Monroe County, FL Homes

/71
$9,995,000
- 4 Beds
- 5 Baths
- 4,752 Sq Ft
1355 Coury Dr, Key Colony Beach, FL 33051

Experience elevated luxury at this oceanfront home in the exclusive Key Colony Beach in the Florida Keys. Situated on an immaculate gated double lot, with a private sandy beach and lush tropical landscaping, this unique property offers unparalleled resort-style amenities! Upon entry into a grand foyer, custom scrolling staircases lead to an opulent great room, highlighting the view of the

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(786) 431-0881

1355 Coury Dr, Key Colony Beach, FL 33051
/15
$3,400 per month
- 3 Beds
- 2 Baths
- 1,574 Sq Ft
- House for Rent
12 S Andros Rd, Key Largo, FL 33037

Beautiful 3-bedroom, 2-bath home with a versatile bonus room that can easily serve as a 4th bedroom, office, or guest space. Located in desirable North Key Largo, this home features a large fenced yard with plenty of room for boat or RV storage. Enjoy peace of mind with new impact windows and a durable metal roof. Conveniently situated near Garden Cove Marina, popular restaurants, shopping, and

Tara Graham The Keyes Company

12 S Andros Rd, Key Largo, FL 33037
/55
$760,000 Sold Mar 18, 2026

104350 Overseas Hwy Unit A502 Plus Boat Slip, Key Largo, FL 33037
- 2 Beds
- 1.5 Baths
- 947 Sq Ft
- Built 1976
Last Sold Summary
- 4% Below List Price
- $803/SF
- 1 Day On Market
Current Estimated Value $768,100

Last Listing Agent richard RAYMOND RE/MAX Complete Solutions

104350 Overseas Hwy Unit A502 Plus Boat Slip, Key Largo, FL 33037

/35
Est $1,398,261 Not Listed For Sale

755 101st St, Marathon, FL 33050
- 3 Beds
- 2 Baths
- 1,464 Sq Ft
- Built 1973
755 101st St, Marathon, FL 33050

Last Sold Summary
- 2% Above List Price
- $939/SF
- 83 Days On Market
Last Sold Price $1,375,000

Last Listing Agent Alyson Bainbridge Coldwell Banker Schmitt Real Estate Co.

/63
$2,750,000
- 4 Beds
- 4 Baths
- 2,478 Sq Ft
112 Leoni Dr, Islamorada, FL 33036

PRICE IMPROVEMENT!!! LOOKING FOR THE PREMIER DEEP WATER OCEAN/BAY ACCESS COMMUNITY? Discover the epitome of waterfront living in the exclusive community of Venetian Shores in Islamorada. Renowned for its expansive 100-foot-wide canals, this neighborhood provides unparalleled access to both the Atlantic Ocean and Florida Bay via Snake Creek--ideal for boating enthusiasts. This meticulously updated

Shane Wilson

Cypress Realty, Inc.

(786) 882-9199

112 Leoni Dr, Islamorada, FL 33036
/2
$7,000 per month
- 4 Beds
- 2 Baths
- 1,900 Sq Ft
- House for Rent
1330 3rd St, Key West, FL 33040

Property Id: 2292938Move-in ready Key West living! Close to shopping, schools, beaches and Old Town.Property Highlights•Spacious 4 bedrooms / 2 bathrooms•~1,900 sq ft•Fenced yard with covered porch•Pet-friendly with deposit•Annual lease - $7,000 per month•Utilities not included•Credit/Background Check This home combines comfort, space, and

1330 3rd St, Key West, FL 33040
/16
$500,000 Sold Jul 10, 2025

9 7th St, Key Colony Beach, FL 33051
- 2 Beds
- 2 Baths
- 885 Sq Ft
- Built 1966
Last Sold Summary
- $565/SF
- 0 Days On Market
Current Estimated Value $494,584

Last Listing Agent Karen Raspe, PA Ocean Sotheby's International Realty

9 7th St, Key Colony Beach, FL 33051

/74
Est $3,309,602 Not Listed For Sale

2030 Avenue H, Marathon, FL 33050
- 4 Beds
- 3 Baths
- 2,178 Sq Ft
- Built 2002
2030 Avenue H, Marathon, FL 33050

Last Sold Summary
- 1% Below List Price
- $1,538/SF
- 49 Days On Market
Last Sold Price $3,350,000

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

/71
$525,000
- 2 Beds
- 1.5 Baths
- 816 Sq Ft
701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042

Canal-front Paradise Awaits! Incredible view from your back deck!Unit 453 in Venture Out.Experience the epitome of waterfront Florida Keys living in this charming two-bedroom, two-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home boasts:* Prime Canal front Location: Enjoy direct access to the water from your private 17 ft seawall.* Community

Ian Calderwood

Bluescape Real Estate

(786) 977-2397

701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042
/32
$3,200 per month
- 2 Beds
- 2 Baths
- 960 Sq Ft
- House for Rent
133 E Silver Palm Ave, Tavernier, FL 33070

Fully furnished 2 bedroom, 2 bathroom elevated home located in the desirable Harry Harris Park neighborhood in Tavernier. This cute coastal-style home features a bright living space, charming porch, and a comfortable layout for everyday living.The primary bedroom offers a large walk-in closet and en-suite bathroom, and the home includes washer and dryer plus WiFi included in rent.The fully gated

Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

133 E Silver Palm Ave, Tavernier, FL 33070
/61
$700,000 Sold Jun 12, 2025

202 51st St, Marathon, FL 33050
- 2 Beds
- 1 Bath
- 1,053 Sq Ft
- Built 1971
Last Sold Summary
- 12% Below List Price
- $665/SF
- 29 Days On Market
Last Listing Agent Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

202 51st St, Marathon, FL 33050

/27
Not Listed For Sale

115 Long Key Rd, Key Largo, FL 33037
- 2 Beds
- 2 Baths
- 1,360 Sq Ft
- Built 1999
115 Long Key Rd, Key Largo, FL 33037

Last Sold Summary
- $684/SF
- 7 Days On Market
Last Sold Price $930,000

Last Listing Agent Sari Libbin Douglas Elliman

/82
$665,000 Under Contract
- 2 Beds
- 2 Baths
- 900 Sq Ft
45 Spoonbill Way, Key West, FL 33040

PRICE ENHANCEMENT! Tucked w/in the gated Key West Golf Club community, this beautifully maintained home offers comfort, privacy, and classic Key West charm. From the moment you step onto the property, it feels like ''home.'' Beautifully landscaped front yard, river rocks, gray brick, solar lighting & vibrant tropical foliage. Impeccably maintained. Inviting, freshly stained front porch, cozy palm

Robin Mitchell

Keller Williams Key West Compass Realty

(786) 755-5090

45 Spoonbill Way, Key West, FL 33040
/20
$8,647 per month
- 5 Beds
- 3 Baths
- 3,121 Sq Ft
- Condo for Rent
90B Sombrero Beach Rd Unit SI ID1269389P, Marathon, FL 33050

The advertised rate of $8,648/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 31, 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

90B Sombrero Beach Rd Unit SI ID1269389P, Marathon, FL 33050
/19
$470,000 Sold Apr 07, 2025

133 Sunrise Dr, Tavernier, FL 33070
- 2 Beds
- 1.5 Baths
- 1,368 Sq Ft
- Built 1949
Last Sold Summary
- 21% Below List Price
- $344/SF
- 98 Days On Market
Current Estimated Value $528,732

Last Listing Agent Pierre Bellion Ocean Sotheby's International Realty

133 Sunrise Dr, Tavernier, FL 33070

/57
Est $5,274,890 Not Listed For Sale

124 Sunrise Dr, Marathon, FL 33050
- 5 Beds
- 5.5 Baths
- 5,200 Sq Ft
- Built 2010
124 Sunrise Dr, Marathon, FL 33050

Last Sold Summary
- 4% Above List Price
- $1,056/SF
- 53 Days On Market
Last Sold Price $5,490,000

Last Listing Agent Jo Ann Cook Ocean Sotheby's International Realty

/43
$1,324,000
- 3 Beds
- 2 Baths
- 1,378 Sq Ft
1712 Laird St, Key West, FL 33040

Located in the heart of Key West, 1712 Laird Street offers a rare blend of central convenience and residential tranquility. Positioned within a short stroll of Smathers Beach, Higgs Beach Park, the Key West Nature Preserve, White Street Pier, and the island's beloved Garden Club and dog park, this home places the best of the island lifestyle quite literally at your doorstep. Duval Street and the

Matthew Sheehan

Ocean Sotheby's International Realty

(305) 902-5415

1712 Laird St, Key West, FL 33040
/21
$3,100 per month
- 2 Beds
- 1 Bath
- 950 Sq Ft
- House for Rent
919 Lobster Ln, Key Largo, FL 33037

LOCATION! LOCATION! Great Little Conch House yet spacious lay out and huge! Backyard with room for boat and/or RV in sought after neighborhood on the ocean side off MM 95 is being offered for rent This 2/1 Home is located within walking distance to stunning views of the open waters Come see it and stay to make some beautiful memories

Ernie Echauri RE/MAX All Keys Real Estate

919 Lobster Ln, Key Largo, FL 33037
/30
$930,000 Sold Aug 01, 2025

608 Roberts Ln, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,700 Sq Ft
- Built 1933
Last Sold Summary
- 41% Below List Price
- $547/SF
- 189 Days On Market
Current Estimated Value $1,022,029

Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)

608 Roberts Ln, Key West, FL 33040

/42
Est $1,939,595 Not Listed For Sale

106 Tequesta St, Tavernier, FL 33070
- 4 Beds
- 4 Baths
- 2,800 Sq Ft
- Built 2022
106 Tequesta St, Tavernier, FL 33070

Last Sold Summary
- 11% Above List Price
- $621/SF
- 281 Days On Market
Last Sold Price $1,740,000

Last Listing Agent Elsy Gonzalez Golden International Realty

/16
$9,888,000
- 3 Beds
- 2 Baths
- 2,071 Sq Ft
1430 Vernon Ave Unit 1-2, Key West, FL 33040

Fabulous Find on the Atlantic Side of Key West! Welcome to a truly unique opportunity in the heart of Key West.As the last and only remaining undeveloped property in the Historic Commercial Tourist District (HCT zone), this listing presents a rare and final chance to create something extraordinary. Imagine waking up to breathtaking, unobstructed ocean and beach views every day. Seabirds passing

Irina Pytlik

Keys Top Realty LLC

(786) 981-9652

1430 Vernon Ave Unit 1-2, Key West, FL 33040
/20
$3,800 per month
- 2 Beds
- 2 Baths
- 1,130 Sq Ft
- House for Rent
618 N Silver Cir, Key Largo, FL 33037

Property Id: 2428338Price is for a six months LeaseSEASONAL RENTAL are possible for 2026-2027SUMMER SPECIALS AVAILABLE MINIMUM 3 Months (association requirement)If you are looking for a Home in Key Largo then come see ours, a beautiful OCEANVIEW large 2/2 with an air-conditioned front porch area. It has been recently renovated and has all brand new furnishings.

618 N Silver Cir, Key Largo, FL 33037
/6
$600,000 Sold Dec 01, 2025

101551 Overseas Hwy Unit 57, Key Largo, FL 33037
- Land
Last Sold Summary
- 5% Below List Price
- 8 Days On Market
Current Estimated Value $619,569

Last Listing Agent Kelly Randin RE/MAX All Keys Real Estate

101551 Overseas Hwy Unit 57, Key Largo, FL 33037

/50
Est $1,887,127 Not Listed For Sale

129 Bimini Dr, Duck Key, FL 33050
- 4 Beds
- 3.5 Baths
- 3,319 Sq Ft
- Built 2020
129 Bimini Dr, Duck Key, FL 33050

Last Sold Summary
- 9% Above List Price
- $520/SF
- 305 Days On Market
Last Sold Price $1,725,000

Last Listing Agent Sheryl Phillips Coldwell Banker Schmitt Real Estate Co.

/89
$799,000
- 2 Beds
- 3 Baths
- 930 Sq Ft
37 Spoonbill Way, Key West, FL 33040

PERFECTION! Ideally positioned on coveted poolside setting of Spoonbill Way. Classic Conch-style residence captures refined elegance/island living w/in the gated Golf Club. Framed by tropical landscaping, traditional white picket fencing, reflecting an EXCEPTIONAL level of stewardship to an UNSURPASSED level where quintessential improvements, meticulous attention to detail defines the property.

Robin Mitchell

Keller Williams Key West Compass Realty

(645) 220-2705

37 Spoonbill Way, Key West, FL 33040
/5
$3,900 per month
- 4 Beds
- 3 Baths
- 1,406 Sq Ft
- House for Rent
210 W 2nd Ct, Key Largo, FL 33037

Annual Rental - Beautiful, Fully Furnished 4 Bedroom / 3 Bathroom Home on the Water. Step into this elegantly furnished, move-in-ready home offering comfort, style, and convenience. Thoughtfully decorated and updated throughout, this property provides everything you need from day one -- just bring your toothbrush. Inviting patio perfect for relaxing or entertaining.Spacious parking area for

Tracey Petrusha Venture Realty Group

210 W 2nd Ct, Key Largo, FL 33037
/20
$865,000 Sold Feb 24, 2026

102 Snapper Creek Dr, Layton, FL 33001
- 3 Beds
- 2 Baths
- 1,056 Sq Ft
- Built 2005
Last Sold Summary
- 6% Below List Price
- $819/SF
- 72 Days On Market
Current Estimated Value $869,941

Last Listing Agent Alberto Martinez Keller Williams Capital Realty

102 Snapper Creek Dr, Layton, FL 33001

/68
Est $3,068,450 Not Listed For Sale

127 Marina Ave, Key Largo, FL 33037
- 4 Beds
- 3.5 Baths
- 3,470 Sq Ft
- Built 2017
127 Marina Ave, Key Largo, FL 33037

Last Sold Summary
- 3% Below List Price
- $908/SF
- 97 Days On Market
Last Sold Price $3,150,000

Last Listing Agent Pete Riveiro The Firm Realty Group

/57
$2,295,000
- 3 Beds
- 2 Baths
- 1,900 Sq Ft
937 Gulf Dr, Summerland Key, FL 33042

Step into island elegance with this beautifully remodeled 3-bedroom, 2. bath waterfront home in one of the Florida Keys' most coveted boating communities -- Summerland Key Cove. Originally built in 2008 and completely redesigned in 2024, this residence blends contemporary coastal design with the solid construction and storm-safe features that matter most.Modern Coastal Interiors:The interior

Sandra Tuttle

Island Welcome Real Estate

(786) 751-4617

937 Gulf Dr, Summerland Key, FL 33042
/21
$1,995 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Condo for Rent
1320 Angela St Unit Lower, Key West, FL 33040

Exceptionally Clean; Renovated; Tastefully Furnished; Ground FloorIn Classic Conch Cottage; Quiet Highly Desirable Neighborhood inKey West Old Town Annex: aka: The MeadowsAll Updated Stainless Kitchen Appliances / Washer / Dryer / ClotheslineFurnished Front Porch / Furnished Back Deck / Landscaped Back AreaOn Street Parking / Bicycle Corral in FrontNO SMOKE / NO

1320 Angela St Unit Lower, Key West, FL 33040
/39
$1,250,000 Sold Apr 22, 2025

401 Calle Limon, Marathon, FL 33050
- 4 Beds
- 2 Baths
- 1,502 Sq Ft
- Built 1981
Last Sold Summary
- 4% Below List Price
- $832/SF
- 229 Days On Market
Current Estimated Value $1,258,532

Last Listing Agent Wesley Ulloa Luxe Properties

401 Calle Limon, Marathon, FL 33050

/10
Est $783,119 Not Listed For Sale

57434 Gibson St, Marathon, FL 33050
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 2018
57434 Gibson St, Marathon, FL 33050

Last Sold Summary
- 2% Above List Price
- $550/SF
- 405 Days On Market
Last Sold Price $770,000

Last Listing Agent Lisa Wiebe Coldwell Banker Schmitt Real Estate Co.

/69
$3,168,000
- 3 Beds
- 3 Baths
- 2,262 Sq Ft
524 Southard St, Key West, FL 33040

Welcome to 524 Southard Street, an extraordinary luxury offering in the heart of Old Town Key West that blends upscale finishes, commercial versatility, & superior sustainable construction just steps from Duval Street. This fully renovated mixed-use property features 2,262 sq. ft. of refined interior space designed with modern industrial style & historic Key West character. Inside, soaring 14'

Tommy Mack

Coastal Collection Real Estate Inc.

(786) 396-7585

524 Southard St, Key West, FL 33040
/17
$4,200 per month
- 2 Beds
- 2 Baths
- 1,600 Sq Ft
- House for Rent
203 Bessie Rd, Tavernier, FL 33070

Enjoy easy Florida Keys living in this 2-bedroom, 2-bath unfurnished annual rental! Featuring an open layout, bright living spaces, and a spacious primary suite with private bath. The second bedroom and bathroom is perfect for guests or a home office. This home is perfect for year-round comfort. Relax on your private patio or balcony and soak in the sunshine. Conveniently located near schools,

Lizette Miller Coldwell Banker Schmitt Islamorada

203 Bessie Rd, Tavernier, FL 33070
/22
$1,275,000 Sold Feb 09, 2026

56 Pelican Rd, Marathon, FL 33050
- 2 Beds
- 1 Bath
- 864 Sq Ft
- Built 1968
Last Sold Summary
- 20% Below List Price
- $1,476/SF
- 382 Days On Market
Current Estimated Value $1,621,585

Last Listing Agent Valeria Perez Trust Invest Real Estate Corp

56 Pelican Rd, Marathon, FL 33050

/2
Est $2,875,250 Not Listed For Sale

80639 Old Hwy Unit 203, Islamorada, FL 33036
- 4 Beds
- 5 Baths
- 2,539 Sq Ft
- Built 2020
80639 Old Hwy Unit 203, Islamorada, FL 33036

Last Sold Summary
- 4% Below List Price
- $1,182/SF
Last Sold Price $3,000,000

Last Listing Agent Patti Stanley Coldwell Banker Schmitt Islamorada

/11
$399,000
- 3 Beds
- 2 Baths
- 1,104 Sq Ft
744 Trinidad Ln, Summerland Key, FL 33042

Positioned to capture beautiful open water views of Pine Channel, this property sits in a quiet neighborhood that blends privacy with convenience. Spanning6,000 sq ft, this lot offers a rare opportunity to secure space, flexibility, and open water views in the Lower Keys. Enjoy being just minutes from shopping, restaurants, nightlife, the nature park, and the Big Pine Community Park while

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(786) 503-8190

744 Trinidad Ln, Summerland Key, FL 33042
/10
$3,000 per month
- 3 Beds
- 2.5 Baths
- 1,216 Sq Ft
- House for Rent
374 73rd St, Marathon, FL 33050

This 3 Bedroom/2.5 Bath townhouse is available in Mid May 2026! Kitchen has new white upgraded cabinets and stainless steel appliances. Parking under the house. Front balcony off the living room. Master bedroom has private bath and front balcony as well! Ready for MOVE-IN Mid May. Pets considered.

374 73rd St, Marathon, FL 33050
/53
$3,500,000 Sold Aug 08, 2025

407-415 Olivia St, Key West, FL 33040
- 6 Beds
- 5 Baths
- 3,171 Sq Ft
- Built 1964
Last Sold Summary
- 18% Below List Price
- $1,104/SF
- 134 Days On Market
Current Estimated Value $3,462,863

Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

407-415 Olivia St, Key West, FL 33040

/53
Est $2,202,893 Not Listed For Sale

81906 Overseas Hwy, Islamorada, FL 33036
- 4 Beds
- 3.5 Baths
- 1,829 Sq Ft
- Built 2020
81906 Overseas Hwy, Islamorada, FL 33036

Last Sold Summary
- 7% Above List Price
- $1,121/SF
- 13 Days On Market
Last Sold Price $2,050,000

Last Listing Agent Marisa Hawayek DK International Rlty Inc.

Showing Results 281 - 320, Page 8 of 18

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