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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

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$2,699,000
154 Carroll Street
Upper Matecumbe Key Islamorada, FL 33036
MLS# 621562
4 beds  |  4 baths  |  3315 sqft

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154 Carroll Street
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154 Carroll Street Welcome home to paradise Quiet Cul-de-sac Side yard trailer storage. 154 Carroll St_1oakstudios_04 154 Carroll St_1oakstudios_05 Expansive Living Area Kitchen and Dining Kitchen Oversized Island 154 Carroll St_1oakstudios_11 Natural light filled living room Walk-in Pantry Primary Suite Main Level Primary Suite Main Level Primary Large Walk-in Closet and Storage Primary Bathroom Primary Bathroom Primary Bathroom Primary Bathroom 154 Carroll St_1oakstudios_21 Cathedral Ceilings Upper Living Room Upper Living Room Upper Primary Suite/Guest Suite 1 Upper Guest Bath 1 Upper Guest Suite 2 Upper Guest Bath 2 Upper Guest Suite 3 Upper Guest Bath 3 Immaculate Collectors Garage Upper Balcony Upper Balcony Upper Balcony Large Backyard Primary Suite Patio Outdoor Shower Outdoor Shower, patio, and trailer/boat/RV storage. 154 Carroll St_1oakstudios_39 Oversized Tiki with multiple seating options Tiki living Outdoor dining Summer Kitchen for year round outdoor living. 154 Carroll St_1oakstudios_44 154 Carroll St_1oakstudios_45 Hot tub and large pool 154 Carroll St_1oakstudios_47 Expansive outdoor living areas Sandy Beach Area Sandy Beach Area 154 Carroll St_1oakstudios_51 154 Carroll St_1oakstudios_52 154 Carroll St_1oakstudios_53 154 Carroll St_1oakstudios_54 Aerial 154 Carroll St_1oakstudiosdrone_02 154 Carroll St_1oakstudiosdrone_03 154 Carroll St_1oakstudiosdrone_04 154 Carroll St_1oakstudiosdrone_05 154 Carroll St_1oakstudiosdrone_06 154 Carroll St_1oakstudiosdrone_07 154 Carroll St_1oakstudiosdrone_08 154 Carroll St_1oakstudiosdrone_09

Property Description
Located on a quiet lane in the heart of Islamorada, 154 Carroll Street offers privacy, modern construction, and easy access to some of the area's best restaurants, shops, private clubs, and resorts. Completed in 2018, the home combines clean coastal design with comfortable and abundant indoor-outdoor living. Mature tropical landscaping creates a private setting around the pool and spa. The handcrafted tiki pavilion is designed for outdoor cooking and entertaining, complete with a mosquito misting system, refrigerator, ice maker, grill, cooktop, and bar--an ideal gathering spot for casual afternoons by the pool, evening entertaining or even star gazing in the hot tub. Inside, the bright, open layout features porcelain floors and coastal finishes. Two primary suites provide flexibility, including an upstairs suite with a private balcony and a downstairs suite with an oversized walk-in closet. Additional guest suites and a loft offer plenty of space for family, visitors, or a home office. Built above flood, the home includes impact-rated openings and spray-foam insulation for incredible efficiency. Practical features include a rare attached garage, Tesla charging station, exterior security cameras & wired interior system and a fenced area with room for a boat trailer. Located within Islamorada's golf cart district, the home makes it easy to leave the car behind and enjoy nearby restaurants, shops, resorts, and local favorites by golf cart, bike, or on foot. Sandy neighborhood beach access at the end of the block puts the Atlantic just a short walk away, while the Islander Resort and the amenities of Upper Matecumbe are close at hand. 154 Carroll Street combines the privacy and features of a new home with a central location designed for easy Islamorada living.

Details
Maps
Contract Information
Current Price: $2,699,000
Listing Date: 2026-10-09
Listing Board: Florida Keys
Monthly Rent: $2,699,000
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Species List: No
Location, Tax & Legal
Street #: 154
Street Name: Carroll
Street Suffix: Street
Key/Island: Upper Matecumbe Key Islamorada
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Strattons (82.5)
Area: 23 - Upper Matecumbe
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: No
Pool: Yes
Year Built: 2017
Lot Size: X
Lot SqFt: 8500
Lot Sqft Source: Tax Records
Acres: 0.2
Living Apx SqFt: 3315
SqFt Source: Tax Records
Total Bedrooms: 4
Full Baths: 4
Total Baths: 4
Rentals Allowed: With Restrictions
Min Rental Days: 28
Association Info
Mandatory Home Owners Asc: No
Voluntary Home Owners Asc: No
1st Right of Refusal: No
Building Style
Above Flood: Yes
# Stories: 2 Stories
Pool Info
Heated: Yes
Financial Status
Auction: No
Bank Owned: No
Potential Short Sale: No
Standard Sale: Yes
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: None
Waterview: No Waterview
Dockage: None
Property Condition: New Construction; Updated/Remodeled
Vehicle Storage: Garage; Attached; Auto Door Opener; Guest Parking; Off Street Parking; Open Parking; RV Parking Open; Trailer Storage
Furnished: Negotiable
Cooling: Ceiling Fans(s); Central Air
Heating: Central
Utilities: Buyer to Verify; Cable Available; Elect Separate Meter; FKAA; Municipal Sewer; Water Separate Meter
Interior Features: Built-in Cabinets; Cathedral Ceilings; Drapes/Blinds Incl; Granite Counter Top; Pantry; Security System; Smoke Alarms; Split Bedroom; Storage; Tray Ceilings; Walk-in Closet(s); Whirlpool Bath Tub; Window Treatments
Pre-Wired: Cable
Specialty Rooms: Laundry Room; Loft
Appliances: Dishwasher; Disposal; Dryer; Freezer; Ice Machine; Microwave; More Appliances; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Exterior Features: Bar; Built-in Grill; Chickee Hut; Fencing; Hot Tub; Lighting; Outdoor Kitchen; Outdoor Shower; Privacy Wall/Fence; Rain Gutters; Sandy Beach; Sprinkler System; Storage; Water Display
Pool Info: In Ground; Concrete; Decked
Construction: CBS; Concrete; Stucco
Floor: Carpet; Tile
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Beach; Bike Paths; Fire Hydrant
Security: On Premises System
Land Size: 1/4 - 1/2 Acre
Terms: Cash
Title: Title Ins - Buyer

Listing Office: Ocean Sotheby's International Realty

Last Updated: October - 09 - 2026

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.


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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)