• Home
  • Property Search
    • Key West Real Estate
      • Key West Homes
      • Key West Condos
      • Key West Townhomes
      • Key West Commercial
      • Key West Land
    • Florida Keys Real Estate
      • Florida Keys Homes
      • Florida Keys Condos
      • Florida Keys Townhomes
      • Florida Keys Commercial
      • Florida Keys Land
    • MLS Search
  • Property Estimate
  • Neighborhoods
    • Casa Marina
    • Golf Club
    • Key Haven
    • Meadows
    • Midtown
    • New Town
    • Old Town
    • Sunset Key
    • Truman Annex
  • Islands
    • Big Coppitt Key
    • Big Pine Key
    • Cudjoe Key
    • Duck Key
    • Islamorada
    • Key Colony Beach
    • Key Largo
    • Lower Matecumbe Key
    • Marathon Key
    • Plantation Key
    • Sugarloaf Key
    • Summerland Key
  • Contact Us

Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

With a portal you are able to:
  1. Save your searches
  2. Get updates on listings
  3. Track listings
  4. Add notes and messages
  5. Personalize your dashboard
List View Map View
71,536 matches found

$4,700,000
30680 Winifred Street
Big Pine Key, FL 33043
Oh the pool!!
View Photos (76)Videos (2)
Status: Closed
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Square Footage: 2660
Year Built: 1962
Area: 11 - Big Pine Key, No Name Key
Subdivision: Whispering Pines (30.5)
Description: Imagine living in this gorgeous unique property offering a unique blend of ...
Listing Office: Coldwell Banker Schmitt RE Co.
Last Updated: August - 31 - 2024
IDX
$4,999,000
1017 Southard Street
Key West, FL 33040
1017 Southard Street, Key West, FL 33040
View Photos (48)
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 6
Square Footage: 4208
Year Built: 1933
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: This incredible estate in the heart of the historic district represents one...
Listing Office: Truman & Co. (KW)
Last Updated: August - 26 - 2024
IDX
$4,750,000
508 Virginia Street
Key West, FL 33040
508 Virginia Street, Key West, FL 33040
View Photos (38)
Status: Closed
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Square Footage: 2281
Year Built: 1945
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: This magnificent TRANSIENT rental property with two homes and a heated pool...
Listing Office: Brenda Donnelly Real Estate LLC
Last Updated: December - 17 - 2024
IDX
$4,700,000
29433 Enterprise Avenue
Big Pine Key, FL 33043
29433 Enterprise Avenue, Big Pine Key, FL 33043
View Photos (101)Videos (1)Virtual Tours (2)
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 3727
Year Built: 2007
Area: 11 - Big Pine Key, No Name Key
Subdivision: Pine Channel Estates (29.5)
Description: Experience the Pinnacle of Coastal Elegance in Big Pine Key! This openwate...
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: October - 03 - 2025
IDX
$4,995,000
104 Coastal Drive
Key Largo, FL 33037
View from Dock
View Photos (64)Videos (1)Virtual Tours (1)
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 8
Square Footage: 6083
Year Built: 2008
Area: 26 - Key Largo S of MM 96.9
Subdivision: Coral Coast Corrected Plat (96.0)
Description: Coastal elegance on the bay! Commanding yet inviting custom-built 5-bedroom...
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Last Updated: September - 05 - 2024
IDX
$4,900,000
292 Sunset Key Drive
Key West, FL 33040
292 Sunset Key Drive, Key West, FL 33040
View Photos (29)
Status: Closed
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 1916
Year Built: 2007
Area: 01 - Key West
Subdivision: Sunset Key (Tank) Island Unrcd (0.0)
Description: Talk about views! This three-bedroom, three-bathroom waterfront home has in...
Listing Office: Ocean Sotheby's International Realty
Last Updated: December - 30 - 2025
IDX
$4,995,000
328 Whitehead Street
Key West, FL 33040
328 Whitehead Street, Key West, FL 33040
View Photos (86)Videos (1)Virtual Tours (1)
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 5
Square Footage: 2759
Year Built: 1942
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: This exclusive private compound is the Crown Jewel of Truman Annex. Incred...
Listing Office: RE/MAX Keys Connection (KW)
Last Updated: August - 25 - 2024
IDX
$4,500,000
524 Frances Street
Key West, FL 33040
524 Frances Street, Key West, FL 33040
View Photos (54)Videos (1)Virtual Tours (1)
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 3015
Year Built: 1938
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: Welcome to 524 Frances Street, where sophisticated style meets Old Town cha...
Listing Office: Saltwater Real Estate Florida Keys, Inc
Last Updated: April - 30 - 2025
IDX
$4,667,055
33 Sunset Key Drive
Sunset Key, FL 33040
33 Sunset Key Drive, Sunset Key, FL 33040
View Photos (5)
Status: Closed
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Square Footage: 2804
Year Built: 2002
Area: 01 - Key West
Subdivision: Sunset Key (Tank) Island Unrcd (0.0)
Description: Fantastic 3 bedroom home on an oversized waterfront lot. This property has ...
Listing Office: Ocean Sotheby's International Realty
Last Updated: August - 27 - 2024
IDX
$4,200,000
251 S Ocean Shores Drive
Key Largo, FL 33037
251 S Ocean Shores Drive, Key Largo, FL 33037
View Photos (10)
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 7
Square Footage: 5281
Year Built: 1998
Area: 27 - Key Largo MM 97-107
Subdivision: Key Largo Ocn Shores (100.0)
Description: Experience breathtaking 180-degree, unobstructed views of the Atlantic Ocea...
Listing Office: Coastal Realty of the Florida Keys
Last Updated: July - 10 - 2026
IDX

1 ... 49 50 51 52 53 54 55 56 57 58 59 ... 7154
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
Search powered by FBS Products
Create A Real Estate Portal
With a portal you are able to:
  1. Save your searches
  2. Get updates on listings
  3. Track listings
  4. Add notes and messages
  5. Personalize your dashboard

Anchor Line Realty on Social Media:

Facebook
Facebook
fb-share-icon
Twitter
Visit Us
Follow Me

E-mail Us Directly

Please provide details below:

  • Home
  • Property Search
  • Property Estimate
  • Neighborhoods
  • Islands
  • Contact Us

Copyright © 2026 · AgentPress Pro on Genesis Framework · WordPress · Log in

David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)