Monroe County, FL Homes

/80
$1,949,000
- 5 Beds
- 5 Baths
- 3,086 Sq Ft
2827 Harris Ave, Key West, FL 33040

This absolutely stunning 5-bedroom, 5-bathroom home, re-imagined and built brand new in 2023, offers 3,062 sq. ft. of luxurious living space on a 5,040 sq. ft. lot. Featuring 9' ceilings, custom wood cabinetry, porcelain wood-style and LVT flooring, a 17-foot island seating 8, the head chef's kitchen is equipped with professional-grade appliances, including a 36'' gas stove & vented hood, and

Everett Smith

Ocean Sotheby's International Realty

(786) 649-0718

2827 Harris Ave, Key West, FL 33040
/24
$4,000 per month
- 3 Beds
- 2 Baths
- House for Rent
793 Oceana Ave, Key Largo, FL 33037

Warm & InvitingEnjoy this brand-new 3-bedroom, 2-bath upstairs residence, fully furnished and move-in ready. The home features stainless steel appliances, including a dishwasher, microwave, oven range, refrigerator, and washer and dryer. Situated on Oceana Avenue, a peaceful dead-end street that leads to Largo Sound. Ideally located just one hour from Miami and minutes from dining, shopping, and

Ralph Sam Real Estate Sales Force, Inc.

793 Oceana Ave, Key Largo, FL 33037
/40
$1,340,000 Sold Jul 09, 2025

1911 Fogarty Ave, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,195 Sq Ft
- Built 1953
Last Sold Summary
- 8% Below List Price
- $1,121/SF
- 14 Days On Market
Current Estimated Value $1,300,397

Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

1911 Fogarty Ave, Key West, FL 33040

/13
Not Listed For Sale

154 1st Ct, Key Largo, FL 33037
- 2 Beds
- 2 Baths
- 828 Sq Ft
- Built 1956
154 1st Ct, Key Largo, FL 33037

Last Sold Summary
- $423/SF
- 13 Days On Market
Last Sold Price $350,000

Last Listing Agent Anna Richards Coastal Realty of the Florida Keys

/75
$5,900,000
- 5 Beds
- 5 Baths
- 4,146 Sq Ft
875 50th Street Gulf, Marathon, FL 33050

At the very tip of a private peninsula in the heart of the Florida Keys, this stunning Gulffront property delivers the ultimate waterfront lifestyle. Built in 2022, this 4,146 sq. ft. Coastal Modern residence was crafted by one of Marathon's premier builders with meticulous attention to detail, blending clean architectural lines with the relaxed elegance of island living. From the moment you

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(645) 654-8594

875 50th Street Gulf, Marathon, FL 33050
/35
$3,300 per month
- 2 Beds
- 2 Baths
- 853 Sq Ft
- Condo for Rent
88540 Overseas Hwy Unit 203, Tavernier, FL 33070

Experience coastal living in this 2-bedroom, 2-bathroom condo, perfectly situated on the bayside near restaurants and shopping. This unfurnished unit features a private balcony, ideal for enjoying your morning coffee or evening cocktail. Inside, you'll find a versatile space that can serve as a dining area or home office. The condo includes access to a boat slip, making it perfect for boating

Shanti Cope Coldwell Banker Schmitt Key Largo

88540 Overseas Hwy Unit 203, Tavernier, FL 33070
/22
$295,000 Sold Oct 24, 2025

201 Coppitt Rd Unit 102, Key West, FL 33040
- 1 Bed
- 1 Bath
- 536 Sq Ft
- Built 1974
Last Sold Summary
- $550/SF
- 54 Days On Market
Current Estimated Value $287,865

Last Listing Agent Jimmy Lane Island Life Realty Experts

201 Coppitt Rd Unit 102, Key West, FL 33040

/29
Not Listed For Sale

215 Antigua Rd, Tavernier, FL 33070
- 2 Beds
- 1 Bath
- 672 Sq Ft
- Built 1970
215 Antigua Rd, Tavernier, FL 33070

Last Sold Summary
- $521/SF
- 10 Days On Market
Last Sold Price $350,000

Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

/53
$1,195,000
- 3 Beds
- 2 Baths
- 1,530 Sq Ft
29534 Geraldine St, Big Pine Key, FL 33043

Discover the perfect blend of island lifestyle and income potential in this well-appointed waterfront home located in a desirable Big Pine Key boating community with Commercial Fishing District zoning--a rare advantage allowing marine-based business use, boat storage, and added flexibility.Situated on a 15,000 sq ft double lot with 150' of canal frontage, this solid concrete, single-level home

Sandra Tuttle

Island Welcome Real Estate

(844) 697-1109

29534 Geraldine St, Big Pine Key, FL 33043
/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
/15
$226,500 Sold Apr 03, 2025

915 S Emerald Dr, Key Largo, FL 33037
- 2 Beds
- 2 Baths
- 1,316 Sq Ft
- Built 1979
Last Sold Summary
- 43% Below List Price
- $172/SF
- 119 Days On Market
Last Listing Agent Ronda Thompson Coldwell Banker Schmitt Key Largo

915 S Emerald Dr, Key Largo, FL 33037

/40
Not Listed For Sale

6800 Maloney Ave Unit 58, Stock Island, FL 33040
- 1 Bed
- 2 Baths
- 490 Sq Ft
- Built 2009
6800 Maloney Ave Unit 58, Stock Island, FL 33040

Last Sold Summary
- $1,163/SF
- 2 Days On Market
Last Sold Price $569,900

Last Listing Agent Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

/51
$1,999,999 Open Sun 1PM - 3PM
- 3 Beds
- 4 Baths
- 2,100 Sq Ft
23087 Sailfish Ln, Summerland Key, FL 33042

Designed for those who live by the tides, this extraordinary waterfront residence captures everything that defines the Florida Keys lifestyle. Situated on a rare 15,625 sq ft double lot with 175 feet of deep-water dockage, the home enjoys a premier location one in from open water, delivering sweeping open water views while remaining protected within a wide 50-foot canal. Architecturally striking,

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(786) 807-9315

23087 Sailfish Ln, Summerland Key, FL 33042
/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
/36
$1,120,000 Sold Mar 24, 2026

2148 Bahia Shores Rd, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1988
Last Sold Summary
- 5% Below List Price
- $933/SF
- 1 Day On Market
Current Estimated Value $1,108,096

Last Listing Agent Anne Press Lokation Real Estate

2148 Bahia Shores Rd, Big Pine Key, FL 33043

/25
Est $556,328 Not Listed For Sale

3930 S Roosevelt Blvd Unit E304, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,068 Sq Ft
- Built 1991
3930 S Roosevelt Blvd Unit E304, Key West, FL 33040

Last Sold Summary
- 4% Below List Price
- $543/SF
- 80 Days On Market
Last Sold Price $580,000

Last Listing Agent Dawn McComish Lokation Real Estate

/54
$689,000
- 2 Beds
- 2 Baths
- 841 Sq Ft
500 Burton Dr Unit 3309, Tavernier, FL 33070

2/2 Condo with the Owners Suite having a beautiful Ocean View. The living and kitchen room having Beautiful ocean views as well. Upgraded condo with Impact windows and sliders, great rental potential. Marina has direct Ocean Access. Jr. Olympic heated pool and 14 person Spa and a Pool bar. Oceanfront Cafe & Lounge overlooking the Marina and the sandy beach with Tiki huts. Lighted Pickle ball &

Tom Rodriguez

American Caribbean Real Estate, Christie's International Real Estate

(645) 231-0294

500 Burton Dr Unit 3309, Tavernier, FL 33070
/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
/26
$500,000 Sold Oct 29, 2025

1W & 2W Cooks Island, Cook Island Key, FL 33043
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Built 2007
Last Sold Summary
- 26% Below List Price
- $556/SF
- 93 Days On Market
Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

1W & 2W Cooks Island, Cook Island Key, FL 33043

/20
Est $868,453 Not Listed For Sale

2601 S 2601 Roosevelt Blvd Unit 115C, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,221 Sq Ft
- Built 1967
2601 S 2601 Roosevelt Blvd Unit 115C, Key West, FL 33040

Last Sold Summary
- $708/SF
- 22 Days On Market
Last Sold Price $865,000

Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty

/20
$2,900,000
- 2 Beds
- 2 Baths
- 1,377 Sq Ft
154 S Indies Dr, Marathon, FL 33050

Rare opportunity to secure a prime waterfront homesite on highly desirable Duck Key. This property is being offered for land value, presenting the perfect canvas to design and build a custom island retreat exactly to your vision. Even better, the property is ROGO exempt, meaning no waiting for a new building permit -- a verified build right is already in place (letter on file). Boaters will

Natalie Ardis

Coldwell Banker Schmitt Real Estate Co.

(645) 220-0004

154 S Indies Dr, Marathon, FL 33050
/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
/24
$485,000 Sold May 23, 2025

1923 Narcissus Ave, Big Pine Key, FL 33043
- 2 Beds
- 1.5 Baths
- 1,506 Sq Ft
- Built 1974
Last Sold Summary
- 22% Below List Price
- $322/SF
- 74 Days On Market
Current Estimated Value $549,535

Last Listing Agent Christopher Tanaka Coldwell Banker Schmitt RE Co.

1923 Narcissus Ave, Big Pine Key, FL 33043

/22
Est $896,066 Not Listed For Sale

2601 S 2601 Roosevelt Blvd Unit 401B, Key West, FL 33040
- 2 Beds
- 2 Baths
- 980 Sq Ft
- Built 1967
2601 S 2601 Roosevelt Blvd Unit 401B, Key West, FL 33040

Last Sold Summary
- 6% Below List Price
- $969/SF
- 78 Days On Market
Last Sold Price $950,000

Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty

/37
$1,699,000 Pending
- 3 Beds
- 2 Baths
- 1,594 Sq Ft
621 Elizabeth St, Key West, FL 33040

This gorgeous two-cottage property is located at the top of Solares Hill in the heart of Old Town Key West and offers exceptional flexibility along with strong rental and income potential. The lovely main house sits at the front of the property and features a main-floor primary bedroom and bath, an open living and dining area with vaulted ceilings, and central air. Stairs lead to a second bedroom

Jennifer Newman

Truman & Co. (KW)

(786) 980-9176

621 Elizabeth St, Key West, FL 33040
/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
/38
$4,275,000 Sold Mar 04, 2026

231 E Shore Dr Unit 7, Key West, FL 33040
- 5 Beds
- 5.5 Baths
- 4,103 Sq Ft
- Built 2025
Last Sold Summary
- 1% Below List Price
- $1,042/SF
- 173 Days On Market
Last Listing Agent Stephanie Marinucci Serhant

231 E Shore Dr Unit 7, Key West, FL 33040

/9
Not Listed For Sale

Lots 23-24 Coral Way, Big Pine Key, FL 33043
Lots 23-24 Coral Way, Big Pine Key, FL 33043

Last Sold Summary
- 24 Days On Market
Last Sold Price $250,000

Last Listing Agent Banks Prevatt Coldwell Banker Schmitt RE Co.

/52
$1,899,000
- 2 Beds
- 3 Baths
- 1,717 Sq Ft
1513 Pine St, Key West, FL 33040

Located on a corner lot in the highly sought-after Meadows neighborhood, this beautifully crafted Key West home offers exceptional design, privacy, and outdoor living. Built new in 2008 with top-of-the-line materials and superior craftsmanship, the residence features 2 bedrooms, 2.5 baths, and dramatic architectural details throughout.Upon entry, you are welcomed by soaring 11-foot ceilings and

Jennifer Newman

Truman & Co. (KW)

(645) 225-2715

1513 Pine St, Key West, FL 33040
/7
$1,700 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
/42
$740,000 Sold Jun 02, 2025

58885 Overseas Hwy, Marathon, FL 33050
- 3 Beds
- 2 Baths
- 1,548 Sq Ft
- Built 1982
Last Sold Summary
- 7% Below List Price
- $478/SF
- 78 Days On Market
Current Estimated Value $776,942

Last Listing Agent Nate Bartlett Berkshire Hathaway HomeServices Keys Real Estate

58885 Overseas Hwy, Marathon, FL 33050

/16
Est $699,191 Not Listed For Sale

2601 S 2601 Roosevelt Blvd Unit 506A, Key West, FL 33040
- 2 Beds
- 1 Bath
- 980 Sq Ft
- Built 1967
2601 S 2601 Roosevelt Blvd Unit 506A, Key West, FL 33040

Last Sold Summary
- 1% Above List Price
- $709/SF
- 43 Days On Market
Last Sold Price $695,000

Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty

/30
$1,159,000 Open Sun 11AM - 1PM
- 4 Beds
- 2 Baths
- 2,274 Sq Ft
2809 Flagler Ave, Key West, FL 33040

Welcome to 2809 Flagler Ave, a beautifully updated residence that seamlessly blends classic charm with modern convenience. Originally built in 1953, this home has been enhanced with a thoughtfully designed two stories new addition in 2002 increasing both its space and functionality.The interior of the home is adorned with stunning 3/4 inch red oak flooring, providing a durable and elegant finish

Dan Serban

Key West Luxury Real Estate Inc (KW)

(645) 238-1785

2809 Flagler Ave, Key West, FL 33040
/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
/80
$2,150,000 Sold May 20, 2025

105 Buena Vista Ct, Islamorada, FL 33036
- 4 Beds
- 3 Baths
- 2,095 Sq Ft
- Built 1989
Last Sold Summary
- 25% Below List Price
- $1,026/SF
- 265 Days On Market
Current Estimated Value $2,283,274

Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

105 Buena Vista Ct, Islamorada, FL 33036

/54
Est $359,756 Not Listed For Sale

87455 Old Hwy Unit 118, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 980 Sq Ft
- Built 1977
87455 Old Hwy Unit 118, Islamorada, FL 33036

Last Sold Summary
- 4% Above List Price
- $352/SF
- 119 Days On Market
Last Sold Price $345,000

Last Listing Agent Claire Johnson Coastal Realty of the Florida Keys

/67
$1,474,900 Open Sun 1PM - 3PM
- 3 Beds
- 2 Baths
- 1,528 Sq Ft
17215 Bonita Ln E, Summerland Key, FL 33042

Completely reimagined and absolutely stunning, this beautifully remodeled home in Sugarloaf Shores showcases a full renovation, including a brand new 20x8 dock. The beautiful 3 Bedroom 2 Bathroom home features commercial grade luxury vinyl floors, beautiful new finishes, custom cabinetry, new appliances, and fresh paint inside and out. Every detail was thoughtfully selected, creating a clean,

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(855) 798-4569

17215 Bonita Ln E, 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
/78
$287,500 Sold Sep 08, 2025

104000 Overseas Hwy Unit 2-5, Key Largo, FL 33037
- 3 Beds
- 3 Baths
- 2,300 Sq Ft
- Built 2008
Last Sold Summary
- 4% Below List Price
- $125/SF
- 4 Days On Market
Current Estimated Value $1,072,039

Last Listing Agent Kelly Randin RE/MAX All Keys Real Estate

104000 Overseas Hwy Unit 2-5, Key Largo, FL 33037

/24
Est $781,242 Not Listed For Sale

2601 S 2601 Roosevelt Blvd Unit 221C, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,221 Sq Ft
- Built 1967
2601 S 2601 Roosevelt Blvd Unit 221C, Key West, FL 33040

Last Sold Summary
- 6% Above List Price
- $602/SF
- 73 Days On Market
Last Sold Price $735,000

Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty

Showing Results 601 - 640, Page 16 of 18

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