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. 1022 Fleming 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.
Check this box to Register with us:
Submit an Offer Now!
Submit an Offer Now!
All fields are required.
Print Flyer
Active
Property Photos
1022 Fleming Street
  1. Image 1 of 58 For 1022 Fleming Street
  2. Image 2 of 58 For 1022 Fleming Street
  3. Image 3 of 58 For 1022 Fleming Street
  4. Image 4 of 58 For 1022 Fleming Street
  5. Image 5 of 58 For 1022 Fleming Street
  6. Image 6 of 58 For 1022 Fleming Street
  7. Image 7 of 58 For 1022 Fleming Street
  8. Image 8 of 58 For 1022 Fleming Street
  9. Image 9 of 58 For 1022 Fleming Street
  10. Image 10 of 58 For 1022 Fleming Street
  11. Image 11 of 58 For 1022 Fleming Street
  12. Image 12 of 58 For 1022 Fleming Street
  13. Image 13 of 58 For 1022 Fleming Street
  14. Image 14 of 58 For 1022 Fleming Street
  15. Image 15 of 58 For 1022 Fleming Street
  16. Image 16 of 58 For 1022 Fleming Street
  17. Image 17 of 58 For 1022 Fleming Street
  18. Image 18 of 58 For 1022 Fleming Street
  19. Image 19 of 58 For 1022 Fleming Street
  20. Image 20 of 58 For 1022 Fleming Street
  21. Image 21 of 58 For 1022 Fleming Street
  22. Image 22 of 58 For 1022 Fleming Street
  23. Image 23 of 58 For 1022 Fleming Street
  24. Image 24 of 58 For 1022 Fleming Street
  25. Image 25 of 58 For 1022 Fleming Street
  26. Image 26 of 58 For 1022 Fleming Street
  27. Image 27 of 58 For 1022 Fleming Street
  28. Image 28 of 58 For 1022 Fleming Street
  29. Image 29 of 58 For 1022 Fleming Street
  30. Image 30 of 58 For 1022 Fleming Street
  31. Image 31 of 58 For 1022 Fleming Street
  32. Image 32 of 58 For 1022 Fleming Street
  33. Image 33 of 58 For 1022 Fleming Street
  34. Image 34 of 58 For 1022 Fleming Street
  35. Image 35 of 58 For 1022 Fleming Street
  36. Image 36 of 58 For 1022 Fleming Street
  37. Image 37 of 58 For 1022 Fleming Street
  38. Image 38 of 58 For 1022 Fleming Street
  39. Image 39 of 58 For 1022 Fleming Street
  40. Image 40 of 58 For 1022 Fleming Street
  41. Image 41 of 58 For 1022 Fleming Street
  42. Image 42 of 58 For 1022 Fleming Street
  43. Image 43 of 58 For 1022 Fleming Street
  44. Image 44 of 58 For 1022 Fleming Street
  45. Image 45 of 58 For 1022 Fleming Street
  46. Image 46 of 58 For 1022 Fleming Street
  47. Image 47 of 58 For 1022 Fleming Street
  48. Image 48 of 58 For 1022 Fleming Street
  49. Image 49 of 58 For 1022 Fleming Street
  50. Image 50 of 58 For 1022 Fleming Street
  51. Image 51 of 58 For 1022 Fleming Street
  52. Image 52 of 58 For 1022 Fleming Street
  53. Image 53 of 58 For 1022 Fleming Street
  54. Image 54 of 58 For 1022 Fleming Street
  55. Image 55 of 58 For 1022 Fleming Street
  56. Image 56 of 58 For 1022 Fleming Street
  57. Image 57 of 58 For 1022 Fleming Street
  58. Image 58 of 58 For 1022 Fleming Street
Image Gallery

PRICED AT ONLY: $1,700,000

Address: 1022 Fleming Street, KEY WEST, FL 33040

Description

Invest in Key West with this legal Duplex which can be easily converted to a single family home! Step into a piece of Key West history with this light filled historic home in the heart of Old Town. Blending old world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit.Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open concept living/kitchen/dining area. The lower unit opens to a deck and pool perfect for relaxing and entertaining. The upper unit is currently rented. It boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!

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#: 616423 ( Townhome )
  • Street Address: 1022 Fleming Street
  • Viewed: 2
  • Price: $1,700,000
  • Price sqft: $843
  • Waterfront: No
  • Waterfront Type: None
  • Year Built: 1928
  • Bldg sqft: 2016
  • Bedrooms: 4
  • Total Baths: 2
  • Full Baths: 2
  • Days On Market: 201

Description

Invest in Key West with this legal Duplex which can be easily converted to a single family home! Step into a piece of Key West history with this light filled historic home in the heart of Old Town. Blending old world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit.Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open concept living/kitchen/dining area. The lower unit opens to a deck and pool perfect for relaxing and entertaining. The upper unit is currently rented. It boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!
Request More Information
  • All fields are required.
Features
Building and Construction
  • Absolute Longitude: 81.79612
  • Construction: Frame
  • Exterior Features: Fencing
  • Floor Number: 2.00
  • Floor: Tile, Combo, Wood
  • Porchbalcony: Open Porch/Balcony, Deck
  • Roof: Metal Roof
  • Sqft Source: Tax Records
  • Total Number Of Units: 2.00
Property Information
  • Property Condition: Updated/Remodeled
  • Property Group Id: 19990816212109142258000000
Eco-Communities
  • Pool Info: In Ground, Concrete
  • Water View: No Waterview
Utilities
  • Cooling: Ceiling Fans(s), Ductless
  • Handicap Access: No
  • Heating: Ductless
  • Kw Neighborhood: Old Town-N of Truman
  • Pets: Pets Allowed
  • Pub Sewer Hkup: Yes
  • Security: Secured Building, On Premises System
  • Utilities: FKAA, Water Separate Meter, Elect Separate Meter
  • Windowsdoors: Double Hung Windows, Wood Windows, French Doors
Amenities
  • Neighborhood Feature: Bike Paths
Finance and Tax Information
  • Association Info Association Fee: 0.00
  • Fee Includes: None
  • Tax Year: 2024
Rental Information
  • Min Rental Days: 29.00
  • Rentals Allowed: With Restrictions
Other Features
  • Alternate Key Num: 1007617
  • Appliances: Washer, Stainless Steel Appliance(s), Oven, Range, Refrigerator, Dryer
  • As Is Rght To Inspct: Yes
  • Association Info 1st Right Of Refusal: No
  • Association Info Mandatory Home Owners Asc: No
  • Deed Restrictions: Unknown
  • Dockage: None
  • Flood Zone: AE
  • Furnished: Negotiable
  • Interior Features: Drapes/Blinds Incl, Built-in Cabinets, Smoke Alarms
  • Mile Marker: 1.00
  • Pre Wired: Cable, Surround Sound
  • Shutters: Panel
  • Side: Median
  • Species List: No
  • Style: Duplex
  • Zoning: HMDR - Historic Medium Density Residential
Nearby Subdivisions
Casa Caselles (2.0)   Gg Watson Sub (1.0)   Island City Sub (2.0)   Kamien Plat #1 (2.0)   Key Estates (3.0)   Key West Estates (4.0)   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)   La Brisa West (2.0)   Mills Place (1.0)   Moffats Sub (2.0)   New Town - Unlisted (2.0)   New Town - Unrecord (3.0)   Old Town - Unlisted (1.0)   Old Town - Unrecord (1.0)   Old Town Garden Villas (1.0)   Pearlmans Subd (2.0)   Roosevelt Annex (2.0)   Seaside Key West Residences   Solana Village (3.0)   Sunshine Sub Plat 1 (3.0)   The Foundry (1.0)   Villas Of Key West (3.0)  
Similar Properties

Active
Details for 101 Front Street 23, KEY WEST, FL 33040
$1,875,000.00 ($1,541.94 / sqft )

101 Front Street 23 More Like This

Completely renovated and move in ready, The Foundry #23 in Key West's exclusive Truman Annex is a rare gem that blends historic charm with modern luxury. This beautifully updated townhome features cus

  1. Request Information
  1. Bedrooms: 2
  2. Baths: 3
  3. Approx. 1216 sqft
  1. MLSID: 616909
  2. Provided by Truman & Co. (KW)
  3. Contact Loren A Rea
  4. (305) 292-2244
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
49 Pictures and Information
Active
Details for 43 Seaside South Court, KEY WEST, FL 33040
$1,685,000.00 ($615.86 / sqft )

43 Seaside South Court More Like This

Ocean Views! Over 2730 interior sq ft townhome with Ocean Views! This is the largest floor plan at SeaSide Court. Boasting 6 balconies 4 bed 4 bath 3 levels over private garage. Only one other o

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 2736 sqft
  1. MLSID: 617821
  2. Provided by Berkshire Hathaway HomeServices Knight & Gardner R
  3. Contact Walt Lee
  4. (305) 294-5155
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
89 Pictures and Information
Active
Details for 1616 Atlantic Boulevard 6, KEY WEST, FL 33040
$1,999,000.00 ($1,030.41 / sqft )

1616 Atlantic Boulevard 6 Virtual Tour More Like This

This is the one you've been waiting for! Unlike any other 2 bed listing available in Casa Caselles, this exceptional oceanfront home has been completely reimagined from the concrete up over $500,000

  1. Request Information
  1. Bedrooms: 2
  2. Baths: 3
  3. Approx. 1940 sqft
  1. MLSID: 614182
  2. Provided by Berkshire Hathaway HomeServices Knight & Gardner R
  3. Contact Will Langley
  4. (305) 294-5155
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
75 Pictures and Information
Active
Details for 2613 Gulfview Drive, KEY WEST, FL 33040
$1,549,000.00 ($1,173.48 / sqft )

2613 Gulfview Drive More Like This

Rare WATERFRONT home on the island of Key West, an incredible value priced well below the last comparable sale. Tucked behind the gates of the exclusive Gulf View Pointe community, a rare opportunity

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 3
  3. Approx. 1320 sqft
  1. MLSID: 618065
  2. Provided by Coastal Collection Real Estate Inc.
  3. Contact Cardenas & Krug Team
  4. (305) 731-7910
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
36 Pictures and Information
Active
Details for 1505 Rose Street, KEY WEST, FL 33040
$1,785,000.00 ($923.91 / sqft )

1505 Rose Street More Like This

Welcome to 1505 Rose Street in Key West, Florida!This legal duplex is perfect feels just like a single family home with a nice guest house, but can easily be rented out to two different tenants if

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 3
  3. Approx. 1932 sqft
  1. MLSID: 618223
  2. Provided by RE/MAX Keys Connection (KW)
  3. Contact Bobby W Coe IV
  4. (305) 296-1400
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
55 Pictures and Information
Active
Details for 1001 United Street B, KEY WEST, FL 33040
$1,680,000.00 ($1,165.05 / sqft )

1001 United Street B More Like This

Enjoy your tropical retreat in the heart of Old Town Key West with this stunning, fully remodeled, three story corner lot island oasis. The first floor of this expansive attached home welcomes you wit

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 5
  3. Approx. 1442 sqft
  1. MLSID: 615587
  2. Provided by Truman & Co. (KW)
  3. Contact Michael Sorah
  4. (305) 292-2244
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
48 Pictures and Information
Active
Details for 1119 Simonton Street A1 & A2 &, KEY WEST, FL 33040
$1,550,000.00 ($1,419.41 / sqft )

1119 Simonton Street A1 & A2 & More Like This

Charming Old Town Duplex located in the heart of old town. Ideally located on Simonton Street this charming duplex places you just steps from Duval Street, along with world class dining, boutique shop

  1. Request Information
  1. Bedrooms: 2
  2. Baths: 2
  3. Approx. 1092 sqft
  1. MLSID: 619049
  2. Provided by Island Home Realty Inc.
  3. Contact Paige Bethel
  4. (305) 395-0550
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
35 Pictures and Information
Active
Details for 709 Olivia Street, KEY WEST, FL 33040
$1,580,000.00 ($1,446.89 / sqft )

709 Olivia Street More Like This

Legal duplex in the heart of Old Town Key West offering flexibility for investors or owner occupants alike. Each residence features a private entrance, in unit laundry, electric meter, and thoughtful

  1. Request Information
  1. Bedrooms: 2
  2. Baths: 4
  3. Approx. 1092 sqft
  1. MLSID: 619087
  2. Provided by RE Florida Homes
  3. Contact Corey Breingan
  4. (954) 589-7099
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
31 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
34314 Jasper Stone Drive
3180 Country Club Circle
46 Pitt Ln
5201 28th Terrace
29172 Rose Drive
1252 Kelsa Anne Drive
18801 Orange Hill Drive

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