• 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

$6,702,125
257 Tollgate Boulevard
Lower Matecumbe, FL 33036
MLS# 612315
Status: Closed
4 beds  |  5 baths  |  3907 sqft

 | 

Modern Luxury
  1 / 54  
Modern Luxury Royal Palms Pool with Limestone Decking Bay views Sweeping Views Entry Honduran Mahogany Front Door Open Living and Dining Floor to Ceiling Windows Main living room Hidden Office Main living room Granite Countertops Top of the Line Appliances Custon Cabinetry Glass Tile Backsplash Gourmet Kitchen Kitchen with a View Living Area Half Bath Stairway to Guest Bedrooms Guest Bedroom #1 Incredible open water views En Suite Bath Guest Bedroom #2 Guest Bedroom #3 Guest Bath #2 Guest Bath #2 Guest Laundry Stairway to Primary Bedroom 4th floor primary suite Primary bedroom Spectaular views Primary Bath Double Vanities Primary Sitting Area Glorious Views Fully air conditioned Tackle Room Tackle Room Bath Private Balconies Overlooking Hurricane Creek Bay and Ocean Access Entertainment Bar 70' protected dockage plus slip Jet Dock Composite Dock Street View Aerial View Aerial View Aerial View End of a Peninsula Aerial View Aerial View Day is done

Property Description
Experience the perfect blend of elegance and tropical charm in this exquisite luxury home in Islamorada. This four-story residence offers breathtaking bay views from every level and features over 70 feet of protected dockage with immediate bay access and quick ride to oceanside via Chanel 2 or Channel 5 bridge, perfect for boating enthusiasts. With four bedrooms and four and a half baths, the spacious layout includes three laundry rooms and an elevator for convenience. The outdoor area boasts a heated and chilled pool with limestone decking, built in grill, custom wet bar, and a covered living space ideal for entertaining. The chef's kitchen features luxurious quartz countertops, top-of-the-line appliances, and a stylish glass tile backsplash. The expansive primary suite occupies the entire fourth floor, complete with a private sitting room, balcony, and a luxurious en-suite bath. Each bedroom also has its own balcony to enjoy stunning sunsets. Additional highlights include impact windows, a fully air-conditioned tackle room/workshop and garage, and can accommodate a 42' RV with sewer and 50 amp service. Beautifully landscaped with Royal Palms and tropical plantings, this home offers the unique opportunity to enjoy upscale Keys living with modern amenities and glorious water and sunset views. Perfect for those seeking a turnkey property in an idyllic location.

Details
Maps
Contract Information
Current Price: $6,702,125
Listing Date: 2024-11-18
Listing Board: Florida Keys
Leased Price Monthly: $6,702,125
As is Rght to Inspct: Yes
Species List: No
Location, Tax & Legal
Street #: 257
Street Name: Tollgate
Street Suffix: Boulevard
Key/Island: Lower Matecumbe
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Toll Gate Shores (73.5)
Area: 22 - Lower Matecumbe
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 4
Pool: Yes
Year Built: 1982
Lot SqFt: 13280
Lot Sqft Source: Property Data Card
Acres: 0.3
Living Apx SqFt: 3907
SqFt Source: Property Data Card
Total Bedrooms: 4
Full Baths: 4
Half Baths: 1
Total Baths: 5
Rentals Allowed: With Restrictions
Min Rental Days: 28
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Dockage
Dock Length: 70
Building Style
Above Flood: Yes
# Stories: 4 Stories
Vehicle Storage
Car(s): 1
Pool Info
Heated: Yes
Status Change Info
Under Contract Date: 2024-12-30
Leased Date: 2025-02-04
Leased Price Monthly: $6,702,125
Status: Closed
Property Features
Fee Includes: Common Area Mnt
Tax Exemptions: Homestead
Waterfront: Canal Front; Open Water
Waterview: Bay/Gulf View; Canal View; Open Water View
Dockage: Boat Lift; Boat Slip
Property Condition: Updated/Remodeled
Vehicle Storage: Garage; Attached; RV Parking Open
Furnished: Negotiable
Cooling: Ceiling Fans(s); Central Air; Ductless
Heating: Central; Ductless
Utilities: FKAA; Municipal Sewer
Interior Features: Bar; Built-in Cabinets; Drapes/Blinds Incl; Elevator; Quartz Countertops; Storage; Wet Bar; Window Treatments
Specialty Rooms: Laundry Room; Workshop; Other
Appliances: Dishwasher; Disposal; Dryer; Ice Machine; Microwave; More Appliances; Oven; Range; Refrigerator; Washer; Wine Cooler
Exterior Features: Built-in Grill; Fencing; Lighting; Sprinkler System; Storage
Pool Info: In Ground; Concrete; Decked
Construction: CBS; Concrete
Floor: Marble
Roof: Concrete Roof
Pets: Pets Allowed
Security: Patrolled Area
Land Size: 1/4 - 1/2 Acre

Listing Office: Ocean Sotheby's International Realty

Last Updated: February - 05 - 2025

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)