sq ft

907 Frances St, Key West, FL 33040

Property at 573 Boyd Dr, Key Largo, FL 33037, 3 beds, 2 baths

$650,000

3 beds2 baths1,252 sq ft

573 Boyd Dr, Key Largo, FL 33037

Property at 1401 Grinnell St, Key West, FL 33040, 2 beds, 2.5 baths

$1,499,000

2 beds2.5 baths1,008 sq ft

1401 Grinnell St, Key West, FL 33040

Property at 121 Severino Dr, Islamorada, FL 33036, 3 beds, 3 baths

$3,000,000

3 beds3 baths1,422 sq ft

121 Severino Dr, Islamorada, FL 33036

Property at 1202 Royal St, Key West, FL 33040, 4 beds, 3.5 baths

$2,550,000

4 beds3.5 baths1,674 sq ft

1202 Royal St, Key West, FL 33040

Property at 22953 John Silver Ln, Cudjoe Key, FL 33042, 3 beds, 2 baths

$949,000

3 beds2 baths960 sq ft

22953 John Silver Ln, Cudjoe Key, FL 33042

Property at 3930 S Roosevelt Blvd Unit W314, Key West, FL 33040, 2 beds, 2 baths

$499,000

2 beds2 baths806 sq ft

3930 S Roosevelt Blvd Unit W314, Key West, FL 33040

Property at 211 Shore Ave, Key West, FL 33040, 4 beds, 3 baths

$1,095,000

4 beds3 baths2,622 sq ft

211 Shore Ave, Key West, FL 33040

Property at 104 Sirius Ln, Key West, FL 33040, 3 beds, 2.5 baths

$649,000

3 beds2.5 baths1,666 sq ft

104 Sirius Ln, Key West, FL 33040

Property at 139 Marina Ave, Key Largo, FL 33037, 4 beds, 5 baths

$2,750,000

4 beds5 baths2,485 sq ft

139 Marina Ave, Key Largo, FL 33037

Property at 969 Ocotillo Ln, Marathon, FL 33050, 3 beds, 3 baths

$2,149,000

3 beds3 baths2,311 sq ft

969 Ocotillo Ln, Marathon, FL 33050

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 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 261 Burgundy Dr, Tavernier, FL 33070, 2 beds, 2 baths

$799,000

2 beds2 baths720 sq ft

261 Burgundy Dr, Tavernier, FL 33070

(954) 475-9813

Property at 181 12th St, Key Colony Beach, FL 33051, 3 beds, 2 baths

$2,299,000

3 beds2 baths1,775 sq ft

181 12th St, Key Colony Beach, FL 33051

(954) 545-5583

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 105 Avenue D #111, Marathon, FL 33050, 1 bed, 1 bath

$435,000

1 bed1 bath600 sq ft

105 Avenue D #111, Marathon, FL 33050

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 3207 Eagle Ave, Key West, FL 33040, 2 beds, 1.5 baths

$549,000

2 beds1.5 baths1,032 sq ft

3207 Eagle Ave, Key West, FL 33040

Property at 56 SE Marlin Ave, Key Largo, FL 33037, 2 beds, 1 bath

$574,000

2 beds1 bath828 sq ft

56 SE Marlin Ave, Key Largo, FL 33037

(305) 451-4078

Property at 21012 6th Ave, Cudjoe Key, FL 33042, 2 beds, 2 baths

$1,399,000

2 beds2 baths1,372 sq ft

21012 6th Ave, Cudjoe Key, FL 33042

Property at 1115 South St, Key West, FL 33040, 2 beds, 2 baths

$1,825,000

2 beds2 baths2,186 sq ft

1115 South St, Key West, FL 33040

Property at 917 Plantation Rd, Key Largo, FL 33037, 2 beds, 2 baths

$495,000

2 beds2 baths832 sq ft

917 Plantation Rd, Key Largo, FL 33037

Property at 87950 Overseas Hwy, Islamorada, FL 33036, 5 beds, 3 baths

$3,800,000

5 beds3 baths2,464 sq ft

87950 Overseas Hwy, Islamorada, FL 33036

Property at 11 Oakwood Ave, Key Largo, FL 33037, 3 beds, 2 baths

$535,000

3 beds2 baths960 sq ft

11 Oakwood Ave, Key Largo, FL 33037

Property at 113 Villa Bella Dr, Islamorada, FL 33036, 5 beds, 3 baths

$2,550,000

5 beds3 baths2,759 sq ft

113 Villa Bella Dr, 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 1634 Lantana Ln, Big Pine Key, FL 33043, 2 beds, 2 baths

$799,000

2 beds2 baths1,152 sq ft

1634 Lantana Ln, Big Pine Key, FL 33043

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Based on information submitted to the MLS GRID as of Mon Oct 05 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 232 pending listings for sale in Monroe County at a median listing price of $1.14M. 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, 143 homes have been sold in Monroe County. In addition to houses in Monroe County, there were also 216 condos, 119 townhouses, and 59 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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