$2,800,000

33 Pen Key Dr Islamorada, FL 33036

3 beds
3 full, 1 partial
4,537 sqft
0.3 acres
$617 / sqft
House

Property details

About 33 Pen Key Dr

Discover Your Private Tropical Oasis in Islamorada.Welcome to your dream retreat in the heart of the Florida Keys in the sport fishing capital of the worlda'a stunning Key West-style home nestled amidst lush greenery in an exclusive gated bayfront private club community. This residence is more than just a home; it's a lifestyle defined by serenity, elegance, and the natural beauty of Islamorada.From the moment you pass through the palm-lined gated front entrance, you will notice the manicured tropical beauty of this community as you make your way to the classic architectural gem that will captivate you. Vibrant hues, large sitting porches, and timeless craftsmanship create a warm, inviting ambiance. Inside, open living spaces are bathed in natural light, blending seamlessly with the lush surroundings visible through every window.Step outside and find yourself in your very own tropical sanctuary. Towering palms, old growth trees, vibrant bougainvillea, and lush greenery surround the property, offering privacy and tranquility. Relax by the pool, host unforgettable gatherings on the expansive patio, or simply unwind as the breeze carries the scent of salt air.Nestled within a private club community, this home offers access to a range of world-class amenities, including a marina, sunset point, beach, and community pool. Plus, the vibrant culture and stunning waters of Islamorada are yours to explore from the protected marina.Whether you're seeking a permanent residence or a vacation escape, this property provides the perfect balance of seclusion and connection. From sunrise strolls on pristine beaches to evenings under the stars, every moment here feels like a slice of paradise.Don't just dream of the Keys, live it. Schedule your private tour today and experience firsthand what makes this home and private community so extraordinary.

Highlights

Home typeSingle Family Residence
StatusActive
Size4,537 sqft
Lot size0.3 Acres
Year built1987
ParkingGarage Door Opener, Off Street, Attached
MLS #613198
Attached garage3 spaces
Private poolYes

Summary

  • Partial Bathrooms: 1
  • Full Bathrooms: 3
  • Appliances: Dishwasher, Disposal, Dryer, Freezer, Microwave, Oven, Range, Refrigerator, Washer
  • Interior: Elevator, Walk-In Closet(s)
  • Total Bedroom Count: 3
  • Garage Space: 3 spaces
  • Attached Garage: Yes
  • Private Pool: Yes
  • Parking: Garage Door Opener, Off Street, Attached
  • Exterior: Boat Slip
  • Architectural Style: Single Family
  • List Price: $2,800,000
  • Price/SqFt: $617
  • HOA Amount: $695 Monthly
  • Directions: Bayside MM 83, directly south of Mad Dog & Ziggies and before the dive museum. Turn thru the palm lined drive to the gate.
  • Year Built: 1987
  • Stories: 2
  • Living Area: 4,537 SqFt
  • Lot Size: 0.3 Acres
  • MLS Number: 613198
  • MLS Name: KeyWest
  • Office Name: Ocean Sothebys International Realty
  • Office Phone: (305) 712-8888
  • Listing Agent: Eric M. Rizzo

The data relating to real estate for sale on this web site comes in part from the IDX Program of Key West Association of REALTORS®, Inc. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright 2025 Key West Association of REALTORS®, Inc. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 6/24/2025, 6:45:35 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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33 Pen Key Dr, Islamorada, FL 33036 - exterior space

$2,800,000

33 Pen Key Dr

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Price information

Property sales

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Tax history

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Nearby schools

9

Ocean Studies Charter

Public Charter KG-5

8.9 mi

92295 Old Hwy

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $69,792. Typical income of Islamorada, FL residents is between $35k-100k annually. Residents typically live in single, no kids family. Residents of this area typically have post secondary degree education.

How much money do the neighbors make?

25%
<35k
45%
35k-100k
24%
100k-200k
6%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

63%
Single, No Kids
6%
Single, with Kids
23%
Married, No Kids
8%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

7%
<11 yrs old
4%
12-17 yrs old
16%
18-34 yrs old
51%
35-64 yrs old
22%
65+ yrs old

What do the neighbors do for fun?

  • PGA/LPGAPGA/LPGA
  • NASCARNASCAR
  • Figure SkatingFigure Skating

Where do the neighbors shop?

  • Stein MartStein Mart
  • Dick's Sporting GoodsDick's Sporting Goods
  • Express/Express For MenExpress/Express For Men

Where do the neighbors go to eat?

  • Bob EvansBob Evans
  • ArbysArbys
  • SonicSonic

What do the neighbors drive?

  • LincolnLincoln
  • GMCGMC
  • BuickBuick

What do the neighbors listen to?

  • News/Talk/InformationNews/Talk/Information
  • Adult HitsAdult Hits
  • Adult StandardsAdult Standards
All data provided by Home Junction and Claritas

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Frequently asked questions

About 33 Pen Key Dr

The listing price of 33 Pen Key Dr property is $2,800,000.

The property 33 Pen Key Dr is a house located in Islamorada, Florida, 33036.

Active Listing: 33 Pen Key Dr is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 33 Pen Key Dr are: Ocean Studies Charter (GreatSchools Rating 9/10), Treasure Village Montessori Charter School (GreatSchools Rating 10/10), Plantation Key School (GreatSchools Rating 8/10), Key Largo School (GreatSchools Rating 6/10), Coral Shores High School (GreatSchools Rating 5/10).

The property at 33 Pen Key Dr has 3 bedrooms and 3 full and 1 half bathrooms.

The property 33 Pen Key Dr is 4,537 SqFt (source: MLS/tax record).

The year of construction for 33 Pen Key Dr is 1987.

This home is located at 33 Pen Key Dr in Islamorada, FL and zip code 33036. This 4,537 square foot home, which was built in 1987, sits on a 0.30 acre lot. Features: 3 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since February 4, 2025 and is currently priced at $2,800,000.

Over 0 listings were sold over their listed price in May 2025 in Islamorada, FL. In the same period over 22 listings were sold below the listed price and 1 listings were sold for the listed price. In May 2025 in Islamorada, FL there were 12.3% more homes for sale than in April. While the average time on the market in May 2025 was 113 days, the median list price was $1,200,000.

From Rocket Homes Real Estate and based on county public records data.

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