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Explore Our Properties
Aerial view of a Key West coastal neighborhood beside turquoise water.

The Truman & Co. Difference

For over 21 years, Truman & Co. has been the premier real estate brokerage serving Key West and the Lower Florida Keys. Founded by the esteemed Terri Spottswood and Lynn Kaufelt, our firm was built on a foundation of expertise, integrity, and a deep commitment to the unique island communities we serve.

Closed Deals

Proven Success in Key West Real Estate.

  • Waterfront home and curved pool at dusk, with palm trees and ocean views. Sold

    $13,465,372

    1300 Sunset Boulevard, Summerland Key, FL 33042

    • 6 Beds
    • 8 Baths
    • 7,720 Sq.Ft.
  • Outdoor swimming pool beside a light-colored home, with a wooden deck, loungers, and covered patio. Sold

    $9,500,000

    412 Frances Street, Key West, FL 33040

    • 15 Beds
    • 18 Baths
  • Yellow two-story building at 419 Amelia Street with a white balcony, palm trees, and American and rainbow flags. Sold

    $9,000,000

    419 Amelia Street, Key West, FL 33040

    • 15 Beds
    • 16 Baths
  • Tropical wood house behind a curved pool, surrounded by palms and lush landscaping. Sold

    $8,600,000

    908 Fleming Street, Key West, FL 33040

    • 5 Beds
    • 8 Baths
    • 4,250 Sq.Ft.
  • White two-story house behind a black iron fence, surrounded by palms and tropical landscaping. Sold

    $7,250,000

    616 Eaton Street, Key West, FL 33040

    • 5 Beds
    • 7 Baths
    • 4,000 Sq.Ft.
  • Blue-gray two-story home with a columned porch, tropical palms, white picket fence, and paved driveway. Sold

    $6,500,000

    626 William Street, Key West, FL 33040

    • 5 Beds
    • 6 Baths
    • 3,536 Sq.Ft.
  • White two-story house with a covered porch, tiered fountain, and circular brick patio amid tropical gardens. Sold

    $5,800,000

    328 Whitehead Street, Key West, FL 33040

    • 5 Beds
    • 5 Baths
    • 2,430 Sq.Ft.
  • Tropical backyard pool beside a white-sided home, with lounge chairs and a tiled waterfall. Sold

    $5,800,000

    522 Elizabeth Street, Key West, FL 33040

    • 6 Beds
    • 7 Baths
    • 3,209 Sq.Ft.
  • The Grand Guesthouse at 1116 Grinnell Street, framed by tropical palms behind a white picket fence. Sold

    $5,350,000

    1116 Grinnell Street, Key West, FL 33040

    • 12 Beds
    • 12 Baths
    • 3,384 Sq.Ft.
  • Two-story home with a covered porch and tropical landscaping beside a curved swimming pool at dusk. Sold

    $5,100,000

    1214 Olivia Street, Key West, FL 33040

    • 6 Beds
    • 5 Baths
    • 4,182 Sq.Ft.
  • Home with open living area facing a swimming pool, surrounded by tropical landscaping and patio seating. Sold

    $4,425,000

    1006-1008 Fleming Street, Key West, FL 33040

    • 4 Beds
    • 5 Baths
    • 3,336 Sq.Ft.
  • Tropical courtyard with a stone-edged gravel path, lush palms, and a modern home patio. Sold

    $4,385,000

    1026 Von Phister Street, Key West, FL 33040

    • 4 Beds
    • 4 Baths
    • 2,671 Sq.Ft.
  • Two-story white home with a blue metal roof, covered balconies, tropical landscaping, and a fenced driveway. Sold

    $4,300,000

    1217 Johnson Street, Key West, FL 33040

    • 5 Beds
    • 6 Baths
    • 3,650 Sq.Ft.
  • Yellow two-story home with a white balcony, American flag, and palm trees along the street. Sold

    $4,300,000

    406 United Street, Key West, FL 33040

    • 4 Beds
    • 5 Baths
    • 3,624 Sq.Ft.
  • Modern two-story home with balconies overlooking a pool and central fire feature at dusk. Sold

    $4,250,000

    1320 Grinnell Street, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 2,833 Sq.Ft.
  • Open-plan living and dining room with cream sofas, a dark wood table, and a high timber ceiling with exposed beams. Sold

    $4,000,000

    1227 Washington Street, Key West, FL 33040

    • 4 Beds
    • 4 Baths
    • 3,066 Sq.Ft.
  • White two-story house with a swimming pool, stone patio, and tropical landscaping at night. Sold

    $4,000,000

    810 Eisenhower Drive, Key West, FL 33040

    • 4 Beds
    • 5 Baths
    • 2,177 Sq.Ft.
  • Key West home with a covered porch, palm trees, and a tropical garden along the front path. Sold

    $3,950,000

    1311 Grinnell Street, Key West, FL 33040

    • 5 Beds
    • 7 Baths
    • 2,681 Sq.Ft.
  • Tropical backyard pool glowing blue beside a covered dining patio and wood deck at night. Sold

    $3,800,000

    704 Eaton Street, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 2,369 Sq.Ft.
  • Aerial view of white-roofed buildings with a small pool, tropical landscaping, and a red brick driveway. Sold

    $3,800,000

    802 Southard Street, Key West, FL 33040

    • 4 Beds
    • 5 Baths
    • 2,310 Sq.Ft.
  • Pastel pink Key West home with a columned porch, palm trees, and white picket fence. Sold

    $3,750,000

    617 Ashe Street, Key West, FL 33040

    • 4 Beds
    • 4 Baths
    • 2,091 Sq.Ft.
  • Pale yellow two-story home framed by palms, with an American flag, white picket fence, and attached carport. Sold

    $3,700,000

    1017 Margaret Street, Key West, FL 33040

    • 4 Beds
    • 4 Baths
    • 2,400 Sq.Ft.
  • Backyard pool and terracotta patio beside a yellow gabled house, with lounge chairs and tropical landscaping. Sold

    $3,690,000

    716 Duval Street, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,800 Sq.Ft.
  • White Key West home with blue shutters, a covered porch, tropical palms, and a blue front gate. Sold

    $3,650,000

    1414 Newton Street, Key West, FL 33040

    • 4 Beds
    • 6 Baths
    • 3,043 Sq.Ft.
  • Tropical property entrance with a white wall, palms, and a large banyan tree. Sold

    $3,625,000

    1025 Casa Marina Court, Key West, FL 33040

    • 4 Beds
    • 4 Baths
    • 3,285 Sq.Ft.
  • White tropical home and swimming pool framed by palms at dusk. Sold

    $3,625,000

    906 South Street, Key West, FL 33040

    • 5 Beds
    • 4 Baths
    • 1,833 Sq.Ft.
  • Modern white three-story house with open balconies, a gated driveway, and tropical palms. Sold

    $3,600,000

    24 Floral Avenue, Key Haven, FL 33040

    • 5 Beds
    • 5 Baths
    • 4,480 Sq.Ft.
  • White two-story home with wraparound porches, picket fence, and palms beside a gravel driveway. Sold

    $3,600,000

    724 Olivia Street, Key West, FL 33040

    • 5 Beds
    • 2 Baths
    • 2,848 Sq.Ft.
  • White Key West home with a metal roof, picket fence, tropical palms, and gravel driveway. Sold

    $3,562,500

    1233 Washington Street, Key West, FL 33040

    • 4 Beds
    • 5 Baths
    • 2,585 Sq.Ft.
  • Home entrance at 1025 Von Phister Street, framed by dense palms and tropical landscaping at dusk. Sold

    $3,500,000

    1025 Von Phister Street, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 2,348 Sq.Ft.
  • Swimming pool with a shallow lounging ledge, surrounded by tropical palms and patio seating. Sold

    $3,500,000

    316 Southard Street, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 2,532 Sq.Ft.
  • Yellow Key West house with a covered porch and green shutters, surrounded by tropical palms behind a white picket fence. Sold

    $3,350,000

    1020 Southard Street, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 2,438 Sq.Ft.
  • Key West home with a columned porch, tropical landscaping, and a white picket fence. Sold

    $3,285,000

    418 William Street, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 1,852 Sq.Ft.
  • Waterfront condominiums and marina across a canal, with wooden docks and palm trees. Sold

    $3,280,000

    719 Eisenhower Drive 7, Key West, FL 33040

    • 5 Beds
    • 4 Baths
    • 3,417 Sq.Ft.
  • Two-story gray home beside a backyard pool, with a covered porch and detached pool house. Sold

    $3,250,000

    1711 Washington Street, Key West, FL 33040

    • 5 Beds
    • 5 Baths
    • 2,612 Sq.Ft.
  • Beige stucco home with arched entrance and balconies, surrounded by palm trees and tropical landscaping. Sold

    $3,250,000

    33 Cypress Avenue, Key Haven, FL 33040

    • 4 Beds
    • 5 Baths
    • 4,102 Sq.Ft.
  • Olive-green Key West house with ornate white porch, palm trees, and a white picket fence. Sold

    $3,250,000

    906 Southard Street, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 2,188 Sq.Ft.
  • White two-story house with a front porch, picket fence, and tropical palms. Sold

    $3,215,000

    1023 Washington Street, Key West, FL 33040

    • 2 Beds
    • 3 Baths
    • 2,118 Sq.Ft.
  • Two-story house at night, framed by illuminated palms and a white picket fence. Sold

    $3,200,000

    811 White Street, Key West, FL 33040

    • 4 Beds
    • 4 Baths
    • 2,305 Sq.Ft.
  • Croissants de France bakery storefront with white porch, wooden shutters, and central steps. Sold

    $3,150,000

    816 Duval Street, Key West, FL 33040

    • 2 Baths
    • 2,695 Sq.Ft.
  • Swimming pool beside a modern white house, surrounded by tropical palms and patio seating. Sold

    $3,125,000

    1205 Von Phister Street, Key West, FL 33040

    • 5 Beds
    • 5 Baths
    • 3,130 Sq.Ft.
  • White cottage with a pale metal roof and porch, framed by lush tropical trees and landscaping. Sold

    $3,100,000

    1114 Grinnell Street, Key West, FL 33040

    • 5 Beds
    • 4 Baths
    • 2,349 Sq.Ft.
  • Aerial view of a tropical home’s pool and wood deck with lounge chairs and a striped umbrella. Sold

    $3,100,000

    1230 South Street, Key West, FL 33040

    • 5 Beds
    • 6 Baths
    • 2,033 Sq.Ft.
  • Aerial view of a canal-side home with a pool and boat docked beside the seawall. Sold

    $3,000,000

    3632 Sunrise Drive, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 2,448 Sq.Ft.
  • White house behind a picket fence, shaded by large trees, with a covered porch. Sold

    $2,900,000

    714 Passover Lane, Key West, FL 33040

    • 5 Beds
    • 5 Baths
    • 2,392 Sq.Ft.
  • Two-story white house with covered balconies, tropical landscaping, and a white picket fence. Sold

    $2,895,000

    408 Grinnell Street, Key West, FL 33040

    • 4 Beds
    • 4 Baths
    • 2,475 Sq.Ft.
  • Light-colored home with a covered porch beneath a large shade tree and surrounded by palms. Sold

    $2,868,000

    901 Johnson Street, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 2,507 Sq.Ft.
  • White two-story house behind a picket fence, framed by tropical greenery and pink bougainvillea. Sold

    $2,850,000

    929 United Street, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,812 Sq.Ft.
  • Curving pool beside a white home, with a wood deck, French doors, and tropical landscaping. Sold

    $2,825,000

    1315 Grinnell Street, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,725 Sq.Ft.
  • Two-story home behind a curved pool, with a covered patio and hammock amid tropical landscaping. Sold

    $2,780,000

    916 Seminary Street, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,745 Sq.Ft.
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Meet Our Team

At Truman & Co., our success is built on the expertise, dedication, and local knowledge of our team.

Have Our Team Help You Find Out What Your Home is Really Worth Today

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Handpicked Homes

Discover the Finest Homes in Key West & the Lower Keys.

  • Aerial view of a palm-lined waterfront home with a swimming pool and landscaped grounds. For Sale

    $6,200,000

    3750 Sunrise Lane, Key West, FL 33040

    • 5 Beds
    • 5 Baths
    • 5,378 Sq.Ft.
  • White house behind a flowering hedge, with a dark gate, blue planters, and palm trees. For Sale

    $5,500,000

    906 Johnson Street, Key West, FL 33040

    • 6 Beds
    • 6 Baths
    • 3,751 Sq.Ft.
  • Modern single-story home with a metal roof, palm trees, and a landscaped front yard. For Sale

    $5,200,000

    1100 Johnson Street, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 2,058 Sq.Ft.
  • Modern glass-walled home beside an illuminated pool, framed by palm trees at dusk. For Sale

    $4,700,000

    1014 Flagler Avenue, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 3,104 Sq.Ft.
  • Dining room with a wood-plank accent wall, blue kitchen, and sliding doors overlooking a pool. For Sale

    $4,450,000

    1113 Stump Lane, Key West, FL 33040

    • 4 Beds
    • 5 Baths
    • 2,985 Sq.Ft.
  • Modern home opens onto a narrow pool bordered by a pale stone patio and tropical palms. For Sale

    $3,599,000

    1501 Georgia Street, Key West, FL 33040

    • 4 Beds
    • 5 Baths
    • 2,810 Sq.Ft.
  • White gabled house with pale green shutters, a covered porch, and illuminated tropical landscaping at dusk. For Sale

    $2,599,000

    812 Carsten Lane, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,204 Sq.Ft.
  • White two-story home with an arched entry, black gates, and tall palms. For Sale

    $2,525,000

    1427 Washington Street, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 2,051 Sq.Ft.
  • White Key West house with dark shutters, a picket fence, and brick walkway. For Sale

    $2,475,000

    1212 Olivia Street, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,750 Sq.Ft.
  • Waterfront home on a landscaped lot outlined in yellow, beside a canal with open water beyond. For Sale

    $2,299,999

    17210 Angelfish Lane, Sugarloaf Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 2,288 Sq.Ft.
  • Two-story beige house behind a tall hedge, with palm trees, a white gate, and brick walkway. For Sale

    $2,250,000

    1300 Seminary Street, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 1,470 Sq.Ft.
  • White two-story cottage with a covered porch, turquoise door and shutters, and a white picket fence. For Sale

    $2,199,000

    1109 Stump Lane, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 1,724 Sq.Ft.
  • Light blue cottage with navy shutters, a covered porch, white picket fence, and brick driveway. For Sale

    $2,150,000

    810 Carey Lane, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,200 Sq.Ft.
  • White home with a columned 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 balconies above a curved pool, surrounded by palms and cacti. For Sale

    $1,899,000

    1229 5Th Street, Key West, FL 33040

    • 6 Beds
    • 3 Baths
    • 3,197 Sq.Ft.
  • White two-story home with a front balcony, tropical landscaping, and a white picket fence. For Sale

    $1,899,000

    1513 Pine Street, Key West, FL 33040

    • 2 Beds
    • 3 Baths
    • 1,717 Sq.Ft.
  • Tropical swimming pool surrounded by dense palms, with a wooden deck and lounge chairs. Active Under Contract

    $1,825,000

    1115 South Street, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 2,186 Sq.Ft.
  • Light blue home with a pool, submerged loungers, patio seating, and tropical landscaping. For Sale

    $1,799,000

    2101 Harris Avenue, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,456 Sq.Ft.
  • Aerial view of a waterfront neighborhood, with a canal, palm-lined homes, and a vacant parcel. For Sale

    $1,499,000

    1151 Sugarloaf Boulevard, Sugarloaf Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 2,144 Sq.Ft.
  • Backyard pool beside a white cottage, with a tiled water feature and tropical landscaping. For Sale

    $1,474,000

    1505 Johnson Street, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,489 Sq.Ft.
  • Single-story home at 34 Key Haven Road with tall palms, a fenced lawn, and a basketball hoop. For Sale

    $1,395,000

    34 Key Haven Road, Key Haven, FL 33040

    • 4 Beds
    • 2 Baths
    • 1,743 Sq.Ft.
  • 626A residence entrance with a dark door, tropical landscaping, and courtyard seating. For Sale

    $1,299,000

    626 Fleming Street A, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,260 Sq.Ft.
  • Coral-colored single-story home with a screened door, tropical landscaping, and a curved brick walkway. For Sale

    $999,000

    2309 Flagler Avenue, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,720 Sq.Ft.
  • Raised gray home with a covered porch and white picket fence, shaded by tropical trees and palms. For Sale

    $750,000

    141 Golf Club Drive, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 780 Sq.Ft.
  • Two-story white home with a wraparound porch, palm trees, and a white picket fence. For Sale

    $750,000

    25 Kingfisher Lane, Key West, FL 33040

    • 2 Beds
    • 3 Baths
    • 900 Sq.Ft.
  • Building exterior with tiered wooden balconies and stairs among palm trees. For Sale

    $700,000

    3314 Northside Drive 42, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,214 Sq.Ft.
  • Front porch of a light-colored home framed by tropical greenery and a curved brick walkway. For Sale

    $649,000

    30 Kingfisher Lane, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 780 Sq.Ft.
  • Waterfront condominium complex with a marina, docks, and swimming pool beside turquoise water. For Sale

    $69,000

    617, Front ST C41 Week 50, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,120 Sq.Ft.
  • Waterfront view with a white-sailed boat, turquoise water, and palm trees. For Sale

    $62,000

    617 Front Street A52 Penthouse WK 52, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,120 Sq.Ft.
  • Waterfront sunset with docks and turquoise umbrellas along the shore. For Sale

    $59,900

    617 Front Street C54 Penthouse Week 36, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,120 Sq.Ft.
  • Waterfront condominium complex beside a marina, with a swimming pool and waterfront deck. For Sale

    $59,000

    617 Front Street A52 wk32, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,120 Sq.Ft.
  • Aerial view of waterfront condominium and marina, with an arrow pointing to a unit. For Sale

    $49,900

    617 Front Street E-43 AB Week 46 Lockout, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,120 Sq.Ft.
  • Aerial view of waterfront condominiums with a pool, marina, and red arrow pointing to one building. For Sale

    $43,000

    617 Front Street C-21 Week 22, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,120 Sq.Ft.
  • Aerial view of waterfront condominiums, marina, and pool, with a red arrow pointing toward one building. For Sale

    $42,000

    617 Front Street B41 Week 1, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,120 Sq.Ft.
  • Waterfront dock and boardwalk beneath a large tree, with sailboats on the calm water. For Sale

    $37,500

    617 Front Street B-24 Week 45, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,120 Sq.Ft.
  • Furnished living room with a wood ceiling and sofa, opening onto a balcony overlooking the water. For Sale

    $32,500

    617 Front Street B-51 Penthouse Week 36, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,120 Sq.Ft.
  • Waterfront condominium overlooking a marina filled with boats, with a cruise ship in the harbor. For Sale

    $26,000

    617 Front Street D-54 Penthouse Week 37, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,120 Sq.Ft.
View All

Testimonials

We’d be remiss if we did not end this day with a huge thank you to the folks who got us across the finish line. The best team one could hope for. And lovely people, too! Our deepest gratitude.
We’d be remiss if we did not end this day with a huge thank you to the folks who got us across the finish line. The best team one could hope for. And lovely people, too! Our deepest gratitude.
Mary Jean C. & Geoffrey T.
What a great transaction! Team Kaufelt is the best!
What a great transaction! Team Kaufelt is the best!
Julie & Bill L.
Thank you! Thank you so much. We are thoroughly enjoying our new home and Key West!
Thank you! Thank you so much. We are thoroughly enjoying our new home and Key West!
Karen & Todd B.
We purchased our new home in Key West in January. Team Kaufelt was our broker for the purchase and was amazing! They not only facilitated the purchase from afar but also handled getting all of the appropriate accounts transferred and in our name as well. Ted Stewart even met the Comcast technician to get that up and running. Without Ted, we would have had to fly back and forth just to get all of this done. Their local knowledge is invaluable and they connected us with a landscaper, cleaning company, insurance broker, etc. They thought of everything!
We purchased our new home in Key West in January. Team Kaufelt was our broker for the purchase and was amazing! They not only facilitated the purchase from afar but also handled getting all of the appropriate accounts transferred and in our name as well. Ted Stewart even met the Comcast technician to get that up and running. Without Ted, we would have had to fly back and forth just to get all of this done. Their local knowledge is invaluable and they connected us with a landscaper, cleaning company, insurance broker, etc. They thought of everything!
Keri H.
Ted was professional, very responsive, and was always a step ahead. Old Town Fitness was the first business we bought in the state of Florida and we are very happy with the customer service we received from Ted Stewart. From minor things like rides to the airport to specific details pertaining to closing the deal, everything was smooth. Thank you for a great transaction. Looking forward to doing our next commercial and/or residential deal with you in the future!
Ted was professional, very responsive, and was always a step ahead. Old Town Fitness was the first business we bought in the state of Florida and we are very happy with the customer service we received from Ted Stewart. From minor things like rides to the airport to specific details pertaining to closing the deal, everything was smooth. Thank you for a great transaction. Looking forward to doing our next commercial and/or residential deal with you in the future!
John M.
First-rate marketing, strategizing, and promotion. Hands-on attention to detail from start to finish. They sold our house in two days and curated the entire process with clarity and timeliness. The entire team is polished and presents themselves impeccably. Their response time is extraordinary and respectful of their clients’ needs. This is professionalism at its peak.
First-rate marketing, strategizing, and promotion. Hands-on attention to detail from start to finish. They sold our house in two days and curated the entire process with clarity and timeliness. The entire team is polished and presents themselves impeccably. Their response time is extraordinary and respectful of their clients’ needs. This is professionalism at its peak.
Stephen K.
Team Kaufelt was the perfect realtor partner at every step - from taking the most fabulous photos and videos for marketing to prepping our property for showing, vetting the prospective buyers, and keeping us informed at every stage right up to the successful selling of our home. We could not recommend them highly enough! every member of the team was a joy to work with - professional, personable, and knowledgable, what could have been a stressful event to go through was stress-free, thanks to Team Kaufelt!
Team Kaufelt was the perfect realtor partner at every step - from taking the most fabulous photos and videos for marketing to prepping our property for showing, vetting the prospective buyers, and keeping us informed at every stage right up to the successful selling of our home. We could not recommend them highly enough! every member of the team was a joy to work with - professional, personable, and knowledgable, what could have been a stressful event to go through was stress-free, thanks to Team Kaufelt!
Rosi W.
A huge thank you to Jackson Kaufelt for his outstanding dedication to selling our home in Key West. When you're selling a piece of your heart, you want a professional who can get you top dollar and guide you smoothly through the entire process. Jackson was available anytime to answer all of our questions (we had a lot of those!), and we trusted his advice as the Kaufelt name is highly respected in Key West Realty. Don't pass up the opportunity to work with a top-notch team. You'll get the absolute best of everything. Thank you!
A huge thank you to Jackson Kaufelt for his outstanding dedication to selling our home in Key West. When you're selling a piece of your heart, you want a professional who can get you top dollar and guide you smoothly through the entire process. Jackson was available anytime to answer all of our questions (we had a lot of those!), and we trusted his advice as the Kaufelt name is highly respected in Key West Realty. Don't pass up the opportunity to work with a top-notch team. You'll get the absolute best of everything. Thank you!
Gretchen & Dean D.
From listing date to sales date, far and away the finest real estate team that we have ever worked with. Thanks to Lyn and Jackson for making the sale of our home totally painless. We have done 3 deals with the Kaufelt team with each one closing on time without a problem.
From listing date to sales date, far and away the finest real estate team that we have ever worked with. Thanks to Lyn and Jackson for making the sale of our home totally painless. We have done 3 deals with the Kaufelt team with each one closing on time without a problem.
Bobbi & Bernard H.
My entire experience with Truman & Co. is based solely with Elizabeth Chamberlain. My husband and I have had the good fortune of working with Elizabeth with 4 separate transactions over the past 5+ years in various parts of Old Town and Casa Marina. We have been extremely satisfied with her services and our results in each instance, and would definitely recommend her to anyone interested in buying or selling property in any part of the lower Keys. We live out of state, and our Key West home(s) have been for part-time living. Elizabeth listened to our "wants" for each change we made with homes. She acquired stunning photos and gave great tips on staging. And to the ins and outs of all of the paperwork and deadlines? Well, she handled it all with knowledge and professionalism. She completely walked us through the entire "Key West" purchasing process; putting us at ease. Elizabeth was timely to answer any questions we had and was always available to help us. We were impressed with how quickly she marketed our homes. I recommend to anyone that is in the preliminary steps of searching for a home and/or selling a home to reach out to Elizabeth. In addition, we have referred close friends to use Elizabeth as their realtor which they did both with the purchase and sale of their home. The process went very satisfactorily for my friend, who lives out of the area. I highly recommend Elizabeth from Truman & Co. and will plan to use her again, should the opportunity arise in the future.
My entire experience with Truman & Co. is based solely with Elizabeth Chamberlain. My husband and I have had the good fortune of working with Elizabeth with 4 separate transactions over the past 5+ years in various parts of Old Town and Casa Marina. We have been extremely satisfied with her services and our results in each instance, and would definitely recommend her to anyone interested in buying or selling property in any part of the lower Keys. We live out of state, and our Key West home(s) have been for part-time living. Elizabeth listened to our "wants" for each change we made with homes. She acquired stunning photos and gave great tips on staging. And to the ins and outs of all of the paperwork and deadlines? Well, she handled it all with knowledge and professionalism. She completely walked us through the entire "Key West" purchasing process; putting us at ease. Elizabeth was timely to answer any questions we had and was always available to help us. We were impressed with how quickly she marketed our homes. I recommend to anyone that is in the preliminary steps of searching for a home and/or selling a home to reach out to Elizabeth. In addition, we have referred close friends to use Elizabeth as their realtor which they did both with the purchase and sale of their home. The process went very satisfactorily for my friend, who lives out of the area. I highly recommend Elizabeth from Truman & Co. and will plan to use her again, should the opportunity arise in the future.
Renee J.
Between them, there is so much knowledge and experience.
Between them, there is so much knowledge and experience.
Matthew N.
I can not believe how fast my home sold. Also for more than the asking price!
I can not believe how fast my home sold. Also for more than the asking price!
Susan K.
Ted was magnificent! He went way above the norm in helping us find our dream house in the Key West. I would strongly recommend Ted if you are looking to purchase a property in the Keys. Ted listens to what you want and protects your interests. And he doesn’t stop once a contract is signed. He helped us find providers for insurance, furniture, contractors, and also with utilities. Ted did our walk through by FaceTime. He made the whole process very easy. Ted is the man to see if buying in the Keys!!! 5 STAR SERVICE!!!
Ted was magnificent! He went way above the norm in helping us find our dream house in the Key West. I would strongly recommend Ted if you are looking to purchase a property in the Keys. Ted listens to what you want and protects your interests. And he doesn’t stop once a contract is signed. He helped us find providers for insurance, furniture, contractors, and also with utilities. Ted did our walk through by FaceTime. He made the whole process very easy. Ted is the man to see if buying in the Keys!!! 5 STAR SERVICE!!!
Ken H.
Best experience ever! Not only did my agent Ted take me to see every possible home on the market he did it always with a smile and so very positive. I searched for my forever home for seven months and was so frustrated and constantly wanting to give up. Ted would have me regroup and encouraged me to keep looking knowing we would find my perfect home and we did. This was the easy part. The next phase of actually buying and having everything fall into place was only accomplished because Ted was on the job. There are so many moving parts such as the inspection, the loan approval, making sure that everything is done and in a timely manner was his specialty among others. Even after the closing he still continues to help me with the home by helping get the power transferred the water on sending me names for things o need to have taken care of. I had the best buying experience ever and couldn’t be happier about it.
Best experience ever! Not only did my agent Ted take me to see every possible home on the market he did it always with a smile and so very positive. I searched for my forever home for seven months and was so frustrated and constantly wanting to give up. Ted would have me regroup and encouraged me to keep looking knowing we would find my perfect home and we did. This was the easy part. The next phase of actually buying and having everything fall into place was only accomplished because Ted was on the job. There are so many moving parts such as the inspection, the loan approval, making sure that everything is done and in a timely manner was his specialty among others. Even after the closing he still continues to help me with the home by helping get the power transferred the water on sending me names for things o need to have taken care of. I had the best buying experience ever and couldn’t be happier about it.
Dawn S.
I met Ted at the dog park in Key West, where our pups hit it off—and the rest is history!

One evening, Ted came to my restaurant for dinner. I jokingly asked him for help with a property, and he immediately jumped in, guiding me through the entire process.

Over the next two months, we worked closely together. Was it stressful? Absolutely. But with Ted's guidance, it turned into an amazing experience.

Buying a home can be challenging, from finding the perfect house to making an offer and organizing everything. But with Ted Stewart by your side, you’re never alone. He’s available any day, at any time, and his knowledge is unmatched. Whether it’s your first home or your tenth, he’ll be there for you. If he doesn’t have an answer, he’ll find it.

My wife and I couldn't have asked for a better guide through this process, especially in the Florida Keys. If you're looking to buy here, you know how challenging it can be. My advice? Get Ted on your team, and great things will happen.

From day one to closing, the process was smooth and issue-free. But a special shout-out to Ted—he deserves a gold medal. Just give him a call; you won’t regret it!
I met Ted at the dog park in Key West, where our pups hit it off—and the rest is history!

One evening, Ted came to my restaurant for dinner. I jokingly asked him for help with a property, and he immediately jumped in, guiding me through the entire process.

Over the next two months, we worked closely together. Was it stressful? Absolutely. But with Ted's guidance, it turned into an amazing experience.

Buying a home can be challenging, from finding the perfect house to making an offer and organizing everything. But with Ted Stewart by your side, you’re never alone. He’s available any day, at any time, and his knowledge is unmatched. Whether it’s your first home or your tenth, he’ll be there for you. If he doesn’t have an answer, he’ll find it.

My wife and I couldn't have asked for a better guide through this process, especially in the Florida Keys. If you're looking to buy here, you know how challenging it can be. My advice? Get Ted on your team, and great things will happen.

From day one to closing, the process was smooth and issue-free. But a special shout-out to Ted—he deserves a gold medal. Just give him a call; you won’t regret it!
Luis C.
Ted did an outstanding job assisting us with the purchase of our Key West home. If it wasn't for Ted's patience and expertise of the Key West area, our needs with regard to the type of home, as well as the market, we definitely would not be owning a home there today. From start to finish Ted listened to our needs and wants and was able to find us our perfect home. He took the time to show us different areas, price points as well as pros and cons of living in each area we looked at. Ted was always available via phone, returning calls promptly. He consistently went above and beyond every time we came into town and made sure he had several showings available. Ted has gone above and beyond, not only from purchasing and closing on the house, but finding the right people to maintain our property.
We highly recommend Ted to anyone interested in purchasing a property in the Florida Keys, you will definitely not be disappointed.
Ted did an outstanding job assisting us with the purchase of our Key West home. If it wasn't for Ted's patience and expertise of the Key West area, our needs with regard to the type of home, as well as the market, we definitely would not be owning a home there today. From start to finish Ted listened to our needs and wants and was able to find us our perfect home. He took the time to show us different areas, price points as well as pros and cons of living in each area we looked at. Ted was always available via phone, returning calls promptly. He consistently went above and beyond every time we came into town and made sure he had several showings available. Ted has gone above and beyond, not only from purchasing and closing on the house, but finding the right people to maintain our property.
We highly recommend Ted to anyone interested in purchasing a property in the Florida Keys, you will definitely not be disappointed.
John & Mary A.
We used Ted for the sale of our condo and couldn't have picked a better agent to help us and get the job done! We were out of state for the entire process so we were unsure how to make it all happen. Ted knew EXACTLY what to do with all the different moving parts and made the process seamless! His communication skills are excellent. He was available for questions as well as keeping us informed every step of the way. Whenever any kind of issue came up, Ted always found a solution. He is knowledgable of the entire process and has many resources in the community. We couldn't be happier with how easy this sale went and we owe it ALL to Ted and his hard work! Much appreciated! We will definitely use Ted for our next Key West transaction!
We used Ted for the sale of our condo and couldn't have picked a better agent to help us and get the job done! We were out of state for the entire process so we were unsure how to make it all happen. Ted knew EXACTLY what to do with all the different moving parts and made the process seamless! His communication skills are excellent. He was available for questions as well as keeping us informed every step of the way. Whenever any kind of issue came up, Ted always found a solution. He is knowledgable of the entire process and has many resources in the community. We couldn't be happier with how easy this sale went and we owe it ALL to Ted and his hard work! Much appreciated! We will definitely use Ted for our next Key West transaction!
Missy and Jeff K.
I’ve had a top notch experience with Ted as my agent. He works hard and does it with enthusiasm. He is fantastic with communication and constantly kept me in touch with how the progress of our transaction was progressing. He helped me with negotiating with saved me thousands of dollars. He also connected me with support and service people for before settlement like home inspectors, insurance agents etc who were all very good and has connected me with people to help service my property after settlement such as pool service, landscaping, etc. As a remote buyer, he even stopped by my house to move deliveries inside. I can’t say enough about Ted and highly recommend his services!
I’ve had a top notch experience with Ted as my agent. He works hard and does it with enthusiasm. He is fantastic with communication and constantly kept me in touch with how the progress of our transaction was progressing. He helped me with negotiating with saved me thousands of dollars. He also connected me with support and service people for before settlement like home inspectors, insurance agents etc who were all very good and has connected me with people to help service my property after settlement such as pool service, landscaping, etc. As a remote buyer, he even stopped by my house to move deliveries inside. I can’t say enough about Ted and highly recommend his services!
Michael S.
Ted is the only realtor I would recommend after this experience. He has the knowledge, the passion for the industry and the drive to get even the most complex transactions over the finish line. He turned around every obstacle imaginable within 24 hrs. As soon as one was done he went on to the next. I dont think I could have completed my purchase without his infinite grit and problem solving skills. His professionalism, positivity and deep knowledge of real estate makes him a invaluable asset to anyone buying, selling, managing or renting a property in the Keys and me and my little family will be forever grateful for his hard work. Thank you Ted!
Ted is the only realtor I would recommend after this experience. He has the knowledge, the passion for the industry and the drive to get even the most complex transactions over the finish line. He turned around every obstacle imaginable within 24 hrs. As soon as one was done he went on to the next. I dont think I could have completed my purchase without his infinite grit and problem solving skills. His professionalism, positivity and deep knowledge of real estate makes him a invaluable asset to anyone buying, selling, managing or renting a property in the Keys and me and my little family will be forever grateful for his hard work. Thank you Ted!
Matilda G.
Hi Stephanie! Just wanted to thank you for helping us sell out timeshare. Although we hated to sell after 28 years we thought it was time to sell. It'll be tough not seeing our Week 18 friends we made there we can always drive down to visit and stay somewhere in the keys. Best regards, Sandy M
Hi Stephanie! Just wanted to thank you for helping us sell out timeshare. Although we hated to sell after 28 years we thought it was time to sell. It'll be tough not seeing our Week 18 friends we made there we can always drive down to visit and stay somewhere in the keys. Best regards, Sandy M
Sandy M.
Thank you, Stephanie - you and your Company did a great job.
Thank you, Stephanie - you and your Company did a great job.
Tony D.
Thank you, Stephanie! You made the process very easy.
Thank you, Stephanie! You made the process very easy.
Thomas B.
I would give Jared 10 stars if possible! He is the most professional, knowledgeable, detail oriented, kindest real estate professional we have ever worked with. He worked with us on finding a home and always took time to research the homes before we visited, determining if the criteria we wanted actually matched to the place we were viewing and was always two steps ahead of us in thinking about what needed to be done next in the process. His role in finalizing the purchase process was exemplary. Jared is a role model for any person in real estate!
I would give Jared 10 stars if possible! He is the most professional, knowledgeable, detail oriented, kindest real estate professional we have ever worked with. He worked with us on finding a home and always took time to research the homes before we visited, determining if the criteria we wanted actually matched to the place we were viewing and was always two steps ahead of us in thinking about what needed to be done next in the process. His role in finalizing the purchase process was exemplary. Jared is a role model for any person in real estate!
Robin & Art Holleman
Jared was so great helping me with my first house he's awesome.
Jared was so great helping me with my first house he's awesome.
Taweh Beysolow
I feel very fortunate to have chosen Jared as my buyer’s agent for my Key West house. His knowledge of the Key West market and attention to details is without match. His response to my personal questions was timely and thorough in all situations. I was more impressed how Jared handled the administrative process along with connecting the banks, insurance companies, inspectors, contractors, and other players in my closing process. To say my deal was quick and painless would be an understatement. I owe this to Jared’s work. I highly recommend him!
I feel very fortunate to have chosen Jared as my buyer’s agent for my Key West house. His knowledge of the Key West market and attention to details is without match. His response to my personal questions was timely and thorough in all situations. I was more impressed how Jared handled the administrative process along with connecting the banks, insurance companies, inspectors, contractors, and other players in my closing process. To say my deal was quick and painless would be an understatement. I owe this to Jared’s work. I highly recommend him!
Troy Booker

Choice Commercial Collection

  • Tropical courtyard pool surrounded by lounge chairs and seating at dusk. For Sale

    $6,999,000

    223 Eanes Lane, Key West, FL 33040

    • 6 Beds
    • 6 Baths
    • 1,630 Sq.Ft.
  • Two-story corner commercial building with pale yellow siding, a white metal roof, and storefronts. For Sale

    $945,000

    1200+1202 White Street, Key West, FL 33040

    • 1 Bath
    • 2,061 Sq.Ft.
  • White Street storefront at 1206, with a metal roof and parked cars along the road. For Sale

    $575,000

    1206 White Street, Key West, FL 33040

    • 1 Bath
    • 1,389 Sq.Ft.
  • Building at 1202 White Street with a low storefront and an upper section. For Sale

    $450,000

    1202 White Street, Key West, FL 33040

    • 1 Bath
    • 892.36 Sq.Ft.
  • White storefront at 1206 White Street, with a red arrow pointing to its entrance. For Lease

    $3,950/mo

    1206 White Street, Key West, FL 33040

    • 1 Bath
    • 1,100 Sq.Ft.
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Areas of Expertise

Browse our lifestyle guides to learn about the best neighborhoods for you.

  • Bahama Village
  • Casa Marina
  • Key Haven
  • Key West Golf Club
  • Lower Florida Keys
  • Midtown
  • New Town
  • Old Town
  • Shark Key
  • Sugarloaf Key
  • The Meadows
  • Truman Annex

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