Monroe County, FL Homes

/39
$30,000
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
617 Front St Unit A34 Week 19, Key West, FL 33040

A-34 Week 19 is an incredible opportunity to own this deeded week timeshare at the Galleon Resort, third-floor end unit facing the Gulf of Mexico. You may access the Gulf by using the Galleon's own private beach. The property also has a swimming pool, a hot tub, and an elevator in the parking garage that takes you to your floor. These fully furnished units were all updated with brand-new

Stephanie Herrmann

Truman & Co. Real Estate

(786) 963-3219

617 Front St Unit A34 Week 19, Key West, FL 33040
/25
$10,000 per month
- 4 Beds
- 2 Baths
- 1,575 Sq Ft
- House for Rent
125 Gardenia St, Tavernier, FL 33070

Experience luxury waterfront living in the heart of the Florida Keys! 4 bedrooms and 2 bathrooms. This stunning modern home offers sleek finishes, breathtaking canal views, and direct boating access. Enjoy the spacious outdoor entertainment area, complete with a private dock, lush synthetic turf, and a large jacuzzi—perfect for relaxing under the stars. The upper-level terrace provides an ideal

Dahiana Rojas de Rojas Canvas Real Estate

125 Gardenia St, Tavernier, FL 33070
/16
$480,000 Sold Jul 08, 2025

108 Caribbean Ave, Key Largo, FL 33037
- 4 Beds
- 2 Baths
- 1,686 Sq Ft
- Built 1980
Last Sold Summary
- 14% Below List Price
- $285/SF
- 66 Days On Market
Last Listing Agent Natalie Bevis Coastal Realty of the Florida Keys

108 Caribbean Ave, Key Largo, FL 33037

/30
Est $316,427 Not Listed For Sale

84961 Old Hwy Unit A1, Islamorada, FL 33036
- 1 Bed
- 1 Bath
- 406 Sq Ft
- Built 1948
84961 Old Hwy Unit A1, Islamorada, FL 33036

Last Sold Summary
- 5% Above List Price
- $739/SF
- 1 Day On Market
Last Sold Price $300,000

Last Listing Agent Claudette Mell Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

/30
$974,000 Open Sat 12PM - 2PM
- 4 Beds
- 2 Baths
- 1,943 Sq Ft
160 Ridge St, Tavernier, FL 33070

Beautiful corner-lot CBS home in the heart of Plantation Key. This 4-bedroom, 2-bath residence offers 1,964 sq. ft. of living space and is located with desirable X flood zone. Notable features include impact windows and doors, a spacious open floor plan, and a bonus family room ideal for entertaining or additional living space.The bright interior is filled with natural light, with a functional

Sandra Spaulding

Coldwell Banker Schmitt Islamorada

(877) 837-0467

160 Ridge St, Tavernier, FL 33070
/30
$2,900 per month
- 2 Beds
- 2 Baths
- 983 Sq Ft
- Condo for Rent
87455 Old Hwy 124 Hwy Unit 124, Plantation Key, FL 33036

Location! Location! Location! Beautiful 2 bedroom 2 bath furnished condo all on one level. Located in oceanfrontbuilding in Islamorada. Split bedroom plan, wood cabinets in kitchen as well as stainless steel appliances. Dockavailable for boat to load and unload. Elevator to first floor. Master has a large balcony and walk in closet.Additional storage unit on main floor. Covered

Anthony Garcia The Keyes Company

87455 Old Hwy 124 Hwy Unit 124, Plantation Key, FL 33036
/58
$2,300,000 Sold Dec 12, 2025

209 Bruce Ct, Marathon, FL 33050
- 4 Beds
- 2 Baths
- 1,852 Sq Ft
- Built 2020
Last Sold Summary
- 3% Below List Price
- $1,242/SF
- 4 Days On Market
Current Estimated Value $2,249,870

Last Listing Agent Kim Show Coldwell Banker Schmitt Real Estate Co.

209 Bruce Ct, Marathon, FL 33050

/40
Not Listed For Sale

701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042
- 2 Beds
- 2 Baths
- 816 Sq Ft
- Built 1996
701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042

Last Sold Summary
- $674/SF
- 22 Days On Market
Last Sold Price $550,000

Last Listing Agent Ian Calderwood Bluescape Real Estate

/34
$1,575,000
- 3 Beds
- 2 Baths
- 1,667 Sq Ft
22865 Redfish Ln, Summerland Key, FL 33042

The Best Boating Access in the Lower Keys, hands down!!! The 'Island Life' awaits you in this stunning well thought out custom designed canal front property. This solid CBS home, nestled in lush tropical landscaping, features 3 bedrooms and 2 baths on an oversized 10,200 sq.ft. lot located in the tranquil setting of sought after Cudjoe Ocean Shores. This subdivision is extremely desirable due to

Anneliese Dietrick

Coldwell Banker Schmitt Lower Keys (KW)

(645) 241-6029

22865 Redfish Ln, Summerland Key, FL 33042
/24
$6,995 per month
- 3 Beds
- 2 Baths
- 2,272 Sq Ft
- House for Rent
125 3rd Ln, Key Largo, FL 33037

This beautiful 3 bedroom, 2 bath canal front home is available for yearly rental. The home is fully furnished with a fully equipped kitchen. Situated on a double lot which includes a boat ramp to launch your boat, dockage and float for one or two jet skis. There is a beautiful pool including a hot tub. Located in a nice neighborhood close to restaurants, schools, John Pennekamp Park and is an

Gladys Cornell RE/MAX All Keys Real Estate

125 3rd Ln, Key Largo, FL 33037
/49
$650,000 Sold Aug 20, 2025

27317 Cayman Ln, Summerland Key, FL 33042
- 2 Beds
- 1.5 Baths
- 1,029 Sq Ft
- Built 2012
Last Sold Summary
- 28% Below List Price
- $632/SF
- 262 Days On Market
Current Estimated Value $678,277

Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo

27317 Cayman Ln, Summerland Key, FL 33042

/50
Est $734,701 Not Listed For Sale

9816 Magellan Dr Unit 9816, Key Largo, FL 33037
- 2 Beds
- 2 Baths
- 1,029 Sq Ft
- Built 1988
9816 Magellan Dr Unit 9816, Key Largo, FL 33037

Last Sold Summary
- 9% Below List Price
- $787/SF
- 121 Days On Market
Last Sold Price $810,000

Last Listing Agent Carlos Lorenzo American Caribbean Real Estate

/44
$999,000 Open Sat 1PM - 3PM
- 3 Beds
- 3 Baths
- 1,548 Sq Ft
108 Jamaica St, Marathon, FL 33050

Looking for your Florida Keys dream home with space to spread out, soak up the sun, and maybe even tinker with a classic car or two? Welcome to 108 Jamaica Street on Duck Key, a tropical paradise on a double lot with a custom-built CBS home, screened pool, guest house, cistern for watering plants and washing cars, and epic garage. This place was built with love by the current owner and it shows.

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(786) 882-8610

108 Jamaica St, Marathon, FL 33050
/37
$4,750 per month
- 3 Beds
- 2.5 Baths
- 1,587 Sq Ft
- House for Rent
94825 Overseas Hwy Unit 107, Key Largo, FL 33037

Step into this Gorgeous Key Largo home, 3 bedrooms, 2.5 bath, fully furnished, all upgraded with pool and ocean views. There is an elevator for your convenience. Beautiful white kitchen, open to dining and family room, half bath, and balcony with amazing views. Second floor has the 3 bedrooms and 2 bathrooms. Lease up to 1 year and 3 months minimum.Tenant-occupied, please do not disturb.

Aisleen Falcon-Cabral Luxe Properties

94825 Overseas Hwy Unit 107, Key Largo, FL 33037
/57
$1,150,000 Sold Feb 26, 2026

94825 Overseas Hwy Unit 174, Key Largo, FL 33037
- 3 Beds
- 3 Baths
- 1,569 Sq Ft
- Built 2025
Last Sold Summary
- 45% Below List Price
- $733/SF
- 62 Days On Market
Current Estimated Value $1,595,667

Last Listing Agent Erin Sykes SYKES

94825 Overseas Hwy Unit 174, Key Largo, FL 33037

/29
Est $1,448,293 Not Listed For Sale

1219 Grinnell St Unit B, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,360 Sq Ft
- Built 1990
1219 Grinnell St Unit B, Key West, FL 33040

Last Sold Summary
- $1,066/SF
- 55 Days On Market
Last Sold Price $1,450,000

Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

/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
/18
$3,350 per month
- 2 Beds
- 1.5 Baths
- 976 Sq Ft
- House for Rent
2 Bonefish Ave, Key Largo, FL 33037

PERFECTION in Key Largo. Designer finishes , include oversized porcelain tile and engineered hardwood cherry flooring, granite counter tops & stainless steel appliances, European style white kitchen cabinetry , plantation shutter window treatments, French doors, impact windows, Full-size front loader washer and dryer, Expansive paved driveway fits 3 cars plus, large side space with sun canopy

Sophia Lima Limar Realty, LLC

2 Bonefish Ave, Key Largo, FL 33037
/49
$990,000 Sold Aug 18, 2025

192 E Ridge Rd, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 1965
Last Sold Summary
- 17% Below List Price
- $859/SF
- 251 Days On Market
Current Estimated Value $978,210

Last Listing Agent Pierre Bellion Ocean Sotheby's International Realty

192 E Ridge Rd, Islamorada, FL 33036

/62
Est $634,145 Not Listed For Sale

9820 Mariners Ave Unit 108, Key Largo, FL 33037
- 2 Beds
- 3 Baths
- 1,079 Sq Ft
- Built 1981
9820 Mariners Ave Unit 108, Key Largo, FL 33037

Last Sold Summary
- 17% Above List Price
- $503/SF
- 255 Days On Market
Last Sold Price $542,500

Last Listing Agent Barbara Eads Barbara Eads Realty

/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
/43
$4,800 per month
- 3 Beds
- 2 Baths
- 1,170 Sq Ft
- House for Rent
11 Flamingo Rd, Key Largo, FL 33037

Fully furnished 3-bedroom, 2-bath waterfront home offering easy access to open water via a deep-water canal. Private dock suitable for boat(s), jet skis, kayaks, and water toys. Just 3 minutes to the Gulf and approximately 20 minutes to the Atlantic Ocean by water.Dock accommodates vessels up to 10,000 lbs and no longer than 30 feet. Boat access is subject to owner approval. Tenants with a boat

Flor Mendez Realty One Group Evolution

11 Flamingo Rd, Key Largo, FL 33037
/69
$2,200,000 Sold Jun 04, 2025

70 Bay Dr, Key West, FL 33040
- 5 Beds
- 2 Baths
- 2,450 Sq Ft
- Built 1993
Last Sold Summary
- 12% Below List Price
- $898/SF
- 174 Days On Market
Current Estimated Value $2,211,668

Last Listing Agent Stephanie Wise Keller Williams Key West Compass Realty

70 Bay Dr, Key West, FL 33040

/39
Est $2,048,204 Not Listed For Sale

623 Simonton St Unit 9, Key West, FL 33040
- 3 Beds
- 4 Baths
- 2,160 Sq Ft
- Built 1997
623 Simonton St Unit 9, Key West, FL 33040

Last Sold Summary
- 14% Above List Price
- $833/SF
- 48 Days On Market
Last Sold Price $1,800,000

Last Listing Agent Terri Spottswood Truman & Co. (KW)

/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
/19
$4,900 per month
- 2 Beds
- 1 Bath
- 884 Sq Ft
- House for Rent
27346 Martinique Ln, Summerland Key, FL 33042

Welcome to your private slice of paradise in the Florida Keys. This fully remodeled, exquisitely furnished 2-bedroom, 1-bathroom waterfront home is a true island escape. Where turquoise waters, swaying palms, and golden sunsets become your everyday view. Enjoy direct ocean access from your private dock, no bridges to slow you down. Lounge by the heated pool, dine under the stars, and feel the

Alicia Rufino Island Living Realty, LLC

27346 Martinique Ln, Summerland Key, FL 33042
/29
$1,075,000 Sold Oct 07, 2025

1127 Packer St, Key West, FL 33040
- 2 Beds
- 1 Bath
- 840 Sq Ft
- Built 1928
Last Sold Summary
- 14% Below List Price
- $1,280/SF
- 108 Days On Market
Current Estimated Value $1,074,130

Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

1127 Packer St, Key West, FL 33040

/46
Est $705,299 Not Listed For Sale

9828 Mariners Ave Unit 9828, Key Largo, FL 33037
- 2 Beds
- 2 Baths
- 1,029 Sq Ft
- Built 1988
9828 Mariners Ave Unit 9828, Key Largo, FL 33037

Last Sold Summary
- 13% Below List Price
- $787/SF
- 74 Days On Market
Last Sold Price $810,000

Last Listing Agent Carlos Lorenzo American Caribbean 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
/16
$5,500 per month
- 2 Beds
- 2 Baths
- 1,016 Sq Ft
- House for Rent
87455 Old Hwy 229 Hwy Unit 87455, Plantation Key, FL 33036

Beautifully maintained 2-bedroom, 2-bath townhouse-style condo located oceanside in the heart of Islamorada. This fully turn-key residence offers effortless island living—just arrive and enjoy. Featuring a newer A/C system (2022), updated appliances (2024), and fully replaced air ducts (2024) for optimal comfort and efficiency. Impact windows provide peace of mind, while electric blackout blinds

Jose Medina Main Assets Corp

87455 Old Hwy 229 Hwy Unit 87455, Plantation Key, FL 33036
/59
$860,300 Sold May 02, 2025

701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042
- 2 Beds
- 2 Baths
- 864 Sq Ft
- Built 2000
Last Sold Summary
- 9% Below List Price
- $996/SF
- 76 Days On Market
Last Listing Agent Kelly Gardner Bluescape Real Estate

701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042

/50
Est $852,415 Not Listed For Sale

9849 Leeward Ave Unit 82, Key Largo, FL 33037
- 2 Beds
- 2 Baths
- 1,179 Sq Ft
- Built 1981
9849 Leeward Ave Unit 82, Key Largo, FL 33037

Last Sold Summary
- 1% Above List Price
- $712/SF
- 41 Days On Market
Last Sold Price $840,000

Last Listing Agent Robin Guerasio Oceans Realty, LLC.

/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
/23
$5,000 per month
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
- Property for Rent
28 Whistling Duck Ln, Key West, FL 33040

Bright and spacious 3-bedroom, 2-bathroom home perfectly situated in the Key West Golf Club community. Overlooking the 9th hole, this property offers a peaceful setting in one of the most desirable parts of the neighborhood, with plenty of parking available.The home is offered unfurnished, with no utilities included, giving you the flexibility to make it your own. One bedroom is downstairs with

Everett Watkins Keller Williams Key West Compass Realty

28 Whistling Duck Ln, Key West, FL 33040
/73
$1,390,000 Sold Nov 10, 2025

840 62nd Street Ocean, Marathon, FL 33050
- 3 Beds
- 3 Baths
- 1,380 Sq Ft
- Built 1981
Last Sold Summary
- 13% Below List Price
- $1,007/SF
- 63 Days On Market
Current Estimated Value $1,369,233

Last Listing Agent Courtney Conley Serhant Florida LLC - Miami Office

840 62nd Street Ocean, Marathon, FL 33050

/26
Est $1,533,739 Not Listed For Sale

410 Porter Ln Unit 10, Key West, FL 33040
- 2 Beds
- 2.5 Baths
- 1,100 Sq Ft
- Built 1991
410 Porter Ln Unit 10, Key West, FL 33040

Last Sold Summary
- 2% Above List Price
- $1,364/SF
- 87 Days On Market
Last Sold Price $1,500,000

Last Listing Agent Richard Haskins Brightwild Real Estate

/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
/50
$4,400 per month
- 3 Beds
- 2 Baths
- 1,448 Sq Ft
- Apartment for Rent
22 Atlantic Blvd Unit B, Key Largo, FL 33037

Welcome to your dream home in the heart of Key Largo! This fully furnished & recently remodeled 3-bedroom, 2-bathroom half duplex offers modern comfort with a coastal flair in one of the most sought-after neighborhoods—Port Largo. Enjoy spacious, light-filled interiors, a stylish open kitchen with stainless steel appliances, updated baths, & tasteful furnishings throughout! Step outside to a

Jessie Morales Lifestyle International Realty

22 Atlantic Blvd Unit B, Key Largo, FL 33037
/5
$725,000 Sold Jul 30, 2025

19462 Canal Dr, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,394 Sq Ft
- Built 1990
Last Sold Summary
- 6% Below List Price
- $520/SF
- 3 Days On Market
Current Estimated Value $722,530

Last Listing Agent Jacqui Norman Berkshire Hathaway HomeServices Knight & Gardner Realty

19462 Canal Dr, Summerland Key, FL 33042

/31
Est $1,813,429 Not Listed For Sale

603 Angela St Unit 2, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,440 Sq Ft
- Built 1997
603 Angela St Unit 2, Key West, FL 33040

Last Sold Summary
- 8% Above List Price
- $1,163/SF
- 70 Days On Market
Last Sold Price $1,675,000

Last Listing Agent Team Kaufelt Truman & Co. (KW)

Showing Results 481 - 520, Page 13 of 18

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