Monroe County, FL Homes

/37
$899,999
- 4 Beds
- 2 Baths
- 1,971 Sq Ft
210 Schooner Ln, Marathon, FL 33050

Welcome to this beautifully updated island retreat in the heart of Duck Key! This spacious 4-bedroom, 2-bath home sits on a desirable corner lot, offering extra privacy and great outdoor space.Built solid with CBS construction and recently upgraded with a new metal roof and new impact windows and doors, this home is move-in ready and built to handle Keys living with ease.Inside, you'll find

Joseph Suarez

Trustpoint Realty, LLC

(786) 963-2744

210 Schooner Ln, Marathon, FL 33050
/19
$4,700 per month
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
- House for Rent
486 Airport Dr S, Summerland Key, FL 33042

Property Id: 2182502Enjoy Florida Keys living in a nice neighborhood on a wide 60 ft., flow-through boating canal with a concrete seawall and davits — perfect for your boat or water toys. relax on the 400 sq. ft. screened porch, or take advantage of the massive 1,300 sqft garage/airport hangar downstairs — plenty of room to park all your toys and gear. Upstairs offers 3 bedrooms, 2 baths,

486 Airport Dr S, Summerland Key, FL 33042
/53
$3,500,000 Sold Aug 08, 2025

407-415 Olivia St, Key West, FL 33040
- 6 Beds
- 5 Baths
- 3,171 Sq Ft
- Built 1964
Last Sold Summary
- 18% Below List Price
- $1,104/SF
- 134 Days On Market
Current Estimated Value $2,962,929

Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

407-415 Olivia St, Key West, FL 33040

/52
Est $2,206,327 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,028 Sq Ft
13 Harbor Dr, Key Largo, FL 33037

13 Harbor Dr, Key Largo, FL 33037

/53
$749,000
- 3 Beds
- 3 Baths
- 1,929 Sq Ft
1133 W Ocean Dr Unit 2, Key Colony Beach, FL 33051

Reduced Quarterly Dues! Own a piece of paradise perfectly situated at the southern point in Key Colony Beach. This turnkey property not only offers comfort with tropical decor, but it also provides an incredible investment opportunity. This beautiful oceanfront townhouse, features three spacious bedrooms and three bathrooms. This home is ideal for both relaxation and entertaining. Enjoy

Michelle Vanhoose

Coldwell Banker Schmitt Real Estate Co.

(645) 238-8109

1133 W Ocean Dr Unit 2, Key Colony Beach, FL 33051
/7
$2,000 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
/47
$2,100,000 Sold Apr 01, 2025

237 Atlantic Blvd, Key Largo, FL 33037
- 7 Beds
- 4 Baths
- 3,164 Sq Ft
- Built 1980
Last Sold Summary
- 22% Below List Price
- $664/SF
- 273 Days On Market
Current Estimated Value $2,096,499

Last Listing Agent TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

237 Atlantic Blvd, Key Largo, FL 33037

/50
Est $909,837 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,029 Sq Ft
9816 Magellan Dr Unit 9816, Key Largo, FL 33037

9816 Magellan Dr Unit 9816, Key Largo, FL 33037

/30
$519,000
- 2 Beds
- 2 Baths
- 696 Sq Ft
3312 Northside Dr Unit 707, Key West, FL 33040

Stunning Renovated 2-Bedroom Condo with Panoramic Ocean Views - Key West, FLWelcome to your slice of paradise! This beautifully renovated 2-bedroom, 2-bath condo on the 7th floor offers breathtaking, unobstructed ocean views and the best of island living in Key West.Step inside to find a bright and airy open-concept living space, complete with modern finishes, sleek tile flooring, and expansive

Terrance Sullivan

Ocean Sotheby's International Realty

(645) 666-1203

3312 Northside Dr Unit 707, Key West, FL 33040
/20
$8,470 per month
- 3 Beds
- 2 Baths
- 1,399 Sq Ft
- Condo for Rent
2026 Seidenberg Ave Unit ID1297830P, Key West, FL 33040

Welcome to Hidden Oasis, a luxurious three-bedroom, two-bathroom home nestled in the heart of Midtown, Key West. This stunning property offers contemporary luxury with an open floor plan, situated on a private fenced-in yard on a corner lot with lush tropical landscaping. Feel at home as you step through French doors to the backyard, featuring a private heated pool, lounge seating, a TV, a grill,

2026 Seidenberg Ave Unit ID1297830P, Key West, FL 33040
/31
$750,000 Sold Oct 03, 2025

1428 Virginia St, Key West, FL 33040
- 4 Beds
- 2 Baths
- 2,236 Sq Ft
- Built 1933
Last Sold Summary
- 16% Below List Price
- $335/SF
- 111 Days On Market
Last Listing Agent Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

1428 Virginia St, Key West, FL 33040

/29
Est $1,470,176 Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,360 Sq Ft
1219 Grinnell St Unit B, Key West, FL 33040

1219 Grinnell St Unit B, Key West, FL 33040

/50
$1,400,000
- 4 Beds
- 2 Baths
- 1,741 Sq Ft
2827 Staples Ave, Key West, FL 33040

Welcome to 2827 Staples Avenue, a beautifully updated Key West residence where timeless island charm meets modern living. From its manicured front lawn framed by tropical landscaping and a welcoming front porch, to its private backyard retreat, this home captures the essence of easy Key West living.Inside, the open layout flows effortlessly with vaulted ceilings, abundant natural light, and a

Dan Serban

Key West Luxury Real Estate Inc (KW)

(786) 882-0419

2827 Staples Ave, Key West, FL 33040
/13
$3,200 per month
- 3 Beds
- 2 Baths
- House for Rent
435 Collins St Unit upstairs only, Key Largo, FL 33037

Welcome to this spacious and recently updated and well maintained 3/2 upstairs property located in the desirable South Creek Village community in Key Largo. MM 103 ocean side. This unfurnished rental is close to local shopping and restaurants. A very peaceful neighborhood. A perfect spot for someone looking to enjoy the best of Key Largo living in a great location and comfortable setting. The

Wendy Ives RE/MAX All Keys Real Estate

435 Collins St Unit upstairs only, Key Largo, FL 33037
/42
$699,000 Sold Mar 27, 2025

29162 Camellia Ln, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,218 Sq Ft
- Built 1990
Last Sold Summary
- $574/SF
- 11 Days On Market
Current Estimated Value $699,357

Last Listing Agent Beata Sharpe Coldwell Banker Vanguard Realty

29162 Camellia Ln, Big Pine Key, FL 33043

/62
Est $669,193 Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,079 Sq Ft
9820 Mariners Ave Unit 108, Key Largo, FL 33037

9820 Mariners Ave Unit 108, Key Largo, FL 33037

/11
$295,000
- Land
94825 Overseas Hwy Hwy Unit 67, Key Largo, FL 33037

Vacant lot in Key Largo ready to build a Residential Single Family.

Dinorah Guerra

Real Estate Sales Force - Coral Gables

(645) 654-9767

94825 Overseas Hwy Hwy Unit 67, Key Largo, FL 33037
/20
$7,082 per month
- 1 Bed
- 1 Bath
- 893 Sq Ft
- Condo for Rent
18954 Acosta Rd Unit ID1297838P, Summerland Key, FL 33042

Escape to paradise and feel at home in this serene 1-bedroom, 1-bath home in beautiful Sugarloaf Key, accommodating up to four guests. Enjoy breathtaking views from the expansive wrap-around balcony, perfect for sunrise coffee or sunset cocktails.This charming home features a spacious open-concept floor plan designed for relaxation and connection. Natural light pours into the airy interior,

18954 Acosta Rd Unit ID1297838P, Summerland Key, FL 33042
/33
$785,000 Sold Apr 03, 2025

64 Sombrero Beach Rd, Marathon, FL 33050
- Land
Last Sold Summary
- 45% Below List Price
- 183 Days On Market
Current Estimated Value $952,194

Last Listing Agent Monica Barrett Coldwell Banker Schmitt Real Estate Co.

64 Sombrero Beach Rd, Marathon, FL 33050

/14
Est $912,086 Not Listed For Sale
- 2 Beds
- 2 Baths
- 822 Sq Ft
418 Amelia St Unit 2, Key West, FL 33040

418 Amelia St Unit 2, Key West, FL 33040

/61
$1,595,000 Pending
- 3 Beds
- 3 Baths
- 1,728 Sq Ft
2675 Yellowtail Dr, Marathon, FL 33050

Elevated Canal front Gem with Direct Gulf Access.Nestled along a flow-through canal offering quick and direct access to the Gulf of Mexico, this elevated 3 bed/3 bath residence blends coastal charm with thoughtful design. A unique split-level floor plan featuring a private master suite perched on its own level, an inviting retreat with a glimpse of the open Gulf beyond.The main living area flows

Joshua Mothner

Coldwell Banker Schmitt Real Estate Co.

(786) 745-7478

2675 Yellowtail 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
/43
$1,300,000 Sold Mar 14, 2025

1050 Gulf Dr, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 1,171 Sq Ft
- Built 1985
Last Sold Summary
- 4% Below List Price
- $1,110/SF
- 24 Days On Market
Current Estimated Value $1,319,141

Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC

1050 Gulf Dr, Summerland Key, FL 33042

/46
Est $775,870 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,029 Sq Ft
9828 Mariners Ave Unit 9828, Key Largo, FL 33037

9828 Mariners Ave Unit 9828, Key Largo, FL 33037

/45
$1,298,000 Open Sat 12PM - 3PM
- 3 Beds
- 2 Baths
- 1,416 Sq Ft
2828 Harris Ave, Key West, FL 33040

Welcome to 2828 Harris Avenue, a private retreat nestled in the heart of Key West's highly desirable New Town neighborhood. Beautifully updated and thoughtfully designed, this single-family home blends modern comfort with timeless island charm, surrounded by lush, mature landscaping and a backyard that feels like your own personal resort.Designed for indoor-outdoor living, the property features a

Bernice Schafer

Vested Palm Real Estate and Home Services

(305) 741-4999

2828 Harris Ave, Key West, FL 33040
/22
$3,450 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
/35
$1,675,000 Sold Jun 02, 2025

1075 Duval St Unit 1, Key West, FL 33040
- 2 Beds
- 2.5 Baths
- 1,225 Sq Ft
- Built 1987
Last Sold Summary
- $1,367/SF
- 4 Days On Market
Current Estimated Value $1,669,245

Last Listing Agent Richard Haskins Buy The Keys

1075 Duval St Unit 1, Key West, FL 33040

/45
Est $2,039,082 Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,440 Sq Ft
619 Simonton St Unit 7, Key West, FL 33040

619 Simonton St Unit 7, Key West, FL 33040

/40
$699,900
- 2 Beds
- 1.5 Baths
- 900 Sq Ft
7051 Harbor Village Dr, Marathon, FL 33050

The Perfect fully furnished weekend escape, or high yield, fully managed resort style rental property! Experience the charm of the Florida Keys in this beautifully updated 2-bedroom, 1.5-bath villa at The Village at Hawks Cay. Set along a beautiful and wide canal, this waterfront property offers spectacular views and a peaceful setting ideal for relaxation and entertaining (and the color of the

Matthew Campbell

Beachfront Properties Real Estate LLC

(786) 751-5011

7051 Harbor Village Dr, Marathon, FL 33050
/6
$4,000 per month
- 2 Beds
- 2 Baths
- 3,364 Sq Ft
- Apartment for Rent
26 S Exuma Rd Unit B, Key Largo, FL 33037

***Key Largo***Gorgeous and conveniently located, 2 BD/2BA with a private home feel. Unit located on 3rd floor. Only two apartments. Enjoy your morning coffee in the screened in balcony. Then head out on your boat with easy ocean access. 30' dock space. No cats allowed. More pictures to come.

Lizette Martin London Foster Realty

26 S Exuma Rd Unit B, Key Largo, FL 33037
/2
$510,000 Sold Sep 08, 2025

Unlisted Address
- 3 Beds
- 2 Baths
- 972 Sq Ft
- Built 1989
Last Sold Summary
- $525/SF
Current Estimated Value $508,899

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

Unlisted Address

/50
Est $921,291 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,179 Sq Ft
9849 Leeward Ave Unit 82, Key Largo, FL 33037

9849 Leeward Ave Unit 82, Key Largo, FL 33037

/48
$2,950,000 Open Sat 11AM - 1PM
- 3 Beds
- 3 Baths
- 1,960 Sq Ft
344 E Seaview Dr, Marathon, FL 33050

Welcome to your island oasis on prestigious Yacht Club Island in Duck Key. This elegantly upgraded 3-bedroom, 3-bath residence delivers the ultimate Florida Keys lifestyle with exceptional boating, privacy, and resort-style living. Step inside to discover a beautifully appointed interior with tasteful finishes throughout--designed for both full-time living and luxurious retreats. Enjoy canal

Natalie Ardis

Coldwell Banker Schmitt Real Estate Co.

(786) 321-4867

344 E Seaview Dr, Marathon, FL 33050
/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
/54
$660,000 Sold Nov 12, 2025

500 Burton Dr Unit 4402, Tavernier, FL 33070
- 2 Beds
- 2 Baths
- 826 Sq Ft
- Built 1991
Last Sold Summary
- 8% Below List Price
- $799/SF
- 93 Days On Market
Last Listing Agent Tom Rodriguez American Caribbean Real Estate, Christie's International Real Estate

500 Burton Dr Unit 4402, Tavernier, FL 33070

/26
Est $1,518,943 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,100 Sq Ft
410 Porter Ln Unit 10, Key West, FL 33040

410 Porter Ln Unit 10, Key West, FL 33040

/42
$1,895,000 Under Contract
- 3 Beds
- 2 Baths
- 2,047 Sq Ft
20771 2nd Ave W, Summerland Key, FL 33042

Incredible Florida Keys living! High quality concrete construction, impact windows and doors and custom metal roof- this home is ABOVE FLOOD and has no stairs! Enjoy the ease of one level living, with the storm safety of being above flood. This 3 bed 2 bathroom home has large, open living and wonderful outdoor living space- complete with pool and tiki! Exceptional boating- the 100' concrete dock

Sandra Tuttle

Island Welcome Real Estate

(786) 952-5792

20771 2nd Ave W, Summerland Key, FL 33042
/27
$35,000 per month
- 4 Beds
- 4.5 Baths
- 5,348 Sq Ft
- House for Rent
133 Severino Dr, Islamorada, FL 33036

Experience luxury living at its finest in this completely renovated four-bedroom, four-bathroom home nestled in one of the most prestigious neighborhoods in the upper Keys. This stunning residence showcases exceptional craftsmanship by a renowned local builder, creating an extraordinary retreat where sophisticated design meets tropical paradise. The home features two separate living areas and

Pete Riveiro The Firm Realty Group

133 Severino Dr, Islamorada, FL 33036
/18
$750,000 Sold Jun 17, 2025

214 Golf Club Dr, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,120 Sq Ft
- Built 2000
Last Sold Summary
- 19% Below List Price
- $670/SF
- 376 Days On Market
Current Estimated Value $787,856

Last Listing Agent Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

214 Golf Club Dr, Key West, FL 33040

/31
Est $1,664,812 Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,440 Sq Ft
603 Angela St Unit 2, Key West, FL 33040

603 Angela St Unit 2, Key West, FL 33040

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