A luxury waterfront estate with panoramic ocean views, this walled and gated masterpiece surrounded by gorgeous landscaping provides utmost privacy and the perfect Keys lifestyle and comes completely furnished. The unique 6-bedroom, 4-bathroom layout offers ample space for family and guests with breathtaking ocean vistas from almost every room. A secluded backyard oasis features a private beach, a sparkling heated pool and spa and a charming tiki hut for entertaining and ideally situated for breathtaking sunsets with 140' of waterfront for Keys living at its best. Across the breezeway, the master suite aka ''The Sanctuary'' provides total privacy from the main house. Wake up to ocean views provided by floor to ceiling windows from your king size bed or while soaking in the stand-alone porcelain tub in the beautiful master bathroom. A coffee & liquor bar, ice machine, & beverage cooler makes this master suite an escape for total relaxation. Enjoy effortless boating to the ocean or the gulf side for all your fishing and diving adventures. A fish cleaning table is conveniently located right on the dock. All updates and furnishings were done by D'Asign Source. This house is a must see so schedule your private tour today.
Sold for $3,300,000
$3,300,000
22572 Jolly Roger Dr, Cudjoe Key, FL 33042
6beds
3,225sqft
Single Family Residence
Built in 1963
0.33 Acres Lot
$3,299,900 Zestimate®
$1,023/sqft
$7,963 Estimated rent
Home value
$3,299,900
$2.87M - $3.79M
$7,963/mo
Zestimate® history
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List your homeWhat's special
Waterfront estateFloor to ceiling windowsPrivate beachUtmost privacyCharming tiki hutSecluded backyard oasisMaster suite
Zillow last checked:
Listing updated:
Listed by:
Jan M. Fritz 786-368-7413,
Coldwell Banker Schmitt RE Co.
Bought with:
Susan Hawkinson, 3597394
Bascom Grooms Real Estate (KW)
Source: FLKMLS,MLS#: 609116
Originating MLS: Marathon/Lower Keys
Originating MLS: Marathon/Lower KeysFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 4
- Full bathrooms: 4
Heating
- Central
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: More Appliances, Stainless Steel Appliance(s), Wine Cooler, Ice Machine, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer, Washer
Features
- Built-in Cabinets, Bar, Walk-In Closet(s), Granite Counters, Split Bedroom
- Flooring: Tile
- Doors: Glass Doors, Impact Rstnce Doors, Sliding Glass Doors
- Windows: Drapes/Blinds Incl, Window Treatments, Impact Rstnce Window, Panel
- Furnished: Yes
Interior area
- Total interior livable area: 3,225 sqft
Property
Parking
- Total spaces: 3
- Parking features: Garage, Guest, Garage Door Opener, Detached
- Has garage: Yes
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Open Porch/Balcony, Patio
- Exterior features: Sprinkler System, Sandy Beach, Lighting, Rain Gutters
- Has private pool: Yes
- Pool features: Heated, In Ground, Decked, Concrete, Salt Water
- Fencing: Privacy
- Has view: Yes
- View description: Ocean, Water
- Has water view: Yes
- Water view: Ocean,Water
- Waterfront features: Oceanfront, Open Water, Waterfront, Sandy Beach, Seawall: Cut/Natural, Dock: Other, Dockage: Boat Lift, Basin, Boat Ramp
Lot
- Size: 0.33 Acres
- Features: 1/4 - 1/2 Acre
- Residential vegetation: Fruit Tree(s)
Details
- Additional structures: Chickee Hut
- Parcel number: 00180450000000
- Zoning: IS
- Zoning description: Improved Subivision District
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- CBS
- Roof: Metal
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1963
Utilities & green energy
- Sewer: Municipal Sewer, Public Sewer
- Water: Water Separate Meter
- Utilities for property: FKAA, Cable Connected
Green energy
- Water conservation: Dual Flush
Community & HOA
Community
- Features: Bike Paths
- Security: Smoke Detector(s), Security System, Electric Gate
- Subdivision: Cutthroat Harbor Est (23.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Cudjoe Key
Financial & listing details
- Price per square foot: $1,023/sqft
- Tax assessed value: $2,509,143
- Annual tax amount: $17,027
- Date on market: 3/9/2024
- Listing terms: Cash,Conventional
Price history
| Date | Event | Price |
|---|---|---|
| 2/18/2025 | Sold | $3,300,000-5.4%$1,023/sqft |
Source:  FLKMLS #609116 Report a problem | ||
| 1/24/2025 | Pending sale | $3,490,000$1,082/sqft |
Source: FLKMLS #609116 Report a problem | ||
| 1/14/2025 | Contingent | $3,490,000$1,082/sqft |
Source:  Key West AOR #609116 Report a problem | ||
| 12/8/2024 | Price change | $3,490,000-6.9%$1,082/sqft |
Source: Key West AOR #609116 Report a problem | ||
| 9/8/2024 | Price change | $3,749,000-6.3%$1,162/sqft |
Source: Key West AOR #609116 Report a problem | ||
| 6/29/2024 | Price change | $3,999,000-7%$1,240/sqft |
Source: Key West AOR #609116 Report a problem | ||
| 5/1/2024 | Price change | $4,299,000-4.4%$1,333/sqft |
Source: Key West AOR #609116 Report a problem | ||
| 3/9/2024 | Listed for sale | $4,499,000+259.9%$1,395/sqft |
Source: Key West AOR #609116 Report a problem | ||
| 7/8/2013 | Sold | $1,250,000-16.6%$388/sqft |
Source: Public Record Report a problem | ||
| 3/20/2013 | Listed for sale | $1,499,000-6.3%$465/sqft |
Source: Internet Realty of the Florida Keys #559893 Report a problem | ||
| 1/16/2013 | Listing removed | $1,599,000$496/sqft |
Source: Military For Sale by Owner #41801 Report a problem | ||
| 1/1/2013 | Listed for sale | $1,599,000-5.9%$496/sqft |
Source: Internet Realty of the Florida Keys #559893 Report a problem | ||
| 8/30/2012 | Listing removed | $1,699,000$527/sqft |
Source: Internet Realty of the Florida Keys #553530 Report a problem | ||
| 2/5/2012 | Price change | $1,699,000-5.6%$527/sqft |
Source: NCI #553530 Report a problem | ||
| 12/23/2011 | Listed for sale | $1,799,000$558/sqft |
Source: NCI #553530 Report a problem | ||
| 10/30/2011 | Listing removed | $1,799,000$558/sqft |
Source: Internet Realty/Florida Keys Inc. #553530 Report a problem | ||
| 9/1/2011 | Listed for sale | $1,799,000$558/sqft |
Source: Internet Realty/Florida Keys Inc. #553530 Report a problem | ||
| 6/6/2011 | Listing removed | $1,799,000$558/sqft |
Source: NCI #553530 Report a problem | ||
| 2/24/2011 | Listed for sale | $1,799,000$558/sqft |
Source: NCI #553530 Report a problem | ||
| 1/17/2011 | Listing removed | $1,799,000$558/sqft |
Source: Just Snooping.com, Inc. #553530 Report a problem | ||
| 11/20/2010 | Listed for sale | $1,799,000-8.9%$558/sqft |
Source: Just Snooping.com, Inc. #553530 Report a problem | ||
| 5/4/2008 | Listing removed | $1,975,000$612/sqft |
Source: NCI #534880 Report a problem | ||
| 1/31/2008 | Listed for sale | $1,975,000+16.2%$612/sqft |
Source: NCI #534880 Report a problem | ||
| 9/11/2006 | Sold | $1,700,000+78.9%$527/sqft |
Source:  MLKAR #534880 Report a problem | ||
| 3/10/2004 | Sold | $950,000+106.5%$295/sqft |
Source: MLKAR #520962 Report a problem | ||
| 10/15/2001 | Sold | $460,000$143/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $19,622 +10.5% | $2,045,754 +10% |
| 2024 | $17,750 +4.2% | $1,859,776 +10.2% |
| 2023 | $17,027 +15.8% | $1,687,301 +10% |
| 2022 | $14,705 +12% | $1,533,910 +10% |
| 2021 | $13,131 +4.2% | $1,394,464 +8.9% |
| 2020 | $12,607 | $1,280,070 -7.9% |
| 2019 | $12,607 +5.6% | $1,390,268 +8.6% |
| 2018 | $11,937 +6.3% | $1,279,921 +33.1% |
| 2017 | $11,232 +18.4% | $961,736 +9% |
| 2016 | $9,487 +5.5% | $882,488 +4.3% |
| 2015 | $8,993 | $846,001 |
Find assessor info on the county website
Neighborhood: 33042
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Nearby schools
GreatSchools rating
- 6/10Sugarloaf SchoolGrades: PK-8Distance: 3 mi
- 4/10Key West High SchoolGrades: 9-12Distance: 19.9 mi
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Estimated market value
$3,299,900
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Estimated market value
$3,299,900
- Florida
- Monroe County
- Summerland Key
- 33042
- 22572 Jolly Roger Dr
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