Monroe County, FL Homes

/45
$1,140,000
- 3 Beds
- 2.5 Baths
- 1,728 Sq Ft
95 Coco Plum Dr Unit 2D, Marathon, FL 33050

Welcome to Bonefish Townhomes, where luxury meets the laid-back elegance of the Florida Keys. This beautifully appointed 3-bedroom, 2.5-bath waterfront townhome offers sweeping open-water views of the Atlantic Ocean and channel, creating the ideal setting for relaxed island living. Boaters will appreciate the 62-foot deeded boat slip with lift, conveniently located just steps from the back door,

Natalie Ardis

Coldwell Banker Schmitt Real Estate Co.

(305) 564-4128

95 Coco Plum Dr Unit 2D, Marathon, FL 33050
/16
$3,900 per month
- 3 Beds
- 2 Baths
- 1,722 Sq Ft
- Condo for Rent
164 Ocean Bay Dr Unit 3-C, Key Largo, FL 33037

Gorgeous Key Largo Townhome centrally located with ocean access. Enjoy your wonderful place of retreat, relaxation, tennis, swimming and breathtaking nature. Walking distance from great dining and shopping. Come and create Wonderful memories and enjoy the Key Largo Experience! Stunning Ocean/Sunset view from private balcony condo. Gorgeous Key Largo Townhome centrally located with ocean access.

Shannon Pettiford Amazing SoFLo Properties Inc.

164 Ocean Bay Dr Unit 3-C, Key Largo, FL 33037
/25
$685,000 Sold Jun 10, 2025

2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040
- 1 Bed
- 1 Bath
- 754 Sq Ft
- Built 1967
Last Sold Summary
- 10% Below List Price
- $908/SF
- 25 Days On Market
Current Estimated Value $659,730

Last Listing Agent Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040

/48
Est $584,282 Not Listed For Sale

10877 Overseas Hwy Unit 104, Marathon, FL 33050
- 1 Bed
- 1.5 Baths
- 850 Sq Ft
- Built 2022
10877 Overseas Hwy Unit 104, Marathon, FL 33050

Last Sold Summary
- 2% Below List Price
- $705/SF
- 69 Days On Market
Last Sold Price $599,000

Last Listing Agent Frank Griffiths Lokation Real Estate

/13
$475,000 Under Contract
- 4 Beds
- 3 Baths
- 1,620 Sq Ft
31052 Avenue H, Big Pine Key, FL 33043

Investment opportunity on 10,000 sq. ft. double lot near the Big Pine Community Park; the location offers easy access to US1, local shopping and more; Marathon and Key West are within easy reach. **DO NOT WALK THE PROPERTY WITHOUT APPOINTMENT** 2 units, 2 tenants; pets on premises. 1,060 sq. ft. mobile home has 3BD/2BA, exterior wood siding; interior has been updated. CBS garage has 560 sq. ft.

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(833) 646-1138

31052 Avenue H, Big Pine Key, FL 33043
/20

$2,950 - $3,650 per month

Tarpon Harbour

2 - 3 Beds

6973 Overseas Hwy, Marathon, FL 33050

Call Today to Book Your Appointment, we are eager to connect with you in Person!Tarpon Harbour is located in Monroe County, the 33050 ZIP Code, and the Monroe attendance zone.

6973 Overseas Hwy, Marathon, FL 33050
/34
$1,550,000 Sold Jun 02, 2025

1400 Virginia St, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,336 Sq Ft
- Built 1923
Last Sold Summary
- 3% Below List Price
- $1,160/SF
- 124 Days On Market
Current Estimated Value $1,604,827

Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real E

1400 Virginia St, Key West, FL 33040

/40
Est $827,944 Not Listed For Sale

17236 Keystone Rd, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 1,155 Sq Ft
- Built 1974
17236 Keystone Rd, Summerland Key, FL 33042

Last Sold Summary
- 5% Above List Price
- $680/SF
- 184 Days On Market
Last Sold Price $785,000

Last Listing Agent Everett Watkins Keller Williams Key West Compass Realty

/37
$799,000
- 2 Beds
- 3 Baths
- 1,352 Sq Ft
12690 Overseas Hwy Unit 310, Marathon, FL 33050

Welcome to Gulfpointe II, a Gulf front community offering lots of amenities including great dockage, large heated and chilled pool and lots of parking. This spacious 2 Bedroom 2 Bath condo offers an open floor plan with panoramic views of the gulf from all angles. Enjoy morning coffee or evening cocktails watching the sunset over the water from one of your. two porches that face different angles

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(786) 981-1192

12690 Overseas Hwy Unit 310, Marathon, FL 33050
/24
$4,100 per month
- 2 Beds
- 3 Baths
- 1,068 Sq Ft
- Property for Rent
49 Coral Way, Key West, FL 33040

Coral Hammock is a wonderful gated community conveniently located within minutes of Key West. This townhome is clean, bright, and a dream for a Tenant. This home has all stainless steel kitchen appliances, gleaming wood floors and a great open floor plan with split bedrooms and baths upstairs, plus a half bath below. Ample covered parking for two vehicles. Convenient to great restaurants, retail

Wade Meyer Real Estate Management of Key West, LLC

49 Coral Way, Key West, FL 33040
/3
$1,090,000 Sold Jul 16, 2025

83 Coco Plum Dr, Marathon, FL 33050
- 6 Beds
- 4 Baths
- 2,072 Sq Ft
- Built 2025
Last Sold Summary
- $526/SF
- 0 Days On Market
Last Listing Agent Kim Show Coldwell Banker Schmitt Real Estate Co.

83 Coco Plum Dr, Marathon, FL 33050

/59
Est $636,551 Not Listed For Sale

97652 Overseas Hwy Unit 9, Key Largo, FL 33037
- 2 Beds
- 2 Baths
- 1,130 Sq Ft
- Built 1975
97652 Overseas Hwy Unit 9, Key Largo, FL 33037

Last Sold Summary
- 6% Above List Price
- $531/SF
- 88 Days On Market
Last Sold Price $600,000

Last Listing Agent Terri Bodker LoKation Real Estate - Pompano Beach

/2
$300,000
- Land
94825 Overseas Hwy Unit 157, Key Largo, FL 33037

ROGO EXEMPT VACANT CORNER LOT!!! EXCLUSIVE GATED COMMUNITY FEATURING A STATE OF THE ART CLUB HOUSE, MARINA, PLAYGROUND, SPORTS COURTS, BOAT RAMP. GREAT WEEKEND OR YEAR ROUND HOME. BUILD A BEAUTIFUL 3 STORY HOME. MOTIVATED SELLER, ALL OFFERS WILL BE CONSIDERED.

Joseph Suarez

Trustpoint Realty, LLC

(786) 947-5992

94825 Overseas Hwy Unit 157, Key Largo, FL 33037
/20

$2,854 - $3,961 per month

Lofts at Bahama Village

1 - 3 Beds

750 Fort St, Key West, FL 33040

Discover your place in the heart of Key West's most historic and vibrant neighborhood. The Lofts at Bahama Village offers affordable housing options designed for locals, where homeownership and rental opportunities meet the warmth of a close-knit community.Live steps away from iconic Key West landmarks, while enjoying the charm and cultural heritage that make Bahama Village truly one of a

750 Fort St, Key West, FL 33040
/39
$325,000 Sold Jul 11, 2025

6099 Overseas Hwy Unit 107W, Marathon, FL 33050
- 1 Bed
- 1 Bath
- 445 Sq Ft
- Built 2003
Last Sold Summary
- 26% Below List Price
- $730/SF
- 493 Days On Market
Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

6099 Overseas Hwy Unit 107W, Marathon, FL 33050

/29
Est $1,809,439 Not Listed For Sale

807 Washington St Unit 102, Key West, FL 33040
- 3 Beds
- 4 Baths
- 1,876 Sq Ft
- Built 2007
807 Washington St Unit 102, Key West, FL 33040

Last Sold Summary
- 10% Above List Price
- $880/SF
- 120 Days On Market
Last Sold Price $1,650,000

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

/49
$2,899,000
- 2 Beds
- 3 Baths
- 1,247 Sq Ft
425 Harbour Dr, Marathon, FL 33050

Life on the water begins the moment you arrive at this beautifully positioned open water home on prestigious Harbour Drive in Duck Key. Surrounded by swaying palms and tropical landscaping, this classic 2 Bedroom 2 Bathroom Florida Keys coastal cottage sits on an oversized 11,250 sq. ft. lot highlighted by a bright open-concept layout with panoramic views of Tom's Harbor. Built with CBS

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(645) 300-3087

425 Harbour Dr, Marathon, FL 33050
/38
$6,500 per month
- 3 Beds
- 2 Baths
- 1,462 Sq Ft
- Property for Rent
506 Geiger Cir, Key Largo, FL 33037

Turnkey Key Largo waterfront living! Beautifully updated and fully furnished, this canal-front home offers quick ocean access--perfect for boaters. Enjoy a true Keys lifestyle with a tiki hut, fish cleaning station, outdoor shower, and private fenced yard for pets. Close to everything, yet feels like your own tropical escape.Owner covers landscaping, pest control, internet, and provides a $250

Isabella Medlin Keller Williams Key West Compass Realty

506 Geiger Cir, Key Largo, FL 33037
/4
$2,315,000 Sold Feb 20, 2026

1309 Petronia St, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,675 Sq Ft
- Built 1938
Last Sold Summary
- 2% Below List Price
- $1,382/SF
- 30 Days On Market
Current Estimated Value $2,308,080

Last Listing Agent Bobby Coe RE/MAX Keys Connection (KW)

1309 Petronia St, Key West, FL 33040

/17
Est $528,175 Not Listed For Sale

524 Margaret St Unit 101, Key West, FL 33040
- 1 Bed
- 1 Bath
- 370 Sq Ft
- Built 1938
524 Margaret St Unit 101, Key West, FL 33040

Last Sold Summary
- 5% Below List Price
- $1,505/SF
- 32 Days On Market
Last Sold Price $557,000

Last Listing Agent Joe Bracciale Select Properties of NWFL

/24
$720,000 Open Sat 10AM - 2PM
- 1 Bed
- 1.5 Baths
- 730 Sq Ft
13 Pirates Dr, Key Largo, FL 33037

Island Garden Retreat is a rare hideaway tucked beneath a canopy of mature tropical trees in the peaceful Key Largo neighborhood of Pirates Cove. Set across 15,890 square feet of lush, established landscape, this private cottage lives larger than its footprint, featuring vaulted wood-beamed ceilings, a warm island color palette, granite countertops, and a cozy breakfast counter. Impact windows

Carolyn Ambler

American Caribbean Real Estate, Christie's International Real Estate

(645) 239-2050

13 Pirates Dr, Key Largo, FL 33037
/20
$3,300 per month
- 3 Beds
- 2 Baths
- 1,100 Sq Ft
- House for Rent
29822 Frostproof Rd, Big Pine Key, FL 33043

Property Id: 2218567Enjoy comfort and privacy in this elevated 3-bedroom, 2-bath home, open floor plan and vaulted ceilings lots of windows and french doors. Furnished except for the smallest room. Make it your office or hobby room or guest room. The living room and master bedroom each open through French doors onto a balcony, Relax or entertain outdoors on the balcony/patio, and enjoy

29822 Frostproof Rd, Big Pine Key, FL 33043
/2
$1,030,000 Sold Nov 19, 2025

22521 Jolly Roger Dr, Cudjoe Key, FL 33042
- 4 Beds
- 3 Baths
- 1,728 Sq Ft
- Built 2010
Last Sold Summary
- $596/SF
- 0 Days On Market
Current Estimated Value $1,041,505

Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

22521 Jolly Roger Dr, Cudjoe Key, FL 33042

/43
Est $1,304,013 Not Listed For Sale

1050 Gulf Dr, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 1,171 Sq Ft
- Built 1985
1050 Gulf Dr, Summerland Key, FL 33042

Last Sold Summary
- $1,110/SF
- 24 Days On Market
Last Sold Price $1,300,000

Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC

/79
$2,600,000
- 4 Beds
- 3 Baths
- 2,321 Sq Ft
16 Azalea Dr, Key West, FL 33040

Welcome to 16 Azalea Drive, a completely reimagined home that embodies sophisticated coastal living, blending modern elegance with meticulous attention to detail at every turn. Thoughtfully redesigned from the ground up, this 4-bedroom, 3-bath property spans nearly 2,400 sq ft of refined living space. The open layout creates a seamless flow between the living, dining & kitchen areas, each curated

Tommy Mack

Coastal Collection Real Estate Inc.

(786) 957-4363

16 Azalea Dr, Key West, FL 33040
/20
$4,000 per month
- 2 Beds
- 2 Baths
- 1,080 Sq Ft
- House for Rent
142 Airstream Ln, Tavernier, FL 33070

Keep your boat right behind the house(up to 36') on a beautiful bayside canal full of life with manatees, turtles and tarpon. Seconds to open water and easy access to all the beautiful reefs, sandbars and fishing spots Islamorada has to offer.This recently built 2 bedroom, 2 bathroom home is spacious and being offered. furnished. Outside you have a beautiful outdoor living space made for enjoying

Megan Jones, LLC Coldwell Banker Schmitt Islamorada

142 Airstream Ln, Tavernier, FL 33070
/20
$1,500,000 Sold Jul 31, 2025

9922 Aviation Blvd, Marathon, FL 33050
- 4 Beds
- 4 Baths
- 1,666 Sq Ft
- Built 1980
Last Sold Summary
- 20% Below List Price
- $900/SF
- 137 Days On Market
Current Estimated Value $1,527,187

Last Listing Agent Stanley Rosen The Keyes Company

9922 Aviation Blvd, Marathon, FL 33050

/71
Est $5,741,988 Not Listed For Sale

522 Simonton St, Key West, FL 33040
- 5 Beds
- 6 Baths
- 3,342 Sq Ft
- Built 1869
522 Simonton St, Key West, FL 33040

Last Sold Summary
- 1% Above List Price
- $1,706/SF
- 115 Days On Market
Last Sold Price $5,700,000

Last Listing Agent Lisa Swanson The Agency Florida Keys

/16
$999,000
- Land
21082 6th Ave, Summerland Key, FL 33042

An exceptional opportunity awaits in one of the Lower Keys' most desirable neighborhoods. This oversized corner lot is ROGO exempt and comes with approved building plans already on file with Monroe County, allowing you to skip the waiting line and begin building your dream home immediately. The existing structure has been demolished, clearing the way for a seamless transition from vision to

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(645) 300-6302

21082 6th Ave, Summerland Key, FL 33042
/32
$3,252 per month
- 3 Beds
- 3 Baths
- 1,991 Sq Ft
- Condo for Rent
12400 Overseas Hwy Unit SI ID1269391P, Marathon, FL 33050

The advertised rate of $3,253/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 22, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

12400 Overseas Hwy Unit SI ID1269391P, Marathon, FL 33050
/36
$665,000 Sold Apr 07, 2025

2027 Staples Ave, Key West, FL 33040
- 2 Beds
- 1 Bath
- 784 Sq Ft
- Built 1958
Last Sold Summary
- $848/SF
- 0 Days On Market
Current Estimated Value $793,030

Last Listing Agent Jessica Forsythe eXp Realty LLC

2027 Staples Ave, Key West, FL 33040

/22
Est $716,502 Not Listed For Sale

1627 George St, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,236 Sq Ft
- Built 1955
1627 George St, Key West, FL 33040

Last Sold Summary
- 2% Above List Price
- $566/SF
- 33 Days On Market
Last Sold Price $700,000

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

/68
$2,985,000
- 3 Beds
- 2 Baths
- 2,232 Sq Ft
23941 Henry St, Summerland Key, FL 33042

Oceanfront retreat with sandy beach, protected dockage & direct access to the Ocean & Gulf.Wake each morning to breathtaking Atlantic sunrises and unwind beneath glowing sunsets in this custom-built, two-story CBS oceanfront home. Tucked away on a private street shared by only four residences, this exceptional island inspired sanctuary offers panoramic ocean views, unmatched privacy, and the

Stacy Shahan

Island Real Estate Company Florida Keys

(786) 686-4688

23941 Henry St, Summerland Key, FL 33042
/27
$4,000 per month
- 3 Beds
- 2 Baths
- 2,201 Sq Ft
- House for Rent
141 Orchid St, Tavernier, FL 33070

Beautiful newer construction home available as an annual rental. Designed for indoor & outdoor entertaining. Located on a oversized lot. This property offers plenty of open parking with ample amount of space for boat and/or RV. 2 car garage for covered parking. House consists of 3 spacious bedrooms & 2 bathrooms. Master sweet has a sitting room, his & her walk in closest with built in shelving,

Hank Pinder Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

141 Orchid St, Tavernier, FL 33070
/40
$1,100,000 Sold Apr 25, 2025

88540 Overseas and Boat Slip 37 Hwy Unit 727, Plantation Key, FL 33070
- 2 Beds
- 2.5 Baths
- 1,298 Sq Ft
- Built 1985
Last Sold Summary
- 26% Below List Price
- $847/SF
- 157 Days On Market
Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

88540 Overseas and Boat Slip 37 Hwy Unit 727, Plantation Key, FL 33070

/50
Est $1,487,443 Not Listed For Sale

115 Gulfwinds Ln, Marathon, FL 33050
- 3 Beds
- 2 Baths
- 1,546 Sq Ft
- Built 1995
115 Gulfwinds Ln, Marathon, FL 33050

Last Sold Summary
- 3% Above List Price
- $931/SF
- 28 Days On Market
Last Sold Price $1,440,000

Last Listing Agent Kasey Platt Florida Keys Real Estate Group

/63
$2,150,000
- 3 Beds
- 3 Baths
- 2,486 Sq Ft
30468 Oleander Blvd, Big Pine Key, FL 33043

Discover the easygoing charm of the Lower Keys at this .81-acre waterfront estate, featuring a two-bedroom, two-bath main house and a one-bedroom, one-bath guest cottage with views over Bogie Channel. Enjoy leisurely days entertaining under the large poolside tiki hut or on the covered platform at the end of the 463-foot pier--perfect for relaxing with family and friends while watching sunsets

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(877) 796-4209

30468 Oleander Blvd, Big Pine Key, FL 33043
/24
$18,964 per month
- 2 Beds
- 2 Baths
- 2,023 Sq Ft
- Condo for Rent
536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040

The advertised rate of $18,964/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 8, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
/56
$1,725,000 Sold Jul 11, 2025

17159 Amberjack Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,660 Sq Ft
- Built 1989
Last Sold Summary
- 14% Below List Price
- $1,039/SF
- 258 Days On Market
Current Estimated Value $1,721,652

Last Listing Agent Lisa Swanson The Agency Florida Keys

17159 Amberjack Ln, Summerland Key, FL 33042

/57
Est $938,296 Not Listed For Sale

11300 1st Avenue Gulf, Marathon, FL 33050
- 3 Beds
- 2 Baths
- 1,275 Sq Ft
- Built 1963
11300 1st Avenue Gulf, Marathon, FL 33050

Last Sold Summary
- 7% Above List Price
- $690/SF
- 103 Days On Market
Last Sold Price $880,000

Last Listing Agent Bonnie Sanderson Florida Keys Real Estate Group

Showing Results 121 - 160, Page 4 of 18

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