Monroe County, FL Homes

/37
$969,000 Under Contract
- 4 Beds
- 4 Baths
- 2,216 Sq Ft
3357 Flagler Ave, Key West, FL 33040

Experience the essence of island living in this light-filled, 4-bedroom, 4-bath retreat designed for those who love space, connection to the outdoors, and effortless entertaining. The expansive open-concept layout welcomes you with a bright living room surrounded by sliding glass doors that frame views of the private pool and lush tropical landscape -- the perfect backdrop for game days, family

Bernice Schafer

Vested Palm Real Estate and Home Services

(786) 981-9073

3357 Flagler Ave, Key West, FL 33040
/50
$4,500 per month
- 3 Beds
- 2 Baths
- 1,448 Sq Ft
- Townhouse for Rent
22 Atlantic Blvd Unit B, Key Largo, FL 33037

Welcome to your dream home in the heart of Key Largo! This fully furnished & recently remodeled 3-bedroom, 2-bathroom half duplex offers modern comfort with a coastal flair in one of the most sought-after neighborhoods--Port Largo. Enjoy spacious, light-filled interiors, a stylish open kitchen with stainless steel appliances, updated baths, & tasteful furnishings throughout! Step outside to a

Jessie Morales Lifestyle International Realty

22 Atlantic Blvd Unit B, Key Largo, FL 33037
/43
$600,000 Sold Feb 06, 2026

601 W Ocean Dr Unit 407, Key Colony Beach, FL 33051
- 2 Beds
- 2.5 Baths
- 1,475 Sq Ft
- Built 1975
Last Sold Summary
- 4% Below List Price
- $407/SF
- 78 Days On Market
Last Listing Agent Tracy Chacksfield Berkshire Hathaway HomeServices Keys Real Estate

601 W Ocean Dr Unit 407, Key Colony Beach, FL 33051

/71
Est $1,640,789 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,720 Sq Ft
129 Seaside Ave, Key Largo, FL 33037

129 Seaside Ave, Key Largo, FL 33037

/35
$1,248,000 Under Contract
- 3 Beds
- 2 Baths
- 1,536 Sq Ft
415 Big Pine Rd, Key Largo, FL 33037

Island Charm Meets Deep-Water Convenience -- Best-Priced Canal Front Home with 60' of Dock!Discover true Keys tropical living in this beautifully updated 2-bedroom, 2-bath canal-front retreat offering 60 feet of concrete dockage, a boat lift, and instant deep-water access. No long idle zones--just cruise straight out to the open bay for unforgettable sunsets, world-class fishing, and the calm

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(645) 231-3174

415 Big Pine Rd, Key Largo, FL 33037
/22
$3,200 per month
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
- House for Rent
29172 Rose Dr, Big Pine Key, FL 33043

Freshly remodeled waterfront home! Located in a lovely neighborhood with a boat ramp right around the corner! Exterior of property has open parking as well as covered parking for multiple vehicles. Below home is surrounded by lattice to give additional shade and privacy. So much potential downstairs for outdoor entertainment.The main living area has gone through a full renovation. Kitchen boast

29172 Rose Dr, Big Pine Key, FL 33043
/9
$325,000 Sold Jun 12, 2025

35 Sombrero Blvd Unit A3, Marathon, FL 33050
- Land
Last Sold Summary
- 18% Below List Price
- 278 Days On Market
Current Estimated Value $322,643

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

35 Sombrero Blvd Unit A3, Marathon, FL 33050

/26
Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 672 Sq Ft
154 Garden St, Tavernier, FL 33070

154 Garden St, Tavernier, FL 33070

/61
$2,150,000 Under Contract
- 3 Beds
- 2 Baths
- 1,674 Sq Ft
743 Pattison Dr, Summerland Key, FL 33042

Welcome to your slice of paradise in the Florida Keys! This stunning 3-bedroom, 2-bath canal-front home in desirable Cudjoe Gardens celebrates everything we love about island life -- in shades of blue. From the moment you arrive, you'll feel the calm, coastal vibe this home radiates.Beautifully remodeled in 2021 with full permits, this residence offers an open-concept living area with soaring

Sandra Tuttle

Island Welcome Real Estate

(786) 756-9163

743 Pattison Dr, Summerland Key, FL 33042
/18
$2,100 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- House for Rent
63 Bass Ave Unit 1, Key Largo, FL 33037

KEY LARGO RETREAT WITH PRIVATE BEACH ACCESS - PRIME LOCATION MINUTES FROM JOHN PENNEKAMP CORAL REEF STATE PARK - 1 Bed 1 Bath - 600 sqft - 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 all nearby -

Nicholas Valdes United Realty Group Inc

63 Bass Ave Unit 1, Key Largo, FL 33037
/31
$390,000 Sold Jan 21, 2026

585 116th Street Ocean, Marathon, FL 33050
- 2 Beds
- 1.5 Baths
- 984 Sq Ft
- Built 1955
Last Sold Summary
- 38% Below List Price
- $396/SF
- 177 Days On Market
Last Listing Agent Paulette Thompson PA Ocean Sotheby's International

585 116th Street Ocean, Marathon, FL 33050

/41
Est $656,854 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
1001 W Ocean Dr Unit 2-106, Key Colony Beach, FL 33051

1001 W Ocean Dr Unit 2-106, Key Colony Beach, FL 33051

/18
$750,000
- Land
27941 Porgie Path, Summerland Key, FL 33042

Located on Little Torch Key, this ROGO EXEMPT 6,221 sq. ft. lot boasts spectacular stunning sunset views over the gulf. Fantastic Gulf access from the back yard boat ramp allowing easy access to get out on the water, whether you're heading out for a day of fishing or a sunset kayak and paddle board tour. This Little Torch Key property offers stunning Gulf side sunset views and a prime location in

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 745-7897

27941 Porgie Path, Summerland Key, FL 33042
/25
$2,100 per month
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- House for Rent
661 Colson Dr Unit Upstairs, Key Largo, FL 33037

Upstairs 2/1 in Key Largo Available December 1st | Long-Term Lease OnlyNicely kept upstairs unit of a stilt home at MM 103 Bayside, just across the street from John Pennekamp State Park!This 2-bedroom, 1-bath space offers comfortable island living with a large screened-in porch, spacious fenced yard, and neighborhood boat ramp access. Perfect for boating, kayaking, or enjoying sunsets

661 Colson Dr Unit Upstairs, Key Largo, FL 33037
/26
$741,000 Sold Apr 15, 2025

2005 Fogarty Ave, Key West, FL 33040
- 2 Beds
- 1 Bath
- 832 Sq Ft
- Built 1949
Last Sold Summary
- 6% Below List Price
- $891/SF
- 15 Days On Market
Current Estimated Value $744,976

Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

2005 Fogarty Ave, Key West, FL 33040

/44
Est $744,718 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
28233 Helen Ave, Little Torch Key, FL 33042

28233 Helen Ave, Little Torch Key, FL 33042

/26
$1,250,000 Open Sun 11AM - 1PM
- 2 Beds
- 2 Baths
- 1,364 Sq Ft
466 W Shore Dr, Summerland Key, FL 33042

Welcome to 466 W Shore Dr in prestigious Summerland Key. This 2 bedroom concrete home is situated on a 12,000 sg foot lot, located on a wide deep water boating canal. There is an RV hookup, as well as power at the dock. The home is a split bedroom and bathroom floor plan with beautiful terrazzo floors, updated kitchen, and baths. Enjoy the [Noseeum] screened porch off the living area, or the tiki

Christina Davis

Coldwell Banker Schmitt RE Co.

(786) 686-3066

466 W Shore Dr, Summerland Key, FL 33042
/16
$5,357 per month
- 2 Beds
- 2 Baths
- 1,079 Sq Ft
- House for Rent
53 Barry Ave, Summerland Key, FL 33042

This is a 2 story furnished or unfurnished single family house with a private pool, fenced in yard, screened patio, 2 bedrooms, 2 bathrooms with showers, stainless steel appliances, hurricane windows, washer and dryer, tile and wood floors. You are also able to use the amenities at our property next door such as 24 hour community gym and sauna. marina with boat ramp, outdoor games, bbq, kayaks

Joseph Danieli AKT Realty LLC

53 Barry Ave, Summerland Key, FL 33042
/3
$910,000 Sold Dec 31, 2025

81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 1,012 Sq Ft
- Built 1962
Last Sold Summary
- $899/SF
- 0 Days On Market
Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036

/26
Est $779,117 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,024 Sq Ft
155 Sioux St, Tavernier, FL 33070

155 Sioux St, Tavernier, FL 33070

/50
$1,599,000 Under Contract
- 3 Beds
- 2 Baths
- 1,645 Sq Ft
56 Colson Dr, Summerland Key, FL 33042

Exceptional waterfront living awaits at 56 Colson Drive in Cudjoe Gardens on Cudjoe Key--a fully renovated 3 Bedroom 2 Bathroom home offering 1,645 sq. ft. of thoughtfully planned interior space on a sprawling 11,900 sq. ft. lot. Built with CBS construction and impact doors and windows, this property combines durability with modern coastal appeal and is designed to take full advantage of the

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 841-7430

56 Colson Dr, Summerland Key, FL 33042
/10
$4,500 per month
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- House for Rent
14 Hilton Haven Rd, Key West, FL 33040

Quiet street, completely furnished two bedroom one bath available May 1st.Located in New Town, near Key West Yacht ClubCan be rented for 1 year or 9 months

14 Hilton Haven Rd, Key West, FL 33040
/28
$812,000 Sold May 12, 2025

2021 Harris Ave, Key West, FL 33040
- 3 Beds
- 1 Bath
- 1,028 Sq Ft
- Built 1958
Last Sold Summary
- 2% Above List Price
- $790/SF
- 16 Days On Market
Current Estimated Value $814,957

Last Listing Agent Jimmy Lane Island Life Realty Experts

2021 Harris Ave, Key West, FL 33040

/48
Est $1,437,754 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,256 Sq Ft
51 N Marlin Ave, Key Largo, FL 33037

51 N Marlin Ave, Key Largo, FL 33037

/61
$1,499,000
- 7 Beds
- 4 Baths
- 2,699 Sq Ft
1614 Dennis St, Key West, FL 33040

1614 Dennis St is a rare income-producing triplex offering strong cash flow and flexible use in the heart of Key West. Generating over $125,000 annually in rental income, this well-configured property features three separate units, each with its own washer and dryer, making it highly desirable for long-term tenants and employee housing.The layout includes two spacious 2-bedroom / 1-bath units and

Matthew Sheehan

Ocean Sotheby's International Realty

(855) 916-7690

1614 Dennis St, Key West, FL 33040
/26
$4,000 per month
- 2 Beds
- 1 Bath
- 720 Sq Ft
- House for Rent
116 Long Ben Dr, Key Largo, FL 33037

Updated 2-bedroom, 1-bathroom rental located in the desirable bayside community of Pirates Cove in Key Largo. This home features a bright, open-concept layout with a beautifully updated eat-in kitchen, stainless steel appliances, and a spacious living area filled with natural light. Impact windows and doors throughout, plus custom built-ins in the closets for added storage.Enjoy bay views from

Katie Raskob Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

116 Long Ben Dr, Key Largo, FL 33037
/108
$7,400,000 Sold Nov 21, 2025

126 Calle Ensueno, Marathon, FL 33050
- 7 Beds
- 6.5 Baths
- 8,306 Sq Ft
- Built 1981
Last Sold Summary
- 13% Below List Price
- $891/SF
- 385 Days On Market
Last Listing Agent Lisa Wiebe Coldwell Banker Schmitt Real Estate Co.

126 Calle Ensueno, Marathon, FL 33050

/22
Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 735 Sq Ft
27954 Tarpon Terrace, Little Torch Key, FL 33042

27954 Tarpon Terrace, Little Torch Key, FL 33042

/46
$1,395,000 Open Sun 12PM - 2PM
- 4 Beds
- 3 Baths
- 1,578 Sq Ft
2105 Fogarty Ave, Key West, FL 33040

Discover the charm of 2105 Fogarty Ave--an inviting Key West gem that blends character, comfort, and an ideal island lifestyle. From the moment you step inside, you'll find bright, welcoming spaces filled with personality and warmth. Each room offers thoughtful details and natural light, creating an atmosphere that feels instantly like home.Enjoy the lush, sun-filled garden--a private outdoor

Darrin Smith

Key West Luxury Real Estate Inc (KW)

(786) 432-5835

2105 Fogarty Ave, Key West, FL 33040
/20
$3,425 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Condo for Rent
3655 Seaside Dr Unit 326, Key West, FL 33040

Gorgeous 2 Bed 2 Full bath approximately 1200 sf. No Pets Allowed. In Key West new town at the Salt Ponds with gorgeous landscaping and decor. It has a large swimming pool, Hot Tub, and lounge area, Tennis courts, walking trails, and various other amenities. The property includes Ceiling fans, refrigerator, garbage disposal, electric range, dish washer, central air, washer and dryer in the home.

3655 Seaside Dr Unit 326, Key West, FL 33040
/65
$1,100,000 Sold May 15, 2025

11600 1st Avenue Gulf Unit 51, Marathon, FL 33050
- 3 Beds
- 2.5 Baths
- 1,600 Sq Ft
- Built 2006
Last Sold Summary
- 8% Below List Price
- $688/SF
- 25 Days On Market
Current Estimated Value $1,225,136

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

11600 1st Avenue Gulf Unit 51, Marathon, FL 33050

/45
Est $1,206,865 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,376 Sq Ft
27379 Jamaica Ln, Ramrod Key, FL 33042

27379 Jamaica Ln, Ramrod Key, FL 33042

/51
$2,450,000 Open Sun 12PM - 2PM
- 4 Beds
- 4 Baths
- 1,725 Sq Ft
1724 Bahama Dr, Key West, FL 33040

This fully renovated canal front home at 1724 Bahama Drive offers modern waterfront living in a highly convenient location in Key West.The property features four bedrooms and four bathrooms and includes a separate mother in law unit, making it well suited for guests, extended family, or flexible use. The home has been completely updated with a new kitchen featuring quartz countertops, custom

Dan Serban

Key West Luxury Real Estate Inc (KW)

(866) 729-9451

1724 Bahama Dr, Key West, FL 33040
/75
$7,500 per month
- 4 Beds
- 5 Baths
- 2,432 Sq Ft
- House for Rent
1516 Aqueduct Ln Unit 1, Key Largo, FL 33037

Discover coastal living at its finest! This exceptional 4-bed, 3.2-bath canal-front home right next to Adams cut offers over 2,400 sq ft of beautifully designed living space with stunning bay views from wrap-around balconies and a rooftop terrace. Thoughtfully appointed with an elevator, indoor and outdoor kitchens, laundry room, and spacious layouts, this residence is ideal for entertaining and

Kristal Rivera Diaz LPT Realty, LLC

1516 Aqueduct Ln Unit 1, Key Largo, FL 33037
/42
$1,035,000 Sold Sep 25, 2025

9 Bass Ave, Key Largo, FL 33037
- 3 Beds
- 2 Baths
- 1,582 Sq Ft
- Built 2000
Last Sold Summary
- 2% Below List Price
- $654/SF
- 234 Days On Market
Current Estimated Value $1,024,805

Last Listing Agent Loreen Rizzo Century 21 Circle- Islamorada

9 Bass Ave, Key Largo, FL 33037

/42
Est $1,580,961 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,644 Sq Ft
27339 Saint Vincent Ln, Summerland Key, FL 33042

27339 Saint Vincent Ln, Summerland Key, FL 33042

/2
$45,000 Pending
- Land
- 0.52 Acre
- $87,120 per Acre
0 Northside Dr Unit 596549, Marathon, FL 33050

Three (3) vacant lots commonly called ROGOo lots for use in the BPAS process. Lots are worth two (2) points each if dedicated as part of BPAS allocation. Letters from City of Marathon designating lots as BPAS (ROGO) lots on file with Listing Agent.

Joshua Mothner

Coldwell Banker Schmitt Real Estate Co.

(786) 936-2740

0 Northside Dr Unit 596549, Marathon, FL 33050
/16
$3,600 per month
- 2 Beds
- 1 Bath
- 795 Sq Ft
- House for Rent
757 La Fitte Rd, Summerland Key, FL 33042

We’re offering our Little Torch oceanside oceanfront home as a long-term rental.2 bedrooms, 1 bath.This is a comfortable, lived-in coastal home that reflects years of life by the water. It isn’t newly updated or polished, but it’s solid, welcoming, and easy to settle into. The home sits directly on the ocean, with wide-open water views that make everyday living feel

757 La Fitte Rd, Summerland Key, FL 33042
/36
$1,300,000 Sold Nov 14, 2025

435 121st Street Gulf, Marathon, FL 33050
- 3 Beds
- 3 Baths
- 1,731 Sq Ft
- Built 1981
Last Sold Summary
- 19% Below List Price
- $751/SF
- 252 Days On Market
Last Listing Agent Jessica Boyanton P.A. LPT Realty, LLC

435 121st Street Gulf, Marathon, FL 33050

/30
Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,080 Sq Ft
982 81st St, Marathon, FL 33050

982 81st St, Marathon, FL 33050

Showing Results 241 - 280, Page 7 of 18

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