Monroe, FL Homes

/67
$1,699,999
- 3 Beds
- 3 Baths
- 1,066 Sq Ft
126 Columbus Dr, Islamorada, FL 33036

Incoming producing property with bookings in place! Florida Keys home, 1,827 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed & elevated in 2021. Boaters paradise w/75FT of dockage, under 5 minute ride to open ocean + easy access to bay as well, plenty of space to install a

Jessica Wolf

Luxe Properties

(844) 443-0253

126 Columbus Dr, Islamorada, FL 33036
/45
$4,000 per month
- 2 Beds
- 1 Bath
- 1,008 Sq Ft
- Property for Rent
136 Sable Palm Ln, Tavernier, FL 33070

Tropical waterfront paradise found! Welcome to 136 Sable Palm Lane -- your slice of island life in the heart of Tavernier! Nestled in the highly sought-after Bluewaters community of Key Largo offering a perfect blend of modern amenities and coastal charm. Enjoy open-concept living with abundant natural light, coastal finishes, and a breezy layout designed for relaxed living. This charming

Sandro Herrera

Three Palms Realty

(844) 628-8162

136 Sable Palm Ln, Tavernier, FL 33070
/27
$1,100,000 Sold Aug 01, 2025
- 1,280 Sq Ft
- $859/SF
- 2 Days On Market
- 3 Beds
- 2 Baths
- Built 1961
12 Aster Terrace, Key West, FL 33040

Welcome to 12 Aster Terrace, a canalfront 3-bedroom 2-bathroom home located in the highly desirable Key Haven neighborhood--just minutes from downtown Key West. This single-level property features 60 feet of water frontage, 60-foot private seawall with boat lift, and excellent boating access to the Gulf and Atlantic. The home offers 1,280 sq. ft. of living space, a carport, and a spacious

Connor Nelson Berkshire Hathaway HomeServices Knight & Gardner Realty

12 Aster Terrace, Key West, FL 33040

/2
Est $648,133 Not Listed For Sale
- 2 Beds
- 2 Baths
- 780 Sq Ft
5073 Sunset Village Dr, Duck Key, FL 33050

5073 Sunset Village Dr, Duck Key, FL 33050

/13
$340,000
- Land
94825 Overseas Hwy Unit 157, Key Largo, FL 33037

ROGO EXEMPT VACANT LOT!!! EXCLUSIVE GATED COMMUNITY FEATURING A STATE OF THE ART CLUB HOUSE, MARINA, PLAYGROUND, SPORTS COURTS, BOAT RAMP. GREAT WEEKEND OR YEAR ROUND HOME. BUILD A BEAUTIFUL 3 STORY HOME. MOTIVATED SELLER, ALL OFFERS WILL BE CONSIDERED.

Joseph Suarez

Trustpoint Realty, LLC

(786) 615-1782

94825 Overseas Hwy Unit 157, Key Largo, FL 33037
/79
$11,500 per month
- 4 Beds
- 3 Baths
- 1,800 Sq Ft
- House for Rent
129 Nautilus Dr, Islamorada, FL 33036

Your White Marlin Beach seasonal rental awaits! Sleeps up to 12 guests. This charming two-story property offers a rare layout perfect for multigenerational living, private guest stays below for your guests. The main living quarters are located upstairs, while the ground level features a private two-bedroom, one-bathroom suite complete with its own kitchenette and entrance. Whether you want to

Victor Ruiz

Move Miami, LLC.

(877) 706-6314

129 Nautilus Dr, Islamorada, FL 33036
/65
$1,468,816 Sold Aug 01, 2025
- 1,950 Sq Ft
- $753/SF
- 38 Days On Market
- 4 Beds
- 3 Baths
- Built 1959
2751 Yellowtail Dr, Marathon, FL 33050

Middle Keys Hideaway with Rare Open Water Access! A beautifully updated 4-bedroom, 3-bath concrete home tucked away near the end of a peaceful cul-de-sac in the heart of the Middle Keys. Offering the perfect blend of comfort, style, and location, this island retreat is ideal for full-time living, a vacation getaway, or a high-performing rental investment.Positioned on a lushly landscaped corner

Sam Williams Coldwell Banker Schmitt Real Estate Co.

2751 Yellowtail Dr, Marathon, FL 33050

/30
Est $1,350,940 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,260 Sq Ft
626A Fleming St, Key West, FL 33040

626A Fleming St, Key West, FL 33040

/24
$899,000 Open Sat 2PM - 4PM
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
29153 Cedar Dr, Big Pine Key, FL 33043

This beautiful home sits on TWO LOTS FULLY FENCED and has 100' of canal frontage with a concrete seawall and a #15,000 boat lift. Can easily be converted into a 3/2 with very little expense. Great boating access to both the Atlantic and Gulf. It is move in ready, just bring your boat. Impeccably maintained, this home includes impact windows and doors and a metal roof for EXTREMELY LOW INSURANCE

Anneliese Dietrick

Coldwell Banker Schmitt Lower Keys (KW)

(855) 770-5969

29153 Cedar Dr, Big Pine Key, FL 33043
/54
$4,000 per month
- 2 Beds
- 2 Baths
- 850 Sq Ft
- Condo for Rent
10877 Overseas Hwy Unit 38, Marathon, FL 33050

SUMMER SPECIAL! Experience the ultimate FL Keys vacation getaway at this BRAND NEW condo-townhome in the breathtaking community of Ocean Isles Fishing Village! This is the ONLY 2 Bedroom/2 Bathroom in the community that offers complete, comfortable accommodations for up to 6 guests at competitive 1B/1B pricing! Unit 38 is the larger style, two story design. Come into the first floor open

Ganit Arazi

Beachfront Realty Inc

(786) 756-7350

10877 Overseas Hwy Unit 38, Marathon, FL 33050
/39
$3,300,000 Pending
- 5 Beds
- 4.5 Baths
- 3,011 Sq Ft
59720 Overseas Hwy, Marathon, FL 33050

Pre-Construction Pricing! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering four and five-bedroom floor plans all with direct Atlantic Ocean views, a resort style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a

Greg MacLaren Internet Realty of the Florida

59720 Overseas Hwy, Marathon, FL 33050

/26
Est $413,740 Not Listed For Sale
- 1 Bed
701 Spanish Main Dr Unit 229, Cudjoe Key, FL 33042

701 Spanish Main Dr Unit 229, Cudjoe Key, FL 33042

/29
$1,399,000 Open Sat 11AM - 1PM
- 3 Beds
- 2 Baths
- 2,068 Sq Ft
1541 Sunrise Dr, Big Pine Key, FL 33043

Enjoy absolutely stunning open water views and spectacular sunrises every morning from this gorgeous open waterfront property in Tropical Bay Estates. This spacious 3-bedroom, 2-bath home was completely remodeled in 2020 with beautiful finishes throughout. Enjoy a chef's kitchen, with top of the line appliances, and an abundance of cabinets and counter space, ideal for entertaining. Flooded

Anneliese Dietrick

Coldwell Banker Schmitt Lower Keys (KW)

(888) 890-8953

1541 Sunrise Dr, Big Pine Key, FL 33043
/18
$7,500 per month
- 3 Beds
- 2 Baths
- 1,304 Sq Ft
- Property for Rent
6 Calle Dos, Key West, FL 33040

The Rockland Key Resort is an amazing waterfront home only minutes from Key West. This beautifully renovated home is the perfect Keys oasis. Private fenced yard with mature landscape, new artificial turf, lanai, pool, and covered outdoor space. Ideal open floor plan with light-filled spaces overlooking the canal and pool. The kitchen offers stainless steel appliances, granite counters, &

Dan Serban

Key West Luxury Real Estate Inc (KW)

(786) 964-3586

6 Calle Dos, Key West, FL 33040
/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

/27
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,360 Sq Ft
115 Long Key Rd, Key Largo, FL 33037

115 Long Key Rd, Key Largo, FL 33037

/57
$1,975,000
- 4 Beds
- 3 Baths
- 2,635 Sq Ft
97501 Overseas Hwy Unit 131, Key Largo, FL 33037

Welcome to your dream vacation home at Mariners Club Key Largo! This oceanfront penthouse-style condo offers resort-style living with stunning Atlantic views and a private deep-water marina, perfect for boating enthusiasts. Bright and spacious, this 4 bedroom, 3 bath upgraded penthouse corner condo features travertine floors, crown molding, impact windows, a gourmet kitchen, and a luxurious

Lorie Leal

American Caribbean Real Estate

(305) 942-6044

97501 Overseas Hwy Unit 131, Key Largo, FL 33037
/5
$2,500 per month
- 2,244 Sq Ft
- Property for Rent
2001 Flagler Ave, Key West, FL 33040

Prime 2,244 SQFT Vacant Lot Available for Rent.A rare opportunity to lease a centrally located vacant lot in the heart of New Town! Whether you're looking to advertise your business, operate a food truck, start a new venture, or create a space uniquely your own--this versatile lot offers endless potential. Multiple possible uses (tenant to verify).Please do not walk the property without prior

Everett Watkins

Keller Williams Key West Compass Realty

(786) 244-5194

2001 Flagler Ave, Key West, FL 33040
/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

/57
Est $5,420,332 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 5,200 Sq Ft
124 Sunrise Dr, Marathon, FL 33050

124 Sunrise Dr, Marathon, FL 33050

/20
$1,750,000
- 2 Beds
- 1 Bath
- 759 Sq Ft
1020 Fleming St, Key West, FL 33040

Discover your dream surfer's cottage on a tropical island! Built in 1918, this charming home still showcases elements of its historic architecture, blending timeless character with a unique coastal vibe. Located at 1020 Fleming Street in the Historic Seaport area of Old Town Key West, you'll be just a short walk from amazing restaurants, great bars, and some of the best fishing and diving

Darrin Smith

Key West Luxury Real Estate Inc (KW)

(305) 449-9943

1020 Fleming St, Key West, FL 33040
/34
$6,000 per month
- 3 Beds
- 3 Baths
- 1,380 Sq Ft
- Property for Rent
59 Palm Dr, Key West, FL 33040

Enjoy the Keys lifestyle in this stunning canal-front 3-bedroom, 3-bathroom elevated modular home, located in the desirable Bay Point neighborhood, just behind Baby's Coffee. Available for $5,900 per month, this 2015-built home offers modern amenities and a spacious layout perfect for comfortable living.The lower level features a bedroom with a full bath, 9-foot ceilings, and access to a covered

Dan Serban

Key West Luxury Real Estate Inc (KW)

(645) 205-0832

59 Palm Dr, Key West, FL 33040
/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

/42
Est $1,902,751 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,800 Sq Ft
106 Tequesta St, Tavernier, FL 33070

106 Tequesta St, Tavernier, FL 33070

/48
$2,250,000
- 3 Beds
- 2 Baths
- 2,127 Sq Ft
1501 Ocean Bay Dr Unit A1 & 50' Boat Slip, Key Largo, FL 33037

Stunning Ocean Front with 50 ft deeded slip with 14,000 lb boat lift. Indulge in the vibrant ocean colors of turquoise blues and greens from every room. Awaken to awe-inspiring sunrises accompanied by refreshing ocean breezes. This hidden gem has the best views in the exclusive Key Largo Yacht Club with the boat slip just steps away. Convenience, peace and quiet are yours in this private

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(305) 614-8966

1501 Ocean Bay Dr Unit A1 & 50' Boat Slip, Key Largo, FL 33037
/6
$1,000 per month
- 1 Bed
- 367 Sq Ft
- Property for Rent
600 Whitehead St Unit C-4, Key West, FL 33040

Commercial office space in Old Town available for immediate use. Office is offered non-furnished, internet not included.

Everett Watkins

Keller Williams Key West Compass Realty

(866) 823-0723

600 Whitehead St Unit C-4, Key West, FL 33040
/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

/68
Est $3,159,850 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,470 Sq Ft
127 Marina Ave, Key Largo, FL 33037

127 Marina Ave, Key Largo, FL 33037

/43
$849,000
- 2 Beds
- 3 Baths
- 1,352 Sq Ft
12690 Overseas Hwy Unit 310, Marathon, FL 33050

Welcome to Gulfpointe II, a Gulf front community offering lots of amenities including great dockage, large heated and chilled pool and lots of parking. This spacious 2 Bedroom 2 Bath condo offers an open floor plan with panoramic views of the gulf from all angles. Enjoy morning coffee or evening cocktails watching the sunset over the water from one of your. two porches that face different

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 981-1192

12690 Overseas Hwy Unit 310, Marathon, FL 33050
/35

$2,660 - $4,588 per month

Ocean Walk

Studio - 3 Beds

3900 S Roosevelt Blvd, Key West, FL 33040

Ocean Walk apartments are located on the peaceful Atlantic side of the island, nestled among lush natural vegetation, just steps away from the beach. Ideally located just minutes from the best dining, shopping and entertainment Key West has to offer, Ocean Walk Apartment Homes boast spacious one, two, and three bedroom apartments, spectacular views, and first-rate amenities. Each recently

3900 S Roosevelt Blvd, Key West, FL 33040
/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

/10
Est $808,187 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
57434 Gibson St, Marathon, FL 33050

57434 Gibson St, Marathon, FL 33050

/72
$4,699,000
- 3 Beds
- 4 Baths
- 4,000 Sq Ft
58213 Morton St, Marathon, FL 33050

Nestled on a secluded 2-acre lot in Grassy Key, Marathon, this gated waterfront estate boasts 5,220 sq. ft. and is highlighted with a ton of amenities including two docks, 4 post boat lift, private sandy beach and an infinity-edge elevated pool blending seamlessly with the gulf and featuring a built-in table and chairs for relaxing or entertaining. Expansive covered areas by the pool offer

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 751-7833

58213 Morton St, Marathon, FL 33050
/25
$3,850 per month
- 2 Beds
- 4 Baths
- 1,278 Sq Ft
- Condo for Rent
96000 Overseas Hwy Unit W22, Key Largo, FL 33037

Beautifully furnished condo in Boater's Paradise on 2nd floor. This spacious, fully furnished 2 bedroom, 2 full bath unit is ready to be occupied August 1, 2025 and comes with a 34' boat slip. Features: Wood Cabinets, granite counters & newer appliances. Amenities included: on site little convenience store, plus gas for boats, boat ramp, beach. Sunset viewing decks, 3 pools, 5 tennis courts,

Ted Ciaccia Fitzgerald Property Management Inc.

96000 Overseas Hwy Unit W22, Key Largo, FL 33037
/43
$2,900,000 Sold Aug 01, 2025
- 2,697 Sq Ft
- $1075/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

/2
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
905 25th St, Other City - Keys/Islands/caribbean, FL 33050

905 25th St, Other City - Keys/Islands/caribbean, FL 33050

/48
$799,000
- 3 Beds
- 2 Baths
- 1,193 Sq Ft
30246 Watson Blvd, Big Pine Key, FL 33043

Discover your dream home on Big Pine Key at this expansive 37,500 sq. ft., property totaling 6 lots that combines privacy, nature and convenience. Nestled in a serene setting with tropical landscaping and thoughtful features, this home offers a massive yard that goes from street to street and is surrounded by a 6' stockade fence allowing lots of safety and room for kids and pets to play and roam.

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(877) 679-8817

30246 Watson Blvd, Big Pine Key, FL 33043
/20

$3,950 - $4,200 per month

Little Torch Cottages

2 Beds

28501 Channel View Dr, Little Torch Key, FL 33042

In Little Torch Key, near Mile Marker 28 on US Highway 1, Little Torch Cottages features 48 homes for those looking for something special. This beautiful property has 400 feet of open water views on Pine Channel, and also offers 22 foot boat slips at a discounted monthly rate for community residents. You will also be able to enjoy a community Clubhouse, park, BBQ areas, Paddle Board and Kayak

28501 Channel View Dr, Little Torch Key, FL 33042
/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

/10
Not Listed For Sale
- 8 Beds
- 6 Baths
- 3,498 Sq Ft
610 12th St, Marathon, FL 33050

610 12th St, Marathon, FL 33050

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