Single Story homes for sale & real estate in Monroe County, FL

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ABOUT THIS HOME
Single Story Home for sale in Monroe County, FL:
Situated on a spacious corner lot in desirable Midtown West, 1221 Ashby Street offers the perfect blend of comfort, privacy, and island living. The main residence features 2 bedrooms, 2 bathrooms, and inviting living spaces, while a separate 1-bedroom, 1-bathroom poolside cottage provides additional flexibility for guests or extended family. Together, the two structures offer 1,374 square feet of living space. The oversized outdoor area is designed for enjoying the Key West lifestyle, featuring a large swimming pool, spacious decking, lounge chairs, umbrellas, and an outdoor dining area ideal for entertaining. Covered off-street parking adds convenience to this property's many desirable fea

$1,399,000

3 beds3 baths1,374 sq ft

1221 Ashby St, Key West, FL 33040

Poolside cottage • Updated • Outdoor dining area

NEW 15 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Single Story Home for sale in Monroe County, FL:
A sought-after opportunity to own a single-family home in Key Colony Beach at this price point--an appealing alternative to a half-duplex with intriguing possibilities for the future. Currently configured as a 2-bedroom, 2-bath single-family residence, this charming bungalow was originally a duplex with a 1-bedroom, 1-bath layout on each side and retains duplex zoning. Vaulted ceilings throughout and a bright, updated interior create a relaxed and welcoming atmosphere. The open living area extends to a back patio where you can enjoy soft evening breezes and sunset skies after a day on the water. With 40 feet of dockage and quick ocean access, heading out for a morning cruise or fishing trip

$899,000

2 beds2 baths1,290 sq ft

97 Coral Ln, Key Colony Beach, FL 33051

Quick ocean access • 40 feet of dockage • Back patio

3D WALKTHROUGH

ABOUT THIS HOME
Single Story Home for sale in Monroe County, FL:
Where Casa Marina Charm Meets Modern Island Living. Set on an expansive 10,000 sq. ft corner lot in prestigious Casa Marina, one of Key West's most sought-after neighborhoods, this fully renovated 4-bedroom, 3-bath residence offers nearly 2,100 sq. ft of thoughtfully designed living space just moments from the Atlantic shoreline and the charm of Old Town. A comprehensive 2020 renovation transformed the home from top to bottom, delivering vaulted ceilings, energy-efficient LED lighting, and all-new hurricane-rated impact windows and doors that fill the interior with natural light. The open floor plan flows effortlessly between living, dining, and kitchen spaces, making it ideal for both ever

$5,200,000

4 beds3 baths2,058 sq ft

1100 Johnson St, Key West, FL 33040

Fully renovated • Chef's kitchen • 0.23 acre lot

$1,049,000

3 beds2 baths1,830 sq ft

119 Zane Grey Crk, Long Key, FL 33001

4,875 sq ft lot • 3 parking spots • Built 1971

ABOUT THIS HOME
Single Story Home for sale in Monroe County, FL:
Some homes in the Keys prioritize the house itself, while this one focuses on the opportunities it offers. Located oceanside in Harbor Isle at mile marker 48.5, this 3-bedroom, 3-bath waterfront home provides easy access to open water. The 7-day minimum rental allowance offers flexibility for buyers who want to enjoy their Keys home while also generating rental income when they're away. With quick ocean access, waterfront living, and a prime location in the heart of Marathon, this home is an ideal choice for those seeking a convenient and enjoyable living experience, whether you're here for a week, a season, or for the long haul. Don't forget to bring your boat, the water is calling!

$825,000

3 beds3 baths1,320 sq ft

712 26th St, Marathon, FL 33050

Waterfront home • Quick ocean access • 3,750 sq ft lot

Property at 6415 2nd Ter, Stock Island, FL 33040, 4 beds, 2 baths

$749,000

4 beds2 baths1,304 sq ft

6415 2nd Ter, Stock Island, FL 33040

Property at 65821 Overseas Hwy #168, Layton, FL 33001, 2 beds, 1 bath

$450,000

2 beds1 bath802 sq ft

65821 Overseas Hwy #168, Layton, FL 33001

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

$679,999

3 beds2 baths1,272 sq ft

970 95th Street Ocean, Marathon, FL 33050

Property at 20 Palm Dr, Key Largo, FL 33037, 3 beds, 2 baths

$625,000

3 beds2 baths1,136 sq ft

20 Palm Dr, Key Largo, FL 33037

Property at 62 Silver Springs Dr, Key Largo, FL 33037, 3 beds, 2 baths

$649,000

3 beds2 baths1,480 sq ft

62 Silver Springs Dr, Key Largo, FL 33037

Property at 36 E 2nd St Unit p4, Key Largo, FL 33037, 2 beds, 1 bath

$89,000

2 beds1 bath900 sq ft

36 E 2nd St Unit p4, Key Largo, FL 33037

Property at 3615 Eagle Ave, Key West, FL 33040, 3 beds, 4 baths

$2,919,000

3 beds4 baths3,461 sq ft

3615 Eagle Ave, Key West, FL 33040

Property at 5 Hilton Haven Dr, Key West, FL 33040, 4 beds, 4.5 baths

$1,695,000

4 beds4.5 baths2,027 sq ft

5 Hilton Haven Dr, Key West, FL 33040

Property at 36 E 2nd Unit 3P, Key Largo, FL 33037, 2 beds, 1 bath

$29,000

2 beds1 bath700 sq ft

36 E 2nd Unit 3P, Key Largo, FL 33037

Property at 545 Ixora Dr, Big Pine Key, FL 33043, 3 beds, 2 baths

$1,300,000

3 beds2 baths1,368 sq ft

545 Ixora Dr, Big Pine Key, FL 33043

Property at 547 Plante St, Key Largo, FL 33037, 3 beds, 2 baths

$769,000

3 beds2 baths1,288 sq ft

547 Plante St, Key Largo, FL 33037

(305) 451-4422

Property at 8 7th St, Key Colony Beach, FL 33051, 2 beds, 2 baths

$799,000

2 beds2 baths914 sq ft

8 7th St, Key Colony Beach, FL 33051

Property at 620 Thomas St #149, Key West, FL 33040, 2 beds, 1 bath

$869,000

2 beds1 bath680 sq ft

620 Thomas St #149, Key West, FL 33040

Property at 181 2nd Ct, Key Largo, FL 33037, 2 beds, 2 baths

$555,000

2 beds2 baths410 sq ft

181 2nd Ct, Key Largo, FL 33037

(305) 853-5982

Property at 325 Calusa Street #440, Key Largo, FL 33037, 2 beds, 1 bath

$270,000

2 beds1 bath— sq ft

325 Calusa Street #440, Key Largo, FL 33037

(786) 353-2513

Property at 23 Snapper Ave, Key Largo, FL 33037, 3 beds, 1 bath

$675,000

3 beds1 bath1,069 sq ft

23 Snapper Ave, Key Largo, FL 33037

Property at 12 Bay Dr, Key West, FL 33040, 3 beds, 1 bath

$972,000

3 beds1 bath1,400 sq ft

12 Bay Dr, Key West, FL 33040

Property at 851 104th St, Marathon, FL 33050, 3 beds, 3 baths

$5,200,000

3 beds3 baths3,216 sq ft

851 104th St, Marathon, FL 33050

Property at 53 Bonefish Ave, Key Largo, FL 33037, 3 beds, 2 baths

$735,000

3 beds2 baths1,120 sq ft

53 Bonefish Ave, Key Largo, FL 33037

(305) 451-4078

Property at 104000 Overseas Hwy Unit 6-6, Key Largo, FL 33037, 3 beds, 3 baths

$279,000

3 beds3 baths2,300 sq ft

104000 Overseas Hwy Unit 6-6, Key Largo, FL 33037

Property at 36 Park Rd, Islamorada, FL 33036, 4 beds, 3 baths

$1,495,000

4 beds3 baths2,277 sq ft

36 Park Rd, Islamorada, FL 33036

Property at 701 Spanish Main Dr #123, Cudjoe Key, FL 33042, 2 beds, 2 baths

$674,999

2 beds2 baths770 sq ft

701 Spanish Main Dr #123, Cudjoe Key, FL 33042

Property at 75433 Overseas Hwy, Islamorada, FL 33036, 4 beds, 4 baths

$3,999,000

4 beds4 baths2,624 sq ft

75433 Overseas Hwy, Islamorada, FL 33036

Property at 5031 5th Ave, Stock Island, FL 33040, 2 beds, 2 baths

$339,000

2 beds2 baths784 sq ft

5031 5th Ave, Stock Island, FL 33040

(305) 664-4444

Property at 69 Tingler Ln, Marathon, FL 33050, 5 beds, 4 baths

$3,450,000

5 beds4 baths3,244 sq ft

69 Tingler Ln, Marathon, FL 33050

Property at 812 Carsten Ln, Key West, FL 33040, 3 beds, 2 baths

$2,599,000

3 beds2 baths1,204 sq ft

812 Carsten Ln, Key West, FL 33040

Property at 2240 Harbor Dr, Marathon, FL 33050, 2 beds, 2 baths

$775,000

2 beds2 baths1,276 sq ft

2240 Harbor Dr, Marathon, FL 33050

Property at 1030 Snapper Ln, Key Largo, FL 33037, 2 beds, 2 baths

$659,000

2 beds2 baths— sq ft

1030 Snapper Ln, Key Largo, FL 33037

(954) 545-5583

Property at 31473 Warner St, Big Pine Key, FL 33043, 3 beds, 4 baths

$2,450,000

3 beds4 baths2,087 sq ft

31473 Warner St, Big Pine Key, FL 33043

(305) 664-4444

Property at 2928 Fogarty Ave, Key West, FL 33040, 3 beds, 2 baths

$849,500

3 beds2 baths1,488 sq ft

2928 Fogarty Ave, Key West, FL 33040

Property at 390 25th Street Ocean, Marathon, FL 33050, 3 beds, 2 baths

$725,000

3 beds2 baths1,000 sq ft

390 25th Street Ocean, Marathon, FL 33050

Property at 11285 3rd Avenue Gulf, Marathon, FL 33050, 3 beds, 2 baths

$990,000

3 beds2 baths1,242 sq ft

11285 3rd Avenue Gulf, Marathon, FL 33050

Property at 3206 Riviera Dr, Key West, FL 33040, 3 beds, 3.5 baths

$2,399,000

3 beds3.5 baths2,149 sq ft

3206 Riviera Dr, Key West, FL 33040

Property at 427 89th Street Ocean, Marathon, FL 33050, 2 beds, 2 baths

$675,000

2 beds2 baths945 sq ft

427 89th Street Ocean, Marathon, FL 33050

(305) 743-8328

Property at 110 Indian Ave, Tavernier, FL 33070, 3 beds, 2 baths

$685,000

3 beds2 baths1,080 sq ft

110 Indian Ave, Tavernier, FL 33070

(305) 451-4422

Property at Undisclosed address, Key West, FL 33040, 2 beds, 2.5 baths

$2,499,000

2 beds2.5 baths2,124 sq ft

Undisclosed address, Key West, FL 33040

(305) 743-5181

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Based on information submitted to the MLS GRID as of Fri Oct 09 2026. 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.

Single Story Homes for Sale in Monroe County

There are currently 206 single story homes for sale in Monroe County at a median listing price of $1.12M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Monroe County stay on the market for 155 days. This map is refreshed with the newest listings in Monroe County every 15 minutes.

In the past month, 143 homes have been sold in Monroe County. In addition to houses in Monroe County, there were also 217 condos, 119 townhouses, and 59 multi-family units for sale in Monroe County last month. Find your dream home in Monroe County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Monroe County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Monroe County. If you're looking to sell your home in the Monroe County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Monroe County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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