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$2,070,000

  • For Sale
  • Active
  • Condo
  • 2 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,409 Sq. Ft.
  • Updated 21 hours ago

Next open house:

Open House: 12:00 PM - 2:00 PM

Saturday 5/16 12:00 PM - 2:00 PM

419 Simonton Street #C,Key West, FL 33040

419 Simonton Street #CKey WestFL33040

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Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C is a hidden gem insiders hope no one else discovers. Completed in 2026 as a brand-new, ground-up construction, this private 2BD/2.5BA residence delivers modern island luxury within a lush, secluded enclave, featuring soaring cathedral ceilings in the bedrooms, impact-rated windows and doors, and a streamlined kitchen with Fisher & Paykel and Bosch appliances, a walk-in pantry, under-cabinet lighting, and refined finishes throughout. Outdoors, a secluded patio is framed by vibrant tropical landscaping and includes a tranquil water-featured pool, outdoor shower, and dedicated golf cart parking-the preferred way to get around Old Town. Offered fully furnished with a curated interiors package by Ben Teague Design, the home is move-in ready and thoughtfully finished. Set within a well-structured HOA with no shared walls, and part of a three-residence property with two additional homes positioned at the front and parking conveniently located there, this residence represents Old Town living at its most refined-entirely new, intentionally designed, and quietly confident in every detail.

Full Property Details for 419 Simonton St #C

General

  • Price: $2,070,000
  • HOA FEE: $527
  • Taxes: $13,468 (2025)
  • Status: Active
  • Type: Condo
  • Source: 927
  • MLS ID: 618252
  • Updated: 5/13/2026
  • Added to Site: 112 day(s) ago

Interior

  • Interior Features: Walk-in Closet(s), Built-in Cabinets, Cathedral Ceilings, Drapes/Blinds Incl, Pantry, Smoke Alarms, Window Treatments
  • Appliances: Dishwasher, Disposal, Dryer, Freezer, Microwave, Oven, Range, Refrigerator, Washer
  • Flooring: Wood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2

Additional Information

  • Pool: Yes
  • Pool Description: Heated, In Ground

Exterior

  • Exterior Features: Rain Gutters, Fencing, Outdoor Shower, Privacy Wall/Fence, Water Display
  • Deck/Patio: Patio
  • Porch/Patio/Deck: Patio

Parking

  • Parking Features: Assigned

Location

  • Area: 02 - Key West
  • County: Monroe
  • Subdivision: Old Town - Unlisted (1.0)

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)

Structural Information

  • Architectural Style: Above Flood
  • Construction Status: New Construction
  • Construction: Frame, Hardi Board Siding
  • Roof: Metal
  • Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
  • Square Feet: 1,409
  • Sq. Ft. Source: Seller
  • Year Built: 2026
  • Property Condition: New Construction

Lot Features

  • Property View: No Waterview
  • Lot Size (Acres): 0.14
  • Lot Size (Sq. Ft.): 1,704
  • Lot Size Source: Property Data Card
  • Zoning: HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med

Water Features

  • Water View: Yes

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $527
  • Tax Amount: $13,468.4
  • Tax Year: 2025
  • Terms: Cash, Conventional

Disclosures and Reports

  • Legal Description: KW PT LT 4 SQR 36 G9-593 OR153-170/71 OR377-65/66 OR773-1201 OR1097-1042/43 OR1298-1844/45 OR1432-2163/64 OR2272-2265 O
  • Flood Zone: X
  • APN: 00006340-000000

Listed by Truman & Co. (KW), Team Kaufelt (305) 393-1267

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Listing agent

— 419 Simonton St #C —

  • Team Kaufelt

    Truman & Co. (KW)

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 419 Simonton St #C

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Horace O'bryant School
1105 Leon Street, Key West, FL 33040
6-81 mi
Gerald Adams Elementary School
5855 College Road, Key West, FL 33040
PK-53.9 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-121.6 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 419 Simonton St #C Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/22/2026
Listed
$2,070,000
220.93%
MLS
7/12/2012
Sold
$645,000
—
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 419 Simonton St #C

Year
Property Taxes
Change
Tax Assessment
Change
2024
$12,071
—
$1,431,640
—
2024
$12,071
6%
$1,435,713
7%
2023
$11,335
22%
$1,346,829
48%
2021
$9,274
-7%
$912,475
-20%
2022
$10,024
8%
$1,138,871
31%
2021
$9,274
6%
$871,826
3%
2019
$8,724
-4%
$847,370
—
2018
$9,085
6%
$844,113
-1%
2017
$8,545
2%
$849,259
4%
2016
$8,410
5%
$815,283
29%
2015
$7,972
10%
$634,195
10%
2014
$7,247
2%
$576,541
4%
2013
$7,071
—
$553,353
—
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 419 Simonton St #C

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

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with our affiliated lender
NMLS#: 1598647

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Listed by Truman & Co. (KW), Team Kaufelt (305) 393-1267

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419 Simonton Street #C, Key West, FL 33040 (MLS# 618252) is a Condo property with 2 bedrooms, 2 full bathrooms and 1 partial bathroom. 419 Simonton Street #C is currently listed for $2,070,000 and was received on January 22, 2026. Want to learn more about 419 Simonton Street #C? Do you have questions about finding other Condo real estate for sale in Key West? You can browse all Key West real estate or contact a Coldwell Banker agent to request more information.

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