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. 1409 Olivia 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
1409 Olivia Street
  1. Image 1 of 29 For 1409 Olivia Street
  2. Image 2 of 29 For 1409 Olivia Street
  3. Image 3 of 29 For 1409 Olivia Street
  4. Image 4 of 29 For 1409 Olivia Street
  5. Image 5 of 29 For 1409 Olivia Street
  6. Image 6 of 29 For 1409 Olivia Street
  7. Image 7 of 29 For 1409 Olivia Street
  8. Image 8 of 29 For 1409 Olivia Street
  9. Image 9 of 29 For 1409 Olivia Street
  10. Image 10 of 29 For 1409 Olivia Street
  11. Image 11 of 29 For 1409 Olivia Street
  12. Image 12 of 29 For 1409 Olivia Street
  13. Image 13 of 29 For 1409 Olivia Street
  14. Image 14 of 29 For 1409 Olivia Street
  15. Image 15 of 29 For 1409 Olivia Street
  16. Image 16 of 29 For 1409 Olivia Street
  17. Image 17 of 29 For 1409 Olivia Street
  18. Image 18 of 29 For 1409 Olivia Street
  19. Image 19 of 29 For 1409 Olivia Street
  20. Image 20 of 29 For 1409 Olivia Street
  21. Image 21 of 29 For 1409 Olivia Street
  22. Image 22 of 29 For 1409 Olivia Street
  23. Image 23 of 29 For 1409 Olivia Street
  24. Image 24 of 29 For 1409 Olivia Street
  25. Image 25 of 29 For 1409 Olivia Street
  26. Image 26 of 29 For 1409 Olivia Street
  27. Image 27 of 29 For 1409 Olivia Street
  28. Image 28 of 29 For 1409 Olivia Street
  29. Image 29 of 29 For 1409 Olivia Street
Image Gallery

PRICED AT ONLY: $1,469,500

Address: 1409 Olivia Street, KEY WEST, FL 33040

Description

Discover the rare convergence of Old Town authenticity and contemporary refinement in this meticulously restored 1945 conch cottage. Brought to life through a 95% rebuild by renowned architect Dennis Beebe, this 2 bedroom, 2.5 bath residence in the coveted Meadows neighborhood represents the pinnacle of quality driven restoration. Every surface tells a story of craftsmanship: rounded wall finishes and extensive trim work create flowing visual warmth, while reclaimed Dade County pine adorns feature walls and a restored captain's ladder. Heart pine flooring anchors the living spaces, complemented by custom hardwood doors and complete plantation shutters throughout. Cathedral ceilings amplify the home's embracing character, enhanced by a thoughtfully curated lighting package that transforms ambiance at will. Surprise elements throughout add to its charm: seaglass gate knobs, koi fish porch lights flanking a transom topped entry with historic corbels, hidden medicine cabinets, and extensive built ins with locking storage. Both the primary suite and kitchen open through double doors to a private back deck with hot tub, while a generous walk in closet with aromatic cedar lining provides luxurious storage. Kohler fixtures, granite countertops, stainless appliances, and central air provide contemporary comfort. Professional landscaping with automatic irrigation and timed lighting creates an immersive tropical sanctuary behind reclaimed brick pathways. The property driveway accommodates a Jeep, golf cart, or Mini Cooper, while dual layer hurricane protection (teak shutters plus Kevlar backing) ensures peace of mind. Three structural piers provide added stability. Fully furnished, freshly painted, and permitted for 28 day+ rentals in HMDR zoning, this is more than restoration, it's a masterclass in doing it right!

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#: 618492 ( Single Family )
  • Street Address: 1409 Olivia Street
  • Viewed: 2
  • Price: $1,469,500
  • Price sqft: $1,396
  • Waterfront: No
  • Waterfront Type: None
  • Year Built: 1945
  • Bldg sqft: 1053
  • Bedrooms: 2
  • Total Baths: 3
  • Full Baths: 2
  • 1/2 Baths: 1
  • Days On Market: 53

Description

Discover the rare convergence of Old Town authenticity and contemporary refinement in this meticulously restored 1945 conch cottage. Brought to life through a 95% rebuild by renowned architect Dennis Beebe, this 2 bedroom, 2.5 bath residence in the coveted Meadows neighborhood represents the pinnacle of quality driven restoration. Every surface tells a story of craftsmanship: rounded wall finishes and extensive trim work create flowing visual warmth, while reclaimed Dade County pine adorns feature walls and a restored captain's ladder. Heart pine flooring anchors the living spaces, complemented by custom hardwood doors and complete plantation shutters throughout. Cathedral ceilings amplify the home's embracing character, enhanced by a thoughtfully curated lighting package that transforms ambiance at will. Surprise elements throughout add to its charm: seaglass gate knobs, koi fish porch lights flanking a transom topped entry with historic corbels, hidden medicine cabinets, and extensive built ins with locking storage. Both the primary suite and kitchen open through double doors to a private back deck with hot tub, while a generous walk in closet with aromatic cedar lining provides luxurious storage. Kohler fixtures, granite countertops, stainless appliances, and central air provide contemporary comfort. Professional landscaping with automatic irrigation and timed lighting creates an immersive tropical sanctuary behind reclaimed brick pathways. The property driveway accommodates a Jeep, golf cart, or Mini Cooper, while dual layer hurricane protection (teak shutters plus Kevlar backing) ensures peace of mind. Three structural piers provide added stability. Fully furnished, freshly painted, and permitted for 28 day+ rentals in HMDR zoning, this is more than restoration, it's a masterclass in doing it right!
Request More Information
  • All fields are required.
Features
Building and Construction
  • Absolute Longitude: 81.789834
  • Construction: Frame
  • Exterior Features: Fencing, Sprinkler System, Lighting
  • Floor: Tile, Wood
  • Porchbalcony: Open Porch/Balcony, Deck
  • Roof: Metal Roof
  • Sqft Source: Property Data Card
  • Total Number Of Units: 0.00
Property Information
  • Property Condition: Updated/Remodeled
  • Property Group Id: 19990816212109142258000000
Garage and Parking
  • Vehicle Storage: Off Street Parking
Eco-Communities
  • Water View: No Waterview
Utilities
  • Cooling: Central Air, Ceiling Fans(s)
  • Heating: Central
  • Kw Neighborhood: The Meadows
  • Pets: Pets Allowed
  • Pub Sewer Hkup: Yes
  • Utilities: FKAA, Buyer to Verify, Municipal Sewer
  • Windowsdoors: French Doors
Finance and Tax Information
  • Association Info Association Fee: 0.00
  • Fee Includes: None
  • Tax Year: 2025
Rental Information
  • Min Rental Days: 28.00
  • Rentals Allowed: With Restrictions
Other Features
  • Alternate Key Num: 1024759
  • Appliances: Washer, 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
  • Flood Zone: X FLOOD ZONE
  • Furnished: Furnished
  • Interior Features: Cathedral Ceilings, Walk-in Closet(s), Dade County Pine, Granite Counter Top, Built-in Cabinets
  • Legal Description: KW BENJ ALBURYS SUBD DIAGRAM I-389 PT LOT 12 SQR 2 TR 7 OR169-275/76 OR769-770 OR915-186 OR968-2223 OR968-2227 OR1107-24
  • Mile Marker: 2.00
  • Parcel Num: 00023950-000000
  • Shutters: Other
  • Side: Median
  • Style: Single Family
  • Zoning: HMDR - Historic Medium Density Residential
Nearby Subdivisions
Bay Manor (3.0)   Benj Alburys Subd (2.0)   Calle Uno 9.0   Carletons Compound (1.0)   Casa Gato (2.0)   East Martello Towers (2.0)   Gardens Of Key West (1.0)   George W Nichols Sub (1.0)   Gg Watson Sub (1.0)   Gwynn Sub (1.0)   Hilton Haven Sec 2 A (2.0)   Island City Land Sub (1.0   Island City Land Sub (1.0)   Kamien Plat #1 (2.0)   Kamien Plat #2 (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)   Kw All Sub   Land Buyers Assn (3.0)   Lime Grove (3.0)   Macros Subd (2.0)   Martello Towers (1.0)   Moffats Sub (2.0)   Monroe Investement Co Sub (2.0   New Town - Unlisted (2.0)   Nuevo Progresso (2.0)   Old Town - Unlisted (1.0)   Old Town - Unrecord   Old Town - Unrecord (1.0)   Old Town- Unrecord (1.0)   Pearlman Est (4.0)   Pearlman Heights (4.0)   Pearlmans Subd (2.0)   Prog Land Imp Co Diag (2.0)   Riviera Shores (3.0)   Riviera Shr Amd Plat (3.0)   Robyn Sub (5.0)   Southernmost Hidaways (1.0)   Summerland Estates   Sunrise Shores (4.0)   Sunset Key (tank) Island Unrcd   Sunshine Sub Plat 1 (3.0)   Sunshine Sub Plat 3 (3.0)   The Foundry (1.0)   The Seven Palms - A Key West O   Tropical Bldt & Investment Co    Vista Del Mar (4.0)   Waddells Subdivision (2.0)   Webb Realty Co Sub (1.0)   White & Pierce Diagram (1.0)  
Similar Properties

Active
Details for 1022 Fleming Street, KEY WEST, FL 33040
$1,700,000.00 ($843.25 / sqft )

1022 Fleming Street Virtual Tour More Like This

Invest in Key West with this Duplex which can be also easily used as a single family home! Step into a piece of Key West history with this move in ready, light filled historic home in the heart of Old

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 2
  3. Approx. 2016 sqft
  1. MLSID: 616977
  2. Provided by Ocean Sotheby's International Realty
  3. Contact Ellen Gvili
  4. (305) 294-1117
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
58 Pictures and Information
Active
Details for 1505 Johnson Street, KEY WEST, FL 33040
$1,350,000.00 ($906.65 / sqft )

1505 Johnson Street More Like This

Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. And an elevated newly constructed 25

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 3
  3. Approx. 1489 sqft
  1. MLSID: 617589
  2. Provided by Truman & Co. (KW)
  3. Contact Wendy L Zintsmaster
  4. (305) 292-2244
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
18 Pictures and Information
Active
Details for 3413 Riviera Drive, KEY WEST, FL 33040
$1,575,000.00 ($935.27 / sqft )

3413 Riviera Drive More Like This

Come see what the other side of town has to offer. It's close enough to the hustle of downtown to bike or golf cart there, yet far enough away to leave it all behind and unwind. This home's backyard i

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 2
  3. Approx. 1684 sqft
  1. MLSID: 617615
  2. Provided by Ocean Sotheby's International Realty
  3. Contact Michaele Meadows
  4. (305) 294-1117
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
50 Pictures and Information
Active
Details for 1707 George Street, KEY WEST, FL 33040
$1,475,000.00 ($777.13 / sqft )

1707 George Street More Like This

Escape to your own tropical paradise in Key West with this stunning turnkey family home and guest cottage, perfectly designed for relaxed island living or a savvy investment opportunity. Tucked behind

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 3
  3. Approx. 1898 sqft
  1. MLSID: 617648
  2. Provided by Lokation Real Estate
  3. Contact Dawn M McComish
  4. Florida Keys Board of REALTORS
  5. DMCA Notice
39 Pictures and Information
Active
Details for 1401 5th Street, KEY WEST, FL 33040
$1,379,000.00 ($566.56 / sqft )

1401 5th Street More Like This

Rare Opportunity: Three Charming Homes on Adjacent Lots Unlimited Potential!Discover the perfect investment opportunity with these three vintage 2 bedroom, 1 bathroom homes, nestled on separate adjo

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 3
  3. Approx. 2434 sqft
  1. MLSID: 617703
  2. Provided by Realty ONE Group Destination
  3. Contact Stacy Stahl
  4. (305) 293-8881
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
21 Pictures and Information
Active
Details for 2914 Fogarty Avenue, KEY WEST, FL 33040
$1,400,000.00 ($649.35 / sqft )

2914 Fogarty Avenue More Like This

Nestled within lush tropical landscaping, this unique Key West home offers serene privacy and island charm just minutes from everything. A winding brick pathway leads you through mature palms and gard

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 2
  3. Approx. 2156 sqft
  1. MLSID: 617746
  2. Provided by Keller Williams Key West Compass Realty
  3. Contact Janice Perez
  4. (305) 292-0020
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
44 Pictures and Information
Active
Details for 1712 Laird Street, KEY WEST, FL 33040
$1,324,000.00 ($960.81 / sqft )

1712 Laird Street Virtual Tour Reduced More Like This

Located in the heart of Key West, 1712 Laird Street offers a rare blend of central convenience and residential tranquility. Positioned within a short stroll of Smathers Beach, Higgs Beach Park, the Ke

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 2
  3. Approx. 1378 sqft
  1. MLSID: 617886
  2. Provided by Ocean Sotheby's International Realty
  3. Contact Matthew J Sheehan
  4. (305) 294-1117
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
43 Pictures and Information
Active
Details for 1501 Laird Street, KEY WEST, FL 33040
$1,650,000.00 ($997.58 / sqft )

1501 Laird Street More Like This

Welcome to 1501 Laird Street! A beautifully appointed home with three (3) bedrooms and two (2) full bathrooms. A single story home with a stunning pool!When you walk in you're greeted with a grand ope

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 2
  3. Approx. 1654 sqft
  1. MLSID: 617974
  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
40 Pictures and Information
Active
Details for 103 Key Haven Road, Key Haven, FL 33040
$1,695,000.00 ($773.27 / sqft )

103 Key Haven Road Reduced More Like This

Welcome to 103 Key Haven Road! This home is on an over sized lot, which overlooks a small bay, and has mangrove and sunset views. The expansive back yard feels very private and has a large patio area

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 2
  3. Approx. 2192 sqft
  1. MLSID: 617999
  2. Provided by Keller Williams Key West Compass Realty
  3. Contact Elaine S Coyle
  4. (305) 292-0020
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
32 Pictures and Information
Active
Details for 34 Bay Drive, Saddle Bunch, FL 33040
$1,599,000.00 ($979.18 / sqft )

34 Bay Drive More Like This

Experience refined Florida Keys living in this fully renovated canal front residence offering privacy, quality craftsmanship and effortless coastal elegance. Located just 15 minutes from Key West this

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 3
  3. Approx. 1633 sqft
  1. MLSID: 618019
  2. Provided by Berkshire Hathaway HomeServices Keys Real Estate -
  3. Contact Michele Adams
  4. (305) 735-4962
  5. Florida Keys Board of REALTORS
  6. DMCA Notice
59 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
3180 Country Club Circle
34314 Jasper Stone Drive
313 Argyll Drive
29172 Rose Drive
12514 Coffee Hill Row
7756 Kingsley Palm Terrace
30 Jewfish Avenue

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