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$1,995,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 3,184 Sq. Ft.
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Experience the pinnacle of coastal luxury in this brand-new waterfront residence in Key Largo. Featuring five spacious bedrooms and three elegantly appointed bathrooms, this home is crafted with solid concrete construction, ensuring durability and peace of mind. Enjoy breathtaking bay views from the expansive rooftop deck-an ideal setting for entertaining or unwinding as the sun sets over the water. A modern, resort-style pool at the water's edge provides the perfect retreat after a day on the ocean, while the brand-new concrete dock offers a secure haven for your boat, with deep water access to both the ocean and bay. Inside, this stunning home boasts impact windows and doors, elegant tiled floors throughout, and a chef's kitchen with a waterfall-edge sit-up island, premium appliances, and abundant natural light. A luxury elevator adds convenience, while the spacious covered understory-complete with a workshop and storage area-is perfect for housing all your fishing and boating gear. Located just one hour from Miami International Airport, this tropical paradise offers the perfect blend of exclusivity and accessibility.

Full Property Details for 229 Upper Matecumbe Rd

General

  • Price: $1,995,000
  • Taxes: $5,019 (2024)
  • Status: Active
  • Type: Single Family
  • Source: Greater_Miami
  • MLS ID: A11923653
  • Updated: 12/2/2025
  • Added to Site: 46 day(s) ago

Interior

  • Interior Features: Second Floor Entry, Third Floor Entry, Cooking Island, Elevator, Entrance Foyer, French Doors, Split Bedroom, Walk-In Closet(s), Family Room, Other, Utility Room/Laundry
  • Appliances: Dishwasher, Disposal, Electric Water Heater, Microwave, Electric Range, Refrigerator, Self-Cleaning Oven, Wall Oven
  • Furnished: Yes
  • Furnishings: Furnished
  • Flooring: Ceramic Floor

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Primary Bathroom: Dual Sinks, Separate Tub & Shower

Bedrooms

  • Total Bedrooms: 5
  • Bedroom Features: Primary Bedroom Upstairs, Sitting Area - Primary Bedroom

Other Rooms

  • Living Room: Family Room, Other, Utility Sq. Ft.
  • Eat-in kitchen: Yes
  • Dining Room: Dining/Living Room, Eat-In Kitchen
  • Laundry: Utility Room/Laundry, Washer/Dryer Hook-Up

Additional Information

  • Pool: Yes
  • Pool Description: Above Ground, 12x25
  • Security/Safety: Smoke Detector
  • Equipment: Elevator

Exterior

  • Exterior Features: Lighting, Open Balcony
  • Deck/Patio: Deck, Open Balcony, Wrap Around

Parking

  • Carports: Yes
  • Carport Spaces: 4
  • Covered Spaces: 4
  • Parking Features: Attached Carport, Covered, Guest, Other

Location

  • Area: Lake Surprise
  • County: Monroe County
  • Subdivision: Lake Surprise
  • Building Name: Lake Surprise
  • Driving Directions: GPS, SIRI or MAPS
  • Direction Faces: West

Community

  • Community Name: Lake Surprise
  • Pets Allowed: Yes

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Municipal Water

Structural Information

  • Architectural Style: Detached, Three Or More Stories
  • Structure Type: House
  • Detached/Attached: Detached
  • Construction: Concrete Block Construction, CBS Construction
  • Roof: Concrete
  • Windows: Clear Impact Glass, Blinds, Impact Glass, Sliding
  • Doors: High Impact Doors, French Doors
  • Entry Location: Foyer
  • Square Feet: 3,184
  • Sq. Ft. Source: Owner
  • Living Area: 3,184 Sq. Ft.
  • Year Built: 2024
  • Property Condition: New Construction

Lot Features

  • Property View: Canal, Pool
  • Lot Size (Sq. Ft.): 6,000
  • Lot Dimensions: 60 x 100
  • Frontage Feet: 60
  • Lot Features: Less Than 1/4 Acre Lot
  • Zoning: URM
  • Fencing (Description): Fenced

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Ocean Access, Canal Front

Financial Considerations

  • Price Per Sq. Ft.: $626.57
  • Tax Amount: $5,019
  • Tax Year: 2024
  • Terms: All Cash, Conventional

Disclosures and Reports

  • Ownership: Corporation
  • Legal Description: BK 4 LT 19 LAKE SURPRISE ESTATES KEY LARGO
  • Restrictions: Ok To Lease With Res, See Broker Remarks
  • Inclusions: Private Dock, Unrestricted Salt Water Access
  • Property ID: 1658359

Listed by Coldwell Banker Schmitt R.E.

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Listing agent

— 229 Upper Matecumbe Rd —

  • Coldwell Banker Schmitt R.E.

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 229 Upper Matecumbe Rd

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Key Largo School
104801 Overseas Highway, Key Largo, FL 33037
PK-81.2 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-1297.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 229 Upper Matecumbe Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/01/2025
Listed
$1,995,000
191.24%
MLS
2/17/2022
Sold
$685,000
—
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 229 Upper Matecumbe Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$5,020
—
$1,716,640
158%
2024
$5,020
15%
$664,364
29%
2023
$4,368
187%
$515,121
186%
2021
$1,522
-8%
$179,834
-23%
2022
$1,657
9%
$233,192
30%
2021
$1,522
8%
$179,878
65%
2019
$1,412
2%
$108,936
10%
2018
$1,389
28%
$99,033
5%
2017
$1,088
1%
$94,566
—
2016
$1,082
5%
$94,826
27%
2015
$1,033
1%
$74,405
10%
2014
$1,021
1%
$67,641
10%
2013
$1,010
—
$61,492
—
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 229 Upper Matecumbe Rd

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

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NMLS#: 1598647

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Listed by Coldwell Banker Schmitt R.E.

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229 Upper Matecumbe Rd, Key Largo, FL 33037 (MLS# A11923653) is a Single Family property with 5 bedrooms and 3 full bathrooms. 229 Upper Matecumbe Rd is currently listed for $1,995,000 and was received on December 01, 2025. Want to learn more about 229 Upper Matecumbe Rd? Do you have questions about finding other Single Family real estate for sale in Key Largo? You can browse all Key Largo real estate or contact a Coldwell Banker agent to request more information.

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