Monroe County, FL Homes

/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
/15
$4,500 per month
- 3 Beds
- 2 Baths
- 1,562 Sq Ft
- House for Rent
94825 Overseas Hwy Unit 165, Key Largo, FL 33037

Escape to paradise with this beautifully furnished new construction 3-bedroom, 2-bath home in the Florida Keys! Available as a seasonal 6-month rental with utilities included ($5,000 per month). This turnkey property offers modern finishes, an open layout, and everything you need for a relaxed island lifestyle. Enjoy access to a community pool and community boat dock—perfect for family fun and

Julie Arancibia Luxe Properties

94825 Overseas Hwy Unit 165, Key Largo, FL 33037
/54
$950,000 Sold Aug 01, 2025
- Land
- 0.04 Acre
- $21,590,909 per Acre
- 58 Days On Market
65821 Overseas Hwy #287 & 288, Long Key, FL 33001

LOTS 287 & 288. $550k PER LOT. THERE ARE NO OTHER VACANT, READY TO BUILD LOTS AVAILABLE IN OUTDOOR RESORTS. SIDE BY SIDE DEEP WATER LOTS = OPPORTUNITY. SEE THE ON THE ON-LINE REVIEWS FOR OUTDOOR RESORTS THEY ARE CLEARLY ONE OF THE MOST SOUGHT AFTER COMMUNITIES AND EXTREMELY FLEXIBLE OF WHAT YOU CAN DO! YOU HAVE 69 FEET OF FRONTAGE. - YOU COULD BUILD A LUXURY 3 STORY WATER FRONT HOME. OR BRING

Sam Fugina Marlin Realty Inc

65821 Overseas Hwy #287 & 288, Long Key, FL 33001

/2
Est $1,389,953 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,435 Sq Ft
301 Calzada de Bougainvillea, Marathon, FL 33050

301 Calzada de Bougainvillea, Marathon, FL 33050

/65
$1,999,000
- 4 Beds
- 4 Baths
- 2,400 Sq Ft
17077 Bonita Ln W, Summerland Key, FL 33042

Escape to the tranquil beauty of Sugarloaf Shores with this beautifully renovated 4 bedroom + bunk room, 3.5 bath CBS home, ideally positioned on a tropically landscaped 12,500 sq ft lot with stunning open water views of Sugarloaf Sound. Inside, you'll find a bright and spacious open-concept great room that effortlessly blends indoor and outdoor living, perfect for both relaxing and entertaining.

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(305) 304-0656

17077 Bonita Ln W, Summerland Key, FL 33042
/53
$2,890 per month
- 2 Beds
- 2 Baths
- 778 Sq Ft
- Apartment for Rent
98321 Windward Ave, Key Largo, FL 33037

Step into comfort and convenience in this beautifully furnished 2-bedroom, 2-bath condo, perfectly positioned with peaceful views of the pool right from your patio. Located in the secure, gated community of Landings of Largo, you'll enjoy access to a full suite of resort-style amenities: two swimming pools, a community boat ramp, marina access, sunset viewing post, fish cleaning stations, and a

Jessie Morales Lifestyle International Realty

98321 Windward Ave, Key Largo, FL 33037
/44
$930,000 Sold Aug 01, 2025
- 1,280 Sq Ft
- $727/SF
- 96 Days On Market
- 2 Beds
- 2 Baths
- Built 1982
3761 Gumbo Limbo St, Big Pine Key, FL 33043

THIS IMPECCABLY RENOVATED CBS home is situated on a 7,350 sq. ft. lot with 70' concrete seawall, step-down dock and a recently added 10,000 lb. boat lift. Once inside, your eyes are drawn to the impressive new kitchen with quartz counters and the high cathedral ceiling throughout this 1,280 sq. ft. 2BD/2BA home. Numerous updates have been made since 2021, including renovations to both bathrooms,

Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

3761 Gumbo Limbo St, Big Pine Key, FL 33043

/14
Not Listed For Sale
12, 13, 14 Cook Island, Cook Island Key, FL 33043

12, 13, 14 Cook Island, Cook Island Key, FL 33043

/47
$1,699,000
- 3 Beds
- 2 Baths
- 1,954 Sq Ft
19 North Dr, Key Largo, FL 33037

Your Waterfront Island Beauty Awaits - Live the Tropical Dream Today!Experience relaxed waterfront living in this bright and spacious home, soon to feature a BRAND-NEW WHITE METAL ROOF, adding beauty, durability, and peace of mind for years to come. Nestled in a welcoming neighborhood, this property sits perfectly on one of the deeper canals in the Upper Keys offering protected boating and lovely

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(786) 882-9707

19 North Dr, Key Largo, FL 33037
/48
$28,000 per month
- 3 Beds
- 2.5 Baths
- 3,200 Sq Ft
- House for Rent
60 Ocean Front Dr, Key Largo, FL 33037

Oceanfront sanctuary of elegance nestled in the heart of Key Largo. Gracefully situated along the azure waters of the Atlantic Ocean, this exquisite villa epitomizes modern sophistication and timeless charm. Spanning an expansive 46,300 sqft of prime real estate with over 86 feet of ocean frontage, it offers breathtaking, uninterrupted ocean views. The 75-feet infinity-edge heated pool, private

Anita Funtek Vera Realty, LLC

60 Ocean Front Dr, Key Largo, FL 33037
/35
$970,000 Sold Aug 01, 2025
- 1,918 Sq Ft
- $506/SF
- 102 Days On Market
- 4 Beds
- 4 Baths
- Built 1999
3 Kyle Way E, Marathon, FL 33050

Located in the highly coveted Knight's Key neighborhood, this stunning stilted FULL duplex presents an incredible opportunity for a family vacation retreat, investment property, or both! Ideally situated on a 9,200 square foot lot just minutes from the iconic 7 Mile Bridge and the beloved Sunset Grill, this home places you at the heart of all that Marathon has to offer. Each side of this

Jo Ann Cook Ocean Sotheby's International

3 Kyle Way E, Marathon, FL 33050

/2
Est $2,696,810 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,653 Sq Ft
900 Seminary St, Key West, FL 33040

900 Seminary St, Key West, FL 33040

/37
$1,299,000
- 2 Beds
- 1 Bath
- 749 Sq Ft
1116 Eaton St, Key West, FL 33040

Charming Key West Cottage with Pool, Rooftop Deck & Prime Old Town Location.Discover the ultimate island lifestyle in this lovely Key West cottage located in the vibrant heart of Old Town. Perfectly sized for effortless living, this beautifully maintained home offers all the charm, comfort, and convenience you could dream of--without the hassle of high-maintenance upkeep.From the moment you

Margarita Villoch

Island Group Realty (KW)

(786) 550-6363

1116 Eaton St, Key West, FL 33040
/31
$10,000 per month
- 4 Beds
- 2 Baths
- 672 Sq Ft
- House for Rent
125 Gardenia St, Tavernier, FL 33070

Experience luxury waterfront living in the heart of the Florida Keys! This stunning modern home offers sleek finishes, breathtaking canal views, and direct boating access. Enjoy the spacious outdoor entertainment area, complete with a private dock, lush synthetic turf, and a large jacuzzi—perfect for relaxing under the stars. The upper-level terrace provides an ideal setting for lounging or

Dahiana Rojas de Rojas Canvas Real Estate

125 Gardenia St, Tavernier, FL 33070
/43
$1,160,000 Sold Aug 01, 2025
- 1,200 Sq Ft
- $967/SF
- 85 Days On Market
- 2 Beds
- 2 Baths
- Built 1978
2305 Grouper Dr, Marathon, FL 33050

Welcome to your dream waterfront retreat! This newly renovated 2 bedroom, 2 bathroom CBS home is perfectly positioned in the heart of Marathon, offering a seamless blend of coastal modern design and island charm. Nestled in a peaceful neighborhood across from a tranquil nature preserve, this home is the perfect escape for those seeking serenity with easy access to all the Florida Keys have to

Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

2305 Grouper Dr, Marathon, FL 33050

/2
Est $370,863 Not Listed For Sale
- 1 Bed
- 1 Bath
- 611 Sq Ft
90341 Old Hwy Unit 6, Tavernier, FL 33070

90341 Old Hwy Unit 6, Tavernier, FL 33070

/49
$948,000
- 2 Beds
- 2 Baths
- 1,124 Sq Ft
3667 S Seas St, Big Pine Key, FL 33043

Discover your dream waterfront residence in the Florida Keys! Constructed with superior CBS building methods, featuring concrete floors, beams, and decorative railings, this home promises enduring quality. A full concrete seawall and robust 10k lb. boatlift offer convenient access to local sandbars, snorkeling spots, dining venues, and exceptional fishing grounds. The securely enclosed yard

Scott Brisson

KeyIsle Realty

(844) 638-7172

3667 S Seas St, Big Pine Key, FL 33043
/29
$5,500 per month
- 4 Beds
- 3 Baths
- House for Rent
108 Long Ben Dr, Key Largo, FL 33037

Escape to waterfront luxury in the heart of Pirates Cove (MM98)! This stunning 4-bedroom, 3-bathroom, two-story concrete home is now available for rent, offering the perfect blend of comfort, convenience, and breathtaking views.Enjoy effortless bay and ocean access with a 15,000lb boat lift, davits, and a solid concrete dock--ideal for boaters and water lovers alike. The rooftop observatory

Jose Vigo RE/MAX All Keys Real Estate

108 Long Ben Dr, Key Largo, FL 33037
/51
$975,000 Sold Aug 01, 2025
- 1,200 Sq Ft
- $812/SF
- 101 Days On Market
- 3 Beds
- 2 Baths
- Built 2023
527 Heck Ave, Little Torch Key, FL 33042

This immaculate 3-bedroom, 2-bath custom home was site built by the owner for himself in 2023. Located on Little Torch Key, this home boasts the best of both worlds with picturesque views of the sunsets over the ponds on one side and excellent canal front dockage on the other offering quick access to the open water. The coastal-style home features an open concept floor plan with porcelain plank

Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

527 Heck Ave, Little Torch Key, FL 33042

/76
Est $1,953,065 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,795 Sq Ft
11252 5th Ave Gulf, Marathon, FL 33050

11252 5th Ave Gulf, Marathon, FL 33050

/88
$5,250,000
- 4 Beds
- 4 Baths
- 3,304 Sq Ft
210 W Seaview Cir, Marathon, FL 33050

Discover a luxurious oceanfront haven on Duck Key, Florida, listed at $5,250,000. This 4-bed, 4-bath, 3,304 sq ft home on a 10,070 sq ft lot in Plantation Island blends elegance with island charm. Built in 1965 and exquisitely updated in 2019 with brand new AC, Electric and Plumbing. It features shell stone-wrapped walls, iceberg marble floors on the first level, and onyx marble upstairs, with a

Joseph Suarez

Trustpoint Realty, LLC

(786) 949-1857

210 W Seaview Cir, Marathon, FL 33050
/46
$6,250 per month
- 3 Beds
- 2 Baths
- 1,705 Sq Ft
- House for Rent
470 122nd St, Marathon, FL 33050

Turn the key and drop anchor--this fully furnished 3-bedroom, 2-bath single-family home on Yacht Harbour Island is ready for rent. With 1,705 sq. ft. of finished living space, this home blends comfort with coastal functionality. Out back, enjoy direct ocean access from your private dock, which accommodates vessels up to 65 feet. Ideal for serious boaters who want to be on open water in minutes.

Stephany Duvall Engel & Volkers Marathon

470 122nd St, Marathon, FL 33050
/65
$1,099,000 Sold Aug 01, 2025
- 1,680 Sq Ft
- $654/SF
- 126 Days On Market
- 3 Beds
- 3 Baths
- Built 2023
84745 Old Hwy Unit 1, Islamorada, FL 33036

Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each

Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

84745 Old Hwy Unit 1, Islamorada, FL 33036

/2
Est $1,003,187 Not Listed For Sale
- Studio
- 2 Baths
- 1,180 Sq Ft
1411 White St, Key West, FL 33040

1411 White St, Key West, FL 33040

/37
$925,000
- 4 Beds
- 2 Baths
- 1,971 Sq Ft
210 Schooner Ln, Marathon, FL 33050

Welcome to this beautifully updated island retreat in the heart of Duck Key! This spacious 4-bedroom, 2-bath home sits on a desirable corner lot, offering extra privacy and great outdoor space.Built solid with CBS construction and recently upgraded with a new metal roof and new impact windows and doors, this home is move-in ready and built to handle Keys living with ease.Inside, you'll find

Joseph Suarez

Trustpoint Realty, LLC

(786) 963-2744

210 Schooner Ln, Marathon, FL 33050
/20
$3,200 per month
- 2 Beds
- 1 Bath
- 988 Sq Ft
- House for Rent
137 Pacific Ave, Key Largo, FL 33037

ALL UTILITIES INCLUDED! pets OK (with restrictions) Available on 9/1/25 this meticulously maintained recently remodeled and fully furnished upstairs unit with screened in wraparound lanai and side yard for BBQ/storage is only a few hundred feet from harry Harris park/beach/boat ramp off street parking for car/boat, this turnkey residence offers laid back living in a quiet sought-after

Mark Keats Real Estate Sales Force, Inc.

137 Pacific Ave, Key Largo, FL 33037
/43
$2,900,000 Sold Aug 01, 2025
- 2,697 Sq Ft
- $1,075/SF
- 124 Days On Market
- 3 Beds
- 4 Baths
- Built 2017
149 Simonton St, Key West, FL 33040

Old Town Villas at Key West is a luxurious gated development just 1 block off of Duval Street. This townhome has 3 bedrooms, 3.5 baths on 4 floors. A private elevator in each unit takes you from the 2 car garage to the rooftop terrace. Just under 2,700 SF of solid concrete construction accompanied with high end appliances, a large community pool & cabana area.

Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

149 Simonton St, Key West, FL 33040

/44
Est $2,187,726 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,386 Sq Ft
156 Harborview Dr, Tavernier, FL 33070

156 Harborview Dr, Tavernier, FL 33070

/65
$3,885,000 New Construction
- 6 Beds
- 5 Baths
- 3,240 Sq Ft
257 Normandy Dr, Tavernier, FL 33070

Spectacular Tavernier Oceanfront Concrete Home with Stunning Atlantic Views & Prime Boating AccessDiscover your dream waterfront retreat in the heart of the Florida Keys! This impressive 6-bedroom, 5-bathroom three-story concrete masterpiece in Tavernier offers breathtaking panoramic views of the turquoise Atlantic Ocean from nearly every room.Designed for spacious island living and effortless

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(786) 977-5989

257 Normandy Dr, Tavernier, FL 33070
/44
$4,700 per month
- 2 Beds
- 2 Baths
- 928 Sq Ft
- House for Rent
695 N Lake Dr, Key Largo, FL 33037

Updated 2/2 in Key Largo. Located right next to accessible boat ramp. Comes with the use of a floating dock as well. Fully Furnished. Large lot fully fenced in. Hook ups for RV storage. Currently Tenant occupied until July 14th. Call for showing, 24 hrs notice minimum while tenant occupies the residence. F/L/S + Background/Credit check for move in.

Kenneth Smith American Caribbean Real Estate, Christie's International Real Estate

695 N Lake Dr, Key Largo, FL 33037
/61
$3,499,000 Sold Aug 01, 2025
- 2,550 Sq Ft
- $1,372/SF
- 144 Days On Market
- 5 Beds
- 3 Baths
- Built 2004
12 Bass Ave, Key Largo, FL 33037

Not to be missed! House is in the X ZONE. Even more significantly, the house is among very few of all the homes in the Keys that sit 14+ feet above sea level. Flooding is not a worry. Storm surge and wind impacts are also minimized with the location near the center of Key Largo. Permit for boat lift is pending with Army Corps. Home is built with a meticulous attention to detail, with no expense

Jonathan Minerick Homecoin.com

12 Bass Ave, Key Largo, FL 33037

/6
Est $710,000 Not Listed For Sale
1210 17th St, Key West, FL 33040

1210 17th St, Key West, FL 33040

/35
$955,000 New Construction
- 3 Beds
- 3 Baths
- 1,650 Sq Ft
94825 Overseas Hwy Unit 187, Key Largo, FL 33037

Discover an island paradise at Key Largo Ocean Resort, a distinguished condominium single-family residence, reflecting the eclectic charm and tranquil lifestyle of an island nirvana. Nestled on a pristine 22-acre gated enclave representing a unique fusion of luxury and laid-back island living. Recently built beautiful 3 story 3-bedroom 2.5 bath CBS residence offered turn-key with golf cart and

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(786) 743-3194

94825 Overseas Hwy Unit 187, Key Largo, FL 33037
/80
$12,000 per month
- 3 Beds
- 2.5 Baths
- 2,400 Sq Ft
- House for Rent
1623 Venetian Dr, Key West, FL 33040

WATERFRONT!! EXITS TO THE OCEAN. FULLY FURNISHED HOME, READY TO MOVE IN. ONE OF THE FEW CANALS LEADING TO OCEAN INSIDE KEY WEST.Completely remodeled Oceanfront 3 bedrooms, 2 bathrooms, 2 car garage, completely furnished dream home on the water with game room and a 50ft dock on a very private neighborhood. This home is move in ready. UPSTAIRS- This home has a brand new top of the line kitchen with

Esney Diaz Premier Real Estate Associates

1623 Venetian Dr, Key West, FL 33040
/30
$930,000 Sold Aug 01, 2025
- 1,700 Sq Ft
- $547/SF
- 189 Days On Market
- 2 Beds
- 2 Baths
- Built 1933
608 Roberts Ln, Key West, FL 33040

OLD TOWN CONCH HOUSE on a lovely Lane tucked away but close to all of your favorite shops, cafes and Key West attractions! First time on the market in over 45 years! This historic home built by the Roberts Family is located on a quiet cul-de-sac lane in Old Town Key West. Tucked away and just off Frances St, 608 Roberts Lane (formerly known as Cates Lane as well as Darwin Court dates back to the

Bascom Grooms Bascom Grooms Real Estate (KW)

608 Roberts Ln, Key West, FL 33040

/2
Not Listed For Sale
0 Brian Rd Unit Lot 13 608124, Marathon, FL 33050

0 Brian Rd Unit Lot 13 608124, Marathon, FL 33050

/34
$2,000,000 Pending
- 4 Beds
- 4 Baths
- 3,172 Sq Ft
212 Schooner Ln, Duck Key, FL 33050

Experience coastal living at its finest in this stunning 3,172 sq ft residence on a generous 7,500 sq ft lot. This exquisite 4-bedroom, 4-bathroom home features a modern pool and rooftop terrace, offering breathtaking open ocean views from the third floor and kitchen.With high ceilings and impact windows, this residence combines elegance and safety. The metal roof adds durability, while

Joseph Suarez

Trustpoint Realty, LLC.

(786) 971-4839

212 Schooner Ln, Duck Key, FL 33050
/32
$2,750 per month
- 3 Beds
- 1 Bath
- 940 Sq Ft
- Property for Rent
202 Buttonwood Ave, Key Largo, FL 33037

Welcome to this spectacular Key Largo Beach Getway! This comfortably furnished 3 Bed/1Bath rental with spacious master bedroon/living room, brand new bathroom with quartz counter and pebble sshower floor. Dining table and countertop area seats 6 for dinner. Fully equipped kitchen with a brand new stove. Wifi included. Screened in front porch. Conversation firepit and outdoor dining area for

Lisette Penichet Blue Capital Realty, LLC

202 Buttonwood Ave, Key Largo, FL 33037
/21
$710,000 Sold Aug 01, 2025
- 1,152 Sq Ft
- $616/SF
- 194 Days On Market
- 3 Beds
- 2 Baths
- Built 1991
60 Cortez Ln, Islamorada, FL 33036

MOTIVATED SELLER !!! Florida Keys Living! Here is your chance to own your new forever home or vacation home in the beauty and charm of the Florida Keys. Located at the southern end of Islamorada is Lower Matecumbe Key. The peacefulness and laid back atmosphere here in ''Lower Mat'' is what makes this one of the most sought after areas to call home! This 3 bedroom 2 bath sits on a nearly 9500

Krissy Carnahan Realty ONE Group Destination (ISL)

60 Cortez Ln, Islamorada, FL 33036

/33
Est $998,188 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,593 Sq Ft
88181 Old Hwy Unit 22C, Islamorada, FL 33036

88181 Old Hwy Unit 22C, Islamorada, FL 33036

Showing Results 641 - 680, Page 17 of 18

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