Monroe County, FL Homes

/53
$2,899,000
- 3 Beds
- 4 Baths
- 2,286 Sq Ft
814 Ashe St, Key West, FL 33040

Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends the timeless character of classic Key West architecture with the comfort and convenience of modern construction. Ideally located just a short stroll from shops, restaurants, bars, and the world-famous Duval Street, this home offers the best of island living. Step inside to a bright, open-concept main living space with a

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 981-0872

814 Ashe St, Key West, FL 33040
/24
$3,200 per month
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
- House for Rent
61 Central Ave, Key Largo, FL 33037

Beautiful stilt home for rent in the heart of Key Largo, located in the highly sought-after Bay Haven community at Mile Marker 99.5. This private and serene property offers 3 bedrooms and 2 bathrooms upstairs, surrounded by mature landscaping and tranquil natural views. A private outdoor shower off the primary bedroom and multiple balconies create the perfect setting to enjoy the Keys lifestyle.

Rodolfo Sardina Seaside Realty, LLC

61 Central Ave, Key Largo, FL 33037
/45
$640,000 Sold Sep 23, 2025

1615 Harbor Dr, Marathon, FL 33050
- 2 Beds
- 2 Baths
- 954 Sq Ft
- Built 1990
Last Sold Summary
- 2% Below List Price
- $671/SF
- 49 Days On Market
Current Estimated Value $642,815

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

1615 Harbor Dr, Marathon, FL 33050

/2
Est $1,665,645 Not Listed For Sale
- Studio
40 Sunset Key Dr, Key West, FL 33040

40 Sunset Key Dr, Key West, FL 33040

/36
$1,189,000
- 4 Beds
- 3 Baths
- 1,896 Sq Ft
31569 Avenue D, Big Pine Key, FL 33043

Welcome to your Florida Keys fortress! This newly constructed 4-bedroom, 3-bath concrete home offers unmatched durability, modern finishes, and gorgeous open water views from porches on both levels. Just a few hundred feet from deep water boating, this property provides the closest boat access to the world-famous Bahia Honda Bridge of any neighborhood in the Lower Keys, navigating to the ocean or

Austin Kimbler

Expert Realty LLC (HQ)

(855) 699-7204

31569 Avenue D, Big Pine Key, FL 33043
/16
$1,900 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Condo for Rent
134 Burgundy Dr Unit 1, Tavernier, FL 33070

Looking for a cozy, clean, and convenient apartment for rent? Look no further! Our 1 bedroom, 1 bathroom apartment is available, and it includes light, water, and internet.Located in a quiet community, this apartment is perfect for those seeking a peaceful and relaxing living environment. It's conveniently located close to Harry Harris, making it easy to access all the amenities the area

134 Burgundy Dr Unit 1, Tavernier, FL 33070
/35
$1,900,000 Sold Mar 26, 2025

201 12th St, Key Colony Beach, FL 33051
- 3 Beds
- 2 Baths
- 2,088 Sq Ft
- Built 1998
Last Sold Summary
- 21% Below List Price
- $910/SF
- 432 Days On Market
Current Estimated Value $1,990,648

Last Listing Agent Sheryl Phillips Coldwell Banker Schmitt Real Estate Co.

201 12th St, Key Colony Beach, FL 33051

/81
Est $2,845,070 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,662 Sq Ft
Unlisted Address

Unlisted Address

/28
$980,000
- 4 Beds
- 3 Baths
- 1,457 Sq Ft
31441 Avenue F, Big Pine Key, FL 33043

This solid all-concrete home, situated on a generous 10,000 sq ft double lot, offers the perfect blend of comfort and style for a growing family. Step into the open-concept living area with vaulted ceilings, creating an airy, welcoming atmosphere. The chef-inspired kitchen features beautiful quartz countertops and stainless steel appliances, perfect for cooking and entertaining. Tile floors

Austin Kimbler

Expert Realty LLC (HQ)

(844) 559-1544

31441 Avenue F, Big Pine Key, FL 33043
/29
$2,600 per month
- 3 Beds
- 2 Baths
- 1,662 Sq Ft
- House for Rent
22 Mangrove Ln, Key Largo, FL 33037

Welcome to Paradise Point, Canal-Front Home-upper Level Rental available now -Waterfront view Living an exclusive gated community where luxury meets tranquility. The top level offers breathtaking waterfront views and an expansive wraparound terrace, perfect for relaxing or entertaining.rent at $2600 included utilities Water Electric InternetGeneral DescriptionThis beautiful two-level home,

isabel linowitz Coldwell Banker Schmitt Key Largo

22 Mangrove Ln, Key Largo, FL 33037
/61
$1,400,000 Sold Jan 28, 2026

5669 Man o War Dr, Marathon, FL 33050
- 4 Beds
- 3 Baths
- 2,312 Sq Ft
- Built 1973
Last Sold Summary
- 44% Below List Price
- $606/SF
- 236 Days On Market
Last Listing Agent Sam Williams Coldwell Banker Schmitt Real Estate Co.

5669 Man o War Dr, Marathon, FL 33050

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

91655 Overseas Hwy, Tavernier, FL 33070

/48
$2,150,000
- 3 Beds
- 2 Baths
- 2,127 Sq Ft
1501 Ocean Bay Dr Unit A1 & 50' Boat Slip, Key Largo, FL 33037

Luxury Ocean Front End Unit. The best views from the complex in this townhome with 50 ft deeded slip and 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,

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
/16
$2,700 per month
- 1 Bed
- 1 Bath
- 900 Sq Ft
- Condo for Rent
1417 Ashby St Unit 1, Key West, FL 33040

This luxury 1-bedroom, 1-bathroom apartment at 1417 Ashby St offers 900 square feet of living space. The unit comes furnished and has central air conditioning, washer/dryer, dishwasher, and pool. Wi-Fi, water and sewer are included in the $2,700 per month rent. First month, last month and a 1 month security deposit as well as background check are required. No smoking, no pets.

1417 Ashby St Unit 1, Key West, FL 33040
/52
$2,325,000 Sold Nov 14, 2025

207 Camelot Dr, Tavernier, FL 33070
- 3 Beds
- 2.5 Baths
- 2,638 Sq Ft
- Built 2008
Last Sold Summary
- 14% Below List Price
- $881/SF
- 84 Days On Market
Last Listing Agent Douglas Levine The Keyes Company

207 Camelot Dr, Tavernier, FL 33070

/2
Est $996,451 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,055 Sq Ft
182 Airstream Ln, Tavernier, FL 33070

182 Airstream Ln, Tavernier, FL 33070

/49
$695,000 Under Contract
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
31134 Hollerich Dr, Big Pine Key, FL 33043

Motivated Seller, estate sale, turn key, including boat!Don't Miss This Waterfront Opportunity in Big Pine Key! Enjoy the ultimate Florida Keys lifestyle in this spacious 3-bedroom, 2-bath home featuring terrazzo floors, impact-rated doors and windows, and a screened porch overlooking the canal. Boaters and anglers will love the 90-foot concrete, step down seawall, davits and easy access to Bogie

Jennifer Weeks

Select Properties of NWFL

(866) 378-6961

31134 Hollerich Dr, Big Pine Key, FL 33043
/5
$1,900 per month
- 1 Bath
- 450 Sq Ft
- Apartment for Rent
103365 Overseas Hwy Unit B, Key Largo, FL 33037

Newly Remodeled Studio Apartment featuring all New Stainless Steal Appliances. Conveniently located close to shopping, schools, restaurants, and more. Move -In Ready.

Tracey Petrusha Venture Realty Group

103365 Overseas Hwy Unit B, Key Largo, FL 33037
/73
$2,925,000 Sold Jun 10, 2025

17018 Wahoo Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,472 Sq Ft
- Built 1991
Last Sold Summary
- 25% Below List Price
- $1,987/SF
- 122 Days On Market
Current Estimated Value $2,839,775

Last Listing Agent Coby Taylor Taylor & Assoc. RE, Inc.

17018 Wahoo Ln, Summerland Key, FL 33042

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

Lot 8 Overseas Hwy, Summerland Key, FL 33042

/55
$925,000
- 3 Beds
- 2.5 Baths
- 1,320 Sq Ft
2600 Overseas Hwy Unit 85, Marathon, FL 33050

A Proven Performer - Direct Gulf-Front Townhome at Tranquility Bay ResortSet against open bay waters in the heart of Marathon, this direct gulf-front 3-bedroom, 2.5-bath townhome at Tranquility Bay Resort delivers the rare combination of relaxed Keys living and consistent, high-demand rental performance. With unobstructed bay views and a well-established rental history, this property stands out

Lorie Leal

American Caribbean Real Estate, Christie's International Real Estate

(855) 503-5193

2600 Overseas Hwy Unit 85, Marathon, FL 33050
/33
$3,500 per month
- 2 Beds
- 2 Baths
- 900 Sq Ft
- Apartment for Rent
106 Channel Dr Unit B, Marathon, FL 33050

Welcome to your ideal Florida Keys getaway in the heart of Marathon! This beautifully furnished 2-bedroom, 2-bath canal-front home offers the perfect balance of relaxation and adventure. Located on a peaceful canal just moments from open water, you can enjoy fishing right from the 37.5-foot concrete dock or hop on your boat for a quick ride to the renowned Vaca Cut, providing easy access to both

Jennifer Gomez LPT Realty, LLC

106 Channel Dr Unit B, Marathon, FL 33050
/25
$1,550,000 Sold Dec 01, 2025

1311 Pine St, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,368 Sq Ft
- Built 1938
Last Sold Summary
- 3% Below List Price
- $1,133/SF
- 13 Days On Market
Last Listing Agent Sabrina Acevedo Internet Realty of the Florida Keys Inc

1311 Pine St, 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

/87
$850,000
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
15 Kestral Way, Key West, FL 33040

PRICE IMPROVEMENT! Step into a world of island charm & relaxing comfort, nestled within the exclusive Key West Golf Club. Ease of parking & the lagoon-shaped community pool is just across the way. This beautiful 3-bedroom/2-bathroom townhome w/larger lot welcomes you w/an extended boardwalk-style walkway, creating a dramatic, private arrival experience framed by lush tropical landscaping. Inside,

Robin Mitchell

Keller Williams Key West Compass Realty

(645) 225-1154

15 Kestral Way, Key West, FL 33040
/83
$18,000 per month
- 4 Beds
- 4 Baths
- 2,300 Sq Ft
- House for Rent
96180 Overseas Hwy Unit 1, Key Largo, FL 33037

UNIQUE KEY LARGO WATERFRONT ESTATE | PRIVATE SANDY BEACH + DOCK | 4BD/4BA | POOL | ~0.90 ACREWelcome to your own slice of the Keys—an exceptional waterfront retreat in Key Largo featuring a private sandy beach, dock, and resort-style outdoor living on approximately 0.90 acres. Designed for effortless coastal living and entertaining, this home offers 4 bedrooms and 4 bathrooms with seamless

Alex Lipzer Key Biscayne Realty Group, Inc

96180 Overseas Hwy Unit 1, Key Largo, FL 33037
/41
$895,000 Sold Jun 04, 2025

8 Whistling Duck Ln, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,060 Sq Ft
- Built 1996
Last Sold Summary
- 10% Below List Price
- $844/SF
- 62 Days On Market
Current Estimated Value $903,966

Last Listing Agent Stacy Stahl Realty ONE Group Destination

8 Whistling Duck Ln, Key West, FL 33040

/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

/44
$1,150,000 Under Contract
- 3 Beds
- 2 Baths
- 1,467 Sq Ft
21855 Spain Blvd, Summerland Key, FL 33042

Just over An acre of paradise in the Florida Keys--21855 Spain Boulevard is more than a home, it's a private retreat designed for those who value both space and privacy. Rarely does a property offer this combination of land, privacy, all just moments from open water. Set on over an acre of lush, natural landscape, the residence is thoughtfully positioned to create a sense of sanctuary from the

Matthew Sheehan

Ocean Sotheby's International Realty

(786) 882-7957

21855 Spain Blvd, Summerland Key, FL 33042
/25
$1,800 per month
- 1 Bed
- 1 Bath
- Property for Rent
325 Calusa St Unit 5, Key Largo, FL 33037

Beautifully maintained residence in the heart of Key Largo! This bright and spacious unit offers a comfortable layout with great natural light and a relaxed Florida Keys lifestyle. Conveniently located near restaurants, shops, marinas, and main roads, making daily living and commuting easy. Ideal for tenants looking to enjoy island living while staying close to all essentials. Schedule your

Sandra Alayon Keller Williams Realty International Lifestyles

325 Calusa St Unit 5, Key Largo, FL 33037
/15
$165,000 Sold Feb 24, 2025

8 Calico Jack Circle Cir, Verifying, FL 33042
- Land
Last Sold Summary
- 18 Days On Market
Last Listing Agent Beata Sharpe COLDWELL BANKER VANGUARD REALTY

8 Calico Jack Circle Cir, Verifying, FL 33042

/32
Est $401,246 Not Listed For Sale
- 2 Beds
- 2 Baths
- 300 Sq Ft
325 Calusa St, Key Largo, FL 33037

325 Calusa St, Key Largo, FL 33037

/35
$1,195,000
- 3 Beds
- 2 Baths
- 1,714 Sq Ft
1510 18th St, Key West, FL 33040

Motivated seller in Sunrise Shores, Key West -- a rare find on an oversized lot offering island living, convenience, and exceptional outdoor space. This 3-bedroom, 2-bath home is minutes from shopping, dining, beaches, the boat ramp, and all Key West amenities. Ample off-street parking accommodates multiple vehicles, boat or RV storage. The private backyard oasis features lush tropical

Leslie Howard

Coldwell Banker Schmitt Real Estate Co. (KW)

(786) 839-2594

1510 18th St, Key West, FL 33040
/8
$6,500 per month
- 4 Beds
- 2 Baths
- Property for Rent
417 Southard St Unit A, Key West, FL 33040

Long term or short term rental, 4 bedroom, 2-bathroom furnished apartment is conveniently located just steps away from Duval Street, Mile Marker 0, and within walking distance to the Southernmost Point, Fort Zachary Taylor Historic State Park. The apartment boasts Beautiful bathrooms with walk-in showers, spacious kitchens equipped with upgraded stainless steel appliances, a stunning waterfall

Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

417 Southard St Unit A, Key West, FL 33040
/8
$906,300 Sold Apr 30, 2025

0000 Dorn Rd, Big Torch Key, FL 33042
- Land
- 35.5 Acres
- $25,530 per Acre
Last Sold Summary
- 43% Below List Price
- 103 Days On Market
Last Listing Agent Lindsay Ryan EXP Realty LLC

0000 Dorn Rd, Big Torch Key, FL 33042

/60
Est $953,794 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,116 Sq Ft
40 Florida Dr, Key Largo, FL 33037

40 Florida Dr, Key Largo, FL 33037

/7
$399,000
- Land
2 Dolphin Rd, Key West, FL 33040

ROGO Exempt lot just 10 minutes from Key West! This spacious lot is ideal for a family home or an investor looking to capitalize on strong rental potential due to its prime location.Enjoy close proximity to Geiger Key Marina & Restaurant, Geiger Key Beach, and convenient access to Big Coppitt Boat Ramp--less than a mile away! From there, it's a straight shot to local favorites like Snipes Key and

Austin Kimbler

Expert Realty LLC (HQ)

(305) 686-2245

2 Dolphin Rd, Key West, FL 33040
/38
$5,500 per month
- 4 Beds
- 3 Baths
- House for Rent
251 Pueblo St, Tavernier, FL 33070

Located in the desirable Indian Waterways neighborhood on Plantation Key. Canal-front home with private dockage and a layout well suited for comfortable long-term living in the Florida Keys. The main living area is on the second level and features an open, light-filled floor plan with large windows and vibrant coastal decor. The primary bedroom includes a queen bed, an ensuite bath, and access to

Jocelyn Marzella Ocean Sotheby's International Realty

251 Pueblo St, Tavernier, FL 33070
/5
$380,000 Sold Jul 21, 2025

3312 Northside Dr Unit 109, Key West, FL 33040
- 2 Beds
- 1 Bath
- 631 Sq Ft
- Built 1980
Last Sold Summary
- $602/SF
- 0 Days On Market
Current Estimated Value $383,578

Last Listing Agent Baris Leyla Coastal Collection Real Estate Inc.

3312 Northside Dr Unit 109, Key West, FL 33040

/2
Not Listed For Sale
- 2 Beds
- 2 Baths
- 960 Sq Ft
808 Oakwood Ave, Key Largo, FL 33037

808 Oakwood Ave, Key Largo, FL 33037

Showing Results 361 - 400, Page 10 of 18

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