The Spottswood Team

(305) 432-4848

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1205 TRUMAN AVE
KEY WEST FL 33040

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Explore Our Properties
White two-story house with a red door, balcony, palm trees, and a white picket fence.
Welcome to

Truman Annex

A gated oasis within Old Town, Truman Annex combines rich history with elegant tranquility.

Welcome to Truman Annex

A gated oasis within Old Town, Truman Annex combines rich history with elegant tranquility. Named after President Harry S. Truman, who used the former naval station’s commanding officer’s quarters as his “Little White House” during winter retreats, the area has been beautifully transformed into a prestigious residential community with luxury homes, townhouses & condos. 

Today, the Harry S. Truman Little White House Museum anchors the neighborhood, surrounded by meticulously restored military quarters, lush landscaping, and quiet, palm-shaded streets. The architecture blends Colonial Revival and Key West tropical styles, creating a picture-perfect retreat.
 
Residents of Truman Annex enjoy proximity to Fort Zachary Taylor State Park (home to one of the island’s best beaches), Truman Waterfront Park, USCGC Ingham Maritime Museum, and the lively energy of downtown just outside the gate. It’s where serenity and sophistication meet Key West’s storied past.
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  • White two-story house with a red door, balcony, palm trees, and a white picket fence.
Truman Annex
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SIMILAR KEY WEST NEIGHBORHOODS

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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.

  • 223 Eanes Lane For Sale

    $6,999,000

    223 Eanes Lane, Key West, FL 33040

    • 6 Beds
    • 6 Baths
    • 1,630 Sq.Ft.
  • Aerial view of a canal-front home with a swimming pool and tropical landscaping. For Sale

    $6,200,000

    3750 Sunrise Lane, Key West, FL 33040

    • 5 Beds
    • 5 Baths
    • 5,378 Sq.Ft.
  • Modern single-story home with a dark glass garage door, metal roof, and palm-lined front yard. For Sale

    $4,995,000

    1100 Johnson Street, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 2,058 Sq.Ft.
  • 720D Simonton Street For Sale

    $4,950,000

    720D Simonton Street, Key West, FL 33040

    • 4 Beds
    • 4 Baths
    • 2,441 Sq.Ft.
  • 813 Thomas Street For Sale

    $3,895,000

    813 Thomas Street, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 2,271 Sq.Ft.
  • Covered patio beside a long swimming pool, with open glass doors and tropical palms. For Sale

    $3,599,000

    1501 Georgia Street, Key West, FL 33040

    • 4 Beds
    • 5 Baths
    • 2,810 Sq.Ft.
  • White two-story home behind black gates, framed by tall palms. For Sale

    $2,525,000

    1427 Washington Street, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 2,051 Sq.Ft.
  • White two-story house with a turquoise door and shutters behind a white picket fence. For Sale

    $2,199,000

    1109 Stump Lane, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 1,724 Sq.Ft.
  • Waterfront condos and palm trees beside a marina filled with boats and docks. For Sale

    $1,949,000

    3841 N Roosevelt Boulevard 315, Key West, FL 33040

    • 2 Beds
    • 3 Baths
    • 1,357 Sq.Ft.
  • Waterfront condominiums and palm trees line a marina filled with boats and docks. For Sale

    $1,949,000

    3841 N Roosevelt Boulevard 332, Key West, FL 33040

    • 2 Beds
    • 3 Baths
    • 1,357 Sq.Ft.
  • White house with a covered porch, stone walkway, and lush tropical landscaping. Active Under Contract

    $1,899,000

    1220 Georgia Street, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 1,602 Sq.Ft.
  • Two-story home with white-railed decks overlooking a curved pool, patio, palms, and cacti. For Sale

    $1,899,000

    1229 5Th Street, Key West, FL 33040

    • 6 Beds
    • 3 Baths
    • 3,197 Sq.Ft.
  • Backyard pool framed by tropical greenery, with a wood deck and outdoor lounge chairs. Active Under Contract

    $1,825,000

    1115 South Street, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 2,186 Sq.Ft.
  • Backyard pool beside a light-blue house, with palm trees and patio seating. For Sale

    $1,799,000

    2101 Harris Avenue, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,456 Sq.Ft.
  • 1414 18Th Street For Sale

    $1,505,000

    1414 18Th Street, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,680 Sq.Ft.
  • 2823 Patterson Avenue For Sale

    $1,499,000

    2823 Patterson Avenue, Key West, FL 33040

    • 2 Beds
    • 3 Baths
    • 1,751 Sq.Ft.
  • Commercial storefront at 1200–1206 White Street, with a long white roof and sidewalk ramp. For Sale

    $1,475,000

    1200-1206 White Street, Key West, FL 33040

    • 3 Baths
    • 3,380 Sq.Ft.
  • Two-story corner commercial building with pale yellow siding, a metal roof, and ground-floor storefronts. For Sale

    $875,000

    1200+1202 White Street, Key West, FL 33040

    • 1 Bath
    • 2,061 Sq.Ft.
  • Palm-lined grassy yard with a boat trailer beside a white outbuilding. Active Under Contract

    $825,000

    3705 Eagle Avenue, Key West, FL 33040

  • House partly hidden by mature trees, with a grassy front yard, sidewalk, and gate. For Sale

    $825,000

    3711 Eagle Avenue, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,464 Sq.Ft.
  • Gray raised cottage with a white porch and picket fence, shaded by palms and leafy trees. For Sale

    $750,000

    141 Golf Club Drive, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 780 Sq.Ft.
  • White two-story gabled home with a covered porch, tropical landscaping, and a white picket fence. For Sale

    $750,000

    25 Kingfisher Lane, Key West, FL 33040

    • 2 Beds
    • 3 Baths
    • 900 Sq.Ft.
  • Light blue building with wooden exterior stairs and landings among palm trees. For Sale

    $700,000

    3314 Northside Drive 42, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,214 Sq.Ft.
  • Yellow two-story home with white balconies, framed by dense palms along the front walkway. For Sale

    $599,000

    816 South Street 4, Key West, FL 33040

    • 1 Bed
    • 1 Bath
    • 640 Sq.Ft.
  • White storefront at 1206 White Street, with a metal roof, large windows, and a wheelchair ramp. Active Under Contract

    $575,000

    1206 White Street, Key West, FL 33040

    • 1 Bath
    • 1,389 Sq.Ft.
  • 1200 White Street commercial building with a metal roof and wellness storefronts. For Sale

    $525,000

    1200 White Street, Key West, FL 33040

    • 1 Bath
    • 1,169 Sq.Ft.
  • Commercial storefront at 1202 White Street with a white facade and metal roof. For Sale

    $440,000

    1202 White Street, Key West, FL 33040

    • 1 Bath
    • 892.36 Sq.Ft.
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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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White raised coastal house with balconies, framed by tall palms and tropical landscaping.

Get in Touch

THE SPOTTSWOOD TEAM

(305) 432-4848

ADDRESS 1205 TRUMAN AVE KEY WEST FL 33040

TALK TO OUR TEAM
Send us a quick message — we’ll respond promptly to assist with your real estate needs.

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By providing your contact information to The Spottswood Team, your personal information will be processed in accordance with The Spottswood Team's Privacy Policy. By checking the box(es) below, you expressly consent to receive marketing or promotional real estate communication from The Spottswood Team in the manner selected by you. For SMS text messages, message frequency varies. Message and data rates may apply. Consent is not a condition of purchase of any goods or services. You may opt out of receiving further communications from The Spottswood Team at any time. To opt out of receiving SMS text messages, reply STOP to unsubscribe. SMS text messaging is subject to our Terms of Use.

Get in Touch

THE SPOTTSWOOD TEAM

(305) 432-4848

ADDRESS 1205 TRUMAN AVE KEY WEST FL 33040

TALK TO OUR TEAM
Send us a quick message — we’ll respond promptly to assist with your real estate needs.