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. 508 Virginia 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
508 Virginia Street
  1. Image 1 of 41 For 508 Virginia Street
  2. Image 2 of 41 For 508 Virginia Street
  3. Image 3 of 41 For 508 Virginia Street
  4. Image 4 of 41 For 508 Virginia Street
  5. Image 5 of 41 For 508 Virginia Street
  6. Image 6 of 41 For 508 Virginia Street
  7. Image 7 of 41 For 508 Virginia Street
  8. Image 8 of 41 For 508 Virginia Street
  9. Image 9 of 41 For 508 Virginia Street
  10. Image 10 of 41 For 508 Virginia Street
  11. Image 11 of 41 For 508 Virginia Street
  12. Image 12 of 41 For 508 Virginia Street
  13. Image 13 of 41 For 508 Virginia Street
  14. Image 14 of 41 For 508 Virginia Street
  15. Image 15 of 41 For 508 Virginia Street
  16. Image 16 of 41 For 508 Virginia Street
  17. Image 17 of 41 For 508 Virginia Street
  18. Image 18 of 41 For 508 Virginia Street
  19. Image 19 of 41 For 508 Virginia Street
  20. Image 20 of 41 For 508 Virginia Street
  21. Image 21 of 41 For 508 Virginia Street
  22. Image 22 of 41 For 508 Virginia Street
  23. Image 23 of 41 For 508 Virginia Street
  24. Image 24 of 41 For 508 Virginia Street
  25. Image 25 of 41 For 508 Virginia Street
  26. Image 26 of 41 For 508 Virginia Street
  27. Image 27 of 41 For 508 Virginia Street
  28. Image 28 of 41 For 508 Virginia Street
  29. Image 29 of 41 For 508 Virginia Street
  30. Image 30 of 41 For 508 Virginia Street
  31. Image 31 of 41 For 508 Virginia Street
  32. Image 32 of 41 For 508 Virginia Street
  33. Image 33 of 41 For 508 Virginia Street
  34. Image 34 of 41 For 508 Virginia Street
  35. Image 35 of 41 For 508 Virginia Street
  36. Image 36 of 41 For 508 Virginia Street
  37. Image 37 of 41 For 508 Virginia Street
  38. Image 38 of 41 For 508 Virginia Street
Image Gallery

PRICED AT ONLY: $5,299,000

Address: 508 Virginia Street, KEY WEST, FL 33040

Description

This magnificent TRANSIENT rental property with two homes and a heated pool blends privacy with convenience. Nestled in historic Old Town and just steps from Duval Street, this 3 bedroom/3.5 bath complex has a strong rental history. Once home to iconic fashion designers, this gated haven will astonish you. To your right is the main single story building which includes a king bedroom and large, sleek ensuite bath. Vaulted ceilings, skylights, exposed beams, and French doors surround the expansive open concept living room and dining room. The space is bathed in sunlight and perfect for entertaining. At the far end of the main building, you will find a spectacular stainless steel commercial kitchen with a vaulted ceiling and outdoor views. Equipped with prep areas, an island, cabinetry, a double sink, and an oversized gas range with hood, you have everything you need to prepare meals or parties for large groups. A personal Chef would be delighted to cook in this kitchen. As you move out onto the covered porch, you will enjoy indoor outdoor living at its finest. With easy access to the pool, you can spend your afternoon relaxing outdoors. The porch provides a respite from the sun and an area for al fresco dining. The two story home at the rear of the property stacks two spacious bedrooms with ensuite baths and seating areas. Each is complemented with either a balcony or covered porch overlooking the pool. Guests or extended family can mingle around the gorgeous outdoor area or retreat to their own private spaces. Both homes surround the large pool with the convenience of an outdoor shower. The complex's stunning tropical lush landscaping and privacy fencing offers a tranquil oasis including off street parking, a rare amenity in Key West. From here you can walk to Higgs Beach, the Southernmost Point and the shops and restaurants on Duval Street. This opportunity to own a transient rental property in an ideal location won't last long. Call today for a private showing!

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
More Like This
  • MLS#: 610908 ( Single Family )
  • Street Address: 508 Virginia Street
  • Viewed: 3
  • Price: $5,299,000
  • Price sqft: $2,323
  • Waterfront: No
  • Waterfront Type: None
  • Year Built: 1945
  • Bldg sqft: 2281
  • Bedrooms: 3
  • Total Baths: 4
  • Full Baths: 3
  • 1/2 Baths: 1
  • Days On Market: 380

Description

This magnificent TRANSIENT rental property with two homes and a heated pool blends privacy with convenience. Nestled in historic Old Town and just steps from Duval Street, this 3 bedroom/3.5 bath complex has a strong rental history. Once home to iconic fashion designers, this gated haven will astonish you. To your right is the main single story building which includes a king bedroom and large, sleek ensuite bath. Vaulted ceilings, skylights, exposed beams, and French doors surround the expansive open concept living room and dining room. The space is bathed in sunlight and perfect for entertaining. At the far end of the main building, you will find a spectacular stainless steel commercial kitchen with a vaulted ceiling and outdoor views. Equipped with prep areas, an island, cabinetry, a double sink, and an oversized gas range with hood, you have everything you need to prepare meals or parties for large groups. A personal Chef would be delighted to cook in this kitchen. As you move out onto the covered porch, you will enjoy indoor outdoor living at its finest. With easy access to the pool, you can spend your afternoon relaxing outdoors. The porch provides a respite from the sun and an area for al fresco dining. The two story home at the rear of the property stacks two spacious bedrooms with ensuite baths and seating areas. Each is complemented with either a balcony or covered porch overlooking the pool. Guests or extended family can mingle around the gorgeous outdoor area or retreat to their own private spaces. Both homes surround the large pool with the convenience of an outdoor shower. The complex's stunning tropical lush landscaping and privacy fencing offers a tranquil oasis including off street parking, a rare amenity in Key West. From here you can walk to Higgs Beach, the Southernmost Point and the shops and restaurants on Duval Street. This opportunity to own a transient rental property in an ideal location won't last long. Call today for a private showing!
Request More Information
  • All fields are required.
Features
Building and Construction
  • Absolute Longitude: 81.797991
  • Construction: Frame
  • Exterior Features: Detached Guest Qtrs, Storage, Privacy Wall/Fence, Outdoor Shower, Lighting, Rain Gutters
  • Floor: Tile, Concrete, Wood
  • Porchbalcony: Open Porch/Balcony, Patio, Deck
  • Roof: Metal Roof
  • Sqft Source: Property Data Card
Property Information
  • Property Group Id: 19990816212109142258000000
Garage and Parking
  • Vehicle Storage: Off Street Parking
Eco-Communities
  • Off Shore Island: No
  • Pool Info Heated: Yes
  • Pool Info: In Ground, Salt Water
  • Water View: No Waterview
Utilities
  • Cooling: Central Air, Ductless, Ceiling Fans(s)
  • Heating: Propane Stove
  • Kw Neighborhood: Old Town-S of Truman
  • Pets Pets Wrestrictions: YES
  • Pub Sewer Hkup: Yes
  • Utilities: FKAA, Cable Available, Municipal Sewer
  • Windowsdoors: French Doors
Amenities
  • Neighborhood Feature: Beach
Finance and Tax Information
  • Association Info Association Fee: 0.00
  • Fee Includes: None
  • Tax Year: 2023
Rental Information
  • Rentals Allowed: Yes
Other Features
  • Alternate Key Num: 1028517
  • Appliances: Washer, Stainless Steel Appliance(s), Wine Cooler, Ice Machine, Gas Appliances, Microwave, Oven, Range, Refrigerator, Dishwasher, 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
  • Furnished: Furnished
  • Interior Features: Drapes/Blinds Incl, Sky Light(s), Walk-in Closet(s), Smoke Alarms, Fireplace(s), Split Bedroom, Cathedral Ceilings
  • Legal Description: KW SUBS 8 AND 10 PT LOT 3 SQR 5 TR 11 G37-82/83 OR130-272/74 OR343-76/77 OR1043-2178 OR1077-2042/43 OR1078-1560/61 OR111
  • Limitd Reprsntation: No
  • Mile Marker: 1.00
  • Parcel Num: 00027740-000000
  • Side: Median
  • Species List: No
  • Style: Single Family
  • Zoning: HRCC(1 - 4) - Hist Res Comm Core 1-4 SF Specl
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 55 Two Turtles Lane, Shark Key, FL 33040
$5,410,000.00 ($855.34 / sqft )

55 Two Turtles Lane More Like This

Instant Equity!! Incredible new pricing and value for new owner. This is a brilliant opportunity to grow your wealth with pricing well below the appraised value. Situated along Two Turtles Lane in the

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 5
  3. Approx. 6325 sqft
  1. MLSID: 608292
  2. Provided by Berkshire Hathaway Knight & Gardner
  3. Contact Dustan Carpenter
  4. (305) 294-5155
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
40 Pictures and Information
Details for 64 Front Street, KEY WEST, FL 33040
$4,950,000.00 ($1,540.62 / sqft )

64 Front Street More Like This

Your DREAM home awaits! Located in Truman Annex, where luxury meets island living. This stunning 5 bedroom, 5 bathroom residence boasts over 3000 sq ft of living space offering unparalleled comfort an

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 5
  3. Approx. 3213 sqft
  1. MLSID: 609046
  2. Provided by Saltwater Real Estate Florida Keys, Inc
  3. Contact Matthew J Sheehan
  4. (305) 363-9665
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
38 Pictures and Information
Details for 522 Simonton Street, KEY WEST, FL 33040
$6,105,000.00 ($1,826.75 / sqft )

522 Simonton Street More Like This

One of Key West's most iconic historic homes, this property has an amazing story to tell. Built in 1869 in the classical Bahama House style by noted carpenter Robert Watson. It was extensively remodel

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 6
  3. Approx. 3342 sqft
  1. MLSID: 607237
  2. Provided by Preferred Properties (KW)
  3. Contact Key West Sisters
  4. (305) 294-3040
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
21 Pictures and Information
Details for 524 Frances Street, KEY WEST, FL 33040
$5,200,000.00 ($1,724.71 / sqft )

524 Frances Street More Like This

Welcome to 524 Frances Street, where sophisticated style meets Old Town charm. Rarely does an architectural gem such as this property become available for purchase. This iconic home has been completel

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 3015 sqft
  1. MLSID: 610327
  2. Provided by Saltwater Real Estate Florida Keys, Inc
  3. Contact Bobby W Coe IV
  4. (305) 363-9665
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
52 Pictures and Information
Details for 202 Admirals Lane, KEY WEST, FL 33040
$5,275,000.00 ($1,675.67 / sqft )

202 Admirals Lane More Like This

Investment opportunity! Weekly rentals are allowed! Nestled within the highly sought after Truman Annex in Old Town Key West, 202 Admirals Lane exudes coastal charm and luxury living at its finest. Bo

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 4
  3. Approx. 3148 sqft
  1. MLSID: 610337
  2. Provided by Coldwell Banker Schmitt Real Estate Co. (KW)
  3. Contact Tom McLaughlin
  4. (305) 296-7727
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
59 Pictures and Information
Details for 24 Floral Avenue, Key Haven, FL 33040
$4,999,999.00 ($1,116.07 / sqft )

24 Floral Avenue Virtual Tour More Like This

Fully renovated in the last 4 years, this 5 bed, 5 bath, exquisite gated estate with its brand new resort style pool, and Chef's kitchen boasting new Sub zero, Wolf, and Miele appliances, offers 2 mas

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 5
  3. Approx. 4480 sqft
  1. MLSID: 610386
  2. Provided by Coldwell Banker Schmitt Lower Keys (KW)
  3. Contact Lisa H Ferringo
  4. (305) 872-3050
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
81 Pictures and Information
Details for 1014 Southard Street, KEY WEST, FL 33040
$5,599,000.00 ($1,850.30 / sqft )

1014 Southard Street Virtual Tour More Like This

Nestled in the storied heart of old town key west, this grand estate is a masterpiece of luxury & history. Spanning a majestic 8,397 sq. Ft. Lot, the property at 1014 southard st. Invites you into a w

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 3026 sqft
  1. MLSID: 607607
  2. Provided by Suzanne Moore Real Estate
  3. Contact Suzanne M Moore
  4. (305) 797-0699
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
57 Pictures and Information
Details for 18 Hilton Haven Road, KEY WEST, FL 33040
$5,750,000.00 ($1,598.55 / sqft )

18 Hilton Haven Road Virtual Tour More Like This

Presenting a rare opportunity to acquire a distinguished waterfront single family home in Key West. This spectacular residence is a true gem facing both the South and the North. On the south side, thi

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 6
  3. Approx. 3597 sqft
  1. MLSID: 611908
  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
82 Pictures and Information
Details for 522 Elizabeth Street, KEY WEST, FL 33040
$5,999,999.00 ($1,869.74 / sqft )

522 Elizabeth Street More Like This

Welcome to 522 Elizabeth Street, fully reconstructed and better than new! This 6 bedroom 6.5 bathroom home, with a pool and over 3,000 Sq Ft of luxurious living space is unmatched. Located just 2 bloc

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 7
  3. Approx. 3209 sqft
  1. MLSID: 610898
  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
64 Pictures and Information
Details for 522 Simonton Street, KEY WEST, FL 33040
$6,150,000.00 ($1,840.22 / sqft )

522 Simonton Street Virtual Tour More Like This

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

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 6
  3. Approx. 3342 sqft
  1. MLSID: 612059
  2. Provided by Berkshire Hathaway Knight & Gardner
  3. Contact Lisa Swanson
  4. (305) 294-5155
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
71 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
550 N Balmoral Cir 203
700 Wilkes Ct.
0000000 Circle Block Loop Lot 86 S
874 Man O War Drive North
930 State Road 16
Main Stree Ne Main Street Boulevard
47 Cordova Street

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