$5,800,000

39 Evergreen Ave Key West, FL 33040

Estimated payment $34,915/month

Total Views 3,317
8 Beds
9.5 Baths
6,611 Sq Ft
$877 Price per Sq Ft

Highlights

  • Dock made with concrete
  • Boat Lift
  • Home fronts a canal
  • Detached Guest House
  • Heated In Ground Pool
  • Maid or Guest Quarters

About This Home

Tucked within an exclusive Key Haven cul-de-sac, Casa di Sempre is a European-inspired waterfront estate offering more than 260 linear feet of water frontage across two sides of the property, including 200 feet of concrete dockage for boating enthusiasts. Resting on over 15,000 square feet of land, this residence showcases superior craftsmanship and thoughtful design throughout more than 6,500 square feet of refined living space.The main residence features five bedrooms and four-and-a-half baths, while a three-bedroom, three-bath guest villa provides privacy and comfort for visitors. Constructed of 11-inch insulated concrete forms with poured concrete floors and stairs, the home provides extraordinary strength, safety, and sound insulation. Impact glass windows and doors are complemented by hidden European-style roll-down shutters, ensuring both security and elegance.Inside, an open gourmet kitchen, formal dining room, study, and three fireplaces create a warm yet sophisticated ambiance. Eight-foot mahogany interior doors and windows elevate each space with timeless craftsmanship.Outdoors, the estate is a true entertainer's haven, highlighted by a 65-foot heated glass-mosaic pool with a 21-foot infinity edge, three cascading waterfalls, and an island with a six-seat swim-up bar leading to a custom cabana. A private 400-square-foot gym and 3,800-square-foot garage complete the amenities, along with a generator and fire suppression system for added peace of mind.A rare combination of elegance, engineering, and waterfront grandeur, Casa di Sempre represents one of the most remarkable estates in the Lower Florida Keys--crafted for those who value strength, sophistication, and sanctuary by the sea.

Listing Agent

The Florida Keys Sold Sisters

Ocean Sotheby's International Realty Listed on: 10/20/2025

Ocean Sotheby's International Realty

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $51,426

Year Built

  • Built in 2001 | Remodeled

Lot Details

  • 0.36 Acre Lot
  • Home fronts a canal
  • Privacy Fence
  • Fenced
  • Property is zoned IS - Improved Subivision District

Home Design

  • Insulated Concrete Forms
  • Metal Roof
  • Pre-Cast Concrete Construction

Interior Spaces

  • 6,611 Sq Ft Home
  • Wet Bar
  • Bar
  • Tray Ceiling
  • Cathedral Ceiling
  • Skylights
  • Fireplace
  • Sliding Doors
  • Entrance Foyer
  • Storage
  • Home Gym
  • Canal Views
  • Complete Electric Power Shutters

Kitchen

  • Oven
  • Range
  • Microwave
  • Dishwasher
  • Stainless Steel Appliances
  • Granite Countertops
  • Built-In or Custom Kitchen Cabinets

Flooring

  • Carpet
  • Marble
  • Tile

Bedrooms and Bathrooms

  • 8 Bedrooms
  • Split Bedroom Floorplan
  • Walk-In Closet
  • Maid or Guest Quarters

Laundry

  • Laundry Room
  • Dryer
  • Washer

Parking

  • 4 Car Garage
  • Automatic Garage Door Opener
  • Guest Parking
  • Open Parking

Pool

  • Heated In Ground Pool
  • Outdoor Shower

Outdoor Features

  • Boat Lift
  • Dock made with concrete
  • Balcony
  • Deck
  • Patio
  • Outdoor Kitchen
  • Lanai
  • Exterior Lighting
  • Gazebo
  • Outdoor Storage
  • Tiki or Chickee Hut
  • Attached Grill
  • Rain Gutters

Additional Homes

  • Detached Guest House

Utilities

  • Central Heating and Cooling System
  • Cooling System Mounted To A Wall/Window
  • Propane Stove
  • Whole House Permanent Generator
  • Propane
  • Public Hookup Available For Sewer
  • Cable TV Available

Listing and Financial Details

  • Assessor Parcel Number 00140440-000000

Community Details

Overview

  • No Home Owners Association
  • Key Haven 10Th Add Subdivision
  • Rental Restrictions

Amenities

  • Lobby

Home Details

Home Type

Single Family

Est. Annual Taxes

$51,426

Year Built

Built in 2001 | Remodeled

Lot Details

0

Listing Details

  • Property Type: Residential
  • Style: Single Family
  • As Is Right To Inspect: Yes
  • First Right of Refusal: No
  • Mandatory HOA: No
  • Dockage Dock: Concrete
  • Fee Includes: None
  • Key Island: Key Haven
  • Limited Representation: No
  • Marathon Neighborhood: N/A
  • Mile Marker: 5.00
  • M L S Identifier: 20060123165453488875000000
  • Pets: Pets Allowed
  • Property Group I D: 19990816212109142258000000
  • Side: Bay/Gulf
  • State Province: FL
  • Taxes: 51426.15
  • Title: Negotiable
  • Vehicle Storage: Garage, Trailer Storage, Guest Parking, Open Parking, Auto Door Opener, Attached
  • Vehicle Storage Cars: 4+
  • Year Built: 2001
  • Alternate Key Number: 1174581
  • Cooling Heating: Central Air, Wall/Window Unit(s)
  • Lot Sq Ft: 15687.00
  • Pool Info: In Ground
  • Pool Info Heated: Yes
  • Porch Balcony: Open Porch/Balcony, Deck, Patio, Roof Top Deck
  • Shutters: Roll Down Electric
  • Tax Exemptions: None
  • Building Style Above Flood: Unknown
  • Estimated Living Sq Ft: 6611.00
  • Pre Wired: Cable
  • Specialty Rooms Guest Servant Qtrs: Legal
  • Financial Status Standard Sale: Yes
  • Property Condition: Updated/Remodeled
  • Sewer Hook Up: Yes
  • Statistical Purposes Only: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Interior Amenities: Wet Bar, Built-in Cabinets, Tray Ceilings, Bar, Walk-in Closet(s), Storage, Sky Light(s), Lobby, Granite Counter Top, Entrance Foyer, Fireplace(s), Split Bedroom, Cathedral Ceilings
  • Total Bathrooms: 10.00
  • Full Bathrooms: 9
  • Appliances: Washer, Stainless Steel Appliance(s), Gas Appliances, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
  • Floor: Tile, Marble, Carpet
  • Half Bathrooms: 1
  • Specialty Rooms: Gym, Laundry Room
  • Windows/Doors: Glass Doors, Sliding Glass Doors
  • Total Bedrooms: 8

Exterior Features

  • Dockage: Boat Lift
  • Waterfront: Canal Front
  • Waterfront: Yes
  • Construction: CBS, ICFs (Insulated Concrete Forms), Combo Construction, Concrete
  • Exterior Features: Bar, Storage, Privacy Wall/Fence, Outdoor Shower, Outdoor Kitchen, Lanai, Lighting, Rain Gutters, Detached Guest Qtrs, Gazebo, Fencing, Chickee Hut, Built-in Grill
  • Roof: Metal Roof
  • Waterview: Canal View
  • Pool: Yes

Utilities

  • Utilities: FKAA, Propane, Cable Available, Whole House Generatr, Buyer to Verify, Municipal Sewer
  • Heating: Central, Propane Stove, Fireplace(s)

Lot Info

  • Deed Restrictions: Unknown
  • Flood Zone: AE
  • Parcel Number: 00140440-000000
  • Land Size: 1/4 - 1/2 Acre
  • Acres: 0.36

Rental Info

  • Rentals Allowed: With Restrictions
  • Furnished: Negotiable

Tax Info

  • Tax Year: 2024

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $50,041 $6,078,736 -- --
2023 $50,041 $5,901,686 $2,385,636 $3,516,050
2022 $42,401 $5,261,770 $1,767,827 $3,493,943
2021 $39,993 $4,339,656 $1,190,957 $3,148,699
2020 $16,457 $1,782,053 $0 $0
2019 $16,156 $1,741,988 $0 $0
2018 $16,310 $1,709,508 $0 $0
2017 $15,842 $1,674,347 $0 $0
2016 $15,980 $1,639,909 $0 $0
2015 -- $1,628,509 $0 $0
2014 -- $1,615,584 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
10/20/2025 10/20/25 For Sale $5,800,000 +3.6% $877 / Sq Ft
05/20/2020 05/20/20 Sold $5,600,000 -20.0% $923 / Sq Ft View Prior Sale
05/19/2020 05/19/20 Pending -- -- --
02/22/2020 02/22/20 For Sale $7,000,000 -- $1,154 / Sq Ft
Source: Florida Keys Board of REALTORS®

Purchase History

Date Type Sale Price Title Company
Warranty Deed $5,600,000 None Listed On Document
Warranty Deed $100 --
Warranty Deed $265,000 --
Warranty Deed $85,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $957,707 New Conventional
Previous Owner $175,000 New Conventional
Previous Owner $185,500 Balloon
Source: Public Records

Source: Florida Keys Board of REALTORS®

MLS Number: 616954

Florida Keys Board of REALTORS®

APN: 00140440-000000