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Explore Our Properties
Proven Success

Notable Sales

See the homes and investments we’ve proudly helped our clients buy and sell across the Keys.
Sold 1300 Sunset Boulevard

1300 Sunset Boulevard, Summerland Key, FL 33042

$13,465,372

6 Beds
8 Baths
7,720 Sq.Ft.

Property description

Just minutes from Key West, Tarpon Ranch is Summerland Key's finest private estate and the epitome of relaxed elegance. Designed by one of the best, it's a masterful union of architectural splendor...

Property Details
Sold 419 Amelia Street

419 Amelia Street, Key West, FL 33040

$9,000,000

15 Beds
16 Baths
7,616 Sq.Ft.

Property description

**FOR STATISTICAL PURPOSES ONLY** Located in picturesque Old Town of Key West, just steps from lively Duval Street, Douglas House is a captivating guest house ensemble. Spanning across five interco...

Property Details
Sold 908 Fleming Street

908 Fleming Street, Key West, FL 33040

$8,600,000

5 Beds
8 Baths
4,250 Sq.Ft.

Property description

The estate at 908 Fleming is a masterpiece in elegance and sophistication, sprawling across a 20,431sf lot that promises unparalleled privacy & serenity. Each feature of this magnificent property r...

Property Details
Sold 101 Admirals Lane

101 Admirals Lane, Key West, FL 33040

$6,300,000

5 Beds
4 Baths
3,173 Sq.Ft.

Property description

The Royal Compound is currently generating $500,000 a year from first-class guests who will accept only the best in vacation homes. What's interesting is that most of the rental income comes from m...

Property Details
Sold 522 Elizabeth Street

522 Elizabeth Street, Key West, FL 33040

$5,800,000

6 Beds
7 Baths
3,209 Sq.Ft.

Property description

Introducing 522 Elizabeth Street, a fully reimagined Key West masterpiece offering 6 bedrooms, 6.5 bathrooms, and over 3,000 sq ft of luxurious living space. Just 2 blocks from vibrant Duval Street...

Property Details
Sold 1214 Olivia Street

1214 Olivia Street, Key West, FL 33040

$5,100,000

6 Beds
5 Baths
4,182 Sq.Ft.

Property description

Welcome to the Majesty of the Meadows. This exquisite estate is truly an historic masterpiece that blends timeless charm with modern luxury in one of Key West's most coveted neighborhoods. Nestled ...

Property Details
Sold 716 Duval Street

716 Duval Street, Key West, FL 33040

$3,690,000

3 Beds
2 Baths
1,800 Sq.Ft.

Property description

This magnificent TRANSIENT rental property is located in the heart of Key West's downtown historic neighborhood on world famous Duval Street. This single family home is known as Pilar's Secret and ...

Property Details
Sold 316 Southard Street

316 Southard Street, Key West, FL 33040

$3,500,000

3 Beds
4 Baths
2,532 Sq.Ft.

Property description

Located in the heart of Old Town Key West, 316 Southard Street is a meticulously renovated single-family home that pairs modern comfort with classic Conch-style architecture. Originally built in 19...

Property Details
Sold 28 Aster

28 Aster, Key Haven, FL 33040

$3,400,000

4 Beds
4 Baths
2,057 Sq.Ft.

Property description

Spectacular open water Key Haven residence with stunning panoramic views of the turquoise Gulf waters located just minutes from Key West. Spanning a large spacious 15,000 sq ft. corner lot where th...

Property Details
Sold 1023 Washington Street

1023 Washington Street, Key West, FL 33040

$3,215,000

2 Beds
3 Baths
2,118 Sq.Ft.

Property description

Blending history and elegance with modern construction, this award-winning gem built in 2018 is impeccable. The current owner has worked endlessly to improve and perfect every detail of this remark...

Property Details
Sold 811 White Street

811 White Street, Key West, FL 33040

$3,200,000

4 Beds
4 Baths
2,305 Sq.Ft.

Property description

Exceptional in its beauty & in mint condition, this exquisite home located in the X flood zone is perfectly situated between the historic allure of Old Town & the serene ambiance of the Meadows. Co...

Property Details
Sold 728 Love Lane

728 Love Lane, Key West, FL 33040

$3,150,000

3 Beds
3 Baths
2,100 Sq.Ft.

Property description

Located in Old Town Key West, and on one of the most sought after tranquil lanes, sits this perfectly updated home in the X zone. Upon entering, the foyer seamlessly flows into an open-concept livi...

Property Details
Sold 1205 Von Phister Street

1205 Von Phister Street, Key West, FL 33040

$3,125,000

5 Beds
5 Baths
3,130 Sq.Ft.

Property description

This exquisite double lot property offers a harmonious blend of sophistication and comfort. The centerpiece, is a splendid 2250sf residence, meticulously renovated in 2022/23 with impact glass on t...

Property Details
Sold 714 Passover Lane

714 Passover Lane, Key West, FL 33040

$2,900,000

5 Beds
5 Baths
2,392 Sq.Ft.

Property description

Discover a perfect blend of brand new and historic charm in this exquisite compound, nestled in the heart of Old Town. This 5-bedroom estate spans a generous 6,547 SF lot, featuring three luxurious...

Property Details
Sold 408 Grinnell Street

408 Grinnell Street, Key West, FL 33040

$2,895,000

4 Beds
4 Baths
2,475 Sq.Ft.

Property description

Perfectly situated in Old Town, this home is a true gem! Built in 2005 it's just two blocks from the Key West Seaport and all the vibrant shops, galleries, and dining spots. This 3 or 4 bedroom, 4 ...

Property Details
Sold 1503 Washington Street

1503 Washington Street, Key West, FL 33040

$2,500,000

4 Beds
4 Baths
2,928 Sq.Ft.

Property description

Welcome to your dream oasis in the heart of Key West! This stunning 4-bedroom, 4-bathroom home embodies luxury and entertainment, offering an unparalleled lifestyle in a prime, central location on ...

Property Details
Sold 20 Cactus Drive

20 Cactus Drive, Big Coppitt, FL 33040

$2,450,000

6 Beds
4 Baths
3,324 Sq.Ft.

Property description

This exceptional open water point lot home, occupying a vast 37,625 SF lot, is ideally located just 10 minutes from Key West. Enjoy the luxury of a private pool and beach, offering unparalleled sun...

Property Details
Sold 1511 South Street

1511 South Street, Key West, FL 33040

$2,325,000

4 Beds
4 Baths
1,790 Sq.Ft.

Property description

Step inside 1511 South Street -- a fully reimagined Key West residence where modern design and island living come together in a private tropical oasis. Completed renovations in 2024/2025 have trans...

Property Details
Sold 1300 Seminary Street

1300 Seminary Street, Key West, FL 33040

$2,100,000

3 Beds
4 Baths
1,485 Sq.Ft.

Property description

**FOR STATISTICAL PURPOSES ONLY** Nestled amidst gorgeous, lush landscaping, discover a sanctuary that epitomizes tropical luxury. Designed for the entertainer, this home enjoys a fabulous spacious...

Property Details
Sold 1209 Packer Street

1209 Packer Street, Key West, FL 33040

$1,925,000

4 Beds
4 Baths
2,150 Sq.Ft.

Property description

Discover a blend of historic charm and modern elegance in this wonderful Old Town residence. Pulling from the areas rich tapestry of history, this home interweaves the allure of Old Key West and Cu...

Property Details
Sold 624 Louisa Street

624 Louisa Street, Key West, FL 33040

$1,915,000

3 Beds
4 Baths
1,676 Sq.Ft.

Property description

Exquisite Old Town Conch Cottage in an Exceptional Location! Situated within the highly desirable X-Flood Zone, boasting ultimate walkable lifestyle just steps away from Duval Street, Southernmost ...

Property Details
Sold 623 Simonton Street Unit: 9

623 Simonton Street Unit: 9, Key West, FL 33040

$1,800,000

3 Beds
4 Baths
2,160 Sq.Ft.

Property description

Hidden in the heart of Old Town Key West, this exceptional home in the Gardens of Key West combines privacy and prime location, just one block from vibrant Duval Street. Located in desirable Flood ...

Property Details
Sold 1100 Williams Lane

1100 Williams Lane, Key West, FL 33040

$1,700,000

3 Beds
4 Baths
2,286 Sq.Ft.

Property description

Built in 2006, 1100 Williams Lane is a large spacious 3BD/4BA single family home that is priced to sell. At $830.00 per sq ft, this home is one of the best priced homes in the historic district tha...

Property Details
Sold 811 Fleming Street

811 Fleming Street, Key West, FL 33040

$1,700,000

1 Bed
2 Baths
2,252 Sq.Ft.

Property description

Great Mixed-use building in the heart of Old Town, X flood zone & just two blocks to the Historic Seaport. This wonderful building has a stylish 1BR/1BA apartment upstairs above the storefront with...

Property Details

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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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