Key West, FL Homes

/50
$1,295,000
- 4 Beds
- 2 Baths
- 1,741 Sq Ft
2827 Staples Ave, Key West, FL 33040

Welcome to 2827 Staples Avenue, a beautifully updated Key West residence where timeless island charm meets modern living. From its manicured front lawn framed by tropical landscaping and a welcoming front porch, to its private backyard retreat, this home captures the essence of easy Key West living.Inside, the open layout flows effortlessly with vaulted ceilings, abundant natural light, and a

Dan Serban

Key West Luxury Real Estate Inc (KW)

(786) 882-0419

2827 Staples Ave, Key West, FL 33040
/15
$6,500 per month
- 3 Beds
- 3 Baths
- 1,800 Sq Ft
- House for Rent
909 17th Terrace, Key West, FL 33040

909 17th Terrace, Key West, FL 33040
/22
$295,000 Sold Oct 24, 2025

201 Coppitt Rd Unit 102, Key West, FL 33040
- 1 Bed
- 1 Bath
- 536 Sq Ft
- Built 1974
Last Sold Summary
- $550/SF
- 54 Days On Market
Current Estimated Value $287,865

Last Listing Agent Jimmy Lane Island Life Realty Experts

201 Coppitt Rd Unit 102, Key West, FL 33040

/16
Est $699,191 Not Listed For Sale

2601 S 2601 Roosevelt Blvd Unit 506A, Key West, FL 33040
- 2 Beds
- 1 Bath
- 980 Sq Ft
- Built 1967
2601 S 2601 Roosevelt Blvd Unit 506A, Key West, FL 33040

Last Sold Summary
- 1% Above List Price
- $709/SF
- 43 Days On Market
Last Sold Price $695,000

Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty

/45
$1,298,000 Under Contract
- 3 Beds
- 2 Baths
- 1,416 Sq Ft
2828 Harris Ave, Key West, FL 33040

Welcome to 2828 Harris Avenue, a private retreat nestled in the heart of Key West's highly desirable New Town neighborhood. Beautifully updated and thoughtfully designed, this single-family home blends modern comfort with timeless island charm, surrounded by lush, mature landscaping and a backyard that feels like your own personal resort.Designed for indoor-outdoor living, the property features a

Bernice Schafer

Vested Palm Real Estate and Home Services

(305) 741-4999

2828 Harris Ave, Key West, FL 33040
/38
$4,275,000 Sold Mar 04, 2026

231 E Shore Dr Unit 7, Key West, FL 33040
- 5 Beds
- 5.5 Baths
- 4,103 Sq Ft
- Built 2025
Last Sold Summary
- 1% Below List Price
- $1,042/SF
- 173 Days On Market
Last Listing Agent Stephanie Marinucci Serhant

231 E Shore Dr Unit 7, Key West, FL 33040

/24
Est $781,242 Not Listed For Sale

2601 S 2601 Roosevelt Blvd Unit 221C, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,221 Sq Ft
- Built 1967
2601 S 2601 Roosevelt Blvd Unit 221C, Key West, FL 33040

Last Sold Summary
- 6% Above List Price
- $602/SF
- 73 Days On Market
Last Sold Price $735,000

Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty

/31
$1,700,000
- 2 Beds
- 2 Baths
- 1,311 Sq Ft
1800 Atlantic Blvd Unit 327C, Key West, FL 33040

Licensed for nightly Rentals! On average 120k/yr. Introducing an exquisite offering at one of Key West's sought-after waterfront resorts, 1800 Atlantic Blvd. A completely remodeled, stylish 2-bedroom, 2-bathroom condo encompassing approximately 1,311 sq ft of luxurious living space. Transient license and established management make this a rare turnkey investment opportunity offering both a

Tommy Mack

Coastal Collection Real Estate Inc.

(786) 744-6462

1800 Atlantic Blvd Unit 327C, Key West, FL 33040
/26
$600,000 Sold Oct 09, 2025

1105 Watson St, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,592 Sq Ft
- Built 1943
Last Sold Summary
- 50% Below List Price
- $377/SF
- 237 Days On Market
Current Estimated Value $705,138

Last Listing Agent Francesca Santiago Keller Williams Realty Professionals (KW)

1105 Watson St, Key West, FL 33040

/25
Not Listed For Sale

1220 Seminary St, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,268 Sq Ft
- Built 1948
1220 Seminary St, Key West, FL 33040

Last Sold Summary
- $946/SF
- 2 Days On Market
Last Sold Price $1,200,000

Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

/79
$2,600,000
- 4 Beds
- 3 Baths
- 2,321 Sq Ft
16 Azalea Dr, Key West, FL 33040

Welcome to 16 Azalea Drive, a completely reimagined home that embodies sophisticated coastal living, blending modern elegance with meticulous attention to detail at every turn. Thoughtfully redesigned from the ground up, this 4-bedroom, 3-bath property spans nearly 2,400 sq ft of refined living space. The open layout creates a seamless flow between the living, dining & kitchen areas, each curated

Tommy Mack

Coastal Collection Real Estate Inc.

(786) 957-4363

16 Azalea Dr, Key West, FL 33040
/58
$2,450,000 Sold Feb 03, 2026

1526 Washington St, Key West, FL 33040
- 3 Beds
- 3 Baths
- 2,042 Sq Ft
- Built 1953
Last Sold Summary
- $1,200/SF
- 1 Day On Market
Current Estimated Value $2,366,822

Last Listing Agent Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

1526 Washington St, Key West, FL 33040

/20
Est $789,586 Not Listed For Sale

620 Thomas St Unit 183, Key West, FL 33040
- 2 Beds
- 1 Bath
- 646 Sq Ft
- Built 1991
620 Thomas St Unit 183, Key West, FL 33040

Last Sold Summary
- 1% Below List Price
- $1,238/SF
- 30 Days On Market
Last Sold Price $800,000

Last Listing Agent Mike Caron Keller Williams Key West Compass Realty

/51
$479,000
- 2 Beds
- 2 Baths
- 864 Sq Ft
55 Boca Chica Rd Unit 447, Key West, FL 33040

Welcome to Seaside Resort, a gated, waterfront community just 10 minutes from the heart of Key West! This bright, cheerful 2 bed, 2 bath home with 864 sq ft of updated living space is move-in ready and offered turn-key furnished. Step inside this impeccably kept home to discover an open-concept layout filled with natural light, coastal charm, and a spacious feel. The kitchen features crisp white

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(645) 230-1331

55 Boca Chica Rd Unit 447, Key West, FL 33040
/2
$1,175,000 Sold Apr 24, 2025

16 Boulder Dr, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,470 Sq Ft
- Built 2016
Last Sold Summary
- 6% Below List Price
- $799/SF
- 2 Days On Market
Current Estimated Value $1,169,835

Last Listing Agent Joe Bracciale Select Properties of NWFL

16 Boulder Dr, Key West, FL 33040

/22
Est $1,275,337 Not Listed For Sale

800 Fleming St Unit C1, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,550 Sq Ft
- Built 1910
800 Fleming St Unit C1, Key West, FL 33040

Last Sold Summary
- 3% Below List Price
- $845/SF
- 53 Days On Market
Last Sold Price $1,310,000

Last Listing Agent Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

/17
$325,000
- Land
5950 Peninsular Ave Unit 708, Key West, FL 33040

A beautiful 45' liveaboard slip at Oceanside Marina in Oceans Edge Resort offers direct deep-water access to the Atlantic Ocean, making it the perfect Key West retreat for passionate boaters. Whether you're seeking a vacation escape, a full-time waterfront lifestyle, or an ideal home base for a charter business, this slip delivers exceptional versatility. Owners enjoy full access to the resort's

Cardenas & Krug Team

Coastal Collection Real Estate Inc.

(888) 373-6027

5950 Peninsular Ave Unit 708, Key West, FL 33040
/35
$799,000 Sold Apr 08, 2025

430 Avenue D, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,323 Sq Ft
- Built 2012
Last Sold Summary
- 4% Below List Price
- $604/SF
- 58 Days On Market
Current Estimated Value $817,304

Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

430 Avenue D, Key West, FL 33040

/2
Est $476,693 Not Listed For Sale

3930 S Roosevelt Blvd Unit W410, Key West, FL 33040
- 2 Beds
- 2 Baths
- 804 Sq Ft
- Built 1991
3930 S Roosevelt Blvd Unit W410, Key West, FL 33040

Last Sold Summary
- 3% Below List Price
- $609/SF
Last Sold Price $490,000

Last Listing Agent Stacy Stahl Realty ONE Group Destination

/67
$2,345,000 Under Contract
- 4 Beds
- 4 Baths
- 2,390 Sq Ft
3605 Eagle Ave, Key West, FL 33040

3605 Eagle Avenue | Key WestSituated on one of Key West's most desirable streets, this private compound on Eagle Avenue offers a rare combination of space, privacy, and refined island living. Set on a double corner lot totaling 12,000 sq ft, the property is fully enclosed, offering enhanced privacy and a tranquil, resort-like setting.The main residence features 3 bedrooms, 2.5 baths, and

Terrance Sullivan

Ocean Sotheby's International Realty

(786) 981-4184

3605 Eagle Ave, Key West, FL 33040
/11
$250,000 Sold May 12, 2025

56 Palm Dr, Key West, FL 33040
- 2 Beds
- 1 Bath
- 672 Sq Ft
- Built 1973
Last Sold Summary
- 15% Below List Price
- $372/SF
- 5 Days On Market
Last Listing Agent Debora Bent Coastal Collection Real Estate

56 Palm Dr, Key West, FL 33040

/2
Not Listed For Sale

170 Mars Ln, Key West, FL 33040
- 2 Beds
- 1 Bath
- 672 Sq Ft
- Built 1979
170 Mars Ln, Key West, FL 33040

Last Sold Summary
- $432/SF
Last Sold Price $290,000

Last Listing Agent Brett Smith Dreamwater Key Properties

/47
$2,200,000
- 3 Beds
- 3 Baths
- 1,690 Sq Ft
1503 Johnson St, Key West, FL 33040

Welcome to 1503 Johnson St a fully furnished turnkey Key West retreat blending island style, comfort, and effortless entertaining. This furnished three-bedroom, three-bath home sits on a fully fenced corner lot, offering privacy while keeping you just four blocks from the Atlantic and moments from Duval Street's shops and nightlife.Light-filled, open-concept living features bone tile flooring and

Leslie Howard

Coldwell Banker Schmitt Real Estate Co. (KW)

(877) 692-1660

1503 Johnson St, Key West, FL 33040
/36
$1,300,000 Sold Aug 29, 2025

1327 Duncan St, Key West, FL 33040
- 4 Beds
- 2 Baths
- 2,019 Sq Ft
- Built 1945
Last Sold Summary
- 41% Below List Price
- $644/SF
- 192 Days On Market
Current Estimated Value $1,721,009

Last Listing Agent Barbara Crespo Keller Williams Key West Compass Realty

1327 Duncan St, Key West, FL 33040

/22
Est $744,819 Not Listed For Sale

620 Thomas St Unit 286, Key West, FL 33040
- 2 Beds
- 1 Bath
- 580 Sq Ft
- Built 1991
620 Thomas St Unit 286, Key West, FL 33040

Last Sold Summary
- 10% Below List Price
- $1,431/SF
- 88 Days On Market
Last Sold Price $830,000

Last Listing Agent Darrin Smith Key West Luxury Real Estate Inc (KW)

/39
$30,000
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
617 Front St Unit A34 Week 19, Key West, FL 33040

A-34 Week 19 is an incredible opportunity to own this deeded week timeshare at the Galleon Resort, third-floor end unit facing the Gulf of Mexico. You may access the Gulf by using the Galleon's own private beach. The property also has a swimming pool, a hot tub, and an elevator in the parking garage that takes you to your floor. These fully furnished units were all updated with brand-new

Stephanie Herrmann

Truman & Co. Real Estate

(786) 963-3219

617 Front St Unit A34 Week 19, Key West, FL 33040
/29
$1,400,000 Sold May 29, 2025

1117 Whitehead St, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,100 Sq Ft
- Built 1923
Last Sold Summary
- 6% Below List Price
- $1,273/SF
- 94 Days On Market
Current Estimated Value $1,410,022

Last Listing Agent Robin Nilsson Keller Williams Key West Compass Realty

1117 Whitehead St, Key West, FL 33040

/17
Est $788,703 Not Listed For Sale

620 Thomas St Unit 151, Key West, FL 33040
- 2 Beds
- 1 Bath
- 604 Sq Ft
- Built 1991
620 Thomas St Unit 151, Key West, FL 33040

Last Sold Summary
- 7% Below List Price
- $1,407/SF
- 3 Days On Market
Last Sold Price $850,000

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

/37
$3,600,000
- 5 Beds
- 6 Baths
- 3,667 Sq Ft
400 Aronovitz Ln, Key West, FL 33040

Discover a rare investment and lifestyle opportunity at 'Zen Villa,' a prestigious compound anchored in the coveted X-Flood Zone of Old Town, Key West. Spanning a spacious 5,891 SF lot, this unique offering encompasses three distinct residences: the luxurious main estate at 400 Aronovitz Lane and two charming, income-generating cottages at 621 and 623 Whitehead Street.The main residence is a

Damian Vantriglia

Berkshire Hathaway HomeServices Knight & Gardner Realty

(786) 699-6375

400 Aronovitz Ln, Key West, FL 33040
/25
$975,000 Sold Jul 30, 2025

2418 Linda Ave, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,613 Sq Ft
- Built 1953
Last Sold Summary
- 19% Below List Price
- $604/SF
- 85 Days On Market
Current Estimated Value $991,816

Last Listing Agent Tonya Cabanas Truman & Co. (KW)

2418 Linda Ave, Key West, FL 33040

/38
Est $542,844 Not Listed For Sale

3930 S Roosevelt Blvd Unit E204, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,071 Sq Ft
- Built 1991
3930 S Roosevelt Blvd Unit E204, Key West, FL 33040

Last Sold Summary
- 3% Below List Price
- $523/SF
- 67 Days On Market
Last Sold Price $560,000

Last Listing Agent Geri Martin Keller Williams Key West Compass Realty

/35
$199,000 Pending
- Land
55 Boca Chica Rd Unit 53, Key West, FL 33040

Welcome to Seaside Resort, a gated waterfront community just 10 minutes from the heart of Key West. This RV lot offers the perfect option for a full time setup or a seasonal home base between travels, with the added flexibility to generate rental income when not in use. The property features a beautifully landscaped courtyard that creates a private outdoor retreat, ideal for relaxing evenings

Lisa Ferringo

Coldwell Banker Schmitt Real Estate Co

(645) 218-6631

55 Boca Chica Rd Unit 53, Key West, FL 33040
/34
$1,150,000 Sold Dec 15, 2025

1730 Flagler Ave, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,764 Sq Ft
- Built 1955
Last Sold Summary
- 19% Below List Price
- $652/SF
- 67 Days On Market
Current Estimated Value $1,170,424

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

1730 Flagler Ave, Key West, FL 33040

/36
Not Listed For Sale

3930 S Roosevelt Blvd Unit S311, Key West, FL 33040
- 2 Beds
- 2 Baths
- 807 Sq Ft
- Built 1991
3930 S Roosevelt Blvd Unit S311, Key West, FL 33040

Last Sold Summary
- $682/SF
- 41 Days On Market
Last Sold Price $550,000

Last Listing Agent Miriam Novotny Compass Florida, LLC

/37
$1,375,000
- 3 Beds
- 2 Baths
- 1,690 Sq Ft
524 White St, Key West, FL 33040

Welcome to ParotHdHideaway!Located in the heart of the Historic District, just steps to world famous Duval Street, 5 minutes to Higgs Beach, and Garrison Bight Marina being literally around the corner, this location is UNBEATABLE.Featuring almost 1700 Square Feet of indoor living space, this Gem mixes Old Town Conch Charm with contemporary living and comfortably sleeps 6 adults.On the first floor

Mike Kane

Internet Realty of the Florida Keys

(305) 853-8613

524 White St, Key West, FL 33040
/31
$2,425,000 Sold Sep 30, 2025

37 Evergreen Ave, Key West, FL 33040
- 3 Beds
- 3 Baths
- 2,685 Sq Ft
- Built 1990
Last Sold Summary
- 3% Below List Price
- $903/SF
- 138 Days On Market
Current Estimated Value $2,446,290

Last Listing Agent Jenny Perry Preferred Properties (KW)

37 Evergreen Ave, Key West, FL 33040

/17
Est $567,147 Not Listed For Sale

3930 S Roosevelt Blvd Unit W404, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,070 Sq Ft
- Built 1991
3930 S Roosevelt Blvd Unit W404, Key West, FL 33040

Last Sold Summary
- 4% Below List Price
- $550/SF
- 12 Days On Market
Last Sold Price $588,000

Last Listing Agent Juan Benitez Benitez Keller Williams Key West Compass Realty

/40
$62,000
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
617 Front St Unit A-52 Week 52, Key West, FL 33040

Penthouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy the unmatched appeal of owning a deeded Key West timeshare during the final week of the year, Week 52- one of the most desirable weeks in the Florida Keys! This prime holiday week offers Key West's legendary New Year's Celebrations, including live music, fireworks, and iconic Duval Street events.

Stephanie Herrmann

Truman & Co. Real Estate

(844) 967-2396

617 Front St Unit A-52 Week 52, Key West, FL 33040
/26
$680,000 Sold Mar 31, 2025

24 Jade Dr Unit 4, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1986
Last Sold Summary
- 14% Below List Price
- $567/SF
- 234 Days On Market
Current Estimated Value $719,301

Last Listing Agent Patti Child Keller Williams Key West Compass Realty

24 Jade Dr Unit 4, Key West, FL 33040

/14
Not Listed For Sale

6515 5th St, Key West, FL 33040
- 2 Beds
- 1 Bath
- 500 Sq Ft
- Built 1962
6515 5th St, Key West, FL 33040

Last Sold Summary
- $680/SF
- 16 Days On Market
Last Sold Price $340,000

Last Listing Agent Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

Showing Results 161 - 200, Page 5 of 18

Florida Monroe County Key West

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Key West, FL Homes

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