Monroe County, FL Homes

/30
$929,000 Under Contract
- 2 Beds
- 2 Baths
- 956 Sq Ft
8 Ventana Ln, Key West, FL 33040

Idyllic Big Coppitt Key Pool home, on a pristine canal just 10 minutes from exciting Key West! This picturesque slice of paradise is nestled on a manicured, irrigated lot, boasting lush tropical gardens. Catered to outdoor living, this well-appointed property offers peaceful sitting areas for enjoying morning coffee in the sunshine, or outdoor movie nights under the covered back patio. A dock

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(645) 999-1201

8 Ventana Ln, Key West, FL 33040
/18
$4,100 per month
- 5 Beds
- 3 Baths
- 2,590 Sq Ft
- House for Rent
354 Vaca Rd, Key Largo, FL 33037

Property Id: 2253474Key largo, water front canal, with ocean and golf access, 60' concrete dock, space for boat ,electrical gate, BBQ area, over ground pool, open terrace, screened terrace con kitchen area, 5 bedrooms ,3 full baths,laundry , fully furnished , and more to discover.

354 Vaca Rd, Key Largo, FL 33037
/44
$630,000 Sold Jun 16, 2025

130 Ocean View Dr, Tavernier, FL 33070
- 3 Beds
- 1 Bath
- 1,312 Sq Ft
- Built 1984
Last Sold Summary
- 13% Below List Price
- $480/SF
- 158 Days On Market
Current Estimated Value $677,797

Last Listing Agent Taylor Engel Coldwell Banker Schmitt R.E.

130 Ocean View Dr, Tavernier, FL 33070

/6
Est $2,149,368 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,154 Sq Ft
241 Pueblo St, Tavernier, FL 33070

241 Pueblo St, Tavernier, FL 33070

/49
$699,000 Under Contract
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
31134 Hollerich Dr, Big Pine Key, FL 33043

Motivated Seller, 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 Channel --

Jennifer Weeks

Select Properties of NWFL

(866) 378-6961

31134 Hollerich Dr, Big Pine Key, FL 33043
/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
/64
$3,000,000 Sold May 16, 2025

51 Sunset Key Dr, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,920 Sq Ft
- Built 2005
Last Sold Summary
- 19% Below List Price
- $1,562/SF
- 254 Days On Market
Current Estimated Value $3,272,247

Last Listing Agent Cardenas & Krug Team Ocean Sotheby's International Realty

51 Sunset Key Dr, Key West, FL 33040

/42
Est $2,938,922 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,139 Sq Ft
80639 Old Hwy Unit 403, Islamorada, FL 33036

80639 Old Hwy Unit 403, Islamorada, FL 33036

/87
$860,000
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
15 Kestral Way, Key West, FL 33040

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, you'll find a

Robin Mitchell

Keller Williams Key West Compass Realty

(645) 225-1154

15 Kestral Way, Key West, FL 33040
/20
$6,000 per month
- 4 Beds
- 4 Baths
- 2,400 Sq Ft
- House for Rent
468 Bahia Honda Rd, Key Largo, FL 33037

Property Id: 2253407Modern concrete home front canal with ocean and golf access, 60' concrete dock, space for boat ,BBQ area, glass railing, impact windows/doors. 1-floor a guest space with bedroom and one full bath, also beautiful pool, in 2nd floor wide spaces , 3 bedrooms and 3 full baths, panoramic views, marble-finished bathrooms, Quartz kitchen , S.S. appliances, and S.S. and wine

468 Bahia Honda Rd, Key Largo, FL 33037
/80
$9,600,000 Sold Jan 15, 2025

162 Key Heights Dr, Tavernier, FL 33070
- 5 Beds
- 4.5 Baths
- 3,389 Sq Ft
- Built 2002
Last Sold Summary
- 4% Below List Price
- $2,833/SF
- 66 Days On Market
Current Estimated Value $7,102,209

Last Listing Agent The Florida Keys Sold Sisters Ocean Sotheby's International Realty

162 Key Heights Dr, Tavernier, FL 33070

/3
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
33 Judy Place, Key Largo, FL 33037

33 Judy Place, Key Largo, FL 33037

/44
$1,150,000
- 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
/5
$3,100 per month
- 2 Beds
- 2 Baths
- 1,440 Sq Ft
- House for Rent
32 Atlantic Dr Unit 32, Key Largo, FL 33037

🏡 Annual Rental - Step into this elegantly remodeled and fully furnished 2-bedroom, 2-bathroom home -- move-in ready and waiting for you! Enjoy stylish decor, and plenty of parking. This home offers everything you need -- just bring your toothbrush! Conveniently located close to shopping, schools, restaurants, and more, making everyday living a breeze. ✨ Ready for December 15 move

Tracey Petrusha Venture Realty Group

32 Atlantic Dr Unit 32, Key Largo, FL 33037
/24
$735,000 Sold Jul 02, 2025

19 Whistling Duck Ln, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,060 Sq Ft
- Built 1995
Last Sold Summary
- 18% Below List Price
- $693/SF
- 98 Days On Market
Current Estimated Value $762,664

Last Listing Agent Kelli Houze Berkshire Hathaway HomeServices Knight & Gardner Realty

19 Whistling Duck Ln, Key West, FL 33040

/24
Est $1,725,788 Not Listed For Sale
- 4 Beds
108 S Bahama Dr, Marathon, FL 33050

108 S Bahama Dr, Marathon, FL 33050

/34
$690,999
- 2 Beds
- 2.5 Baths
- 1,365 Sq Ft
87200 Overseas Hwy Unit 8, Islamorada, FL 33036

Executive Bay Club - Bay Front in Islamorada $6,500/Monthly in Season Rental Potential!Fully furnished 2BR + large loft, 2.5BA townhome in Islamorada most desirable bayfront community. Comfortably sleeps 7+ and features a remodeled kitchen with quartz counters, upscale stainless appliances, updated tile floors, and custom wood/steel staircase (no spirals here!). Spacious outside patio with garden

Krissy Carnahan

Realty ONE Group Destination (ISL)

(786) 802-7757

87200 Overseas Hwy Unit 8, Islamorada, FL 33036
/20
$3,800 per month
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
- Townhouse for Rent
87200 Overseas Hwy, Islamorada, FL 33036

Property Id: 1443403Take it easy at this unique and tranquil getaway. Enjoy this well equipped 2 bedroom, 2 bath home. Enjoy beautiful sunsets at the community dock. Fish, swim or snorkel while enjoying the bay view. close to some of the best restaurants and attractions in Islamorada.Walk to Founders Park to enjoy a beautiful beach, walking trails, picnic areas and playgrounds.

87200 Overseas Hwy, Islamorada, FL 33036
/66
$688,000 Sold Feb 14, 2025

97652 Overseas Hwy Unit 11, Key Largo, FL 33037
- 2 Beds
- 1.5 Baths
- 1,420 Sq Ft
- Built 1975
Last Sold Summary
- 7% Below List Price
- $485/SF
- 115 Days On Market
Current Estimated Value $704,037

Last Listing Agent Terri Bodker LoKation Real Estate

97652 Overseas Hwy Unit 11, Key Largo, FL 33037

/30
Not Listed For Sale
- 2 Beds
- 1 Bath
- 470 Sq Ft
81 Tarpon Basin Dr, Key Largo, FL 33037

81 Tarpon Basin Dr, Key Largo, FL 33037

/52
$1,599,000
- 3 Beds
- 2 Baths
- 1,181 Sq Ft
1370 Long Beach Dr, Big Pine Key, FL 33043

Introducing an exceptionally rare offering on iconic Long Beach Drive! 1370 & 1390 Long Beach Dr. include two parcels totaling over 30,000 sq ft with 200 feet of deep, gin-clear water access and 100 feet of concrete dockage. This is one of the few locations in the Florida Keys with true Atlantic access and no bridges, providing effortless boating to Picnic Island, Little Palm Island, Looe Key

Coby Taylor

Taylor & Assoc. RE, Inc.

(877) 359-6988

1370 Long Beach Dr, 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
/53
$1,200,000 Sold Dec 27, 2024

61 Jean la Fitte Dr, Key Largo, FL 33037
- 3 Beds
- 2 Baths
- 1,744 Sq Ft
- Built 1988
Last Sold Summary
- 4% Below List Price
- $688/SF
- 216 Days On Market
Current Estimated Value $1,235,988

Last Listing Agent Sally Stribling Coldwell Banker Schmitt R.E.

61 Jean la Fitte Dr, Key Largo, FL 33037

/36
Not Listed For Sale
- 2 Beds
- 2 Baths
- 800 Sq Ft
113 1st Ct, Key Largo, FL 33037

113 1st Ct, Key Largo, FL 33037

/48
$1,499,000
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
823 Indies Rd, Ramrod Key, FL 33042

Fabulous sunset views over the salt ponds at this concrete 3 Bedroom 2 Bath home in Breezeswept Beach Estates. Located towards the end of a very quiet street this home offers a lot of privacy with beautiful views of the bird estuary in front and long views of the canal in the back. Boaters will appreciate the immediate ocean access with no bridges and easy turn around from the 60' step-down dock

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(305) 614-6847

823 Indies Rd, Ramrod Key, FL 33042
/20
$16,362 per month
- 4 Beds
- 4.5 Baths
- 2,594 Sq Ft
- Condo for Rent
811 104th St Unit ID1325586P, Marathon, FL 33050

Experience the Florida Keys at its finest in this luxurious 4-bedroom, 4-bath tropical paradise nestled in a peaceful oceanfront neighborhood in Marathon, FL. This three-story waterfront estate was meticulously designed for the ultimate relaxation experience. Feel at home in this stunning retreat offering easy access to local shops, restaurants, beaches, and attractions.The open-concept

811 104th St Unit ID1325586P, Marathon, FL 33050
/3
$290,000 Sold Aug 29, 2025

351 46th St, Marathon, FL 33050
- 2 Beds
- 2 Baths
- 768 Sq Ft
- Built 1993
Last Sold Summary
- 23% Below List Price
- $378/SF
- 413 Days On Market
Last Listing Agent Bill Wilkinson RE/MAX Keys To The Key

351 46th St, Marathon, FL 33050

/38
Not Listed For Sale
- 3 Beds
- 3 Baths
- 3,255 Sq Ft
Unlisted Address

Unlisted Address

/58
$3,750,000
- 3 Beds
- 2 Baths
- 1,851 Sq Ft
755 Sawyer Dr, Summerland Key, FL 33042

In prestigious Cudjoe Gardens, this fully renovated Keys retreat feels more like a private sanctuary than a house. The main oceanfront lot is wrapped in lush, mature landscaping -- buttonwoods in the back, banyan trees along the side, orchids everywhere, irrigation, and low-voltage lighting that makes the property glow at night. It's the kind of tropical setting people move to the Keys for.

Terrance Sullivan

Ocean Sotheby's International Realty

(786) 204-2360

755 Sawyer Dr, 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
/2
$978,200 Sold Oct 03, 2025

132 Riviera Dr, Islamorada, FL 33070
- 4 Beds
- 3 Baths
- 1,943 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $503/SF
- 67 Days On Market
Last Listing Agent Brent Baris COMMERCIAL PROPERTY BROKERS

132 Riviera Dr, Islamorada, FL 33070

/45
Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,216 Sq Ft
62900 Overseas Hwy, Marathon, FL 33050

62900 Overseas Hwy, Marathon, FL 33050

/42
$1,649,000
- 4 Beds
- 4 Baths
- 2,058 Sq Ft
2800 Staples Ave, Key West, FL 33040

Discover a rare opportunity to own a stunning property in one of Key West's most desirable neighborhoods. Nestled on a spacious corner lot, 2800 Staples Avenue blends modern comfort with tropical charm. This beautifully renovated home offers 4 bedrooms and 3.5 bathrooms with an open-concept floor plan ideal for entertaining or relaxing in paradise. Bright, airy living spaces showcase vaulted

Terrance Sullivan

Ocean Sotheby's International Realty

(786) 952-5870

2800 Staples Ave, Key West, FL 33040
/14
$2,800 per month
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- Condo for Rent
127 Monroe Dr Unit 3, Tavernier, FL 33070

Property Id: 1434603This property offers a fully equipped kitchen with all appliances, including a refrigerator, dishwasher, microwave, stove, and oven. It also features a spacious eating area and prep island, as well as a living room. There are two separate full-size bedrooms and bathrooms, each with two spacious closets and additional storage in the hallways. The unit includes a washer

127 Monroe Dr Unit 3, Tavernier, FL 33070
/45
$630,000 Sold Dec 08, 2025

22970 Sharp Ln, Summerland Key, FL 33042
- 1 Bed
- 1 Bath
- 576 Sq Ft
- Built 1985
Last Sold Summary
- 10% Below List Price
- $1,094/SF
- 4 Days On Market
Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

22970 Sharp Ln, Summerland Key, FL 33042

/2
Est $1,828,873 Not Listed For Sale
- Studio
40 Sunset Key Dr, Key West, FL 33040

40 Sunset Key Dr, Key West, FL 33040

/66
$4,695,000
- 8 Beds
- 4 Baths
- 4,681 Sq Ft
136 San Remo Dr, Islamorada, FL 33036

Venetian Shores, the premier waterfront community in Islamorada!!! Looking for that larger than life home, well this is it! We have an 8 bedroom, 4 baths a pool, with nearly 5,000 sq. ft. of living area. Quick access to the Atlantic Ocean and Florida Bay with in minutes via Snake Creek. What makes this location unique is the 100 foot wide, deep water canals and what make this property more unique

Shane Wilson

Cypress Realty, Inc.

(786) 756-7611

136 San Remo Dr, Islamorada, FL 33036
/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
/55
$3,210,000 Sold Jun 18, 2025

128 W Plaza Del Sol, Islamorada, FL 33036
- 6 Beds
- 3.5 Baths
- 2,843 Sq Ft
- Built 1986
Last Sold Summary
- 7% Below List Price
- $1,129/SF
- 61 Days On Market
Current Estimated Value $3,322,866

Last Listing Agent Jessica Pinder

128 W Plaza Del Sol, Islamorada, FL 33036

/81
Est $2,805,969 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,662 Sq Ft
Unlisted Address

Unlisted Address

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