29 Key Haven Rd, Key West, FL 33040
Property image
Property image
FOR SALE
0.56 ACRES

$5,700,000

  • 5 Beds
  • 4.5 Baths
  • 2,906 sqft (on 0.56 acres)

29 Key Haven Rd, Key West, FL 33040

Est. Mortgage $33,516/mo*
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Home Highlights

Single-Family Home
Built in 2021
0.56 acre lot
$1,961/sqft
Garage

Local Information

  • Map ViewExplore the area around 29 Key Haven Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

About this House

TROPICAL ESTATE-Tucked away in the sought after exclusive neighborhood of Key Haven at mile marker 5. Spanning over half an acre this elevated, impact resistant, waterfront estate redefines island luxury. The private compound offers a stunning 3-bedroom 3.5-bath main residence alongside a beautiful 2-bedroom 1-bath bonus house, ideal for hosting extended family. For boating enthusiasts, the property boasts 2 docks-one private dock directly behind the home with gulf access, stunning sunset views and serene mangroves-the second is a deeded slip for a large vessel at the renowned Lunara Bay Marina, just across the street. Built in 2021 with impeccable attention to every detail, the main home showcases 10-foot vaulted ceilings, 9-foot doors, and an open concept design that seamlessly blends indoor and outdoor living. A wall of glass opens to a covered waterfront deck, creating the perfect sunset view for entertaining or relaxing in the coastal breeze. The gourmet kitchen featuring natural stone counter tops flows effortlessly into an inviting den, formal dining area and spacious family room with stone accent wall. Each space is thoughtfully designed with high-end finishes throughout. Step outside to your own tropical oasis, where lush landscaping features a rare collection of fruit trees including multiple mango varieties, key lime, lemon, starfruit, avocado and banana trees. Entire estate is equipped with automatic irrigation system and custom low voltage lighting. The resort-style pool is a true showstopper, complete with an infinity edge hot tub, water features, fire bowls, and dramatic pool lighting. Some additional highlights include a full-house generator, outdoor bar, security cameras, integrated sound system, elevator lift for accessibility and convenience, widow's walk and a private electric gate with dual entrances leading to a circular paver driveway.This is more than a home! This is a rare opportunity to own a True Tropical Waterfront Estate in Key West FL
Last check for updates: about 3 hours ago
Listing courtesy of Lucinda Bensen, (828) 310-5266
Berkshire Hathaway HomeServices Knight & Gardner Realty
Source: FLKMLS, MLS#619762
Also Listed on FLKMLS.

Home Details for 29 Key Haven Rd

Interior Features

Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2906 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Gas Appliances, Ice Maker, Wine Cooler, Stainless Steel Appliance(s)DishwasherDisposalDryerLaundry: Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Has Heating Unspecified Type
Fireplace & Spa
Spa: HeatedHas a Spa
Gas & Electric
Electric: Cat 5
Windows, Doors, Floors & Walls
Flooring: Tile
Levels, Entrance, & Accessibility
Accessibility: Accessible Elevator InstalledFloors: Tile
View
No View
Security
Security: Security Gate, On Premises System, Security System

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, Deck, Roof Top Deck, Widow's WalkFencing: Fenced, PrivacyOther Structures: Guest HouseExterior: Bar, Fruit Tree(s), Rain Gutters, Lighting, StorageHas a Private Pool
Parking & Garage
Has a GarageNo Attached GarageParking: RV Access/Parking
Pool
Pool: In Ground, ConcretePool
Frontage
WaterfrontOn Waterfront

Days on Market

Days on Market: 126

Property Information

Year Built
Year Built: 2021
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Building: Tall - 10Ft & OverConstruction Materials: Frame, Other
Property Information
Parcel Number: 00141132002900

Price & Status

Price
List Price: $5,700,000Price Per Sqft: $1,961

Active Status

MLS Status: Active

Location

Direction & Address
City: Key HavenCommunity: Key Haven 2nd Add (5.0)

Agent Information

Listing Agent
Listing ID: 619762

Building

Building Area
Building Area: 2906 Square Feet

Community

Community Features: Other

HOA

HOA Fee Includes: NoneNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 0.56 acres

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 619762

Additional Information

Other

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
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  • 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
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  • 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
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  • 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
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  • Sgarvin3281
    " Bikes are all you need small island. Safe and secure. No commute I do t work here it is a vacation community."
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Trulia User
    "Feels very safe, super clean, super walkable in old town, and Catholic school looks very vibrant. "
    0
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  • 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
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  • 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
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  • 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
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  • Nicholas B.
    "Great place to live; expensive though. Base housing so you give up all your BAH but worth it in this area. "
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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

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

Home Value

Trulia Estimate
$5.26M
Since last month
Increased$32K (+0.6%)
Since last year
Increased$2M (+50.3%)
Since last sale
Increased$3M (+95%)
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 +142% in the last 10 years
MonthEstimated value
2026
September 2026$5.26M
August 2026$5.23M
July 2026$5.23M
June 2026$5.26M
May 2026$5.32M
April 2026$3.61M
March 2026$3.65M
February 2026$3.58M
January 2026$3.53M
2025
2024
2023
2022
2021
2020

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
30 Key Haven Rd, Key Haven, FL
0.04
Single-Family Home
$1,750,000
12/19/25
3
3
2,715
13 Arbutus Dr, Key West, FL
0.13
Single-Family Home
$2,150,000
07/06/26
4
3
1,957
33 Cypress Ave, Key West, FL
0.49
Single-Family Home
$3,250,000
02/12/26
4
4.5
4,102
10 Cypress Ter, Key West, FL
0.64
Single-Family Home
$3,000,000
01/14/26
3
3
3,024
117 Key Haven Rd, Key West, FL
0.34
Single-Family Home
$1,850,000
03/10/26
3
2
2,090
19 Azalea Dr, Key West, FL
0.20
Single-Family Home
$1,800,000
04/17/26
3
2
1,936
16 Bamboo Ter, Key West, FL
0.16
Single-Family Home
$1,475,000
07/15/26
3
2
1,626
5635 Macdonald Ave, Stock Island, FL
0.39
Single-Family Home
$1,700,000
03/09/26
2
3
2,730

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
26 Key Haven Rd, Key Haven, FL 33040
0.04
$2,296,400
3
3
1,520
Off Market
30 Key Haven Rd, Key Haven, FL 33040
0.04
$1,750,000
3
3
2,715
Recently Sold
34 Key Haven Rd, Key Haven, FL 33040
0.05
$1,395,000
4
2
1,743
For Sale
5 Amaryllis Dr, Key West, FL 33040
0.08
$1,667,000
3
3
1,802
Off Market
13 Arbutus Dr, Key West, FL 33040
0.13
$2,150,000
4
3
1,957
Recently Sold
28 Amaryllis Dr #28, Key West, FL 33040
0.13
$3,244,200
4
4
3,064
Off Market
2 Arbutus Dr, Key West, FL 33040
0.18
$1,882,400
3
2.5
2,107
Off Market
16 Bamboo Ter, Key West, FL 33040
0.16
$1,475,000
3
2
1,626
Recently Sold
26 Bamboo Ter, Key West, FL 33040
0.17
$1,950,100
3
3
1,610
Off Market
12 Bamboo Ter, Key West, FL 33040
0.17
$1,600,000
3
3
2,066
For Sale
19 Azalea Dr, Key West, FL 33040
0.20
$1,800,000
3
2
1,936
Recently Sold

Price and Tax history

DateEventPrice
May 5, 2026
Source: FLKMLS #619762
Listed For Sale
$5,700,000
Oct 4, 2021
Source: Key West AOR
ListingRemoved
Sep 29, 2021
Source: FLKMLS #593585
Sold
$2,700,000
Jan 25, 2021
Source: FLKMLS #593585
Contingent
$2,300,000
Dec 2, 2020
Source: Agent Provided
Listed For Sale
$2,300,000

LGBTQ Local Legal Protections

Lucinda Bensen, Berkshire Hathaway HomeServices Knight & Gardner Realty
Agent Phone: (828) 310-5266
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.

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Frequently asked questions about 29 Key Haven Rd

  • What is the estimated monthly payment for 29 Key Haven Rd?
    Based on a $5,700,000 list price with 20% down at today's rates, the estimated monthly payment for 29 Key Haven Rd in Key West, FL is approximately $33,969 (about $29,999 principal & interest, $3,895 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 29 Key Haven Rd compare to homes in Key West?
    29 Key Haven Rd in Key West, FL is listed at $5,700,000, about 346% above the $1.28M median sale price in Key West.
  • What do residents say about Key West?
    Residents describe Key West, FL as dog-friendly, walkable to restaurants, and pedestrian-friendly. See homes for sale in Key West, FL.
  • What are the closest schools to 29 Key Haven Rd?
    The closest schools to 29 Key Haven Rd in Key West, FL are Adult/Vocational/Community Education (Elementary/Middle/High), Gerald Adams Elementary School (Pre-K, rated 4/10), Key West High School (rated 4/10).
  • Does 29 Key Haven Rd have air conditioning?
    Yes, 29 Key Haven Rd in Key West, FL has air conditioning.
  • Does 29 Key Haven Rd have a pool?
    Yes, 29 Key Haven Rd in Key West, FL has a pool.
29 Key Haven Rd, Key West, FL 33040 is a 5 bedroom, 5 bathroom, 2,906 sqft single-family home built in 2021. This property is currently available for sale and was listed by FLKMLS on May 5, 2026. The MLS # for this home is MLS# 619762.