Monroe County, FL Homes

/38
$899,000 Open Sun 10AM - 12PM
- 3 Beds
- 2 Baths
- 1,203 Sq Ft
153 Peg Leg Ln, Summerland Key, FL 33042

Super quick ocean access and 60' of concrete dockage from this 3 Bedroom 2 Bath canal front home located just 2 canals over from open water! Plenty of room for all your toys in the oversized 2-Car Garage with overhead doors on both sides. Inside you will find an open floor plan leading out to a full-length Porch overlooking the water for morning coffee or evening cocktails with family and

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(833) 853-7147

153 Peg Leg Ln, Summerland Key, FL 33042
/56
$18,000 per month
- 4 Beds
- 2 Baths
- 1,935 Sq Ft
- Property for Rent
57967 Morton St, Marathon, FL 33050

Welcome to ''Casa Azul Villa'', a beautifully renovated Gulf-front retreat available as a fully furnished, turn-key long-term rental in the peaceful enclave of Grassy Key.Privately tucked away on quiet Morton Street, this waterfront home offers sweeping open water Gulf views, exceptional boating access, and the relaxed coastal lifestyle the Florida Keys are known for. With no highway noise and a

Melissa Gibbins Expert Realty LLC (HQ)

57967 Morton St, Marathon, FL 33050
/9
$325,000 Sold Jun 12, 2025

35 Sombrero Blvd Unit A3, Marathon, FL 33050
- Land
Last Sold Summary
- 18% Below List Price
- 278 Days On Market
Current Estimated Value $332,175

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

35 Sombrero Blvd Unit A3, Marathon, FL 33050

/41
Est $1,100,423 Not Listed For Sale

1600 Bahama Dr, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,196 Sq Ft
- Built 1972
1600 Bahama Dr, Key West, FL 33040

Last Sold Summary
- 7% Above List Price
- $857/SF
- 3 Days On Market
Last Sold Price $1,025,000

Last Listing Agent Courtney Conley Serhant Florida LLC - Miami Office

/37
$3,600,000
- 5 Beds
- 6 Baths
- 3,667 Sq Ft
400 Aronovitz Ln, Key West, FL 33040

Discover a rare investment and lifestyle opportunity at 'Zen Villa,' a prestigious compound anchored in the coveted X-Flood Zone of Old Town, Key West. Spanning a spacious 5,891 SF lot, this unique offering encompasses three distinct residences: the luxurious main estate at 400 Aronovitz Lane and two charming, income-generating cottages at 621 and 623 Whitehead Street.The main residence is a

Damian Vantriglia

Berkshire Hathaway HomeServices Knight & Gardner Realty

(786) 699-6375

400 Aronovitz Ln, Key West, FL 33040
/20
$30,475 per month
- 5 Beds
- 5.5 Baths
- 2,992 Sq Ft
- Condo for Rent
247 Pescayo Ave Unit SI ID1325585P, Marathon, FL 33050

The advertised rate of $30,475/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 12, 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

247 Pescayo Ave Unit SI ID1325585P, Marathon, FL 33050
/31
$390,000 Sold Jan 21, 2026

585 116th Street Ocean, Marathon, FL 33050
- 2 Beds
- 1.5 Baths
- 984 Sq Ft
- Built 1955
Last Sold Summary
- 38% Below List Price
- $396/SF
- 177 Days On Market
Current Estimated Value $442,407

Last Listing Agent Paulette Thompson PA Ocean Sotheby's International Realty

585 116th Street Ocean, Marathon, FL 33050

/61
Est $2,091,052 Not Listed For Sale

1418 Laird St, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,784 Sq Ft
- Built 1953
1418 Laird St, Key West, FL 33040

Last Sold Summary
- 1% Above List Price
- $1,163/SF
- 43 Days On Market
Last Sold Price $2,075,000

Last Listing Agent Jimmy Lane Island Life Realty Experts

/43
$924,000 Open Sat 10AM - 12PM
- 3 Beds
- 2 Baths
- 1,036 Sq Ft
420 W Indies Dr, Summerland Key, FL 33042

Beautifully renovated canal-front home on an oversized corner lot in the heart of Breezeswept Beach Estates on Ramrod Key, ideally located on one of only two flow-through canals in the neighborhood. This exceptional property offers a rare combination of quality construction, thoughtful upgrades, and excellent boating access The owners spared no expense in the renovation, which includes a

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(645) 666-1028

420 W Indies Dr, Summerland Key, FL 33042
/26
$4,900 per month
- 3 Beds
- 2 Baths
- 912 Sq Ft
- Property for Rent
2401 Patterson Ave Unit 101, Key West, FL 33040

Spacious 3BD/2BA - Renovated First-Floor Duplex in MidtownThis fully renovated 3-bedroom, 2-bath apartment offers everything you need for comfortable long-term living in Key West's Midtown neighborhood. Located on the first floor of a freshly updated duplex, this home features a large open-concept living area and kitchen with all new appliances and high-end finishes. The unit includes a brand-new

Jody Clark Key West Luxury Real Estate Inc (KW)

2401 Patterson Ave Unit 101, Key West, FL 33040
/26
$741,000 Sold Apr 15, 2025

2005 Fogarty Ave, Key West, FL 33040
- 2 Beds
- 1 Bath
- 832 Sq Ft
- Built 1949
Last Sold Summary
- 6% Below List Price
- $891/SF
- 15 Days On Market
Current Estimated Value $753,629

Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

2005 Fogarty Ave, Key West, FL 33040

/27
Est $746,172 Not Listed For Sale

27230 Brown Dr, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,242 Sq Ft
- Built 1996
27230 Brown Dr, Summerland Key, FL 33042

Last Sold Summary
- 2% Above List Price
- $588/SF
- 102 Days On Market
Last Sold Price $730,000

Last Listing Agent Amber DeBevec LoKation Real Estate

/45
$925,000 Open Sun 10AM - 12PM
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
195 W Shore Dr, Summerland Key, FL 33042

Welcome to a truly unique aviation property in the heart of Summerland Key! Located at the end of the exclusive Summerland Key airstrip on a 12,425 sq. ft. double lot, this concrete block home offers the ultimate blend of sky, sea, and space. Featuring a 37' x 27' airplane hangar, 2-car garage, and expansive driveway, this 3-bedroom, 2-bathroom plus bonus/4th Bedroom residence is tailor-made for

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(786) 998-8438

195 W Shore Dr, Summerland Key, FL 33042
/20
$5,625 per month
- 2 Beds
- 2 Baths
- 893 Sq Ft
- Condo for Rent
120 Angela St Unit SI ID1384034P, Key West, FL 33040

The advertised rate of $5,625/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 31, 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

120 Angela St Unit SI ID1384034P, Key West, FL 33040
/3
$910,000 Sold Dec 31, 2025

81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 1,012 Sq Ft
- Built 1962
Last Sold Summary
- $899/SF
- 0 Days On Market
Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036

/36
Est $1,577,906 Not Listed For Sale

1200 Manor Ln, Marathon, FL 33050
- 3 Beds
- 3 Baths
- 2,532 Sq Ft
- Built 1979
1200 Manor Ln, Marathon, FL 33050

Last Sold Summary
- 7% Above List Price
- $581/SF
- 70 Days On Market
Last Sold Price $1,470,000

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

/35
$199,000 Pending
- Land
55 Boca Chica Rd Unit 53, Key West, FL 33040

Welcome to Seaside Resort, a gated waterfront community just 10 minutes from the heart of Key West. This RV lot offers the perfect option for a full time setup or a seasonal home base between travels, with the added flexibility to generate rental income when not in use. The property features a beautifully landscaped courtyard that creates a private outdoor retreat, ideal for relaxing evenings

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(645) 218-6631

55 Boca Chica Rd Unit 53, Key West, FL 33040
/27
$3,700 per month
- 3 Beds
- 2 Baths
- 4,033 Sq Ft
- House for Rent
24 Bonita Ave, Key Largo, FL 33037

SEASONAL RENTAL:Located in desirable Bowens Addition to Riviera Village in Key Largo, this 3-bedroom, 2-bath single-family home offers over 4,000 sq ft of living space on a 5,000+ sq ft lot. Built in 1990, the property features a spacious layout with ample room for entertaining or extended living. Community homeowners park includes boat ramp and bayfront beach access.Avaiable now till August 1

Claire Albertson Luxe Properties

24 Bonita Ave, Key Largo, FL 33037
/28
$812,000 Sold May 12, 2025

2021 Harris Ave, Key West, FL 33040
- 3 Beds
- 1 Bath
- 1,028 Sq Ft
- Built 1958
Last Sold Summary
- 2% Above List Price
- $790/SF
- 16 Days On Market
Current Estimated Value $821,276

Last Listing Agent Jimmy Lane Island Life Realty Experts

2021 Harris Ave, Key West, FL 33040

/24
Est $825,545 Not Listed For Sale

219 S Bay Harbor Dr, Key Largo, FL 33037
- 2 Beds
- 2 Baths
- 1,340 Sq Ft
- Built 1969
219 S Bay Harbor Dr, Key Largo, FL 33037

Last Sold Summary
- 3% Above List Price
- $597/SF
- 140 Days On Market
Last Sold Price $800,000

Last Listing Agent Linda Gaunaurd Century 21 Circle

/63
$4,250,000
- 4 Beds
- 3.5 Baths
- 3,479 Sq Ft
362 E Seaview Dr, Marathon, FL 33050

If you're searching for the look, feel, and scent of brand-new construction--complete with soaring vaulted ceilings--on exclusive Duck Key, this is the one.This solid concrete waterfront home has been completely reimagined from top to bottom by the current owner, with no expense spared and uncompromising attention to detail throughout. Every major system and finish is brand new, including

Shane Wilson

Cypress Realty, Inc.

(305) 770-6567

362 E Seaview Dr, Marathon, FL 33050
/13
$3,000 per month
- 3 Beds
- 2 Baths
- 1,109 Sq Ft
- House for Rent
26945 Shannahan Rd, Summerland Key, FL 33042

Property Id: 24239533 Bd/2 Bth Concrete block home. Central A/C with heat. Granite counter tops in kitchen. Fridge, Gas Stove, dishwasher and central ac. Stackable washer/dryer. Fenced back yard. Concrete patio in front or parking area. In Ramrod Key. Non waterfront. No house on either side. Must have good credit and references and income will be verified. Utilities NOT included. Rent

26945 Shannahan Rd, Summerland Key, FL 33042
/108
$7,400,000 Sold Nov 21, 2025

126 Calle Ensueno, Marathon, FL 33050
- 7 Beds
- 6.5 Baths
- 8,306 Sq Ft
- Built 1981
Last Sold Summary
- 13% Below List Price
- $891/SF
- 385 Days On Market
Current Estimated Value $6,135,261

Last Listing Agent Lisa Wiebe Coldwell Banker Schmitt Real Estate Co.

126 Calle Ensueno, Marathon, FL 33050

/49
Est $2,513,666 Not Listed For Sale

829 Narragansett Ln, Key Largo, FL 33037
- 3 Beds
- 3 Baths
- 2,355 Sq Ft
- Built 1991
829 Narragansett Ln, Key Largo, FL 33037

Last Sold Summary
- 3% Below List Price
- $1,104/SF
- 279 Days On Market
Last Sold Price $2,600,000

Last Listing Agent Ysidro Fernandez EquiEstate Corp.

/40
$699,000
- 2 Beds
- 2 Baths
- 841 Sq Ft
500 Burton Dr Unit 3308, Tavernier, FL 33070

This Condo grossed $57,987.66 in 2025, with the owners using it all month in February ++ TWO oceanfront balconies with this updated 2/2 D model. Beautiful Ocean Views from the Living room & the Owners Suite. Impact windows and doors , nice tiled floors and tiled walk in showers. Private Cafe & Lounge on the Beach. Pool Bar by the Jr.Olympic Heated pool with 14 person Spa. Marina with direct ocean

Tom Rodriguez

American Caribbean Real Estate, Christie's International Real Estate

(786) 713-8056

500 Burton Dr Unit 3308, Tavernier, FL 33070
/48
$3,500 per month
- 3 Beds
- 2 Baths
- 1,520 Sq Ft
- House for Rent
6 SE Marlin Ave, Key Largo, FL 33037

This solid concrete 3BR/2BA home blends comfort, convenience, and the best of Florida Keys living. The bright, open layout features tile floors throughout, a modern kitchen with upgraded appliances, and plenty of natural light from large windows and sliding doors. The master suite offers private patio access, while a separate laundry room adds everyday ease. The fully fenced backyard is perfect

Jessie Morales Lifestyle International Realty

6 SE Marlin Ave, Key Largo, FL 33037
/65
$1,100,000 Sold May 15, 2025

11600 1st Avenue Gulf Unit 51, Marathon, FL 33050
- 3 Beds
- 2.5 Baths
- 1,600 Sq Ft
- Built 2006
Last Sold Summary
- 8% Below List Price
- $688/SF
- 25 Days On Market
Current Estimated Value $1,210,874

Last Listing Agent Karen Raspe, PA Ocean Sotheby's International Realty

11600 1st Avenue Gulf Unit 51, Marathon, FL 33050

/49
Est $5,303,249 Not Listed For Sale

291 Sunset Key Dr, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,912 Sq Ft
- Built 2006
291 Sunset Key Dr, Key West, FL 33040

Last Sold Summary
- 1% Above List Price
- $2,746/SF
- 19 Days On Market
Last Sold Price $5,250,000

Last Listing Agent Mike Caron Keller Williams Key West Compass Realty

/49
$1,499,000 Pending
- 4 Beds
- 4 Baths
- 3,298 Sq Ft
132 N Indies Dr, Marathon, FL 33050

Experience the best of the Florida Keys in this beautifully designed 4-bedroom, 4-bath home in the sought-after Duck Key community. This waterfront property boasts an open floor plan, seamlessly blending indoor and outdoor living. The spacious kitchen features ample counter space, perfect for entertaining.Enjoy breathtaking canal views from the covered balcony, or step outside to your private

Matthew Sheehan

Ocean Sotheby's International Realty

(786) 981-5471

132 N Indies Dr, Marathon, FL 33050
/6
$1,800 per month
- 1 Bed
- 1 Bath
- House for Rent
40G Miriam St, Stock Island, FL 33040

Property Id: 2441228Location : 40G Miriam street Stock Island, 10 minutes to downtown.This is a furnished room only good for one person and no pet.Shared kitchen, bathroom, living room and washer dryer with a very respectful male.$1800 per month rent, required security deposit and first month rent to move in, total $3600.We do background check thanks.Contact # Grace

40G Miriam St, Stock Island, FL 33040
/42
$1,035,000 Sold Sep 25, 2025

9 Bass Ave, Key Largo, FL 33037
- 3 Beds
- 2 Baths
- 1,582 Sq Ft
- Built 2000
Last Sold Summary
- 2% Below List Price
- $654/SF
- 234 Days On Market
Current Estimated Value $1,026,950

Last Listing Agent Loreen Rizzo Century 21 Circle- Islamorada

9 Bass Ave, Key Largo, FL 33037

/35
Est $1,973,252 Not Listed For Sale

201 12th St, Key Colony Beach, FL 33051
- 3 Beds
- 2 Baths
- 2,088 Sq Ft
- Built 1998
201 12th St, Key Colony Beach, FL 33051

Last Sold Summary
- 4% Above List Price
- $910/SF
- 432 Days On Market
Last Sold Price $1,900,000

Last Listing Agent Sheryl Phillips Coldwell Banker Schmitt Real Estate Co.

/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.

(645) 215-8760

136 San Remo Dr, Islamorada, FL 33036
/38
$7,775 per month
- 2 Beds
- 2.5 Baths
- 954 Sq Ft
- House for Rent
1615 Harbor Dr, Marathon, FL 33050

Welcome to your private oasis in the Florida Keys. This beautifully renovated home blends classic Keys architecture with a thoughtfully designed outdoor retreat rarely found in homes of this style. Upstairs features the primary living quarters with two official bedrooms and two full bathrooms, creating a comfortable and bright main living space. What truly sets this property apart is the fully

Liliana Fonte Florida Realty of Miami Corp

1615 Harbor Dr, Marathon, FL 33050
/36
$1,300,000 Sold Nov 14, 2025

435 121st Street Gulf, Marathon, FL 33050
- 3 Beds
- 3 Baths
- 1,731 Sq Ft
- Built 1981
Last Sold Summary
- 19% Below List Price
- $751/SF
- 252 Days On Market
Current Estimated Value $1,353,950

Last Listing Agent Jessica Boyanton P.A. LPT Realty, LLC

435 121st Street Gulf, Marathon, FL 33050

/50
Est $2,405,609 Not Listed For Sale

143 Plantation Ave, Tavernier, FL 33070
- 4 Beds
- 3 Baths
- 2,834 Sq Ft
- Built 2018
143 Plantation Ave, Tavernier, FL 33070

Last Sold Summary
- 5% Above List Price
- $812/SF
- 41 Days On Market
Last Sold Price $2,300,000

Last Listing Agent AJ Vetter Palm House Real Estate

/27
$987,500
- 4 Beds
- 2 Baths
- 1,536 Sq Ft
3962 No Name Rd, Big Pine Key, FL 33043

Waterfront DUPLEX ~ CBS Construction 4BD/2BA with 2BD|1BA on each side. Property features, excellent boating access, full 70' concrete seawall, covered porch for both units, tile flooring, accordion shutters, separate utility/laundry rooms on each side, 2 central AC units and 2 electric meters. Newer metal roof within 2 years. Fenced yard with room to park your boat trailer. Great investment

Stacy Shahan

Island Real Estate Company Florida Keys

(888) 275-1086

3962 No Name Rd, Big Pine Key, FL 33043
/45
$7,782 per month
- 4 Beds
- 3.5 Baths
- 1,797 Sq Ft
- Condo for Rent
1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040

The advertised rate of $7,782/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 5, 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

1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040
/39
$200,000 Sold Nov 25, 2025

1466 Overseas Hwy Unit 5, Marathon, FL 33050
- Built 1975
Last Sold Summary
- 11% Below List Price
- 223 Days On Market
Last Listing Agent Joshua Mothner Coldwell Banker Schmitt Real Estate Co.

1466 Overseas Hwy Unit 5, Marathon, FL 33050

/42
Not Listed For Sale

181 10th St, Key Colony Beach, FL 33051
- 3 Beds
- 2 Baths
- 1,885 Sq Ft
- Built 2006
181 10th St, Key Colony Beach, FL 33051

Last Sold Summary
- $741/SF
- 26 Days On Market
Last Sold Price $1,397,500

Last Listing Agent Michelle Wininger Coldwell Banker Schmitt Real Estate Co.

Showing Results 241 - 280, Page 7 of 18

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