33 Bay Dr, Key West, FL 33040
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OFF MARKET

33 Bay Dr
Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 2,181 sqft

$1,338,900

Trulia Estimate
as of Jul 8, 2026
Est. Refi. Payment $7,697/mo*
Refinance Your Home

$1,338,900

Trulia Estimate
as of Jul 8, 2026
Est. Refi. Payment $7,697/mo*
Refinance Your Home
3 Beds
3 Baths
2,181 sqft

Local Information

  • Map ViewExplore the area around 33 Bay Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Tropical Paradise Canalfront Home- just 15 miles from Key West.Welcome to your slice of paradise in the breathtaking Florida Keys! This stunning 3-bedroom, 3-bathroom home boasts an open floor plan that seamlessly blends indoor and outdoor living. With its natural wood ceilings and unparalleled waterfront views, you'll experience the epitome of tropical living.As you step into the spacious living room, your gaze will be drawn to the captivating water views right outside your doors. The kitchen is a chef's delight, with granite countertops and stainless steel appliances. This kitchen is the perfect blend of style and functionality.The primary bedroom is a sanctuary of relaxation, featuring an ensuite bathroom complete with a luxurious tub and a separate shower. Step through the doors and you'll find yourself in the serene canalfront back yard - a private haven where you can unwind and enjoy the soothing sound of the water.The third bedroom and bathroom offer flexible options, with the potential to be used as a lock-out suite. Open the doors and step out onto the waterfront back yard, where you can bask in the natural beauty that surrounds you.Sitting on a double lot spanning over 10,000 square feet, the landscaping is a masterpiece in itself, creating an oasis of tranquility. The property boasts a 1-car garage/workshop for your convenience.But that's not all - your outdoor paradise features a sandy beach area, ideal for lounging under the sun. There's even room for a pool. With an 80 foot concrete seawall and a lake area, you'll have all the space you need for your boat, and maneuvering will be a breeze. Close to open water, making every boating adventure effortlessly accessible.Hurricane imact windows and doors protect your investment and keep insurance rates low. Your tropical dream home is here-a blend of luxury, comfort, and the and the mesmerizing beauty of the Florida Keys
33 Bay Dr, Key West, FL 33040 is a 3 bedroom, 3 bathroom, 2,181 sqft single-family home built in 1958. It last sold for $1,050,000 on Nov 17, 2023 (12% below the $1,199,000 asking price). It is currently off market. The Trulia Estimate is $1,338,900, with a rent estimate of $5,446/month.

Home Highlights

Parking
Attached Garage
Outdoor
Patio
View
Canal
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 33 Bay Dr

Interior Features

Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2181 Square Feet
Appliances & Utilities
Utilities: FKAA, Cable ConnectedAppliances: Washer, Stainless Steel Appliance(s), Freezer, Microwave, Oven, Range, Refrigerator, Dishwasher, DryerDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Has CoolingAir Conditioning: Central Air
Gas & Electric
Electric: Elect Separate Meter
Windows, Doors, Floors & Walls
Window: Drapes/Blinds Incl, Impact Rstnce WindowDoor: Impact Rstnce DoorsFlooring: Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Tile
View
Has a ViewView: Canal
Security
Security: Smoke Detector(s)
Room & Shared Space
Shared space is furnished

Exterior Features

Exterior Home Features
Roof: Metal OtherPatio / Porch: PatioNo Private Pool
Parking & Garage
No CarportHas a GarageHas an Attached GarageNo Open ParkingParking Spaces: 3Parking: Garage,Guest,Attached
Frontage
WaterfrontWaterfront: Canal Front, Waterfront, Seawall: Concrete, Dock Length: 80On Waterfront
Water & Sewer
Sewer: Municipal Sewer, Public Sewer

Property Information

Year Built
Year Built: 1958
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: CBSNot a New Construction
Property Information
Condition: Updated/Remodeled

Price & Status

Price
List Price: $1,199,000

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Saddle BunchCommunity: Bay Point Amd & 1st (15.0)

HOA

HOA Fee Includes: NoneAssociation for this Listing: Marathon/Lower KeysNo HOA

Lot Information

Lot Area: 10400 sqft

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Cash, FHA, VA Loan, Conventional

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: 606388Water ViewWater View: Canal
Last check for updates: about 3 hours ago
Listed by Dawn M Mccomish
Lokation Real Estate
Bought with: Coby A Taylor, Expert Realty LLC (HQ)
Originating MLS: Marathon/Lower Keys
Source: FLKMLS, MLS#606388

Price History for 33 Bay Dr

DatePriceEventSource
11/17/2023$1,050,000Sold
FLKMLS #606388
11/04/2023$1,199,000ContingentMLKAR #606388
09/13/2023$1,199,000PendingToActiveMLKAR #606388
09/08/2023$1,199,000ContingentMLKAR #606388
08/21/2023$1,199,000Listed For SaleMLKAR #606388
03/13/2014$304,500Sold
N/A
01/14/2014$125,000PriceChange
Agent Provided
01/08/2014$175,000Listed For SaleAgent Provided
12/12/2012$415,000ListingRemovedAgent Provided
09/07/2012$415,000PendingAgent Provided
01/05/2012$415,000Listed For SaleAgent Provided
10/22/2011$450,000ListingRemovedAgent Provided
03/02/2011$450,000PriceChange
Agent Provided
08/19/2010$470,000PriceChange
Agent Provided
04/10/2010$449,000PriceChange
Agent Provided
07/10/2008$499,000PriceChange
Agent Provided
02/14/2008$699,000Listed For SaleAgent Provided
09/09/2007$950,000ListingRemovedN/A
04/02/2007$950,000Listed For SaleN/A
02/08/2005$661,000Sold
N/A

Market trends in Key West

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.2M
$61.67KMoM
Sale-to-List Price
94.9%
0.4%MoM
Price per sq ft
$940
$14MoM
Available listings
304
28MoM
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Property Tax and Assessment

Year2025
Tax$8,189
Assessment$1,122,858
Home facts updated by county records

Comparable Sales for 33 Bay Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
16 Boulder Dr, Key West, FL
0.06
Single-Family Home
$1,125,000
10/01/25
3
2
1,470
15 Bay Dr, Key West, FL
0.11
Single-Family Home
$1,550,000
11/05/25
3
2
2,028
76 Palm Dr, Key West, FL
0.16
Single-Family Home
$951,000
09/10/25
3
3
1,598
57 Palm Dr, Key West, FL
0.06
Single-Family Home
$810,000
02/19/26
3
3
1,380
78 Bay Dr, Key West, FL
0.31
Single-Family Home
$1,725,000
05/01/26
4
4
2,454
77 Bay Dr, Key West, FL
0.30
Single-Family Home
$2,715,000
05/14/26
4
3
1,820
46 Blue Water Dr, Key West, FL
0.62
Single-Family Home
$1,302,500
08/13/25
3
2
1,728
14 Coral Dr, Key West, FL
0.18
Single-Family Home
$650,000
03/20/26
2
2
1,150
16823 E Point Dr, Summerland Key, FL
1.95
Single-Family Home
$1,375,000
05/20/26
3
2.5
1,740
43 Venetian Way, Sugarloaf Key, FL
2.11
Single-Family Home
$1,100,000
06/12/26
3
2
1,250

Nearby homes

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Assigned Schools

These are the assigned schools for 33 Bay Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Key West

At least 266 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

  • 65 % 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
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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
    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
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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
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Apartments for Rent

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Homes for sale near 33 Bay Dr

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Off Market Homes Near 33 Bay Dr

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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 Board of Realtors.