2,809

Mid Town Homes

Section Image
  • /53

    $2,100,000

    $200K PRICE DROP
    • 8 Beds
    • 4 Baths
    • 750 Sq Ft

    2322 Seidenberg Ave, Key West, FL 33040

    Development Opportunity. (4) townhouse unit complex situated on a heavily landscaped 10,000 sq ft parcel. Comprised of (2) side by side duplexes legally subdivided as ( 4 ) individual, 750 sq ft licensed units, with (4) separate legal descriptions, parcel numbers, insurance policies, & utilities meters. At one time, there were four individual loans on each of the units as well.**** The only

    Raymond Capas Berkshire Hathaway HomeServices Knight & Gardner Realty

    2322 Seidenberg Ave, Key West, FL 33040
  • /41

    $2,400,000

    Sold Mar 25, 2026

    1231 Washington St, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,818 Sq Ft
    • Built 1948

    Last Sold Summary

    • 6% Below List Price
    • $1,320/SF
    • 141 Days On Market

    Current Estimated Value $2,365,615

    Last Listing Agent Elaine Coyle Keller Williams Key West Compass Realty

    1231 Washington St, Key West, FL 33040
    • /5

      Est $3,198,373

      Not Listed For Sale

      1501 South St, Key West, FL 33040

      • 5 Beds
      • Built 2023
      1501 South St, Key West, FL 33040

      Last Sold Summary

      • 91 Days On Market

  • /42

    $899,000

    $76K PRICE DROP
    • 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
  • /62

    $2,300,000

    Sold Dec 12, 2025

    1508 Johnson St, Key West, FL 33040

    • 4 Beds
    • 4 Baths
    • 2,799 Sq Ft
    • Built 1950

    Last Sold Summary

    • 8% Below List Price
    • $822/SF
    • 112 Days On Market

    Current Estimated Value $2,827,362

    Last Listing Agent Everett Watkins Keller Williams Key West Compass Realty

    1508 Johnson St, Key West, FL 33040
    • /86

      Est $2,359,001

      Not Listed For Sale

      1519 Florida St, Key West, FL 33040

      • 9 Beds
      • 9 Baths
      • 4,037 Sq Ft
      • Built 1958
      1519 Florida St, Key West, FL 33040

      Last Sold Summary

      • 69 Days On Market

  • /34

    $935,000

    • 3 Beds
    • 2 Baths
    • 1,267 Sq Ft

    2317 Fogarty Ave, Key West, FL 33040

    Welcome to 2317 Fogarty Avenue, a beautifully updated 3-bedroom, 2-bathroom home ideally located in the heart of Key West. Combining modern upgrades with island charm, this centrally located residence offers comfortable living just minutes from beaches, shopping, dining, schools, and all that Key West has to offer. The updated kitchen features elegant porcelain countertops, Café appliances, and a

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

    2317 Fogarty Ave, Key West, FL 33040
  • /4

    $565,000

    Sold Nov 14, 2025

    1515 Rose St, Key West, FL 33040

    • 2 Beds
    • 1 Bath
    • 1,083 Sq Ft
    • Built 1958

    Last Sold Summary

    • $522/SF
    • 0 Days On Market

    Current Estimated Value $825,333

    Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

    1515 Rose St, Key West, FL 33040
    • /2

      Est $1,434,192

      Not Listed For Sale

      1500 Patricia St, Key West, FL 33040

      • 4 Beds
      • 3 Baths
      • 2,240 Sq Ft
      • Built 1958
      1500 Patricia St, Key West, FL 33040

  • /17

    $4,550

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    2515 Staples Ave Unit A, Key West, FL 33040

    Fully renovated and offered furnished (if desired), this villa-style half-duplex offers a spacious 3-bedroom, 2-bath layout with two entrances, W/D, a private Porch and Patio with lawn. The property is fully enclosed with high-quality fencing, creating privacy, lovely tropical landscaping and a clean, finished look throughout the property.Positioned along Key West's dedicated cross-town bike

    Michelle Blades Realty Executives Florida Keys Old Town

    2515 Staples Ave Unit A, Key West, FL 33040
  • /13

    $685,000

    Sold Dec 19, 2025

    1901 S Roosevelt Blvd Unit 209W, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,099 Sq Ft
    • Built 1996

    Last Sold Summary

    • 2% Below List Price
    • $623/SF
    • 5 Days On Market

    Current Estimated Value $713,378

    Last Listing Agent Elaine Coyle Keller Williams Key West Compass Realty

    1901 S Roosevelt Blvd Unit 209W, Key West, FL 33040
    • /14

      Est $940,353

      Not Listed For Sale

      1226 Flagler Ave, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 1,073 Sq Ft
      • Built 1953
      1226 Flagler Ave, Key West, FL 33040

      Last Sold Summary

      • 0 Days On Market

  • /5

    $494,000

    $45K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 504 Sq Ft

    2515 Staples Ave Unit B, Key West, FL 33040

    Fully renovated and move-in ready, this property delivers the flexibility that today's buyer or investor wants, offering a primary residence, a vacation retreat, or a pure investment opportunity. Unit B offers a 2-bedroom, 1-bath layout with a private, decked backyard and is currently leased to reliable, long-term tenants at $4,000/month.Extensively updated in 2020-2021 for modernization and

    Ea Ruth Keller Williams Key West Compass Realty

    2515 Staples Ave Unit B, Key West, FL 33040
  • /52

    $2,300,000

    Sold Dec 01, 2025

    1222 von Phister St, Key West, FL 33040

    • 2 Beds
    • 3 Baths
    • 2,376 Sq Ft
    • Built 1953

    Last Sold Summary

    • $968/SF
    • 0 Days On Market

    Current Estimated Value $2,304,543

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

    1222 von Phister St, Key West, FL 33040
    • /39

      Est $604,613

      Not Listed For Sale

      1210 Bay St, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 750 Sq Ft
      • Built 1950
      1210 Bay St, Key West, FL 33040

      Last Sold Summary

      • 146 Days On Market

  • /26

    $685,000

    $65K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 932 Sq Ft

    2625 Flagler Ave, Key West, FL 33040

    MOTIVATED SELLER! The perfect Key West starter home. This charming CBS single-family residence is situated in Midtown. The interior shines with recent upgrades, including the renovated bathroom and butcher block countertops in the kitchen. The versatile layout features two bedrooms plus a dedicated den--complete with a closet--perfect for a home office or guest space. Step out back into the

    Rodney Culiver Last Key Realty, Inc (KW)

    2625 Flagler Ave, Key West, FL 33040
  • /50

    $2,030,000

    Sold Nov 13, 2025

    1322 George St, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,831 Sq Ft
    • Built 1949

    Last Sold Summary

    • 3% Below List Price
    • $1,109/SF
    • 73 Days On Market

    Current Estimated Value $1,886,174

    Last Listing Agent Ellen Gvili Ocean Sotheby's International Realty

    1322 George St, Key West, FL 33040
    • /34

      Est $997,008

      Not Listed For Sale

      1915 Fogarty Ave, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,453 Sq Ft
      • Built 1963
      1915 Fogarty Ave, Key West, FL 33040

      Last Sold Summary

      • 13 Days On Market

  • /26

    $625,000

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040

    Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath residence located in the desirable 'A' building at Key West by the Sea. This bright and airy condo designed to capture natural light and showcase the stunning beach and ocean scenery.The unit was upgraded through the 2018 Airport Noise Improvement Project and includes hurricane-impact, sound-insulated windows and

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

    2601 S Roosevelt Blvd Unit 204A, Key West, FL 33040
  • /60

    $1,385,000

    Sold Jun 10, 2026

    1230 5th St, Key West, FL 33040

    • 3 Beds
    • 3.5 Baths
    • 2,236 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Below List Price
    • $619/SF
    • 21 Days On Market

    Current Estimated Value $1,459,329

    Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

    1230 5th St, Key West, FL 33040
    • /20

      Est $1,107,881

      Not Listed For Sale

      2523 Seidenberg Ave, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 859 Sq Ft
      • Built 1969
      2523 Seidenberg Ave, Key West, FL 33040

      Last Sold Summary

      • 35 Days On Market

  • /24

    $1,499,000

    $149K PRICE INCREASE
    • 3 Beds
    • 3 Baths
    • 1,489 Sq Ft

    1505 Johnson St, Key West, FL 33040

    POOL & POOL HOUSE COMPLETED! Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. A newly constructed elevated 256 sq ft guesthouse with a kitchenette and bathroom. Professional landscaping, pavers and low maintenance artificial grass lead to the brand new heated pool. Irrigation and

    Wendy Zintsmaster Truman & Co. (KW)

    1505 Johnson St, Key West, FL 33040
  • /10

    $2,950,000

    Sold Nov 10, 2025

    1812 Flagler Ave, Key West, FL 33040

    • 9 Beds
    • 11 Baths
    • 8,004 Sq Ft
    • Built 1966

    Last Sold Summary

    • 47% Below List Price
    • $369/SF
    • 267 Days On Market

    Current Estimated Value $3,079,956

    Last Listing Agent Bobby Coe RE/MAX Keys Connection (KW)

    1812 Flagler Ave, Key West, FL 33040
    • /36

      Est $811,527

      Not Listed For Sale

      2027 Staples Ave, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 784 Sq Ft
      • Built 1958
      2027 Staples Ave, Key West, FL 33040

      Last Sold Summary

      • 0 Days On Market

  • /18

    $1,354,000

    $85K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,904 Sq Ft

    1612 Laird St, Key West, FL 33040

    This Residential Duplex can be purchased alone or with adjacent property located at 1610 Laird. Street. Owner financing possible. Long term rentals are in place with great payment history and income. Leases must convey at closing. Front unit consists of two bedrooms and one bathroom, living room, dining area, covered patio, full size kitchen along with off street parking and washer. The second

    Roberta Mira Sunshine State Realty Services

    1612 Laird St, Key West, FL 33040
  • /39

    $1,325,000

    Sold May 22, 2026

    1616 Atlantic Blvd Unit 13, Key West, FL 33040

    • 2 Beds
    • 2.5 Baths
    • 2,016 Sq Ft
    • Built 1980

    Last Sold Summary

    • 11% Below List Price
    • $657/SF
    • 9 Days On Market

    Current Estimated Value $1,432,719

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

    1616 Atlantic Blvd Unit 13, Key West, FL 33040
    • /29

      Est $1,275,964

      Not Listed For Sale

      2318 Staples Ave, Key West, FL 33040

      • 4 Beds
      • 3 Baths
      • 1,481 Sq Ft
      • Built 1955
      2318 Staples Ave, Key West, FL 33040

      Last Sold Summary

      • 17 Days On Market

  • /64

    $1,899,999

    $100K PRICE DROP
    • 7 Beds
    • 4.5 Baths
    • 2,501 Sq Ft

    1504 Flagler Ave, Key West, FL 33040

    Endless possiblities! Three units to rent for the investor or live in one and produce income from the other units. Downstairs you have a 3/1.5 with an open floor plan and covered porch with a patio. Upstairs you have two units with a 2/1 floor plan and a fire wall between units. All units have W/D hook ups and central air. Both units upstairs have balconies and seperate staircases for entry. Low

    Michaele Meadows Saltwater Real Estate Florida Keys, Inc

    1504 Flagler Ave, Key West, FL 33040
  • /31

    $3,200,000

    Sold Jun 29, 2026

    1522 Georgia St, Key West, FL 33040

    • 4 Beds
    • 4.5 Baths
    • 2,147 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $1,490/SF
    • 1 Day On Market

    Current Estimated Value $3,075,527

    Last Listing Agent Kelli Houze Berkshire Hathaway HomeServices Knight & Gardner Realty

    1522 Georgia St, Key West, FL 33040
    • /24

      Est $912,560

      Not Listed For Sale

      2210 Staples Ave, Key West, FL 33040

      • 2 Beds
      • 2.5 Baths
      • 1,225 Sq Ft
      • Built 1938
      2210 Staples Ave, Key West, FL 33040

      Last Sold Summary

      • 42 Days On Market

  • /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.

    1800 Atlantic Blvd Unit 327C, Key West, FL 33040
  • /19

    $2,500,000

    Sold Jul 30, 2025

    1503 Washington St, Key West, FL 33040

    • 4 Beds
    • 4 Baths
    • 2,928 Sq Ft
    • Built 1940

    Last Sold Summary

    • 37% Below List Price
    • $854/SF
    • 353 Days On Market

    Current Estimated Value $2,615,482

    Last Listing Agent Michelle Blades Realty Executives Florida Keys Old Town

    1503 Washington St, Key West, FL 33040
    • /57

      Est $2,986,288

      Not Listed For Sale

      1703 Seminary St, Key West, FL 33040

      • 4 Beds
      • 4 Baths
      • 2,812 Sq Ft
      • Built 1958
      1703 Seminary St, Key West, FL 33040

      Last Sold Summary

      • 336 Days On Market

  • /39

    $1,899,000

    $96K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 3,197 Sq Ft

    1229 5th St, Key West, FL 33040

    Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and

    The Spottswood Team Truman & Co. (KW)

    1229 5th St, Key West, FL 33040
  • /48

    $1,000,000

    Sold Jul 09, 2026

    1800 Atlantic Blvd Unit C219, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,357 Sq Ft
    • Built 1987

    Last Sold Summary

    • 23% Below List Price
    • $737/SF
    • 154 Days On Market

    Current Estimated Value $1,153,273

    Last Listing Agent Ana Juttner Key West Real Estate Sales & Rentals, LLC (KW)

    1800 Atlantic Blvd Unit C219, Key West, FL 33040
    • /2

      Est $1,687,308

      Not Listed For Sale

      1700 Seminary St, Key West, FL 33040

      • 4 Beds
      • 3 Baths
      • 2,282 Sq Ft
      • Built 1956
      1700 Seminary St, Key West, FL 33040

  • /19

    $925,000

    Under Contract
    • 2 Beds
    • 2.5 Baths
    • 1,152 Sq Ft

    1613 Josephine St, Key West, FL 33040

    **Low Insurances totaling $4300/year**Furnished and move in ready, this beautifully appointed Midtown Key West half townhouse offers the perfect blend of comfort and island living. The open floor plan features high ceilings, abundant natural light, and a spacious living, dining, and kitchen area, along with a convenient half bath on the main level. Upstairs the private bedroom suites provide

    Jenny Perry Preferred Properties (KW)

    1613 Josephine St, Key West, FL 33040
  • /42

    $1,535,000

    Sold Aug 08, 2025

    2510 Fogarty Ave, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,612 Sq Ft
    • Built 1958

    Last Sold Summary

    • 12% Below List Price
    • $952/SF
    • 114 Days On Market

    Current Estimated Value $1,529,606

    Last Listing Agent Stephanie Wise Keller Williams Key West Compass Realty

    2510 Fogarty Ave, Key West, FL 33040
    • /35

      Est $1,808,865

      Not Listed For Sale

      1430 Thompson St, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,644 Sq Ft
      • Built 1933
      1430 Thompson St, Key West, FL 33040

      Last Sold Summary

      • 28 Days On Market

  • /43

    $2,900,000

    • 2 Beds
    • 2 Baths
    • 1,598 Sq Ft

    1701 Laird St, Key West, FL 33040

    Seclusion meets striking contemporary design in this elevated sanctuary, positioned just moments from Higgs Beach and White Street Pier. Behind a signature pivoting red gate and architectural peekaboo wall, the residence unfolds as a curated experience of light and geometry. The entry foyer--anchored by a sun-drenched desk nook and an open-tread staircase--leads to a living space defined by

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    1701 Laird St, Key West, FL 33040

Showing Results 81 - 120, Page 3 of 18

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