Monroe County, FL Homes

/31
$785,000 Pending
- 4 Beds
- 3 Baths
- 2,074 Sq Ft
908 66th St, Marathon, FL 33050

Triplex in the heart of Marathon. Configured as 3/1, 1/1, and studio apartment. Great income property fully occupied. On 10,000 sf lot with large storage in back. Great quiet neighborhood close to the oceanLong term tenants want to stay, 3 electric and 1 water.3/1 $2,520 1/1 $1,575 Studio $1,260

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(888) 695-0438

908 66th St, Marathon, FL 33050
/56
$18,000 per month
- 4 Beds
- 2 Baths
- 1,935 Sq Ft
- Property for Rent
57967 Morton St, Marathon, FL 33050

Welcome to ''Casa Azul Villa'', a beautifully renovated Gulf-front retreat available as a fully furnished, turn-key long-term rental in the peaceful enclave of Grassy Key.Privately tucked away on quiet Morton Street, this waterfront home offers sweeping open water Gulf views, exceptional boating access, and the relaxed coastal lifestyle the Florida Keys are known for. With no highway noise and a

Melissa Gibbins Expert Realty LLC (HQ)

57967 Morton St, Marathon, FL 33050
/9
$325,000 Sold Jun 12, 2025

35 Sombrero Blvd Unit A3, Marathon, FL 33050
- Land
Last Sold Summary
- 18% Below List Price
- 278 Days On Market
Current Estimated Value $332,175

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

35 Sombrero Blvd Unit A3, Marathon, FL 33050

/41
Est $1,100,423 Not Listed For Sale

1600 Bahama Dr, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,196 Sq Ft
- Built 1972
1600 Bahama Dr, Key West, FL 33040

Last Sold Summary
- 7% Above List Price
- $857/SF
- 3 Days On Market
Last Sold Price $1,025,000

Last Listing Agent Courtney Conley Serhant Florida LLC - Miami Office

/42
$600,000
- 3 Beds
- 2 Baths
- 1,008 Sq Ft
30625 16th Ln, Big Pine Key, FL 33043

Want to feel as if you've gotten away from it all? Nestled on over an acre, this one-owner home is surrounded by nature, yet it's conveniently close to the grocery store, shopping, restaurants, banks and more; Key West and Marathon are within easy reach. The screened porch is wonderful for relaxing, reading, bird watching. With 1008 sq. ft. of living space, it offers 3 bedrooms and 2 baths; the

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(833) 659-5903

30625 16th Ln, Big Pine Key, FL 33043
/20
$30,475 per month
- 5 Beds
- 5.5 Baths
- 2,992 Sq Ft
- Condo for Rent
247 Pescayo Ave Unit SI ID1325585P, Marathon, FL 33050

The advertised rate of $30,475/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 12, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it

247 Pescayo Ave Unit SI ID1325585P, Marathon, FL 33050
/26
$741,000 Sold Apr 15, 2025

2005 Fogarty Ave, Key West, FL 33040
- 2 Beds
- 1 Bath
- 832 Sq Ft
- Built 1949
Last Sold Summary
- 6% Below List Price
- $891/SF
- 15 Days On Market
Current Estimated Value $753,629

Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

2005 Fogarty Ave, Key West, FL 33040

/61
Est $2,091,052 Not Listed For Sale

1418 Laird St, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,784 Sq Ft
- Built 1953
1418 Laird St, Key West, FL 33040

Last Sold Summary
- 1% Above List Price
- $1,163/SF
- 43 Days On Market
Last Sold Price $2,075,000

Last Listing Agent Jimmy Lane Island Life Realty Experts

/64
$4,250,000
- 5 Beds
- 7 Baths
- 2,681 Sq Ft
1311 Grinnell St, Key West, FL 33040

Historic Casa Marina Gem - Fully Restored & Furnished! Experience timeless Key West charm blended with modern luxury in this stunning, fully restored historic home in the highly sought-after Casa Marina neighborhood. Perfectly located five blocks from Higgs Beach and six blocks from Duval Street, this residence offers the ideal balance of privacy and proximity to all that Key West has to

Jennifer Newman

Truman & Co. (KW)

(305) 330-1916

1311 Grinnell St, Key West, FL 33040
/26
$4,900 per month
- 3 Beds
- 2 Baths
- 912 Sq Ft
- Property for Rent
2401 Patterson Ave Unit 101, Key West, FL 33040

Spacious 3BD/2BA - Renovated First-Floor Duplex in MidtownThis fully renovated 3-bedroom, 2-bath apartment offers everything you need for comfortable long-term living in Key West's Midtown neighborhood. Located on the first floor of a freshly updated duplex, this home features a large open-concept living area and kitchen with all new appliances and high-end finishes. The unit includes a brand-new

Jody Clark Key West Luxury Real Estate Inc (KW)

2401 Patterson Ave Unit 101, Key West, FL 33040
/31
$390,000 Sold Jan 21, 2026

585 116th Street Ocean, Marathon, FL 33050
- 2 Beds
- 1.5 Baths
- 984 Sq Ft
- Built 1955
Last Sold Summary
- 38% Below List Price
- $396/SF
- 177 Days On Market
Current Estimated Value $442,407

Last Listing Agent Paulette Thompson PA Ocean Sotheby's International Realty

585 116th Street Ocean, Marathon, FL 33050

/27
Est $746,172 Not Listed For Sale

27230 Brown Dr, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,242 Sq Ft
- Built 1996
27230 Brown Dr, Summerland Key, FL 33042

Last Sold Summary
- 2% Above List Price
- $588/SF
- 102 Days On Market
Last Sold Price $730,000

Last Listing Agent Amber DeBevec LoKation Real Estate

/90
$3,695,000
- 4 Beds
- 3.5 Baths
- 2,050 Sq Ft
680 Elma Ave, Big Pine Key, FL 33043

RARE west-facing private estate offering sunset views, owned bay bottom, and exceptional boating access. Welcome to Tarpon Cove, an exclusive retreat located in Big Pine Key, surrounded by the Florida Key Deer Preserve for unmatched privacy and natural beauty.The concrete residence has been meticulously reconstructed through a down-to-the-studs renovation, resulting in a 2023 effective age and is

Sandra Tuttle

Island Welcome Real Estate

(877) 359-5426

680 Elma Ave, Big Pine Key, FL 33043
/21
$5,625 per month
- 2 Beds
- 2 Baths
- 893 Sq Ft
- Condo for Rent
120 Angela St Unit SI ID1384034P, Key West, FL 33040

The advertised rate of $5,625/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 31, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

120 Angela St Unit SI ID1384034P, Key West, FL 33040
/3
$910,000 Sold Dec 31, 2025

81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 1,012 Sq Ft
- Built 1962
Last Sold Summary
- $899/SF
- 0 Days On Market
Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036

/24
Est $825,545 Not Listed For Sale

219 S Bay Harbor Dr, Key Largo, FL 33037
- 2 Beds
- 2 Baths
- 1,340 Sq Ft
- Built 1969
219 S Bay Harbor Dr, Key Largo, FL 33037

Last Sold Summary
- 3% Above List Price
- $597/SF
- 140 Days On Market
Last Sold Price $800,000

Last Listing Agent Linda Gaunaurd Century 21 Circle

/43
$1,499,000 Under Contract
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
17152 Marlin Dr, Summerland Key, FL 33042

Nestled on a very quiet street in the exclusive community Sugarloaf Shores, this beautifully remodeled CBS Pool Home offers the perfect blend of privacy, entertainment and island charm. Situated on a massive 12,700 sq. ft. lot, this property is a lush sanctuary for gardeners and boaters alike. The backyard is a true private resort, designed for the ultimate outdoor lifestyle featuring a heated

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(786) 692-4942

17152 Marlin Dr, Summerland Key, FL 33042
/27
$3,700 per month
- 3 Beds
- 2 Baths
- 4,033 Sq Ft
- House for Rent
24 Bonita Ave, Key Largo, FL 33037

SEASONAL RENTAL:Located in desirable Bowens Addition to Riviera Village in Key Largo, this 3-bedroom, 2-bath single-family home offers over 4,000 sq ft of living space on a 5,000+ sq ft lot. Built in 1990, the property features a spacious layout with ample room for entertaining or extended living. Community homeowners park includes boat ramp and bayfront beach access.Avaiable now till August 1

Claire Albertson Luxe Properties

24 Bonita Ave, Key Largo, FL 33037
/28
$812,000 Sold May 12, 2025

2021 Harris Ave, Key West, FL 33040
- 3 Beds
- 1 Bath
- 1,028 Sq Ft
- Built 1958
Last Sold Summary
- 2% Above List Price
- $790/SF
- 16 Days On Market
Current Estimated Value $821,276

Last Listing Agent Jimmy Lane Island Life Realty Experts

2021 Harris Ave, Key West, FL 33040

/49
Est $2,513,666 Not Listed For Sale

829 Narragansett Ln, Key Largo, FL 33037
- 3 Beds
- 3 Baths
- 2,355 Sq Ft
- Built 1991
829 Narragansett Ln, Key Largo, FL 33037

Last Sold Summary
- 3% Below List Price
- $1,104/SF
- 279 Days On Market
Last Sold Price $2,600,000

Last Listing Agent Ysidro Fernandez EquiEstate Corp.

/33
$360,000
- Land
134 S Bay Harbor Dr, Key Largo, FL 33037

Design Your Dream Island Home in Key LargoAn exceptional opportunity to create your custom retreat in the heart of the Florida Keys. This ready-to-build lot comes with an allocated building permit in hand and approved plans for a beautifully designed 4-bedroom, 3.5-bath residence offering over 1,800 sq. ft. of living space, expansive porches for outdoor living, covered parking, and a private

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(786) 808-1063

134 S Bay Harbor Dr, Key Largo, FL 33037
/13
$3,000 per month
- 3 Beds
- 2 Baths
- 1,109 Sq Ft
- House for Rent
26945 Shannahan Rd, Summerland Key, FL 33042

Property Id: 24239533 Bd/2 Bth Concrete block home. Central A/C with heat. Granite counter tops in kitchen. Fridge, Gas Stove, dishwasher and central ac. Stackable washer/dryer. Fenced back yard. Concrete patio in front or parking area. In Ramrod Key. Non waterfront. No house on either side. Must have good credit and references and income will be verified. Utilities NOT included. Rent

26945 Shannahan Rd, Summerland Key, FL 33042
/108
$7,400,000 Sold Nov 21, 2025

126 Calle Ensueno, Marathon, FL 33050
- 7 Beds
- 6.5 Baths
- 8,306 Sq Ft
- Built 1981
Last Sold Summary
- 13% Below List Price
- $891/SF
- 385 Days On Market
Current Estimated Value $6,135,261

Last Listing Agent Lisa Wiebe Coldwell Banker Schmitt Real Estate Co.

126 Calle Ensueno, Marathon, FL 33050

/49
Est $5,303,249 Not Listed For Sale

291 Sunset Key Dr, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,912 Sq Ft
- Built 2006
291 Sunset Key Dr, Key West, FL 33040

Last Sold Summary
- 1% Above List Price
- $2,746/SF
- 19 Days On Market
Last Sold Price $5,250,000

Last Listing Agent Mike Caron Keller Williams Key West Compass Realty

/29
$839,000
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
22739 Buccaneer Ln, Summerland Key, FL 33042

Welcome to Cudjoe Key - A prime location in the Lower Florida Keys. If you're looking for the ultimate ''Island Life'' this tropical canal-front home in sought-after Cutthroat Harbor Estates is exactly what you need. Perfectly positioned to embrace the laid-back Keys lifestyle, this property offers the ideal blend of waterfront living, privacy, and island charm. This 2 Bedroom 2 Bath home is

Anneliese Dietrick

Coldwell Banker Schmitt Lower Keys (KW)

(786) 882-7259

22739 Buccaneer Ln, Summerland Key, FL 33042
/48
$3,500 per month
- 3 Beds
- 2 Baths
- 1,520 Sq Ft
- House for Rent
6 SE Marlin Ave, Key Largo, FL 33037

This solid concrete 3BR/2BA home blends comfort, convenience, and the best of Florida Keys living. The bright, open layout features tile floors throughout, a modern kitchen with upgraded appliances, and plenty of natural light from large windows and sliding doors. The master suite offers private patio access, while a separate laundry room adds everyday ease. The fully fenced backyard is perfect

Jessie Morales Lifestyle International Realty

6 SE Marlin Ave, Key Largo, FL 33037
/65
$1,100,000 Sold May 15, 2025

11600 1st Avenue Gulf Unit 51, Marathon, FL 33050
- 3 Beds
- 2.5 Baths
- 1,600 Sq Ft
- Built 2006
Last Sold Summary
- 8% Below List Price
- $688/SF
- 25 Days On Market
Current Estimated Value $1,210,874

Last Listing Agent Karen Raspe, PA Ocean Sotheby's International Realty

11600 1st Avenue Gulf Unit 51, Marathon, FL 33050

/35
Est $1,973,252 Not Listed For Sale

201 12th St, Key Colony Beach, FL 33051
- 3 Beds
- 2 Baths
- 2,088 Sq Ft
- Built 1998
201 12th St, Key Colony Beach, FL 33051

Last Sold Summary
- 4% Above List Price
- $910/SF
- 432 Days On Market
Last Sold Price $1,900,000

Last Listing Agent Sheryl Phillips Coldwell Banker Schmitt Real Estate Co.

/60
$1,385,000
- 4 Beds
- 4 Baths
- 1,682 Sq Ft
500 Burton Dr Unit 3308 & 3309, Tavernier, FL 33070

TWO Condos combined for a total of 4 bedrooms & 4 Bathrooms !! a D model with 2 ocean front balconies and a D-1 with 1 oceanfront balconies for a Triple D !! Both Owners suites have Ocean Views with the 2 guest bedrooms in the back. All Impact Windows & Sliders both condos being sold fully furnished. Direct Ocean Access Marina, Jr. Olympic Heated Pool with Pool Bar. Oceanfront Cafe over looking

Tom Rodriguez

American Caribbean Real Estate, Christie's International Real Estate

(645) 231-1894

500 Burton Dr Unit 3308 & 3309, Tavernier, FL 33070
/6
$1,800 per month
- 1 Bed
- 1 Bath
- House for Rent
40G Miriam St, Stock Island, FL 33040

Property Id: 2441228Location : 40G Miriam street Stock Island, 10 minutes to downtown.This is a furnished room only good for one person and no pet.Shared kitchen, bathroom, living room and washer dryer with a very respectful male.$1800 per month rent, required security deposit and first month rent to move in, total $3600.We do background check thanks.Contact # Grace

40G Miriam St, Stock Island, FL 33040
/42
$1,035,000 Sold Sep 25, 2025

9 Bass Ave, Key Largo, FL 33037
- 3 Beds
- 2 Baths
- 1,582 Sq Ft
- Built 2000
Last Sold Summary
- 2% Below List Price
- $654/SF
- 234 Days On Market
Current Estimated Value $1,026,950

Last Listing Agent Loreen Rizzo Century 21 Circle- Islamorada

9 Bass Ave, Key Largo, FL 33037

/50
Est $2,405,609 Not Listed For Sale

143 Plantation Ave, Tavernier, FL 33070
- 4 Beds
- 3 Baths
- 2,834 Sq Ft
- Built 2018
143 Plantation Ave, Tavernier, FL 33070

Last Sold Summary
- 5% Above List Price
- $812/SF
- 41 Days On Market
Last Sold Price $2,300,000

Last Listing Agent AJ Vetter Palm House Real Estate

/45
$1,099,000 Open Sun 10AM - 12PM
- 3 Beds
- 2 Baths
- 1,398 Sq Ft
30366 Falcon Ln, Big Pine Key, FL 33043

Fantastic CBS canal front Pool home on a double lot in Tropical Bay Estates. Entering into the large Great Room you will find soaring wood ceilings and an open floor plan boasting a true chef's Kitchen with stainless steel Viking appliances, gas range, and large granite bar to gather around. The spacious screened in Porch overlooks the water and is the perfect place to enjoy outdoor dining.

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(888) 231-9107

30366 Falcon Ln, Big Pine Key, FL 33043
/38
$7,775 per month
- 2 Beds
- 2.5 Baths
- 954 Sq Ft
- House for Rent
1615 Harbor Dr, Marathon, FL 33050

Welcome to your private oasis in the Florida Keys. This beautifully renovated home blends classic Keys architecture with a thoughtfully designed outdoor retreat rarely found in homes of this style. Upstairs features the primary living quarters with two official bedrooms and two full bathrooms, creating a comfortable and bright main living space. What truly sets this property apart is the fully

Liliana Fonte Florida Realty of Miami Corp

1615 Harbor Dr, Marathon, FL 33050
/36
$1,300,000 Sold Nov 14, 2025

435 121st Street Gulf, Marathon, FL 33050
- 3 Beds
- 3 Baths
- 1,731 Sq Ft
- Built 1981
Last Sold Summary
- 19% Below List Price
- $751/SF
- 252 Days On Market
Current Estimated Value $1,353,950

Last Listing Agent Jessica Boyanton P.A. LPT Realty, LLC

435 121st Street Gulf, Marathon, FL 33050

/42
Not Listed For Sale

181 10th St, Key Colony Beach, FL 33051
- 3 Beds
- 2 Baths
- 1,885 Sq Ft
- Built 2006
181 10th St, Key Colony Beach, FL 33051

Last Sold Summary
- $741/SF
- 26 Days On Market
Last Sold Price $1,397,500

Last Listing Agent Michelle Wininger Coldwell Banker Schmitt Real Estate Co.

/10
$425,000
- Land
6 Beach Dr, Key West, FL 33040

Rare DOUBLE LOT on OPEN WATER with BOATING ACCESS and ROGO EXEMPT LETTER IN HAND!! This lot can be cleared providing huge wide water sunset views and the ability to add dockage with shallow boating access. Located in the Saddlebunch Keys, just 10 minutes from all of the superior dining and nightlife of Key West, Florida. Build your dream home now, and enjoy beautiful open water sunset views

Anneliese Dietrick

Coldwell Banker Schmitt Lower Keys (KW)

(786) 756-8747

6 Beach Dr, Key West, FL 33040
/45
$7,782 per month
- 4 Beds
- 3.5 Baths
- 1,797 Sq Ft
- Condo for Rent
1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040

The advertised rate of $7,782/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 5, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040
/39
$200,000 Sold Nov 25, 2025

1466 Overseas Hwy Unit 5, Marathon, FL 33050
- Built 1975
Last Sold Summary
- 11% Below List Price
- 223 Days On Market
Last Listing Agent Joshua Mothner Coldwell Banker Schmitt Real Estate Co.

1466 Overseas Hwy Unit 5, Marathon, FL 33050

/25
Not Listed For Sale

28232 Dorothy Ave, Summerland Key, FL 33042
- 2 Beds
- 1.5 Baths
- 1,064 Sq Ft
- Built 1986
28232 Dorothy Ave, Summerland Key, FL 33042

Last Sold Summary
- $291/SF
- 49 Days On Market
Last Sold Price $310,000

Last Listing Agent Lanny Gardner Bluescape Real Estate

Showing Results 241 - 280, Page 7 of 18

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