229 Upper Matecumbe Rd

$1,995,000
Price
3,184 Sq. Ft.
$627 / Sq. Ft.
3,184
Sq. Ft.
$627
per Sq. Ft.

Description

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,...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 deepwater 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.
  1. Listed by SALLY STRIBLING, P.A. • Coldwell Banker Schmitt Key Largo

Property Details for 229 Upper Matecumbe Road

Waterfront
Canal Front
Waterfront
Yes
Zoning
URM - Urban Res Mobile Home District
Subdivision
Lake Surprise Properties (106.0)
Directions
GPS, SIRI or MAPS
Vehicle Storage
Carport, RV Parking Open
Pets
Pets Allowed
LISTING UPDATED: 12/18/2025 09:59 AM

Property Details for 229 Upper Matecumbe Road

StatusActive
MLS #613863
Days on Market211
Taxes$5,020 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built2024
Lot Size0.14 AC / 6,000 SF
CountyMonroe County

Location

Listing Courtesy of Coldwell Banker Schmitt Key Largo
Add your commute

Building Information for 229 Upper Matecumbe Road

Stories3Year Built2024Building Size-Lot Size0.14 AC / 6,000 SF

Payment Calculator

$10,142 per month

30 year fixed, 6.15% Interest

Principal and Interest

$9,723

Property Taxes

$418

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 229 Upper Matecumbe Road

Summary
Location and General Information
  • Waterview: Bay/Gulf View, Canal View
  • Area: 27 - Key Largo MM 97-107
  • Absolute Longitude: 80.378894
  • Control Depth: 4
  • Listing Board: Florida Keys
  • Side: Bay/Gulf
  • Mile Marker: 106.0
  • Marathon Neighborhood: N/A
  • Accessibility Feat: Accessible Elevator Installed
  • Key/Island: Key Largo
Taxes and HOA Information
  • Association Info: Mandatory Home Owners Asc: No
  • Association Info: 1st Right of Refusal: No
  • Fee Includes: None
  • Furnished: Negotiable
  • Tax Year: 2024
  • Tax Exemptions: None
Property
Lot Information
  • Lot Size: 60x100
  • Acres: 0.14
  • Parcel #: 00534850-000000
  • Land Size: Less Than 1/4 Acre
Property and Assessments
  • Legal: BK 4 LT 19 LAKE SURPRISE ESTATES KEY LARGO PB4-162 OR179-99 OR372-209 OR894-472 OR896-900-C OR3156-1101
  • MLS Approved: Y
  • SqFt Source: Property Data Card
  • Flood Zone: AE
  • Rentals Allowed: With Restrictions
  • Deed Restrictions: No
  • Picture Count: 77
  • Document Count: 0
  • Building Style: Above Flood: Yes
  • Property Condition: New Construction
Utilities
  • Utilities: FKAA, Municipal Sewer
  • Pub Sewer HkUp: Yes
  • Species List: No
  • Pool: Yes
  • Pool Info: In Ground, Decked, Concrete, Salt Water
  • Porch/Balcony: Open Porch/Balcony, Deck, Patio, Roof Top Deck
Interior and Exterior Features
Interior Features
  • Floor: Tile
  • Interior Features: Split Bedroom, Storage, Smoke Alarms, Elevator, Granite Counter Top, Built-in Cabinets
  • Appliances: Dishwasher, Stainless Steel Appliance(s), Microwave, Oven, Range, Refrigerator
Exterior Features
  • Roof: Concrete Roof
  • Dockage: Dock Length: 60
  • Dockage: Dock: Concrete
  • Construction: CBS
  • Exterior Features: Fencing, Storage, Lighting
  • Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors
Room Information
  • Specialty Rooms: Utility Room, Workshop

Property History for 229 Upper Matecumbe Road

DateEvent & SourcePriceAppreciation
Dec 18, 2025

Listed (Active)

FKMLS #613863

Dec 1, 2025

Listed (Active)

MiamiRE #A11923653

$1,995,000
Sep 3, 2025

Pending

FKMLS #613863

Feb 24, 2025

Temp Off Market

FKMLS #613863

Feb 24, 2025

Price Change

FKMLS #613863

$2,375,000
Feb 24, 2025

Listed (Active)

FKMLS #613863

$1,995,000
Jan 5, 2025

Cancelled

MFRMLS #O6264765

$2,375,000
Jan 5, 2025

Cancelled

Naples Area Board of REALTORS #224101792

Dec 15, 2024

Listed (Active)

MFRMLS #O6264765

$2,375,000
Dec 15, 2024

Listed (Active)

Naples Area Board of REALTORS #224101792

$2,375,000
Sep 2, 2024

Cancelled

MiamiRE #A11598465

Aug 31, 2024

Temp Off Market

FKMLS #609192

Jun 28, 2024

Price Change

MiamiRE #A11598465

$2,599,000
Jun 3, 2024

Price Change

MiamiRE #A11598465

$2,650,000
May 31, 2024

Listed (Active)

MiamiRE #A11598465

$2,675,000
Mar 14, 2024

Price Change

FKMLS #609192

$2,675,000
Mar 14, 2024

Price Change

FKMLS #609192

$2,650,000
Mar 14, 2024

Listed (Active)

FKMLS #609192

$2,599,000
Jan 30, 2024

Expired

FKMLS #605754

Jun 23, 2023

Price Change

FKMLS #605754

$2,499,999
Jun 23, 2023

Listed (Active)

FKMLS #605754

$2,499,500
May 1, 2023

Expired

FKMLS #602960

Nov 1, 2022

Price Change

FKMLS #602960

$2,755,500
Nov 1, 2022

Price Change

FKMLS #602960

$2,555,500
Nov 1, 2022

Listed (Active)

FKMLS #602960

$2,555,000
Oct 14, 2022

Expired

FKMLS #600593

Apr 15, 2022

Listed (Active)

FKMLS #600593

$2,755,500
Feb 17, 2022

Sold (Public Record)

Public Record #1484610895

$685,000
Feb 17, 2022

Sold

FKMLS #598321

$685,000
Feb 4, 2022

Backup Contract

FKMLS #598321

Jan 25, 2022

Pending

FKMLS #598321

Nov 2, 2021

Price Change

FKMLS #598321

$749,000
Nov 2, 2021

Listed (Active)

FKMLS #598321

$699,000
DateEvent & SourcePrice
12/18/2025

Listed (Active)

FKMLS #613863

12/01/2025

Listed (Active)

MiamiRE #A11923653

$1,995,000
09/03/2025

Pending

FKMLS #613863

02/24/2025

Temp Off Market

FKMLS #613863

02/24/2025

Price Change

FKMLS #613863

$2,375,000
02/24/2025

Listed (Active)

FKMLS #613863

$1,995,000
01/05/2025

Cancelled

MFRMLS #O6264765

$2,375,000
01/05/2025

Cancelled

Naples Area Board of REALTORS #224101792

12/15/2024

Listed (Active)

MFRMLS #O6264765

$2,375,000
12/15/2024

Listed (Active)

Naples Area Board of REALTORS #224101792

$2,375,000
09/02/2024

Cancelled

MiamiRE #A11598465

08/31/2024

Temp Off Market

FKMLS #609192

06/28/2024

Price Change

MiamiRE #A11598465

$2,599,000
06/03/2024

Price Change

MiamiRE #A11598465

$2,650,000
05/31/2024

Listed (Active)

MiamiRE #A11598465

$2,675,000
03/14/2024

Price Change

FKMLS #609192

$2,675,000
03/14/2024

Price Change

FKMLS #609192

$2,650,000
03/14/2024

Listed (Active)

FKMLS #609192

$2,599,000
01/30/2024

Expired

FKMLS #605754

06/23/2023

Price Change

FKMLS #605754

$2,499,999
06/23/2023

Listed (Active)

FKMLS #605754

$2,499,500
05/01/2023

Expired

FKMLS #602960

11/01/2022

Price Change

FKMLS #602960

$2,755,500
11/01/2022

Price Change

FKMLS #602960

$2,555,500
11/01/2022

Listed (Active)

FKMLS #602960

$2,555,000
10/14/2022

Expired

FKMLS #600593

04/15/2022

Listed (Active)

FKMLS #600593

$2,755,500
02/17/2022

Sold (Public Record)

Public Record #1484610895

$685,000
02/17/2022

Sold

FKMLS #598321

$685,000
02/04/2022

Backup Contract

FKMLS #598321

01/25/2022

Pending

FKMLS #598321

11/02/2021

Price Change

FKMLS #598321

$749,000
11/02/2021

Listed (Active)

FKMLS #598321

$699,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 229 Upper Matecumbe Road

Taxable ValueLand$619,440Additions$1,097,200Total$1,716,640
Tax Record2024$5,020 ($418 / month)
Home Facts
Beds5Total Finished SqFt3,184 SqFtAbove Grade Finished SqFt3,184 SqFtStories3Lot Size6,000 SqFtStyleSingle Family ResidenceYear Built2024CountyMONROEAPN00534850-000000

Schools near 229 Upper Matecumbe Road

This home is within Monroe.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Charter - K to 8
Public - 6 to 12
Rating
School
Distance
Key Largo School
PublicPK to 8

Coral Shores High School
Public9 to 12

Ocean Studies Charter
CharterK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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229 Upper Matecumbe Road is a single family home for sale in Key Largo, FL 33037. This property was listed for sale on February 24, 2025 by Coldwell Banker Schmitt Key Largo, it's currently listed at $1,995,000. It has been on the market for a total of 211 days and was last sold on February 17, 2022. This listing's school district is Monroe. Nearby schools include Key Largo School, Coral Shores High School and Ocean Studies Charter. 229 Upper Matecumbe Road is a 5-bed, 3-bath, 3,184 sqft single family home built in 2024.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Coldwell Banker Schmitt Key Largo

Based on information from one of the following Multiple Listing Services: Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.