Monroe, FL Homes

/9
$2,400,000
- Land
- 0.55 Acre
- $4,356,000 per Acre
24356 Overseas Hwy, Summerland Key, FL 33042

Begin your Florida Keys venture at this exceptional waterfront Commercial property. The site consists of four lots measuring 60'x100' each, creating a 24,000-square-foot parcel with 240 feet of concrete seawall. The property comes equipped with water and electrical connections. Its strategic location offers excellent access to both the Atlantic and Gulf waters, including proximity to Looe Key

Scott Brisson

KeyIsle Realty

(786) 937-2950

24356 Overseas Hwy, Summerland Key, FL 33042
/12
$1,950 per month
- 2 Beds
- 2.5 Baths
- 926 Sq Ft
- Condo for Rent
98980 Overseas Hwy, Key Largo, FL 33037

2/2.5 rental brand new.

Cliff Glansen FlatFee.com

98980 Overseas Hwy, Key Largo, FL 33037
/19
$5,100,000 Sold Aug 14, 2025
- Land
- 0.59 Acre
- $8,712,000 per Acre
- 58 Days On Market
189 Indian Mound Trail, Tavernier, FL 33070

Rare Bayfront Opportunity in Islamorada! Build your custom dream home on this expansive 25,500sf bay front lot, complete with an ACTIVE building permit--no waiting required! Enjoy breathtaking sunset views, excellent boating access, and a prime location near the end of a quiet street. This gated property features 142' on the bay, a pool, boat ramp, cut-in slip, and mature tropical landscaping.

Claire Johnson Coastal Realty of the Florida Keys

189 Indian Mound Trail, Tavernier, FL 33070

/19
Not Listed For Sale
- 2 Beds
- 1 Bath
- 917 Sq Ft
Unlisted Address

Unlisted Address

/58
$2,599,000
- 4 Beds
- 3 Baths
- 2,886 Sq Ft
1260 Sugarloaf Blvd, Summerland Key, FL 33042

Fabulous Sunset Views over Sugarloaf Sound at this 4 Bedroom 3 Bath 2,886 sq. ft. open water concrete home in Sugarloaf Shores, an upscale coastal community of waterfront homes located just 15 minutes outside of Key West. Built by the current owner the home features a massive Great Room boasting stunning open water views from all angles and an open Kitchen highlighted by a center cooking island

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 855-6752

1260 Sugarloaf Blvd, Summerland Key, FL 33042
/38
$25,000 per month
- 11 Beds
- 11 Baths
- 8,774 Sq Ft
- Apartment for Rent
91865 Overseas Hwy Unit 91865, Tavernier, FL 33070

An exclusive master lease opportunity awaits in the beautiful Florida Keys! This stunning, newly renovated 9-unit property in Tavernier is available for a single long-term tenant with a minimum two-year lease. The building offers a desirable mix of studios, 1bed, 2bed, & 3bed, all of which are fully furnished and equipped for immediate occupancy. This is a rare, turnkey offering for a the best

Shani Maimoni Related ISG Realty, LLC.

91865 Overseas Hwy Unit 91865, Tavernier, FL 33070
/33
$665,000 Sold Aug 14, 2025
- 855 Sq Ft
- $778/SF
- 74 Days On Market
- 2 Beds
- 2 Baths
- Built 1975
21161 Old State Road 4a, Summerland Key, FL 33042

Island life awaits! Beautiful, elevated home boasts 2 spacious bedrooms and 2 recently renovated baths. Fenced yard with ample parking. Just off famous US1 this property is sited on a spacious lot with plenty of versatility! Zoning is Suburban Commercial (SC) which may allow for a Special Vacation Rental Permit. Perfect property for an owner occupier or investor. Wraparound porch offers sunrise

Bascom Grooms Bascom Grooms Real Estate (KW)

21161 Old State Road 4a, Summerland Key, FL 33042

/2
Est $1,113,593 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,278 Sq Ft
96000 Overseas Hwy Unit W4 + 36ft Slip, Key Largo, FL 33037

96000 Overseas Hwy Unit W4 + 36ft Slip, Key Largo, FL 33037

/12
$789,900
- Land
0 Dominica Ln Unit 615842, Ramrod Key, FL 33042

Gorgeous Open Ocean location totaling 4 lots, boasting over a quarter acre of land with sheltered canal and private beach; an incredible investment opportunity! Build your dream home in paradise with a transferable building right, which are readily available on the market and provide an easy path to development. This unique opportunity is in the ideal location, on one of the last remaining Open

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(305) 304-0656

0 Dominica Ln Unit 615842, Ramrod Key, FL 33042
/23
$4,500 per month
- 3 Beds
- 2 Baths
- 1,602 Sq Ft
- Condo for Rent
7201 Gulf of Mexico Blvd Unit 201, Marathon, FL 33050

Paradise Found at Seawatch in Marathon. This community features 48 units on 17 acres of tropical landscaping, tennis pickleball courts, clubhouse, workout gym, spa and pool. Building 7 #201 features three bedrooms plus a bonus room and two bathrooms. Peek-a-boo water views. Large kitchen featuring quartz countertops and all modern appliances. Have dinner or cocktails on your private 400 sq foot

Paulette Thompson PA Ocean Sotheby's International

7201 Gulf of Mexico Blvd Unit 201, Marathon, FL 33050
/51
$1,200,000 Sold Aug 14, 2025
- 1,433 Sq Ft
- $837/SF
- 92 Days On Market
- 2 Beds
- 2 Baths
- Built 1953
1501 Rose St, Key West, FL 33040

Price Improvement! Welcome to 1501 Rose Street, a truly special piece of paradise nestled in one of Key West's most desirable neighborhoods. This charming two bedroom and two bathroom home, with bonus cabana by the pool, perfectly blends island character with modern comfort, offering you the ideal setting to enjoy the vibrant lifestyle Key West is famous for. From the moment you arrive, you will

Jimmy Lane Island Life Realty Experts

1501 Rose St, Key West, FL 33040

/2
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,553 Sq Ft
88181 Old Hwy Unit A1 and 50' slip 2, Islamorada, FL 33036

88181 Old Hwy Unit A1 and 50' slip 2, Islamorada, FL 33036

/46
$590,000
- 2 Beds
- 2 Baths
- 1,343 Sq Ft
87200 Overseas Hwy Unit 9, Islamorada, FL 33036

Welcome to your new home in the heart of Islamorada! This desirable 2-bedroom, 2-bathroom townhouse offers an exceptional blend of comfort and luxury, perfect for those seeking a serene yet vibrant coastal lifestyle.Step inside to discover a spacious living area bathed in natural light, designed with an open-concept layout that flows seamlessly into the outdoor space. The modern kitchen is a

Pierre Bellion

Ocean Sotheby's International Realty

(305) 930-7942

87200 Overseas Hwy Unit 9, Islamorada, FL 33036
/18
$3,750 per month
- 2 Beds
- 2 Baths
- 768 Sq Ft
- House for Rent
410 Mahogany Ave, Key Largo, FL 33037

This 808 square foot single family home has 2 bedrooms and 2 bathrooms. This home is located at 410 Mahogany Ave, Key Largo, FL 33037. All utilities included. Will Consider Seasonal Rental.

Rodolfo Sardina Seaside Realty, LLC

410 Mahogany Ave, Key Largo, FL 33037
/35
$1,250,000 Sold Aug 14, 2025
- 1,512 Sq Ft
- $827/SF
- 134 Days On Market
- 3 Beds
- 2 Baths
- Built 1972
1617 Jamaica Dr, Key West, FL 33040

NEW PRICE!! CANAL HOME IN KEY WEST!! Fabulous Canal Home in Key West. Spacious CBS three bedroom, two bath home in Riviera Shores. Perfect island home is private and offers plenty of indoor and outdoor living areas including bricked courtyards, verandas, and deck spaces. This home has beautiful grounds and tropical landscape for relaxing in your hammock or enjoying the canal. The primary

Bascom Grooms Bascom Grooms Real Estate (KW)

1617 Jamaica Dr, Key West, FL 33040

/18
Not Listed For Sale
- 2 Beds
1801 N Roosevelt Blvd Unit Marlin 19, Key West, FL 33040

1801 N Roosevelt Blvd Unit Marlin 19, Key West, FL 33040

/9
$550,000
- Land
5950 Peninsular Ave Unit 629, Key West, FL 33040

A beautiful 50' live aboard slip at Oceanside Marina (Oceans Edge Resort). Direct deep water access to the Atlantic Ocean make this a perfect Key West getaway for a passionate boater, vacation or permanent Key West home on a boat, or for a charter boat captain. Owners have full access to the resort facilities at Oceans Edge Resort, including six pools, a fitness center, full bath house with

Cardenas & Krug Team

Ocean Sotheby's International Realty

(786) 876-8545

5950 Peninsular Ave Unit 629, Key West, FL 33040
/19
$5,250 per month
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Property for Rent
1210 Saratoga Ln, Key Largo, FL 33037

Boater's Paradise - 165 Ft. Dockage in Cross Key Waterways!Long Term RentalLocation:Cross Key Waterways, Key Largo, FLLive the dream in this fully renovated and beautifully furnished 3-bedroom, 2-bathroom home located in the highly desirable Cross Key Waterways neighborhood of Key Largo. This impeccably maintained residence is move-in ready and ideal for boating enthusiasts and those seeking the

Sally Stribling Coldwell Banker Schmitt Key Largo

1210 Saratoga Ln, Key Largo, FL 33037
/41
$1,525,000 Sold Aug 14, 2025
- 1,904 Sq Ft
- $801/SF
- 185 Days On Market
- 3 Beds
- 2 Baths
- Built 2022
129 Sea Ln, Key West, FL 33040

Stunning open water views from this beautifully designed 2022-built home. Sweeping open water views and an interior that blends modern luxury with tropical charm, every element of the home has been carefully crafted to capture the essence of coastal living. The property stands out with its robust concrete seawall, 15,000 lb. boat lift, and deep-draft access, catering perfectly to boating

Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

129 Sea Ln, Key West, FL 33040

/14
Not Listed For Sale
- 2 Beds
- 2 Baths
- 756 Sq Ft
234 Camelot Dr, Tavernier, FL 33070

234 Camelot Dr, Tavernier, FL 33070

/18
$540,000
- Land
5950 Peninsular Ave Unit 627, Key West, FL 33040

A beautiful 50' live aboard slip at Oceanside Marina (Oceans Edge Resort). Direct deep water access to the Atlantic Ocean make this a perfect Key West getaway for a passionate boater, vacation or permanent Key West home on a boat, or for a charter boat captain. Owners have full access to the resort facilities at Oceans Edge Resort, including six pools, a fitness center, full bath house with

Cardenas & Krug Team

Ocean Sotheby's International Realty

(786) 321-8776

5950 Peninsular Ave Unit 627, Key West, FL 33040
/7
$2,500 per month
- 1 Bed
- 1 Bath
- Apartment for Rent
91865 Overseas Hwy Unit 110, Tavernier, FL 33070

Discover this fully furnished and equipped apartment, ready for you to move in. ELECTRIC, WIFI, CLEANING, PEST, WATER, NETFLIX & PARKING INCLUDED! Located at Mile Marker 98 in Tavernier, this unit offers an unbeatable location with direct exposure on the Overseas Highway. The building recently underwent over $100,000 in furnitures, including brand-new appliances and top on the line equipment in

Shani Maimoni Related ISG International Realty

91865 Overseas Hwy Unit 110, Tavernier, FL 33070
/63
$2,900,000 Sold Aug 14, 2025
- 2,711 Sq Ft
- $1,070/SF
- 225 Days On Market
- 5 Beds
- 4 Baths
- Built 1926
1419 Thompson St, Key West, FL 33040

Stately Key West home has undergone a stunning renovation but maintains classic Keys charm with a beautiful wood staircase, stained glass window and transom, Dade County pine walls, and wraparound porches on both levels. Centrally located in Key West this home is the perfect island residence with POOL! The main level offers plenty of room for entertaining with large spaces for conversation,

Bascom Grooms Bascom Grooms Real Estate (KW)

1419 Thompson St, Key West, FL 33040

/2
Not Listed For Sale
- 2 Beds
- 2 Baths
- 670 Sq Ft
201 Humpty Dumpty Dr, Key Largo, FL 33037

201 Humpty Dumpty Dr, Key Largo, FL 33037

/39
$1,250,000
- 2 Beds
- 2 Baths
- 1,064 Sq Ft
29676 Ranger Ave, Big Pine Key, FL 33043

This expansive, 15,500 sq. ft. double lot in desirable Pine Channel Estates offers privacy provided by the surrounding areca palms. The corner property features an impressive 125 ft. of concrete seawall with a step-down dock and davits, and 20 ft. of concrete seawall across the end of the canal. Gorgeous sunsets can be enjoyed nightly as one looks west down the length of the clean, deep canal.

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(877) 652-6460

29676 Ranger Ave, Big Pine Key, FL 33043
/14
$3,500 per month
- 3 Beds
- 2 Baths
- Apartment for Rent
91865 Overseas Hwy Unit 109, Tavernier, FL 33070

Discover this fully furnished and equipped apartment, ready for you to move in. ELECTRIC, WIFI, CLEANING, PEST, WATER, NETFLIX & PARKING INCLUDED! Located at Mile Marker 98 in Tavernier, this unit offers an unbeatable location with direct exposure on the Overseas Highway. The building recently underwent over $100,000 in furnitures, including brand-new appliances and top on the line equipment in

Shani Maimoni Related ISG International Realty

91865 Overseas Hwy Unit 109, Tavernier, FL 33070
/47
$350,000 Sold Aug 14, 2025
- 675 Sq Ft
- $519/SF
- 228 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1984
701 Spanish Main Dr Unit 414, Cudjoe Key, FL 33042

Currently the LOWEST priced waterfront property in Venture Out! Seller says bring an offer! Welcome to a slice of paradise tucked away in the gated community of Venture Out on Cudjoe Key, where your dream of coastal living becomes a reality. This charming 2-bedroom, 1.5-bathroom home invites you to embrace the tropical lifestyle, offering the perfect blend of comfort and tranquility. The interior

Melissa Graham Bluescape Real Estate

701 Spanish Main Dr Unit 414, Cudjoe Key, FL 33042

/12
Not Listed For Sale
- 2 Beds
- 2 Baths
- 826 Sq Ft
500 Burton Dr Unit 2410, Other City - Keys/Islands/caribbean, FL 33037

500 Burton Dr Unit 2410, Other City - Keys/Islands/caribbean, FL 33037

/44
$2,100,000
- 2 Beds
- 2 Baths
- 1,244 Sq Ft
1514 Shaw Dr, Key Largo, FL 33037

Welcome to Paradise! this home sits on almost 3/4 of an acre along a direct access canal with 100 ft of waterfront, a turning basin and neighborhood only boat ramp with no HOA! Want to park your RV and Boat under your home, done! Want to build your own luxury oasis, here you go. Want to just enjoy easy access to open water and majestic Sunsets from your private observation deck, got that covered!

Andrew Burr

The Keyes Company

(786) 788-7327

1514 Shaw Dr, Key Largo, FL 33037
/7
$2,800 per month
- 1 Bath
- Apartment for Rent
91865 Overseas Hwy Unit 108, Tavernier, FL 33070

Discover this fully furnished and equipped apartment, ready for you to move in. ELECTRIC, WIFI, CLEANING, PEST, WATER, NETFLIX & PARKING INCLUDED! Located at Mile Marker 98 in Tavernier, this unit offers an unbeatable location with direct exposure on the Overseas Highway. The building recently underwent over $100,000 in furnitures, including brand-new appliances and top on the line equipment in

Shani Maimoni Related ISG International Realty

91865 Overseas Hwy Unit 108, Tavernier, FL 33070
/36
$1,500,000 Sold Aug 14, 2025
- 1,582 Sq Ft
- $948/SF
- 207 Days On Market
- 3 Beds
- 2 Baths
- Built 1958
101 Avenue G, Key West, FL 33040

Simply stunning views from this Bay Front 3-Bedroom 2-Bathroom tropical retreat in Big Coppitt! This spacious split floor plan has ample room for entertaining and boasts large impact windows looking out over tranquil Open Water. Recently updated appliances, HVAC and flooring, and impact doors and windows are only a few of the interior creature comforts that beckon within, and the whole house

Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

101 Avenue G, Key West, FL 33040

/8
Est $793,640 Not Listed For Sale
- 1 Bed
951 Caroline St Unit 1, Key West, FL 33040

951 Caroline St Unit 1, Key West, FL 33040

/20
$540,000
- Land
5950 Peninsular Ave Unit 631, Key West, FL 33040

A beautiful 50' live aboard slip at Oceanside Marina (Oceans Edge Resort). Direct deep water access to the Atlantic Ocean make this a perfect Key West getaway for a passionate boater, vacation or permanent Key West home on a boat, or for a charter boat captain. Owners have full access to the resort facilities at Oceans Edge Resort, including six pools, a fitness center, full bath house with

Cardenas & Krug Team

Ocean Sotheby's International Realty

(786) 772-7942

5950 Peninsular Ave Unit 631, Key West, FL 33040
/8
$2,000 per month
- 1 Bath
- Apartment for Rent
91865 Overseas Hwy Unit 106, Tavernier, FL 33070

Discover this fully furnished and equipped apartment, ready for you to move in. ELECTRIC, WIFI, CLEANING, PEST, WATER, NETFLIX & PARKING INCLUDED! Located at Mile Marker 98 in Tavernier, this unit offers an unbeatable location with direct exposure on the Overseas Highway. The building recently underwent over $100,000 in furnitures, including brand-new appliances and top on the line equipment in

Shani Maimoni Related ISG International Realty

91865 Overseas Hwy Unit 106, Tavernier, FL 33070
/45
$600,000 Sold Aug 14, 2025
- 900 Sq Ft
- $667/SF
- 499 Days On Market
- 2 Beds
- 2 Baths
- Built 2000
7036 Harbor Village Dr, Marathon, FL 33050

This exceptional property presents a great income-generating opportunity, with nightly rental capability. Nestled on Harbor Village Dr. within the picturesque Village at Hawks Cay, this pristine 2-bedroom, 2-bath villa features many upgrades including complete Impact windows and doors, an upgraded HVAC system in 2022, upgraded stackable washer/dryer, spa pool pump and heat pump replaced within

Lissete Cadwell, P.A. Florida Keys Realty Group LLC

7036 Harbor Village Dr, Marathon, FL 33050

/36
Est $1,311,816 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,445 Sq Ft
118 Pippin Dr, Islamorada, FL 33036

118 Pippin Dr, Islamorada, FL 33036

/50
$2,750,000
- 6 Beds
- 4 Baths
- 3,248 Sq Ft
581 10th St, Key Colony Beach, FL 33051

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

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 661-3798

581 10th St, Key Colony Beach, FL 33051
/7
$2,800 per month
- 2 Beds
- 1 Bath
- Apartment for Rent
91865 Overseas Hwy Unit 105, Tavernier, FL 33070

Discover this fully furnished and equipped apartment, ready for you to move in.ELECTRIC, WIFI, CLEANING, PEST, WATER, NETFLIX & PARKING INCLUDED! Located at Mile Marker 98 in Tavernier, this unit offers an unbeatable location with direct exposure on the Overseas Highway. The building recently underwent over $100,000 in furnitures, including brand-new appliances and top on the line equipment in

Shani Maimoni Related ISG International Realty

91865 Overseas Hwy Unit 105, Tavernier, FL 33070
/59
$1,925,000 Sold Aug 13, 2025
- 3,069 Sq Ft
- $627/SF
- 21 Days On Market
- 4 Beds
- 4 Baths
- Built 1994
117 Avenue E, Marathon, FL 33050

Big Water, Big Potential. With 110 feet of deep-water canal frontage, a private boat ramp, and dockage for multiple large vessels, this well-built waterfront home delivers the space, access, and features that are hard to match in this price range. Easy ocean access and a wide 200-foot canal set the stage for serious boating--and serious relaxation. Inside, the main living level features soaring

Tracy Chacksfield Berkshire Hathaway HomeServices Keys Real Estate

117 Avenue E, Marathon, FL 33050

/33
Est $748,611 Not Listed For Sale
- 2 Beds
- 2 Baths
- 916 Sq Ft
500 Burton Dr Unit 4201, Tavernier, FL 33070

500 Burton Dr Unit 4201, Tavernier, FL 33070

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