Monroe County, FL Homes

/26
$899,000 Open Fri 11AM - 1PM
- 3 Beds
- 2 Baths
- 1,144 Sq Ft
31343 Avenue I, Big Pine Key, FL 33043

A perfect 1031 exchange property! Active vacation rental with history and future bookings. Built in 2020 and still feels brand new, this beautifully maintained 3-bedroom, 2-bath home is offered fully furnished and ready to enjoy or generate rental income. A 75-foot concrete dock delivers outstanding boating access, placing you just minutes from premier fishing grounds and offering easy routes to

Sandra Tuttle

Island Welcome Real Estate

(877) 346-6985

31343 Avenue I, Big Pine Key, FL 33043
/18
$4,400 per month
- 2 Beds
- 1 Bath
- 950 Sq Ft
- Property for Rent
1916 Staples Ave, Key West, FL 33040

ANNUAL RENTAL! Available JUNE 1st. The perfect Key West classic cottage with all the modern features! Perfectly located just short bike ride to Old Town or distance to the island's major shopping centers. Gated entry and fenced in. Large storage area in backyard, Gas BBQ grill for cookouts and sundeck. Has Washer/dryer in rear utility room. Nicely appointed interior fully furnished with a coastal

Christian Loffreno

Loffreno Real Estate

(786) 244-6868

1916 Staples Ave, Key West, FL 33040
/33
$3,690,000 Sold Apr 02, 2025

716 Duval St, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
- Built 1933
Last Sold Summary
- 14% Below List Price
- $2,050/SF
- 14 Days On Market
Current Estimated Value $3,615,961

Last Listing Agent Jennifer Newman Truman & Co. (KW)

716 Duval St, Key West, FL 33040

/52
Est $1,166,055 Not Listed For Sale

125 N Hammock Rd, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,518 Sq Ft
- Built 2019
125 N Hammock Rd, Islamorada, FL 33036

Last Sold Summary
- 6% Above List Price
- $725/SF
- 257 Days On Market
Last Sold Price $1,100,000

Last Listing Agent James Mooney Jr. Ocean Sotheby's International Realty

/29
$539,000
- 2 Beds
- 2 Baths
- 826 Sq Ft
500 Burton Dr Unit 1202, Tavernier, FL 33070

Turnkey 2BD/2BA Ocean Pointe Condo - Fully Furnished, Short-Term Rentals Allowed!Welcome to paradise! This beautiful 2-bedroom, 2-bathroom condo in the sought-after Ocean Pointe community offers the perfect blend of luxury, convenience, and income potential. With 826 sq ft of thoughtfully designed living space, this fully furnished, turnkey unit is ready for immediate occupancy or short-term

Philip Kravitz

Coldwell Banker Schmitt Key Largo

(786) 686-3080

500 Burton Dr Unit 1202, Tavernier, FL 33070
/13
$4,350 per month
- 3 Beds
- 2 Baths
- 1,290 Sq Ft
- Property for Rent
2635 Koehns Ave, Big Pine Key, FL 33043

Discover this charming 3-bedroom, 2-bathroom furnished home. ALL UTILITIES ARE INCLUDED. The spacious, open floor plan features a gourmet kitchen with white quartz countertops and sleek, stainless-steel Bertazzoni appliances imported from Italy.Relax in the dining area, overlooking a screened-in patio with stunning views of the heated saltwater pool. The lush backyard is a tropical paradise,

Karen Liskey

Key Colony Beach Realty

(866) 729-5076

2635 Koehns Ave, Big Pine Key, FL 33043
/45
$2,900,000 Sold Jan 09, 2026

1224 Florida St, Key West, FL 33040
- 5 Beds
- 6 Baths
- 2,760 Sq Ft
- Built 2006
Last Sold Summary
- 9% Below List Price
- $1,051/SF
- 56 Days On Market
Current Estimated Value $2,902,848

Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

1224 Florida St, Key West, FL 33040

/52
Not Listed For Sale

101551 Overseas Hwy Unit 113, Key Largo, FL 33037
- 2 Beds
- 1 Bath
- 684 Sq Ft
- Built 1987
101551 Overseas Hwy Unit 113, Key Largo, FL 33037

Last Sold Summary
- $577/SF
- 302 Days On Market
Last Sold Price $395,000

Last Listing Agent Kelly Randin RE/MAX

/53
$865,000 Under Contract
- 2 Beds
- 2 Baths
- 1,092 Sq Ft
1539 Lantana Ln, Big Pine Key, FL 33043

Built like a fortress! This one-owner, CBS home was custom-built by Art Fuchs, one of the best. Most of the 195 ft. corner canal frontage provides an impressive concrete seawall with two step-down docks, davits and a fish-cleaning table. Dotted with coconut palms, slash pines, and a good-sized mango tree, this low-maintenance 7625 sq ft. property is bordered by a 45 ft. wide canal to the east and

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(877) 455-6393

1539 Lantana Ln, Big Pine Key, FL 33043
/39
$4,000 per month
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- Property for Rent
136 Sable Palm Ln, Tavernier, FL 33070

AVAILABLE NOVEMBER - APRIL Welcome to 136 Sable Palm in Tavernier a cozy waterfront retreat offering the ultimate Florida Keys lifestyle! This charming 2-bedroom, 2-bathroom home is nestled on a finger canal with direct access to the open water. Spacious Outdoor Living - Ideal for entertaining or relaxing by the water. Whether you're a boating enthusiast or looking for a peaceful escape, this

Ashley Kettner

Tolliver Prince Realty

(844) 628-8162

136 Sable Palm Ln, Tavernier, FL 33070
/40
$522,500 Sold Oct 10, 2025

1115 Sombrero Blvd Unit 101A, Marathon, FL 33050
- 2 Beds
- 2 Baths
- 1,096 Sq Ft
- Built 1975
Last Sold Summary
- 5% Below List Price
- $477/SF
- 228 Days On Market
Current Estimated Value $507,340

Last Listing Agent Ally Kelley Ocean Sotheby's International Realty

1115 Sombrero Blvd Unit 101A, Marathon, FL 33050

/27
Est $1,730,987 Not Listed For Sale

144 Blue Harbor Dr, Tavernier, FL 33070
- 4 Beds
- 3 Baths
- 2,652 Sq Ft
- Built 2019
144 Blue Harbor Dr, Tavernier, FL 33070

Last Sold Summary
- 14% Above List Price
- $575/SF
- 279 Days On Market
Last Sold Price $1,525,000

Last Listing Agent Olga Grant Swenson & Ecuyer Realty

/59
$3,999,000 Open Sun 1PM - 3PM
- 3 Beds
- 3 Baths
- 2,096 Sq Ft
17015 Wahoo Ln W, Summerland Key, FL 33042

Positioned on a rare west facing point lot with 270 ft of sparkling open water frontage on Sugarloaf Sound, this fully reimagined 3 Bedroom 3 Bathroom estate captures breathtaking sunset views across endless turquoise waters. Privately set on a gated 17,000 SF lot, the property lives like a private island compound framed by swaying palms, lush tropical landscaping, and the endless blue waters of

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(833) 854-0770

17015 Wahoo Ln W, Summerland Key, FL 33042
/12

$2,500 per month

Coco Palms

2 Beds

21585 Overseas Hwy, Cudjoe Key, FL 33042

Discover our newly constructed community at Coco Palms in Cudjoe Key, Florida. The leasing team will assist you in finding your new place. A selection of amenities are waiting for you: hurricane windows and doors, dishwashers, washers and dryers and convenient on-site parking options. Contact us today to see available floor plans and find your new place at Coco Palms.

21585 Overseas Hwy, Cudjoe Key, FL 33042
/7
$1,056,000 Sold Jul 21, 2025

972 Shaw Dr, Key Largo, FL 33037
- Land
Last Sold Summary
- 12% Below List Price
- 54 Days On Market
Current Estimated Value $1,623,165

Last Listing Agent Betsy Perez LoKation Real Estate - Pompano Beach

972 Shaw Dr, Key Largo, FL 33037

/63
Est $780,379 Not Listed For Sale

251 9th St, Key Colony Beach, FL 33051
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- Built 1966
251 9th St, Key Colony Beach, FL 33051

Last Sold Summary
- 3% Above List Price
- $754/SF
- 28 Days On Market
Last Sold Price $760,000

Last Listing Agent Mark Gable Engel & Volkers Marathon

/26
$1,225,000 Open Sat 11AM - 2PM
- 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. And with 120' of concrete seawall, there is plenty of room for a large boat, or boats. The home is a split-bedroom and bathroom floor plan with beautiful terrazzo floors, updated

Christina Davis

Coldwell Banker Schmitt RE Co.

(786) 686-3066

466 W Shore Dr, Summerland Key, FL 33042
/7
$2,450 per month
- 2 Beds
- 1 Bath
- 800 Sq Ft
- Property for Rent
7 Sunset Rd Unit 5, Key Largo, FL 33037

Welcome to Paradise!!! Enjoy living in this fully renovated 1/1 Unit. This unit is located in a great neighborhood in Key Largo close to great schools and shopping and fantastic restaurants. This unit offers brand new A/C units custom kitchen including Quartz countertops and new S/S appliances. large Fully renovated Bathroom with all modern fixtures. This unit also offers impact windows and new

Germain Garcia, PA Lifestyle International Realty

7 Sunset Rd Unit 5, Key Largo, FL 33037
/3
$650,000 Sold Dec 04, 2025

806 Pearl St, Key West, FL 33040
- 4 Beds
- 3 Baths
- 1,504 Sq Ft
- Built 1933
Last Sold Summary
- $432/SF
- 0 Days On Market
Current Estimated Value $876,341

Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

806 Pearl St, Key West, FL 33040

/39
Est $600,832 Not Listed For Sale

331 2nd St, Key Colony Beach, FL 33051
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- Built 1997
331 2nd St, Key Colony Beach, FL 33051

Last Sold Summary
- 5% Above List Price
- $518/SF
- 72 Days On Market
Last Sold Price $570,000

Last Listing Agent Steve Smith Key Colony Beach Realty

/60
$1,449,000
- 7 Beds
- 4 Baths
- 2,699 Sq Ft
1614 Dennis St, Key West, FL 33040

***BRAND NEW ROOF JUST INSTALLED ***1614 Dennis St is a rare income-producing triplex offering strong cash flow and flexible use in the heart of Key West. Generating over $130,000 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

Matthew Sheehan

Ocean Sotheby's International Realty

(855) 916-7690

1614 Dennis St, Key West, FL 33040
/2

$2,349 - $2,849 per month

CoCo Vista

1 - 3 Beds

96 Coco Plum Dr, Marathon, FL 33050

96 Coco Plum Dr, Marathon, FL 33050
/10
$560,000 Sold Dec 26, 2025

2433 Linda Ave, Key West, FL 33040
- 3 Beds
- 2 Baths
- 2,099 Sq Ft
- Built 1953
Last Sold Summary
- 7% Below List Price
- $267/SF
- 96 Days On Market
Current Estimated Value $569,654

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

2433 Linda Ave, Key West, FL 33040

/47
Est $821,886 Not Listed For Sale

129 Navajo St, Tavernier, FL 33070
- 3 Beds
- 2 Baths
- 1,305 Sq Ft
- Built 1989
129 Navajo St, Tavernier, FL 33070

Last Sold Summary
- 5% Above List Price
- $602/SF
- 191 Days On Market
Last Sold Price $785,000

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

/27
$1,195,000
- 3 Beds
- 2 Baths
- 1,052 Sq Ft
2911 Seidenberg Ave, Key West, FL 33040

Welcome to your dream home in the heart of Key West's MidTown!This beautifully updated 3-bedroom, 2-bathroom residence blends modern comfort with island charm. Step inside to a spacious, open-concept living area designed for both relaxing and entertaining.The true highlight is the private backyard oasis -- featuring a sparkling pool surrounded by fresh tropical landscaping, an expansive deck, and

Terrance Sullivan

Ocean Sotheby's International Realty

(645) 666-1253

2911 Seidenberg Ave, Key West, FL 33040
/6
$1,750 per month
- 1 Bed
- 1 Bath
- 700 Sq Ft
- Apartment for Rent
7 Sunset Rd Unit 2, Key Largo, FL 33037

Welcome to Paradise!!! Enjoy living in this fully renovated 1/1 Unit. This unit is located in a great neighborhood in Key Largo close to great schools and shopping and fantastic restaurants. This unit offers brand new A/C units custom kitchen including Quartz countertops and new S/S appliances. large Fully renovated Bathroom with all modern fixtures. This unit also offers impact windows and new

Germain Garcia, PA Lifestyle International Realty

7 Sunset Rd Unit 2, Key Largo, FL 33037
/9
$240,000 Sold Jun 13, 2025

100 Morris Ln F-5, Key Largo, FL 33037
- Land
- 0 Acre
Last Sold Summary
- 5% Above List Price
- 30 Days On Market
Last Listing Agent Yvette Doherty Coldwell Banker Schmitt R.E.

100 Morris Ln F-5, Key Largo, FL 33037

/55
Est $1,887,954 Not Listed For Sale

115 Coral Ave, Tavernier, FL 33070
- 3 Beds
- 3 Baths
- 1,188 Sq Ft
- Built 1979
115 Coral Ave, Tavernier, FL 33070

Last Sold Summary
- 1% Below List Price
- $1,599/SF
- 27 Days On Market
Last Sold Price $1,900,000

Last Listing Agent Kimberly Gray LoKation Real Estate - Pompano Beach

/47
$1,295,000 Open Fri 11AM - 1PM
- 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
/25

$4,300 - $4,650 per month

NAS Key West Homes

3 Beds

800 Sigsbee Rd, Key West, FL 33040

NAS Key West Homes is located in Key West, Florida. In addition to the prime location, we offer a variety of floor plans and neighborhoods to fit your needs. Our community is all-inclusive, with baseline utilities, exclusive recreational and fitness amenities, lawn care and an award-winning resident events program included in your monthly rent. Our community professional on-site property name

800 Sigsbee Rd, Key West, FL 33040
/4
$1,200,000 Sold Nov 20, 2025

1108 Whitehead St, Key West, FL 33040
- Land
Last Sold Summary
- 0 Days On Market
Last Listing Agent Terri Spottswood Truman & Co. (KW)

1108 Whitehead St, Key West, FL 33040

/19
Est $896,862 Not Listed For Sale

6 Tern Ln, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,232 Sq Ft
- Built 2024
6 Tern Ln, Key West, FL 33040

Last Sold Summary
- 6% Above List Price
- $690/SF
- 0 Days On Market
Last Sold Price $850,000

Last Listing Agent Mark MacLaughlin Expert Realty LLC

/51
$2,350,000
- 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
/47
$4,200 per month
- 3 Beds
- 2 Baths
- 2,128 Sq Ft
- House for Rent
169 Plantation Dr, Tavernier, FL 33070

Waterfront Home, Ocean side - a perfect blend of Luxury and Nature in Tavernier**Nestled in a serene residential area, this stunning solid concrete home offers an unparalleled waterfront lifestyle. With easy access to the ocean and set on a wide canal, this property is a true gem for those seeking tranquility and adventure.*Spacious home *with 2,128 Sq Feet of living space- thoughtfully designed

isabel linowitz Coldwell Banker Schmitt Key Largo

169 Plantation Dr, Tavernier, FL 33070
/55
$1,375,000 Sold May 30, 2025

158 Iroquois Dr, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 1,920 Sq Ft
- Built 1977
Last Sold Summary
- 19% Below List Price
- $716/SF
- 210 Days On Market
Current Estimated Value $1,605,503

Last Listing Agent Jessica Wolf Luxe Properties, LLC.

158 Iroquois Dr, Islamorada, FL 33036

/39
Est $563,811 Not Listed For Sale

1210 Bay St, Key West, FL 33040
- 2 Beds
- 1 Bath
- 750 Sq Ft
- Built 1950
1210 Bay St, Key West, FL 33040

Last Sold Summary
- 12% Above List Price
- $673/SF
- 146 Days On Market
Last Sold Price $505,000

Last Listing Agent Jennifer Newman Truman & Co. (KW)

/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
/35

$2,596 - $3,967 per month

The Quarry

1 - 3 Beds

10 Betty Rose Dr, Key West, FL 33040

Welcome to The Quarry, a residential community in Key West, FL featuring one, two, and three bedroom apartments. Spacious layouts welcome you home, along with exceptional service and an ideal location close to shopping, dining and entertainment.

10 Betty Rose Dr, Key West, FL 33040
/33
$250,000 Sold Nov 18, 2025

300 Duck Key Dr Unit 3, Marathon, FL 33050
- 1 Bed
- 1 Bath
- 510 Sq Ft
- Built 1969
Last Sold Summary
- 37% Below List Price
- $490/SF
- 226 Days On Market
Current Estimated Value $267,282

Last Listing Agent Ellen Gvili Ocean Sotheby's International Realty

300 Duck Key Dr Unit 3, Marathon, FL 33050

/58
Est $5,901,288 Not Listed For Sale

522 Elizabeth St, Key West, FL 33040
- 6 Beds
- 7 Baths
- 3,209 Sq Ft
- Built 1924
522 Elizabeth St, Key West, FL 33040

Last Sold Summary
- 2% Above List Price
- $1,807/SF
- 170 Days On Market
Last Sold Price $5,800,000

Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

Showing Results 41 - 80, Page 2 of 18

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