33 Cypress Ave, Key West, FL 33040
Property image
Property image
SOLD
FEB 12, 2026

$3,297,100

Trulia Estimate
  • 4 Beds
  • 4.5 Baths
  • 4,102 sqft

33 Cypress Ave, Key West, FL 33040

Est. Refi. Payment $19,453/mo*
Refinance Your Home
Currently Off Market - Sold Feb 12, 2026 for $3,250,000 (10% below list price)

Home Value

Trulia Estimate
$3.3M
Since last month
Increased$20K (+0.6%)
Since last year
Decreased$84K (-2.5%)
Since last sale
Increased$49K (+1.5%)
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 +65% in the last 10 years
MonthEstimated value
2026
August 2026$3.3M
August 2026$3.3M
July 2026$3.28M
June 2026$3.25M
May 2026$3.22M
April 2026$3.24M
March 2026$3.24M
February 2026$3.25M
January 2026$3.24M
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
0.15
Single-Family Home
$3,000,000
01/14/26
3
3
3,024
8 Floral Ave, Key West, FL
0.32
Single-Family Home
$2,522,000
10/30/25
3
3
2,521
37 Evergreen Ave, Key West, FL
0.29
Single-Family Home
$2,425,000
09/30/25
3
3
2,685
13 Arbutus Dr, Key West, FL
0.46
Single-Family Home
$2,150,000
07/06/26
4
3
1,957
30 Key Haven Rd, Key Haven, FL
0.47
Single-Family Home
$1,750,000
12/19/25
3
3
2,715
117 Key Haven Rd, Key West, FL
0.28
Single-Family Home
$1,850,000
03/10/26
3
2
2,090
19 Azalea Dr, Key West, FL
0.42
Single-Family Home
$1,800,000
04/17/26
3
2
1,936
16 Bamboo Ter, Key West, FL
0.33
Single-Family Home
$1,475,000
07/15/26
3
2
1,626

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
7 W Cypress Ter, Key West, FL 33040
0.09
$1,816,100
3
2
1,870
Off Market
3 W Cypress Ter, Key West, FL 33040
0.11
-
-
-
-
Off Market
10 Cypress Ter, Key West, FL 33040
0.15
$3,000,000
3
3
3,024
Recently Sold
4 Coconut Dr, Key West, FL 33040
0.13
$2,676,700
4
2.5
2,388
Off Market
4 Coconut Dr #0, Key West, FL 33040
0.13
$2,680,200
4
2.5
2,388
Off Market
11 Coconut Dr, Key West, FL 33040
0.14
$2,926,800
4
2
2,164
Off Market
15 Driftwood Dr, Key West, FL 33040
0.20
$3,399,000
-
-
-
For Sale
2 Beachwood Dr, Key West, FL 33040
0.19
$1,263,900
3
2
1,608
Off Market
27 Driftwood Dr, Key West, FL 33040
0.22
$4,120,400
3
2
2,722
Off Market
21 Bougainvillea Ave, Key West, FL 33040
0.20
$1,689,000
3
2
1,600
For Sale
1 Driftwood Dr, Key West, FL 33040
0.23
$2,435,900
5
3
3,014
Off Market

Local Information

  • Map ViewExplore the area around 33 Cypress Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2007
4,102 sqft
$792/sqft

About this House

Enjoy sweeping water views from this exceptional Key Haven home overlooking Cypress Lake. With 4 spacious bedrooms and 4.5 baths, the residence blends comfort and luxury in every detail. Built in 2007 with superior materials and craftsmanship, highlights include a standing seam copper roof, Saturnia stone, and hickory wood floors throughout.
From the grand foyer, water views unfold throughout the home. A graceful staircase leads to a second living area and three ensuite bedrooms, each with private balconies. The primary suite can be found on either level, offering flexibility in layout.
The kitchen features custom cabinetry, granite counters, stainless steel appliances, wine cooler, icemaker, and both a breakfast room and formal dining area.
Relax by the heated pool and covered patio or take in the waterfront from nearly every room. Additional features include tall coffered ceilings, impact-resistant windows, a protected seawall, and strong curb appeal. Designed with care and built to last, this is one of Key Haven's finest offerings & almost feels like open water living.
33 Cypress Ave, Key West, FL 33040 is a 4 bedroom, 5 bathroom, 4,102 sqft single-family home built in 2007. It last sold for $3,250,000 on Feb 12, 2026 (10% below the $3,595,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,297,100.
Last check for updates: about 8 hours ago
Listed by Terri Spottswood, (305) 587-3407
Truman & Co. (KW)
The Spottswood Team, (305) 432-4848
Truman & Co. (KW)
Bought with: Coldwell Banker Schmitt Lower Keys (KW)
Source: FLKMLS, MLS#615813

Home Details for 33 Cypress Ave

Interior Features

Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4102 Square Feet
Appliances & Utilities
Appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Gas Appliances, Wine Cooler, Stainless Steel Appliance(s)DishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Has CoolingAir Conditioning: Central Air,Ceiling Fans(s)
Windows, Doors, Floors & Walls
Flooring: Tile, Wood
Levels, Entrance, & Accessibility
Floors: Tile, Wood
View
No View

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, Patio, LanaiHas a Private Pool
Parking & Garage
No Attached Garage
Pool
Pool: In GroundPool
Frontage
WaterfrontOn Waterfront

Property Information

Year Built
Year Built: 2007
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: CBS, Concrete
Property Information
Parcel Number: 00138880000000

Price & Status

Price
List Price: $3,595,000Price Per Sqft: $792/sqft

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Key HavenCommunity: Key Haven 8th Add (5.0)

Building

Building Area
Building Area: 4102 Square Feet

HOA

HOA Fee Includes: NoneNo HOA

Lot Information

Lot Area: 6969.6 sqft

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 615813Attribution Contact: 305-587-3407

Price and Tax history

DateEventPrice
Feb 12, 2026
Source: FLKMLS #615813
Sold
$3,250,000
Feb 3, 2026
Source: FLKMLS #615813
Pending
$3,595,000
Jan 13, 2026
Source: Key West AOR #615813
Contingent
$3,595,000
Oct 8, 2025
Source: Key West AOR #615813
PriceChange
$3,595,000
Price decreased by 3%
Jul 15, 2025
Source: Key West AOR #615813
Listed For Sale
$3,700,000

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
    Flag
  • 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 33 Cypress Ave

  • What is 33 Cypress Ave estimated to be worth?
    Trulia's estimated value for 33 Cypress Ave in Key West, FL is $3,297,100.
  • What is the price history for 33 Cypress Ave?
    33 Cypress Ave in Key West, FL last sold for $3,250,000 in February 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 33 Cypress Ave have air conditioning?
    Yes, 33 Cypress Ave in Key West, FL has air conditioning.
  • Does 33 Cypress Ave have a pool?
    Yes, 33 Cypress Ave in Key West, FL has a pool.

Explore by feature - Pet Friendly

26 pet-friendly rentals in Key West, FL

Explore by feature - Garage

20 rentals with a garage in Key West, FL

Explore by feature - Air Conditioning

108 rentals with air conditioning in Key West, FL

Explore by feature - Pool

78 rentals with a pool in Key West, FL

Explore by feature - Washer/dryer

96 rentals with a washer/dryer in Key West, FL

Explore by feature - Outdoor Space

7 rentals with an outdoor space in Key West, FL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 33 Cypress Ave

Skip to last item
Skip to first item

Homes for sale near 33 Cypress Ave

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item