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$4,429,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 1,973 Sq. Ft.
  • Updated 6 hours ago
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Near-new luxury home in coveted Toll Gate Shores, Islamorada, Florida. Near perfection, describes this newly constructed 3-bedroom, 3-bath residence offering single-level living with elevator access in the highly sought-after waterfront Keys community. Completed in 2024/2025 by renowned local contractor CBT Construction, the home blends modern luxury with a relaxed tropical elegance. The state-of-the-art kitchen is designed to impress as well as maintain functionality. The kitchen features quartz finishes, top-quality appliances, a professional gas range and oven, ice maker, and expansive cabinetry and counter space. This kitchen is ideal for entertaining, gathering, and everyday living especially if you have more than one chef in the house! A generous counter bar provides additional seating for guests and spectators alike. Three exceptionally spacious bedrooms create a comfortable retreat, with two offering ensuite baths, all complementing the home's gracious island-inspired design. The ground floor enclosure has approximately 900sq ft of additional useable space for enjoyment hobby and workshop and garage areas. Exact square footage not warranted. Boating enthusiasts will appreciate protected yacht dockage on Hurricane Creek, complete with a 15,000 lb boat lift and approximately 5-6 feet of controlled depth, depending on tide. Additional highlights include a swimming pool, whole-home generator, and private access to the owners' neighborhood park. Owner occupied--advance notice is appreciated. Schedule your private showing today.

Full Property Details for 241 Tollgate Blvd

General

  • Price: $4,429,000
  • HOA FEE: $17/month
  • HOA FEE FREQ.: Yearly
  • Taxes: $19,354 (2025)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 618244
  • Updated: 5/13/2026
  • Added to Site: 111 day(s) ago

Interior

  • Interior Features: Workshop, Entrance Foyer, Walk-in Closet(s), Built-in Cabinets, Cathedral Ceilings, Drapes/Blinds Incl, Elevator, Granite Counter Top, Quartz Countertops, Security System, Smoke Alarms, Split Bedroom, Storage, Window Treatments
  • Appliances: Stainless Steel Appliance(s), Dishwasher, Dryer, Gas Appliances, Ice Machine, Microwave, Oven, Range, Refrigerator, Washer
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Shared Amenities: Other Area Features
  • Pool: Yes
  • Pool Description: In Ground
  • Security/Safety: On Premises System

Exterior

  • Exterior Features: Fencing
  • Deck/Patio: Open Porch/Balcony, Patio
  • Porch/Patio/Deck: Open Porch/Balcony, Patio

Parking

  • Garage: Yes
  • Parking Features: Off Street

Location

  • Area: 22 - Lower Matecumbe
  • County: Monroe
  • Subdivision: Toll Gate Shores (73.5)
  • Driving Directions: Turn onto Toll Gate Blvd at MM73.5 on Lower Matecumbe in Islamorada. Home is on the right 4 houses in from the cul de sac on the park.

Community

  • Assoc. Fees Include: Common Area Mnt

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Structural Information

  • Architectural Style: Above Flood
  • Construction: CBS, Concrete
  • Roof: Metal
  • Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window, Sliding Glass Doors
  • Square Feet: 1,973
  • Sq. Ft. Source: Property Data Card
  • Year Built: 2024

Lot Features

  • Property View: Open Water View, Bay
  • Lot Size (Acres): 0.16
  • Lot Size (Sq. Ft.): 6,780
  • Lot Size Source: Property Data Card
  • Lot Dimensions: 60 x 115 x 60 x 111
  • Zoning: R1 - Residential Single Family

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Bay Front, Canal Front, Gulf Front, Open Water

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $200
  • Assoc Fee Freq.: Yearly
  • Tax Amount: $19,354.3
  • Tax Year: 2025

Disclosures and Reports

  • Legal Description: BK 4 LT 2 TOLL GATE SHORES PB4-39 LOWER MATECUMBE KEY OR565-807 OR2350-1078/79 OR2799-52
  • Flood Zone: AE, AE
  • APN: 00390500-000000

Listed by Coastal Realty of the Florida Keys, Keith Allen (305) 481-5544

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Listing agent

— 241 Tollgate Blvd —

  • Keith Allen

    Coastal Realty of the Florida Keys

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 241 Tollgate Blvd

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Plantation Key School
100 Lake Road, Tavernier, FL 33070
PK-815.6 mi
Coral Shores High School
89901 Old Highway, Tavernier, FL 33070
9-1216 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 241 Tollgate Blvd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/29/2026
Price Reduced
$4,429,000
-5.67%
MLS
2/26/2026
Price Reduced
$4,695,000
-4.18%
MLS
1/22/2026
Listed
$4,900,000
549.01%
MLS
5/10/2016
Sold
$755,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 241 Tollgate Blvd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,893
—
$2,151,250
52%
2024
$8,893
-4%
$1,415,463
12%
2023
$9,289
32%
$1,264,675
85%
2021
$7,059
-11%
$684,625
-25%
2022
$7,895
12%
$916,025
48%
2021
$7,059
11%
$620,229
4%
2019
$6,383
21%
$597,838
22%
2018
$5,273
-4%
$489,955
-7%
2017
$5,504
-2%
$526,007
4%
2016
$5,600
11%
$504,475
9%
2015
$5,065
—
$461,477
2%
2014
$5,075
9%
$451,015
10%
2013
$4,661
—
$410,014
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 241 Tollgate Blvd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Coastal Realty of the Florida Keys, Keith Allen (305) 481-5544

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241 Tollgate Boulevard, Upper Sugarloaf Key, FL 33036 (MLS# 618244) is a Single Family property with 3 bedrooms and 3 full bathrooms. 241 Tollgate Boulevard is currently listed for $4,429,000 and was received on January 22, 2026. Want to learn more about 241 Tollgate Boulevard? Do you have questions about finding other Single Family real estate for sale in Upper Sugarloaf Key? You can browse all Upper Sugarloaf Key real estate or contact a Coldwell Banker agent to request more information.

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