Call Now:

Wade M. Berlin

ABR,BrkrAssc,CNE,CPM,FSSR,GAA,LLC,PMN,REALTOR ®,SRES
Tropic Shores Realty
The Real Estate Professional You Deserve
  1. Home
  2. Property Search
  3. Search results
  4. 419 Simonton Street C, KEY WEST, FL 33040
Contact Wade M. Berlin
Contacting Wade M. Berlin
  • All fields are required.
Schedule A Showing
Schedule a Showing.
  • All fields are required.
Check this box to Register with us:
Submit an Offer Now!
Submit an Offer Now!
All fields are required.
Print Flyer
Active
Property Photos
419 Simonton Street C
  1. Image 1 of 29 For 419 Simonton Street C
  2. Image 2 of 29 For 419 Simonton Street C
  3. Image 3 of 29 For 419 Simonton Street C
  4. Image 4 of 29 For 419 Simonton Street C
  5. Image 5 of 29 For 419 Simonton Street C
  6. Image 6 of 29 For 419 Simonton Street C
  7. Image 7 of 29 For 419 Simonton Street C
  8. Image 8 of 29 For 419 Simonton Street C
  9. Image 9 of 29 For 419 Simonton Street C
  10. Image 10 of 29 For 419 Simonton Street C
  11. Image 11 of 29 For 419 Simonton Street C
  12. Image 12 of 29 For 419 Simonton Street C
  13. Image 13 of 29 For 419 Simonton Street C
  14. Image 14 of 29 For 419 Simonton Street C
  15. Image 15 of 29 For 419 Simonton Street C
  16. Image 16 of 29 For 419 Simonton Street C
  17. Image 17 of 29 For 419 Simonton Street C
  18. Image 18 of 29 For 419 Simonton Street C
  19. Image 19 of 29 For 419 Simonton Street C
  20. Image 20 of 29 For 419 Simonton Street C
  21. Image 21 of 29 For 419 Simonton Street C
  22. Image 22 of 29 For 419 Simonton Street C
  23. Image 23 of 29 For 419 Simonton Street C
  24. Image 24 of 29 For 419 Simonton Street C
  25. Image 25 of 29 For 419 Simonton Street C
  26. Image 26 of 29 For 419 Simonton Street C
  27. Image 27 of 29 For 419 Simonton Street C
  28. Image 28 of 29 For 419 Simonton Street C
  29. Image 29 of 29 For 419 Simonton Street C
Image Gallery

PRICED AT ONLY: $2,070,000

Address: 419 Simonton Street C, KEY WEST, FL 33040

Description

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.

Property Location and Similar Properties

All
Similar
Payment Calculator
  •   Principal & Interest -
  •   Property Tax $
  •   Home Insurance $
  •   HOA Fees $
  •   Mortgage Insurance-
  •   Monthly -
For a Fast & FREE Mortgage Pre-ApprovalApply Now
Virtual Tour
More Like This
  • MLS#: 618252 ( Condominium )
  • Street Address: 419 Simonton Street C
  • Viewed: 3
  • Price: $2,070,000
  • Price sqft: $1,469
  • Waterfront: No
  • Waterfront Type: None
  • Year Built: 2026
  • Bldg sqft: 1409
  • Bedrooms: 2
  • Total Baths: 3
  • Full Baths: 2
  • 1/2 Baths: 1
  • Days On Market: 112

Description

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.
Request More Information
  • All fields are required.
Features
Building and Construction
  • Absolute Longitude: 81.801594
  • Construction: Frame, Hardi Board Siding
  • Exterior Features: Fencing, Water Display, Privacy Wall/Fence, Outdoor Shower, Rain Gutters
  • Floor: Wood
  • Porchbalcony: Patio
  • Roof: Metal Roof
  • Sqft Source: Seller
  • Total Number Of Units: 0.00
Property Information
  • Property Condition: New Construction
  • Property Group Id: 19990816212109142258000000
Garage and Parking
  • Vehicle Storage: Assigned Parking
Eco-Communities
  • Pool Info Heated: Yes
  • Pool Info: In Ground
  • Water View: No Waterview
Utilities
  • Cooling: Central Air, Ceiling Fans(s)
  • Kw Neighborhood: Old Town-N of Truman
  • Pets: Pets Allowed
  • Pub Sewer Hkup: Yes
  • Utilities: FKAA, Water Separate Meter, Elect Separate Meter, Buyer to Verify, Municipal Sewer
  • Windowsdoors: Impact Rstnce Window, Impact Rstnce Doors
Finance and Tax Information
  • Association Info Association Fee: 526.95
  • Fee Includes: Common Area Mnt
  • Tax Year: 2025
Rental Information
  • Rentals Allowed: With Restrictions
Other Features
  • Alternate Key Num: 1006564
  • Appliances: Washer, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
  • Association Info 1st Right Of Refusal: Yes
  • Association Info Condo Doc S: Yes
  • Association Info Mandatory Home Owners Asc: Yes
  • Deed Restrictions: No
  • Dockage: None
  • Furnished: Furnished
  • Interior Features: Drapes/Blinds Incl, Window Treatments, Built-in Cabinets, Walk-in Closet(s), Smoke Alarms, Pantry, Cathedral Ceilings
  • 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
  • Mile Marker: 1.00
  • Parcel Num: 00006340-000000
  • Side: Median
  • Style: Condo
  • Zoning: HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med
Nearby Subdivisions
1800 Atlantic (2.0)   Benj Alburys Subd (2.0)   Campbell Courtyard (1.0)   Coconut Mallory Resort & Marin   Echo Gardens   Filer Boyle Sub (1.0)   Gwynn Sub (1.0)   Harbour Place (1.0)   Investment Co Sub (1.0)   Key West By The Sea   Key West By The Sea (3.0)   Key West Golf Club Dev (4.0)   La Brisa East (2.0)   La Brisa North (2.0)   Las Salinas (3.0)   Lionsgate Key West A Condo (1.   New Town - Unlisted (2.0)   Newton Park (2.0)   Old Town - Unlisted (1.0)   Old Town - Unrecord (1.0)   Safe Harbor Maritime   Salt Pond (3.0)   Santa Clara (3.0)   Shipyard Ph 1 (1.0)   Solana Village (3.0)   Southpark (1.0)   Sunrise At Seaside (3.0)   Sunset Marina (4.0)   Truman Ave Condo (1.0)   Wm. Fleming House (1.0)  
Similar Properties

Active
Details for 105 Front Street 119, KEY WEST, FL 33040
$2,100,000.00 ($1,735.54 / sqft )

105 Front Street 119 More Like This

REDUCE!D!!! This beautiful two bedroom, 2.5 bath Harbour Place condominium is located on the highly desirable first level with one of the largest decks in the complex.There is plenty of room for ente

  1. Request Information
  1. Bedrooms: 2
  2. Baths: 3
  3. Approx. 1210 sqft
  1. MLSID: 615638
  2. Provided by Keller Williams Key West Compass Realty
  3. Contact The Behmke Group
  4. (305) 292-0020
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
18 Pictures and Information
Active
Details for 115 Front Street 101, KEY WEST, FL 33040
$2,250,000.00 ($1,698.11 / sqft )

115 Front Street 101 More Like This

Prior to the development of Truman Annex which was a notable Naval base located in the center of Key West, now has many upscale homes and condos. This newly renovated 3 bedroom, 3 bathroom residence b

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 3
  3. Approx. 1325 sqft
  1. MLSID: 616322
  2. Provided by Preferred Properties (KW)
  3. Contact Corinne Held, PA
  4. (305) 294-3040
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
27 Pictures and Information
Active
Details for 3841 Roosevelt Boulevard 332, KEY WEST, FL 33040
$1,949,000.00 ($1,436.26 / sqft )

3841 Roosevelt Boulevard 332 Virtual Tour More Like This

Experience ultimate elegance at Key West's Beachside Resort & Residences! This third floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transien

  1. Request Information
  1. Bedrooms: 2
  2. Baths: 3
  3. Approx. 1357 sqft
  1. MLSID: 616791
  2. Provided by Truman & Co. (KW)
  3. Contact The Spottswood Team
  4. (305) 292-2244
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
35 Pictures and Information
Active
Details for 3841 Roosevelt Boulevard 315, KEY WEST, FL 33040
$1,949,000.00 ($1,436.26 / sqft )

3841 Roosevelt Boulevard 315 Virtual Tour More Like This

Experience ultimate elegance at Key West's Beachside Resort & Residences! This first floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transien

  1. Request Information
  1. Bedrooms: 2
  2. Baths: 3
  3. Approx. 1357 sqft
  1. MLSID: 616792
  2. Provided by Truman & Co. (KW)
  3. Contact The Spottswood Team
  4. (305) 292-2244
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
33 Pictures and Information

Contact Info

Skip to Main Content
  2. The Real Estate Professional You Deserve
  3. Mobile: 904.248.9848
  4. phoenixwade@gmail.com
Wade M. Berlin

Looking To Sell Your Property ?

Connecting agents, buyers, and sellers
Call Us Now Get In Touch
Featured Listings
2128 Linwood Avenue
29172 Rose Drive
6930 28th Street
Address Not Provided
5201 28th Terrace
812 26th Street
12514 Coffee Hill Row

Copyright ©2006-2026 brokerIDXsites.com   |   All Rights Reserved.