The Meadows Homes

• 

  

  

  /20

  $1,199,000

  • 4 Beds
  • 3 Baths
  • 1,504 Sq Ft

  806 Pearl St, Key West, FL 33040

  Unleash your vision and step into endless possibilities with this two-story duplex, a blank canvas located in the prestigious Meadows neighborhood of Key West. Packed with potential, this diamond in the rough is perfect for investors, developers, or dreamers looking to craft their masterpiece in one of Key West's most desirable areas. The property is a blank slate for your imagination to design

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (888) 707-7124

  806 Pearl St, Key West, FL 33040
• 

  

  

  /32

  $1,649,000 Sold Jul 17, 2025

  • 1,512 Sq Ft
  • $1091/SF
  • 133 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1938

  1319 Newton St, Key West, FL 33040

  Magical in the Meadows! An exceptional opportunity to own this charming Conch cottage, originally built in 1892 and meticulously renovated to preserve its historic character while offering modern comforts.Currently configured as two bedrooms plus a versatile office/third bedroom and two bathrooms, this beautifully maintained home is nestled in a highly sought-after, quiet, and friendly

  Elizabeth Chamberlain Truman & Co. (KW)

  1319 Newton St, Key West, FL 33040
• 

  

  /2

  Est $2,941,586 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 2,976 Sq Ft

  901 Georgia St, Key West, FL 33040

  901 Georgia St, Key West, FL 33040
• 

  

  

  /53

  $2,599,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 2,028 Sq Ft

  831 Georgia St, Key West, FL 33040

  Beautiful Meadows Masterpiece located one of Key West's idyllic neighborhoods. Built in 2020 using the finest materials and craftsmanship, this home combines the best of Key West Architecture with modern luxury finishes.Exquisite Nickel-grooved walls and stunning hardwood floors that create a warm and inviting atmosphere. The coffered ceilings, adorned with Dade County Pine add that extra touch

  Suzanne Moore Suzanne Moore Real Estate

  831 Georgia St, Key West, FL 33040
• 

  

  

  /39

  $2,600,000 Sold Jul 02, 2025

  • 2,240 Sq Ft
  • $1161/SF
  • 682 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2016

  1500 Albury St, Key West, FL 33040

  An exquisite two-story home in the Meadows was newly built in 2017. The custom craftsmanship and attention to every detail will satisfy the most discerning buyer. This four bedroom three and a half-bath home has all the modern high-end finishes while maintaining its old Key West charm. A large corner lot with off-street parking boasts lush landscaping in a private setting with a heated/cooled

  Marc Ulanowski Equestrian Sotheby's International Realty

  1500 Albury St, Key West, FL 33040
• 

  

  /12

  Est $895,919 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,448 Sq Ft

  1220 Newton St Unit 5, Key West, FL 33040

  1220 Newton St Unit 5, Key West, FL 33040
• 

  

  /28

  $1,609,000

  • 3 Beds
  • 3 Baths
  • 1,992 Sq Ft

  1209 Truman Ave Unit 1 & 2, Key West, FL 33040

  Live & Work in the Heart of Old Town Key West!An exceptional opportunity to own both a commercial space and a residential condo in one of Key West's most vibrant and high-visibility locations. Located directly on bustling Truman Avenue across from the historic Harvey Government Center, this concrete-constructed commercial condo features large storefront windows, flexible interior space, and four

  Ellen Gvili Ocean Sotheby's International Realty

  1209 Truman Ave Unit 1 & 2, Key West, FL 33040
• 

  

  /36

  $1,650,000 Sold May 30, 2025

  • 1,755 Sq Ft
  • $940/SF
  • 99 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1983

  822 Georgia St, Key West, FL 33040

  Welcome to 822 Georgia Street, an exceptional 3-bedroom, 3-bathroom residence on a prominent corner lot in the desirable Meadows neighborhood of Old Town Key West. This award-winning property, recognized with a Historic Florida Keys Preservation ceramic star in 1986, has been cared for over the years and underwent an impressive renovation in 2022. Spanning over 1,750 square feet, the home

  Team Kaufelt Truman & Co. (KW)

  822 Georgia St, Key West, FL 33040
• 

  

  /19

  Est $718,137 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 623 Sq Ft

  1411 Truman Ave Unit 3, Key West, FL 33040

  1411 Truman Ave Unit 3, Key West, FL 33040
• 

  

  /22

  $719,000

  • 1 Bed
  • 2 Baths
  • 836 Sq Ft

  1209 Truman Ave Unit 2, Key West, FL 33040

  Charming Old Town Condo in the Heart of Key West! Don't miss this beautifully updated and move-in ready 1-bedroom condo perfectly situated in the vibrant White Street Gallery District. This charming residence offers easy, low-maintenance living in one of the most walkable and desirable neighborhoods of Old Town Key West.Step outside your front door and enjoy being just moments away from local

  Ellen Gvili Ocean Sotheby's International Realty

  1209 Truman Ave Unit 2, Key West, FL 33040
• 

  

  /75

  $5,100,000 Sold Apr 24, 2025

  • 4,182 Sq Ft
  • $1220/SF
  • 70 Days On Market

  • 6 Beds
  • 5 Baths
  • Built 1906

  1214 Olivia St, Key West, FL 33040

  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 on a rare 11,200 sq. ft. lot, the property offers over 4,180 sq. ft. of living space, including a detached one-bedroom guest quarters, creating the ideal balance of comfort, style, and

  Dina Schoneck Berkshire Hathaway HomeServices Knight & Gardner Realty

  1214 Olivia St, Key West, FL 33040
• 

  

  /20

  Est $772,690 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft

  1402 Olivia St Unit 4, Key West, FL 33040

  1402 Olivia St Unit 4, Key West, FL 33040
• 

  

  /26

  $525,000

  • 1 Bed
  • 1 Bath
  • 442 Sq Ft

  1220 Newton St Unit 1, Key West, FL 33040

  Welcome to 1220 Newton St #1 -- an elegant, beautifully appointed condo tucked away in The Meadows, one of the most coveted neighborhoods in all of Key West. This stunning 442 sq ft residence underwent a complete down-to-the-studs renovation in 2018, transforming it into a sophisticated, modern oasis that is truly move-in ready. The thoughtfully designed interior showcases high-end Samsung

  Tommy Mack Coastal Collection Real Estate Inc.

  1220 Newton St Unit 1, Key West, FL 33040
• 

  

  /28

  $2,075,000 Sold Mar 31, 2025

  • 1,500 Sq Ft
  • $1383/SF
  • 116 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1928

  701 Florida St, Key West, FL 33040

  This serene and charming single story conch house sits on a very private quiet corner lot in the popular Meadows neighborhood. The 3 bedroom 2.5 bath home has had significant updates and extensive remodeling over time including an office space, large well appointed kitchen and great room which opens to an expansive covered porch, mature garden, and pool. The heated pool has a waterfall feature

  Mitzi Krabill Truman & Co. (KW)

  701 Florida St, Key West, FL 33040
• 

  

  /28

  Est $1,963,081 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,629 Sq Ft

  1509 Pine St, Key West, FL 33040

  1509 Pine St, Key West, FL 33040
• 

  

  /51

  $3,095,000

  • 3 Beds
  • 3 Baths
  • 2,033 Sq Ft

  1414 Angela St, Key West, FL 33040

  Behind the gates of this nearly 5,000 sq ft lot in The Meadows awaits a refined Key West retreat offering comfort, privacy, and seamless indoor-outdoor living. This charming residence features 3 bedrooms, 2.5 baths, and just over 2,000 sq ft of living space, surrounded by lush tropical landscaping.The main living area impresses with vaulted ceilings and three sets of French doors that open onto a

  Team Spottswood/Vazquez Truman & Co. (KW)

  1414 Angela St, Key West, FL 33040
• 

  

  /60

  $2,850,000 Sold Mar 06, 2025

  • 2,064 Sq Ft
  • $1381/SF
  • 140 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1938

  1423 Petronia St, Key West, FL 33040

  Indulge in the allure of Coastal living with this honored 2023 Historic Preservation Award winning home. Meticulously restored and updated in 2022, this residence epitomizes timeless elegance and relaxed sophistication. Situated on an expansive 5800 sq ft private corner lot.Step onto the welcoming front porch, complete with a classic Porch Swing and charming Bahama Shutters, epitomizing

  Leigh Ann Roach Berkshire Hathaway HomeServices Knight & Gardner Realty

  1423 Petronia St, Key West, FL 33040
• 

  

  /47

  Est $1,932,906 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,823 Sq Ft

  1514 Petronia St, Key West, FL 33040

  1514 Petronia St, Key West, FL 33040
• 

  

  /25

  $685,000

  • 1 Bed
  • 1 Bath
  • 427 Sq Ft

  1203 Newton St Unit 2, Key West, FL 33040

  Welcome to your 'Slice of Paradise' in Old Town Key West! 1203 Newton #2 is a well-appointed & well-maintained condo in the much desirable Meadows neighborhood with city managed greenspace out back. One bed, one bath condo is located in 2 building, 8-unit complex with a pool. This first-floor condo feels spacious with nearly 10 Ft ceilings & abundant natural light. Features fragrant blooming

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  1203 Newton St Unit 2, Key West, FL 33040
• 

  

  /34

  $670,000 Sold Feb 18, 2025

  • 427 Sq Ft
  • $1569/SF
  • 85 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1938

  1205 Newton St Unit 1, Key West, FL 33040

  Welcome to Paradise at 1205 Newton St, Unit 1! A perfect one bedroom one bathroom, with a pool condo in the Meadows Neighborhood of Key West!Nestled in the heart of Key West, this charming unit offers a blend of tropical serenity and modern comfort. Step into a beautifully designed space with bright, open living areas and coastal touches that captures our local island vibe. The kitchen boasts

  Bobby Coe RE/MAX Keys Connection (KW)

  1205 Newton St Unit 1, Key West, FL 33040
• 

  

  /25

  Est $1,005,130 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,408 Sq Ft

  1209 Truman Ave Unit 4, Key West, FL 33040

  1209 Truman Ave Unit 4, Key West, FL 33040
• 

  

  /40

  $2,795,000

  • 4 Beds
  • 5 Baths
  • 2,030 Sq Ft

  1419 Newton St, Key West, FL 33040

  This quintessential Key West retreat is not a drive-by. In true Key West style, the modest facade conceals an oversized outdoor space and multiple private areas. Steeped in history, rich in character, and designed for comfort, this home invites you to enjoy lazy, shady afternoons and starlit evenings in your own tropical oasis. Nestled on a lot-and-a-half in the sought-after Meadows neighborhood,

  Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

  1419 Newton St, Key West, FL 33040
• 

  

  /33

  $1,675,000 Sold Jan 22, 2025

  • 1,714 Sq Ft
  • $977/SF
  • 20 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1948

  1211 Olivia St, Key West, FL 33040

  A rare investment opportunity awaits at 1211 Olivia Street, a legal duplex featuring two separate homes on a quiet, tree-lined street in Key West's coveted Meadows neighborhood. Ideal for families or investors, this property offers flexibility for hosting guests, generating rental income, or creating a private retreat. The 3,500+ square foot lot is surrounded by lush landscaping, private

  Team Kaufelt Truman & Co. (KW)

  1211 Olivia St, Key West, FL 33040
• 

  /2

  Est $1,697,107 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  1417 Pine St, Key West, FL 33040

  1417 Pine St, Key West, FL 33040
• 

  

  /29

  $1,290,000

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft

  702 Florida St, Key West, FL 33040

  Discover the quintessential Key West lifestyle in this delightful single-story CBS residence, perfectly positioned on a desirable corner lot within the highly sought-after Meadows neighborhood. Just a leisurely stroll from the excitement of the Historic Seaport and the iconic Duval Street, this charming 2-bedroom, 2-bathroom home, built in 1972, offers an unparalleled blend of peaceful living and

  Moe Smyth Century 21 Circle - Key West

  702 Florida St, Key West, FL 33040
• 

  

  /34

  $1,900,000 Sold Dec 19, 2024

  • 1,794 Sq Ft
  • $1059/SF
  • 259 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  1406 Pine St, Key West, FL 33040

  Nestled within the heart of one of Key West's most prestigious neighborhoods, 1406 Pine Street epitomizes the island lifestyle. This one-of-a kind A-Frame masterpiece is a true vision of indoor-outdoor living creating the perfect environment for entertaining. Striking Oolite stone steps and lush landscaping invite you to explore what lies beyond the 7' tall privacy wall. Enter the residence to

  Team Kaufelt Truman & Co. (KW)

  1406 Pine St, Key West, FL 33040
• 

  

  /24

  Est $1,907,192 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,142 Sq Ft

  1309 Albury St, Key West, FL 33040

  1309 Albury St, Key West, FL 33040
• 

  

  /40

  $1,490,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,276 Sq Ft

  1413 Olivia St, Key West, FL 33040

  Stunning and impeccably maintained, this 3 bed, 2 bath Conch home in the highly sought-after Meadows neighborhood seamlessly blends historic charm with modern luxury. The custom-designed kitchen is a chef's dream, featuring new quartz countertops, sleek backsplash, remodeled cabinetry, and stainless steel appliances. Rich Brazilian hardwood floors run throughout, and a powerful 17.5kW Generac

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1413 Olivia St, Key West, FL 33040
• 

  

  /58

  $2,800,000 Sold Dec 16, 2024

  • 2,275 Sq Ft
  • $1231/SF
  • 80 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1938

  1410 Olivia St, Key West, FL 33040

  This charming 1896 Conch house nestled within the lushly landscaped grounds of the Meadows in Old Town Key West offers a unique blend of character and modern comfort. Lovingly maintained on a private 5860 square foot corner lot, this restored beauty boasts authentic Dade County pine walls, tall ceilings adorned with crown moldings, and a spacious dining room that beckons for gatherings.The heart

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1410 Olivia St, Key West, FL 33040
• 

  

  /53

  Est $3,828,919 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,665 Sq Ft

  1215 Truman Ave, Key West, FL 33040

  1215 Truman Ave, Key West, FL 33040
• 

  

  /42

  $1,350,000

  • 3 Beds
  • 4 Baths
  • 1,932 Sq Ft

  1409 Truman Ave, Key West, FL 33040

  This home offers a unique opportunity for flexible living or investment! Currently configured as a single-family residence, it has been approved by the City of Key West to be reverted back to a Multi-family, allowing for up to 4 units. Easily convert the home back to two studios with bath, 1 bedroom 1 bath and a 2 bedroom 1 bath. Welcome to 1409 Truman Avenue, a stunning Key West Eyebrow home

  Michael Sorah Truman & Co. (KW)

  1409 Truman Ave, Key West, FL 33040
• 

  

  /24

  $610,000 Sold Nov 12, 2024

  • 546 Sq Ft
  • $1117/SF
  • 315 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1943

  815 Pearl St Unit 2, Key West, FL 33040

  Charming 1-bedroom condo in the peaceful ''Meadows'' neighborhood of Old Town, Key West, just listed! This adorable island home offers a shared pool and private outdoor rear courtyard retreat, an additional front entrance patio with fountain, beautiful interior island decor throughout and easy walking distance to Old Town Key West's best attractions, including beaches, marinas, and Duval Street,

  Matthew Carlson Realty ONE Group Destination

  815 Pearl St Unit 2, Key West, FL 33040
• 

  

  /43

  Est $3,925,878 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 3,043 Sq Ft

  1414 Newton St, Key West, FL 33040

  1414 Newton St, Key West, FL 33040
• 

  

  /68

  $4,200,000 Under Contract

  • 4 Beds
  • 5 Baths
  • 2,177 Sq Ft

  810 Eisenhower Dr, Key West, FL 33040

  Hidden behind a lush, tropical paradise on a coveted corner lot, 810 Eisenhower Drive is an extraordinary Victorian Estate built prior to 1912, seamlessly blending Old Town's rich history with modern luxury. This meticulously restored home showcases timeless Dade County Pine, original windows, a grand front door, and a striking newel post that echo the craftsmanship of a bygone era. Beyond the

  Team Kaufelt Truman & Co. (KW)

  810 Eisenhower Dr, Key West, FL 33040
• 

  

  /4

  $3,200,000 Sold Oct 30, 2024

  • 2,305 Sq Ft
  • $1388/SF
  • 49 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2014

  811 White St, Key West, FL 33040

  This cool, calm and collected home, circa 2014, reflects synergy between architecture and interior design and is move in ready! Located on the perfect corner of White and Petronia Streets, this understated gem merges Old Town charm and the mellow Meadows neighborhoods . This 2,305sf single-family home is in the X Zone and includes handsomely crafted trim and wood working, impact windows and

  The Behmke Group Keller Williams Key West Compass Realty

  811 White St, Key West, FL 33040
• 

  

  /38

  Est $1,616,062 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,534 Sq Ft

  1212 Angela St, Key West, FL 33040

  1212 Angela St, Key West, FL 33040
• 

  

  /33

  $1,100,000 Sold Oct 25, 2024

  • 1,053 Sq Ft
  • $1045/SF
  • 163 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1945

  1409 Olivia St, Key West, FL 33040

  Nestled in the prestigious Meadows Neighborhood of Key West, this beautiful conch home, built in 1945, offers the perfect blend of historic charm and modern luxury. Boasting 2 bedrooms and 2.5 bathrooms, this home was completely restored to perfection by renowned Architect Dennis Beebe and Interior Designer Michael Pelkey, and offers many signature Pelkey features along with amenities galore for

  Aryl and Pati Robison RE/MAX All Keys Real Estate

  1409 Olivia St, Key West, FL 33040
• 

  /2

  Est $2,602,576 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,840 Sq Ft

  1223 Petronia St, Key West, FL 33040

  1223 Petronia St, Key West, FL 33040
• 

  

  /41

  $1,557,500 Sold Oct 18, 2024

  • 1,216 Sq Ft
  • $1281/SF
  • 153 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1933

  1415 Petronia St, Key West, FL 33040

  This charming 2-bedroom, 2.5-bathroom Old Town Key West home in the quiet ''Meadows'' neighborhood, originally built in 1933, has undergone a complete renovation in 2018, essentially becoming a brand-new residence with updated foundations, roof, windows, and central AC. The interior features hardwood floors throughout, with a kitchen boasting high-end cabinets, quartz countertops, and top-quality

  Matthew Carlson Realty ONE Group Destination

  1415 Petronia St, Key West, FL 33040
• 

  

  /6

  Est $2,723,025 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,403 Sq Ft

  823 Georgia St, Key West, FL 33040

  823 Georgia St, Key West, FL 33040

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