2,810

Mid Town Homes

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  • /36

    $1,549,000

    • 3 Beds
    • 3 Baths
    • 1,320 Sq Ft

    2613 Gulfview Dr, Key West, FL 33040

    Rare WATERFRONT home on the island of Key West, an incredible value priced well below the last comparable sale. Tucked behind the gates of the exclusive Gulf View Pointe community, a rare opportunity awaits to own a waterfront townhome in Key West. This three-bedroom, three-full-bath residence offers the luxury of a private pool and includes a dedicated carport. As you step through the front

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    2613 Gulfview Dr, Key West, FL 33040
  • /5

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    2102 Staples Ave, Key West, FL 33040

    Property Id: 1785777Key West, FL (Midtown) - available July 1Private furnished bedroom and bathroom with private entrance for rent for a single person. Room comes furnished including microwave, refrigerator and window AC. Walking distance to the beach.  Ready to move in!$1400/month for month-to-month.Month to month lease… First plus $1400 security

    2102 Staples Ave, Key West, FL 33040
  • /10

    $560,000

    Sold Dec 26, 2025

    2433 Linda Ave, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 2,099 Sq Ft
    • Built 1953

    Last Sold Summary

    • 7% Below List Price
    • $267/SF
    • 96 Days On Market

    Current Estimated Value $608,298

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

    2433 Linda Ave, Key West, FL 33040
    • /47

      Est $1,274,267

      Not Listed For Sale

      1408 Johnson St Unit A & B, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1958
      1408 Johnson St Unit A & B, Key West, FL 33040

      Last Sold Summary

      • 100 Days On Market

  • /40

    $1,425,000

    $150K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,395 Sq Ft

    1901 S Roosevelt Blvd Unit 401, Key West, FL 33040

    Discover the rare opportunity to own a premier developer's unit in one of Key West's most desirable waterfront communities. Perfectly positioned just across the street from world-famous Smathers Beach, this spacious 3-bedroom, 2-bath condo blends coastal luxury with unbeatable island convenience.Inside, expansive living spaces open to large windows and glass doors showcasing ocean views and

    Agent Photo

    Emily Lombard

    Ocean Sotheby's International Realty

    1901 S Roosevelt Blvd Unit 401, Key West, FL 33040
  • /20

    $3,800 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    2601 S Roosevelt Blvd, Key West, FL 33040

    Property Id: 2585627THIS IS A MONTHLY OFF SEASON VACATION RENTAL, DISCOUNT FOR 6 MO. RENTAL FULLY FURNISHED. Rent for one month or six. Subject to 12.5 tourist tax. All utilities includedAll new stainless appliances. Two mini-split AC units, tankless hot water heater, new countertops. New hurricane-soundproof doors and windows. Open the large slider and enjoy listening to the ocean

    2601 S Roosevelt Blvd, Key West, FL 33040
  • /44

    $1,675,000

    Sold Jul 30, 2025

    2605 Gulfview Dr, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,320 Sq Ft
    • Built 1999

    Last Sold Summary

    • 7% Below List Price
    • $1,269/SF
    • 116 Days On Market

    Current Estimated Value $1,685,307

    Last Listing Agent Paige Bethel Island Home Realty Inc.

    2605 Gulfview Dr, Key West, FL 33040
    • /21

      Est $613,058

      Not Listed For Sale

      2601 S 2601 Roosevelt Blvd Unit 119C, Key West, FL 33040

      • 1 Bed
      • 1 Bath
      • 754 Sq Ft
      • Built 1967
      2601 S 2601 Roosevelt Blvd Unit 119C, Key West, FL 33040

      Last Sold Summary

      • 23 Days On Market

  • /38

    $910,000

    $165K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,118 Sq Ft

    1606 Flagler Ave, Key West, FL 33040

    Renovated Midtown Key West Home | 2BR/2BA | 1,118 SF | Taken to Studs in 2021 | Off-Street Parking | Private Yard with Hot Tub. Just 5 Blocks to the Atlantic Ocean and beaches.Priced at $950,000, this single-level Midtown Key West home was taken to the studs and fully renovated in 2021, including new plumbing, new electric, roof, and impact windows and doors. 1,118 square feet of living space

    Agent Photo

    Dustan Carpenter

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    1606 Flagler Ave, Key West, FL 33040
  • /14

    $5,100 Per Month

    • 2 Beds
    • 2 Baths
    • 1,311 Sq Ft
    • Condo for Rent

    1800 Atlantic Blvd Unit C127, Key West, FL 33040

    Property Id: 2599443As one of the most coveted condominium properties in Key West, 1800 Atlantic is iconic for its oceanfront location, lush gardens, and spectacular pool setting overlooking the ocean. The heated, salt-water, Olympic-sized pool, jacuzzi hot-tub and lounge seating area is the centerpiece of this beautifully cared-for property. Tennis enthusiasts, will have access to 3

    1800 Atlantic Blvd Unit C127, Key West, FL 33040
  • /14

    $3,900

    Sold Apr 28, 2026

    2601 S Roosevelt Blvd Unit 301, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft
    • Built 1967

    Last Sold Summary

    • $4/SF
    • 6 Days On Market

    Current Estimated Value $953,358

    Last Listing Agent Laura McChesney Preferred Properties (KW)

    2601 S Roosevelt Blvd Unit 301, Key West, FL 33040
    • /2

      Not Listed For Sale

      1800 Atlantic Blvd Unit 220C, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 1,424 Sq Ft
      • Built 1984
      1800 Atlantic Blvd Unit 220C, Key West, FL 33040

  • /43

    $1,289,000

    $210K PRICE DROP
    • 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

    Agent Photo

    Matthew Sheehan

    Ocean Sotheby's International Realty

    1712 Laird St, Key West, FL 33040
  • /19

    $4,500

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,099 Sq Ft
    • Condo for Rent

    1901 S Roosevelt Blvd Unit La Brisa, Key West, FL 33040

    Sammy's Hideaway is located in a gated community with easy beach access. This 2 bedroom/2 bath condo faces the Atlantic Ocean offering wonderful ocean breezes and an oversized balcony with dining set. The open style living room has glass slider doors that invite in mother nature's hues. Full size kitchen with room for more than one cook. Master bedroom with queen size bed and en suite bathroom

    1901 S Roosevelt Blvd Unit La Brisa, Key West, FL 33040
  • /19

    $5,500

    Sold Jun 01, 2026

    1800 Atlantic Blvd Unit 122C, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,357 Sq Ft
    • Built 1984

    Last Sold Summary

    • $4/SF
    • 24 Days On Market

    Last Listing Agent Kenneth Herzbrun Formula Realty

    1800 Atlantic Blvd Unit 122C, Key West, FL 33040
    • /25

      Est $723,987

      Not Listed For Sale

      1324 Seminary St Unit B, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 744 Sq Ft
      • Built 1913
      1324 Seminary St Unit B, Key West, FL 33040

      Last Sold Summary

      • 14 Days On Market

  • /27

    $1,850,000

    $338K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,276 Sq Ft

    1719 Laird St, Key West, FL 33040

    Pool. Space. Privacy. -- Rare Double Lot Living in Key West1719 Laird Street offers the space and upgrades buyers search for but rarely find in Key West. Set on an oversized double lot, this renovated 4-bedroom, 3-full- bathroom CBS home features generous living spaces, wide hallways, and abundant storage, creating a comfortable layout that feels open, functional, and easy to live in.The

    Agent Photo

    Dustan Carpenter

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    1719 Laird St, Key West, FL 33040
  • /8

    $3,000

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    8 Hilton Haven Rd, Key West, FL 33040

    This 1-bedroom, (with additional bonus room for office, workout equipment, art studio etc) 1 large bathroom with double sinks . canal property on Hilton Haven Rd offers 1,000 square feet of living space. The living room provides ample room for relaxation and features ceiling fans for comfort. The kitchen is equipped with a refrigerator, freezer, microwave, dishwasher, and includes a washer and

    8 Hilton Haven Rd, Key West, FL 33040
  • /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 $922,665

    Last Listing Agent Bobby Baker Brightwild Real Estate

    2212 Fogarty Ave, Key West, FL 33040
    • /7

      Est $783,174

      Not Listed For Sale

      2601 S 2601 Roosevelt Blvd Unit 302A, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 980 Sq Ft
      • Built 1967
      2601 S 2601 Roosevelt Blvd Unit 302A, Key West, FL 33040

      Last Sold Summary

      • 2 Days On Market

  • /52

    $889,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,221 Sq Ft

    2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040

    Now offered at $889,000, this 2-bedroom, 2-bath Key West beachfront condo sits ground-floor at Key West by the Sea, directly across from Smathers Beach, a rare setup that lets you walk to the sand without stairs, elevators, or commuting. At 1,221 square feet, the 3BR deeded layout lives comfortably open, with room to actually use the space rather than just pass through it. Dual-zone split A/C

    Agent Photo

    Natallie Liz

    Expert Realty LLC (HQ)

    2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040
  • /7

    $2,875

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft
    • Condo for Rent

    1315 Laird St Unit C, Key West, FL 33040

    One bedroom apartment on the 2nd floor at 1315 Laird Street. 5 minute walk to White Street Pier. Located on a quiet street in the beautiful Casa Marina neighborhood. Reserved parking spot in front of apartment. Water, sewer, trash, and parking included in monthly rent. First/last/security needed for move in.

    1315 Laird St Unit C, Key West, FL 33040
  • /58

    $2,450,000

    Sold Feb 03, 2026

    1526 Washington St, Key West, FL 33040

    • 3 Beds
    • 2.5 Baths
    • 2,042 Sq Ft
    • Built 1953

    Last Sold Summary

    • $1,200/SF
    • 1 Day On Market

    Current Estimated Value $2,360,128

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

    1526 Washington St, Key West, FL 33040
    • /37

      Est $860,147

      Not Listed For Sale

      2513 Staples Ave, Key West, FL 33040

      • 4 Beds
      • 2 Baths
      • 1,224 Sq Ft
      • Built 1954
      2513 Staples Ave, Key West, FL 33040

      Last Sold Summary

      • 54 Days On Market

  • /46

    $1,895,000

    Under Contract
    • 3 Beds
    • 3 Baths
    • 1,690 Sq Ft

    1503 Johnson St, Key West, FL 33040

    Turnkey luxury retreat in Midtown Key West, 4 blocks from the Atlantic. Fully fenced corner lot with fresh exterior paint and mature tropical landscaping. 3 bed/3 bath split floor plan with vaulted ceilings, French doors, and effortless flow throughout.Reimagined kitchen with quartz countertops, coordinated backsplash, and white Café appliances. Custom closets, plantation shutters,

    Agent Photo

    Leslie Howard

    Coldwell Banker Schmitt Real Estate Co. (KW)

    1503 Johnson St, Key West, FL 33040
  • /7

    $2,900

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 627 Sq Ft
    • Condo for Rent

    2406 Harris Ave Unit 2406, Key West, FL 33040

    AVAILABLE NOW, Charming, unfurnished 2-bedroom, 1-bathroom condo is now available for rent. Large open area, with living room, kitchen and dining. Nestled in a quiet and friendly neighborhood, this home offers everything you need for comfortable and convenient living. With off-street parking. Washer and dryer hook-up. Great yard. $45 Application fee (anyone 18 years of age and older

    2406 Harris Ave Unit 2406, Key West, FL 33040
  • /43

    $1,870,000

    Sold May 22, 2026

    1708 Laird St, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 1,632 Sq Ft
    • Built 1958

    Last Sold Summary

    • 17% Below List Price
    • $1,146/SF
    • 53 Days On Market

    Current Estimated Value $1,903,601

    Last Listing Agent Jenny Perry Preferred Properties (KW)

    1708 Laird St, Key West, FL 33040
    • /20

      Est $893,843

      Not Listed For Sale

      2601 S 2601 Roosevelt Blvd Unit 115C, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,221 Sq Ft
      • Built 1967
      2601 S 2601 Roosevelt Blvd Unit 115C, Key West, FL 33040

      Last Sold Summary

      • 22 Days On Market

  • /11

    $3,350

    • 2 Beds
    • 1 Bath

    1614 Dennis St Unit B, Key West, FL 33040

    Newtown annual rental is now available to RENT! 2 bed 1 bath large deck! Convenient location near Key West Highs and just a short ride to down town. Can be rented ASAP, comes with washer and dryer fro your unit! First Month and security deposit to get started. Tenant pays utilities.

    Agent Photo

    Matthew Sheehan

    Ocean Sotheby's International Realty

    1614 Dennis St Unit B, Key West, FL 33040
  • /11

    $3,400

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 681 Sq Ft
    • Condo for Rent

    1624 Bertha St Unit Key West Apartment, Key West, FL 33040

    Beautifully remodeled apartment with brand new hurricane impact windows, new central AC, stainless steel appliances, quartz countertops, and many other updated features. One designated parking spot off street for this unit. Just two blocks from smathers beach and a short walk to Duval.

    1624 Bertha St Unit Key West Apartment, 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 $1,015,376

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

    2418 Linda Ave, Key West, FL 33040
    • /22

      Est $919,374

      Not Listed For Sale

      2601 S 2601 Roosevelt Blvd Unit 401B, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 980 Sq Ft
      • Built 1967
      2601 S 2601 Roosevelt Blvd Unit 401B, Key West, FL 33040

      Last Sold Summary

      • 78 Days On Market

  • /61

    $1,250,000

    Open Sun 11AM - 1PM
    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft

    1911 Seidenberg Ave, Key West, FL 33040

    With only two owners in its history, this well-maintained two-story property presents a rare investment opportunity in Key West. Configured as a legal duplex with two separately metered 1-bedroom, 1-bath units, it offers exceptional flexibility--ideal for investors seeking strong rental potential, business owners looking for employee housing, or owner-occupants wanting to offset costs by renting

    Agent Photo

    Everett Smith

    Ocean Sotheby's International Realty

    1911 Seidenberg Ave, Key West, FL 33040
  • /37

    $13,000 Per Month

    • 4 Beds
    • 4 Baths
    • House for Rent

    2214 Seidenberg Ave, Key West, FL 33040

    Welcome to your luxurious oasis in Key West, where modern comfort meets tropical paradise. This stunning new construction home features four spacious bedrooms, each with an en suite bathroom. Lushly landscaped grounds, this 5,700 square foot property offers plenty of room to unwind and enjoy the beauty of the island.Imagine starting your day with a refreshing swim in the large, private, heated

    Paige Bethel Island Home Realty Inc.

    2214 Seidenberg Ave, 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 $1,196,849

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

    1730 Flagler Ave, Key West, FL 33040
    • /16

      Est $728,799

      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

      • 43 Days On Market

  • /63

    $1,095,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    2309 Flagler Ave, Key West, FL 33040

    Nestled within a private tropical oasis on a 7,500-square-foot lot, this charming Mid-Century Modern home offers the perfect blend of architectural character and island living. Approximately 64 feet of floor-to-ceiling sliders and windows fill the home with natural light and frame lush garden views from nearly every room.The three-bedroom, two-bath floor plan features clean modern lines,

    Agent Photo

    Jennifer Newman

    Truman & Co. (KW)

    2309 Flagler Ave, Key West, FL 33040
  • /8

    $3,300 Per Month

    • 2 Beds
    • 1 Bath
    • 756 Sq Ft
    • Waterfront Island Living at Staples Duplex

    2627 Staples Ave Unit A, Key West, FL 33040

    Experience the relaxed side of Key West living from this canal-front duplex with access to both the Gulf and Atlantic. Enjoy off-street parking, nearby bike paths, easy access to beaches, waterfront restaurants, grocery stores, and all the everyday conveniences that make island life easy.Perfectly positioned in a quiet neighborhood close enough to enjoy Old Town and Duval Street, while

    2627 Staples Ave Unit A, Key West, FL 33040
  • /31

    $1,000,000

    Sold Mar 25, 2026

    1800 Atlantic Blvd Unit 337C, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,311 Sq Ft
    • Built 1984

    Last Sold Summary

    • 9% Below List Price
    • $763/SF
    • 128 Days On Market

    Current Estimated Value $1,036,793

    Last Listing Agent Laura McChesney Preferred Properties (KW)

    1800 Atlantic Blvd Unit 337C, Key West, FL 33040
    • /24

      Est $782,494

      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

      • 73 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$1,190,000
Median Single Family Sale Price
$1,450,000
Median 2 Bedroom Sale Price
$950,000
Median 1 Bedroom Sale Price
$575,000
Average Price Per Sq Ft
$900
Number of Homes for Sale
60
Last 12 months Home Sales
94
Months of Supply
7.70
Median List Price
$1,439,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
17%
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