22440 Jolly Roger Drive

Off Market

22440 Jolly Roger Drive

Cudjoe Key FL 33042

1292 sq.

9510 sq. ft.

Single-Family

Last sold for $2,025,000

Sandra Tuttle, last sold this property on 13 May 2025 after 0 days on market.

Overview

Florida Keys Open Water Oasis

Experience the epitome of Florida Keys living in this stunning luxury waterfront home on Cudjoe Key. The back of the home has a South West Exposure, for endless ocean views and spectacular nightly sunsets. Constructed with poured concrete for unmatched durability and featuring a poured concrete floor, this home is a sanctuary of modern design and functionality. The property boasts impact-rated windows and doors installed in 2016, including custom 5-panel EuroWall stacking doors that create a seamless indoor-outdoor flow. Modern elegance is evident throughout, with stainless cable railings and a zero-grout tiled walk-around porch. Offered furnished with Restoration Hardware and Room & Board pieces valued at approximately $45,000 (art excluded), also includes TVs. The outdoor spaces feature a heated pool featuring a Coralina stone deck sourced from the Dominican Republic, designed to stay cool underfoot. New pool equipment, including a heater and pump installed in 2018. Boating enthusiasts will appreciate the 21.5' wood dock with a Slide-Moor Dock system, complete with water access, as well as a floating dock system perfect for kayaking and paddleboarding. The property's tropical landscaping, accented with solar yard lighting & cozy lounge areas create wonderful, private space to enjoy serenity or entertain guests. The gourmet kitchen, updated in 2022, features quartz countertops, modern blue cabinets, and Samsung Bespoke appliances. Don't miss your chance to own this luxury retreat in the heart of Cudjoe Key. Just 22 miles to Key West and 3 hours from Miami. Fantastic bar/ restaurant/ and coffee shop within walking distance!

Features

2 bedrooms

2 bathrooms

4 carspaces

1292 sq. floor area

9510 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 2 bedroom single-family properties sold in Cudjoe Key over the last 12 months, the estimated median property value of 22440 Jolly Roger Drive is $787.5k.

Median value

$787.5k

Estimated value range

$500k - $2.02m

Median days on market

112

Estimated value trend

-9%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Cudjoe Key. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 22440 Jolly Roger Drive

2025

Sold

$2,025,000

13 May 2025 by Sandra Tuttle, of Island Welcome Real Estate

Happy sellers in Cudjoe Key

<50%

Less than 50% of sellers in Cudjoe Key reported that their sale price either exceeded or met their price expectations.

Cudjoe Key stands out as a desirable suburb for sellers, consistently delivering great customer service and strong market results for homeowners.

This is based on voluntary sentiment collected from 4 reviews in Cudjoe Key over the last 12 months.

Local market activity for 2 bedroom single-family properties in Cudjoe Key

In the last 12 months, 5 two-bedroom single-family properties similar to 22440 Jolly Roger Drive, have been sold.

This represents a 78% increase in two-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Cudjoe Key for a market analysis.

Sandra Tuttle

at Island Welcome Real Estate

(70 reviews)

Get a market analysis

Melissa Meier

(1 review)

Get a market analysis

TRISH BRUMMER

at Waterfront Keys Realty Inc.

(12 reviews)

Get a market analysis

Tonya Cabanas

at Truman Co.

(1 review)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Cudjoe Key

Sandra Tuttle

Sellers who recommend Sandra Tuttle have praised them for being local expert, reliable, responsive, clear communication, great negotiation, well-connected, and detail-oriented