Monroe, FL Homes

/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
/20

$2,450 - $2,935 per month

Keys Lake Villas

2 - 3 Beds

106003 Overseas Hwy, Key Largo, FL 33037

Experience the vibrant turquoise waters and lush tropical landscapes that define authentic Key Largo living. At Keys Lake Villas, youll find a serene, vacation-style community at the gateway to the Florida Keys. Our garden-style townhomes offer spacious two- and three-bedroom floor plans designed for comfort, pet-friendly living, and a resort-inspired lifestyle where every day feels like a

106003 Overseas Hwy, Key Largo, FL 33037
/25
$500,000 Sold Aug 19, 2025
- 1,020 Sq Ft
- $490/SF
- 265 Days On Market
- 2 Beds
- 1 Bath
- Built 1974
1620 Buttonwood Dr, Big Pine Key, FL 33043

Nestled within the peaceful surroundings of the Key Deer Refuge, this charming 2 bedroom, 1 bathroom canal-front home offers a unique blend of nature, privacy, and easy access to water adventures. The home's inviting, light-filled interior embraces the essence of a classic Keys residence, with spacious, well-designed rooms. The open living area, filled with natural light from large windows,

Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

1620 Buttonwood Dr, Big Pine Key, FL 33043

/2
Not Listed For Sale
- 1 Bed
- 1 Bath
- 658 Sq Ft
424 81st Street Ocean, Marathon, FL 33050

424 81st Street Ocean, Marathon, FL 33050

/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
/39
$6,000 per month
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- Property for Rent
927 Tropical Ln, Key Largo, FL 33037

Paradise on main canal with spectacular sunset views. Great location to discover the Florida Keys. Minutes from John Pennekamp Coral Reef State Park, convenient shopping centers, and many restaurants. This charming 2 bed, 2 bath fully furnished home has upgraded living spaces, offering modern comfort and style. Enjoy views from screened terrace and huge patio. Watch the boats drive by from the

Nora Morales Cespedes Realty LLC

927 Tropical Ln, Key Largo, FL 33037
/31
$760,000 Sold Aug 19, 2025
- 1,460 Sq Ft
- $521/SF
- 339 Days On Market
- 3 Beds
- 2 Baths
- Built 1963
3621 Northside Dr, Key West, FL 33040

Price Improvement!Discover the perfect blend of comfort and potential in this charming 3-bedroom, 2-bath single-family home located in the desirable Pearlman Estates neighborhood.Whether you're searching for a family-friendly residence or a prime investment opportunity, this home delivers. With endless potential to make it your own.Ideal for families or investors. Excellent potential for

Marlene Alvarez Keller Williams Key West Compass Realty

3621 Northside Dr, Key West, FL 33040

/2
Est $903,462 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,177 Sq Ft
103 Long Key Lake Dr, Layton, FL 33001

103 Long Key Lake Dr, Layton, FL 33001

/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
/20
$6,070 per month
- 3 Beds
- 3 Baths
- 1,991 Sq Ft
- Condo for Rent
12400 Overseas Hwy Unit ID1269391P, Marathon, FL 33050

Welcome to Rooftop Bliss, the ultimate family getaway in Marathon, FL! This spacious 3-bedroom, 3-bathroom villa is perfect for making memories together, with a private rooftop deck, resort-style pool, and a safe, gated community. Close to beaches, fishing spots, and fun island attractions, it's your home away from home in the Florida Keys.This beautiful three-level villa has everything your

12400 Overseas Hwy Unit ID1269391P, Marathon, FL 33050
/73
$814,000 Sold Aug 18, 2025
- 1,100 Sq Ft
- $740/SF
- 3 Days On Market
- 3 Beds
- 2 Baths
- Built 1991
547 Heck Ave, Little Torch Key, FL 33042

Stunning 3-Bed, 2-Bath Home in Little Torch Key - A Boater's Paradise! Nestled in a peaceful neighborhood in sought-after Little Torch Key, this charming home is perfect for those who love boating and fishing. The bright, open-concept living area is ideal for entertaining, while the upstairs screened porch offers a fantastic spot for grilling and outdoor dining with elevated waterfront views. The

Litney Ellis Dalton Wade Inc

547 Heck Ave, Little Torch Key, FL 33042

/42
Est $853,922 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
308 Calzada de Bougainvillea, Marathon, FL 33050

308 Calzada de Bougainvillea, Marathon, FL 33050

/72
$4,699,000
- 3 Beds
- 5 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
/46
$5,500 per month
- 4 Beds
- 4 Baths
- 1,618 Sq Ft
- House for Rent
903 Tropical Ln, Key Largo, FL 33037

Welcome to your Key Largo escape! This beautifully updated 4 bedroom, 4 bathroom two story home offers the perfect balance of comfort and coastal lifestyle with 1618 sq ft of living space. Nestled on the Bayside with direct canal access, the property features a 40 foot wood dock-ideal for boating, fishing, or simply enjoying the water. Whether you're bringing your boat or just soaking the

Robert Valenzuela Century 21 Circle- Islamorada

903 Tropical Ln, Key Largo, FL 33037
/41
$1,350,000 Sold Aug 18, 2025
- 1,582 Sq Ft
- $853/SF
- 16 Days On Market
- 3 Beds
- 2 Baths
- Built 1985
20735 5th Ave W, Summerland Key, FL 33042

This beautifully renovated 3 Bedroom 2 Bathroom home is located in Cudjoe Gardens, a premiere boating community offering wide crystal clear deep draft canals, quick ocean access, neighborhood restaurant and a full service marina with fuel, bait, ice, refreshments and boat ramp. As you enter into this lovely and impeccably kept home a bright and sunny Great Room greets you highlighted with a

Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

20735 5th Ave W, Summerland Key, FL 33042

/24
Est $714,702 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,594 Sq Ft
2421 Fogarty Ave Unit 1 &2, Key West, FL 33040

2421 Fogarty Ave Unit 1 &2, Key West, FL 33040

/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
$22,500 per month
- 5 Beds
- 3 Baths
- 3,120 Sq Ft
- Condo for Rent
90B Sombrero Beach Rd Unit ID1269389P, Marathon, FL 33050

This stunning 5-bedroom waterfront home in Marathon, Florida, offers the perfect getaway with a private pool, dock, and breathtaking ocean views. Located near Sombrero Beach, it features spacious living areas, a fully equipped kitchen, and modern amenities for a comfortable stay. Ideal for families and groups, enjoy fishing, boating, and the best of the Florida Keys. Close to top attractions,

90B Sombrero Beach Rd Unit ID1269389P, Marathon, FL 33050
/48
$1,100,000 Sold Aug 18, 2025
- 1,152 Sq Ft
- $955/SF
- 59 Days On Market
- 3 Beds
- 2 Baths
- Built 2020
11284 3rd Avenue Ocean, Marathon, FL 33050

Looking for that turnkey waterfront, newer home. You have got to come and see this 2020, custom built concrete home with impact doors, windows and metal roof.. This home was built like a bunker!!! Ceramic plank tile flooring throughout, Quartz counter tops, stainless appliances. Custom baths. Walk out to the covered porch and enjoy the fresh ocean breeze, great views of the canal and looking

Shane Wilson Cypress Realty, Inc.

11284 3rd Avenue Ocean, Marathon, FL 33050

/2
Est $586,093 Not Listed For Sale
- 1 Bed
- 1 Bath
- 525 Sq Ft
153 List St, Islamorada, FL 33036

153 List St, Islamorada, FL 33036

/26
$850,000
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
31463 Avenue G, Big Pine Key, FL 33043

Welcome to this coastal escape on Big Pine Key, in the Lower Florida Keys. This newly built 2022 home combines modern design with the rugged durability required for island living. This 2-bedroom, 2-bathroom residence offers 1,260 sq ft of stylish, open-concept living space designed to showcase the natural beauty of the surroundings. For those seeking life on the water, this property is a

Sandra Tuttle

Island Welcome Real Estate

(877) 716-2796

31463 Avenue G, Big Pine Key, FL 33043
/72
$6,000 per month
- 3 Beds
- 2 Baths
- 2,074 Sq Ft
- House for Rent
1301 Grouper Dr Unit A, Marathon, FL 33050

Florida Keys Paradise Awaits You in Marathon! Ground level, Step into luxury and comfort. Fully furnished for an extra fee , w/ 3 full bedrooms, 2 bathrooms. Pet friendly, Offering a perfect blend of style, & coastal living. Features Deep-water access, making a dream come true for all type of boaters with breathtaking canal views. Only 5 minute ride to open water. The Modern Shaker Chef’s

Zahira Galvez The Keyes Company

1301 Grouper Dr Unit A, Marathon, FL 33050
/39
$1,600,000 Sold Aug 18, 2025
- 2,316 Sq Ft
- $691/SF
- 153 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2008
10 47th Street Gulf, Marathon, FL 33050

Direct Gulf Access | 4 Beds | Pool | Boat Lift + Basin | Fully FurnishedThis is the waterfront opportunity serious boaters have been waiting for. Located in the heart of Marathon, this four-bedroom, fully furnished CBS pool home offers immediate, easy access to the open Gulf--no bridges, no idle zones, just straight out to the water.Set on a quiet canal, the property includes a 20,000 lb boat

Michelle Wininger Coldwell Banker Schmitt Real Estate Co.

10 47th Street Gulf, Marathon, FL 33050

/2
Est $300,693 Not Listed For Sale
- Studio
- 1,658 Sq Ft
94825 Overseas Hwy Unit 65, Key Largo, FL 33037

94825 Overseas Hwy Unit 65, Key Largo, FL 33037

/20
$1,199,000
- 4 Beds
- 3 Baths
- 1,504 Sq Ft
806 Pearl St, Key West, FL 33040

Unleash your vision and step into endless possibilities with this two-story duplex, a blank canvas located in the prestigious Meadows neighborhood of Key West. Packed with potential, this diamond in the rough is perfect for investors, developers, or dreamers looking to craft their masterpiece in one of Key West's most desirable areas. The property is a blank slate for your imagination to design

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(888) 707-7124

806 Pearl St, Key West, FL 33040
/9
$2,100 per month
- 1 Bed
- 1 Bath
- 528 Sq Ft
- House for Rent
31020 Avenue B, Big Pine Key, FL 33043

Property Id: 2043481 $2100. for one person. Cozy 1 Bedroom, 1 Bath Mobile Home This well-maintained mobile home features laminate flooring, a screened-in back porch, and a small fenced side and backyard. Parking for 2 vehicles max. It includes washer/dryer hookups and an on-demand water heater. The home is unfurnished, and utilities are not included. Lease Terms: Maximum 2 people .

31020 Avenue B, Big Pine Key, FL 33043
/34
$1,300,000 Sold Aug 18, 2025
- 2,100 Sq Ft
- $619/SF
- 214 Days On Market
- 3 Beds
- 2 Baths
- Built 2002
22822 John Silver Ln, Summerland Key, FL 33042

Nestled in the serene and sought-after community of Cudjoe Key, this stunning Glen Gray Build two-story home offers the perfect blend of comfort, luxury, and coastal living. With three spacious bedrooms and two beautifully appointed bathrooms, this home is designed for both relaxation and entertaining, featuring exceptional outdoor spaces, waterfront access, and breathtaking ocean views.Key

Karen Haack Coldwell Banker Schmitt RE Co.

22822 John Silver Ln, Summerland Key, FL 33042

/34
Est $557,704 Not Listed For Sale
- 2 Beds
- 2 Baths
- 900 Sq Ft
25 Sadowski Causeway, Key Colony Beach, FL 33051

25 Sadowski Causeway, Key Colony Beach, FL 33051

/63
$2,670,000
- 3 Beds
- 3 Baths
- 2,486 Sq Ft
30468 Oleander Blvd, Big Pine Key, FL 33043

THE LAID-BACK LOWER KEYS ARE CALLING YOU ... experience life at a slower pace on this .81 acre open water estate with a 2-bedroom, 2-bath main house as well as a 1-bedroom, 1-bath guest cottage overlooking Bogie Channel. Entertain in the large, poolside tiki or on the covered platform at the end of the 463 ft. pier where family and friends can relax as they watch the sunset after a fun day on

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(855) 705-6242

30468 Oleander Blvd, Big Pine Key, FL 33043
/30
$6,000 per month
- 3 Beds
- 2 Baths
- House for Rent
120 Venetian Dr, Islamorada, FL 33036

BEAUTIFUL WATER FRONT WHITE MARLIN BEACH HOME. THIS NEWLY UPDATED CBS CONSTRUCTION HOUSE HAS A PRIVATE BAY FRONT WHITE MARLIN BEACH HOME OWNER PARK DOWN THE STREET. HIGH END APPLIANCES WITH VAULTED CEILINGS, IMPACT DOORS/WINDOWS AND METAL ROOF. THE HOME FEATURES A BEAUTIFUL DOCK THROUGH THE MANGROVES WHICH CAN ACCOMMODATE A 22 FT BOAT WITH DIRECT ACESS TO THE BAY. PLEASE CONTACT LISTING AGENT FOR

Hanler Portal Florida Realty of Miami

120 Venetian Dr, Islamorada, FL 33036
/49
$990,000 Sold Aug 18, 2025
- 1,152 Sq Ft
- $859/SF
- 251 Days On Market
- 3 Beds
- 2 Baths
- Built 1965
192 E Ridge Rd, Islamorada, FL 33036

Discover your dream getaway in this charming island retreat, perfectly situated on one of Islamorada's most coveted streets. Surrounded by tropical lush vegetation, this all-concrete property offers the ideal blend of privacy and access to paradise, just steps away from Founders Park, featuring a beach, tennis and pickleball courts, and an Olympic-sized pool.This two-bedroom, one-bathroom home

Pierre Bellion Ocean Sotheby's International Realty

192 E Ridge Rd, Islamorada, FL 33036

/2
Not Listed For Sale
510 84th St, Marathon, FL 33050

510 84th St, Marathon, FL 33050

/48
$1,399,000
- 3 Beds
- 2 Baths
- 1,820 Sq Ft
28560 Doubloon Rd, Summerland Key, FL 33042

This Jolly Roger Estates treasure puts good times in the Atlantic and back-country waters within easy reach by boat; the owners of this custom-built home will consider all reasonable offers! The 2-story stilt home has exceptional character, multiple inviting porches and outdoor sitting areas. Abundant kitchen cabinets are topped with stunning quartzite counters and a full-length screened porch

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(888) 703-2360

28560 Doubloon Rd, Summerland Key, FL 33042
/18
$4,000 per month
- 2 Beds
- 1.5 Baths
- 800 Sq Ft
- House for Rent
6800 Maloney Ave, Key West, FL 33040

Property Id: 1805361Rare opportunity to rent an oceanfront house for long term rental w/in the 1st 5 miles of Key West w/ seawall for boat or just enjoy the view! 2 & 2. $4,000/ month for 12 month lease + electric, water & internet. Includes sewer, trash, basic cable & landscaping. 1st, last & $2500 deposit. Available Aug. 1. Mostly unfurnished. 1 bedroom comes w/ murphy bed w/ ocean view

6800 Maloney Ave, Key West, FL 33040
/40
$1,880,000 Sold Aug 15, 2025
- 1,600 Sq Ft
- $1,175/SF
- 0 Days On Market
- 3 Beds
- 2 Baths
- Built 1923
1212 Watson St, Key West, FL 33040

1212 Watson Street, aka Island Bliss, is a quintessential Old Town Key West home. This beautiful one-and-a-half-story home has been thoughtfully restored with a mix of modern touches and traditional Key West influences. From the stylish LVT flooring throughout to the stunning kitchen to the new mini split ACs, there's isn't a bit of this home that hasn't been updated. The primary suite occupies

Rodney Culiver Last Key Realty, Inc (KW)

1212 Watson St, Key West, FL 33040

/19
Est $579,937 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,070 Sq Ft
3930 S Roosevelt Blvd Unit S208, Key West, FL 33040

3930 S Roosevelt Blvd Unit S208, Key West, FL 33040

/60
$5,495,000
- 5 Beds
- 5 Baths
- 3,499 Sq Ft
301 Oleander Dr, Tavernier, FL 33070

Live the Ultimate Boater's Dream on Your Own Private Peninsula with massive dockage!Discover an extraordinary waterfront lifestyle with this magnificent 5-bedroom, 5-bath concrete home nestled on nearly an acre of prime land in Tavernier. What truly sets this property apart is its massive 740+ feet of concrete dockage--a boater's paradise with deep water access leading directly to the open ocean

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(786) 699-8746

301 Oleander Dr, Tavernier, FL 33070
/12
$5,900 per month
- 2 Beds
- 1 Bath
- 884 Sq Ft
- House for Rent
27346 Martinique Ln, Summerland Key, FL 33042

Welcome to your private slice of paradise in the Florida Keys. This fully remodeled, exquisitely furnished 4-bedroom, 2-bathroom waterfront home is a true island escape — where turquoise waters, swaying palms, and golden sunsets become your everyday view. Enjoy direct ocean access from your private dock, no bridges to slow you down. Lounge by the heated pool, dine under the stars, and feel the

Alicia Rufino Island Living Realty, LLC

27346 Martinique Ln, Summerland Key, FL 33042
/40
$880,000 Sold Aug 15, 2025
- 1,300 Sq Ft
- $677/SF
- 2 Days On Market
- 3 Beds
- 2 Baths
- Built 1968
822 97th Street Ocean, Marathon, FL 33050

Experience the charm of true Florida Keys living in this lovingly maintained 3-bedroom, 2-bath conch-style home. With 75 feet of concrete dockage, this property offers deep-water canal access that leads directly into a government-marked channel for a smooth route to open ocean waters. A true dream for boaters and water enthusiasts, the location offers effortless access for fishing, diving,

Lisa Wiebe Coldwell Banker Schmitt Real Estate Co.

822 97th Street Ocean, Marathon, FL 33050

/32
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,650 Sq Ft
1998 Overseas Hwy Unit A1, Marathon, FL 33050

1998 Overseas Hwy Unit A1, Marathon, FL 33050

Showing Results 281 - 320, Page 8 of 18

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