1409 Olivia Street

Property 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!

Overview

Property Status

For Sale

Lot Size

2,168 Sq.Ft.

MLS ID

618492

Property Type

Residential

Year Built

1945

Are you interested?

Schedule a Tour

or Contact

Terri Spottswood

(305) 587-3407 [email protected]

The Spottswood Team

(305) 432-4848 [email protected]

Features & Amenities

Total Area

1,053 Sq.Ft.

Neighborhood

Key West

Water Frontage

None

View Description

No Waterview

Stories

Utilites

FKAA, Buyer to Verify, Municipal Sewer

Roof

Metal Roof

Parking

Off Street Parking

Heat Type

Central

Air Conditioning

Central Air, Ceiling Fans(s)

Appliances

Washer, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer

Other Interior Features

Cathedral Ceilings, Walk-in Closet(s), Dade County Pine, Granite Counter Top, Built-in Cabinets, Other, Loft, French Doors

HOA Amenities

None

Other Exterior Features

Fencing, Sprinkler System, Lighting

Sales Price

$1,469,500

Real Estate Tax

$9,230/yr

Zoning

HMDR - Historic Medium Density Residential

Are you interested?

Schedule a Tour

or Contact

Terri Spottswood

(305) 587-3407 [email protected]

The Spottswood Team

(305) 432-4848 [email protected]

Schedule a Tour

We would love to help you see this beautiful home! As a full-service brokerage, we can help you tour. Please submit an offer, and answer questions about the buying process.

In Person

Via Video Chat

Your full name*

Your Phone*

E-mail Address*

Middle Name

I agree to be contacted by The Spottswood Team via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy.

Change time

Thank you

for your interest in 1409 Olivia Street, Key West, FL 33040

Our Top Listings

Featured Properties

Handpicked homes and properties that represent the best of Key West living — luxury, location, and lifestyle.

For Sale
$11,500,000

412 Frances Street, Key West, FL 33040
- 15 Beds
- 18 Baths
- 5,731 Sq.Ft.
For Sale
$7,495,000

616 Eaton Street, Key West, FL 33040
- 5 Beds
- 7 Baths
- 4,000 Sq.Ft.
For Sale
$4,998,000

1006-1008 Fleming Street, Key West, FL 33040
- 4 Beds
- 5 Baths
- 3,336 Sq.Ft.
For Sale
$4,990,000

720D Simonton Street, Key West, FL 33040
- 4 Beds
- 4 Baths
- 2,441 Sq.Ft.
For Sale
$4,699,000

406 United Street, Key West, FL 33040
- 4 Beds
- 5 Baths
- 3,624 Sq.Ft.
For Sale
$4,595,000

1113 Stump Lane, Key West, FL 33040
- 4 Beds
- 5 Baths
- 2,985 Sq.Ft.
For Sale
$3,699,000

1501 Georgia Street, Key West, FL 33040
- 4 Beds
- 5 Baths
- 2,810 Sq.Ft.
For Sale
$3,199,000

1200-1206 White Street, Key West, FL 33040
- 1 Bath
- Sq.Ft.
For Sale
$2,699,000

410 Louisa Street, Key West, FL 33040
- 3 Beds
- 3 Baths
- 2,002 Sq.Ft.
For Sale
$2,625,000

1427 Washington Street, Key West, FL 33040
- 4 Beds
- 3 Baths
- 2,051 Sq.Ft.
For Sale
$2,395,000

1109 Stump Lane, Key West, FL 33040
- 3 Beds
- 4 Baths
- 1,724 Sq.Ft.
For Sale
$2,299,999

17210 Angelfish Lane, Sugarloaf Key, FL 33042
- 3 Beds
- 3 Baths
- 2,288 Sq.Ft.
For Sale
$2,249,000

1116 Elgin Lane, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,516 Sq.Ft.
For Sale
$2,199,000

1706 Seminary Street, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,938 Sq.Ft.
For Sale
$1,995,000

1229 5Th Street, Key West, FL 33040
- 6 Beds
- 3 Baths
- 3,197 Sq.Ft.
For Sale
$1,949,000

3841 N Roosevelt Boulevard Unit: 315, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,357 Sq.Ft.
For Sale
$1,949,000

3841 N Roosevelt Boulevard Unit: 332, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,357 Sq.Ft.
For Sale
$1,800,000

408 William Street, Key West, FL 33040
- 4 Beds
- 3 Baths
- 1,943 Sq.Ft.
For Sale
$1,599,000

1616 Atlantic Boulevard Unit: 3, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,940 Sq.Ft.
For Sale
$1,469,500

1409 Olivia Street, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,053 Sq.Ft.
For Sale
$1,299,900

1317 Newton Street, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,386 Sq.Ft.
For Sale
$999,000

3841 N Roosevelt Boulevard Unit: 222, Key West, FL 33040
- 3 Beds
- 3 Baths
- 1,586 Sq.Ft.
Active Under Contract
$915,000

3 Birchwood Drive, Key Haven, FL 33040
- 3 Beds
- 1 Bath
- 1,223 Sq.Ft.
For Sale
$899,000

3841 N Roosevelt Boulevard Unit: 213, Key West, FL 33040
- 2 Beds
- 3 Baths
- 1,357 Sq.Ft.
For Sale
$899,000

701 Spanish Main Drive Unit: 221, Cudjoe Key, FL 33042
- 2 Beds
- 2 Baths
- 864 Sq.Ft.
For Sale
$859,500

3705 Eagle Avenue, Key West, FL 33040
- 6,000 Sq.Ft.
For Sale
$859,500

3711 Eagle Avenue, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,464 Sq.Ft.
For Sale
$799,999

1206 White Street, Key West, FL 33040
- 1 Bath
For Sale
$779,000

1200 White Street, Key West, FL 33040
- 1 Bath
For Sale
$725,000

17220 Angelfish Lane, Sugarloaf Key, FL 33042
- 8,165 Sq.Ft.
Active Under Contract
$725,000

17230 Angelfish Lane, Sugarloaf Key, FL 33042
- 8,165 Sq.Ft.
For Sale
$689,000

1202 White Street, Key West, FL 33040
- 1 Bath
For Sale
$635,000

1124 Catherine Street Unit: 202, Key West, FL 33040
- 2 Beds
- 1 Bath
- 677 Sq.Ft.
For Sale
$629,000

816 South Street Unit: 4, Key West, FL 33040
- 1 Bed
- 1 Bath
- 640 Sq.Ft.
For Sale
$525,000

3930 S Roosevelt Boulevard Unit: E104, Key West, FL 33040
- 3 Beds
- 2 Baths
- 1,062 Sq.Ft.
For Sale
$499,000

701 Spanish Main Drive Unit: 384, Cudjoe Key, FL 33042
- 2,308 Sq.Ft.
For Sale
$435,000

1124 Catherine Street Unit: 201, Key West, FL 33040
- 1 Bed
- 1 Bath
- 454 Sq.Ft.
For Sale
$350,000

201 Coppitt Road Unit: 201A, Big Coppitt, FL 33040
- 1 Bed
- 1 Bath
- 536 Sq.Ft.