Mid Town Homes

• 

  

  

  /13

  $250,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  1801 N Roosevelt Blvd Unit M28, Key West, FL 33040

  LIVEABOARD Houseboat & Slip (Package) at Garrison Bight Marina (Houseboat Row). It's a Leasehold to the City of Key West and with the Transfer of Title to your name. NO RENTALS, VRBO/AIRBNB! This community is Historic. It's a TRUE KEY WEST LIFESTYLE... CASH ONLY! If your ready to enjoy life and have a crash pad in the Florida Keys, then come and see this one. Absolutely adorable. This community

  

  Annie Rivera

  Berkshire Hathaway Florida Realty

  (786) 565-6353

  1801 N Roosevelt Blvd Unit M28, Key West, FL 33040
• Explore Mid Town

• 

  

  

  /14

  $4,000 per month

  • 2 Beds
  • 1 Bath
  • 612 Sq Ft
  • Condo for Rent

  2513 Staples Ave Unit B, Key West, FL 33040

  Property Id: 1836419This is the rear unit in a super cute ground level duplex in midtown. 2 bed/1 bath. One off-street parking spot. Shared yard. In unit laundry. Updated appliances. Clean and easy to maintain. Utilities and exterior maintenance included. Great for roommates or small families. Current renters are active military and are being redeployed elsewhere.

  2513 Staples Ave Unit B, Key West, FL 33040
• 

  

  

  /10

  $560,000 Sold Dec 26, 2025

  2433 Linda Ave, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 2,099 Sq Ft
  • Built 1953

  Last Sold Summary

  • 7% Below List Price
  • $267/SF
  • 96 Days On Market

  Last Listing Agent Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  2433 Linda Ave, Key West, FL 33040
• 

  

  

  /37

  Est $2,452,893 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,581 Sq Ft

  1701 Laird St, Key West, FL 33040

  1701 Laird St, Key West, FL 33040
• 

  

  

  /41

  $899,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1901 S Roosevelt Blvd Unit 104, Key West, FL 33040

  Coastal Living at Its Finest - 2-Bedroom Condo at La Brisa ! Wake up to ocean breezes in this beautifully appointed 2-bedroom, 2-bathroom condo located just steps from Smathers beach. Situated directly across the street from the shoreline, this bright and airy residence offers the perfect blend of comfort, convenience, and coastal charm. Inside, you'll find a spacious open-concept living and

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (786) 982-8761

  1901 S Roosevelt Blvd Unit 104, Key West, FL 33040
• 

  

  /5

  $2,500 per month

  • 2,244 Sq Ft
  • Property for Rent

  2001 Flagler Ave, Key West, FL 33040

  Prime 2,244 SQFT Vacant Lot Available for Rent.A rare opportunity to lease a centrally located vacant lot in the heart of New Town! Whether you're looking to advertise your business, operate a food truck, start a new venture, or create a space uniquely your own--this versatile lot offers endless potential. Multiple possible uses (tenant to verify).Please do not walk the property without prior

  Everett Watkins Keller Williams Key West Compass Realty

  2001 Flagler Ave, Key West, FL 33040
• 

  

  /18

  $170,000 Sold Aug 25, 2025

  1801 N Roosevelt Blvd Unit Wahoo 39, Key West, FL 33040

  • Land
  • 0 Acre

  Last Sold Summary

  • 26% Below List Price
  • 105 Days On Market

  Last Listing Agent Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit Wahoo 39, Key West, FL 33040
• 

  

  /7

  Est $770,045 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S 2601 Roosevelt Blvd Unit 302A, Key West, FL 33040

  2601 S 2601 Roosevelt Blvd Unit 302A, Key West, FL 33040
• 

  

  /43

  $1,499,000

  • 3 Beds
  • 2 Baths
  • 1,378 Sq Ft

  1712 Laird St, Key West, FL 33040

  Located in the heart of Key West, 1712 Laird Street offers a rare blend of central convenience and residential tranquility. Positioned within a short stroll of Smathers Beach, Higgs Beach Park, the Key West Nature Preserve, White Street Pier, and the island's beloved Garden Club and dog park, this home places the best of the island lifestyle quite literally at your doorstep. Duval Street and the

  

  Matthew Sheehan

  Ocean Sotheby's International Realty

  (305) 902-5415

  1712 Laird St, Key West, FL 33040
• 

  /2

  $7,000 per month

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • House for Rent

  1330 3rd St, Key West, FL 33040

  Property Id: 2292938Move-in ready Key West living! Close to shopping, schools, beaches and Old Town.Property Highlights•Spacious 4 bedrooms / 2 bathrooms•~1,900 sq ft•Fenced yard with covered porch•Pet-friendly with deposit•Annual lease - $7,000 per month•Utilities not included•Credit/Background Check This home combines comfort, space, and

  1330 3rd St, Key West, FL 33040
• 

  

  /25

  $685,000 Sold Jun 10, 2025

  2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft
  • Built 1967

  Last Sold Summary

  • 10% Below List Price
  • $908/SF
  • 25 Days On Market

  Current Estimated Value $694,700

  Last Listing Agent Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040
• 

  

  /24

  Est $844,951 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,594 Sq Ft

  2421 Fogarty Ave Unit 1 &2, Key West, FL 33040

  2421 Fogarty Ave Unit 1 &2, Key West, FL 33040
• 

  

  /31

  $1,700,000

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040

  Licensed for nightly Rentals! On average 120k/yr. Introducing an exquisite offering at one of Key West's sought-after waterfront resorts, 1800 Atlantic Blvd. A completely remodeled, stylish 2-bedroom, 2-bathroom condo encompassing approximately 1,311 sq ft of luxurious living space. Transient license and established management make this a rare turnkey investment opportunity offering both a

  

  Tommy Mack

  Coastal Collection Real Estate Inc.

  (786) 744-6462

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040
• 

  

  /37

  $13,000 per month

  • 4 Beds
  • 4 Baths
  • Property for Rent

  2214 Seidenberg Ave, Key West, FL 33040

  Welcome to your luxurious oasis in Key West, where modern comfort meets tropical paradise. This stunning new construction home features four spacious bedrooms, each with an en suite bathroom. Lushly landscaped grounds, this 5,700 square foot property offers plenty of room to unwind and enjoy the beauty of the island.Imagine starting your day with a refreshing swim in the large, private, heated

  Paige Bethel Island Home Realty Inc.

  2214 Seidenberg Ave, Key West, FL 33040
• 

  

  /36

  $665,000 Sold Apr 07, 2025

  2027 Staples Ave, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft
  • Built 1958

  Last Sold Summary

  • $848/SF
  • 0 Days On Market

  Current Estimated Value $827,603

  Last Listing Agent Jessica Forsythe eXp Realty LLC

  2027 Staples Ave, Key West, FL 33040
• 

  

  /18

  Not Listed For Sale

  • 2 Beds

  1801 N Roosevelt Blvd Unit Marlin 19, Key West, FL 33040

  1801 N Roosevelt Blvd Unit Marlin 19, Key West, FL 33040
• 

  

  /30

  $1,395,000

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft

  1719 Atlantic Blvd, Key West, FL 33040

  Location, Location, Location. Just a stones throw away from the Atlantic Ocean. Gorgeous 3BR/2B with bonus room/home office. Updated open floor plan with stunning kitchen and baths. NEW landscaping & turf, HVAC (2025) flooring, paint, Tesla charger & fans. Parking for 2 private driveway and tons of street parking. Property sits behind a privacy wall and encompasses an entire block with a heated

  

  Michelle Howerton

  Brenda Donnelly Real Estate LLC

  (786) 755-1893

  1719 Atlantic Blvd, Key West, FL 33040
• 

  

  /20

  $8,470 per month

  • 3 Beds
  • 2 Baths
  • 1,399 Sq Ft
  • Condo for Rent

  2026 Seidenberg Ave Unit ID1297830P, Key West, FL 33040

  Welcome to Hidden Oasis, a luxurious three-bedroom, two-bathroom home nestled in the heart of Midtown, Key West. This stunning property offers contemporary luxury with an open floor plan, situated on a private fenced-in yard on a corner lot with lush tropical landscaping. Feel at home as you step through French doors to the backyard, featuring a private heated pool, lounge seating, a TV, a grill,

  2026 Seidenberg Ave Unit ID1297830P, Key West, FL 33040
• 

  

  /44

  $1,675,000 Sold Jul 30, 2025

  2605 Gulfview Dr, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,320 Sq Ft
  • Built 1999

  Last Sold Summary

  • 7% Below List Price
  • $1,269/SF
  • 116 Days On Market

  Current Estimated Value $1,704,758

  Last Listing Agent Paige Bethel Island Home Realty Inc.

  2605 Gulfview Dr, Key West, FL 33040
• 

  

  /18

  Not Listed For Sale

  • 1 Bed

  Unlisted Address

  Unlisted Address
• 

  

  /36

  $999,000

  • 4 Beds
  • 3 Baths
  • 1,328 Sq Ft

  2524 Patterson Ave, Key West, FL 33040

  Discover the charm and practicality of 2524 Patterson Dr., a delightful Conch-style Key West pool home tucked away in sought-after Mid Town. Set on a generous 5,000 sq ft corner lot with lush mature trees, this home offers rare outdoor privacy, highlighted by a sparkling private pool and fully fenced backyard oasis. Large glass doors in the living room and primary suite invite in natural light

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 783-4986

  2524 Patterson Ave, Key West, FL 33040
• 

  

  /7

  $2,200 per month

  • Studio
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  1505 White St Unit Efficiency, Key West, FL 33040

  This unit is unique at 1505 White large one bedroom and one bathroom, with private mini deck & outdoor bar sink & grillLocated two blocks from ocean The unit comes furnished and includes air conditioning for climate control. The smoke-free environment ensures a healthy living space. Exterior amenities include a gated entry for added security, a grill for outdoor cooking, and a deck for

  1505 White St Unit Efficiency, Key West, FL 33040
• 

  

  /26

  $741,000 Sold Apr 15, 2025

  2005 Fogarty Ave, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft
  • Built 1949

  Last Sold Summary

  • 6% Below List Price
  • $891/SF
  • 15 Days On Market

  Current Estimated Value $744,976

  Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

  2005 Fogarty Ave, Key West, FL 33040
• 

  

  /28

  Est $1,447,859 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft

  1800 Atlantic Blvd Unit 420C, Key West, FL 33040

  1800 Atlantic Blvd Unit 420C, Key West, FL 33040
• 

  

  /46

  $1,495,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 1,578 Sq Ft

  2105 Fogarty Ave, Key West, FL 33040

  Discover the charm of 2105 Fogarty Ave--an inviting Key West gem that blends character, comfort, and an ideal island lifestyle. From the moment you step inside, you'll find bright, welcoming spaces filled with personality and warmth. Each room offers thoughtful details and natural light, creating an atmosphere that feels instantly like home.Enjoy the lush, sun-filled garden--a private outdoor

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (786) 432-5835

  2105 Fogarty Ave, Key West, FL 33040
• 

  

  /10

  $2,800 per month

  • 2 Beds
  • 1 Bath
  • 710 Sq Ft
  • Condo for Rent

  1220 3rd St Unit UP, Key West, FL 33040

  Discover your perfect living space in the heart of new-town Key West. This charming 2-bedroom, 1-bathroom apartment in a quaint 4-plex offers both comfort and convenience. Situated on the upper level, this unit boasts a brand-new deck, perfect for enjoying warm island breezes and outdoor relaxation.Step inside to a spacious living room adorned with high ceilings that create an open and

  1220 3rd St Unit UP, Key West, FL 33040
• 

  

  /28

  $812,000 Sold May 12, 2025

  2021 Harris Ave, Key West, FL 33040

  • 3 Beds
  • 1 Bath
  • 1,028 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Above List Price
  • $790/SF
  • 16 Days On Market

  Current Estimated Value $814,957

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  2021 Harris Ave, Key West, FL 33040
• 

  /2

  Est $673,782 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 304B, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 304B, Key West, FL 33040
• 

  

  /26

  $1,199,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  2525 Patterson Ave, Key West, FL 33040

  This is the home that truly checks all the boxes. Upstairs, you'll find three comfortable bedrooms and two full bathrooms, while the spacious, usable lower level offers the perfect setup for a guest room, office, or additional living space. A two-car garage plus extra off-street parking provide rare convenience in Key West, and the tall privacy wall creates a serene, secluded setting.Outside,

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (305) 419-1662

  2525 Patterson Ave, Key West, FL 33040
• 

  

  /69

  $899,000 Sold Aug 15, 2025

  2212 Fogarty Ave, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,826 Sq Ft
  • Built 1954

  Last Sold Summary

  • $492/SF
  • 5 Days On Market

  Current Estimated Value $924,207

  Last Listing Agent Bobby Baker Brightwild Real Estate

  2212 Fogarty Ave, Key West, FL 33040
• 

  /2

  Est $982,520 Not Listed For Sale

  • Studio
  • 2 Baths
  • 1,180 Sq Ft

  1411 White St, Key West, FL 33040

  1411 White St, Key West, FL 33040
• 

  

  /26

  $4,750,000

  • 6 Beds
  • 5 Baths
  • 3,788 Sq Ft

  901 Eisenhower Dr, Key West, FL 33040

  FULL TRANSIENT RECEIVER ZONE! Step into the pages of Key West history with this captivating waterfront property, whispering tales of Old Town charm from its perch on the edge of paradise.Built prior to 1912, and lovingly held by the same family for over a century, this sprawling 15,609 square foot lot, zoned General Commercial, awaits your masterpiece. Picture a bustling restaurant serving up

  

  Damian Vantriglia

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (866) 497-8281

  901 Eisenhower Dr, Key West, FL 33040
• 

  

  /28

  $925,000 Sold Mar 06, 2025

  1711 von Phister St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,170 Sq Ft
  • Built 1943

  Last Sold Summary

  • 12% Below List Price
  • $791/SF
  • 141 Days On Market

  Current Estimated Value $973,416

  Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)

  1711 von Phister St, Key West, FL 33040
• 

  /2

  Est $1,497,293 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,424 Sq Ft

  1301 First St, Key West, FL 33040

  1301 First St, Key West, FL 33040
• 

  

  /52

  $1,449,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 4 Baths
  • 1,912 Sq Ft

  2211 Staples Ave, Key West, FL 33040

  Stunning Midtown Retreat with Separate Mother in Law Cottage. Welcome to your beautifully, renovated midtown oasis, designed with comfort, convenience and versatility in mind. Elevated off the ground and boasting that Enviable one level living offering an excellent layout for a growing family or multigenerational living. 4BD/3.5 BA with the flexible floor plan and stunning updates throughout. At

  Suzanne Moore Suzanne Moore Real Estate

  2211 Staples Ave, Key West, FL 33040
• 

  

  /40

  $1,340,000 Sold Jul 09, 2025

  1911 Fogarty Ave, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,195 Sq Ft
  • Built 1953

  Last Sold Summary

  • 8% Below List Price
  • $1,121/SF
  • 14 Days On Market

  Current Estimated Value $1,314,506

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  1911 Fogarty Ave, Key West, FL 33040
• 

  

  /24

  Est $965,961 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  1800 Atlantic Blvd Unit 207A, Key West, FL 33040

  1800 Atlantic Blvd Unit 207A, Key West, FL 33040
• 

  

  /36

  $1,799,000

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft

  1525 von Phister St, Key West, FL 33040

  Elevated, fully renovated and perfectly located on one of Key West's most idyllic streets, 1525 Von Phister is a beautiful 3BD/2BA modern single level home, designed to impress today's sophisticated buyer. Easy proximity to multiple beaches, restaurants and Key West attractions this highly desirable midtown location is an excellent family friendly neighborhood that offers a wide tree lined street

  Suzanne Moore Suzanne Moore Real Estate

  1525 von Phister St, Key West, FL 33040
• 

  

  /33

  $1,075,000 Sold Jan 17, 2025

  1737 Laird St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Built 1989

  Last Sold Summary

  • 13% Below List Price
  • $860/SF
  • 81 Days On Market

  Current Estimated Value $1,114,037

  Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  1737 Laird St, Key West, FL 33040
• 

  

  /20

  Est $842,836 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft

  2601 S 2601 Roosevelt Blvd Unit 109C, Key West, FL 33040

  2601 S 2601 Roosevelt Blvd Unit 109C, Key West, FL 33040

Showing Results 1 - 40, Page 1 of 18