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  • 22727 Jolly Roger Drive, Cudjoe Key, FL 33042 (MLS# 611138)

22727 Jolly Roger Drive, Cudjoe Key, FL 33042

$800,000
Property Type: Residential Bedrooms: 3 Baths: 2 Square Footage: 1,008 Lot Size (sq. ft.): 8,545 Status: Closed
Current Price: $800,000 List Date: 8/19/2024 Last Modified: 3/19/2026

Description

Idyllic Canal-Front Cudjoe Key retreat on a generous fenced-in lot in a prime location! This bright and spacious Cutthroat Harbor Estates home boasts an open concept main living space and three generous bedrooms! Coming soon, the seller is replacing the existing roof with a new metal roof. Upon entry, this turnkey home is tailor-made for entertaining. The living room flows seamlessly with a well-appointed dining room and kitchen, complete with stainless steel appliances, abundant white cabinetry and prep space, and peninsula with counter seating. For year-round indoor-outdoor entertaining, a sprawling screened-in veranda, located just off of the dining room, offers an ideal backdrop for grilling while enjoying serene Canal Views. Two well-equipped guest bedrooms offer plenty of space for a growing family or visitors, while the primary suite comes relaxation-ready with large closet and convenient en suite bathroom. Downstairs, a large covered carport allows for shaded parking and waterside entertaining. Sixty feet of concrete dockage allow for easy and frequent boating, enjoy world class diving and fishing within minutes from this ideal location! Rinse off after a long day on the water in the convenient outdoor shower, or unwind in the relaxing hot tub, your coveted Florida Keys lifestyle awaits! Plenty of open and covered parking on this oversized, fenced-in corner lot with room to spare for trailer or RV parking. Nestled within a quiet, established neighborhood but just minutes to delectable dining and shops in town!

More Information MLS# 611138

Contract Information

Listing Board: Key West Association As is Rght to Inspct: Yes Species List: Yes Current Price: $800,000 Listing Date: 2024-08-19 Sold Price: $800,000

Location, Tax & Legal

City: Cudjoe Off Shore Island: No Mile Marker: 23 Marathon Neighborhood: N/A Side: Ocean Flood Zone: VE Alternate Key #: 1231771 Parcel #: 00179760-000000 Zoning: IS - Improved Subivision District Deed Restrictions: Unknown Legal: BK 17 LT 1 CUTTHROAT HARBOR ESTATES CUDJOE KEY PB4-165 Taxes: 5214.4 Tax Year: 2023 Pub Sewer HkUp: Yes Street #: 22727 Street Name: Jolly Roger Street Suffix: Drive Key/Island: Cudjoe Key State/Province: FL Zip Code: 33042 County: Monroe Subdivision: Cutthroat Harbor Est (23.0) Area: 07 - Cudjoe Key

General Property Description

Realtor.COM Type: Residential - Single Family Waterfront: Yes Control Depth: 3 Lot SqFt: 8545 Pool: No Lot Sqft Source: Property Data Card Total Units: 0 Acres: 0.2 SqFt Source: Property Data Card Rentals Allowed: With Restrictions Min Rental Days: 28 Style: Single Family Year Built: 2001 Living Apx SqFt: 1008 Total Bedrooms: 3 Full Baths: 2 Total Baths: 2

Remarks & Misc

Remarks – Consumer: Idyllic Canal-Front Cudjoe Key retreat on a generous fenced-in lot in a prime location! This bright and spacious Cutthroat Harbor Estates home boasts an open concept main living space and three generous bedrooms! Coming soon, the seller is replacing the existing roof with a new metal roof. Upon entry, this turnkey home is tailor-made for entertaining. The living room flows seamlessly with a well-appointed dining room and kitchen, complete with stainless steel appliances, abundant white cabinetry and prep space, and peninsula with counter seating. For year-round indoor-outdoor entertaining, a sprawling screened-in veranda, located just off of the dining room, offers an ideal backdrop for grilling while enjoying serene Canal Views. Two well-equipped guest bedrooms offer plenty of space for a growing family or visitors, while the primary suite comes relaxation-ready with large closet and convenient en suite bathroom. Downstairs, a large covered carport allows for shaded parking and waterside entertaining. Sixty feet of concrete dockage allow for easy and frequent boating, enjoy world class diving and fishing within minutes from this ideal location! Rinse off after a long day on the water in the convenient outdoor shower, or unwind in the relaxing hot tub, your coveted Florida Keys lifestyle awaits! Plenty of open and covered parking on this oversized, fenced-in corner lot with room to spare for trailer or RV parking. Nestled within a quiet, established neighborhood but just minutes to delectable dining and shops in town! Directions: From Overseas Hwy turn Oceanside onto Cutthroat Dr. Then Turn Right onto Jolly Roger Dr. Turn Right onto Cutlass Ln. The destination is on the Left.

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee $: 0

Fee Includes

None: 1

Dockage

Dock Length: 60 Dock: Concrete Boat Lift: 1

Tax Exemptions

None: 1

Appliances

Dishwasher: 1 Dryer: 1 Oven: 1 Range: 1 Refrigerator: 1 Stainless Steel Appliance(s): 1 Washer: 1

Pets

Pets Allowed: 1

Cooling

Ceiling Fans(s): 1 Central Air: 1

Waterfront

Canal Front: 1

Waterview

Canal View: 1

Floor

Tile: 1 Vinyl: 1

Neighborhood Feature

Bike Paths: 1 Other Area Features: 1

Interior Features

Bar: 1 Built-in Cabinets: 1 Storage: 1 Walk-in Closet(s): 1

Building Style

Above Flood: Yes

Windows/Doors

Other Windows/Doors: 1

Vehicle Storage

Carport: 1 Covered Parking: 1 Open Parking: 1 RV Parking Open: 1 Off Street Parking: 1 Trailer Storage: 1

Construction

Modular: 1

Land Size

Less Than 1/4 Acre: 1

Furnished

Negotiable: 1

Terms

Cash: 1 Conventional: 1 FHA: 1 VA: 1

Utilities

Buyer to Verify: 1 FKAA: 1 Municipal Sewer: 1

Porch/Balcony

Screened P/B: 1

Title

Negotiable: 1

Exterior Features

Fencing: 1 Hot Tub: 1 Lighting: 1 Outdoor Shower: 1 Shed: 1 Storage: 1

Roof

Shingle Roof: 1

Status Change Info

Sold Date: 2025-01-31 Sold Price: $800,000 Status: Closed

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Canal Front Waterview: Canal View Dockage: Boat Lift Vehicle Storage: Carport; Covered Parking; Off Street Parking; Open Parking; RV Parking Open; Trailer Storage Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air Utilities: Buyer to Verify; FKAA; Municipal Sewer Interior Features: Bar; Built-in Cabinets; Storage; Walk-in Closet(s) Appliances: Dishwasher; Dryer; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Fencing; Hot Tub; Lighting; Outdoor Shower; Shed; Storage Construction: Modular Floor: Tile; Vinyl Roof: Shingle Roof Pets: Pets Allowed Neighborhood Feature: Bike Paths; Other Area Features Land Size: Less Than 1/4 Acre Terms: Cash; Conventional; FHA; VA Title: Negotiable
Listing Office: Coldwell Banker Schmitt Lower Keys (KW)
Last Updated: March - 19 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.

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