Monroe County, FL Homes

/49
$698,800
- 3 Beds
- 2 Baths
- 1,039 Sq Ft
29048 Iris Dr, Big Pine Key, FL 33043

50' wide canal provides great boat access to the Atlantic and back country via Pine Channel for excellent fishing and diving in the stunning waters of the Lower Keys. If you're looking for a move-in ready stilt home at an entry-level price, this is it! Many updates have been made in recent years including impact-resistant windows and doors, new stainless steel kitchen appliances, water heater,

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(833) 974-5892

29048 Iris Dr, Big Pine Key, FL 33043
/41
$7,500 per month
- 4 Beds
- 3 Baths
- 2,581 Sq Ft
- House for Rent
103 Starfish Ln, Tavernier, FL 33070

Awesome view of the Bay from the Chickee Hut Dock to Full Roof Top Patio. 2 story Large Master Bedroom with Steam Shower. Concrete L shaped dock with 15,000 lb lift. There is also a cocktail pool to enjoy after a day out on the water. Ready for your families dream vacation in the Florida Keys. Fantastic Neighbors and Neighborhood. Great water access!! King bed in main bedroom queen beds in the

George Matter EXP Realty LLC

103 Starfish Ln, Tavernier, FL 33070
/30
$1,800,000 Sold Jul 08, 2025

214 Fleming St, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,312 Sq Ft
- Built 1995
Last Sold Summary
- 8% Below List Price
- $1,372/SF
- 136 Days On Market
Current Estimated Value $1,828,490

Last Listing Agent Rodney Culiver Last Key Realty, Inc (KW)

214 Fleming St, Key West, FL 33040

/22
Est $399,204 Not Listed For Sale

40 High Point Rd Unit B-102, Tavernier, FL 33070
- 2 Beds
- 1.5 Baths
- 1,180 Sq Ft
- Built 1974
40 High Point Rd Unit B-102, Tavernier, FL 33070

Last Sold Summary
- 2% Above List Price
- $331/SF
- 534 Days On Market
Last Sold Price $390,000

Last Listing Agent Claire Johnson Coastal Realty of the Florida Keys

/47
$335,000
- 2 Beds
- 1 Bath
- 885 Sq Ft
55 Boca Chica Rd Unit 85, Key West, FL 33040

Updated and ready for you. This 2 Br/1 Bath unit is spacious and now looks like a million dollars! Fresh paint throughout, new floors in DR, Kitchen, bedrooms & bath, new plumbing and water heater, new bath vanity. The spacious Florida Room is the place to be, it invites you to relax, get comfortable and enjoy the day or evening. Check the Document Tab above and see much more information. Unit

Margarita Villoch

Island Group Realty (KW)

(305) 889-7849

55 Boca Chica Rd Unit 85, Key West, FL 33040
/41
$3,700 per month
- 3 Beds
- 2.5 Baths
- 1,580 Sq Ft
- House for Rent
94825 Overseas Hwy Unit 58, Key Largo, FL 33037

Custom-built solid concrete block home in the desirable Key Largo Ocean Resort. This furnished (furniture negotiable) residence features stainless steel appliances, quartz countertops, porcelain plank floors, marble bathrooms, keystone accent wall, built-in wood closets, impact doors and windows, metal roof, and washer/dryer.The ground level offers a private storage area, covered parking for

Shanti Cope Coldwell Banker Schmitt Key Largo

94825 Overseas Hwy Unit 58, Key Largo, FL 33037
/15
$380,000 Sold May 01, 2025

105 Ocean View Dr Unit 2, Mexico Beach, FL 32456
- 2 Beds
- 2 Baths
- 840 Sq Ft
- Built 2018
Last Sold Summary
- 15% Below List Price
- $452/SF
- 310 Days On Market
Current Estimated Value $383,212

Last Listing Agent Sheryl Bradley Beach Realty of Cape San Blas, Inc. - Branch

105 Ocean View Dr Unit 2, Mexico Beach, FL 32456

/52
Est $1,983,577 Not Listed For Sale

13 Harbor Dr, Key Largo, FL 33037
- 4 Beds
- 3 Baths
- 3,028 Sq Ft
- Built 2017
13 Harbor Dr, Key Largo, FL 33037

Last Sold Summary
- 2% Below List Price
- $669/SF
- 58 Days On Market
Last Sold Price $2,025,000

Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

/50
$2,499,000
- 6 Beds
- 4 Baths
- 3,248 Sq Ft
581 10th St, Key Colony Beach, FL 33051

Fantastic 6 Bedroom, 4 Bath 3,248 sq. ft. waterfront pool home in Key Colony Beach, an upscale coastal community of waterfront homes that allows weekly rentals and offers a plethora of amenities including gorgeous beaches, a beach club, golf, tennis, pickleball, restaurants, parks, shopping and more! World-class fishing and diving are just minutes from your 75' concrete dock on a 100' wide

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(786) 661-3798

581 10th St, Key Colony Beach, FL 33051
/39
$7,000 per month
- 3 Beds
- 3 Baths
- 2,484 Sq Ft
- House for Rent
90 N Bounty Ln Unit 90, Key Largo, FL 33037

Beautiful 3-bedroom, 3-bath home offering a laid-back boat-life lifestyle on nearly half an acre and ready to move in. The home features a stainless steel kitchen with beautiful cabinetry, tile flooring throughout, expansive porches perfect for relaxing, and a separate laundry room. Guest bedrooms include large closets and peaceful lake views. Plenty of outdoor space to enjoy, making this a great

Arelys Doger-Sanchez Keller Williams Realty Premier Properties

90 N Bounty Ln Unit 90, Key Largo, FL 33037
/29
$377,500 Sold Nov 20, 2025

119 Cortez Dr Unit 1G, Islamorada, FL 33036
- 1 Bed
- 1 Bath
- 518 Sq Ft
- Built 1980
Last Sold Summary
- 2% Below List Price
- $729/SF
- 24 Days On Market
Last Listing Agent Krissy Carnahan Realty ONE Group Destination (ISL)

119 Cortez Dr Unit 1G, Islamorada, FL 33036

/8
Not Listed For Sale

30 Avenue F, Key Largo, FL 33037
- 2 Beds
- 1.5 Baths
- 840 Sq Ft
- Built 1984
30 Avenue F, Key Largo, FL 33037

Last Sold Summary
- $411/SF
- 2 Days On Market
Last Sold Price $345,000

Last Listing Agent Susan Holler Lokation Real Estate - Tavernier North

/10
$499,000
- Land
63 Sugarloaf Dr, Sugarloaf Shores, FL 33042

Welcome to the lowest priced waterfront lot with an active building permit on prestigious Sugarloaf Key. This oversized 14,706 sq. ft. canal-front property features no-bridge ocean access, granting you instant entry to world-class fishing, diving, and boating. Located in the premier residential enclave of the Sugarloaf Shores, this lot includes an active building permit for a custom 2,120 sq.

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(305) 834-4054

63 Sugarloaf Dr, Sugarloaf Shores, FL 33042
/26
$3,500 per month
- 3 Beds
- 2 Baths
- 1,758 Sq Ft
- Property for Rent
212 Buttonwood Ln, Tavernier, FL 33070

Welcome to your dream island getaway in the highly sought-after Bluewaters community. Nestled at the south end of Key Largo, this 1974 doublewide manufactured home has been transformed into a delightful oasis. Upgraded with impact windows, wood plank tile throughout, newer kitchen with stainless appliances, quartz counters, tile backsplash, and a built-in banquette; both bathrooms have been fully

Yoana Toth Toth Real Estate Group, Inc.

212 Buttonwood Ln, Tavernier, FL 33070
/45
$780,000 Sold Jul 18, 2025

29025 Geranium Dr, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 912 Sq Ft
- Built 1981
Last Sold Summary
- 6% Below List Price
- $855/SF
- 44 Days On Market
Current Estimated Value $807,092

Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

29025 Geranium Dr, Big Pine Key, FL 33043

/14
Not Listed For Sale

1639 Pine Channel Dr, Little Torch Key, FL 33042
- 2 Beds
- 1 Bath
- 6,725 Sq Ft
- Built 1975
1639 Pine Channel Dr, Little Torch Key, FL 33042

Last Sold Summary
- $37/SF
- 7 Days On Market
Last Sold Price $250,000

Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

/50
$2,400,000
- 3 Beds
- 2.5 Baths
- 3,172 Sq Ft
317 E Seaview Cir, Duck Key, FL 33050

ACROSS THE STREET FROM THE ATLANTIC OCEAN! Rare opportunity to own a prime cleared residential lot (~7,500 sq ft) on the quiet, ocean-side of Duck Key's exclusive Yacht Club Island--the perfect canvas for your Florida Keys dream home! Build stilted for breathtaking potential ocean views, with easy permitting still available in this sought-after community. Enjoy secure, patrolled security and a

Joseph Suarez

Trustpoint Realty, LLC

(645) 238-8575

317 E Seaview Cir, Duck Key, FL 33050
/39
$4,850 per month
- 3 Beds
- 2.5 Baths
- 2,345 Sq Ft
- House for Rent
640 Colson Dr, Key Largo, FL 33037

Single Family Home in Twin Lakes Subdivision. 3 Bedroom, 2 1/2 Bathroom. Read to move in. Washer and Dryer. Fenced Backyard. Pets welcome.Space to park a boat on the side of the house. This House was built in 2021.No Association.

Nitty Bautista Rodriguez Nitty J Diaz PA

640 Colson Dr, Key Largo, FL 33037
/43
$2,595,000 Sold Aug 13, 2025

412 122nd Street Gulf, Marathon, FL 33050
- 3 Beds
- 2.5 Baths
- 2,391 Sq Ft
- Built 2008
Last Sold Summary
- 6% Below List Price
- $1,085/SF
- 100 Days On Market
Current Estimated Value $2,563,621

Last Listing Agent Natalie Ardis Coldwell Banker Schmitt Real Estate Co.

412 122nd Street Gulf, Marathon, FL 33050

/2
Not Listed For Sale

735 26th, Marathon, FL 33050
- 2 Beds
- 1 Bath
- 1,091 Sq Ft
- Built 1967
735 26th, Marathon, FL 33050

Last Sold Summary
- $412/SF
Last Sold Price $450,000

Last Listing Agent David Grego Island Breeze Realty, LLC

/40
$1,100,000 Open Sun 11AM - 2PM
- 3 Beds
- 2 Baths
- 1,714 Sq Ft
1510 18th St, Key West, FL 33040

A rare find in Sunrise Shores on an oversized lot offering island living, convenience, and exceptional outdoor space. This 3-bedroom, 2-bath home is minutes from shopping, dining, beaches, the boat ramp, and all Key West amenities. Ample off-street parking accommodates multiple vehicles, boat or RV storage. The private backyard oasis features lush tropical landscaping, a sparkling swimming pool,

Leslie Howard

Coldwell Banker Schmitt Real E

(786) 839-2594

1510 18th St, Key West, FL 33040
/27
$2,850 per month
- 2 Beds
- 1 Bath
- 729 Sq Ft
- Property for Rent
456 Bowie Ln, Key Largo, FL 33037

Beautiful waterfront oasis with a completely remodeled interior! This perfect Keys home features canal access, brand-new finishes, in-unit washer and dryer, turf backyard with a putting green, and a stunning deck ideal for dining and lounging. Enjoy true indoor-outdoor living on the water. Short-term lease available (minimum 6 months) at $3,200/month. Seller open to rent-to-buy option.

Maria Rodriguez Partnership Realty Inc.

456 Bowie Ln, Key Largo, FL 33037
/22
$285,000 Sold Jul 09, 2025

201 Coppitt Rd Unit 205, Key West, FL 33040
- 1 Bed
- 1 Bath
- 536 Sq Ft
- Built 1974
Last Sold Summary
- 10% Below List Price
- $532/SF
- 284 Days On Market
Current Estimated Value $314,393

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

201 Coppitt Rd Unit 205, Key West, FL 33040

/29
Not Listed For Sale

701 Spanish Main Dr Unit 478, Cudjoe Key, FL 33042
- 2 Beds
- 2 Baths
- 828 Sq Ft
- Built 2001
701 Spanish Main Dr Unit 478, Cudjoe Key, FL 33042

Last Sold Summary
- $966/SF
- 14 Days On Market
Last Sold Price $800,000

Last Listing Agent Susan Rich Select Properties of NWFL

/37
$1,066,000
- 2 Beds
- 1 Bath
- 749 Sq Ft
1116 Eaton St, Key West, FL 33040

Charming Key West Cottage with Pool, Rooftop Deck & Prime Old Town Location.Discover the ultimate island lifestyle in this lovely Key West cottage located in the vibrant heart of Old Town. Perfectly sized for effortless living, this beautifully maintained home offers all the charm, comfort, and convenience you could dream of--without the hassle of high-maintenance upkeep.From the moment you

Margarita Villoch

Island Group Realty (KW)

(786) 550-6363

1116 Eaton St, Key West, FL 33040
/23
$4,000 per month
- 3 Beds
- 2 Baths
- 1,350 Sq Ft
- Property for Rent
220 Taylor Dr, Key Largo, FL 33037

Newly updated and tastefully decorated, this canal-front fully furnished home is available for a 6+ month lease. The property offers direct canal frontage with 60 feet of dockage, includes use of a boat ramp located just steps away, and WiFi and yard maintenance are included, making it ideal for boating enthusiasts or anyone seeking the Florida Keys lifestyle. Only 30 minutes from Miami.The home

Kimberly Hamilton Better Homes and Gardens Real Estate Destinations

220 Taylor Dr, Key Largo, FL 33037
/69
$899,000 Sold Aug 15, 2025

2212 Fogarty Ave, Key West, FL 33040
- 4 Beds
- 3 Baths
- 1,826 Sq Ft
- Built 1954
Last Sold Summary
- $492/SF
- 5 Days On Market
Current Estimated Value $914,843

Last Listing Agent Bobby Baker Brightwild Real Estate

2212 Fogarty Ave, Key West, FL 33040

/15
Not Listed For Sale

8 Calico Jack Circle Cir, Verifying, FL 33042
8 Calico Jack Circle Cir, Verifying, FL 33042

Last Sold Summary
- 18 Days On Market
Last Sold Price $165,000

Last Listing Agent Beata Sharpe COLDWELL BANKER VANGUARD REALTY

/49
$1,675,000
- 3 Beds
- 3 Baths
- 2,034 Sq Ft
159 Iroquois Dr, Islamorada, FL 33036

Discover island living at its finest in this beautifully remodeled 3-bedroom, 3-bath ''Florida Modern'' CBS home, ideally located in the desirable Lower Matecumbe Beach neighborhood of Islamorada.A light-filled open-concept layout seamlessly connects the living, dining, and kitchen areas--perfect for entertaining or relaxed island living. The home features three spacious bedrooms and three full

Pierre Bellion

Ocean Sotheby's International Realty

(645) 600-8447

159 Iroquois Dr, Islamorada, FL 33036
/81
$8,500 per month
- 4 Beds
- 4.5 Baths
- 1 Sq Ft
- House for Rent
150 Azalea St, Tavernier, FL 33070

6+ Month/Annual-- Rental--Beautiful Double Waterfront Lot in Prestigious Plantation Key Colony. This stunning 4-bedroom, 2-bath waterfront home sits on a Rare Double Lot with a Private Boat Ramp & Boat lift. Step outside to your Private Oasis complete with a Private Tiki hut - Gorgeous secluded in-ground Pool and Cabana Hut Bungalow - The open-concept kitchen features Granite countertops and

Tracey Petrusha Venture Realty Group

150 Azalea St, Tavernier, FL 33070
/24
$1,178,000 Sold May 19, 2025

1515 18th St, Key West, FL 33040
- 3 Beds
- 2 Baths
- 2,388 Sq Ft
- Built 1958
Last Sold Summary
- 1% Below List Price
- $493/SF
- 16 Days On Market
Current Estimated Value $1,214,518

Last Listing Agent Rob Severin Rob Severin Real Estate Co

1515 18th St, Key West, FL 33040

/55
Not Listed For Sale

101551 Overseas Hwy Unit 64, Key Largo, FL 33037
- 1 Bed
- 1 Bath
- 640 Sq Ft
- Built 1984
101551 Overseas Hwy Unit 64, Key Largo, FL 33037

Last Sold Summary
- $1,016/SF
- 3 Days On Market
Last Sold Price $650,000

Last Listing Agent Barbara Eads Barbara Eads Realty

/59
$1,999,000
- 4 Beds
- 3 Baths
- 2,635 Sq Ft
97501 Overseas Hwy Unit 131, Key Largo, FL 33037

OCEANFRONT 4 BEDROOM PENTHOUSE in exclusive Mariners Club! Beautifully updated with fresh paint, stylish furniture, and modern décor for a perfect turnkey experience. Bright and airy with natural light, large sliders open to a spacious balcony overlooking the deep-water marina and Atlantic Ocean. Enjoy 4 bedrooms, 3 full baths, and open living with a gourmet kitchen featuring granite counters,

Lorie Leal

American Caribbean Real Estate

(786) 751-6361

97501 Overseas Hwy Unit 131, Key Largo, FL 33037
/44
$10,000 per month
- 4 Beds
- 3 Baths
- 2,058 Sq Ft
- Property for Rent
717 Southard St, Key West, FL 33040

Meticulously renovated 1866 Conch Revival perched atop Solaris Hill in the heart of Old Town and Steps from Old Town's vibrant culture, dining, and entertainment. This historic gem blends rich heritage with contemporary comforts offering an open Floor plan, 2 primary bedroom options (one on first level), cocktail pool, hammock porch and more! Step into the foyer at the corner of Southard & Love,

Kimberley Haley Brenda Donnelly Real Estate LLC

717 Southard St, Key West, FL 33040
/53
$675,000 Sold Apr 08, 2025

130 Coco Plum Dr Unit 203, Marathon, FL 33050
- 2 Beds
- 2 Baths
- 1,385 Sq Ft
- Built 1984
Last Sold Summary
- 1% Below List Price
- $487/SF
- 153 Days On Market
Current Estimated Value $685,482

Last Listing Agent Lela Ashkarian Coldwell Banker Schmitt Real Estate Co.

130 Coco Plum Dr Unit 203, Marathon, FL 33050

/26
Est $583,358 Not Listed For Sale

1209 William St Unit 7, Key West, FL 33040
- 1 Bed
- 1 Bath
- 486 Sq Ft
- Built 1928
1209 William St Unit 7, Key West, FL 33040

Last Sold Summary
- 6% Below List Price
- $1,276/SF
- 9 Days On Market
Last Sold Price $620,000

Last Listing Agent Gwendolyn Esbensen Berkshire Hathaway HomeServices Knight & Gardner Realty

/65
$2,250,000 Open Sat 12PM - 2PM
- 4 Beds
- 4 Baths
- 2,150 Sq Ft
1209 Packer St, Key West, FL 33040

Discover a seamless blend of historic character and modern refinement at 1209 Packer Street, a distinctive Old Town residence that quietly impresses from the moment you step inside. Drawing inspiration from the rich architectural tapestry of Key West, this home thoughtfully weaves together Old Key West charm, Cuban mosaic tile accents, and contemporary finishes to create an atmosphere that feels

Matthew Sheehan

Ocean Sotheby's International Realty

(786) 461-1882

1209 Packer St, Key West, FL 33040
/25
$10,000 per month
- 4 Beds
- 2 Baths
- 1,575 Sq Ft
- House for Rent
125 Gardenia St, Tavernier, FL 33070

Experience luxury waterfront living in the heart of the Florida Keys! 4 bedrooms and 2 bathrooms. This stunning modern home offers sleek finishes, breathtaking canal views, and direct boating access. Enjoy the spacious outdoor entertainment area, complete with a private dock, lush synthetic turf, and a large jacuzzi—perfect for relaxing under the stars. The upper-level terrace provides an ideal

Dahiana Rojas de Rojas Canvas Real Estate

125 Gardenia St, Tavernier, FL 33070
/10
$749,000 Sold Mar 11, 2026

304 Amelia St, Key West, FL 33040
- 3 Beds
- 1 Bath
- 936 Sq Ft
- Built 1938
Last Sold Summary
- $800/SF
- 9 Days On Market
Current Estimated Value $971,430

Last Listing Agent Marilyn Wilbarger Berkshire Hathaway HomeServices Knight & Gardner Realty

304 Amelia St, Key West, FL 33040

/30
Est $316,427 Not Listed For Sale

84961 Old Hwy Unit A1, Islamorada, FL 33036
- 1 Bed
- 1 Bath
- 406 Sq Ft
- Built 1948
84961 Old Hwy Unit A1, Islamorada, FL 33036

Last Sold Summary
- 5% Above List Price
- $739/SF
- 1 Day On Market
Last Sold Price $300,000

Last Listing Agent Claudette Mell Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

Showing Results 441 - 480, Page 12 of 18

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