39 Evergreen Ave, Key West, FL 33040
SOLD
JAN 28, 2026

39 Evergreen Ave
Key West, FL 33040

  • 8 Beds
  • 9.5 Baths
  • 6,611 sqft (on 0.36 acres)

$5,400,000

Last Sold: Jan 28, 2026
7% below list $5.8M
$817/sqft
Est. Refi. Payment $31,441/mo*
Refinance Your Home

$5,400,000

Last Sold: Jan 28, 2026
7% below list $5.8M
$817/sqft
Est. Refi. Payment $31,441/mo*
Refinance Your Home
8 Beds
9.5 Baths
6,611 sqft
(on 0.36 acres)

Home Value

Trulia Estimate
$5.42M
Since last month
Decreased$30K (-0.6%)
Since last year
Decreased$29K (-0.5%)
Since last sale
Increased$19K (+0.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +76% in the last 10 years
MonthEstimated value
2026
August 2026$5.42M
July 2026$5.45M
June 2026$5.41M
May 2026$5.34M
April 2026$5.37M
March 2026$5.37M
February 2026$5.39M
January 2026$5.28M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
10 Cypress Ter, Key West, FL
0.16
Single-Family Home
$3,000,000
01/14/26
3
3
3,024
33 Cypress Ave, Key West, FL
0.30
Single-Family Home
$3,250,000
02/12/26
4
4.5
4,102
37 Evergreen Ave, Key West, FL
0.03
Single-Family Home
$2,425,000
09/30/25
3
3
2,685
8 Floral Ave, Key West, FL
0.19
Single-Family Home
$2,522,000
10/30/25
3
3
2,521
117 Key Haven Rd, Key West, FL
0.53
Single-Family Home
$1,850,000
03/10/26
3
2
2,090
13 Arbutus Dr, Key West, FL
0.76
Single-Family Home
$2,150,000
07/06/26
4
3
1,957
30 Key Haven Rd, Key Haven, FL
0.77
Single-Family Home
$1,750,000
12/19/25
3
3
2,715

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
94 Driftwood Dr, Key West, FL 33040
0.08
$12,500,000
5
5.5
5,485
For Sale
37 Evergreen Ave, Key West, FL 33040
0.03
$2,419,000
3
3
2,685
Off Market
1 Driftwood Dr, Key West, FL 33040
0.10
$2,431,800
5
3
3,014
Off Market
29 Evergreen Ave #0, Key West, FL 33040
0.07
$2,841,200
Studio
1.5
1
Off Market
27 Driftwood Dr, Key West, FL 33040
0.09
$4,116,400
3
2
2,722
Off Market
24 Floral Ave, Key West, FL 33040
0.10
$3,550,500
5
5
4,480
Off Market
14 Evergreen Ave, Key West, FL 33040
0.11
-
-
-
-
Off Market
10 Cypress Ter, Key West, FL 33040
0.16
$3,000,000
3
3
3,024
Recently Sold
12 Evergreen Ln, Key West, FL 33040
0.14
$4,650,700
4
4.5
4,312
Off Market
15 Driftwood Dr, Key West, FL 33040
0.16
$3,399,000
-
-
-
For Sale
8 Floral Ave, Key West, FL 33040
0.19
$2,522,000
3
3
2,521
Recently Sold

Local Information

  • Map ViewExplore the area around 39 Evergreen Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2001
Lot Size
0.36 acres
Living Area
6,611 sqft
Price/Sqft
$817/sqft
Parking
Attached Garage
HOA
None

About this House

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.
39 Evergreen Ave, Key West, FL 33040 is a 8 bedroom, 10 bathroom, 6,611 sqft single-family home built in 2001. It last sold for $5,400,000 on Jan 28, 2026 (7% below the $5,800,000 asking price). It is currently off market. The Trulia Estimate is $5,422,800, with a rent estimate of $7,572/month.
Last check for updates: about 10 hours ago
Listed by Sabrina Wampler & Sarah Ewald, (305) 393-0585
Ocean Sotheby's International Realty
Bought with: Nick Norman, (657) 730-8963, Island Life Realty Experts
Source: FLKMLS, MLS#616954

Home Details for 39 Evergreen Ave

Interior Features

Beds & Baths
Number of Bedrooms: 8Number of Bathrooms: 10Number of Bathrooms (full): 9Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 6611 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Gas Appliances, Stainless Steel Appliance(s)DishwasherDryerLaundry: Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central Air,Wall/Window Unit(s)Has HeatingHeating Fuel: Has Heating Unspecified Type
Windows, Doors, Floors & Walls
Window: Skylight(s)Flooring: Tile, Carpet, Marble
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Marble
View
No View

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, Deck, Roof Top Deck, Patio, LanaiFencing: Fenced, PrivacyOther Structures: Gazebo, Guest HouseExterior: Bar, Built-in Barbecue, Chickee Hut, Rain Gutters, Lighting, Outdoor Kitchen, Outdoor Shower, StorageHas a Private Pool
Parking & Garage
Has a GarageHas an Attached GarageHas Open ParkingParking: Attached,Garage Door Opener,Open,Storage
Pool
Pool: In GroundPool
Frontage
WaterfrontOn Waterfront

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: CBS, Concrete, Combo Construction, ICFs (Insulated Concrete Forms)Not a New Construction
Property Information
Condition: Updated/RemodeledParcel Number: 00140440000000

Price & Status

Price
List Price: $5,800,000Price Per Sqft: $817/sqft

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Key HavenCommunity: Key Haven 10th Add (5.0)

Building

Building Area
Building Area: 6611 Square Feet

HOA

HOA Fee Includes: NoneNo HOA

Lot Information

Lot Area: 0.36 acres

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 616954

Price and Tax history

DateEventPrice
Jan 28, 2026
Source: FLKMLS #616954
Sold
$5,400,000
Dec 27, 2025
Source: FLKMLS #616954
Pending
$5,800,000
Dec 27, 2025
Source: Key West AOR #616954
PendingToActive
$5,800,000
Dec 11, 2025
Source: Key West AOR #616954
Contingent
$5,800,000
Oct 20, 2025
Source: Key West AOR #616954
Listed For Sale
$5,800,000

Market trends in Key West

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.28M
$50KMoM
Sale-to-List Price
95.1%
0.5%MoM
Price per sq ft
$933
$26MoM
Available listings
271
17MoM

Around this home

What Locals Say about Key West

At least 267 Trulia users voted on each feature.

  • 88 % Say it's dog friendly

  • 83 % Say people would walk alone at night

  • 77 % Say it's walkable to restaurants

  • 74 % Say there are sidewalks

  • 69 % Say streets are well-lit

  • 69 % Say it's walkable to grocery stores

  • 68 % Say yards are well-kept

  • 65 % Say there's holiday spirit

  • 64 % Say it's quiet

  • 54 % Say parking is easy

  • 52 % Say kids play outside

  • 51 % Say they plan to stay for at least 5 years

  • 49 % Say there's wildlife

  • 46 % Say neighbors are friendly

  • 44 % Say car is needed

  • 44 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Gene Graham
    "I’ve lived in this neighborhood for the past seven years. It is close to the airport and Stock Island."
    0
    Flag
  • Ken
    "Walking or bike riding, and extremely bicycle, friendly town! Walking, golf carts, scooters, and bicycles are all very popular here."
    0
    Flag
  • David Atkinson
    "I so look forward to getting to Key West. I volunteer at the Tropic and love it. It feels like home."
    0
    Flag
  • Trulia User
    "Dogs are welcomed at 90% of the restaurants. Everyone will remember your dogs name but not yours! I love living here with my dog Jack."
    0
    Flag
  • Angela Garcia
    "It’s a small town with little bar life so it would be relatively safe. There is a high school a block away "
    1
    Flag
  • Trulia User
    "Key West is a huge dog community. They even are allowed in some restaurants . When I walk my dog on the main tourist street (Duval St) I get stopped many times from people wanting to pet my dog. A group of dog owners meet up at the park in the morning every day."
    0
    Flag
  • Bawsnack
    "Themed bike rides, parades, fairs, boat races. There is also a bundle of free activities to do when you are a local on first Sunday of every month downtown"
    0
    Flag
  • Sgarvin3281
    " Bikes are all you need small island. Safe and secure. No commute I do t work here it is a vacation community."
    0
    Flag
  • Trulia User
    "I ride my bicycle to and from work. It is uneventful but there are natural barriers.t some of the streets are not well lit."
    0
    Flag
  • Trulia User
    "It’s a great neighborhood, we absolutely love having the opportunity to be able to live here!! We don’t have young kids so can’t really express things that are impt for them to know!!"
    1
    Flag
  • Trulia User
    "Everywhere dogs are welcome here in key west, Florida. Come joining us here in key west. Most food and service places, boats, and entertainment venues are good with dogs."
    0
    Flag
  • Trulia User
    "It’s a great community there is tourism so there can be alot of people traffic but for the most part everyone is in good spirits."
    0
    Flag
  • Nancy S.
    "So beautiful here everyone calls it paradise! The most relaxing place I have ever been. Welcome to your new Key West Home!(Gieger Key, 10 minutes from Key West downtown) . Make sure you visit all of the wonderful attractions, especially the butterfly garden and don't forget to stop at Gieger Key Marinal for a wonderful meal."
    1
    Flag
  • Trulia User
    "Sunset Carnival and walkability. Beautiful houses and sidewalks. Many houses have gardens and are very well maintained. "
    0
    Flag
  • Trulia User
    "too many festivals to name. There's always something going on Old Town and then come on it's Duvall Street crying out loud mark this would not be a family neighborhood. It's definitely an easy rental"
    0
    Flag
  • Trulia User
    "Feels very safe, super clean, super walkable in old town, and Catholic school looks very vibrant. "
    0
    Flag
  • Trulia User
    "Very beautiful, most people are really nice and cordial. Also very walkable to shops, the marina, and restaurants/bars. But I am just visiting and walking around for a few days."
    0
    Flag
  • Trulia User
    "Great people, great neighborhood, great police, family friendly events. Lots of things to do within a decent drive. Very family friendly generally "
    0
    Flag
  • Trulia User
    "I love my neighborhood I have lived here since 1976 and my husband since 1951. Love that it’s easy to get around."
    0
    Flag
  • Nicholas B.
    "Great place to live; expensive though. Base housing so you give up all your BAH but worth it in this area. "
    0
    Flag
  • Key W. B. F.
    "Gatherings on the local Mangia Mangia bench at 900 Southard street, safe & friendly town. Feel connected & welcomed in Key West. Enjoy the peaceful neighborhood & the tropical weather! You can walk or bike to everything you need & want!"
    0
    Flag
  • Mari.lindsley
    "I've lived here for 2 years and enjoy the walkability to local theatres and restaurants. There's a strong homeless contingency that detracts from the seaport. But you can't blame them for wanting to be in paradise."
    11
    Flag
  • Rechele M.
    "Easy compared to city life! 25 minutes max to get from one end of the island to the other in 5 o’clock traffic."
    0
    Flag
  • Kfowler
    "I am not currently aware of any neighborhood events that would bring the neighbors closer. However, both my husband and I would be open to any such event that would do so and would improve the neighborhood. The area is beautiful and well maintained, with a few exceptions. "
    2
    Flag
  • Tom
    "There are many festivals and events that include the Key West Historic Harbor. Venues include Schooner Wharf, Waterfront Brewery, The Marker, etc.."
    2
    Flag
  • Hannah B.
    "Vintage Cottage houses, small island feel, Duval Street in a few minutes with hundreds of worldly trendy restaurants "
    6
    Flag
  • Coltonbutler15
    "I grew up in this neighborhood, There have been many upgrades to the neighborhood that have made it more appealing to families with children. "
    12
    Flag
  • MisterE
    "Bicycles, electric golf carts and scooters are the most popular. Although many people still drive cars the island is small so you never have far to go. "
    0
    Flag
  • Caleb G.
    "My neighborhood has the small town vibe mixed with a little party. I love how historic Key West is and how well the history is kept alive. "
    3
    Flag
  • MisterE
    "Great place to raise a family, although we sort of live in a bubble. Kids need to understand how things are in the real world and that’s sometimes difficult to teach. "
    0
    Flag
  • Romero7648
    "Neighbor is downtown and free transportation in immediate vicinity. Many establishments will provide employee discount if you live in the area. "
    0
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  • Oshry B.
    "open area very friendly neighborhood and neighbors you will love it and your dog would love it even more"
    0
    Flag
  • Bwruble
    "Tourist don’t clean up after their dogs, but locals do. This is a wonderful neighborhood. Gecko lane is especially beautiful and very private. "
    1
    Flag
  • Ctmortman
    "Perfect place for dogs. There are several dog pearls on the island and some restaurants are pet friendly. I own a dog watching business on Marco Island...a service much needed there"
    2
    Flag
  • Carib28
    "Many places to walk your pet and meet people. It’s also very beautiful with hummingbirds and lovely butterflies."
    0
    Flag

LGBTQ Local Legal Protections

MLS Internet Data Exchange (IDX) information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys MLS.

Frequently asked questions about 39 Evergreen Ave

  • What is 39 Evergreen Ave estimated to be worth?
    Trulia's estimated value for 39 Evergreen Ave in Key West, FL is $5,422,800.
  • What is the price history for 39 Evergreen Ave?
    39 Evergreen Ave in Key West, FL last sold for $5,400,000 in January 2026.
  • Is Key West a buyer's or seller's market?
    Key West is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Key West?
    The median sale price in Key West is $1.28M. That is up $50K from the prior month.
  • Does 39 Evergreen Ave have air conditioning?
    Yes, 39 Evergreen Ave in Key West, FL has air conditioning.
  • Does 39 Evergreen Ave have a pool?
    Yes, 39 Evergreen Ave in Key West, FL has a pool.

Explore by feature - Pet Friendly

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