Luxury homes for sale & real estate in Monroe County, FL

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3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Monroe County, FL:
Located in the heart of Key West's Historic District, 905 Grinnell Street is a distinctive multi-unit property that blends architectural character with strong investment performance. Originally built as a church, the structure has been thoughtfully converted into four residential units totaling 3,383 square feet. Each unit is individually metered and currently leased, offering a stable and reliable return. The property offers stable, predictable cash flow in one of Florida's most desirable markets, with a central location that places it within walking distance of local shops, dining, and attractions. Whether expanding your portfolio or seeking a turnkey income-producing property, 905 Grinne

$2,095,000

8 beds4 baths3,383 sq ft

905 Grinnell St, Key West, FL 33040

Individually metered • Central location • Historic charm

ABOUT THIS HOME
Luxury Home for sale in Monroe County, FL:
Stunning Bayfront Opportunity with Western Sunset Views | Tavernier Positioned on Two 6,975 SqFt, Prime Waterfront Lots, with year-round western exposure, this one-of-a-kind Bayfront Property captures spectacular sunset views and offers a unique combination of existing income potential and future luxury development. Once a full duplex, the northside half has been professionally demolished and offers Approved Plans for a 3,300 SqFt, 3 BED/4 BATH, Three-Story Custom Residence! The architectural plans feature over 2,000 SqFt of covered Bayfront porches and an expansive rooftop deck, all designed to showcase the open water views and embrace the coastal lifestyle. The southside portion of the

$2,650,000

2 beds1 bath776 sq ft

190 & 192 Harborview Dr, Tavernier, FL 33070

Approved plans • Waterfront lots • Bayfront opportunity

NEW CONSTRUCTION

ABOUT THIS HOME
Luxury Home for sale in Monroe County, FL:
& #127969; Welcome to Emerald Flats a Waterfront Community in the heart of Marathon! Your brand-new dream home is here: & #10024; Gated community entryway & #10024; Gulf front water views and private boat docking. & #10024; Built for efficiency and comfort there are 4 Bedrooms | 4 Bathrooms - space for everyone & #10024; High ceilings & open floor plan for a modern feel & #10024; KitchenAid stainless appliances + quartz countertops & #10024; Separate bar/entertainment space & #10024; Fully furnished with luxury coastal style - just bring your suitcases! & #10024; Boat Slip 29 included (45' long x 14.75' wide) & #128205; Location: Emera

$2,550,000

4 beds4 baths2,266 sq ft

815 39Th St Gulf St, Marathon, FL 33050

4,696 sq ft lot • Pool • Built 2025

ABOUT THIS HOME
Luxury Home for sale in Monroe County, FL:
Boater’s dream in White Marlin Beach, Islamorada! Unique 2-story single-family home with split layout: two 2BD/1BA units, each ~800 sq ft with separate entrances and a laundry unit. 70' dock with private boat ramp on a tranquil mangrove canal—just 7 homes from the bay! Plenty of parking for RVs/trailers. Enjoy access to the White Marlin’s private homeowners park and beach, one of the only white sand beaches for miles. Perfect for extended family, guests and rental income potential. Don’t miss this rare opportunity in one of the Keys’ most sought-after neighborhoods!

$1,990,000

4 beds2 baths1,680 sq ft

164 Venetian Dr, Islamorada, FL 33036

Washer and dryer • Multi-unit property • Large storage shed

(954) 477-7332

ABOUT THIS HOME
Luxury Home for sale in Monroe County, FL:
3BR/2.5BA 2 story townhouse with its own private pool and professionally landscaped yard with lush vegetation for ultimate privacy. The downstairs boasts an open concept living room, dining area and kitchen. The living area opens to the outdoor porch, pool and tropically landscaped yard with irrigation and lighting. Upstairs you will find the primary bedroom with en-suite bathroom and great closet storage. There are two more bedrooms, a guest bath upstairs and the washer/dryer closet. Upgrades include a powder room on the first floor, 42'' cabinets, breakfast bar, engineered hand-scraped walnut floors throughout, crown moldings, upstairs laundry and more. Impeccably maintained, furniture ne

$1,125,000

3 beds2.5 baths1,060 sq ft

32 Golf Club Dr, Key West, FL 33040

Private pool • Outdoor porch • $510 HOA

Property at 3841 N Roosevelt Blvd #332, Key West, FL 33040, 2 beds, 2.5 baths

$1,949,000

2 beds2.5 baths1,357 sq ft

3841 N Roosevelt Blvd #332, Key West, FL 33040

Property at 8700 Overseas Hwy Lot 9, Marathon, FL 33050, 4 beds, 3.5 baths

$4,900,000

4 beds3.5 baths3,780 sq ft

8700 Overseas Hwy Lot 9, Marathon, FL 33050

Property at 3841 N Roosevelt Blvd #315, Key West, FL 33040, 2 beds, 2.5 baths

$1,949,000

2 beds2.5 baths1,357 sq ft

3841 N Roosevelt Blvd #315, Key West, FL 33040

Property at 818 39th St, Marathon, FL 33050, 5 beds, 4 baths

$2,425,000

5 beds4 baths2,298 sq ft

818 39th St, Marathon, FL 33050

Property at 21082 6Th Ave, Summerland Key, FL 33042

$999,000

— beds— baths— sq ft

21082 6Th Ave, Summerland Key, FL 33042

Property at 229 Coral Rd, Islamorada, FL 33036

$1,685,000

— beds— baths— sq ft

229 Coral Rd, Islamorada, FL 33036

Property at 172 Iroquois Dr, Islamorada, FL 33036

$1,050,000

— beds— baths— sq ft

172 Iroquois Dr, Islamorada, FL 33036

Property at Oharas Key Street Gulf, Saddlebunch, FL 33040

$1,499,000

— beds— baths— sq ft

Oharas Key Street Gulf, Saddlebunch, FL 33040

Property at 561 Gordon Cir, Key Largo, FL 33037

$925,000

— beds— baths— sq ft

561 Gordon Cir, Key Largo, FL 33037

(855) 450-0442

Property at 322 E Seaview Dr, Marathon, FL 33050

$2,150,000

— beds— baths— sq ft

322 E Seaview Dr, Marathon, FL 33050

Property at 306 Lime St, Key Largo, FL 33037

$1,175,000

— beds— baths— sq ft

306 Lime St, Key Largo, FL 33037

(305) 697-2904

Property at 219 W Seaview Dr, Duck Key, FL 33050

$2,950,000

— beds— baths— sq ft

219 W Seaview Dr, Duck Key, FL 33050

Property at Lot 25 Gardenia St, Tavernier, FL 33070

$1,039,000

— beds— baths— sq ft

Lot 25 Gardenia St, Tavernier, FL 33070

(954) 545-5583

Property at 306 NE Lime St Unit NA, Key Largo, FL 33037

$1,175,000

— beds— baths— sq ft

306 NE Lime St Unit NA, Key Largo, FL 33037

Property at 1513 Seminary St, Key West, FL 33040

$1,550,000

— beds— baths— sq ft

1513 Seminary St, Key West, FL 33040

Property at 1720 United St, Key West, FL 33040

$850,000

— beds— baths— sq ft

1720 United St, Key West, FL 33040

Property at 3705 Eagle Ave, Key West, FL 33040

$859,500

— beds— baths— sq ft

3705 Eagle Ave, Key West, FL 33040

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Luxury Homes for Sale in Monroe County

There are currently 1070 luxury 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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