Monroe County, FL Homes

/43
$1,424,999
- 3 Beds
- 2 Baths
- 1,378 Sq Ft
1712 Laird St, Key West, FL 33040

Located in the heart of Key West, 1712 Laird Street offers a rare blend of central convenience and residential tranquility. Positioned within a short stroll of Smathers Beach, Higgs Beach Park, the Key West Nature Preserve, White Street Pier, and the island's beloved Garden Club and dog park, this home places the best of the island lifestyle quite literally at your doorstep. Duval Street and the

Matthew Sheehan

Ocean Sotheby's International Realty

(305) 902-5415

1712 Laird St, Key West, FL 33040
/21
$3,800 per month
- 1 Bed
- 2 Baths
- 850 Sq Ft
- Condo for Rent
10877 Overseas Hwy Unit 37, Marathon, FL 33050

Welcome home to Ocean Isles Fishing Village this beautiful townhome oceanfront property in the heart of the Florida Keys, that allows seven-day minimum rentals $200 a night. Two stories of modern living space w/main floor living room, kitchen, and full bathroom with washer/dryer in unit. The top floor is the master bedroom with full bath. Offered fully furnished monthly or short term rental.

Carol Martinez Direct Realty Solutions

10877 Overseas Hwy Unit 37, Marathon, FL 33050
/16
$480,000 Sold Jul 08, 2025

108 Caribbean Ave, Key Largo, FL 33037
- 4 Beds
- 2 Baths
- 1,686 Sq Ft
- Built 1980
Last Sold Summary
- 14% Below List Price
- $285/SF
- 66 Days On Market
Last Listing Agent Natalie Bevis Coastal Realty of the Florida Keys

108 Caribbean Ave, Key Largo, FL 33037

/4
Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,392 Sq Ft
97 Avenue B, Key Largo, FL 33037

97 Avenue B, Key Largo, FL 33037

/16
$11,888,000
- 3 Beds
- 2 Baths
- 2,071 Sq Ft
1430 Vernon Ave Unit 1-2, Key West, FL 33040

Fabulous Find on the Atlantic Side of Key West! Welcome to a truly unique opportunity in the heart of Key West.As the last and only remaining undeveloped property in the Historic Commercial Tourist District (HCT zone), this listing presents a rare and final chance to create something extraordinary. Imagine waking up to breathtaking, unobstructed ocean and beach views every day. Seabirds passing

Irina Pytlik

Keys Top Realty LLC

(786) 981-9652

1430 Vernon Ave Unit 1-2, Key West, FL 33040
/19
$3,600 per month
- 2 Beds
- 2 Baths
- 1,426 Sq Ft
- Property for Rent
169 Orchid St, Tavernier, FL 33070

Available January 1, 2026This well-kept 2-bedroom, 2-bathroom home on Plantation Key offers comfortable, easy living in a highly convenient Tavernier location. Just minutes from local schools, shopping centers, medical offices, dining options, and the nearby community park, this home provides everyday practicality in the heart of the Upper Keys.Set on a spacious 10,300 sq. ft. lot, the property

Jamie Gunthner Real Estate Sales Force, Inc.

169 Orchid St, Tavernier, FL 33070
/58
$2,300,000 Sold Dec 12, 2025

209 Bruce Ct, Marathon, FL 33050
- 4 Beds
- 2 Baths
- 1,852 Sq Ft
- Built 2020
Last Sold Summary
- 3% Below List Price
- $1,242/SF
- 4 Days On Market
Last Listing Agent Kim Show Coldwell Banker Schmitt Real Estate Co.

209 Bruce Ct, Marathon, FL 33050

/32
Est $1,918,226 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,668 Sq Ft
87851 Old Hwy Unit P43, Islamorada, FL 33036

87851 Old Hwy Unit P43, Islamorada, FL 33036

/44
$1,699,000 Pending
- 3 Beds
- 3 Baths
- 1,998 Sq Ft
17094 Coral Dr, Summerland Key, FL 33042

This beautifully appointed home is located in prestigious Sugarloaf Shores, an upscale coastal community of waterfront homes just 15 miles from the magic of Key West. As you enter the 3 Bedroom 2 Bath 2,000 sq. ft. home a massive Great Room greets you highlighted by a true chef's Kitchen offering lots of custom cabinetry, stainless appliances, 2 wine coolers and large center island for friends

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 244-7125

17094 Coral Dr, Summerland Key, FL 33042
/16
$5,000 per month
- 3 Beds
- 2 Baths
- House for Rent
4 Pelican Rd, Key Largo, FL 33037

Available for 1-6 months starting December 1st. Experience waterfront living in this beautifully maintained 3-bed, 2-bath home situated directly on the canal. This partially furnished residence offers an inviting blend of comfort and convenience, featuring a spacious open-concept floor plan ideal for both relaxation and entertaining. Enjoy direct water access with a 45-foot dock and boat davits,

Vanessa Santana Miami New Realty

4 Pelican Rd, Key Largo, FL 33037
/49
$650,000 Sold Aug 20, 2025

27317 Cayman Ln, Summerland Key, FL 33042
- 2 Beds
- 1.5 Baths
- 1,029 Sq Ft
- Built 2012
Last Sold Summary
- 28% Below List Price
- $632/SF
- 262 Days On Market
Current Estimated Value $694,955

Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo

27317 Cayman Ln, Summerland Key, FL 33042

/51
Not Listed For Sale
- 2 Beds
- 2 Baths
- 864 Sq Ft
701 Spanish Main Dr Unit 167, Cudjoe Key, FL 33042

701 Spanish Main Dr Unit 167, Cudjoe Key, FL 33042

/55
$2,295,000
- 3 Beds
- 2 Baths
- 1,900 Sq Ft
937 Gulf Dr, Summerland Key, FL 33042

Step into island elegance with this beautifully remodeled 3-bedroom, 2. bath waterfront home in one of the Florida Keys' most coveted boating communities -- Summerland Key Cove. Originally built in 2008 and completely redesigned in 2024, this residence blends contemporary coastal design with the solid construction and storm-safe features that matter most.Modern Coastal Interiors:The interior

Sandra Tuttle

Island Welcome Real Estate

(786) 751-4617

937 Gulf Dr, Summerland Key, FL 33042
/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. This property 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
/49
$990,000 Sold Aug 18, 2025

192 E Ridge Rd, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 1965
Last Sold Summary
- 17% Below List Price
- $859/SF
- 251 Days On Market
Current Estimated Value $986,429

Last Listing Agent Pierre Bellion Ocean Sotheby's International Realty

192 E Ridge Rd, Islamorada, FL 33036

/13
Not Listed For Sale
- 2 Beds
- 2 Baths
- 828 Sq Ft
154 1st Ct, Key Largo, FL 33037

154 1st Ct, Key Largo, FL 33037

/69
$3,168,000
- 3 Beds
- 3 Baths
- 2,262 Sq Ft
524 Southard St, Key West, FL 33040

Welcome to 524 Southard Street, an extraordinary luxury offering in the heart of Old Town Key West that blends upscale finishes, commercial versatility, & superior sustainable construction just steps from Duval Street. This fully renovated & Green-certified mixed-use property features 2,262 sq. ft. of refined interior space designed with modern industrial style & historic Key West character.

Tommy Mack

Coastal Collection Real Estate Inc.

(786) 396-7585

524 Southard St, 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
/69
$2,200,000 Sold Jun 04, 2025

70 Bay Dr, Key West, FL 33040
- 5 Beds
- 2 Baths
- 2,450 Sq Ft
- Built 1993
Last Sold Summary
- 12% Below List Price
- $898/SF
- 174 Days On Market
Current Estimated Value $2,235,359

Last Listing Agent Stephanie Wise Keller Williams Key West Compass Realty

70 Bay Dr, Key West, FL 33040

/29
Not Listed For Sale
- 2 Beds
- 1 Bath
- 672 Sq Ft
215 Antigua Rd, Tavernier, FL 33070

215 Antigua Rd, Tavernier, FL 33070

/12
$549,000
- 3 Beds
- 2 Baths
- 1,104 Sq Ft
744 Trinidad Ln, Summerland Key, FL 33042

Positioned to capture beautiful open water views of Pine Channel, this property sits in a quiet neighborhood that blends privacy with convenience. Spanning an impressive 12,000 sq ft, this double lot offers a rare opportunity to secure space, flexibility, and open water views in the Lower Keys. Enjoy being just minutes from shopping, restaurants, nightlife, the nature park, and the Big Pine

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 503-8190

744 Trinidad Ln, Summerland Key, FL 33042
/68
$5,850 per month
- 3 Beds
- 3.5 Baths
- 2,600 Sq Ft
- House for Rent
134 Rushton Ln, Tavernier, FL 33070

Hidden Gem on Rushtown Lane: Your Perfect Retreat in the Florida Keys! 🌴This exceptional property is a true hidden gem, showcasing everything you could desire for a wonderful experience in the Florida Keys. 2 levels-spacious living area- Main level offer a new kitchen new appliances - wine cooler -island countertop for informal gathers - open living room glass walls overlooking the

isabel linowitz Coldwell Banker Schmitt Key Largo

134 Rushton Ln, Tavernier, FL 33070
/29
$1,075,000 Sold Oct 07, 2025

1127 Packer St, Key West, FL 33040
- 2 Beds
- 1 Bath
- 840 Sq Ft
- Built 1928
Last Sold Summary
- 14% Below List Price
- $1,280/SF
- 108 Days On Market
Current Estimated Value $1,085,040

Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

1127 Packer St, Key West, FL 33040

/40
Not Listed For Sale
- 1 Bed
- 2 Baths
- 490 Sq Ft
6800 Maloney Ave Unit 58, Stock Island, FL 33040

6800 Maloney Ave Unit 58, Stock Island, FL 33040

/47
$569,000
- 2 Beds
- 2 Baths
- 1,343 Sq Ft
87200 Overseas Hwy Unit 9, Islamorada, FL 33036

Welcome to your new home in the heart of Islamorada! This desirable 2-bedroom, 2-bathroom townhouse offers an exceptional blend of comfort and luxury, perfect for those seeking a serene yet vibrant coastal lifestyle.Step inside to discover a spacious living area bathed in natural light, designed with an open-concept layout that flows seamlessly into the outdoor space. The modern kitchen is a

Pierre Bellion

Ocean Sotheby's International Realty

(305) 930-7942

87200 Overseas Hwy Unit 9, Islamorada, FL 33036
/28
$3,300 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- House for Rent
63 Bass Ave Unit 2, Key Largo, FL 33037

KEY LARGO RETREAT WITH PRIVATE BEACH ACCESS – PRIME LOCATION MINUTES FROM JOHN PENNEKAMP CORAL REEF STATE PARK – 2 Beds 2 FULL Baths – 1200 sqft – Spacious open layout - Exclusive access to private beach – Private Patio – BBQ Area – Tile flooring throughout – Launch a kayak, relax in the sun, or unwind to ocean breezes – Peaceful and quiet yet close to everything. Restaurants, shops, and marinas

Nicholas Valdes United Realty Group Inc

63 Bass Ave Unit 2, Key Largo, FL 33037
/73
$1,390,000 Sold Nov 10, 2025

840 62nd Street Ocean, Marathon, FL 33050
- 3 Beds
- 3 Baths
- 1,380 Sq Ft
- Built 1981
Last Sold Summary
- 13% Below List Price
- $1,007/SF
- 63 Days On Market
Last Listing Agent Courtney Conley Serhant Florida LLC - Miami Office

840 62nd Street Ocean, Marathon, FL 33050

/16
Est $739,928 Not Listed For Sale
- 2 Beds
- 1 Bath
- 980 Sq Ft
2601 S 2601 Roosevelt Blvd Unit 506A, Key West, FL 33040

2601 S 2601 Roosevelt Blvd Unit 506A, Key West, FL 33040

/53
$2,650,000
- 3 Beds
- 2 Baths
- 2,058 Sq Ft
1147 Flagship Dr, Summerland Key, FL 33042

Located on the highly desired Flagship Drive in Summerland Cove Isles, this stunning 3 bedroom, 2 bath home plus a loft offers beautiful views of the salt ponds and open water. As you walk up the front steps, you're greeted by a grand porch that sets the tone for the coastal charm found throughout the home. The split floor plan provides ideal privacy, with two guest bedrooms on one side and a

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 758-4228

1147 Flagship Dr, Summerland Key, FL 33042
/35
$6,000 per month
- 3 Beds
- 2 Baths
- 1,080 Sq Ft
- House for Rent
130 Plantation Ave Unit Upper, Tavernier, FL 33070

Furnished 3 Bed / 2 Bath - All Utilities IncludedBeautifully furnished upper-level unit featuring 3 bedrooms and 2 bathrooms. Rent includes utilities, cable, lawn care, and pool service for a truly hassle-free living experience. Located in a quiet neighborhood close to restaurants, shopping, and top-rated schools.Interested in more space? The entire house (6 Bed / 4 Bath) is also available for

Tracey Petrusha Venture Realty Group

130 Plantation Ave Unit Upper, Tavernier, FL 33070
/59
$860,300 Sold May 02, 2025

701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042
- 2 Beds
- 2 Baths
- 864 Sq Ft
- Built 2000
Last Sold Summary
- 9% Below List Price
- $996/SF
- 76 Days On Market
Last Listing Agent Kelly Gardner Bluescape Real Estate

701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042

/22
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,357 Sq Ft
367 King Ave, Key Largo, FL 33037

367 King Ave, Key Largo, FL 33037

/81
$5,700,000
- 5 Beds
- 4 Baths
- 3,992 Sq Ft
1590 Pelican Pass, Marathon, FL 33050

Looking for one of the most unique Bayfront Estates in the Florida keys, well you just found it. Just over 3 acres located on the Gulf of America. What makes the property so unique first and foremost is the privacy it offers. Upon entering the double gate, you are surrounded by huge trees, heavy foliage and vegetation which provides you with complete privacy. There are walking trails all through

Shane Wilson

Cypress Realty, Inc.

(786) 692-8798

1590 Pelican Pass, Marathon, FL 33050
/7
$1,750 per month
- 1 Bed
- 1 Bath
- House for Rent
435 Collins St, Key Largo, FL 33037

Welcome to comfortable island living in this cozy 1 bedroom, 1 bath downstairs rental located in the desirable South Creek Village community of Key Largo. This well maintained unit offers a private entrance, bright living space, and peaceful surroundings - perfect for anyone looking for quiet living close to everything the Keys has to offer. The home living area is spacious and plenty of natural

Wendy Ives RE/MAX All Keys Real Estate

435 Collins St, Key Largo, FL 33037
/5
$725,000 Sold Jul 30, 2025

19462 Canal Dr, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,394 Sq Ft
- Built 1990
Last Sold Summary
- 6% Below List Price
- $520/SF
- 3 Days On Market
Current Estimated Value $728,303

Last Listing Agent Jacqui Norman Berkshire Hathaway HomeServices Knight & Gardner Realty

19462 Canal Dr, Summerland Key, FL 33042

/20
Est $846,104 Not Listed For Sale
- 2 Beds
- 1 Bath
- 646 Sq Ft
620 Thomas St Unit 183, Key West, FL 33040

620 Thomas St Unit 183, Key West, FL 33040

/35
$2,495,000
- 2 Beds
- 3 Baths
- 1,247 Sq Ft
230 W Seaview Dr, Marathon, FL 33050

Welcome to 230 W Seaview Drive, a beautifully remodeled canal-front home on prestigious Duck Key. This move-in-ready residence combines modern coastal design with classic Keys charm. Featuring impact-rated windows and doors, a brick pavered driveway, and lush tropical landscaping, every detail has been thoughtfully curated for comfort and style.Step inside to find an upgraded interior with luxury

Natalie Ardis

Coldwell Banker Schmitt Real Estate Co.

(833) 408-6634

230 W Seaview Dr, Marathon, FL 33050
/41
$6,500 per month
- 3 Beds
- 2 Baths
- 2,208 Sq Ft
- House for Rent
2 Snipe Rd, Key Largo, FL 33037

~ JUSTED REDUCED ~ Seasonal rental in Key Largo. Newly renovated 3-story home with a clean, modern design. This spacious property offers 3 bedrooms, 2 bathrooms, and waterfront canal access with dockage included in the rental price. As a corner lot, it provides parking. Each floor features large terraces ideal for enjoying the outdoors. The top level includes a second living/entertainment room,

Sebastian Zamudio Keller Williams Eagle Realty

2 Snipe Rd, Key Largo, FL 33037
/35
$1,135,000 Sold Feb 18, 2025

3715 Pearlman Ct, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,680 Sq Ft
- Built 1975
Last Sold Summary
- 9% Below List Price
- $676/SF
- 19 Days On Market
Current Estimated Value $1,184,297

Last Listing Agent Matthew Sheehan Ocean Sotheby's International Realty

3715 Pearlman Ct, Key West, FL 33040

/6
Not Listed For Sale
3 Rd Ave Unit 1, Big Pine Key, FL 33043

3 Rd Ave Unit 1, Big Pine Key, FL 33043

Showing Results 481 - 520, Page 13 of 18

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