Key West, FL Homes

/39
$5,750,000
- 4 Beds
- 5 Baths
- 5,180 Sq Ft
30 Cannon Royal Dr, Key West, FL 33040

Timeless Coastal Elegance in Shark Key -- Experience exceptional waterfront living in this freshly painted 4BD/5BA villa located in the prestigious, gated community of Shark Key. Offering 5,180 SF, this beautifully designed residence features soaring ceilings, a Viking kitchen, private office, game room, and breathtaking Gulf views.Designed for seamless indoor-outdoor living, the home boasts

Joanne Allen Berkshire Hathaway HomeServices Knight & Gardner Realty

30 Cannon Royal Dr, Key West, FL 33040
/9
$710,000 Sold Jun 18, 2025

1 Palmetto Dr, Key West, FL 33040
- Land
Last Sold Summary
- 5% Below List Price
- 80 Days On Market
Current Estimated Value $765,651

Last Listing Agent Steven Koleno Beycome of Florida, LLC

1 Palmetto Dr, Key West, FL 33040

/2
Est $3,530,720 Not Listed For Sale

20 Hilton Haven Rd, Key West, FL 33040
- 7 Beds
- 6 Baths
- 4,404 Sq Ft
- Built 1990
20 Hilton Haven Rd, Key West, FL 33040

Last Sold Summary
- 1% Below List Price
- $795/SF
Last Sold Price $3,500,000

Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

/45
$949,000 Open Sat 2PM - 4PM
- 3 Beds
- 2 Baths
- 1,515 Sq Ft
2012 Roosevelt Dr, Key West, FL 33040

Spacious and well-designed 3-bedroom, 2-bathroom home offering a flexible and functional floor plan perfect for today's lifestyle. The main level features an open kitchen with center island, ample cabinetry, and stainless appliances, flowing seamlessly into a bright family room. A separate living room and dedicated office provide additional space for work, relaxation, or entertaining.The first

Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

2012 Roosevelt Dr, Key West, FL 33040
/40
$1,500,000 Sold Feb 03, 2026

1217 Petronia St, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,667 Sq Ft
- Built 1938
Last Sold Summary
- 6% Below List Price
- $900/SF
- 35 Days On Market
Current Estimated Value $1,596,554

Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

1217 Petronia St, Key West, FL 33040

/18
Est $2,059,000 Not Listed For Sale

Unlisted Address
- 5 Beds
- Built 1958
Unlisted Address

Last Sold Summary
- 497% Above List Price
- $100/SF
- 117 Days On Market
Last Sold Price $345,000

Last Listing Agent Randy Moss Coldwell Banker Schmitt RE Co

/16
$800,000
- 2 Beds
- 2 Baths
- 912 Sq Ft
47 Boundary Ln, Key West, FL 33040

Owner will offer seller financing. INSURANCE NOT REQUIRED for financing. This home is ideally located on a canal with a 55-foot sea wall, with direct ocean access. This home is located off mile marker 9, a perfect location to be close to Key West, but not too close to the crowds. Enjoy deep water fishing, snorkeling and scuba diving right outside your back door. Boat launch less than a mile away.

Jenny Murphy Keller Williams Key West Compass Realty

47 Boundary Ln, Key West, FL 33040
/20
$580,000 Sold Nov 05, 2025

3362 Pearl Ave, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,305 Sq Ft
- Built 1980
Last Sold Summary
- 11% Below List Price
- $444/SF
- 65 Days On Market
Current Estimated Value $589,405

Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

3362 Pearl Ave, Key West, FL 33040

/5
Est $2,819,980 Not Listed For Sale

929 United St, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,812 Sq Ft
- Built 2008
929 United St, Key West, FL 33040

Last Sold Summary
- 1% Below List Price
- $1,573/SF
- 0 Days On Market
Last Sold Price $2,850,000

Last Listing Agent Team Kaufelt Truman & Co. (KW)

/17
$1,250,000
- 2 Beds
- 2 Baths
- 958 Sq Ft
1401 Simonton St Unit 11, Key West, FL 33040

This two-bedroom, two-bathroom condominium residence at Santa Maria Suites Resort offers both personal use and strong rental income potential. One of the resort's limited single-level units, the property produces nearly $200,000 in annual gross rental income and allows for transient nightly rentals. The floor plan features a generous living and dining area, full kitchen, and two private bedroom

Ralph Sanchez Century 21 All Keys Inc (KW)

1401 Simonton St Unit 11, Key West, FL 33040
/15
$330,000 Sold Aug 07, 2025

1014 Varela St Unit 3, Key West, FL 33040
- 1 Bed
- 1 Bath
- 308 Sq Ft
- Built 1908
Last Sold Summary
- 17% Below List Price
- $1,071/SF
- 95 Days On Market
Current Estimated Value $329,339

Last Listing Agent Letisia Powell Robert Slack LLC

1014 Varela St Unit 3, Key West, FL 33040

/14
Est $493,984 Not Listed For Sale

Unlisted Address
- 2 Beds
- 3 Baths
- 1,162 Sq Ft
- Built 2007
Unlisted Address

Last Sold Summary
- 32% Above List Price
- $323/SF
- 10 Days On Market
Last Sold Price $375,000

Last Listing Agent Camille Toler LoKation Real Estate

/42
$2,750,000
- 3 Beds
- 3 Baths
- 1,432 Sq Ft
1108 Curry Ln, Key West, FL 33040

Experience elegant island living in this pristine home located on a quiet lane in the heart of Old Town Key West. This beautifully designed residence offers the perfect blend of timeless charm and modern luxury.Step inside the 3 bedroom, 2.5 bath main home where sophisticated finishes comfortable living spaces, and abundant natural light create an inviting atmosphere. The open layout flows

Mitzi Krabill Truman & Co. (KW)

1108 Curry Ln, Key West, FL 33040
/31
$800,250 Sold Jun 12, 2025

1901 S Roosevelt Blvd Unit 308N, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,386 Sq Ft
- Built 1984
Last Sold Summary
- 9% Below List Price
- $577/SF
- 138 Days On Market
Current Estimated Value $835,652

Last Listing Agent Justyn Ewald Expert Realty LLC (HQ)

1901 S Roosevelt Blvd Unit 308N, Key West, FL 33040

/2
Est $2,292,654 Not Listed For Sale

1113 Fleming St, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,623 Sq Ft
- Built 1925
1113 Fleming St, Key West, FL 33040

Last Sold Summary
- 4% Below List Price
- $1,356/SF
Last Sold Price $2,200,000

Last Listing Agent Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

/46
$1,275,000
- 2 Beds
- 2 Baths
- 1,205 Sq Ft
927 Thomas St Unit 2, Key West, FL 33040

This show-stopping luxury condo delivers a rare blend of historic charm with a fully renovated interior that was just completed a few years ago. The first level features an open living and dining plan with 10' ceilings, an abundance of natural light, restored Dade County Pine accent walls, plantation shutters, modern lighting, and tile flooring throughout. The kitchen was built to impress and

Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

927 Thomas St Unit 2, Key West, FL 33040
/3
$875,000 Sold Mar 27, 2026

2007 Flagler Ave, Key West, FL 33040
- 6 Beds
- 5 Baths
- 2,102 Sq Ft
- Built 1938
Last Sold Summary
- 33% Below List Price
- $416/SF
- 196 Days On Market
Current Estimated Value $1,255,667

Last Listing Agent Stephanie Wise Keller Williams Key West Compass Realty

2007 Flagler Ave, Key West, FL 33040

/60
Est $3,788,638 Not Listed For Sale

41 Cannon Royal Dr, Key West, FL 33040
- 3 Beds
- 4 Baths
- 3,355 Sq Ft
- Built 2012
41 Cannon Royal Dr, Key West, FL 33040

Last Sold Summary
- 2% Above List Price
- $1,103/SF
- 214 Days On Market
Last Sold Price $3,700,000

Last Listing Agent Scott Forman Royal Palms Realty (KW)

/35
$1,949,000
- 2 Beds
- 3 Baths
- 1,357 Sq Ft
3841 N Roosevelt Blvd Unit 332, Key West, FL 33040

Experience ultimate elegance at Key West's Beachside Resort & Residences! This third-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

The Spottswood Team Truman & Co. (KW)

3841 N Roosevelt Blvd Unit 332, Key West, FL 33040
/45
$1,590,000 Sold Jan 22, 2026

626 Margaret St, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
- Built 1943
Last Sold Summary
- 4% Below List Price
- $1,142/SF
- 66 Days On Market
Current Estimated Value $1,618,313

Last Listing Agent Shad Knapp Beach Club Brokers (KW)

626 Margaret St, Key West, FL 33040

/20
Est $1,588,355 Not Listed For Sale

3487 Eagle Ave, Key West, FL 33040
- 3 Beds
- 3 Baths
- 2,128 Sq Ft
- Built 2009
3487 Eagle Ave, Key West, FL 33040

Last Sold Summary
- 10% Above List Price
- $681/SF
- 237 Days On Market
Last Sold Price $1,450,000

Last Listing Agent Jimmy Lane Island Life Realty Experts

/25
$1,449,000 Pending
- 4 Beds
- 3 Baths
- 1,767 Sq Ft
1527 von Phister St, Key West, FL 33040

Centrally located in the heart of Key West, this beautifully restored traditional Conch-style home offers two legal units and exceptional versatility.The first-floor residence features two bedrooms and two bathrooms, a charming covered front porch, and thoughtfully updated interiors that maintain authentic island character. Upstairs, a bright and airy two-bedroom, one-bath home enjoys its own

Key West Luxury Finders Preferred Properties (KW)

1527 von Phister St, Key West, FL 33040
/48
$3,250,000 Sold Feb 12, 2026

33 Cypress Ave, Key West, FL 33040
- 4 Beds
- 5 Baths
- 4,102 Sq Ft
- Built 2007
Last Sold Summary
- 12% Below List Price
- $792/SF
- 182 Days On Market
Current Estimated Value $3,626,879

Last Listing Agent Terri Spottswood Truman & Co. (KW)

33 Cypress Ave, Key West, FL 33040

/13
Est $1,007,538 Not Listed For Sale

1025 Thompson Ln, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,066 Sq Ft
- Built 1933
1025 Thompson Ln, Key West, FL 33040

Last Sold Summary
- 6% Above List Price
- $891/SF
- 33 Days On Market
Last Sold Price $950,000

Last Listing Agent Robert Donahue Key West Luxury Real Estate Inc (KW)

/36
$2,365,000
- 4 Beds
- 3 Baths
- 2,000 Sq Ft
1716 Laird St, Key West, FL 33040

This brand new home is a beauty! Completed in 2025, this 2 story , Cat 5 home, with Impact windows and doors, Hardiboard siding , has 4 Bedrooms, 3 bathrooms, a large spacious Living/ Dining/ Kitchen occupying the majority of the First level, with a downstairs bedroom and bath. The second floor has 3 bedrooms and 2 baths. The outside - back yard is incredible, with about a 30 foot long chickee

Elaine Coyle Keller Williams Key West Compass Realty

1716 Laird St, Key West, FL 33040
/50
$1,900,000 Sold Mar 30, 2026

1015 Eaton St, Key West, FL 33040
- 4 Beds
- 3 Baths
- 1,738 Sq Ft
- Built 1899
Last Sold Summary
- 4% Below List Price
- $1,093/SF
- 26 Days On Market
Current Estimated Value $1,935,789

Last Listing Agent Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

1015 Eaton St, Key West, FL 33040

/2
Est $5,675,154 Not Listed For Sale

79 Cannon Royal Dr, Key West, FL 33040
- 5 Beds
- 6 Baths
- 4,853 Sq Ft
- Built 1991
79 Cannon Royal Dr, Key West, FL 33040

Last Sold Summary
- 8% Below List Price
- $1,278/SF
Last Sold Price $6,200,000

Last Listing Agent Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

/14
$975,000
- 2 Beds
- 1 Bath
- 980 Sq Ft
2601 S Roosevelt Blvd Unit 301, Key West, FL 33040

Oceanfront corner location in the desirable A building of Key West By the Sea. Stunning panoramic ocean views. End unit provides windows on two sides and an oceanfront balcony. Upgraded interiors include a new kitchen, new floors, washer/dryer in unit with exterior vent, hurricane rated doors and windows, split system a/c. KWBTS features beautiful grounds, gated parking, tennis, two swimming

Laura McChesney Preferred Properties (KW)

2601 S Roosevelt Blvd Unit 301, Key West, FL 33040
/82
$1,825,000 Sold Mar 04, 2026

1626 Sirugo Ave, Key West, FL 33040
- 5 Beds
- 3 Baths
- 2,192 Sq Ft
- Built 1976
Last Sold Summary
- 19% Below List Price
- $833/SF
- 43 Days On Market
Current Estimated Value $2,357,239

Last Listing Agent Derek Epperly Engel & Volkers Key West

1626 Sirugo Ave, Key West, FL 33040

/7
Est $2,754,700 Not Listed For Sale

8 Cannon Royal Dr, Key West, FL 33040
- 3 Beds
- 2 Baths
- 2,643 Sq Ft
- Built 1990
8 Cannon Royal Dr, Key West, FL 33040

Last Sold Summary
- 9% Above List Price
- $1,145/SF
- 461 Days On Market
Last Sold Price $3,025,000

Last Listing Agent Lisa Swanson The Agency Florida Keys

/62
$1,099,000
- 2 Beds
- 2 Baths
- 1,122 Sq Ft
125 Sea Ln, Key West, FL 33040

Stunning! Custom designed and built, elevated CBS home on a canal with an open ocean view. This is a must see. Thoughtfully planned and exquisitely maintained property. 125 Sea Ln is strength, functionality and beauty! Concrete construction with roll down, accordion & Bahama style shutters for the windows & doors. Two bed, two bath, split floor plan has den and kitchen in middle of home along

Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

125 Sea Ln, Key West, FL 33040
/28
$2,075,000 Sold Mar 31, 2025

701 Florida St, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,500 Sq Ft
- Built 1928
Last Sold Summary
- 13% Below List Price
- $1,383/SF
- 116 Days On Market
Current Estimated Value $2,134,427

Last Listing Agent Mitzi Krabill Truman & Co. (KW)

701 Florida St, Key West, FL 33040

/68
Est $2,898,558 Not Listed For Sale

4 Cannon Royal Dr, Key West, FL 33040
- 3 Beds
- 4 Baths
- 2,763 Sq Ft
- Built 1989
4 Cannon Royal Dr, Key West, FL 33040

Last Sold Summary
- 8% Below List Price
- $1,140/SF
- 310 Days On Market
Last Sold Price $3,150,000

Last Listing Agent Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

/73
$1,410,000
- 3 Beds
- 3 Baths
- 1,610 Sq Ft
1507 19th St, Key West, FL 33040

Beautifully maintained 3-bedroom, 2.5 bath pool home located in the highly desirable Newtown neighborhood of Key West. This property offers the perfect balance of indoor comfort and outdoor island living.A flagstone pathway leads to your private, quaint, floating dock on Sunrise Canal, providing convenient access to launch kayaks, paddleboards, and personal watercraft. From here, you can explore

Marlene Alvarez Keller Williams Key West Compass Realty

1507 19th St, Key West, FL 33040
/27
$525,000 Sold Oct 01, 2025

9 Boca Chica Rd, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,583 Sq Ft
- Built 1984
Last Sold Summary
- 34% Below List Price
- $332/SF
- 160 Days On Market
Last Listing Agent Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

9 Boca Chica Rd, Key West, FL 33040

/37
Est $1,279,827 Not Listed For Sale

4 Emerald Dr, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,765 Sq Ft
- Built 1981
4 Emerald Dr, Key West, FL 33040

Last Sold Summary
- $728/SF
- 3 Days On Market
Last Sold Price $1,285,000

Last Listing Agent Keys Team Bryant and Kat Expert Realty LLC (HQ)

/47
$2,499,000 Under Contract
- 4 Beds
- 2 Baths
- 1,628 Sq Ft
409 Grinnell St, Key West, FL 33040

Dating back to the 1880s and appearing on the 1889 Sanborn Fire Maps, 409 Grinnell Street stands as one of Old Town Key West's most authentic restorations. Recognized with the Historic Florida Keys Foundation Star Award, this four-bedroom, two-bath residence blends historic craftsmanship with the comfort of modern island living. The layout flows easily with spacious living and dining areas, a

Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

409 Grinnell St, Key West, FL 33040
/77
$6,300,000 Sold Oct 10, 2025

101 Admirals Ln, Key West, FL 33040
- 5 Beds
- 4 Baths
- 3,173 Sq Ft
- Built 1994
Last Sold Summary
- 13% Below List Price
- $1,986/SF
- 315 Days On Market
Current Estimated Value $6,155,942

Last Listing Agent Andrea Otava Last Key Realty, Inc (KW)

101 Admirals Ln, Key West, FL 33040

/21
Est $748,367 Not Listed For Sale

400 Avenue C, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,056 Sq Ft
- Built 2019
400 Avenue C, Key West, FL 33040

Last Sold Summary
- 10% Above List Price
- $643/SF
- 46 Days On Market
Last Sold Price $679,000

Last Listing Agent Saltwater Group Saltwater Real Estate Florida Keys, Inc

/48
$4,699,000 Under Contract
- 4 Beds
- 5 Baths
- 3,624 Sq Ft
406 United St, Key West, FL 33040

A Grand Historic Masterpiece! Few residences capture the true spirit of Old Town Key West quite like 406 United Street. Rooted in one of the island's most defining eras of growth and prosperity, this remarkable home is a celebration of historic craftsmanship, generous scale, and timeless value. Spanning 3,624 square feet, this 4bedroom, 4.5bath residence offers exceptional versatility, perfect

Terri Spottswood Truman & Co. (KW)

406 United St, Key West, FL 33040

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Florida Monroe County Key West

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Key West, FL Homes

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