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Key West Quick Home Search $1,750,000 to $2,000,000

Newest Key West Real Estate Listings from $1,750,000 to $2,000,000

1407 Petronia St, Key West image
1407 Petronia St, Key West $1,875,000

Wonderful Old Town Meadows home with 4 Bedrooms, 3 Baths, on a nearly 5000 sq ft lot, this property has a separate Guest Cottage, wrap around front porch, lap- pool, ...

  • 4 Beds
  • 3 Baths
  • 620682 MLS
1128 Johnson St, Key West image
1128 Johnson St, Key West $1,799,000

Opportunity awaits in an excellent location in the highly sought after Casa Marina area. This property has undergone many thoughtful improvements to create a stylish 2bd...

  • 2 Beds
  • 2 Baths
  • 620586 MLS
1115 South Street, Key West image
1115 South Street, Key West $1,899,000

Life feels a little different in Casa Marina. The streets are quieter, the homes are beautifully maintained, and everything from the beach to Old Town is just a short wal...

  • 2 Beds
  • 2 Baths
  • 620470 MLS
1503 Johnson St, Key West image
1503 Johnson St, Key West $1,895,000

Turnkey luxury retreat in Midtown Key West, 4 blocks from the Atlantic. Fully fenced corner lot with fresh exterior paint and mature tropical landscaping. 3 bed/3 bath sp...

  • 3 Beds
  • 3 Baths
  • 620415 MLS
701 Simonton St, Key West image
701 Simonton St, Key West $1,850,000

701 Simonton Street offers a standout commercial presence in the heart of Old Town Key West, positioned on the highly visible corner of Simonton and Angela Streets. This ...

  • 2 Baths
  • 620342 MLS
1523 Seminary St, Key West image
1523 Seminary St, Key West $1,799,765

Discover the perfect blend of island charm, comfort, and versality in this exceptional Key West property featuring a main residence and a spacious guest house. The main h...

  • 3 Beds
  • 3 Baths
  • 620197 MLS
2101 Harris Ave, Key West image
2101 Harris Ave, Key West $1,799,000

There is something special about a home where everything has already been done for you, and at 2101 Harris Avenue, all that is left is to move in and start enjoying it! ...

  • 3 Beds
  • 3 Baths
  • 620176 MLS
1800 Atlantic Blvd Unit 315B, Key West image
1800 Atlantic Blvd Unit 315B, Key West $1,849,000

TRANSIENT investment opportunity awaits. Spacious 2bd/2ba situated in the centrally located waterfront community of 1800 Atlantic. Large covered balcony overlooks a lush ...

  • 2 Beds
  • 2 Baths
  • 620154 MLS
1119 Whitehead St, Key West image
1119 Whitehead St, Key West $1,999,999 ▼

Tucked into the heart of Old Town, this beautifully restored residence pairs Key West's historic character with thoughtful modern updates--all just one block off Duval St...

  • 3 Beds
  • 2 Baths
  • 620106 MLS
606 Grinnell St, Key West image
606 Grinnell St, Key West $1,750,000

Welcome to 606 Grinnell Street located in the heart of Old Town Key West, this charming duplex offers the perfect blend of classic Key West character and flexible living ...

  • 5 Beds
  • 3 Baths
  • 619947 MLS
1504 Flagler Ave, Key West image
1504 Flagler Ave, Key West $1,799,999 ▼

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 a...

  • 7 Beds
  • 5 Baths
  • 619911 MLS
800 Elizabeth St, Key West image
800 Elizabeth St, Key West $1,799,000

Tucked into one of Old Town's most peaceful and charming pockets, this unique multi-unit property offers the perfect blend of classic Key West character and flexible livi...

  • 7 Beds
  • 5 Baths
  • 619904 MLS
3801 Flagler Ave, Key West image
3801 Flagler Ave, Key West $1,990,000 ▼

This modern and luxury property consist of 3 bedrooms, 3 full baths, plus an office and detached office. The private gated corner lot has a home and guest house, large ya...

  • 3 Beds
  • 3 Baths
  • 619727 MLS
1516 17th Ter, Key West image
1516 17th Ter, Key West $1,875,000

DUPLEX! Discover the breathtaking corner property at Sunrise Shores, set on an expansive lot exceeding 13,000 square feet. POOL! The main residence offers over 1,750 squa...

  • 4 Beds
  • 3 Baths
  • 619723 MLS
800 Elizabeth St, Key West image
800 Elizabeth St, Key West $1,799,000

Tucked into one of Old Town's most peaceful and charming pockets, this unique multi-unit property offers the perfect blend of classic Key West character and flexible livi...

  • 7 Beds
  • 5 Baths
  • 619700 MLS
1516 17th Ter, Key West image
1516 17th Ter, Key West $1,875,000

Discover the breathtaking corner property at Sunrise Shores, set on an expansive lot exceeding 13,000 square feet. POOL! The main residence offers over 1,750 square feet ...

  • 4 Beds
  • 3 Baths
  • 619698 MLS
1220 Georgia St, Key West image
1220 Georgia St, Key West $1,899,000 ▼

Some homes invite you in, and others make you want to stay. 1220 Georgia Street does both. Tucked into a quiet pocket of Old Town on a corner lot, the home feels peacefu...

  • 4 Beds
  • 3 Baths
  • 619619 MLS
2412 Linda Ave, Key West image
2412 Linda Ave, Key West $1,799,999 ▼

Waterfront, turnkey, and completely private 2412 Linda Avenue delivers the ultimate Key West lifestyle. This fully renovated tropical retreat is designed for effortless i...

  • 2 Beds
  • 2 Baths
  • 619539 MLS
1319 Newton St, Key West image
1319 Newton St, Key West $1,750,000

Discreetly tucked within the storybook streets of the coveted Meadows, this enchanting Key West residence is a rare expression of timeless elegance and island sophisticat...

  • 3 Beds
  • 2 Baths
  • 619504 MLS
1019 Eaton St, Key West image
1019 Eaton St, Key West $1,990,000 ▼

Tucked within the charm of Old Town Key West, this fully renovated historic Eyebrow home invites a lifestyle shaped by tropical surroundings, outdoor living, and close pr...

  • 3 Beds
  • 2 Baths
  • 619235 MLS
1620 Jamaica Dr, Key West image
1620 Jamaica Dr, Key West $1,995,000 ▼

NEW PRICE!! Key West WATERFRONT Home with a POOL! This expansive two-story residence has everything you need, featuring a first-floor primary suite, ample off-street park...

  • 4 Beds
  • 3 Baths
  • 619096 MLS
1607 Sunshine Dr, Key West image
1607 Sunshine Dr, Key West $1,969,000 ▼

Welcome to your ideal island escape at 1607 Sunshine Drive in vibrant Key West, FL! This newer-construction 2014 single-family home offers the modern coastal lifestyle yo...

  • 3 Beds
  • 3 Baths
  • 618929 MLS
1719 Laird St, Key West image
1719 Laird St, Key West $1,850,000 ▼

Pool. Space. Privacy. -- Rare Double Lot Living in Key West 1719 Laird Street offers the space and upgrades buyers search for but rarely find in Key West. Set on an over...

  • 4 Beds
  • 3 Baths
  • 616978 MLS
909 Grinnell St, Key West image
909 Grinnell St, Key West $1,899,000

Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! Renovations in progress! Priced at less than $2...

  • 7 Beds
  • 6 Baths
  • 615914 MLS
3841 N Roosevelt Blvd Unit 315, Key West image
3841 N Roosevelt Blvd Unit 315, Key West $1,949,000

Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment pot...

  • 2 Beds
  • 3 Baths
  • 616792 MLS
511 Tabby Ln, Key West image
511 Tabby Ln, Key West $1,900,000

Unmatched Old Town Opportunity! Location, Location, Location! This is your chance to own one of the most coveted properties in Old Town Key West—a truly unique home an...

  • 3 Beds
  • 1 Baths
  • 615688 MLS
1229 5th St, Key West image
1229 5th St, Key West $1,899,000

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 Wes...

  • 6 Beds
  • 3 Baths
  • 611164 MLS
1011 Simonton St Unit R1, Key West image
1011 Simonton St Unit R1, Key West $1,799,000

Excellent opportunity whether looking for a private residence or an investment. This home will not disappoint. Artfully renovated very spacious three story . Plenty of...

  • 3 Beds
  • 3 Baths
  • 610882 MLS
3841 N Roosevelt Blvd Unit 332, Key West image
3841 N Roosevelt Blvd Unit 332, Key West $1,949,000

Experience ultimate elegance at Key West's Beachside Resort & Residences! This third-floor Condominium offers the perfect blend of luxury, flexibility, and investment pot...

  • 2 Beds
  • 3 Baths
  • 616791 MLS
909 Grinnell St, Key West image
909 Grinnell St, Key West $1,899,000

Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! That's less than $272K per unit! Renovations in...

  • 7 Beds
  • 6 Baths
  • 615913 MLS
1616 Atlantic Blvd Unit 6, Key West image
1616 Atlantic Blvd Unit 6, Key West $1,999,000

This is the one you've been waiting for! Unlike any other 2 bed listing available in Casa Caselles, this exceptional oceanfront home has been completely reimagined from t...

  • 2 Beds
  • 3 Baths
  • 614182 MLS
718 720 Caroline St, Key West image
718 720 Caroline St, Key West $1,995,000 ▼

Introducing a prime investment opportunity at 718-720 Caroline Street, Key West, FL now offered at a 6.7% cap rate. This historic property boasts a 3,424 SF building with...

  • 3 Baths
  • 616452 MLS
1115 Fleming St, Key West image
1115 Fleming St, Key West $1,975,000 ▼

This rare Key West treasure hasn't changed hands in over a century, and it sits on the most coveted block in Old Town. A true time capsule waiting to be revived, it's the...

  • 4 Beds
  • 2 Baths
  • 618211 MLS
2827 Harris Ave, Key West image
2827 Harris Ave, Key West $1,949,000

This absolutely stunning 5-bedroom, 5-bathroom home, re-imagined and built brand new in 2023, offers 3,062 sq. ft. of luxurious living space on a 5,040 sq. ft. lot. Featu...

  • 5 Beds
  • 5 Baths
  • 616622 MLS
1513 Pine St, Key West image
1513 Pine St, Key West $1,899,000

Located on a corner lot in the highly sought-after Meadows neighborhood, this beautifully crafted Key West home offers exceptional design, privacy, and outdoor living. Bu...

  • 2 Beds
  • 3 Baths
  • 618826 MLS
2322-2324 Seidenberg Ave, Key West image
2322-2324 Seidenberg Ave, Key West $2,000,000 ▼

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...

  • 8 Beds
  • 4 Baths
  • 610098 MLS
3424 N Roosevelt Blvd, Key West image
3424 N Roosevelt Blvd, Key West $1,950,000

Key West Jeep Adventures - Turnkey Tourism Business in Paradise Business Overview: Key West Jeep Adventures is a thriving, turn-key adventure rental company located i...

  • 3 Baths
  • 617342 MLS

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Christopher Orth

Christopher Orth

National REALTOR Magazine's
30-Under-30 Award Recipient

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Christopher Orth
National REALTOR Magazine's
30-Under-30 Award Recipient 

336 Duval Street
Key West, FL 33040

Phone 1: 305-707-4821
Phone 2: 267-980-2260
Email: ChrisOrthKeyWest@gmail.com



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