Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$1,390,000 -$105,000 (-7.02%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 1,279 Sq. Ft.
  • Updated 2 hours ago
See This Home
Save This Home
See This Home
Save This Home
Located on a tranquil canal-front setting in the desirable Plantation Key Colony, this impeccably updated, turnkey ground-level residence offers two bedrooms, two baths, 50 ft of coveted dockage, and boat slip with immediate bay access. Meticulously maintained and ready for carefree island living. The home's concrete, ground-level construction enhances both durability and ease of maintenance, while a fresh, clean aesthetic unfolds inside and out. Recent upgrades and improvements include brand new metal roof, impact windows and doors, new interior and exterior paint, new interior doors, energy efficient appliances, new sewer line, and re-thatched tiki hut. Updates to the attached pull through garage includes new door rollers, lock hardware, and upgraded flooring and wall finishes, all designed to keep the property in turnkey condition. This home is for those who embrace water-based recreation with easy bay and ocean access via Tavernier Creek, a boat slip with ramp through the garage, and new fish cleaning station with electric and water hookup. The voluntary homeowners association offers a bayfront HOA park with a new boat ramp, beach, and picnic area. With its ideal location and exceptional features, this canal home presents a unique opportunity to embrace the vibrant lifestyle of the Upper Keys.

Full Property Details for 251 Azalea St

General

  • Price: $1,390,000
  • HOA FEE: $21/month
  • HOA FEE FREQ.: Yearly
  • Taxes: $8,496 (2024)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 616971
  • Updated: 5/13/2026
  • Added to Site: 204 day(s) ago

Interior

  • Interior Features: Cathedral Ceilings, Smoke Alarms, Storage
  • Appliances: Dishwasher, Dryer, Microwave, Oven, Refrigerator, Washer
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 2

Additional Information

  • Shared Amenities: Community Boat Ramp
  • Security/Safety: No Security

Exterior

  • Exterior Features: Chickee Hut, Shed, Storage, Boat Slip
  • Deck/Patio: Open Porch/Balcony
  • Porch/Patio/Deck: Open Porch/Balcony

Parking

  • Garage: Yes

Location

  • Area: 25 - Plantation Key
  • County: Monroe
  • Subdivision: Plant Key Colony (90.0)
  • Driving Directions: Enter Plantation Key Colony, mm90, bayside, 2nd left, located on right.

Community

  • Assoc. Fees Include: Common Area Mnt
  • Pets Allowed: Yes

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Wall/Window Unit(s), Ceiling Fans(s)
  • Heating Type: Other

Structural Information

  • Architectural Style: Above Flood
  • Construction Status: Updated/Remodeled
  • Construction: CBS
  • Roof: Metal
  • Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
  • Square Feet: 1,279
  • Sq. Ft. Source: Property Data Card
  • Year Built: 1960
  • Property Condition: Updated/Remodeled

Lot Features

  • Property View: Canal
  • Lot Size (Acres): 0.14
  • Lot Size (Sq. Ft.): 6,000
  • Lot Size Source: Property Data Card
  • Zoning: R1 - Residential Single Family

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Canal Front

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $250
  • Assoc Fee Freq.: Yearly
  • Tax Amount: $8,496.92
  • Tax Year: 2024

Disclosures and Reports

  • Legal Description: BK 7 LT 31 PLANTATION KEY COLONY PLANTATION KEY PB3-182 OR173-450 OR897-2013 OR1693-524/25 OR2365-674/75
  • Flood Zone: AE
  • APN: 00427630-000000

Listed by Ocean Sotheby's International Realty, Sebastian Del Negro (305) 842-0559

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 251 Azalea St —

  • Sebastian Del Negro

    Ocean Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 251 Azalea St

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Plantation Key School
100 Lake Road, Tavernier, FL 33070
PK-80.3 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-1283.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 251 Azalea St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/07/2026
Price Reduced
$1,390,000
-7.02%
MLS
10/21/2025
Listed
$1,495,000
433.93%
MLS
5/03/2001
Sold
$280,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 251 Azalea St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,497
—
$1,168,377
-4%
2024
$8,497
10%
$1,211,762
17%
2023
$7,725
30%
$1,031,789
82%
2021
$5,920
-14%
$567,193
-34%
2022
$6,923
17%
$862,302
68%
2021
$5,920
14%
$512,134
8%
2019
$5,172
3%
$475,015
2%
2018
$5,013
3%
$463,481
—
2017
$4,847
2%
$465,750
5%
2016
$4,764
11%
$443,099
18%
2015
$4,287
7%
$374,783
10%
2014
$3,996
5%
$340,712
10%
2013
$3,810
—
$309,739
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 251 Azalea St

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Ocean Sotheby's International Realty, Sebastian Del Negro (305) 842-0559

Similar Properties near 251 Azalea St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1126 Grand St, Key Largo, FL 33037 - Photo 1
$1,399,000

1126 Grand St  Key Largo, FL 33037

  • Single Family
  • Active
  • Updated 8 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 1,000
    Sq. Ft.
104 Anglers Way, Upper Sugarloaf Key, FL 33036 - Photo 1
$1,300,000

104 Anglers Way  Upper Sugarloaf Key, FL 33036

  • Single Family
  • Active
  • Updated 2 hours ago
  • 2
    Beds
  • 3
    Total Baths
  • 1,376
    Sq. Ft.
Listed by Casa Miami Real Estate, Rayden Vega
157 Caloosa St, Upper Sugarloaf Key, FL 33070 - Photo 1
$1,299,900

157 Caloosa St  Upper Sugarloaf Key, FL 33070

  • Single Family
  • Active
  • Updated 2 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,769
    Sq. Ft.
Listed by American Caribbean Real Estate, Christie's International Real Estate, Mykael A. Marinelli
32 Park Rd, Upper Sugarloaf Key, FL 33036 - Photo 1
$1,300,000

32 Park Rd  Upper Sugarloaf Key, FL 33036

  • Single Family
  • Active
  • Updated 2 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,224
    Sq. Ft.
Listed by Ocean Sotheby's International Realty, Sabrina Wampler & Sarah Ewald

Just Listed near 251 Azalea St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

17387 Dolphin St E, Sugarloaf Key, FL 33042 - Photo 1 Just Listed
$3,750,000

17387 Dolphin St E  Sugarloaf Key, FL 33042

  • Single Family
  • Active
  • Updated 49 minutes ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,409
    Sq. Ft.
3301 Duck Ave, Key West, FL 33040 - Photo 1 Just Listed
$725,000

3301 Duck Ave  #D  Key West, FL 33040

  • Townhouse
  • Active
  • Updated 2 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,200
    Sq. Ft.
Listed by Century 21 Circle- Islamorada, Dominic Ip

Price Reduced near 251 Azalea St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

0 Bk 15 Lt 5, Cudjoe Key, FL 33042 - Photo 1 Price Reduced
-$500 (-1%)
$49,500

0 Bk 15 Lt 5  Cudjoe Key, FL 33042

  • Lots/Land
  • Active
  • Updated 2 hours ago
  • 0.16
    Acres
Listed by American Caribbean Real Estate, Christie's International Real Estate, Terry Canto,Top Producer
0 Bk 14 Lt 1 Vacant Land, Cudjoe Key, FL 33042 - Photo 1 Price Reduced
-$9,000 (-15.25%)
$50,000

0 Bk 14 Lt 1 Vacant Land  Cudjoe Key, FL 33042

  • Vacant Land
  • Active
  • Updated 2 days ago
  • 0.16
    Acres
Bk 15 Lt 13, Cudjoe Key, FL 33042 - Photo 1 Price Reduced
-$500 (-1%)
$49,500

Bk 15 Lt 13  Cudjoe Key, FL 33042

  • Lots/Land
  • Active
  • Updated 2 hours ago
  • 0.16
    Acres
Listed by American Caribbean Real Estate, Christie's International Real Estate, Terry Canto,Top Producer
Bk 15 Lt 6, Cudjoe Key, FL 33042 - Photo 1 Price Reduced
-$500 (-1%)
$49,500

Bk 15 Lt 6  Cudjoe Key, FL 33042

  • Lots/Land
  • Active
  • Updated 2 hours ago
  • 0.16
    Acres
Listed by American Caribbean Real Estate, Christie's International Real Estate, Terry Canto,Top Producer

251 Azalea Street, Upper Sugarloaf Key, FL 33070 (MLS# 616971) is a Single Family property with 2 bedrooms and 2 full bathrooms. 251 Azalea Street is currently listed for $1,390,000 and was received on October 21, 2025. Want to learn more about 251 Azalea Street? Do you have questions about finding other Single Family real estate for sale in Upper Sugarloaf Key? You can browse all Upper Sugarloaf Key real estate or contact a Coldwell Banker agent to request more information.

Tour this property