Monroe, FL Homes

/23
$549,000
- 2 Beds
- 2 Baths
- 772 Sq Ft
3635 Seaside Dr Unit 206, Key West, FL 33040

Step inside your perfect Key West condo! This 2 bedroom and 2 full bathroom condo offers the best of Key West living! A split bedroom floor plan makes this ideal for guests or multi family living. The balcony offers peaceful views of the Salt Ponds and a great space to relax. The wonderfully maintained grounds offer a newly renovated swimming pool, a tennis court and BBQ area. Smathers Beach is

Terrance Sullivan

Ocean Sotheby's International Realty

(305) 614-0696

3635 Seaside Dr Unit 206, Key West, FL 33040
/24
$4,800 per month
- 2 Beds
- 3 Baths
- 1,453 Sq Ft
- House for Rent
126 3rd Ln, Key Largo, FL 33037

Key Largo canal front home located in Winston Waterways available for annual rent. Take advantage of your private backyard jetski/kayak ramp and boat dock to enjoy the beautiful waters of the FL Keys. This home offers 2 bedrooms and 2 bathrooms with a spacious loft, large kitchen, breakfast bar and laundry room with a washer/dryer included. The primary ensuite bedroom has access to the wrap

Eric Smith Coastal Realty of the Florida Keys

126 3rd Ln, Key Largo, FL 33037
/81
$640,000 Sold Aug 11, 2025
- 836 Sq Ft
- $766/SF
- 166 Days On Market
- 2 Beds
- 2 Baths
- Built 1997
82 Golf Club Dr, Key West, FL 33040

Paradise is found @ KEY WEST GOLF CLUB. One of the rare opportunities for availability for a POOLSIDE, pristine townhome. Pop out your rear gate to enter a tropical oasis, located directly on the magnificent lagoon-shaped pool w/tranquil waterfalls! Convenience personified w/ Clubhouse Building w/Fitness Room adjacent to the large pool. It is the eternal vacation! Step inside the cozy open

Robin Mitchell Keller Williams Key West Compass Realty

82 Golf Club Dr, Key West, FL 33040

/40
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
937 S Topaz Ave, Key Largo, FL 33037

937 S Topaz Ave, Key Largo, FL 33037

/33
$625,000
- 3 Beds
- 2 Baths
- 1,413 Sq Ft
28130 Dorothy Ave, Little Torch Key, FL 33042

Discover this tastefully renovated three bedroom two bathroom home in the desirable Little Torch Key. Featuring an open floor plan, the spacious kitchen flows seamlessly into the living room, perfect for entertaining. Step outside from the kitchen to your fenced backyard, ideal for outdoor dining and cookouts.This home also includes a dedicated laundry room and office. A separate entrance leads

Cardenas & Krug Team

Ocean Sotheby's International Realty

(786) 917-4794

28130 Dorothy Ave, Little Torch Key, FL 33042
/19
$2,800 per month
- 2 Beds
- 2 Baths
- House for Rent
462 Sunset Dr, Key Largo, FL 33037

Now available for annual lease--this unfurnished 2BR/2BA home is located in the heart of Key Largo. Featuring a spacious, fully fenced backyard, it's ideal for outdoor living, pets, and entertaining. Conveniently situated near shopping, dining, and everything the island has to offer. Available for immediate occupancy.

Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

462 Sunset Dr, Key Largo, FL 33037
/11
$4,000,000 Sold Aug 08, 2025
- 4,711 Sq Ft
- $849/SF
- 0 Days On Market
- 4 Beds
- 6 Baths
- Built 1963
1 Go Ln, Key West, FL 33040

Statistical purposes only.Tucked away on one of Key West's best-kept secrets, this nearly half-acre waterfront estate is the largest home and lot on a private street of just six residences. With almost 300 ft. of water frontage and serene mangrove views, the property features 4 bedrooms, 6 bathrooms, a breezeway-connected guest house and garage, refinished bamboo floors, new landscaping,

Madeleine Lowe Expert Realty LLC (HQ)

1 Go Ln, Key West, FL 33040

/2
Not Listed For Sale
- 2 Beds
- 2 Baths
- 768 Sq Ft
935 S Topaz Ave, Key Largo, FL 33037

935 S Topaz Ave, Key Largo, FL 33037

/60
$979,000
- 3 Beds
- 2 Baths
- 1,028 Sq Ft
76 W Shore Dr, Summerland Key, FL 33042

Discover the ultimate boaters retreat in beautiful Summerland Key! This stilted canal-front home features 3 bedrooms and 2 baths and easy access to the both the Atlantic Ocean and Gulf of Mexico After a day on the water unwind in the pool or relax under a palm tree in your hammock. The ground-level storage area is perfect for your boating gear and outdoor furniture. A commercial ice maker is

Cardenas & Krug Team

Ocean Sotheby's International Realty

(786) 952-7629

76 W Shore Dr, Summerland Key, FL 33042
/15
$3,390 per month
- 3 Beds
- 2 Baths
- House for Rent
150 Ocean Dr, Tavernier, FL 33070

Welcome to this bright and comfortable 3 bedroom, 2 bathroom home in a great neighborhood! You'll love the spacious layout, large backyard, and plenty of parking. Utilities will be added at a flat fee of $300/ month including water, electric, wifi, cable.There is a quiet, single tenant in the downstairs unit. The home is currently occupied until August 1, but showings can be arranged with notice.

Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

150 Ocean Dr, Tavernier, FL 33070
/20
$700,000 Sold Aug 08, 2025
- 672 Sq Ft
- $1,042/SF
- 3 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1971
138 Airstream Ln, Tavernier, FL 33070

Rare opportunity to own waterfront property in Islamorada for under a million! This property features a 45-foot concrete dock on a wide, deep water canal with direct access to the Florida Bay. There is currently a 2-bedroom, 1.5 -bath mobile home on the property that could be fixed up, or if you choose to tear it down, you'll have the ability to rebuild.This is a great opportunity to build your

Morgan Fox Coastal Realty of the Florida Keys

138 Airstream Ln, Tavernier, FL 33070

/69
Est $1,949,341 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 2,875 Sq Ft
119 Avenue D, Marathon, FL 33050

119 Avenue D, Marathon, FL 33050

/46
$224,900
- 1 Bed
- 1 Bath
- 320 Sq Ft
55 Boca Chica Rd Unit 13, Key West, FL 33040

Location, location, & an easy 10 mile drive to downtown Key West. This unit is cute and compact with a very large deck for your enjoyment.. It also has a 100 sq ft storage shed and plenty of parking. This gated community has 24 hr. security and offers two pools (one heated), clubhouse, boat ramp and marina, library & fitness room, shuffle board and bocce courts, two laundry facilities, mail room,

Margarita Villoch

Island Group Realty (KW)

(786) 796-6992

55 Boca Chica Rd Unit 13, Key West, FL 33040
/36
$6,250 per month
- 3 Beds
- 2 Baths
- 1,537 Sq Ft
- House for Rent
599 30th St, Marathon, FL 33050

Ground-level, pet-friendly home has everything you need for waterfront living. Enjoy a private 50-foot dock with a boat lift, perfect for boaters who want quick access to open water from Boot Key Harbor. Inside, you'll find three bedrooms, two bathrooms, and a modern kitchen with stainless steel appliances, granite countertops, and plenty of storage. Comes fully furnished. Other features include

Stephany Duvall Engel & Volkers Marathon

599 30th St, Marathon, FL 33050
/56
$2,500,000 Sold Aug 08, 2025
- 2,060 Sq Ft
- $1,214/SF
- 44 Days On Market
- 3 Beds
- 2 Baths
- Built 1987
8 South Dr, Key Largo, FL 33037

Outstanding Bay Views and Luxe Waterfront Living in Key Largo!Prepare to be captivated the moment you step into this incredible waterfront pool home in Key Largo. The panoramic bay views immediately draw your attention, enhanced by the stunning bayside wall of glass that opens completely with full pocket sliding doors, seamlessly merging indoor and outdoor living.This Caribbean-inspired retreat

Sally Stribling Coldwell Banker Schmitt Key Largo

8 South Dr, Key Largo, FL 33037

/3
Est $2,251,962 Not Listed For Sale
- 2 Beds
- 2 Baths
- 3,278 Sq Ft
820 10th St, Key Colony Beach, FL 33051

820 10th St, Key Colony Beach, FL 33051

/22
$799,999
- 2 Beds
- 1 Bath
- 1,057 Sq Ft
1102 Whitehead St, Key West, FL 33040

Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden

Margarita Villoch

Island Group Realty (KW)

(786) 949-2683

1102 Whitehead St, Key West, FL 33040
/14
$3,800 per month
- 3 Beds
- 2 Baths
- 2,001 Sq Ft
- House for Rent
4 Transylvania Ave Unit A, Key Largo, FL 33037

Welcome home to this 3 bedroom 2 bath single family home located in Largo Sound in Key Largo. MM 103. Walk inside of this home that has been fully furnished with new nautical themed vibe. Open and updated kitchen, pantry, tons of cabinets, stainless steel appliances and great snack bar. Formal dining room off kitchen. Primary bedroom has sliding glass doors that lead out to the yard. In suite

Darlene Summerlin Real Estate Empire Group, Inc.

4 Transylvania Ave Unit A, Key Largo, FL 33037
/42
$1,535,000 Sold Aug 08, 2025
- 1,612 Sq Ft
- $952/SF
- 114 Days On Market
- 2 Beds
- 2 Baths
- Built 1958
2510 Fogarty Ave, Key West, FL 33040

This luxury, elevated, one-level home, on a rare double lot with a lush, tropical resort-style pool area, fenced with complete privacy, is tucked in the heart of midtown Key West. This tropical oasis features a supersized primary bedroom suite, extra-large 2nd bedroom/guest bathroom, and built-in Murphy bed/bookcase for extra guests. All surrounded by mature landscaping, elegant landscape

Stephanie Wise Keller Williams Key West Compass Realty

2510 Fogarty Ave, Key West, FL 33040

/2
Not Listed For Sale
200 13th St, Key Colony Beach, FL 33051

200 13th St, Key Colony Beach, FL 33051

/77
$13,995,000
- 31 Beds
- 19 Baths
21470 Overseas Hwy, Cudjoe Key, FL 33042

Located on Cudjoe Key, only 20 miles from Key West. Transient use property, over 3.5 acres, 15 units (15 ROGO exemptions), over 300 feet of water frontage, boat basin, 3 concrete docks, one wooden dock, boat ramp. Shared coin laundry, 2 swimming pools, 3 private driveways. 2 parcels on US 1 are zoned Sub Urban Commercial, excellent rental history. Property spans from US 1 to the Atlantic Ocean.

Jennifer Weeks

Select Properties of NWFL

(786) 882-8127

21470 Overseas Hwy, Cudjoe Key, FL 33042
/20
$2,200 per month
- 2 Beds
- 1 Bath
- 672 Sq Ft
- Property for Rent
26 Avenue A, Key Largo, FL 33037

This updated 2 bedroom, 1 bathroom mobile home offers comfortable living in the Upper Keys. The home features a fully fenced yard, a cozy front porch, an updated kitchen, and a shed for additional storage. It comes partially furnished and includes ample parking. Enjoy access to two of the best homeowners parks in the area, complete with a boat ramp and beach. Conveniently located close to

Shanti Cope Coldwell Banker Schmitt Key Largo

26 Avenue A, Key Largo, FL 33037
/50
$1,085,000 Sold Aug 08, 2025
- 1,368 Sq Ft
- $793/SF
- 149 Days On Market
- 2 Beds
- 2 Baths
- Built 1989
531 10th St, Key Colony Beach, FL 33051

Here it is, your stilted retirement property, weekend getaway or vacation rental on the wonderful island of Key Colony Beach, In the heart of the Florida Keys This immaculately maintained gem offers you access to both the open ocean and the open gulf in less than five minutes. Perfect for the angler, diver, snorkeler as well as the boating enthusiast. Ideally located on a 100 ft wide, clear

Karen Raspe, PA Ocean Sotheby's International

531 10th St, Key Colony Beach, FL 33051

/56
Est $5,226,031 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,691 Sq Ft
88707 Old Hwy, Tavernier, FL 33070

88707 Old Hwy, Tavernier, FL 33070

/39
$1,499,000
- 3 Beds
- 2 Baths
- 1,716 Sq Ft
101 E Ocean Dr Unit C304, Key Colony Beach, FL 33051

Panoramic Open Water Views and resort-style amenities at this well-equipped Oceanfront condo in exclusive Key Colony Beach! Inside, a bright and spacious 1,716 Sq. Ft. floor plan caters to entertaining and boats impact sliding glass doors and windows for peace of mind. The generous great room flows seamlessly into a large Chef's Kitchen, boasting stainless steel appliances, and ample storage and

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(305) 570-3406

101 E Ocean Dr Unit C304, Key Colony Beach, FL 33051
/36
$5,000 per month
- 3 Beds
- 1 Bath
- 1,116 Sq Ft
- House for Rent
27316 Cayman Ln Unit 1, Summerland Key, FL 33042

Presenting Villa Marquesa — the perfect opportunity to lease a charming private villa in the heart of Ramrod Key, located in the picturesque Lower Keys. This fully furnished 3-bedroom, 1-bath tropical retreat offers stylish South Florida beach decor, a fully equipped kitchen, and two spacious living areas for ultimate comfort. Ideal for tenants seeking privacy, relaxation, and a resort-style

Gilbert Garcia Proxy Realty Group LLC

27316 Cayman Ln Unit 1, Summerland Key, FL 33042
/35
$900,000 Sold Aug 08, 2025
- 1,045 Sq Ft
- $861/SF
- 150 Days On Market
- 2 Beds
- 2 Baths
- Built 1993
30 Hilton Haven Rd Unit 2B, Key West, FL 33040

KEY WEST mid town open water 2/2 gem boasting an open floor plan offered turnkey with new furnishings and a deeded 12' X 24' gulf side boat dock. Hilton Haven is a unique neighborhood located mid island on a strip of land that offers a mixed use of waterfront properties on each side. This 8 unit condominium complex is at the end enjoying peace and quiet and also has its own private white sand

Wendy Zintsmaster Truman & Co. (KW)

30 Hilton Haven Rd Unit 2B, Key West, FL 33040

/2
Not Listed For Sale
- 1 Bed
- 1 Bath
- 485 Sq Ft
6099 Overseas Hwy Unit 40E, Marathon, FL 33050

6099 Overseas Hwy Unit 40E, Marathon, FL 33050

/48
$2,799,000
- 3 Beds
- 2 Baths
- 1,223 Sq Ft
626 Canfield Ln, Key West, FL 33040

First time on the market in over 50 years! This property is a plant lovers paradise. The owner spent his entire life collecting plants and seeds from all over the world and created a quiet serene and private oasis in the middle of Old Town Key West, on a huge oversized lot. Some of the rare plants and palms are found nowhere else in the continental United States. The main house has many

Cardenas & Krug Team

Ocean Sotheby's International Realty

(786) 983-5190

626 Canfield Ln, Key West, FL 33040
/11
$3,200 per month
- 3 Beds
- 2 Baths
- House for Rent
18 Coral Dr, Key Largo, FL 33037

Spacious 3-Bedroom, 2-Bath Upper-Level Home for rent - Oceanside Location Near MM100This well-maintained and recently built 3-bedroom, 2-bathroom upper-level home offers quality finishes, generous living space, and a prime location just moments from marinas, restaurants, and shopping.Features include:Impact windows and doorsMetal roof9-foot ceilings and 8-foot interior doorsLED lighting

Zenaida Gomez Florida Realty of Miami

18 Coral Dr, Key Largo, FL 33037
/53
$3,500,000 Sold Aug 08, 2025
- 3,171 Sq Ft
- $1,104/SF
- 134 Days On Market
- 6 Beds
- 5 Baths
- Built 1964
407-415 Olivia St, Key West, FL 33040

Situated directly across from the iconic Ernest Hemingway House, this exceptional family compound combines the rich history of Old Town Key West with modern luxury and island charm. From the famous six-toed cats that roam next door to the vibrant energy of Duval Street just steps away, this location is as legendary as it is convenient. Spanning two addresses at 407 and 415 Olivia Street, this

Brenda Donnelly Brenda Donnelly Real Estate LLC

407-415 Olivia St, Key West, FL 33040

/2
Est $474,832 Not Listed For Sale
- 2 Beds
- 3 Baths
- 825 Sq Ft
2 Seaside Ct S, Key West, FL 33040

2 Seaside Ct S, Key West, FL 33040

/3
$5,900,000
- Land
- 10 Acres
- $590,000 per Acre
0 Old Hwy Unit 607837, Islamorada, FL 33036

Islamorada 10 Acres of vacant land! Bring your vision to life! Oceanfront residential across from Founders Park. Build your dream home here with 830 ft on the waterfront and Old Hwy. Great location north of Plantation Lake Estates. Older vegetation survey on file. Buyer to verify buildability.

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(786) 730-9041

0 Old Hwy Unit 607837, Islamorada, FL 33036
/33
$5,750 per month
- 4 Beds
- 2 Baths
- 1,998 Sq Ft
- House for Rent
235 Ann Bonny Dr, Key Largo, FL 33037

WATERFRONT PARADISE IN KEY LARGO! Stunning 4-Bedroom, 2-Bathroom Waterfront Home With A 50 Foot Deep Concrete Dock! Escape to your own slice of paradise in this exceptional 2,000 square foot beautifully appointed single family residence with the perfect blend of luxury living and tropical exploration. Enjoy breathtaking bay views with the most tranquil sunsets that Key Largo is legendary for!

Milena Wood Barrios and Associates Realty

235 Ann Bonny Dr, Key Largo, FL 33037
/35
$692,500 Sold Aug 08, 2025
- 2,088 Sq Ft
- $332/SF
- 292 Days On Market
- 3 Beds
- 2 Baths
- Built 1981
149 Orchid St, Tavernier, FL 33070

Multi family, LEGAL duplex for sale in residential, Islamorada neighborhood. The first unit is a cozy 1 bedroom, 1 bath with a loft for storage, high ceilings and a private fenced yard.The second unit is a 2 bedroom, 1 bath. Unit 2 has cathedral tongue-in groove wood ceilings and stone wall details. It contains contemporary LED lighting and skylights to let natural light flow in. It has its own

Derek Rodberg Coastal Realty of the Florida Keys

149 Orchid St, Tavernier, FL 33070

/43
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,404 Sq Ft
114 Tweedy Pie Ter and Adjacent Lots, Key Largo, FL 33037

114 Tweedy Pie Ter and Adjacent Lots, Key Largo, FL 33037

/22
$900,000
- Land
313 Woods Ave, Tavernier, FL 33070

Beautiful Canal front lot with 50ft of water-frontage. Its a direct access out to the bay and quick ocean access via Tavernier Creek. Plans approved and already in BPAS since April 2022 with 15 points. Plans are for a very spacious 2 bedroom and 2.5 bath, 2 story home w/ over 2700 sf under A/C plus 3 verandas and a sundeck. Covered carport & room for a pool. Close to schools, shopping,

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(786) 840-9617

313 Woods Ave, Tavernier, FL 33070
/42
$3,500 per month
- 2 Beds
- 1.5 Baths
- 947 Sq Ft
- Condo for Rent
104350 Overseas Hwy Unit A501, Key Largo, FL 33037

Welcome to Moon Bay, a gated bayfront community in beautiful Key Largo, Florida. This 2 bedroom corner-end unit, fully furnished and condo offers unbeatable views of the Florida Bay and nightly sunsets from your own private screened balcony. The updated unit is move-in ready just bring your clothes and includes a deeded 30-ft. boat slip with a boat lift - perfect for enjoying the area's

Shanti Cope Coldwell Banker Schmitt Key Largo

104350 Overseas Hwy Unit A501, Key Largo, FL 33037
/15
$330,000 Sold Aug 07, 2025
- 308 Sq Ft
- $1,071/SF
- 95 Days On Market
- 1 Bed
- 1 Bath
- Built 1908
1014 Varela St Unit 3, Key West, FL 33040

Discover a unique opportunity to own a cozy 1-bedroom, 1-bath condominium ideally situated near vibrant downtown Key West, offering the perfect canvas for those with a vision to rejuvenate. While the property may need some TLC, its prime location allows for easy access to local shops, restaurants, and stunning beaches, making it an appealing option for both personal retreats and investment

Letisia Powell Robert Slack LLC

1014 Varela St Unit 3, Key West, FL 33040

/39
Est $1,202,421 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,288 Sq Ft
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