Monroe County, FL homes for sale & real estate

1,812 homes

Sort:

Recommended

3D WALKTHROUGH

ABOUT THIS HOME
Monroe County, FL Homes for Sale
Nestled in the storied heart of Old Town Key West, this grand estate is a masterpiece of luxury & history. Spanning a majestic 8,397 sq. ft. lot, the property at 1014 Southard St. Invites you into a world where classic charm meets modern elegance. With 4 bedrooms and 3.5 Baths and over 3,000 sq. ft. of interior space across two separate structures, enjoy an unparalleled gem in one of Key West's most coveted neighborhoods. Constructed in 1899 by renowned William Cash, this estate radiates a colonial grandeur, enriched with a cranberry cut -glass transom sophisticated dark green shutters & classic french doors. The current owners have meticulously restored the property using only

$4,995,000

4 beds3.5 baths3,026 sq ft

1014 Southard St, Key West, FL 33040

Saltwater pool • Classic french doors • Magnificent garden

ABOUT THIS HOME
Monroe County, FL Homes for Sale
LOWEST PRICED SINGLE FAMILY HOME ON DOUBLE LOT AVAILABLE IN KEY LARGO! PRICED BELOW APPRAISAL! SELLER FINANCING CONSIDERED! BUILD ADDITION/2ND HOME OR POOL! SELLER MAY CONSIDER ASSISTING WITH CLOSING COSTS/INTEREST RATE BUY DOWN. ALMOST BRAND NEW HOME READY FOR NEW FAMILY! BRING YOUR BOATS, RV'S & TOYS! NO FLOOD ZONE! "LIKE NEW" 3 BEDROOM BEAUTY! NEW ROOF, NEW IMPACT WINDOWS/DOORS. NEW A/C, FLOORS, BATHROOM, STUNNING KITCHEN/STAINLESS APPLIANCES, GRANITE COUNTER TOPS & BACKSPLASH, NEW TANKLESS WATER HEATER. OPEN CONCEPT 2 PATIOS CAN EASILY ENCLOSE FOR MORE SQUARE FOOTAGE UNDER AIR. DOUBLE LOT ALLOWS FOR EXPANSION, POOL, GARAGE, STORAGE. SURROUNDED BY PERFECTLY PLACED C

$605,000

3 beds1 bath1,000 sq ft

119 Poinciana Dr, Key Largo, FL 33037

Open concept • Double lot • New a/c

(305) 247-7221

ABOUT THIS HOME
Monroe County, FL Homes for Sale
Welcome to this beautifully renovated 3/2, two-story single-family home in the heart of Key Largo fully furnished, full of natural light, and designed to give you that effortless beach-lifestyle vibe from the moment you walk in. With impact windows and doors, modern finishes, and warm natural tones throughout, this home feels airy, inviting, and completely move-in ready. Whether you’re dreaming of the perfect family home or looking for an amazing investment property. Step outside and enjoy a community packed with resort-style amenities:Plus, short-term rentals are allowed, making it an amazing opportunity for investors. To top it all off, the home comes with a brand-new golf cart, a p

$950,000

3 beds2.5 baths1,650 sq ft

94825 Overseas Hwy #187, Key Largo, FL 33037

Private storage room • Golf cart • Modern finishes

(786) 605-5550

ABOUT THIS HOME
Monroe County, FL Homes for Sale
Welcome to effortless waterfront living in the heart of Big Pine Key. This updated canal-front retreat 3 bedrooms 2 baths delivers the true Florida Keys lifestyle with comfort, convenience, and outstanding boating access. Sitting on a fully fenced property—ideal for outdoor enjoyment—this home quick, direct access to both the Atlantic Ocean and Gulf of Mexico. Start your mornings with peaceful canal views from the upstairs patio, the perfect spot for sunrise coffee or quiet relaxation. Inside, you'll find a remodeled kitchen with new appliances, updated flooring, and a refreshed main bathroom, giving the interior a clean, modern feel. Downstairs, a generous open area provides e

$1,080,000

3 beds2 baths1,539 sq ft

29523 Enterprise Ave, Big Pine Key, FL 33043

Remodeled kitchen • Fenced property • Waterfront living

ABOUT THIS HOME
Monroe County, FL Homes for Sale
Experience the essence of island living in this light-filled, 4-bedroom, 4-bath retreat designed for those who love space, connection to the outdoors, and effortless entertaining. The expansive open-concept layout welcomes you with a bright living room surrounded by sliding glass doors that frame views of the private pool and lush tropical landscape — the perfect backdrop for game days, family gatherings, or quiet afternoons under the Key West sun. At the heart of the home, a custom-built chef's kitchen features rich wood cabinetry, stainless steel appliances, and a thoughtful design that blends seamlessly with the outdoors. Sliding doors open to a verdant backyard, offering the oppor

$998,000

4 beds4 baths2,216 sq ft

3357 Flagler Ave, Key West, FL 33040

Private pool • Custom-built kitchen • Private balcony

Property at 27405 Guadaloupe Ln, Summerland Key, FL 33042, 3 beds, 2 baths

$949,900

3 beds2 baths1,288 sq ft

27405 Guadaloupe Ln, Summerland Key, FL 33042

Property at 300 3rd St, Key Colony, FL 33051, 2 beds, 2 baths

$555,000

2 beds2 baths1,031 sq ft

300 3rd St, Key Colony, FL 33051

Property at 620 Thomas St #175, Key West, FL 33040, 2 beds, 1 bath

$799,000

2 beds1 bath604 sq ft

620 Thomas St #175, Key West, FL 33040

Property at 82719 Old Hwy, Islamorada, FL 33036, 7 beds, 9.5 baths

$24,995,000

7 beds9.5 baths10,182 sq ft

82719 Old Hwy, Islamorada, FL 33036

(305) 315-2396

Property at 970 95Th Street Ocean, Marathon, FL 33050, 3 beds, 2 baths

$715,000

3 beds2 baths1,272 sq ft

970 95Th Street Ocean, Marathon, FL 33050

Property at 232 W Seaview Dr, Marathon, FL 33050, 3 beds, 3 baths

$3,000,000

3 beds3 baths1,596 sq ft

232 W Seaview Dr, Marathon, FL 33050

(305) 595-2844

Property at 541 8th St, Key Colony Beach, FL 33051, 3 beds, 3.5 baths

$1,499,900

3 beds3.5 baths1,830 sq ft

541 8th St, Key Colony Beach, FL 33051

Property at 1719 Washington St, Key West, FL 33040, 3 beds, 2 baths

$1,400,000

3 beds2 baths1,312 sq ft

1719 Washington St, Key West, FL 33040

Property at 113 Court Contessa, Islamorada, FL 33036, 5 beds, 6.5 baths

$4,997,000

5 beds6.5 baths3,597 sq ft

113 Court Contessa, Islamorada, FL 33036

Property at 114 Newfound Harbor Rd, Big Pine Key, FL 33043, 2 beds, 1 bath

$560,000

2 beds1 bath840 sq ft

114 Newfound Harbor Rd, Big Pine Key, FL 33043

Property at 1701 Atlantic Blvd, Key West, FL 33040, 5 beds, 4 baths

$2,599,000

5 beds4 baths2,703 sq ft

1701 Atlantic Blvd, Key West, FL 33040

Property at 520 Palm Dr, Key West, FL 33040, 4 beds, 3 baths

$899,000

4 beds3 baths2,124 sq ft

520 Palm Dr, Key West, FL 33040

Property at 1254 James Ave, Marathon, FL 33050, 3 beds, 2 baths

$999,000

3 beds2 baths1,152 sq ft

1254 James Ave, Marathon, FL 33050

Property at 101 Villa Bella Dr, Islamorada, FL 33036, 2 beds, 2 baths

$2,750,000

2 beds2 baths1,560 sq ft

101 Villa Bella Dr, Islamorada, FL 33036

Property at 813 Thomas St, Key West, FL 33040, 4 beds, 3 baths

$3,999,000

4 beds3 baths2,271 sq ft

813 Thomas St, Key West, FL 33040

Property at 7501 Gulfstream Blvd, Marathon, FL 33050, 3 beds, 3 baths

$1,825,000

3 beds3 baths2,405 sq ft

7501 Gulfstream Blvd, Marathon, FL 33050

Property at 84961 Old Hwy 17 Hwy, Islamorada, FL 33036, 1 bed, 1 bath

$340,000

1 bed1 bath— sq ft

84961 Old Hwy 17 Hwy, Islamorada, FL 33036

(305) 253-2800

Property at 123 W Bruce Ct, Marathon, FL 33050, 4 beds, 3 baths

$3,200,000

4 beds3 baths2,297 sq ft

123 W Bruce Ct, Marathon, FL 33050

Property at 27385 Saint Lucie Ln, Summerland Key, FL 33042, 4 beds, 2.5 baths

$1,900,000

4 beds2.5 baths1,994 sq ft

27385 Saint Lucie Ln, Summerland Key, FL 33042

Property at 1519 4Th St, Key West, FL 33040, 4 beds, 2 baths

$1,099,000

4 beds2 baths1,428 sq ft

1519 4Th St, Key West, FL 33040

Property at 271 9th St, Key Colony Beach, FL 33051, 2 beds, 2 baths

$838,000

2 beds2 baths1,020 sq ft

271 9th St, Key Colony Beach, FL 33051

Property at 1202 Mockingbird Rd, Key Largo, FL 33037, 4 beds, 2 baths

$1,925,000

4 beds2 baths1,840 sq ft

1202 Mockingbird Rd, Key Largo, FL 33037

Property at 236 Costa Bravo Dr, Islamorada, FL 33036, 5 beds, 7 baths

$14,900,000

5 beds7 baths6,367 sq ft

236 Costa Bravo Dr, Islamorada, FL 33036

(646) 480-7665

Property at 201-2 Southard St Unit 201-2, Key West, FL 33040, 2 beds, 1.5 baths

$1,150,000

2 beds1.5 baths960 sq ft

201-2 Southard St Unit 201-2, Key West, FL 33040

Property at 11563 4th Avenue Ocean, Marathon, FL 33050, 2 beds, 2.5 baths

$1,699,000

2 beds2.5 baths1,108 sq ft

11563 4th Avenue Ocean, Marathon, FL 33050

(305) 598-5488

Property at 830 Caroline St, Key West, FL 33040, 1 bed, 2.5 baths

$1,995,000

1 bed2.5 baths1,526 sq ft

830 Caroline St, Key West, FL 33040

Property at 153 Stromboli Dr, Islamorada, FL 33036, 6 beds, 5 baths

$4,650,000

6 beds5 baths4,964 sq ft

153 Stromboli Dr, Islamorada, FL 33036

Property at 1481 Sugarloaf Blvd, Summerland Key, FL 33042, 4 beds, 2 baths

$1,799,000

4 beds2 baths2,605 sq ft

1481 Sugarloaf Blvd, Summerland Key, FL 33042

Property at 3720 Flagler Ave, Key West, FL 33040, 4 beds, 2 baths

$3,150,000

4 beds2 baths2,426 sq ft

3720 Flagler Ave, Key West, FL 33040

Property at 2600 Overseas Hwy #58, Marathon, FL 33050, 2 beds, 2.5 baths

$520,000

2 beds2.5 baths850 sq ft

2600 Overseas Hwy #58, Marathon, FL 33050

Property at 140 Gumbo Limbo Dr, Key Largo, FL 33037, 1 bed, 1 bath

$495,000

1 bed1 bath620 sq ft

140 Gumbo Limbo Dr, Key Largo, FL 33037

Property at 114 Calle Ensueno, Marathon, FL 33050, 4 beds, 4 baths

$5,995,000

4 beds4 baths4,948 sq ft

114 Calle Ensueno, Marathon, FL 33050

Property at 1733 Sunrise Dr, Big Pine Key, FL 33043, 3 beds, 2 baths

$2,069,000

3 beds2 baths1,849 sq ft

1733 Sunrise Dr, Big Pine Key, FL 33043

(305) 598-5488

Property at 414 E Caribbean Dr, Summerland Key, FL 33042, 4 beds, 3.5 baths

$3,875,000

4 beds3.5 baths2,766 sq ft

414 E Caribbean Dr, Summerland Key, FL 33042

Property at 104500 Overseas Hwy Unit B204, Key Largo, FL 33037, 2 beds, 2 baths

$659,000

2 beds2 baths1,282 sq ft

104500 Overseas Hwy Unit B204, Key Largo, FL 33037

Property at 29188 Tulip Ln, Big Pine Key, FL 33043, 2 beds, 2 baths

$645,000

2 beds2 baths1,050 sq ft

29188 Tulip Ln, Big Pine Key, FL 33043

Viewing page 4 of 9

Based on information submitted to the MLS GRID as of Tue Dec 02 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Monroe County, FL

Cities

Key Largo homes for sale
$1,100,000
Tavernier homes for sale
$724,500
Layton homes for sale
$1,199,000
Big Coppitt Key homes for sale
$989,000
Islamorada homes for sale
$1,799,999
Duck Key homes for sale
$949,000
Leisure City homes for sale
$499,999
North Key Largo homes for sale
$2,995,000
Big Pine Key homes for sale
$869,000
Homestead homes for sale
$399,900
Cudjoe Key homes for sale
$1,569,999
Marathon homes for sale
$1,199,000
Key Colony Beach homes for sale
$1,100,000
Florida City homes for sale
$425,490

Counties

Broward County homes for sale
$409,000
Miami-Dade County homes for sale
$599,999

Monroe County, FL real estate trends

All Home Types trends in Monroe County, FL

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$921,500

-8.6% YoY | Oct 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2025

Growth

% YoY

Monroe County, FL

$921,500

-8.6%

See more Monroe County, FL market insights

More to explore in Monroe County, FL

How to buy a house in Monroe County, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.