Monroe County, FL Homes

/46
$1,585,000
- 3 Beds
- 2 Baths
- 1,954 Sq Ft
19 North Dr, Key Largo, FL 33037

Welcome to 19 North Drive, where island living meets effortless coastal charm featuring 52-foot dock with quick access to the bay and ocean. Short ride to South Miami. This inviting move-in property with a brand new metal roof offers the perfect blend of comfort, privacy, and the relaxed Florida Keys lifestyle so many dream of.Step inside to discover a light-filled interior designed for easy

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(645) 300-5470

19 North Dr, Key Largo, FL 33037
/12
$2,850 per month
- 2 Beds
- 1 Bath
- 960 Sq Ft
- House for Rent
9 Bonita Ave, Key Largo, FL 33037

Charming 2-bedroom, 1-bath elevated home in Key Largo available for long-term lease starting March 1. The home features in-unit laundry, great parking, and a spacious fenced backyard. Small pets will be considered. Utilities are included in the monthly rent.

Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

9 Bonita Ave, Key Largo, FL 33037
/42
$699,000 Sold Mar 27, 2025

29162 Camellia Ln, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,218 Sq Ft
- Built 1990
Last Sold Summary
- $574/SF
- 11 Days On Market
Current Estimated Value $702,368

Last Listing Agent Beata Sharpe Coldwell Banker Vanguard Realty

29162 Camellia Ln, Big Pine Key, FL 33043

/63
Est $2,002,545 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,366 Sq Ft
17057 Bonita Ln W, Sugarloaf Key, FL 33042

17057 Bonita Ln W, Sugarloaf Key, FL 33042

/36
$2,750,000
- 3 Beds
- 3 Baths
- 1,519 Sq Ft
610 Griffin Ln, Key West, FL 33040

Privacy. Seclusion. Serenity. Tucked away at the end of a quiet lane, 610 Griffin Lane is a rare Old Town retreat--an intimate, multi-structure compound that feels worlds away from the everyday.Set on an oversized lot nearly twice the size of most in the area, the property unfolds like a private estate. The beautifully renovated two-bedroom, two-bath main residence offers effortless comfort and

Cardenas & Krug Team

Coastal Collection Real Estate Inc.

(786) 933-8828

610 Griffin Ln, Key West, FL 33040
/12
$2,950 per month
- 1 Bed
- 1 Bath
- 700 Sq Ft
- Condo for Rent
1209 Pearl St Unit upstairs, Key West, FL 33040

Lovely upstairs loft style apartment available now for LONG TERM.Located in upper old town Key West, near Bayview Park. Apartment is completely furnished, private full size W/D, gas range, large tiled shower, and covered deck for tropical outside living! All utilities and internet are included in rent! First and last mo rent required to move in. Property is very well maintained, and

1209 Pearl St Unit upstairs, Key West, FL 33040
/31
$750,000 Sold Oct 03, 2025

1428 Virginia St, Key West, FL 33040
- 4 Beds
- 2 Baths
- 2,236 Sq Ft
- Built 1933
Last Sold Summary
- 16% Below List Price
- $335/SF
- 111 Days On Market
Current Estimated Value $857,369

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

1428 Virginia St, Key West, FL 33040

/2
Est $718,842 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,440 Sq Ft
151 Atlantic Ave, Tavernier, FL 33070

151 Atlantic Ave, Tavernier, FL 33070

/24
$799,000
- 2 Beds
- 1 Bath
- 960 Sq Ft
219 Caribbean Dr E, Summerland Key, FL 33042

Waterfront Home in Summerland Key. Quick access to both Ocean & Gulf. Partial open water view. 60' concrete seawall with deep water dockage up to + - 50' Boats. Room for an RV. Great location with a private airstrip on the island. Close to the walking, biking Heritage Trail. Minutes to Key West. Home could use a little TLC. No HOA, No Lock Box. Easy to show. Call today to preview. Please don't

Stacy Shahan

Island Real Estate Company Florida Keys

(786) 822-7016

219 Caribbean Dr E, Summerland Key, FL 33042
/68
$7,500 per month
- 4 Beds
- 5 Baths
- 2,432 Sq Ft
- House for Rent
1516 Aqueduct Ln, Key Largo, FL 33037

Discover coastal living at its finest! This exceptional 4-bed, 3.2-bath canal-front home right next to Adams cut offers over 2,400 sq ft of beautifully designed living space with stunning bay views from wrap-around balconies and a rooftop terrace. Thoughtfully appointed with an elevator, indoor and outdoor kitchens, laundry room, and spacious layouts, this residence is ideal for entertaining and

Kristal Rivera Diaz LPT Realty, LLC

1516 Aqueduct Ln, Key Largo, FL 33037
/33
$785,000 Sold Apr 03, 2025

64 Sombrero Beach Rd, Marathon, FL 33050
- Land
Last Sold Summary
- 45% Below List Price
- 183 Days On Market
Current Estimated Value $962,664

Last Listing Agent Monica Barrett Coldwell Banker Schmitt Real Estate Co.

64 Sombrero Beach Rd, Marathon, FL 33050

/6
Est $2,222,715 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,154 Sq Ft
241 Pueblo St, Tavernier, FL 33070

241 Pueblo St, Tavernier, FL 33070

/26
$4,750,000
- 6 Beds
- 5 Baths
- 3,788 Sq Ft
901 Eisenhower Dr, Key West, FL 33040

FULL TRANSIENT RECEIVER ZONE! Step into the pages of Key West history with this captivating waterfront property, whispering tales of Old Town charm from its perch on the edge of paradise.Built prior to 1912, and lovingly held by the same family for over a century, this sprawling 15,609 square foot lot, zoned General Commercial, awaits your masterpiece. Picture a bustling restaurant serving up

Damian Vantriglia

Berkshire Hathaway HomeServices Knight & Gardner Realty

(866) 497-8281

901 Eisenhower Dr, Key West, FL 33040
/7
$2,200 per month
- Studio
- 1 Bath
- 1,000 Sq Ft
- Condo for Rent
1505 White St Unit Efficiency, Key West, FL 33040

This unit is unique at 1505 White large one bedroom and one bathroom, with private mini deck & outdoor bar sink & grillLocated two blocks from ocean The unit comes furnished and includes air conditioning for climate control. The smoke-free environment ensures a healthy living space. Exterior amenities include a gated entry for added security, a grill for outdoor cooking, and a deck for

1505 White St Unit Efficiency, Key West, FL 33040
/43
$1,300,000 Sold Mar 14, 2025

1050 Gulf Dr, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 1,171 Sq Ft
- Built 1985
Last Sold Summary
- 4% Below List Price
- $1,110/SF
- 24 Days On Market
Current Estimated Value $1,323,845

Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC

1050 Gulf Dr, Summerland Key, FL 33042

/42
Est $2,844,828 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,139 Sq Ft
80639 Old Hwy Unit 403, Islamorada, FL 33036

80639 Old Hwy Unit 403, Islamorada, FL 33036

/9
$450,000
- 2 Beds
- 1 Bath
- 460 Sq Ft
6 Beach Dr, Key West, FL 33040

Rare DOUBLE LOT on OPEN WATER with BOATING ACCESS and ROGO EXEMPT LETTER IN HAND!! This lot can be cleared providing huge wide water sunset views and the ability to add dockage with shallow boating access. Located in the Saddlebunch Keys, just 10 minutes from all of the superior dining and nightlife of Key West, Florida. Repair trailer that is on site under the 50% rule, or build your dream home

Anneliese Dietrick

Coldwell Banker Schmitt Lower Keys (KW)

(786) 756-8747

6 Beach Dr, Key West, FL 33040
/6
$1,900 per month
- 1 Bath
- 450 Sq Ft
- Apartment for Rent
103365 Overseas Hwy Unit C, Key Largo, FL 33037

End Unit C Newly Remodeled Studio Apartment featuring all Brand New Black Appliances. Conveniently located close to shopping, schools, restaurants, and more. Move -In Ready.

Tracey Petrusha Venture Realty Group

103365 Overseas Hwy Unit C, Key Largo, FL 33037
/35
$1,675,000 Sold Jun 02, 2025

1075 Duval St Unit 1, Key West, FL 33040
- 2 Beds
- 2.5 Baths
- 1,225 Sq Ft
- Built 1987
Last Sold Summary
- $1,367/SF
- 4 Days On Market
Current Estimated Value $1,676,540

Last Listing Agent Richard Haskins Buy The Keys

1075 Duval St Unit 1, Key West, FL 33040

/3
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
33 Judy Place, Key Largo, FL 33037

33 Judy Place, Key Largo, FL 33037

/33
$995,000
- 3 Beds
- 2 Baths
- 1,494 Sq Ft
27417 Tobago Ln, Ramrod Key, FL 33042

This custom-built 3-bedroom, 2-bathroom residence on Ramrod Key offers a spacious, split floorplan, 1500 sq ft and is just 27 miles from Key West. The high quality 2010 construction features a hip metal roof, hardi plank siding, impact windows, and doors, ensuring durability and peace of mind. The heart of this home is its large kitchen, designed for both function and style. With an abundance of

Sandra Tuttle

Island Welcome Real Estate

(786) 822-7622

27417 Tobago Ln, Ramrod Key, FL 33042
/14
$12,000 per month
- 4 Beds
- 2 Baths
- 2,000 Sq Ft
- House for Rent
309 Calzada de Bougainville, Marathon, FL 33050

4/2 +dock+Pool+tiki bar. State of the art remodeled kitchen features include fully stocked tools. Private pool heater/chiller. Ample parking for cars and boat trailer just steps to Sombrero Beach, Florida. Dock can accommodate large boat 35-45 ft parallel to dock. New full size washer and dryer, new linens, new pillows and upgraded details throughout Home features high speed internet and

309 Calzada de Bougainville, Marathon, FL 33050
/2
$510,000 Sold Sep 08, 2025

Unlisted Address
- 3 Beds
- 2 Baths
- 972 Sq Ft
- Built 1989
Last Sold Summary
- $525/SF
Current Estimated Value $507,857

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

Unlisted Address

/24
Est $1,845,396 Not Listed For Sale
- 4 Beds
108 S Bahama Dr, Marathon, FL 33050

108 S Bahama Dr, Marathon, FL 33050

/65
$5,950,000
- 3 Beds
- 3.5 Baths
- 3,649 Sq Ft
10987 County Road 905, Key Largo, FL 33037

Discover unparalleled privacy and tranquility in this one-of-a-kind oceanfront estate, a true sanctuary nestled amidst the untouched beauty of the Florida Keys. Tucked behind a private gate, the estate begins with a scenic drive through acres of pristine, preserved nature, leading to your own private island. This secluded haven, like no other in the Florida Keys, was once a source of inspiration

Pierre Bellion

Ocean Sotheby's International Realty

(866) 973-1913

10987 County Road 905, Key Largo, FL 33037
/25
$3,500 per month
- 3 Beds
- 3 Baths
- House for Rent
124 S Bay Harbor Dr, Key Largo, FL 33037

Annual Rental - Beautiful 3 Bedroom / 3 Bathroom Elegantly remodeled and fully updated! This charming home comes fully furnished and tastefully decorated, featuring a Above ground decked pool and ample parking & access to private Beach & Boat Ramp. Move-in ready — just bring your toothbrush! Conveniently located close to shopping, schools, restaurants, and more. Perfect for anyone looking for

Tracey Petrusha LoKation

124 S Bay Harbor Dr, Key Largo, FL 33037
/54
$660,000 Sold Nov 12, 2025

500 Burton Dr Unit 4402, Tavernier, FL 33070
- 2 Beds
- 2 Baths
- 826 Sq Ft
- Built 1991
Last Sold Summary
- 8% Below List Price
- $799/SF
- 93 Days On Market
Last Listing Agent Tom Rodriguez American Caribbean Real Estate, Christie's International Real Estate

500 Burton Dr Unit 4402, Tavernier, FL 33070

/30
Not Listed For Sale
- 2 Beds
- 1 Bath
- 470 Sq Ft
81 Tarpon Basin Dr, Key Largo, FL 33037

81 Tarpon Basin Dr, Key Largo, FL 33037

/36
$1,500,000
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
201 Pimilico Ln, Key Largo, FL 33037

Beautifully remodeled canal-front home offering 162 feet of dockage and a private setting with no neighbors across the canal. Located in a desirable X flood zone, no flood insurance required. This property is a boater's dream complete with a boat lift, screened outdoor living area and an above ground pool perfect for relaxing after a day on the water. Inside, enjoy an open concept floor plan with

Lorie LaLonde

American Caribbean Real Estate, Christie's International Real Estate

(305) 614-1802

201 Pimilico Ln, Key Largo, FL 33037
/18
$5,900 per month
- 2 Beds
- 1.5 Baths
- 850 Sq Ft
- Townhouse for Rent
634 Louisa St, Key West, FL 33040

Newly Renovated Townhome in Prime Old Town Key West located just 3 blocks from the beach! Experience the best of island living in this beautifully renovated 2-bedroom, 1.5-bath end-unit townhouse, perfectly situated in one of Key West's most sought-after neighborhoods. Features include a stunning new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a handcrafted

634 Louisa St, Key West, FL 33040
/18
$750,000 Sold Jun 17, 2025

214 Golf Club Dr, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,120 Sq Ft
- Built 2000
Last Sold Summary
- 19% Below List Price
- $670/SF
- 376 Days On Market
Current Estimated Value $812,730

Last Listing Agent Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

214 Golf Club Dr, Key West, FL 33040

/36
Not Listed For Sale
- 2 Beds
- 2 Baths
- 800 Sq Ft
113 1st Ct, Key Largo, FL 33037

113 1st Ct, Key Largo, FL 33037

/39
$650,000 Under Contract
- 3 Beds
- 2 Baths
- 1,100 Sq Ft
878 La Paloma Rd, Key Largo, FL 33037

Welcome to this beautifully maintained 3-bedroom, 2-bath home, perfectly located in the heart of Key Largo. Move-in ready and full of charm, this inviting property offers comfortable indoor-outdoor living with thoughtful touches throughout.Step inside to discover a bright and cozy interior with an open layout ideal for everyday living or weekend getaways. The home features a covered carport, a

Pierre Bellion

Ocean Sotheby's International Realty

(786) 901-5651

878 La Paloma Rd, Key Largo, FL 33037
/8
$1,900 per month
- 1 Bath
- 450 Sq Ft
- Apartment for Rent
103365 Overseas Hwy Unit A, Key Largo, FL 33037

End Unit A Newly Remodeled Studio Apartment featuring Brand New White Appliances. Conveniently located close to shopping, schools, restaurants, and more. Move -In Ready.

Tracey Petrusha Venture Realty Group

103365 Overseas Hwy Unit A, Key Largo, FL 33037
/55
$3,900,000 Sold Sep 16, 2025

442 Palm Dr, Islamorada, FL 33036
- 4 Beds
- 3 Baths
- 2,058 Sq Ft
- Built 1977
Last Sold Summary
- 11% Below List Price
- $1,895/SF
- 179 Days On Market
Current Estimated Value $3,912,881

Last Listing Agent AJ Vetter Palm House Real Estate

442 Palm Dr, Islamorada, FL 33036

/38
Not Listed For Sale
- 3 Beds
- 3 Baths
- 3,255 Sq Ft
Unlisted Address

Unlisted Address

/43
$949,000
- 4 Beds
- 3 Baths
- 2,100 Sq Ft
25057 7th St, Summerland Key, FL 33042

Welcome to your private retreat in the Lower Keys! Nestled on an expansive 20,000 sq ft lot, this meticulously maintained one-owner home offers the perfect blend of privacy, comfort, and Keys-style living. Backing up to a protected nature preserve, you'll enjoy uninterrupted sunset views from your master bedroom and upstairs balcony - with the added bonus of a natural windbreak and guaranteed

Christopher Tanaka

Coldwell Banker Schmitt RE Co.

(786) 869-2251

25057 7th St, Summerland Key, FL 33042
/27
$8,759 per month
- 6 Beds
- 2 Baths
- 1,400 Sq Ft
- Condo for Rent
87200 Overseas Hwy Unit E4, Islamorada, FL 33036

Enjoy your 2026 winter, come immerse your body, mind, and soul in soothing waters that surround our Florida Keys paradise. Amazing sandy beaches, sunset fishing pier, new heated pool, and moderized clubhouse.Best community for fun activities! We offer as is bikes, kayaks, and many more amenities. Semi-private backyard. Sleep in 2.5 separate bedrooms, and loft. Nice bedding & towels. 2

87200 Overseas Hwy Unit E4, Islamorada, FL 33036
/39
$750,000 Sold Apr 07, 2025

104500 Overseas Hwy Unit A104, Key Largo, FL 33037
- 2 Beds
- 2 Baths
- 1,282 Sq Ft
- Built 1981
Last Sold Summary
- 4% Below List Price
- $585/SF
- 119 Days On Market
Current Estimated Value $796,254

Last Listing Agent Jamie Engel Coldwell Banker Schmitt Islamorada

104500 Overseas Hwy Unit A104, Key Largo, FL 33037

/45
Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,216 Sq Ft
62900 Overseas Hwy, Marathon, FL 33050

62900 Overseas Hwy, Marathon, FL 33050

Showing Results 321 - 360, Page 9 of 18

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