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Ad #7176128
MLS #618252
Listing photo

Tucked discreetly behind one of Old Town's most storied

419 Simonton St C, Key West, FL 33040
$2,070,000
2Beds
3Baths
1,409Sqft
0.14Acres

About this property

Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C is a hidden gem insiders hope no one else discoverspleted 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.

Property Features

2 Beds
3 Baths
1,409 Sqft
Built in 2026
0.14 Acres
2 Stories
Beachview
Assigned
Siding: Frame, Hardi Board Siding
Metal Roof
Has Swimming Pool
$13,468 / yr property tax
Monroe County
Old Town - Unlisted (1) Community

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Team Kaufelt

Truman & Co. Real Estate Services

305-393-1267

Location

Map
Listing Agent: Team Kaufelt 305-393-1267
Broker: Truman & Co. Real Estate Services 305-292-2244 Listing Site
Copyright © 2026 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Aug 11, 2026

Photo Gallery

Tucked discreetly behind one of Old Town's most storied - photo 1
Tucked discreetly behind one of Old Town's most storied - photo 2
Tucked discreetly behind one of Old Town's most storied - photo 3
Tucked discreetly behind one of Old Town's most storied - photo 4
Tucked discreetly behind one of Old Town's most storied - photo 5
Tucked discreetly behind one of Old Town's most storied - photo 6
Tucked discreetly behind one of Old Town's most storied - photo 7
Tucked discreetly behind one of Old Town's most storied - photo 8
Tucked discreetly behind one of Old Town's most storied - photo 9
Tucked discreetly behind one of Old Town's most storied - photo 10
Tucked discreetly behind one of Old Town's most storied - photo 11
Tucked discreetly behind one of Old Town's most storied - photo 12
Tucked discreetly behind one of Old Town's most storied - photo 13
Tucked discreetly behind one of Old Town's most storied - photo 14
Tucked discreetly behind one of Old Town's most storied - photo 15
Tucked discreetly behind one of Old Town's most storied - photo 16
Tucked discreetly behind one of Old Town's most storied - photo 17
Tucked discreetly behind one of Old Town's most storied - photo 18
Tucked discreetly behind one of Old Town's most storied - photo 19
Tucked discreetly behind one of Old Town's most storied - photo 20
Tucked discreetly behind one of Old Town's most storied - photo 21
Tucked discreetly behind one of Old Town's most storied - photo 22
Tucked discreetly behind one of Old Town's most storied - photo 23
Tucked discreetly behind one of Old Town's most storied - photo 24
Tucked discreetly behind one of Old Town's most storied - photo 25
Tucked discreetly behind one of Old Town's most storied - photo 26
Tucked discreetly behind one of Old Town's most storied - photo 27
Tucked discreetly behind one of Old Town's most storied - photo 28
Tucked discreetly behind one of Old Town's most storied - photo 29

$2,070,000

2
Beds
3
Baths
1,409
Sqft

419 Simonton St C, Key West, FL 33040

By contacting this agent you agree to these Terms and Conditions.
Home Florida Key West
Tucked discreetly behind one of Old Town's most storied - photo 1
Tucked discreetly behind one of Old Town's most storied - photo 2
Tucked discreetly behind one of Old Town's most storied - photo 3
Tucked discreetly behind one of Old Town's most storied - photo 4
Tucked discreetly behind one of Old Town's most storied - photo 5
MLS# 618252
Home For Sale

Tucked discreetly behind one of Old Town's most storied

$2,070,000

419 Simonton St C, Key West, FL 33040

2
Beds
3
Baths
1,409
Sqft
0.14
Acres
$2,070,000
419 Simonton St C, Key West, FL 33040
2 Beds
3 Baths
1,409 Sqft
0.14 Acres
Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C is a hidden gem insiders hope no one else discoverspleted 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.
200 days
on BeachHouse.com
181
views
0
saves

Property Details

HOME DETAILS

2 Beds
3 Baths
1,409 Sqft
Built in 2026
0.14 Acres
2 Stories

BEACH & VIEW

Beachview

EXTERIOR

Assigned
Siding: Frame, Hardi Board Siding
Metal Roof
Has Swimming Pool

FINANCIAL & COMMUNITY

$13,468 / yr property tax
Monroe County
Old Town - Unlisted (1) Community
See More Details

Location

Map
Open in Google Maps

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Ad Statistics

Ad Number
7176128
Viewed
181 times
Listing Status
Active
Added
Jan 23, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM

Listing Information

Data Source
Key West Association of Realtors
Source Property ID
618252
Listing Agent: Team Kaufelt 305-393-1267
Broker: Truman & Co. Real Estate Services 305-292-2244 Listing Site
Copyright © 2026 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Request Information

By proceeding, you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), its affiliates, and other real estate professionals that may not be associated with Dream Home Network, to contact you using the contact details you provided, via email, phone call, and text (SMS), including using automated dialing technology and prerecorded and artificial voice, for marketing or advertising purposes, including contacting you about your inquiry and other home-related matters. You understand that your consent to the foregoing is not a condition of any purchase. Message and data rates may apply. This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what you are looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at csv@dreamhomenetwork.com.

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This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what I am looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at  csv@dreamhomenetwork.com.
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SERVICES
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Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 BeachHouse.com
Part of Dream Home Network, Inc.
Last updated on 2026.08.11
Terms & Policy