Monroe County, FL Homes

/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
/20
$7,972 per month
- 3 Beds
- 3 Baths
- 2,518 Sq Ft
- Condo for Rent
8 Floral Ave Unit ID1297832P, Key West, FL 33040

The Haven House is a truly heavenly retreat nestled on the quiet residential canals in Key Haven. This home boasts a modern waterfront private backyard with a dock and boat lift. With space-maximizing and luxury island touches from top to bottom, this monthly rental has it all. Stay just 15 minutes from downtown Duval Street in this one-of-a-kind island home.Seamless indoor-outdoor

8 Floral Ave Unit ID1297832P, Key West, FL 33040
/3
$765,000 Sold Mar 10, 2025

3366 Pearl Ave, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,305 Sq Ft
- Built 1980
Last Sold Summary
- 3% Below List Price
- $586/SF
- 65 Days On Market
Current Estimated Value $777,654

Last Listing Agent Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

3366 Pearl Ave, Key West, FL 33040

/38
Not Listed For Sale
- 3 Beds
- 3 Baths
- 3,255 Sq Ft
Unlisted Address

Unlisted Address

/83
$3,900,000
- 4 Beds
- 3.5 Baths
- 2,050 Sq Ft
680 Elma Ave, Big Pine Key, FL 33043

RARE * PRIVATE ESTATE LOT- WEST FACING-DREAMY SUNSETS -New features include ownership of surrounding Bay bottom! 600 sq ft detached garage! Tiki with outdoor kitchen!* Welcome to Tarpon Cove, an exclusive, resort-like retreat nestled on a sprawling estate lot in the heart of Big Pine Key in the Lower Florida Keys. This recently redesigned home offers a perfect blend of modern elegance and natural

Sandra Tuttle

Island Welcome Real Estate

(877) 359-5426

680 Elma Ave, Big Pine Key, FL 33043
/32
$3,000 per month
- 2 Beds
- 1 Bath
- 1,093 Sq Ft
- House for Rent
206 Preston St, Islamorada, FL 33036

Charming Islamorada cottage just steps from the beach, offering a bright and comfortable 2-bedroom, 1-bath layout in the heart of downtown. This well-maintained home is within walking distance to the beach, Morada Bay, Florida Keys Brewing Co, and situated in the same highly desirable neighborhood as Cheeca Lodge Casitas and Moorings Village--without the resort price tag. The cottage includes an

Aleks Morina LoKation Real Estate

206 Preston St, Islamorada, FL 33036
/60
$1,850,000 Sold Oct 27, 2025

1015 Adams Dr, Key Largo, FL 33037
- 3 Beds
- 2.5 Baths
- 2,380 Sq Ft
- Built 1999
Last Sold Summary
- 16% Below List Price
- $777/SF
- 156 Days On Market
Last Listing Agent Brooke Vega American Caribbean Real Estate, Christie's International Real Estate

1015 Adams Dr, Key Largo, FL 33037

/45
Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,216 Sq Ft
62900 Overseas Hwy, Marathon, FL 33050

62900 Overseas Hwy, Marathon, FL 33050

/48
$319,000
- 2 Beds
- 1 Bath
- 720 Sq Ft
701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042

Income-Producing Gem in Venture Out! Affordable 2BR/1BA Getaway with Resort Amenities.Discover an incredible opportunity to own a piece of the highly sought-after, gated community of Venture Out. This charming 2-bedroom, 1-bathroom home is one of the community's most affordable properties, offering a perfect blend of cozy comfort and exceptional investment potential.Ready for you to move in

Ian Calderwood

Bluescape Real Estate

(305) 570-4554

701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042
/20
$8,100 per month
- 2 Beds
- 3 Baths
- 1,345 Sq Ft
- Condo for Rent
629 Elizabeth St Unit ID1297833P, Key West, FL 33040

Casa Azul is a luxurious modern cottage featuring an open-concept living area that is bathed in natural sunlight. Enjoy a dip in the heated saltwater plunge pool with a waterfall feature and night lighting. Located in Old Town Key West, just two blocks from Duval Street, this pet-friendly home offers private parking and is perfect for your next extended stay.Casa Azul perfectly blends comfort

629 Elizabeth St Unit ID1297833P, Key West, FL 33040
/35
$295,000 Sold Jul 02, 2025

439 83rd Street Ocean, Marathon, FL 33050
- 2 Beds
- 2 Baths
- 1,018 Sq Ft
- Built 1961
Last Sold Summary
- 1% Below List Price
- $290/SF
- 20 Days On Market
Last Listing Agent Mallory Pinto Ocean Sotheby's International

439 83rd Street Ocean, Marathon, FL 33050

/2
Est $1,828,873 Not Listed For Sale
- Studio
40 Sunset Key Dr, Key West, FL 33040

40 Sunset Key Dr, Key West, FL 33040

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

Build Your Dream Home in Paradise!Ready-to-build lot in beautiful Key Largo, offering access to one of the best private homeowners parks in the Upper Keys! Enjoy private sandy beach access on turquoise waters, a boat ramp, dockage, and boat storage -- perfect for those who love the island lifestyle. This lot comes with an allocated building permit ready to pick up, along with approved plans for a

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(786) 808-1063

134 S Bay Harbor Dr, Key Largo, FL 33037
/41
$3,600 per month
- 2 Beds
- 1.5 Baths
- 1,056 Sq Ft
- Townhouse for Rent
96000 Overseas Hwy Unit S8, Key Largo, FL 33037

Experience the epitome of coastal living at our exquisite 2-bedroom, 1.5-bathroom townhome nestled within a serene gated community. Boasting breathtaking sunset views from the nearby beach, resort-style amenities, and modern updates, this is your perfect retreat in paradise. Buttonwood Bay offers 2 pools, tennis and pickleball courts, a fitness center, and a beautiful beach. Includes a boat slip

Shanti Cope Coldwell Banker Schmitt R.E.

96000 Overseas Hwy Unit S8, Key Largo, FL 33037
/31
$585,000 Sold Feb 13, 2025

410 Coconut Dr, Key Largo, FL 33037
- 2 Beds
- 2 Baths
- 912 Sq Ft
- Built 1991
Last Sold Summary
- 15% Below List Price
- $641/SF
- 187 Days On Market
Current Estimated Value $612,904

Last Listing Agent Martha Carter Engel & Volkers Islamorada

410 Coconut Dr, Key Largo, FL 33037

/81
Est $2,805,969 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,662 Sq Ft
Unlisted Address

Unlisted Address

/26
$635,000
- 2 Beds
- 2 Baths
- 780 Sq Ft
48 Kingfisher Ln, Key West, FL 33040

Welcome to 48 Kingfisher Lane -- an updated, light-filled end unit in the Key West Golf Club that truly stands out. Tucked away on a quiet cul-de-sac, this home offers rare privacy, an oversized wrap-around porch, and private views of the #5 green and lake.Step inside to a beautiful 2-bedroom, 1.5-bath townhome refreshed with recent interior paint, hardwood-style laminate flooring throughout,

Megan McDowell

Brenda Donnelly Real Estate LLC

(786) 807-7170

48 Kingfisher Ln, Key West, FL 33040
/16
$4,000 per month
- 2 Beds
- 2 Baths
- 1,275 Sq Ft
- Condo for Rent
83201 Old Hwy Field Unit 218, Islamorada, FL 33036

Property Id: 2215193Spectacular Ocean Views from this unit at Beacon Reef located in the Heart of Islamorada! Offering 2 bedroom and 2 bath unit with a beautifully renovated kitchen with Stainless Steel appliances and Granite Countertops and Custom Cabinetry allowing an open and airy feeling leading to your Dining and Living Area. The Master Bedroom offers gorgeous tropical views

83201 Old Hwy Field Unit 218, Islamorada, FL 33036
/44
$1,675,000 Sold Jul 30, 2025

2605 Gulfview Dr, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,320 Sq Ft
- Built 1999
Last Sold Summary
- 7% Below List Price
- $1,269/SF
- 116 Days On Market
Current Estimated Value $1,684,881

Last Listing Agent Paige Bethel Island Home Realty Inc.

2605 Gulfview Dr, Key West, FL 33040

/5
Not Listed For Sale
91655 Overseas Hwy, Tavernier, FL 33070

91655 Overseas Hwy, Tavernier, FL 33070

/60
$1,395,000
- 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
/17
$2,935 per month
- 3 Beds
- 2.5 Baths
- 1,347 Sq Ft
- Townhouse for Rent
106003 Overseas Hwy, Key Largo, FL 33037

If you're looking to enjoy the turquoise waters and tropical landscapes that define true Key Largo living, Keys Lake Villas offers a serene, vacation-style community at the gateway to the Florida Keys.This pet-friendly townhome features spacious three-bedroom floor plan equipped with a washer and dryer, dishwasher, and generous closet space for added convenience.Residents enjoy resort-inspired

Shanti Cope Coldwell Banker Schmitt Key Largo

106003 Overseas Hwy, Key Largo, FL 33037
/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 $324,256

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

35 Sombrero Blvd Unit A3, Marathon, FL 33050

/2
Est $953,258 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,055 Sq Ft
182 Airstream Ln, Tavernier, FL 33070

182 Airstream Ln, Tavernier, FL 33070

/45
$1,199,000
- 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 Lower Keys (KW)

(888) 231-9107

30366 Falcon Ln, Big Pine Key, FL 33043
/15
$3,550 per month
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- House for Rent
31430 Avenue E, Big Pine Key, FL 33043

Property Id: 2249521Annual long-term rental, spacious 3 bedroom, 2 bath stilt home, open floor plan. Covered porch with sliding French doors from the dining area. No neighbor on one side or across the street. Interior features include tile floors, a large kitchen, plenty of cabinets and a breakfast bar, laundry closet, hall bathroom has tub, and a master bathroom has shower. Central A/C

31430 Avenue E, Big Pine Key, FL 33043
/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 $748,043

Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

2005 Fogarty Ave, Key West, FL 33040

/9
Not Listed For Sale
Lot 8 Overseas Hwy, Summerland Key, FL 33042

Lot 8 Overseas Hwy, Summerland Key, FL 33042

/71
$9,995,000
- 4 Beds
- 5 Baths
- 4,752 Sq Ft
1355 Coury Dr, Key Colony Beach, FL 33051

Experience elevated luxury at this oceanfront home in the exclusive Key Colony Beach in the Florida Keys. Situated on an immaculate gated double lot, with a private sandy beach and lush tropical landscaping, this unique property offers unparalleled resort-style amenities! Upon entry into a grand foyer, custom scrolling staircases lead to an opulent great room, highlighting the view of the

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 431-0881

1355 Coury Dr, Key Colony Beach, FL 33051
/32
$2,400 per month
- 2 Beds
- 1.5 Baths
- 774 Sq Ft
- Property for Rent
65821 Overseas Hwy Unit 310, Long Key, FL 33001

Looking for a comfortable and fully equipped home in the Florida Keys? This updated 2 bedroom, 1.5 bath mobile home at Outdoor Resorts offers the perfect blend of convenience, amenities, and island living. Whether you're relocating for work, seeking a peaceful year-round residence, or simply wanting to try out the Keys lifestyle, this home makes settling in effortless.Step inside to a bright,

Jennifer Davis Island Breeze Realty, LLC

65821 Overseas Hwy Unit 310, Long Key, FL 33001
/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 $813,428

Last Listing Agent Jimmy Lane Island Life Realty Experts

2021 Harris Ave, Key West, FL 33040

/19
Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,012 Sq Ft
217 W 1st Ct, Key Largo, FL 33037

217 W 1st Ct, Key Largo, FL 33037

/63
$2,870,000
- 4 Beds
- 4 Baths
- 2,478 Sq Ft
112 Leoni Dr, Islamorada, FL 33036

PRICE IMPROVEMENT!!! LOOKING FOR THE PREMIER DEEP WATER OCEAN/BAY ACCESS COMMUNITY? Discover the epitome of waterfront living in the exclusive community of Venetian Shores in Islamorada. Renowned for its expansive 100-foot-wide canals, this neighborhood provides unparalleled access to both the Atlantic Ocean and Florida Bay via Snake Creek--ideal for boating enthusiasts. This meticulously updated

Shane Wilson

Cypress Realty, Inc.

(786) 882-9199

112 Leoni Dr, Islamorada, FL 33036
/14
$4,000 per month
- 2 Beds
- 1 Bath
- 612 Sq Ft
- Condo for Rent
2513 Staples Ave Unit B, Key West, FL 33040

Property Id: 1836419This is the rear unit in a super cute ground level duplex in midtown. 2 bed/1 bath. One off-street parking spot. Shared yard. In unit laundry. Updated appliances. Clean and easy to maintain. Utilities and exterior maintenance included. Great for roommates or small families. Current renters are active military and are being redeployed elsewhere.

2513 Staples Ave Unit B, Key West, FL 33040
/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
Last Listing Agent Lisa Wiebe Coldwell Banker Schmitt Real Estate Co.

126 Calle Ensueno, Marathon, FL 33050

/25
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,185 Sq Ft
209 Camelot Dr, Tavernier, FL 33070

209 Camelot Dr, Tavernier, FL 33070

/36
$925,000
- 2 Beds
- 2 Baths
- 798 Sq Ft
3625 Seaside Dr Unit 25204, Key West, FL 33040

Attention Investors - Key West Transient License Condo! Own a nightly vacation rental condo in Key West allowing for highly profitable short-term rentals. Located in the sought-after Sunrise Suites Resort, this property offers a long history of consistent rental income. Investors can take over future bookings, ensuring a seamless transition and steady revenue stream. Situated on the second floor,

Karol Marsden

Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

(866) 932-0541

3625 Seaside Dr Unit 25204, Key West, FL 33040
/5
$3,500 per month
- 3 Beds
- 2 Baths
- 811 Sq Ft
- Property for Rent
321 Windley Rd Unit B, Key Largo, FL 33037

Available for 1-6 months. Charming, fully furnished 3-bedroom, 2-bathroom rental in Key Largo. New flooring throughout, a modern updated kitchen, cozy living area, and comfortable bedrooms.--a large screened-in patio with washer & dryer. freezer and ice maker. 6+ months rental will be considered.

Vanessa Santana Miami New Realty

321 Windley Rd Unit B, 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 $1,204,767

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

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

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