Monroe County, FL Homes

/35
$1,248,000 Under Contract
- 3 Beds
- 2 Baths
- 1,536 Sq Ft
415 Big Pine Rd, Key Largo, FL 33037

Island Charm Meets Deep-Water Convenience -- Best-Priced Canal Front Home with 60' of Dock!Discover true Keys tropical living in this beautifully updated 2-bedroom, 2-bath canal-front retreat offering 60 feet of concrete dockage, a boat lift, and instant deep-water access. No long idle zones--just cruise straight out to the open bay for unforgettable sunsets, world-class fishing, and the calm

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(645) 231-3174

415 Big Pine Rd, Key Largo, FL 33037
/26
$3,995 per month
- 4 Beds
- 2 Baths
- 1,344 Sq Ft
- Property for Rent
164 Blue Harbor Dr, Tavernier, FL 33070

PERFECT VACATION HOME! Available Immediately Beautiful & Spacious 4 Bedrooms & 2 Bathrooms POOL HOME with a wraparound porch & Pool Cabana & outdoor kitchen located in Blue Harbor Private Community Home is located Right across from the Boat Ramp Property offers plenty of space for a Big Family to enjoy endless days of fishing and water activities Space for boat and other water crafts, home is

Ernie Echauri RE/MAX All Keys Real Estate

164 Blue Harbor Dr, Tavernier, FL 33070
/28
$720,000 Sold May 30, 2025

211 5th St, Key Colony Beach, FL 33051
- 2 Beds
- 2 Baths
- 1,115 Sq Ft
- Built 1968
Last Sold Summary
- 15% Below List Price
- $646/SF
- 258 Days On Market
Current Estimated Value $759,764

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

211 5th St, Key Colony Beach, FL 33051

/2
Est $2,379,107 Not Listed For Sale
- 4 Beds
- 5 Baths
- 1,800 Sq Ft
211 Bruce Ct, Marathon, FL 33050

211 Bruce Ct, Marathon, FL 33050

/61
$2,150,000 Under Contract
- 3 Beds
- 2 Baths
- 1,674 Sq Ft
743 Pattison Dr, Summerland Key, FL 33042

Welcome to your slice of paradise in the Florida Keys! This stunning 3-bedroom, 2-bath canal-front home in desirable Cudjoe Gardens celebrates everything we love about island life -- in shades of blue. From the moment you arrive, you'll feel the calm, coastal vibe this home radiates.Beautifully remodeled in 2021 with full permits, this residence offers an open-concept living area with soaring

Sandra Tuttle

Island Welcome Real Estate

(786) 756-9163

743 Pattison Dr, Summerland Key, FL 33042
/5
$2,700 per month
- 2 Beds
- 1 Bath
- 891 Sq Ft
- Apartment for Rent
187 Casa Court Dr Unit 187, Key Largo, FL 33070

Beautifully renovated 2 bedroom 1 bath corner home that is move in ready and freshly painted. Ideally located on the bayside of Key Largo just minutes from shopping dining and local attractions. Enjoy exceptional privacy and natural light throughout. The home features a spacious living area screened porch and outdoor patio perfect for relaxing or entertaining. Covered parking under the home with

Paola Gutierrez Premier Elite Realty Inc.

187 Casa Court Dr Unit 187, Key Largo, FL 33070
/28
$925,000 Sold Mar 06, 2025

1711 von Phister St, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,170 Sq Ft
- Built 1943
Last Sold Summary
- 12% Below List Price
- $791/SF
- 141 Days On Market
Current Estimated Value $973,416

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

1711 von Phister St, Key West, FL 33040

/42
Est $387,233 Not Listed For Sale
- 1 Bed
- 1 Bath
- 756 Sq Ft
200 Wrenn St Unit 602, Tavernier, FL 33070

200 Wrenn St Unit 602, Tavernier, FL 33070

/18
$750,000
- Land
27941 Porgie Path, Summerland Key, FL 33042

Located on Little Torch Key, this ROGO EXEMPT 6,221 sq. ft. lot boasts spectacular stunning sunset views over the gulf. Fantastic Gulf access from the back yard boat ramp allowing easy access to get out on the water, whether you're heading out for a day of fishing or a sunset kayak and paddle board tour. This Little Torch Key property offers stunning Gulf side sunset views and a prime location in

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 745-7897

27941 Porgie Path, Summerland Key, FL 33042
/55
$25,000 per month
- 5 Beds
- 5 Baths
- 3,868 Sq Ft
- House for Rent
32 N Bounty Ln Unit 32, Key Largo, FL 33037

Escape to paradise in this ultra-luxe Key Largo home, where every whim is met and serenity reigns. Nestled in a peaceful enclave, yet close to all the action, this fully furnished masterpiece boasts breathtaking water views, an infinity pool overlooking the turquoise horizon, and a private oasis unlike any other. Ultra-luxury amenities, Chef kitchen, 5 bedrooms & 5 Bathrooms, Movie Theater, and a

Shani Maimoni Related General Realty, LLC.

32 N Bounty Ln Unit 32, Key Largo, FL 33037
/38
$530,000 Sold Apr 25, 2025

21 Orange Dr, Key Largo, FL 33037
- 4 Beds
- 2 Baths
- 1,398 Sq Ft
- Built 1987
Last Sold Summary
- 28% Below List Price
- $379/SF
- 379 Days On Market
Current Estimated Value $572,070

Last Listing Agent April Struhs Coldwell Banker Schmitt Key Largo

21 Orange Dr, Key Largo, FL 33037

/14
Est $473,333 Not Listed For Sale
27391 W Indies Dr, Ramrod Key, FL 33042

27391 W Indies Dr, Ramrod Key, FL 33042

/26
$1,250,000 Open Sun 11AM - 1PM
- 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. The home is a split bedroom and bathroom floor plan with beautiful terrazzo floors, updated kitchen, and baths. Enjoy the [Noseeum] screened porch off the living area, or the tiki

Christina Davis

Coldwell Banker Schmitt RE Co.

(786) 686-3066

466 W Shore Dr, Summerland Key, FL 33042
/18
$3,950 per month
- 2 Beds
- 2 Baths
- 1,776 Sq Ft
- House for Rent
133 Valois Blvd Unit na, Key Largo, FL 33037

Waterfront, pet-friendly, 2 bd/2 bth, 1 car garage with parking for your boat or RV. Canoe or kayak from your own backyard with easy commute to Miami

Alexandria Suarez Keller Williams Capital Realty

133 Valois Blvd Unit na, Key Largo, FL 33037
/46
$1,390,000 Sold Aug 26, 2025

229 Caribbean Dr E, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 1985
Last Sold Summary
- 1% Below List Price
- $1,207/SF
- 30 Days On Market
Current Estimated Value $1,395,423

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

229 Caribbean Dr E, Summerland Key, FL 33042

/4
Est $251,576 Not Listed For Sale
- 2 Beds
18 Hibiscus Ln, Key Largo, FL 33037

18 Hibiscus Ln, Key Largo, FL 33037

/50
$1,599,000 Under Contract
- 3 Beds
- 2 Baths
- 1,645 Sq Ft
56 Colson Dr, Summerland Key, FL 33042

Exceptional waterfront living awaits at 56 Colson Drive in Cudjoe Gardens on Cudjoe Key--a fully renovated 3 Bedroom 2 Bathroom home offering 1,645 sq. ft. of thoughtfully planned interior space on a sprawling 11,900 sq. ft. lot. Built with CBS construction and impact doors and windows, this property combines durability with modern coastal appeal and is designed to take full advantage of the

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 841-7430

56 Colson Dr, Summerland Key, FL 33042
/13
$5,000 per month
- 3 Beds
- 2 Baths
- 1,718 Sq Ft
- Property for Rent
900 Morris Ave, Key Largo, FL 33037

Most Beautiful Ocean Views! 3 Bedrooms, 2 Bathrooms in Key Largo with remodeled kitchen overlooking the ocean! Boat Dock! Escape to Paradise.

Cristy De Toro One Stop Realty

900 Morris Ave, Key Largo, FL 33037
/73
$1,575,000 Sold Feb 24, 2025

901 W Ocean Dr Unit 2A, Key Colony Beach, FL 33051
- 3 Beds
- 3.5 Baths
- 2,697 Sq Ft
- Built 2005
Last Sold Summary
- 7% Below List Price
- $584/SF
- 163 Days On Market
Current Estimated Value $1,615,840

Last Listing Agent Amy Puto Coldwell Banker Schmitt Real Estate Co.

901 W Ocean Dr Unit 2A, Key Colony Beach, FL 33051

/14
Not Listed For Sale
00 Cayman Ln, Key Largo, FL 33037

00 Cayman Ln, Key Largo, FL 33037

/61
$1,499,000
- 7 Beds
- 4 Baths
- 2,699 Sq Ft
1614 Dennis St, Key West, FL 33040

1614 Dennis St is a rare income-producing triplex offering strong cash flow and flexible use in the heart of Key West. Generating over $125,000 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 spacious 2-bedroom / 1-bath units and

Matthew Sheehan

Ocean Sotheby's International Realty

(855) 916-7690

1614 Dennis St, Key West, FL 33040
/54
$5,000 per month
- 2 Beds
- 2.5 Baths
- 1,609 Sq Ft
- Townhouse for Rent
94220 Overseas Hwy Unit 6D, Tavernier, FL 33070

Townhouse in an Exclusive and secluded spot in Tavernier -Resort Style -Sunset Hammock Condominium It is complete gated - only a few townhouses and all were built on 3 levels and surrounded by lush tropical setting. This Spacious End-Unit with 1700+ sq. Ft. of living space. Nestled in the exclusive, gated community in Tavernier, offers an ideal island-living retreat with resort-style amenities.

isabel linowitz Coldwell Banker Schmitt Key Largo

94220 Overseas Hwy Unit 6D, Tavernier, FL 33070
/29
$740,000 Sold Oct 31, 2025

27138 Dolphin Rd, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
- Built 2022
Last Sold Summary
- 14% Below List Price
- $561/SF
- 181 Days On Market
Current Estimated Value $748,492

Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

27138 Dolphin Rd, Summerland Key, FL 33042

/23
Est $307,450 Not Listed For Sale
94825 Overseas Hwy Lot 10, Key Largo, FL 33037

94825 Overseas Hwy Lot 10, Key Largo, FL 33037

/46
$1,395,000 Open Sun 12PM - 2PM
- 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
/28
$4,000 per month
- 3 Beds
- 2 Baths
- 1,470 Sq Ft
- House for Rent
94825 Overseas Hwy Unit 172, Key Largo, FL 33037

Immerse yourself in this seaside retreat in the heart of the Florida Keys. With its recent construction, this FURNISHED home blends modern-day finishes and is withing walking distance of the community dock. The galley chef’s kitchen makes gatherings simple and memorable, ideal master bedroom on the ground floor, while the entertaining area is upstairs. The balcony from the living room opens to

Marlene Gonzalez MMLS Assoc.-Inactive Member

94825 Overseas Hwy Unit 172, Key Largo, FL 33037
/31
$1,550,000 Sold Jun 18, 2025

1401 Grinnell St, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,008 Sq Ft
- Built 2003
Last Sold Summary
- 6% Below List Price
- $1,538/SF
- 95 Days On Market
Current Estimated Value $1,593,849

Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

1401 Grinnell St, Key West, FL 33040

/2
Est $307,450 Not Listed For Sale
- Studio
- 1,618 Sq Ft
94825 Overseas Hwy Unit 10, Key Largo, FL 33037

94825 Overseas Hwy Unit 10, Key Largo, FL 33037

/51
$2,450,000 Open Sun 12PM - 2PM
- 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
/81
$8,000 per month
- 3 Beds
- 3 Baths
- 1,344 Sq Ft
- House for Rent
214 Aberdeen Ct, Tavernier, FL 33070

Monthly and seasonal rental available in the beautifulneighborhood of Hammer Point, located in Tavernier, FL, at mile marker 93. Available starting October 1, 2025, with a minimum stay of 28 days. Fully furnished. Enjoy the bayside lifestyle with a range of outdoor amenities, including a built-in BBQ, outdoor TV, pergola, 15,000 lb boat lift, additional docking space and a hot tub. Bring your own

Gamal Riquelme Sunshine Brokers

214 Aberdeen Ct, Tavernier, FL 33070
/44
$2,595,000 Sold Nov 13, 2025

628 William St, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,524 Sq Ft
- Built 1928
Last Sold Summary
- 12% Below List Price
- $1,703/SF
- 9 Days On Market
Last Listing Agent Paige Bethel Island Home Realty Inc.

628 William St, Key West, FL 33040

/33
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,328 Sq Ft
4302 Marina Villa Dr Unit 4302, Marathon, FL 33050

4302 Marina Villa Dr Unit 4302, Marathon, FL 33050

/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
/18
$4,000 per month
- 2 Beds
- 1 Bath
- 775 Sq Ft
- Property for Rent
1116 Truman Ave Unit 1, Key West, FL 33040

Beautifully renovated Old Town second floor condo, furnished. High ceilings, freshly painted, and a wonderful front porch to relax on. Walk or Bike to everything Old Town, local restaurants, steps to Sandy's Cafe for your morning cuban coffee, Walk on White event, food store, and more! This unit has a beautiful kitchen with a dish washer, an in unit washer and dryer, and access to a shared pool.

Elaine Coyle Keller Williams Key West Compass Realty

1116 Truman Ave Unit 1, Key West, FL 33040
/51
$1,600,000 Sold Apr 08, 2025

174 Westminster Dr, Tavernier, FL 33070
- 3 Beds
- 2 Baths
- 1,648 Sq Ft
- Built 1974
Last Sold Summary
- 7% Below List Price
- $971/SF
- 62 Days On Market
Last Listing Agent Lorie Leal American Caribbean Real Estate, Christie's International Real Estate

174 Westminster Dr, Tavernier, FL 33070

/16
Est $221,841 Not Listed For Sale
- 1 Bed
- 1 Bath
- 550 Sq Ft
201 7th St Unit 5, Key Colony Beach, FL 33051

201 7th St Unit 5, Key Colony Beach, FL 33051

/52
$1,335,000
- 3 Beds
- 2 Baths
- 1,820 Sq Ft
28560 Doubloon Rd, Summerland Key, FL 33042

Enjoy indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access to the Atlantic and back-country. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. canal-frontage, and a composite dock. Inside the ground-level foyer an oak staircase leads up to the main living area and continues to the

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(786) 772-6030

28560 Doubloon Rd, Summerland Key, FL 33042
/23
$3,000 per month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Apartment for Rent
67 Coral Dr Unit 1, Key Largo, FL 33037

Beautiful Updated WATERFRONT 2/1 Apartment remodeled with attention to detail Unfurnished and ready for your decor and furniture ALL UTILITIES ARE INCLUDEDAdditionally, there is a EV charging station available on premises that can used for an additional $25 a month!! That's a steal! This property sits on a canal that leads out to the open waters of the Florida keys and it's located within walking

Ernie Echauri RE/MAX All Keys Real Estate

67 Coral Dr Unit 1, Key Largo, FL 33037
/47
$1,100,000 Sold Jun 27, 2025

21014 7th Ave, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,361 Sq Ft
- Built 1988
Last Sold Summary
- 19% Below List Price
- $808/SF
- 102 Days On Market
Current Estimated Value $1,089,929

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

21014 7th Ave, Summerland Key, FL 33042

/27
Not Listed For Sale
LOT 686 46th Street Gulf, Marathon, FL 33050

LOT 686 46th Street Gulf, Marathon, FL 33050

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