22727 Jolly Roger Drive, Cudjoe Key, FL 33042

$800,000

Virtual Tour

https://www.zillow.com/view-3d-home/2cd0f6b2-bdfc-41dd-b979-acbe7b002ead?setAttribution=mls&wl=true&utm_source=dashboard

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

Overview

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 waters ... (Read more)

Listing Details MLS# 611138

Location, Tax & Legal

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
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

Contract Information

Listing Board: Key West Association
As is Rght to Inspct: Yes
Species List: Yes

General Property Description

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

Status Change Info

Under Contract Date: 2025-01-12
Sold Date: 2025-01-31

Association Info

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

Dockage

Dock Length: 60
Dock: Concrete
Boat Lift: Yes

More Information

Building Style

Above Flood: Yes

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.

Fee Includes

None: Yes

Tax Exemptions

None: Yes

Appliances

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

Pets

Pets Allowed: Yes

Cooling

Ceiling Fans(s): Yes
Central Air: Yes

Waterfront

Canal Front: Yes

Waterview

Canal View: Yes

Floor

Tile: Yes
Vinyl: Yes

Neighborhood Feature

Bike Paths: Yes
Other Area Features: Yes

Interior Features

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

Windows/Doors

Other Windows/Doors: Yes

Vehicle Storage

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

Construction

Modular: Yes

Land Size

Less Than 1/4 Acre: Yes

Furnished

Negotiable: Yes

Terms

Cash: Yes
Conventional: Yes
FHA: Yes
VA: Yes

Utilities

Buyer to Verify: Yes
FKAA: Yes
Municipal Sewer: Yes

Porch/Balcony

Screened P/B: Yes

Title

Negotiable: Yes

Exterior Features

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

Roof

Shingle Roof: Yes

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.

Search powered by FBS Products