Monroe County, FL Homes

/72
$1,999,000
- 3 Beds
- 4 Baths
- 2,110 Sq Ft
1104 South St, Key West, FL 33040

ELEVATE YOUR QUALITY OF LIFE. Positioned within the highly sought-after Casa Marina district with unique design 1104 South St will appeal to those who demand the best in quality design, finishes, and lifestyle. The indoor-outdoor spaces are seamlessly connected by stack-away sliding-glass doors, promoting a flawless integration of outdoor/indoor living with architectural detailing that adds a

Tommy Mack

Coastal Collection Real Estate Inc.

(786) 207-1091

1104 South St, Key West, FL 33040
/6
$2,200 per month
- 1 Bed
- 1 Bath
- Property for Rent
119 Long Key Lake Dr Unit 1, Long Key, FL 33001

Fully remodeled from top to bottom, this spacious 1 bedroom, 1 bath apartment is clean, bright, and ready for your personal touch. Offered unfurnished, it features charming upgrades and plenty of room to make it your own. Community amenities include a basketball court and tennis court. Just a short walk to beautiful Long Key State Park, the home is tucked away in peaceful Layton--a serene

Seanna Lindback Sea Haven Realty, Inc.

119 Long Key Lake Dr Unit 1, Long Key, FL 33001
/30
$1,800,000 Sold Jul 08, 2025

214 Fleming St, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,312 Sq Ft
- Built 1995
Last Sold Summary
- 8% Below List Price
- $1,372/SF
- 136 Days On Market
Current Estimated Value $1,863,831

Last Listing Agent Rodney Culiver Last Key Realty, Inc (KW)

214 Fleming St, Key West, FL 33040

/29
Est $1,427,002 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

/30
$769,000
- 3 Beds
- 3 Baths
- 1,596 Sq Ft
148 Sunrise Dr, Tavernier, FL 33070

Ideally located in the heart of Tavernier, this solid CBS home offers peace of mind with a concrete roof and impact windows. The permitted lower-level enclosure provides additional flexibility, while the main living area features a large, open-concept living, dining, and kitchen space, ideal for everyday living and entertaining. Step outside to a spacious, cleared backyard offering privacy with

Lorie LaLonde

American Caribbean Real Estate, Christie's International Real Estate

(833) 976-3186

148 Sunrise Dr, Tavernier, FL 33070
/13
$3,900 per month
- 2 Beds
- 2 Baths
- 700 Sq Ft
- Property for Rent
810 Pearl St Unit B, Key West, FL 33040

Cottage in the Meadows. Furnished 2 bedroom, 2 bath, Cute front porch, small back yard. Washer and dryer. Available now, wifi, cable, water included. Applications being accepted. Back ground check, $35. No smoking on the property, no pets. Owner is a Florida Licensed Realtor

Elaine Coyle Keller Williams Key West Compass Realty

810 Pearl St Unit B, Key West, FL 33040
/15
$380,000 Sold May 01, 2025

105 Ocean View Dr Unit 2, Mexico Beach, FL 32456
- 2 Beds
- 2 Baths
- 840 Sq Ft
- Built 2018
Last Sold Summary
- 15% Below List Price
- $452/SF
- 310 Days On Market
Current Estimated Value $416,052

Last Listing Agent Sheryl Bradley Beach Realty of Cape San Blas, Inc. - Branch

105 Ocean View Dr Unit 2, Mexico Beach, FL 32456

/62
Est $742,043 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

/39
$849,000 Under Contract
- 4 Beds
- 3 Baths
- 1,320 Sq Ft
11 Kestral Way, Key West, FL 33040

This updated 4-bedroom, 3-bathroom townhome in the gated Key West Golf Club community is a prime investment opportunity and active vacation rental. Offering privacy, comfort, and resort-style living, it's just minutes from downtown Key West, beaches, and world-class dining.Inside, an open, light-filled floor plan features crown molding, neutral tile flooring, and refined finishes. The

Austin Kimbler

Expert Realty LLC (HQ)

(833) 669-1452

11 Kestral Way, Key West, FL 33040
/6
$2,200 per month
- 1 Bed
- 1 Bath
- Property for Rent
119 Long Key Lake Dr Unit 2, Long Key, FL 33001

Clean, well-maintained, and turn-key! This spacious, fully furnished ground-level unit features 1 bedroom and 1 bath and is move-in ready. Enjoy community amenities including a basketball court and tennis court, and take advantage of the short walk to Long Key State Park. Tucked away for peace and quiet, Layton offers a serene setting while being perfectly positioned between Islamorada and

Seanna Lindback Sea Haven Realty, Inc.

119 Long Key Lake Dr Unit 2, Long Key, FL 33001
/29
$377,500 Sold Nov 20, 2025

119 Cortez Dr Unit 1G, Islamorada, FL 33036
- 1 Bed
- 1 Bath
- 518 Sq Ft
- Built 1980
Last Sold Summary
- 2% Below List Price
- $729/SF
- 24 Days On Market
Last Listing Agent Krissy Carnahan Realty ONE Group Destination (ISL)

119 Cortez Dr Unit 1G, Islamorada, FL 33036

/46
Est $782,137 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

/34
$819,000
- 4 Beds
- 2 Baths
- 1,496 Sq Ft
102 Harry Harris Dr, Tavernier, FL 33070

Legal Duplex, Two electric meters, Two water meters, with two mailboxes and plenty of parking. Concrete building with metal roof. Both apartments have been nicely updated inside & out. Mini split AC's with tankless water heaters. Each apartment is 748 sq. ft. Downstairs is rented at $2,450.00 Upstairs is vacant to show & sell !! was asking$$2,650.00 per month. Washer & Dryer in Storage building

Tom Rodriguez

American Caribbean Real Estate, Christie's International Real Estate

(877) 630-3394

102 Harry Harris Dr, Tavernier, FL 33070
/7
$2,500 per month
- 2 Beds
- 1 Bath
- Apartment for Rent
184 Adobe Casa Court Dr, Tavernier, FL 33070

Half of a duplex conveniently located between Key Largo and Tavernier. Spacious living area. Recent updates. Freshly painted. Breezy screened-in-porchSmall pets considered

Wendy Ives RE/MAX All Keys Real Estate

184 Adobe Casa Court Dr, Tavernier, FL 33070
/45
$780,000 Sold Jul 18, 2025

29025 Geranium Dr, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 912 Sq Ft
- Built 1981
Last Sold Summary
- 6% Below List Price
- $855/SF
- 44 Days On Market
Current Estimated Value $787,646

Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

29025 Geranium Dr, Big Pine Key, FL 33043

/45
Est $2,011,485 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

/43
$1,999,000
- 3 Beds
- 2 Baths
- 1,666 Sq Ft
1659 Long Beach Dr, Big Pine Key, FL 33043

Experience refined coastal living at this newly renovated oceanfront residence on prestigious Long Beach Drive in Big Pine Key. Perfectly positioned along a rare stretch of natural shoreline, this property offers an expansive private sandy beach that feels like your own secluded escape, paired with sweeping sunrise to sunset views over the Atlantic Ocean. This 3 bedroom, 2 bathroom home showcases

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(888) 389-9201

1659 Long Beach Dr, Big Pine Key, FL 33043
/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
/43
$2,595,000 Sold Aug 13, 2025

412 122nd Street Gulf, Marathon, FL 33050
- 3 Beds
- 2.5 Baths
- 2,391 Sq Ft
- Built 2008
Last Sold Summary
- 6% Below List Price
- $1,085/SF
- 100 Days On Market
Current Estimated Value $2,636,461

Last Listing Agent Natalie Ardis Coldwell Banker Schmitt Real Estate Co.

412 122nd Street Gulf, Marathon, FL 33050

/50
Est $939,018 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

/22
$3,199,000 Open Sun 11:15AM - 1PM
- 4 Beds
- 3 Baths
- 2,334 Sq Ft
158 Bahama Ave, Key Largo, FL 33037

It's Better on Bahama Ave! This stunning 4-bedroom, 3-bath waterfront residence located in the prestigious Port Largo subdivision of Key Largo, offering 75 feet of private dockage with easy boating access to the Atlantic Ocean. Enter through the custom-designed electric gate to discover a fully contained, completely remodeled home with upscale finishes and thoughtful design throughout, capturing

Carolyn Ambler

American Caribbean Real Estate, Christie's International Real Estate

(786) 822-7369

158 Bahama Ave, Key Largo, FL 33037
/16
$4,500 per month
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
- House for Rent
158 Blue Harbor Dr, Tavernier, FL 33070

Welcome to 158 Blue Harbor Dr—your ideal long-term rental in the heart of the Upper Florida Keys! This beautifully maintained waterfront home offers spacious living with 3 bedrooms and 2 bathrooms, a bright open floor plan, and coastal charm throughout. Enjoy morning coffee or sunset views from the screened balcony overlooking the canal. Boaters will appreciate near by dock with ocean access via

Maria Acosta Keller Williams Capital Realty

158 Blue Harbor Dr, Tavernier, FL 33070
/22
$285,000 Sold Jul 09, 2025

201 Coppitt Rd Unit 205, Key West, FL 33040
- 1 Bed
- 1 Bath
- 536 Sq Ft
- Built 1974
Last Sold Summary
- 10% Below List Price
- $532/SF
- 284 Days On Market
Current Estimated Value $307,124

Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)

201 Coppitt Rd Unit 205, Key West, FL 33040

/26
Est $1,580,318 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

/12
$789,900
- Land
0 Dominica Ln Unit 615842, Ramrod Key, FL 33042

Gorgeous Open Ocean location totaling 4 lots, boasting over a quarter acre of land with sheltered canal and private beach; an incredible investment opportunity! Build your dream home in paradise with a transferable building right, which are readily available on the market and provide an easy path to development. This unique opportunity is in the ideal location, on one of the last remaining Open

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 744-6884

0 Dominica Ln Unit 615842, Ramrod Key, FL 33042
/20
$4,500 per month
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
- House for Rent
826 Bonito Ln, Key Largo, FL 33037

Oceanside ground level Canalfront gem! This gorgeous 2 bedrooms and 2 bathrooms home has been completely updated. This concrete home offers a concrete dock, clear canal with a boatlift and a boat ramp,fish cleaning area, and above ground pool. Enjoy the ocean breeze from the back terrace that overlooks the clear canal. This home offers a nice big lot in a multi-million dollar neighborhood. This

Roger Schaeffler Florida Realty of Miami

826 Bonito Ln, Key Largo, FL 33037
/69
$899,000 Sold Aug 15, 2025

2212 Fogarty Ave, Key West, FL 33040
- 4 Beds
- 3 Baths
- 1,826 Sq Ft
- Built 1954
Last Sold Summary
- $492/SF
- 5 Days On Market
Current Estimated Value $924,207

Last Listing Agent Bobby Baker Brightwild Real Estate

2212 Fogarty Ave, Key West, FL 33040

/31
Est $1,634,677 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

/23
$730,000
- 3 Beds
- 3 Baths
- 1,344 Sq Ft
5435 5th Ave, Key West, FL 33040

NEW LISTING! This beautiful 3-bedroom, 3-bath home offers a perfect blend of character and convenience n Stock Island location. With 10ft ceilings and an inviting layout, it feels open and airy, while lush, mature mango trees create a private tropical retreat. A unique feature of this home is its front and back entrances on two separate streets, adding extra accessibility and ease. One of the

The Wesley Group

Bascom Grooms Real Estate (KW)

(786) 386-2131

5435 5th Ave, Key West, FL 33040
/20
$3,400 per month
- 2 Beds
- 1 Bath
- House for Rent
91 Treasure Blvd, Key Largo, FL 33037

Key Largo Rental in Sought-After Pirates Cove!Experience easy Keys living in this beautifully renovated 2-bedroom, 1-bath concrete home, with impact windows and doors, metal roof, located in the bayside community of Pirates Cove. Enjoy private neighborhood boat ramp access, making boating and sunset cruises just minutes away.Inside, you'll find a renovated kitchen, updated flooring, bathroom, and

Katie Raskob Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

91 Treasure Blvd, Key Largo, FL 33037
/24
$1,178,000 Sold May 19, 2025

1515 18th St, Key West, FL 33040
- 3 Beds
- 2 Baths
- 2,388 Sq Ft
- Built 1958
Last Sold Summary
- 1% Below List Price
- $493/SF
- 16 Days On Market
Current Estimated Value $1,272,601

Last Listing Agent Rob Severin Rob Severin Real Estate Co

1515 18th St, Key West, FL 33040

/3
Est $331,844 Not Listed For Sale
- 1 Bed
- 41 Sq Ft
1550 Ocean Bay Dr Unit 10, Key Largo, FL 33037

1550 Ocean Bay Dr Unit 10, Key Largo, FL 33037

/15
$299,000
- Land
5555 College Rd Unit 4, Key West, FL 33040

Discover your perfect docking solution with this 60 foot boat slip (65 foot LOA) located at the sheltered and protected Sunset Marina in Key West. Positioned on the Gulf side of Key West, this slip provides deep water access, ideal for both large and small vessels. At the entrance to the property owners will find an electric gate providing increased security. Owners will enjoy the exclusive

Cardenas & Krug Team

Coastal Collection Real Estate Inc.

(786) 840-1384

5555 College Rd Unit 4, Key West, FL 33040
/35
$3,500 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
/53
$675,000 Sold Apr 08, 2025

130 Coco Plum Dr Unit 203, Marathon, FL 33050
- 2 Beds
- 2 Baths
- 1,385 Sq Ft
- Built 1984
Last Sold Summary
- 1% Below List Price
- $487/SF
- 153 Days On Market
Current Estimated Value $694,086

Last Listing Agent Lela Ashkarian Coldwell Banker Schmitt Real Estate Co.

130 Coco Plum Dr Unit 203, Marathon, FL 33050

/18
Est $285,706 Not Listed For Sale
325 Calusa St Unit 122, Key Largo, FL 33037

325 Calusa St Unit 122, Key Largo, FL 33037

/37
$799,000
- 3 Beds
- 2 Baths
- 1,404 Sq Ft
91 Sirius Ln, Key West, FL 33040

Welcome to 91 Sirius Lane, a beautifully remodeled canal-front retreat in the heart of Geiger Key's sought-after Tamarac Park, an established boating community just 15 miles outside of Key West. This 2-bedroom + bonus Den/3rd Bedroom and Florida Room, 2 Bath home offers 1,404 sq ft of updated living space on a 5,850 sq ft lot with 45 feet of concrete dockage. Boaters will love the fantastic deep

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 386-0497

91 Sirius Ln, Key West, FL 33040
/15
$3,650 per month
- 3 Beds
- 2 Baths
- 1,306 Sq Ft
- House for Rent
8 N End Rd, Key Largo, FL 33037

Available immediately! This spacious 3-bedroom, 2-bath home is located in a desirable neighborhood within walking distance of excellent dining options. Situated in an X flood zone, the property offers peace of mind with impact-resistant windows and doors. The fully fenced yard provides privacy and security, while ample parking and RV hook-ups make this home ideal for those needing extra space.

David Lazcos Real Estate Sales Force

8 N End Rd, Key Largo, FL 33037
/56
$3,850,000 Sold Sep 23, 2025

66 S Andros Rd, Key Largo, FL 33037
- 5 Beds
- 4.5 Baths
- 3,800 Sq Ft
- Built 2018
Last Sold Summary
- 20% Below List Price
- $1,013/SF
- 227 Days On Market
Current Estimated Value $3,817,581

Last Listing Agent Katie Kennett Coastal Realty of the Florida Keys

66 S Andros Rd, Key Largo, FL 33037

/7
Est $770,045 Not Listed For Sale
- 2 Beds
- 1 Bath
- 980 Sq Ft
2601 S 2601 Roosevelt Blvd Unit 302A, Key West, FL 33040

2601 S 2601 Roosevelt Blvd Unit 302A, Key West, FL 33040

Showing Results 441 - 480, Page 12 of 18

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