Call Now: Mobile: 904.248.9848

Wade M. Berlin

ABR,BrkrAssc,CNE,CPM,FSSR,GAA,LLC,PMN,REALTOR ®,SRES
Broker IDX Sites Inc.
The Real Estate Professional You Deserve
  1. Home
  2. Property Search
  3. Search results
  4. 522 Simonton Street, 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.
Submit an Offer Now!
Submit an Offer Now!
All fields are required.
Print Flyer
Property Photos
522 Simonton Street
  1. Image 1 of 71 For 522 Simonton Street
  2. Image 2 of 71 For 522 Simonton Street
  3. Image 3 of 71 For 522 Simonton Street
  4. Image 4 of 71 For 522 Simonton Street
  5. Image 5 of 71 For 522 Simonton Street
  6. Image 6 of 71 For 522 Simonton Street
  7. Image 7 of 71 For 522 Simonton Street
  8. Image 8 of 71 For 522 Simonton Street
  9. Image 9 of 71 For 522 Simonton Street
  10. Image 10 of 71 For 522 Simonton Street
  11. Image 11 of 71 For 522 Simonton Street
  12. Image 12 of 71 For 522 Simonton Street
  13. Image 13 of 71 For 522 Simonton Street
  14. Image 14 of 71 For 522 Simonton Street
  15. Image 15 of 71 For 522 Simonton Street
  16. Image 16 of 71 For 522 Simonton Street
  17. Image 17 of 71 For 522 Simonton Street
  18. Image 18 of 71 For 522 Simonton Street
  19. Image 19 of 71 For 522 Simonton Street
  20. Image 20 of 71 For 522 Simonton Street
  21. Image 21 of 71 For 522 Simonton Street
  22. Image 22 of 71 For 522 Simonton Street
  23. Image 23 of 71 For 522 Simonton Street
  24. Image 24 of 71 For 522 Simonton Street
  25. Image 25 of 71 For 522 Simonton Street
  26. Image 26 of 71 For 522 Simonton Street
  27. Image 27 of 71 For 522 Simonton Street
  28. Image 28 of 71 For 522 Simonton Street
  29. Image 29 of 71 For 522 Simonton Street
  30. Image 30 of 71 For 522 Simonton Street
  31. Image 31 of 71 For 522 Simonton Street
  32. Image 32 of 71 For 522 Simonton Street
  33. Image 33 of 71 For 522 Simonton Street
  34. Image 34 of 71 For 522 Simonton Street
  35. Image 35 of 71 For 522 Simonton Street
  36. Image 36 of 71 For 522 Simonton Street
  37. Image 37 of 71 For 522 Simonton Street
  38. Image 38 of 71 For 522 Simonton Street
  39. Image 39 of 71 For 522 Simonton Street
  40. Image 40 of 71 For 522 Simonton Street
  41. Image 41 of 71 For 522 Simonton Street
  42. Image 42 of 71 For 522 Simonton Street
  43. Image 43 of 71 For 522 Simonton Street
  44. Image 44 of 71 For 522 Simonton Street
  45. Image 45 of 71 For 522 Simonton Street
  46. Image 46 of 71 For 522 Simonton Street
  47. Image 47 of 71 For 522 Simonton Street
  48. Image 48 of 71 For 522 Simonton Street
  49. Image 49 of 71 For 522 Simonton Street
  50. Image 50 of 71 For 522 Simonton Street
  51. Image 51 of 71 For 522 Simonton Street
  52. Image 52 of 71 For 522 Simonton Street
  53. Image 53 of 71 For 522 Simonton Street
  54. Image 54 of 71 For 522 Simonton Street
  55. Image 55 of 71 For 522 Simonton Street
  56. Image 56 of 71 For 522 Simonton Street
  57. Image 57 of 71 For 522 Simonton Street
  58. Image 58 of 71 For 522 Simonton Street
  59. Image 59 of 71 For 522 Simonton Street
  60. Image 60 of 71 For 522 Simonton Street
  61. Image 61 of 71 For 522 Simonton Street
  62. Image 62 of 71 For 522 Simonton Street
  63. Image 63 of 71 For 522 Simonton Street
  64. Image 64 of 71 For 522 Simonton Street
  65. Image 65 of 71 For 522 Simonton Street
  66. Image 66 of 71 For 522 Simonton Street
  67. Image 67 of 71 For 522 Simonton Street
  68. Image 68 of 71 For 522 Simonton Street
  69. Image 69 of 71 For 522 Simonton Street
  70. Image 70 of 71 For 522 Simonton Street
  71. Image 71 of 71 For 522 Simonton Street
Image Gallery

PRICED AT ONLY: $6,150,000

Address: 522 Simonton Street, KEY WEST, FL 33040

Description

Historic Luxury Meets Modern Elegance in Old Town Key West!Step into a piece of Key West history with this remarkable home built in 1869 by Robert Watson, now completely reimagined as a luxury retreat while preserving its historic charm. Located on iconic lower Simonton Street, X Flood, this 6,608 sq ft sanctuary boasts 3,342 sq ft of living space with 5 en suite bedrooms, including two primary suites, each with its own unique luxuries. The 1st floor suite offers a jetted shower with chromotherapy lighting, while the 2nd floor suite includes a private porch and soaking tub.This estate blends old world craftsmanship with modern amenities, featuring a gourmet chef's kitchen with Viking, KitchenAid, and Bosch appliances, plus a separate dining room with a private porch perfect for morning coffee. The spacious great room, with 20 foot retractable doors, opens directly to the outdoor oasis where you'll find an 18,000 gallon saltwater pool with swim up bar, waterfall, and color LED lighting, plus a separate spa for ultimate relaxation.The detached guest house with kitchenette is ideal for visitors or extended family. Entertain outdoors with the fully equipped outdoor kitchen and al fresco dining areas surrounded by lush tropical landscaping for complete privacy.Historic touches, including restored windows, doors, and custom woodwork, blend seamlessly with modern upgrades like a whole house Generac generator, hurricane shutters, and advanced smart home technology control everything from pool settings to security from your phone.With gated parking for 3 cars and just steps from the best dining and entertainment in Key West, this estate offers the rare opportunity to own a piece of history while enjoying unparalleled luxury. Don't miss out on a home that offers everything you've been searching for, and more! Step into Luxury! For the Discerning Few: Arrange Your Exclusive Private Showing Today!

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#: 612059 ( Single Family )
  • Street Address: 522 Simonton Street
  • Viewed: 7
  • Price: $6,150,000
  • Price sqft: $1,840
  • Waterfront: No
  • Waterfront Type: None
  • Year Built: 1869
  • Bldg sqft: 3342
  • Bedrooms: 5
  • Total Baths: 6
  • Full Baths: 5
  • 1/2 Baths: 1
  • Days On Market: 283

Description

Historic Luxury Meets Modern Elegance in Old Town Key West!Step into a piece of Key West history with this remarkable home built in 1869 by Robert Watson, now completely reimagined as a luxury retreat while preserving its historic charm. Located on iconic lower Simonton Street, X Flood, this 6,608 sq ft sanctuary boasts 3,342 sq ft of living space with 5 en suite bedrooms, including two primary suites, each with its own unique luxuries. The 1st floor suite offers a jetted shower with chromotherapy lighting, while the 2nd floor suite includes a private porch and soaking tub.This estate blends old world craftsmanship with modern amenities, featuring a gourmet chef's kitchen with Viking, KitchenAid, and Bosch appliances, plus a separate dining room with a private porch perfect for morning coffee. The spacious great room, with 20 foot retractable doors, opens directly to the outdoor oasis where you'll find an 18,000 gallon saltwater pool with swim up bar, waterfall, and color LED lighting, plus a separate spa for ultimate relaxation.The detached guest house with kitchenette is ideal for visitors or extended family. Entertain outdoors with the fully equipped outdoor kitchen and al fresco dining areas surrounded by lush tropical landscaping for complete privacy.Historic touches, including restored windows, doors, and custom woodwork, blend seamlessly with modern upgrades like a whole house Generac generator, hurricane shutters, and advanced smart home technology control everything from pool settings to security from your phone.With gated parking for 3 cars and just steps from the best dining and entertainment in Key West, this estate offers the rare opportunity to own a piece of history while enjoying unparalleled luxury. Don't miss out on a home that offers everything you've been searching for, and more! Step into Luxury! For the Discerning Few: Arrange Your Exclusive Private Showing Today!
Request More Information
  • All fields are required.
Features
Building and Construction
  • Absolute Longitude: 81.801235
  • Construction: Frame
  • Exterior Features: Bar, Water Display, Storage, Sprinkler System, Privacy Wall/Fence, Outdoor Shower, Outdoor Kitchen, Lanai, Lighting, Hot Tub, Rain Gutters, Detached Guest Qtrs, Fencing, Built-in Grill
  • Floor: Combo
  • Porchbalcony: Open Porch/Balcony, Deck
  • Roof: Metal Roof
  • Sqft Source: Property Data Card
  • Total Number Of Units: 0.00
Property Information
  • Property Group Id: 19990816212109142258000000
Garage and Parking
  • Vehicle Storage: Auto Door Opener, Off Street Parking
Eco-Communities
  • Pool Info Heated: Yes
  • Pool Info: In Ground, Decked, Concrete, Salt Water
  • Water View: No Waterview
Utilities
  • Cooling: Central Air, Ceiling Fans(s)
  • Gf Interior Features: Tankless Hot Wtr Htr, LED Lighting, Dual Flush, Programmable Thermst
  • Heating: Central
  • Kw Neighborhood: Old Town-N of Truman
  • Pets: Pets Allowed
  • Pub Sewer Hkup: Yes
  • Security: Electric Gate, On Premises System
  • Utilities: FKAA, Propane, Whole House Generatr, Municipal Sewer
  • Windowsdoors: Double Hung Windows, Impact Rstnce Window, Impact Rstnce Doors, Wood Windows, Sliding Glass Doors, Glass Doors, French Doors
Finance and Tax Information
  • Association Info Association Fee: 0.00
  • Fee Includes: None
  • Tax Year: 2023
Rental Information
  • Min Rental Days: 28.00
  • Rentals Allowed: With Restrictions
Other Features
  • Alternate Key Num: 1009571
  • Appliances: Washer, Stainless Steel Appliance(s), Wine Cooler, Ice Machine, Gas Appliances, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
  • Association Info 1st Right Of Refusal: No
  • Association Info Mandatory Home Owners Asc: No
  • Deed Restrictions: Unknown
  • Dockage: None
  • Furnished: Negotiable
  • Interior Features: Drapes/Blinds Incl, Window Treatments, Quartz Countertops, Pull Down Stairs, Bar, Built-in Cabinets, Walk-in Closet(s), Storage, Smoke Alarms, Security System, Dade County Pine, Pantry, Cathedral Ceilings, Wet Bar
  • Legal Description: KW PT LOT 1 SQR 50 G26-267 COUNTY JUDGES SERIES 3-M9 COUNTY JUDGES DOCKET 1-73-242
  • Limitd Reprsntation: No
  • Mile Marker: 1.00
  • Parcel Num: 00009320-000000
  • Pre Wired: Cat 5
  • Shutters: Bahama, Panel
  • Side: Bay/Gulf
  • Style: Single Family
  • Zoning: HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med
Nearby Subdivisions
Balido Sub (5.0)   Bay Manor (3.0)   Benj Alburys Subd (2.0)   Carletons Compound (1.0)   Coral Reef Estates (3.0)   D T Sweenys Dia (1.0)   East Martello Towers (2.0)   Elamar Estates (3.0)   Filer Boyle Sub (1.0)   Gardens Of Key West (1.0)   Garrison Bight Houseboat Marin   Garrison Bight Marina   George W Nichols Sub (1.0)   Gg Watson Sub (1.0)   Gwynn Sub (1.0)   Hilton Haven Sec 2 A (2.0)   Investment Co Sub (1.0)   Island City Sub (2.0)   Kamien Plat #1 (2.0)   Kamien Plat #2 (2.0)   Key Est Resub Blk 2 (3.0)   Key Estates (3.0)   Key West Estates (4.0)   Key West Foundation   Key West Foundation Co?s Plat    Key West Fwdn Sub (4.0)   Key West Golf Club Dev (4.0)   Key West Investment Co Sub (1.   Key West Realty Cos Sub (3.0)   Knights Sub (2.0)   Kw All Sub   Land Buyers Assn (3.0)   Lime Grove (3.0)   Lincoln Gard. No. 1 (5.0)   Lincoln Gard. No. 2 (5.0)   Macros Subd (2.0)   Martello Towers (1.0)   Moffats Sub (2.0)   Monroe Investement Co Sub (2.0   New Town - Unlisted (2.0)   New Town - Unrecord (3.0)   Not Applicable   Nuevo Progresso (2.0)   Old Town - Unlisted (1.0)   Old Town - Unrecord (1.0)   Old Town- Unrecord (1.0)   Pearlman Est (4.0)   Pearlman Estates Third Ad   Pearlman Heights (4.0)   Pearlmans Subd (2.0)   Riviera Shores (3.0)   Riviera Shr Amd Plat (3.0)   Robyn Sub (5.0)   Roosevelt Annex (2.0)   Ser-deb Estates (3.0)   Southernmost Hidaways (1.0)   Summerland Estates   Sunrise Shores (4.0)   Sunset Key (tank) Island Unrcd   Sunset Key(tank) Island Unread   Sunshine Sub Plat 1 (3.0)   Terry Lane Court (1.0)   The Foundry (1.0)   The Meadows (1.0)   The Seven Palms - A Key West O   Tropical Bldt & Investment Co    Tropical Sub (1.0)   Vista Del Mar (4.0)   W C Maloney Diagram (2.0)   Waddells Subdivision (2.0)   Webb Realty Co Sub (1.0)   White & Pierce Diagram (1.0)   William's Court (1.0)   Windward Park (1.0)  
Similar Properties

Details for 39 Evergreen Avenue, Key Haven, FL 33040
$6,999,000.00 ($1,058.69 / sqft )

39 Evergreen Avenue More Like This

This Key Haven Estate rests on over 15,000 square feet of land with more than 260 linear feet of water access all while boasting over 6500 square feet of the finest living accommodations in the Florid

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 8
  3. Approx. 6611 sqft
  1. MLSID: 611707
  2. Provided by ICAMCO Realty LLC, dba Cosgrove Realty
  3. Contact Peter E Batty
  4. (305) 396-3045
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
50 Pictures and Information
Details for 39 Evergreen Avenue, Key Haven, FL 33040
$6,999,000.00 ($1,058.69 / sqft )

39 Evergreen Avenue More Like This

This Key Haven Estate rests on over 15,000 square feet of land with more than 260 linear feet of water access all while boasting over 6500 square feet of the finest living accommodations in the Florid

  1. Request Information
  1. Bedrooms: 8
  2. Baths: 8
  3. Approx. 6611 sqft
  1. MLSID: 606778
  2. Provided by ICAMCO Realty LLC, dba Cosgrove Realty
  3. Contact Peter E Batty
  4. (305) 396-3045
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
50 Pictures and Information
Details for 1214 Olivia Street, KEY WEST, FL 33040
$5,695,000.00 ($1,361.79 / sqft )

1214 Olivia Street Virtual Tour More Like This

Welcome to a truly one of a kind historic masterpiece in Key West's coveted Meadows neighborhood. This exquisite estate seamlessly blends timeless charm with modern luxury. Nestled on a rare 11,200 sq

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 5
  3. Approx. 4182 sqft
  1. MLSID: 612743
  2. Provided by Berkshire Hathaway Knight & Gardner
  3. Contact Dina R Schoneck
  4. (305) 294-5155
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
73 Pictures and Information
Details for 1109 Fleming Street, KEY WEST, FL 33040
$6,700,000.00 ($1,945.98 / sqft )

1109 Fleming Street Virtual Tour More Like This

Perched on the prestigious Millionaire's Row and enveloped by lush tropical greenery, this extraordinary estate boasts two spectacular homes on one expansive lot, offering a rare blend of luxury and e

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 7
  3. Approx. 3443 sqft
  1. MLSID: 613179
  2. Provided by Brenda Donnelly Real Estate LLC
  3. Contact Brenda J Donnelly
  4. (305) 304-1116
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
45 Pictures and Information
Details for 906 Johnson Street, KEY WEST, FL 33040
$5,750,000.00 ($1,532.92 / sqft )

906 Johnson Street More Like This

Experience the grandeur of this exceptional six bedroom, five and a half bath estate located on one of the most exclusive streets in Key West. A stunning wall of bougainvillea and the stately front po

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 6
  3. Approx. 3751 sqft
  1. MLSID: 613925
  2. Provided by Truman & Co. (KW)
  3. Contact Regan Enouen
  4. (305) 292-2244
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
65 Pictures and Information
Details for 1109 Fleming Street, KEY WEST, FL 33040
$6,300,000.00 ($1,829.80 / sqft )

1109 Fleming Street Virtual Tour More Like This

Located on iconic Millionaire's Row in the heart of Old Town Key West, this extraordinary estate offers a rare combination of timeless charm, modern luxury, and unmatched privacy. With two stunning ho

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 7
  3. Approx. 3443 sqft
  1. MLSID: 614974
  2. Provided by Brenda Donnelly Real Estate LLC
  3. Contact Brenda J Donnelly
  4. (305) 304-1116
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
54 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 904.248.9848 Get In Touch
Featured Listings
47 Cordova Street
874 Man O War Drive North
4057 Lazy Acres Rd
2405 Us1 S
215 Anastasia Blvd
47 Cordova Street
700 Wilkes Ct.

Copyright ©2006-2025 brokerIDXsites.com   |   All Rights Reserved.