• 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

$4,264,000
166 Plantation Boulevard
Plantation Key, FL 33036
MLS# 591796
Status: Closed
4 beds  |  5 baths  |  3908 sqft


Imagine waking up to this view!
  1 / 46  
Imagine waking up to this view! Dock, boatlift and boatramp/beach entry The streetside view Welcome Home! A wall of windows opens to the bayfront A quiet spot to read or watch TV Are those stairs or a sculpture? With Carrara marble counters Separate pantry is adjacent Beautifully designed with ample storage Natural light throughout the day Master bedroom with private balcony Your private balcony Master bath Currently used as an office but could be used as a bedroom Closet to the left and full bath beyond Full bath Extend your living area towards the open bay Launch your watertoys here The great lawn Peninsula and dock Waiting for the sunset celebration Looking towards the beach entry 10,000 lb. boat lift It's to the left in the shade of the stunning Royal Poinciana The Cottage Opens out to the bayfront Bedroom and bath to the right With all the modern amenities Full Bath Kitchenette The main house is on the right View from the carriage house Set up as a studio Office and seating area Full bath Beautiful shower Bordered by the main house, carriage house and cottage Streetside view Fantastic location! An exceptional property Peninsula and beach entry Peninsula and boatlift Trellised entry Fabulous waterfront 166 Plantation Blvd.

Property Description
Live at one of Islamorada's most coveted addresses! This Plantation Blvd. bayfront beauty could be your Keys Retreat. The property has been exquisitely updated and expanded in 2018 as a family compound featuring 3 separate structures, a great lawn, pergola covered terrace with gas fire pit, a large dock, boat lift and boatramp/beach entry. The main house has a wall of windows facing the bay enabling views from every room, leathered marble floors, an open kitchen with Carrara marble counters and an adjacent pantry room. Upstairs you will find a very large master suite with unparalleled bay views and a beautiful private balcony along with a second bedroom or office with a full bath. The bayfront peninsula is a great place for lounging in the sun and provides a staging area for your water

Details
Maps
Contract Information
Current Price: $4,264,000
Listing Date: 2020-07-21
Listing Board: Florida Keys
Leased Price Monthly: $4,264,000
As is Rght to Inspct: Yes
Species List: No
Location, Tax & Legal
Street #: 166
Street Name: Plantation
Street Suffix: Boulevard
Key/Island: Plantation Key
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Plant Beach (87.5)
Area: 25 - Plantation Key
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 4
Pool: No
Year Built: 2017
Total Units: 3
Lot Size: 100 x 160 plus baybottom
Lot SqFt: 16000
Acres: 0.37
Living Apx SqFt: 3908
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
Voluntary Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 125
Assoc/Mnt Fee Per: Yearly
Dockage
Dock: Composite
Specialty Rooms
Guest/Servant Qtrs: Legal
Building Style
Above Flood: Unknown
Vehicle Storage
Car(s): 4+
Status Change Info
Under Contract Date: 2020-07-25
Leased Date: 2020-08-25
Leased Price Monthly: $4,264,000
Status: Closed
Property Features
Fee Includes: Common Area Mnt
Tax Exemptions: Homestead
Waterfront: Bay Front; Gulf Front; Open Water
Waterview: Bay/Gulf View; Open Water View
Dockage: Basin; Boat Lift; Boat Ramp; Boat Slip
Property Condition: Updated/Remodeled
Vehicle Storage: Guest Parking; Off Street Parking; Open Parking
Furnished: Negotiable
Cooling: Ceiling Fans(s); Central Air; Heat
Utilities: Cable Available; Elect Separate Meter; Municipal Sewer; Water Separate Meter; Whole House Generatr
Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Pantry; Storage; Walk-in Closet(s)
Pre-Wired: Cable
Specialty Rooms: Laundry Room
Appliances: Dishwasher; Dryer; Oven; Range; Refrigerator; Washer; Wine Cooler
Exterior Features: Detached Guest Qtrs; Fencing; Lanai; Lighting; Privacy Wall/Fence
Construction: CBS; Concrete; Frame
Floor: Carpet; Marble; Tile
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Beach; Community Boat Ramp
Land Size: 1/4 - 1/2 Acre
Title: Title Ins - Buyer
Supplements
sports. Launch your kayak or jet ski off the boat ramp and load your boat for fishing or diving. The dock extends from the peninsula into the bay with plenty of room for friends to visit by boat and it's the perfect spot for celebrating sunset. Only steps away is the bayfront cottage with bedroom suite, full bath, kitchenette and a private courtyard to enjoy a morning coffee or a nightcap. Between the cottage and the carriage house is a lovely gathering spot for outdoor meals and entertaining adjacent to the main house. The new carriage house has sliding glass doors looking towards the bay. Use it as a private office or bedroom suite or both! A large storage room can be accessed from the streetside or through the kitchenette and has additional attic storage. In addition, a whole house generator and 500 gal. propane tank have been installed. Don't miss this opportunity to live on Plantation Blvd.!

Listing Office: Coldwell Banker Schmitt Islamorada

Last Updated: March - 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)