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$2,999,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 1,830 Sq. Ft.
  • Updated 3 hours ago
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Welcome to your coastal retreat in the highly sought-after Port Antigua neighborhood--where relaxed Keys living meets exceptional boating access and resort-style amenities. Residents enjoy a private homeowner's beach and boat ramp, enhancing the ease of life on the water. This solid CBS construction home offers approximately 75 feet of dockage, a 12,000 lb boat lift, and a convenient fish cleaning station--perfect for avid boaters and anglers alike. After a day on the water, unwind by the beautifully designed pool where a spa cascades into the water, complete with a swim jet, heater, and chiller for year-round enjoyment. Upstairs, the open floor plan is bright and inviting, anchored by a well-appointed kitchen featuring stainless steel appliances, quartz countertops, and a generous island ideal for gathering. Two spacious bedrooms and baths provide comfort and privacy, while a versatile Florida room serves perfectly as a home office and gym. Built for durability and peace of mind, the home includes a concrete roof, impact windows and doors, and an Arlo security system. A rooftop deck offers additional space to relax and take in the coastal surroundings. Downstairs, an expansive covered entertaining area flows seamlessly to the pool and tiki hut--thoughtfully equipped with lighting, ceiling fan, grill, side burner, sink, and refrigerator--creating the ultimate setting for outdoor living. Elevated above flood, the guest quarters feature a private living area, bedroom, and bath with access from both the pool and interior, making it ideal for visitors. A perfect blend of comfort, function, and island charm--this is Port Antigua living at its finest.

Full Property Details for 101 Madeira Ct

General

  • Price: $2,999,000
  • HOA FEE: $42/month
  • HOA FEE FREQ.: Yearly
  • Taxes: $13,905 (2025)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 619274
  • Updated: 5/13/2026
  • Added to Site: 44 day(s) ago

Interior

  • Interior Features: Walk-in Closet(s), Built-in Cabinets, Quartz Countertops, Security System, Smoke Alarms, Split Bedroom, Storage
  • Appliances: Stainless Steel Appliance(s), Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Washer
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Shared Amenities: Community Boat Ramp, Beach
  • Pool: Yes
  • Pool Description: Concrete, Heated, Salt Water, In Ground, Decked

Exterior

  • Exterior Features: Lighting, Built-in Grill, Chickee Hut, Hot Tub, Lanai, Outdoor Kitchen, Outdoor Shower, Storage
  • Deck/Patio: Open Porch/Balcony
  • Porch/Patio/Deck: Open Porch/Balcony

Parking

  • Garage: Yes
  • Parking Features: Open, Guest, Covered, Carport

Location

  • Area: 22 - Lower Matecumbe
  • County: Monroe
  • Subdivision: Port Antigua (74.5)

Community

  • Association: Yes
  • Assoc. Fees Include: Common Area Mnt
  • Pets Allowed: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air, Ceiling Fans(s)
  • Heating Type: Central, Electric

Structural Information

  • Architectural Style: Above Flood
  • Construction Status: Updated/Remodeled
  • Construction: CBS, Concrete
  • Roof: Concrete
  • Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
  • Square Feet: 1,830
  • Sq. Ft. Source: Property Data Card
  • Year Built: 1983
  • Property Condition: Updated/Remodeled

Lot Features

  • Property View: Canal
  • Lot Size (Acres): 0.2
  • Lot Size (Sq. Ft.): 8,650
  • Lot Size Source: Property Data Card
  • Lot Dimensions: irregular
  • Zoning: R1M - Residential SF Masonry

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Canal Front

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $500
  • Assoc Fee Freq.: Yearly
  • Tax Amount: $13,905.39
  • Tax Year: 2025

Disclosures and Reports

  • Legal Description: LT 296 PORT ANTIGUA PLAT NO 5-6 PB6-25
  • Flood Zone: AE, AE
  • APN: 00394489-009900

Listed by Coldwell Banker Schmitt Islamorada, Alina Davis (305) 393-0541

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Listing agent

— 101 Madeira Ct —

  • Alina Davis

    Coldwell Banker Schmitt Islamorada

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 101 Madeira Ct

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Plantation Key School
100 Lake Road, Tavernier, FL 33070
PK-814.7 mi
Coral Shores High School
89901 Old Highway, Tavernier, FL 33070
9-1215.1 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 101 Madeira Ct Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/31/2026
Listed
$2,999,000
505.86%
MLS
2/28/2011
Sold
$495,000
—
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 101 Madeira Ct

Year
Property Taxes
Change
Tax Assessment
Change
2024
$13,051
—
$1,866,440
1%
2024
$13,051
21%
$1,856,820
52%
2023
$10,818
16%
$1,219,886
30%
2021
$9,339
-6%
$938,709
-15%
2022
$9,981
7%
$1,101,367
37%
2021
$9,339
19%
$802,896
12%
2019
$7,833
-1%
$718,904
—
2018
$7,933
9%
$718,698
-4%
2017
$7,311
2%
$750,274
5%
2016
$7,196
31%
$715,811
49%
2015
$5,509
-22%
$480,197
-22%
2014
$7,047
8%
$615,539
10%
2013
$6,513
—
$559,581
—
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 101 Madeira Ct

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NMLS#: 1598647

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Listed by Coldwell Banker Schmitt Islamorada, Alina Davis (305) 393-0541

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101 Madeira Court, Upper Sugarloaf Key, FL 33036 (MLS# 619274) is a Single Family property with 3 bedrooms and 3 full bathrooms. 101 Madeira Court is currently listed for $2,999,000 and was received on March 30, 2026. Want to learn more about 101 Madeira Court? 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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