Homes with Parking for Sale in Monroe County, FL

296 homes

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ABOUT THIS HOME
Home with Parking for sale in Monroe County, FL:
Own A Peninsula and Marina! 'A one-of-a-kind residence with a private peninsula, offering 710ft of deep water dockage. A private marina on your own peninsula. Its like having your own resort! BIG BOATS are WELCOMED! Discover an extraordinary waterfront lifestyle with this magnificent 5-bedroom, 5-bath concrete home nestled on nearly an acre of prime land in Tavernier. What truly sets this property apart is the amount of land, it's like your own park, entertainment area and of course the 700+ feet of concrete dockage—a boater's paradise with deep water access leading directly to the open ocean and easy bay access for endless adventures. Whether you own a yacht or multiple boats, water

$4,900,000

5 beds5 baths3,499 sq ft

301 Oleander Dr, Tavernier, FL 33070

Private marina • Waterfront lifestyle • Deep water dockage

(305) 451-4078

ABOUT THIS HOME
Home with Parking for sale in Monroe County, FL:
Tropical waterfront retreat in the Florida Keys! This home offers a private pool, dock, and direct ocean access—perfect for boating, fishing, and enjoying the island lifestyle. The open layout is bright and inviting, with plenty of space for relaxing or entertaining. Ideal for Airbnb or vacation use, with zoning that allows short-term rentals. Enjoy stunning sunsets, lush tropical landscaping, and easy access to all the Keys have to offer. A true slice of paradise in a quiet, sought-after neighborhood!

$1,450,000

4 beds4 baths1,517 sq ft

2301 Yellowtail Dr, Marathon, FL 33050

Private pool • Dock • Quiet neighborhood

(813) 497-4441

ABOUT THIS HOME
Home with Parking for sale in Monroe County, FL:
Excellent Family Home or Investment Opportunity! Step into your new life in this beautifully elevated three-bedroom, two-bathroom home featuring new impact doors and windows, a for-year-old AC system, new kitchen, and a newer roof (only three years old with two years of warranty remaining). Bright and airy, the main floor is filled with natural light and positive energy, offering a spacious living and dining area and a spacious porch — a perfect spot to unwind and recharge. Nestled in Solana Village, with low HOA fees ($1,500 annually) and access to a large pool, this home radiates warmth, balance, and lasting comfort — a truly special place ready for its next loving owners.

$648,888

3 beds2 baths1,050 sq ft

3314 Northside Dr #55, Key West, FL 33040

$125 HOA • Garage • Built 1985

ABOUT THIS HOME
Home with Parking for sale in Monroe County, FL:
Escape to “The Castle”, a luxurious gated Gulf-front estate spanning 1.14 acres on Big Pine Key. Built in 2014 with poured concrete, impact windows/doors, elevator, and generator, this 4,600+ sq. ft. masterpiece offers 3 bedrooms, 3 baths, and breathtaking Gulf views. Boaters enjoy 235’ of dockage: 140’ protected canal dock with lift, ramp, and slip, plus 95’ open-water pier dock with lift and seawall. Inside, a chef’s kitchen with 10.5’ island, dual sinks, Jenn-Air gas range, and wood cabinetry flows to a grand family room, theater, and rooftop deck. The top-floor primary suite boasts water views, office, lounge, spa bath, and custom closet. Outsid

$6,450,000

3 beds3 baths4,687 sq ft

3742 Seagrape St, Big Pine Key, FL 33043

Gulf front estate • Protected canal dock • Gated estate

(305) 735-4095

ABOUT THIS HOME
Home with Parking for sale in Monroe County, FL:
Welcome to 109 Sapodilla Dr. , Islamorada—a true waterfront gem on the peaceful Sandy Cove Basin. This solid concrete home, including the roof, offers exceptional strength and peace of mind. Recently remodeled with stylish coastal finishes, it blends elegance with comfort. Enjoy an oversized, beautifully landscaped lot featuring a sparkling pool, jacuzzi, private dock, and boat ramp with deep-water access in a protected lagoon. Perfect for boating enthusiasts and outdoor living. A two-car garage adds storage and ease. Ideal as a full-time home or weekend retreat—Florida Keys living at its best. Don’t miss this rare opportunity to own a slice of paradise in one of Islamorad

$3,325,000

4 beds3.5 baths3,130 sq ft

109 Sapodilla Dr, Islamorada, FL 33036

Private dock • Deep-water access • Protected lagoon

(786) 556-3434

Property at 4203 Marina Villa Dr, Marathon, FL 33050, 2 beds, 2 baths

$749,900

2 beds2 baths1,338 sq ft

4203 Marina Villa Dr, Marathon, FL 33050

Property at 33 Pen Key Dr, Islamorada, FL 33036, 3 beds, 2.5 baths

$2,495,000

3 beds2.5 baths4,537 sq ft

33 Pen Key Dr, Islamorada, FL 33036

Property at 9300 Overseas Hwy, Marathon, FL 33050, 5 beds, 7.5 baths

$21,000,000

5 beds7.5 baths8,573 sq ft

9300 Overseas Hwy, Marathon, FL 33050

(305) 743-5181

Property at 8 Sadowski, Key Col Bch, FL 33051, 3 beds, 3 baths

$1,500,000

3 beds3 baths1,440 sq ft

8 Sadowski, Key Col Bch, FL 33051

Property at 67 N Bounty Ln, Key Largo, FL 33037, 4 beds, 3 baths

$5,699,000

4 beds3 baths2,926 sq ft

67 N Bounty Ln, Key Largo, FL 33037

(305) 849-3375

Property at 680 Cruikshank, Summerland Key, FL 33042, 3 beds, 3 baths

$2,800,000

3 beds3 baths3,013 sq ft

680 Cruikshank, Summerland Key, FL 33042

Property at 617 Front St Unit A54/Week 49, Key West, FL 33040, 2 beds, 2 baths

$60,000

2 beds2 baths1,100 sq ft

617 Front St Unit A54/Week 49, Key West, FL 33040

Property at 88351 Old Hwy, Islamorada, FL 33036, 6 beds, 9 baths

$20,995,000

6 beds9 baths7,738 sq ft

88351 Old Hwy, Islamorada, FL 33036

Property at 8 Sadowski Cswy, Key Colony Beach, FL 33051, 3 beds, 3 baths

$1,500,000

3 beds3 baths1,440 sq ft

8 Sadowski Cswy, Key Colony Beach, FL 33051

Property at 82768 Overseas Hwy, Islamorada, FL 33036, 7 beds, 9.5 baths

$25,000,000

7 beds9.5 baths6,935 sq ft

82768 Overseas Hwy, Islamorada, FL 33036

Property at 87429 Old Hwy, Islamorada, FL 33036, 6 beds, 8 baths

$19,495,000

6 beds8 baths6,692 sq ft

87429 Old Hwy, Islamorada, FL 33036

Property at 204 Ocean Blvd, Tavernier, FL 33070, 2 beds, 1 bath

$475,000

2 beds1 bath816 sq ft

204 Ocean Blvd, Tavernier, FL 33070

Property at 28573 Le Grand Rd, Summerland Key, FL 33042, 3 beds, 3 baths

$1,899,000

3 beds3 baths1,998 sq ft

28573 Le Grand Rd, Summerland Key, FL 33042

Property at 82749 Old Hwy, Islamorada, FL 33036, 3 beds, 3 baths

$7,750,000

3 beds3 baths1,485 sq ft

82749 Old Hwy, Islamorada, FL 33036

Property at 3300 Riviera Dr, Key West, FL 33040, 4 beds, 4.5 baths

$5,454,400

4 beds4.5 baths3,577 sq ft

3300 Riviera Dr, Key West, FL 33040

Property at 20 Eagle Dr, Key Largo, FL 33037, 4 beds, 4 baths

$1,600,000

4 beds4 baths1,350 sq ft

20 Eagle Dr, Key Largo, FL 33037

(305) 503-3998

Property at 264 Lincoln Ave, Tavernier, FL 33070, 3 beds, 2 baths

$899,000

3 beds2 baths1,040 sq ft

264 Lincoln Ave, Tavernier, FL 33070

(305) 451-4422

Property at 74 Pelican Ln, Big Pine Key, FL 33043, 2 beds, 2 baths

$730,000

2 beds2 baths1,152 sq ft

74 Pelican Ln, Big Pine Key, FL 33043

(786) 847-7421

Property at 101 Windy Point Cir, Marathon, FL 33050, 4 beds, 2.5 baths

$2,750,000

4 beds2.5 baths3,260 sq ft

101 Windy Point Cir, Marathon, FL 33050

Property at 365 S Harbor Dr, Key Largo, FL 33037, 5 beds, 6.5 baths

$7,950,000

5 beds6.5 baths5,400 sq ft

365 S Harbor Dr, Key Largo, FL 33037

(305) 439-5299

Property at 136 Giardino Dr, Islamorada, FL 33036, 4 beds, 3 baths

$3,699,000

4 beds3 baths3,481 sq ft

136 Giardino Dr, Islamorada, FL 33036

Property at 64 Tarpoon Ln, Key Largo, FL 33037, 3 beds, 3 baths

$12,995,000

3 beds3 baths— sq ft

64 Tarpoon Ln, Key Largo, FL 33037

(305) 367-3600

Property at 72 First Ct, Key Largo, FL 33037, 2 beds, 2 baths

$399,000

2 beds2 baths1,284 sq ft

72 First Ct, Key Largo, FL 33037

Property at 81 John Silver Dr, Key Largo, FL 33037, 2 beds, 1 bath

$499,000

2 beds1 bath840 sq ft

81 John Silver Dr, Key Largo, FL 33037

Property at 157 Caloosa St, Tavernier, FL 33070, 3 beds, 3 baths

$1,499,900

3 beds3 baths1,769 sq ft

157 Caloosa St, Tavernier, FL 33070

Property at 89251 Old Hwy, Tavernier, FL 33070, 3 beds, 3 baths

$12,500,000

3 beds3 baths1,243 sq ft

89251 Old Hwy, Tavernier, FL 33070

Property at 145 Plantation Blvd, Islamorada, FL 33036, 3 beds, 2.5 baths

$1,479,000

3 beds2.5 baths2,117 sq ft

145 Plantation Blvd, Islamorada, FL 33036

Property at 151 Lake Rd, Tavernier, FL 33070, 3 beds, 4 baths

$3,800,000

3 beds4 baths2,682 sq ft

151 Lake Rd, Tavernier, FL 33070

Property at 2525 Patterson Ave, Key West, FL 33040, 3 beds, 2 baths

$1,199,000

3 beds2 baths1,232 sq ft

2525 Patterson Ave, Key West, FL 33040

Property at 112 Peace Ave, Tavernier, FL 33070, 4 beds, 2 baths

$799,000

4 beds2 baths1,512 sq ft

112 Peace Ave, Tavernier, FL 33070

Property at 27 Evergreen Ave, Key West, FL 33040, 4 beds, 3.5 baths

$3,150,000

4 beds3.5 baths3,019 sq ft

27 Evergreen Ave, Key West, FL 33040

Property at 17054 Coral Dr, Summerland Key, FL 33042, 4 beds, 3.5 baths

$1,999,999

4 beds3.5 baths2,422 sq ft

17054 Coral Dr, Summerland Key, FL 33042

(305) 294-5155

Property at 87445 Old Hwy, Islamorada, FL 33036, 5 beds, 4 baths

$4,495,000

5 beds4 baths4,014 sq ft

87445 Old Hwy, Islamorada, FL 33036

Property at 43 Venetian Way, Summerland Key, FL 33042, 3 beds, 2 baths

$1,150,000

3 beds2 baths1,250 sq ft

43 Venetian Way, Summerland Key, FL 33042

Property at 1616 Atlantic Blvd #13, Key West, FL 33040, 2 beds, 2.5 baths

$1,499,000

2 beds2.5 baths2,016 sq ft

1616 Atlantic Blvd #13, Key West, FL 33040

Property at 118 Villa Bella Dr, Islamorada, FL 33036, 5 beds, 5.5 baths

$6,499,000

5 beds5.5 baths5,195 sq ft

118 Villa Bella Dr, Islamorada, FL 33036

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Based on information submitted to the MLS GRID as of Sun Nov 30 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.

Homes with Parking for Sale in Monroe County

There are currently 296 homes with parking homes for sale in Monroe County at a median listing price of $1.2M. 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 151 days. This map is refreshed with the newest listings in Monroe County every 15 minutes.

In the past month, 135 homes have been sold in Monroe County. In addition to houses in Monroe County, there were also 255 condos, 145 townhouses, and 57 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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