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Welcome to

New Town

Stretching from First Street to Kennedy Drive, New Town represents the modern expansion of Key West.

Welcome to New Town

Stretching from First Street to Kennedy Drive, New Town represents the modern expansion of Key West. Developed primarily in the latter half of the 20th century, it features spacious single- family homes, townhouses, and waterfront properties along Riviera Canal.
 
This area is ideal for those who prefer newer construction, generous lot sizes, and a more ,suburban environment. Along North Roosevelt Boulevard, you’ll find a vibrant corridor of shopping centers, restaurants, and marinas. Residents enjoy easy access to conveniences while still being just minutes from Old Town’s historic charm.

New Town also includes several family-friendly neighborhoods and schools, making it a top choice for full-time island living.
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SIMILAR KEY WEST NEIGHBORHOODS

Discover nearby communities with the same coastal charm and relaxed island vibe.
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Our Top Listings

Featured Properties

Handpicked homes and properties that represent the best of Key West living — luxury, location, and lifestyle.

  • 412 Frances Street For Sale

    $11,500,000

    412 Frances Street, Key West, FL 33040

    • 15 Beds
    • 18 Baths
    • 5,731 Sq.Ft.
  • 616 Eaton Street For Sale

    $7,495,000

    616 Eaton Street, Key West, FL 33040

    • 5 Beds
    • 7 Baths
    • 4,000 Sq.Ft.
  • 1006-1008 Fleming Street For Sale

    $5,595,000

    1006-1008 Fleming Street, Key West, FL 33040

    • 4 Beds
    • 5 Baths
    • 3,336 Sq.Ft.
  • 1523 Patricia Street For Sale

    $4,650,000

    1523 Patricia Street, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 3,154 Sq.Ft.
  • 1113 Stump Lane For Sale

    $4,595,000

    1113 Stump Lane, Key West, FL 33040

    • 4 Beds
    • 5 Baths
    • 2,985 Sq.Ft.
  • 1020 Southard Street Active Under Contract

    $3,599,000

    1020 Southard Street, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 2,438 Sq.Ft.
  • 33 Cypress Avenue For Sale

    $3,595,000

    33 Cypress Avenue, Key Haven, FL 33040

    • 4 Beds
    • 5 Baths
    • 4,102 Sq.Ft.
  • 1109 Stump Lane For Sale

    $2,400,000

    1109 Stump Lane, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 1,724 Sq.Ft.
  • 17210 Angelfish Lane For Sale

    $2,299,999

    17210 Angelfish Lane, Sugarloaf Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 2,288 Sq.Ft.
  • 17210 Angelfish Lane For Sale

    $2,299,999

    17210 Angelfish Lane, Sugarloaf Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 2,288 Sq.Ft.
  • 1706 Seminary Street For Sale

    $2,249,000

    1706 Seminary Street, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,938 Sq.Ft.
  • 1229 5Th Street For Sale

    $1,995,000

    1229 5Th Street, Key West, FL 33040

    • 6 Beds
    • 3 Baths
    • 3,197 Sq.Ft.
  • 3841 N Roosevelt Boulevard Unit: 315 For Sale

    $1,949,000

    3841 N Roosevelt Boulevard Unit: 315, Key West, FL 33040

    • 2 Beds
    • 3 Baths
    • 1,357 Sq.Ft.
  • 3841 N Roosevelt Boulevard Unit: 332 For Sale

    $1,949,000

    3841 N Roosevelt Boulevard Unit: 332, Key West, FL 33040

    • 2 Beds
    • 3 Baths
    • 1,357 Sq.Ft.
  • 408 William Street For Sale

    $1,800,000

    408 William Street, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 1,943 Sq.Ft.
  • 17213 Starfish Lane For Sale

    $1,799,000

    17213 Starfish Lane, Sugarloaf Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,750 Sq.Ft.
  • 17213 Starfish Lane For Sale

    $1,799,000

    17213 Starfish Lane, Sugarloaf Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,750 Sq.Ft.
  • 1317 Newton Street For Sale

    $1,399,900

    1317 Newton Street, Key West, FL 33040

    • 2 Beds
    • 3 Baths
    • 1,386 Sq.Ft.
  • 247 Golf Club Drive For Sale

    $1,325,000

    247 Golf Club Drive, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,600 Sq.Ft.
  • 3841 N Roosevelt Boulevard Unit: 222 For Sale

    $999,000

    3841 N Roosevelt Boulevard Unit: 222, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,586 Sq.Ft.
  • 701 Spanish Main Drive Unit: 221 For Sale

    $995,000

    701 Spanish Main Drive Unit: 221, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 864 Sq.Ft.
  • 3841 N Roosevelt Boulevard Unit: 213 For Sale

    $899,000

    3841 N Roosevelt Boulevard Unit: 213, Key West, FL 33040

    • 2 Beds
    • 3 Baths
    • 1,357 Sq.Ft.
  • 3705 Eagle Avenue For Sale

    $859,500

    3705 Eagle Avenue, Key West, FL 33040

    • 6,000 Sq.Ft.
  • 3711 Eagle Avenue For Sale

    $859,500

    3711 Eagle Avenue, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,464 Sq.Ft.
  • 1206 White Street For Sale

    $825,000

    1206 White Street, Key West, FL 33040

    • 1 Bath
  • 1200 White Street For Sale

    $799,999

    1200 White Street, Key West, FL 33040

    • 1 Bath
  • 1202 White Street For Sale

    $735,000

    1202 White Street, Key West, FL 33040

    • 1 Bath
  • 17220 Angelfish Lane For Sale

    $725,000

    17220 Angelfish Lane, Sugarloaf Key, FL 33042

    • 8,165 Sq.Ft.
  • 17220 Angelfish Lane For Sale

    $725,000

    17220 Angelfish Lane, Sugarloaf Key, FL 33042

  • 17230 Angelfish Lane For Sale

    $725,000

    17230 Angelfish Lane, Sugarloaf Key, FL 33042

  • 17230 Angelfish Lane For Sale

    $725,000

    17230 Angelfish Lane, Sugarloaf Key, FL 33042

    • 8,165 Sq.Ft.
  • 1124 Catherine Street Unit: 202 For Sale

    $665,000

    1124 Catherine Street Unit: 202, Key West, FL 33040

    • 2 Beds
    • 1 Bath
    • 677 Sq.Ft.
  • 701 Spanish Main Drive Unit: 384 For Sale

    $600,000

    701 Spanish Main Drive Unit: 384, Cudjoe Key, FL 33042

    • 2,308 Sq.Ft.
  • 3930 S 3930 Roosevelt Boulevard Unit: N302 For Sale

    $584,000

    3930 S 3930 Roosevelt Boulevard Unit: N302, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,075 Sq.Ft.
  • 3930 S Roosevelt Boulevard Unit: E104 For Sale

    $550,000

    3930 S Roosevelt Boulevard Unit: E104, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,062 Sq.Ft.
  • 1124 Catherine Street Unit: 201 For Sale

    $465,000

    1124 Catherine Street Unit: 201, Key West, FL 33040

    • 1 Bed
    • 1 Bath
    • 454 Sq.Ft.
  • 31129 Avenue G For Sale

    $455,000

    31129 Avenue G, Big Pine Key, FL 33043

    • 3 Beds
    • 3 Baths
    • 844 Sq.Ft.
  • 5555 College Road Unit: 9 For Sale

    $300,000

    5555 College Road Unit: 9 (Sailfish), Key West, FL 33040

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WORK WITH TST

The Spottswood Team is one of the most accomplished real estate groups in the Florida Keys, guiding buyers and sellers through 1,000+ successful transactions across Key West and beyond. With over $1 billion in closed sales volume, TST continues to set the standard for excellence in island real estate.

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