116 Gulfside Dr, Plantation Key, FL 33036
Property image
Property image
OFF MARKET

$3,648,300

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,846 sqft

116 Gulfside Dr, Plantation Key, FL 33036

Est. Refi. Payment $21,927/mo*
Refinance Your Home
Currently Off Market - Sold Jun 30, 2025 for $3,600,000

Home Value

Trulia Estimate
$3.65M
Since last month
Increased$34K (+0.9%)
Since last year
Increased$46K (+1.3%)
Since last sale
Increased$60K (+1.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +54% in the last 10 years
MonthEstimated value
2026
September 2026$3.66M
August 2026$3.65M
July 2026$3.63M
June 2026$3.58M
May 2026$3.5M
April 2026$3.55M
March 2026$3.53M
February 2026$3.57M
January 2026$3.56M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
106 San Juan Dr, Plantation Key, FL
0.05
Single-Family Home
$1,650,000
04/10/26
3
3
2,055
113 San Juan Dr, Plantation Key, FL
0.08
Single-Family Home
$1,300,000
08/31/26
3
2
1,490
101 Villa Bella Dr, Islamorada, FL
0.23
Single-Family Home
$2,350,000
03/13/26
2
2
1,560
109 Milano Dr, Plantation Key, FL
0.16
Single-Family Home
$2,350,000
08/14/26
3
3
1,368
131 Bayview Isle Dr, Plantation Key, FL
0.43
Single-Family Home
$3,510,000
08/21/26
3
3
2,148
126 Villa Bella Dr, Islamorada, FL
0.39
Single-Family Home
$2,900,000
10/01/25
3
3
2,088

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
106 San Juan Dr, Plantation Key, FL 33036
0.05
$1,650,000
3
3
2,055
Recently Sold
113 San Juan Dr, Plantation Key, FL 33036
0.08
$1,300,000
3
2
1,490
Recently Sold
128 San Marco Dr, Plantation Key, FL 33036
0.11
$1,540,900
4
3
2,040
Off Market
120 San Marco Dr, Plantation Key, FL 33036
0.11
$1,676,900
3
2
1,782
Off Market
109 Milano Dr, Plantation Key, FL 33036
0.16
$2,350,000
3
3
1,368
Recently Sold
109 Giardino Dr, Plantation Key, FL 33036
0.15
$3,875,000
4
3
3,088
For Sale
113 Milano Dr, Plantation Key, FL 33036
0.17
$2,630,900
3
3.5
2,115
Off Market
111 San Marco Dr, Plantation Key, FL 33036
0.14
$1,179,600
3
2
1,232
Off Market
43 Village Dr, Key Largo, FL 33037
0.20
$3,093,900
2
2
1,280
Off Market
118 Milano Dr, Plantation Key, FL 33036
0.19
$2,342,300
3
2
1,824
Off Market
100 Villa Bella Dr, Islamorada, FL 33036
0.20
$2,205,800
3
2
1,583
Off Market

Local Information

  • Map ViewExplore the area around 116 Gulfside Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1987
1,846 sqft
$1,976/sqft
HOA $138/mo

About this House

Welcome to your dream retreat on the bay in Venetian Shores - the Upper Keys' favorite boating neighborhood! Boaters of all kinds will love the immediate bay access and lightning-quick ocean access via Snake Creek. With breathtaking views of the Florida Bay, and a sparkling pool, it's the perfect place for relaxing and soaking in the sunshine. This stunning three-bedroom, two-bath beach has undergone a massive and stylish recent remodel. You'll love the timeless, modern coastal touches including the stunning new flooring! Vaulted ceilings and huge impact windows let the sunshine in. The home's open-concept design showcases panoramic bay views from almost every room. Each bedroom offers comfort and tranquility, with the master suite enjoying its own serene water views. Nestled on a dead-end street with only 12 homes, you'll enjoy privacy galore. Keep a boat on the floating dock behind the house or in your boat slip just steps away, providing easy access to the crystal-clear waters of the Florida Keys. Whether you're looking for a peaceful escape or an active waterfront lifestyle, this property has it all—privacy, luxury, and unparalleled access to the best of Islamorada. Don't miss this rare opportunity to own a piece of paradise! Metal roof, impact windows and doors & artificial turf make maintenance a breeze. Electric fence. Boats to 40' and lifts allowed!
116 Gulfside Dr, Plantation Key, FL 33036 is a 3 bedroom, 2 bathroom, 1,846 sqft single-family home built in 1987. It last sold for $3,600,000 on Jun 30, 2025 (10% below the $3,995,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,648,300, with a rent estimate of $5,563/month.
Last check for updates: about 18 hours ago
Listed by Christy Hughes, (305) 393-6190
Coldwell Banker Schmitt Islamorada
Bought with: Kelsey Caputo - Frins, (305) 363-9998, Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Source: FLKMLS, MLS#611898

Home Details for 116 Gulfside Dr

Interior Features

Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1846 Square Feet
Appliances & Utilities
Appliances: Dryer, Dishwasher, Refrigerator, Oven, Microwave, Stainless Steel Appliance(s)DishwasherDryerMicrowaveRefrigerator
Heating & Cooling
Has CoolingAir Conditioning: Central Air
Windows, Doors, Floors & Walls
Flooring: Other
Levels, Entrance, & Accessibility
Floors: Other
View
No View
Security
Security: Other

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, DeckHas a Private Pool
Parking & Garage
No Attached Garage
Pool
Pool: In GroundPool
Frontage
WaterfrontOn Waterfront

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Concrete, FrameNot a New Construction
Property Information
Condition: Updated/RemodeledParcel Number: 00410502020180

Price & Status

Price
List Price: $3,995,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Plantation KeyCommunity: Venetian Shores (86.0)

Building

Building Area
Building Area: 1846 Square Feet

HOA

HOA Fee Includes: Common Area Mnt, Security, OtherHas an HOAHOA Fee: $1,650/Annually

Lot Information

Lot Area: 8712 sqft

Offer

Listing Terms: No Seller Finance, Cash, FHA

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: 611898

Price and Tax history

DateEventPrice
Jun 30, 2025
Source: FLKMLS #611898
Sold
$3,600,000
Apr 30, 2025
Source: FLKMLS #611898
Pending
$3,995,000
Mar 16, 2025
Source: FLKMLS #611898
PriceChange
$3,995,000
Price decreased by 6%
Feb 28, 2025
Source: Key West AOR #611898
PriceChange
$4,250,000
Price decreased by 6%
Dec 20, 2024
Source: FLKMLS #611898
PriceChange
$4,500,000
Price decreased by 2%

Market trends in Islamorada

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
149
11MoM

Around this home

What Locals Say about Islamorada

At least 24 Trulia users voted on each feature.

  • 88 % Say people would walk alone at night

  • 88 % Say parking is easy

  • 84 % Say it's dog friendly

  • 83 % Say yards are well-kept

  • 79 % Say car is needed

  • 72 % Say kids play outside

  • 70 % Say it's quiet

  • 67 % Say it's walkable to restaurants

  • 58 % Say they plan to stay for at least 5 years

  • 56 % Say there's holiday spirit

  • 55 % Say neighbors are friendly

  • 53 % Say there's wildlife

  • 44 % Say there are community events

  • 41 % Say it's walkable to grocery stores

  • 39 % Say streets are well-lit

  • 23 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • John Hermansen
    "Fishing tournaments and HOA lunches are nice. The marina is a great community and everyone on the airstrip are very kind. Great place for kids and dogs. "
    1
    Flag
  • Jnmarcil
    "The area is awesome. Safe, clean , everyone knows everyone and keep an eye out for our neighbors best place to live. "
    0
    Flag
  • Trulia User
    "Neighborhood feels safe and secure. I love the area. Live right near the Montessori school. Beware because there are sometimes fast drivers. "
    0
    Flag
  • Trulia User
    "Lots of grass to play in. Easy living in the Keys. Lots of places to run you dogs. Pebbles & Bambam enjoy it. "
    0
    Flag
  • Fabelomaribel
    "I've lived in this neighborhood for a while and the people are very nice I love my neighbor's the schools are closed by"
    1
    Flag
  • Cinnapep
    "Beautiful area with friendly people. Clean neighborhood and low crime rate. Very walkable with great galleries and restaurants. "
    0
    Flag
  • Jessica G.
    "I’ve lived here for almost 2 years now and i live net the boat ramp and everyone is very nice and the schools are close as they can be"
    0
    Flag
  • Jessica
    "It is near the high school and close to Winn Dixie along with close by gas stations .................."
    0
    Flag
  • Amie B.
    "we've lived her for 1 year and lovve it, beautiful ocean views and multi million dollar homes atl around. "
    0
    Flag
  • Lynne G.
    "Love it here in Safety Harbor. Everything about this home and neighborhood is wonderful. Kind neigbors, lovely views, best of Islamorada communities. Plenty to do if you are looking for it and plenty of peace & privacy at the same time. "
    0
    Flag
  • Lucytwo259
    "This is one of the best areas in Islamorada, It is a beautiful ocean-side location with easy ocean access. It is far enough away from the hustle and noise of the commercial area but not so far that it is inconvenient."
    0
    Flag
  • Kathy D.
    "Coral Harbour Club is located in the heart of Islamorada near shopping and dining."
    0
    Flag
  • Interested I. A.
    "Islamorada is a wonderful community with lots of things to do for all ages and lifestyles. Fishing, bird watching, hiking, swimming, snorkeling, kayaking, biking, running, great nightlife and restaurants. All around fun and relaxation!"
    0
    Flag

LGBTQ Local Legal Protections

MLS Internet Data Exchange (IDX) 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, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys MLS.

Frequently asked questions about 116 Gulfside Dr

  • What is 116 Gulfside Dr estimated to be worth?
    Trulia's estimated value for 116 Gulfside Dr in Plantation Key, FL is $3,648,300.
  • What is the price history for 116 Gulfside Dr?
    116 Gulfside Dr in Plantation Key, FL last sold for $3,600,000 in June 2025.
  • Is Plantation Key a buyer's or seller's market?
    Plantation Key is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Plantation Key?
    Residents describe Plantation Key, FL as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Plantation Key, FL.
  • Does 116 Gulfside Dr have air conditioning?
    Yes, 116 Gulfside Dr in Plantation Key, FL has air conditioning.
  • Does 116 Gulfside Dr have a pool?
    Yes, 116 Gulfside Dr in Plantation Key, FL has a pool.

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Off Market Homes Near 116 Gulfside Dr

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