Monroe County, FL Homes

/33
$995,000 Pending
- 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
/33
$4,000 per month
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- House for Rent
125 Dove Lake Dr, Tavernier, FL 33070

3 bedroom/2 bath upstairs of house. Lovely upstairs portion of house in a desirable family neighborhood in Tavernier. Complete remodel of kitchen and both bathrooms just completed. The house has a completely separate side entrance for the upstairs. Lots of space on the the side of house for boat/trailers. The downstairs is vacant except on weekends and holidays when the owner is there. The Harry

Natasha Early Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

125 Dove Lake Dr, Tavernier, FL 33070
/45
$1,550,000 Sold Jan 30, 2026

28538 John Silver Rd, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
- Built 1981
Last Sold Summary
- 3% Below List Price
- $1,242/SF
- 164 Days On Market
Current Estimated Value $1,506,334

Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

28538 John Silver Rd, Summerland Key, FL 33042

/47
Est $822,631 Not Listed For Sale

88500 Overseas Hwy Unit 502, Tavernier, FL 33070
- 3 Beds
- 2 Baths
- 1,567 Sq Ft
- Built 1976
88500 Overseas Hwy Unit 502, Tavernier, FL 33070

Last Sold Summary
- 3% Above List Price
- $508/SF
- 118 Days On Market
Last Sold Price $796,200

Last Listing Agent Maria Canto American Caribbean Real Estate

/65
$5,650,000
- 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

(786) 957-8048

10987 County Road 905, Key Largo, FL 33037
/16
$3,500 per month
- 2 Beds
- 2 Baths
- 912 Sq Ft
- House for Rent
30612 23rd Ln, Big Pine Key, FL 33043

Property Id: 2240886Discover the beauty of Big Pine Key from this delightful 2-bedroom house. With a king bed and a queen bed, guests can relax in comfort. Enjoy the convenience of WiFi, AC, and a washing machine during your stay. The 2 bathrooms are equipped with all of the conveniences of home. Located between the Back Bay and the Ocean. Property sits on an acre lot, enjoy the breezy,

30612 23rd Ln, Big Pine Key, FL 33043
/44
$630,000 Sold Jun 16, 2025

130 Ocean View Dr, Tavernier, FL 33070
- 3 Beds
- 1 Bath
- 1,312 Sq Ft
- Built 1984
Last Sold Summary
- 13% Below List Price
- $480/SF
- 158 Days On Market
Current Estimated Value $674,639

Last Listing Agent Taylor Engel Coldwell Banker Schmitt R.E.

130 Ocean View Dr, Tavernier, FL 33070

/42
Est $1,128,700 Not Listed For Sale

1213 Watson St, Key West, FL 33040
- 2 Beds
- 2 Baths
- 703 Sq Ft
- Built 1933
1213 Watson St, Key West, FL 33040

Last Sold Summary
- 2% Below List Price
- $1,632/SF
- 50 Days On Market
Last Sold Price $1,147,500

Last Listing Agent Jimmy Lane Island Life Realty Experts

/27
$1,055,000
- 3 Beds
- 3 Baths
- 1,344 Sq Ft
29051 Magnolia Ln, Big Pine Key, FL 33043

Experience Florida Keys waterfront living in the heart of Big Pine Key. This canal-front home with a full concrete seawall and direct boating access offers an exceptional opportunity to enjoy the relaxed Lower Florida Keys lifestyle surrounded by world-class fishing, diving, and boating. The elevated main home features a 2 bedroom, 2 bathroom layout with an open living area, spacious kitchen with

Yvette Toledo-Baste

COMPASS FLORIDA LLC

(855) 408-6871

29051 Magnolia Ln, Big Pine Key, FL 33043
/24
$3,500 per month
- 2 Beds
- 1 Bath
- 1,226 Sq Ft
- House for Rent
800 50th Ct, Marathon, FL 33050

Florida Keys living! Come enjoy this beautiful single-family pool home located in the Hammocks area of Marathon. This charming 2-bedroom, 1-bath home features upgrades including impact windows and doors, paver driveway and walkways, front porch canopy, engineered flooring, and plantation shutters. The spacious kitchen offers real wood cherry cabinets, granite countertops, a large eat-at island,

Haydee Lavastida La Rosa Realty Kendall, LLC

800 50th Ct, Marathon, FL 33050
/26
$295,000 Sold Jan 08, 2026

6099 Overseas Hwy Unit 13E, Marathon, FL 33050
- 1 Bed
- 1 Bath
- 650 Sq Ft
- Built 1976
Last Sold Summary
- 15% Below List Price
- $454/SF
- 90 Days On Market
Last Listing Agent Casey Elliott Key Colony Beach Realty

6099 Overseas Hwy Unit 13E, Marathon, FL 33050

/24
Est $1,488,719 Not Listed For Sale

1112 Elgin Ln, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Built 1930
1112 Elgin Ln, Key West, FL 33040

Last Sold Summary
- 2% Above List Price
- $1,160/SF
- 50 Days On Market
Last Sold Price $1,462,000

Last Listing Agent Juan Benitez Benitez Keller Williams Key West Compass Realty

/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
/16
$3,800 per month
- 3 Beds
- 2 Baths
- 1,071 Sq Ft
- Condo for Rent
3930 S Roosevelt Blvd Unit N204, Key West, FL 33040

Property Id: 2388877Annual Lease. Option to renew excellent Key West location along Smathers Beach. UnfurnishedSpacious 3 Bedroom, 2 Bath at Las Salinas overlooking community pool, private balcony. Washer/dryer in units. Stainless appliances, several upgrades: new HVAC unit, fresh paint, solid wood cabinets, granite countertops, custom Container Store Elfa closets and tankless

3930 S Roosevelt Blvd Unit N204, Key West, FL 33040
/64
$3,000,000 Sold May 16, 2025

51 Sunset Key Dr, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,920 Sq Ft
- Built 2005
Last Sold Summary
- 19% Below List Price
- $1,562/SF
- 254 Days On Market
Current Estimated Value $3,285,624

Last Listing Agent Cardenas & Krug Team Coastal Collection Real Estate Inc.

51 Sunset Key Dr, Key West, FL 33040

/4
Est $1,899,727 Not Listed For Sale

2711 Seidenberg Ave, Key West, FL 33040
- 4 Beds
- 3 Baths
- 2,171 Sq Ft
- Built 1958
2711 Seidenberg Ave, Key West, FL 33040

Last Sold Summary
- 1% Below List Price
- $887/SF
- 148 Days On Market
Last Sold Price $1,925,000

Last Listing Agent Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

/50
$1,385,000
- 3 Beds
- 2 Baths
- 2,556 Sq Ft
30830 Palm Dr, Big Pine Key, FL 33043

Discover the perfect Florida Keys waterfront retreat in Big Pine Key. Situated on an oversized 16,779 sq ft lot on a quiet street away from the highway, this solidly built concrete block home with a concrete subfloor and stucco finish offers durability, privacy, and the laid-back island lifestyle buyers dream about.Boaters will appreciate 112 feet of concrete seawall, a 10,000 lb boat lift, and

Christopher Tanaka

Coldwell Banker Schmitt RE Co.

(855) 640-6438

30830 Palm Dr, Big Pine Key, FL 33043
/17
$2,500 per month
- 3 Beds
- 2 Baths
- 2,196 Sq Ft
- House for Rent
174 Corrine Place Unit 1, Key Largo, FL 33037

FOR RENT...DOWNSTAIR UNIT ONLY Beautiful 2-bedroom, 1-bath, (First Floor only) waterfront home located on a wide canal with direct ocean access in Key Largo! This well-maintained property features an open floor plan, white kitchen with stainless steel appliances , spacious bedrooms, and plenty of natural light, washer and dryer, Private parking, the rent includes water and electricity, Enjoy

Carlos Napuri The Keyes Company

174 Corrine Place Unit 1, Key Largo, FL 33037
/12
$1,050,000 Sold Mar 03, 2026

619 Front St Unit 21, Key West, FL 33040
- Land
Last Sold Summary
- 5% Below List Price
- 86 Days On Market
Last Listing Agent Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

619 Front St Unit 21, Key West, FL 33040

/23
Est $1,043,357 Not Listed For Sale

5 Jade Dr, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,520 Sq Ft
- Built 2007
5 Jade Dr, Key West, FL 33040

Last Sold Summary
- 4% Above List Price
- $658/SF
- 103 Days On Market
Last Sold Price $1,000,000

Last Listing Agent Monika Rydzak eXp Realty LLC KW Branch

/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
/5
$1,400 per month
- 1 Bed
- 1 Bath
- House for Rent
2102 Staples Ave, Key West, FL 33040

Property Id: 1785777Key West, FL (Midtown) - available April 1Private furnished bedroom and bathroom with private entrance for rent for a single person. Room comes furnished including tv, microwave, refrigerator and window AC. Walking distance to the beach. Ready to move in.$1400 per month - utilities and wi-fi included. Month to month lease. First month ($1400)

2102 Staples Ave, Key West, FL 33040
/24
$735,000 Sold Jul 02, 2025

19 Whistling Duck Ln, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,060 Sq Ft
- Built 1995
Last Sold Summary
- 18% Below List Price
- $693/SF
- 98 Days On Market
Current Estimated Value $772,004

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

19 Whistling Duck Ln, Key West, FL 33040

/39
Est $879,772 Not Listed For Sale

1600 Dolphin Dr, Marathon, FL 33050
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
- Built 1982
1600 Dolphin Dr, Marathon, FL 33050

Last Sold Summary
- 4% Above List Price
- $562/SF
- 131 Days On Market
Last Sold Price $850,000

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

/31
$725,000
- 2 Beds
- 1 Bath
- 832 Sq Ft
27448 Haiti Ln, Ramrod Key, FL 33042

Claim your slice of paradise and build the waterfront setup you've always wanted. Welcome to 27438 Haiti Ln, a deep-water canal-front blank canvas on Ramrod Key designed for the serious angler. This isn't just a home; it's the ultimate staging ground for your offshore and backcountry adventures.The highlight? A pristine shoreline ready for you to design and permit your dream dock. Whether you

Brenda Thomas

Island Welcome Real Estate

(645) 225-2680

27448 Haiti Ln, Ramrod Key, FL 33042
/29
$4,600 per month
- 3 Beds
- 3 Baths
- 1,491 Sq Ft
- House for Rent
203 Mohawk St, Tavernier, FL 33070

FOR RENT this 3/3 on the canal. Enjoy impact doors and windows, a brand-new AC system, a refreshed kitchen with stainless steel appliances, and a washer/dryer. The spacious laundry/storage room is a bonus. Outside, you'll find 34 feet of concrete dock with a 10,000 lb lift, fully fenced. Separate storage building and a massive Tikihut, perfect for outdoor entertaining! The covered patio is ideal

Cecilia Martin EXP Realty LLC

203 Mohawk St, Tavernier, FL 33070
/43
$735,000 Sold Jan 05, 2026

1 Orange Dr, Key Largo, FL 33037
- 4 Beds
- 3 Baths
- 1,652 Sq Ft
- Built 2025
Last Sold Summary
- 3% Below List Price
- $445/SF
- 2 Days On Market
Last Listing Agent Terry Canto American Caribbean Real Estate, Christie's International Real Estate

1 Orange Dr, Key Largo, FL 33037

/9
Est $474,101 Not Listed For Sale

30427 Palm Dr, Big Pine Key, FL 33043
- 2 Beds
- 1 Bath
- 1,013 Sq Ft
- Built 1943
30427 Palm Dr, Big Pine Key, FL 33043

Last Sold Summary
- 9% Above List Price
- $429/SF
- 17 Days On Market
Last Sold Price $435,000

Last Listing Agent Matthew Sheehan Ocean Sotheby's International Realty

/40
$719,000
- 2 Beds
- 1 Bath
- 864 Sq Ft
300 Avenue C, Key West, FL 33040

This turnkey home is located in Big Coppitt Key. A perfect starter home for a young family or an ideal investment property. The flexible layout offers many options that are great for entertaining. Recent improvements include two new decks with aluminum railings, central AC, and a Chef's kitchen that is sure to impress. Call today to schedule a private viewing.

Terry Garcia

Keller Williams Key West Compass Realty

(786) 882-2150

300 Avenue C, Key West, FL 33040
/20
$24,348 per month
- 4 Beds
- 4.5 Baths
- 2,594 Sq Ft
- Condo for Rent
811 104th St Unit SI ID1325586P, Marathon, FL 33050

The advertised rate of $24,348/month is the lowest available price, based on a 1 month(s) stay with a move-in date of June 21, 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

811 104th St Unit SI ID1325586P, Marathon, FL 33050
/3
$290,000 Sold Aug 29, 2025

351 46th St, Marathon, FL 33050
- 2 Beds
- 2 Baths
- 768 Sq Ft
- Built 1993
Last Sold Summary
- 23% Below List Price
- $378/SF
- 413 Days On Market
Last Listing Agent Bill Wilkinson RE/MAX Keys To The Key

351 46th St, Marathon, FL 33050

/19
Est $653,081 Not Listed For Sale

206 Southard St Unit 8, Key West, FL 33040
- 1 Bed
- 1 Bath
- 513 Sq Ft
- Built 1991
206 Southard St Unit 8, Key West, FL 33040

Last Sold Summary
- 5% Below List Price
- $1,335/SF
- 50 Days On Market
Last Sold Price $685,000

Last Listing Agent Justyn Ewald Expert Realty LLC (HQ)

/30
$975,000
- 3 Beds
- 3 Baths
- 1,492 Sq Ft
31490 Avenue F, Big Pine Key, FL 33043

This all-concrete, meticulously designed 3-bedroom, 2.5-bath home offers both luxury and functionality. Featuring impact windows and doors and a durable metal roof, this home provides peace of mind and protection for years to come. The open-concept living area is perfect for both relaxation and entertaining, with a modern kitchen boasting quartz countertops and stainless steel appliances. The

Austin Kimbler

Expert Realty LLC (HQ)

(833) 691-1620

31490 Avenue F, Big Pine Key, FL 33043
/32
$3,000 per month
- 3 Beds
- 2 Baths
- 1,345 Sq Ft
- House for Rent
963 69th Street Ocean, Marathon, FL 33050

This charming 3-bedroom, 2-bath home is surrounded by beautiful tropical greenery and lush plants, creating a peaceful and private setting. The home offers a comfortable layout with bright living spaces and plenty of storage throughout, making it both practical and inviting. Pets are welcome with a deposit, and the property is available for immediate occupancy. Offered as a 6-12 month rental,

Saara Staten Engel & Volkers Marathon

963 69th Street Ocean, Marathon, FL 33050
/2
$978,200 Sold Oct 03, 2025

132 Riviera Dr, Islamorada, FL 33070
- 4 Beds
- 3 Baths
- 1,943 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $503/SF
- 67 Days On Market
Last Listing Agent Brent Baris COMMERCIAL PROPERTY BROKERS

132 Riviera Dr, Islamorada, FL 33070

/45
Est $814,996 Not Listed For Sale

1280 Harbor Dr, Marathon, FL 33050
- 3 Beds
- 2 Baths
- 1,693 Sq Ft
- Built 1959
1280 Harbor Dr, Marathon, FL 33050

Last Sold Summary
- 1% Above List Price
- $478/SF
- 113 Days On Market
Last Sold Price $810,000

Last Listing Agent Jamie Caudill Lokation Real Estate

/54
$1,050,000
- 3 Beds
- 3 Baths
- 1,598 Sq Ft
9812 Windward Ave, Key Largo, FL 33037

Beautiful Corner Townhome with Deeded Boat Slip & 1st floor recreation room with aprox, 1,000 sf with full bath above flood. This is the biggest unit in the Landings of Largo! Has so much to offer!Welcome to the island lifestyle you've been dreaming of--complete with Deeded Boat Slip #3 and an 8,000 lb boat lift just steps from the community boat ramp. This spacious 3-bedroom, 2-bath upstairs

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(645) 230-1261

9812 Windward Ave, Key Largo, FL 33037
/12
$5,500 per month
- 3 Beds
- 3 Baths
- 1,600 Sq Ft
- House for Rent
56 Golf Club Dr, Key West, FL 33040

Property Id: 18076993 bedroom, 2.5 bath home for rent starting May 1, 2026.Everyone tells us they feel right at home there. Beautiful setting in a quiet neighborhood. Close to all that Key West offers. We may consider a small dog. The home has a beautiful setting. There is a hog tub in the backyard that we provide weekly maintenance on.

56 Golf Club Dr, Key West, FL 33040
/45
$630,000 Sold Dec 08, 2025

22970 Sharp Ln, Summerland Key, FL 33042
- 1 Bed
- 1 Bath
- 576 Sq Ft
- Built 1985
Last Sold Summary
- 10% Below List Price
- $1,094/SF
- 4 Days On Market
Current Estimated Value $655,141

Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

22970 Sharp Ln, Summerland Key, FL 33042

/25
Est $1,004,774 Not Listed For Sale

1001 16th Terrace, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,230 Sq Ft
- Built 1963
1001 16th Terrace, Key West, FL 33040

Last Sold Summary
- 1% Below List Price
- $825/SF
- 73 Days On Market
Last Sold Price $1,015,000

Last Listing Agent Mike Caron Keller Williams Key West Compass Realty

Showing Results 161 - 200, Page 5 of 18

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