Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$2,100,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,080 Sq. Ft.
  • Updated 13 hours ago
See This Home
Save This Home
See This Home
Save This Home
NEW PRICE!! Key West WATERFRONT Home with a POOL! This expansive two-story residence has everything you need, featuring a first-floor primary suite, ample off-street parking, and a canal for boating enthusiasts, along with a fantastic pool area complete with a tiki hut for shaded relaxation. With 4 bedrooms and 3 bathrooms, this home spans 2,080 sq. ft. and is just minutes away from Old Town Key West. Nestled on a cul-de-sac, Jamaica Drive is the perfect island oasis--simply drop your paddleboard in from your backyard! The kitchen is chef-ready, offering plenty of cabinet space and a large island. The open floor plan is designed for entertaining, seamlessly flowing to the backyard area with tiki hut, canal views, and a beautiful swimming pool. The first floor includes a primary suite with a luxurious bath, walk-in closet, and pool access. There are three spacious bedrooms located on the second floor. Additional features include central AC, ductless units, a workshop, soundproof windows, impact-rated doors, and hurricane panels. Saltwater pool with chiller and heater. Perfect canal home with seawall without leaving KW!

Full Property Details for 1620 Jamaica Dr

General

  • Price: $2,100,000
  • Taxes: $10,598 (2025)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 619096
  • Updated: 5/13/2026
  • Added to Site: 59 day(s) ago

Interior

  • Interior Features: Workshop, Walk-in Closet(s), Built-in Cabinets, Granite Counter Top, Split Bedroom, Storage
  • Appliances: Stainless Steel Appliance(s), Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Washer
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Additional Information

  • Pool: Yes
  • Pool Description: Heated, Salt Water, In Ground

Exterior

  • Exterior Features: Rain Gutters, Chickee Hut, Hot Tub, Shed, Storage
  • Deck/Patio: Open Porch/Balcony, Patio
  • Porch/Patio/Deck: Open Porch/Balcony, Patio

Parking

  • Parking Features: Open

Location

  • Area: 04 - Key West
  • County: Monroe
  • Subdivision: Riviera Shr Amd Plat (3.0)
  • Driving Directions: Flagler Ave to Venetian Drive, LEFT on Airport Dr, and LEFT on Jamaica

Community

  • Assoc. Fees Include: None
  • Pets Allowed: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Ductless, Central Air, Ceiling Fans(s)

Structural Information

  • Architectural Style: Above Flood
  • Construction: CBS, Combo Construction, Frame
  • Roof: Metal
  • Windows/Doors: Impact Rstnce Doors, Shutters
  • Square Feet: 2,080
  • Sq. Ft. Source: Property Data Card
  • Year Built: 1970

Lot Features

  • Property View: Canal
  • Lot Size (Acres): 0.12
  • Lot Size (Sq. Ft.): 5,600
  • Lot Dimensions: 56 x 100
  • Zoning: SF - Single Family

Water Features

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

Financial Considerations

  • Tax Amount: $10,598.59
  • Tax Year: 2025

Disclosures and Reports

  • Legal Description: Lt 51 Amended Plat Of Riviera Shores-First Addn Pb5-88 Or454-733/34 Or685-510 Or699-752 Or2239-1453 Or2301-145/46Ord Or2
  • APN: 70620000000

Listed by Bascom Grooms Real Estate (KW), Bascom L Grooms (305) 304-7444

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

— 1620 Jamaica Dr —

  • Bascom L Grooms

    Bascom Grooms Real Estate (KW)

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 1620 Jamaica Dr

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Poinciana Elementary School, Key West, FL
1407 Kennedy Drive, Key West, FL 33040
PK-50.3 mi
Horace O'bryant School
1105 Leon Street, Key West, FL 33040
6-81.3 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-120.7 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 1620 Jamaica Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/16/2026
Listed
$2,100,000
7.69%
MLS
8/05/2022
Sold
$1,950,000
—
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 1620 Jamaica Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$10,234
—
$1,261,469
3%
2024
$10,234
7%
$1,225,918
9%
2023
$9,534
129%
$1,125,738
141%
2021
$4,165
2%
$467,396
-3%
2022
$4,081
-2%
$481,417
4%
2021
$4,165
3%
$460,943
2%
2019
$4,033
—
$450,580
2%
2018
$4,028
—
$442,179
2%
2017
$4,008
5%
$433,085
1%
2016
$3,828
2%
$430,170
23%
2015
$3,738
3%
$350,167
6%
2014
$3,620
6%
$329,777
6%
2013
$3,430
—
$310,213
—
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 1620 Jamaica Dr

$
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 Bascom Grooms Real Estate (KW), Bascom L Grooms (305) 304-7444

Similar Properties near 1620 Jamaica Dr

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

1209 Packer St, Key West, FL 33040 - Photo 1
$2,175,000

1209 Packer St  Key West, FL 33040

  • Single Family
  • Active
  • Updated 21 hours ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,150
    Sq. Ft.
Listed by Ocean Sotheby's International Realty, Matthew J Sheehan
3801 Flagler Ave, Key West, FL 33040 - Photo 1
$2,150,000

3801 Flagler Ave  Key West, FL 33040

  • Single Family
  • Active
  • Updated 10 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,680
    Sq. Ft.
Listed by Select Properties of NWFL, Joseph R Bracciale, Jr.
1706 Seminary St, Key West, FL 33040 - Photo 1
$2,099,000

1706 Seminary St  Key West, FL 33040

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,938
    Sq. Ft.
Listed by Truman & Co. (KW), Ted Stewart and Truman & Co. (KW), The Spottswood Team
1422 Patricia St, Key West, FL 33040 - Photo 1
$2,199,000

1422 Patricia St  Key West, FL 33040

  • Single Family
  • Active
  • Updated 16 hours ago
  • 3
    Beds
  • 4
    Total Baths
  • 1,865
    Sq. Ft.
Listed by Engel & Volkers Key West, Derek Epperly, PA

Just Listed near 1620 Jamaica Dr

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

6800 Maloney Ave, Stock Island, FL 33040 - Photo 1 Just Listed
$534,000

6800 Maloney Ave  #13  Stock Island, FL 33040

  • Mobile Home
  • Active
  • Updated 9 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,222
    Sq. Ft.
Listed by Berkshire Hathaway HomeServices Knight & Gardner Realty, Forrest Shearin
4 Coral Dr, Lower Sugarloaf Key, FL 33040 - Photo 1 Just Listed
$450,000
Open House

4 Coral Dr  Lower Sugarloaf Key, FL 33040

  • Mobile Home
  • Active
  • Updated 9 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 873
    Sq. Ft.
Listed by RE/MAX Keys Connection (KW), Bobby W Coe IV and RE/MAX All Keys Real Estate, Kelly Randin
123 Venetian Way, Sugarloaf Key, FL 33042 - Photo 1 Just Listed
$950,000
Open House

123 Venetian Way  Sugarloaf Key, FL 33042

  • Single Family
  • Active
  • Updated 9 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,548
    Sq. Ft.
Listed by Berkshire Hathaway HomeServices Knight & Gardner Realty, Angelina Will
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 1 day ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,409
    Sq. Ft.

Price Reduced near 1620 Jamaica Dr

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

19267 Hansen Trail, Sugarloaf Key, FL 33042 - Photo 1 Price Reduced
-$100,000 (-9.1%)
$999,000

19267 Hansen Trail  Sugarloaf Key, FL 33042

  • Single Family
  • Active
  • Updated 12 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,968
    Sq. Ft.
Listed by Expert Realty LLC (HQ), Justyn Ewald and Expert Realty LLC (HQ), Mason C Kelly
169 Venetian Way, Upper Sugarloaf Key, FL 33070 - Photo 1 Price Reduced
-$150,000 (-6.25%)
$2,250,000

169 Venetian Way  Upper Sugarloaf Key, FL 33070

  • Single Family
  • Active
  • Updated 2 hours ago
  • 5
    Beds
  • 3
    Total Baths
  • 2,941
    Sq. Ft.
Listed by RE/MAX All Keys Real Estate, Jane Wasmund and RE/MAX All Keys Real Estate, Wendy Ives
74520 Overseas Hwy, Upper Sugarloaf Key, FL 33036 - Photo 1 Price Reduced
-$50,000 (-4.17%)
$1,149,000

74520 Overseas Hwy  Upper Sugarloaf Key, FL 33036

  • Lots/Land
  • Active
  • Updated 1 day ago
  • 0.31
    Acres
Listed by Coldwell Banker Schmitt Islamorada, Eddy Chamizo
79901 Overseas Hwy, Upper Sugarloaf Key, FL 33036 - Photo 1 Price Reduced
-$24,001 (-4.37%)
$524,999

79901 Overseas Hwy  #204  Upper Sugarloaf Key, FL 33036

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 981
    Sq. Ft.
Listed by Venture Realty Group, Tracey E. Petrusha and Venture Realty Group, Michael Petrusha

Recent Sales near 1620 Jamaica Dr

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

3605 Eagle Ave, Key West, FL 33040 - Photo 1 Sold
$2,200,000

3605 Eagle Ave  Key West, FL 33040

  • Single Family
  • Closed
  • Updated 13 hours ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,390
    Sq. Ft.
Listed by Ocean Sotheby's International Realty, Terrance Sullivan
Sold by Truman & Co. (KW), The Spottswood Team and Rob Severin Real Estate Co, Rob Severin
1701 Atlantic Blvd, Key West, FL 33040 - Photo 1 Sold
$2,300,000

1701 Atlantic Blvd  Key West, FL 33040

  • Single Family
  • Closed
  • Updated 13 hours ago
  • 5
    Beds
  • 4
    Total Baths
  • 2,703
    Sq. Ft.
Listed by Truman & Co. (KW), Wendy L Zintsmaster and Truman & Co. (KW), Tonya Cabanas
Sold by Expert Realty LLC (HQ), Solaris Gregory
1341 Tropical St, Key West, FL 33040 - Photo 1 Sold
$2,100,000

1341 Tropical St  Key West, FL 33040

  • Single Family
  • Closed
  • Updated 1 hour ago
  • 4
    Beds
  • 4
    Total Baths
  • 1,940
    Sq. Ft.
Listed by Keys Atlantic Realty, Derek Epperly, PA
Sold by RE/MAX Keys Connection (KW), Bobby W Coe IV
1124 Seminary St, Key West, FL 33040 - Photo 1 Sold
$2,200,000

1124 Seminary St  Key West, FL 33040

  • Single Family
  • Closed
  • Updated 46 minutes ago
  • 3
    Beds
  • 4
    Total Baths
  • 1,970
    Sq. Ft.
Listed by Ocean Sotheby's International Realty, Michaele Meadows
Sold by Berkshire Hathaway HomeServices Knight & Gardner Realty, Christopher Orth

1620 Jamaica Drive, Key West, FL 33040 (MLS# 619096) is a Single Family property with 4 bedrooms and 3 full bathrooms. 1620 Jamaica Drive is currently listed for $2,100,000 and was received on March 16, 2026. Want to learn more about 1620 Jamaica Drive? Do you have questions about finding other Single Family real estate for sale in Key West? You can browse all Key West real estate or contact a Coldwell Banker agent to request more information.

Tour this property