Experience the perfect blend of elegance and tropical charm in this exquisite luxury home in Islamorada. This four-story residence offers breathtaking bay views from every level and features over 70 feet of protected dockage with immediate bay access and quick ride to oceanside via Chanel 2 or Channel 5 bridge, perfect for boating enthusiasts. With four bedrooms and four and a half baths, the spacious layout includes three laundry rooms and an elevator for convenience. The outdoor area boasts a heated and chilled pool with limestone decking, built in grill, custom wet bar, and a covered living space ideal for entertaining. The chef's kitchen features luxurious quartz countertops, top-of-the-line appliances, and a stylish glass tile backsplash. The expansive primary suite occupies the entire fourth floor, complete with a private sitting room, balcony, and a luxurious en-suite bath. Each bedroom also has its own balcony to enjoy stunning sunsets. Additional highlights include impact windows, a fully air-conditioned tackle room/workshop and garage, and can accommodate a 42' RV with sewer and 50 amp service. Beautifully landscaped with Royal Palms and tropical plantings, this home offers the unique opportunity to enjoy upscale Keys living with modern amenities and glorious water and sunset views. Perfect for those seeking a turnkey property in an idyllic location.
Sold for $6,702,125
$6,702,125
257 Tollgate Blvd, Islamorada, FL 33036
4beds
3,907sqft
Single Family Residence
Built in 1982
0.3 Acres Lot
$6,699,400 Zestimate®
$1,715/sqft
$7,267 Estimated rent
Home value
$6,699,400
$5.83M - $7.70M
$7,267/mo
Zestimate® history
Owner options
List your home for rent
$7,267/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$7,267/mo
Rent Zestimate®
Refinance and save
$40,579/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$40,579/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Limestone deckingHeated and chilled poolLuxurious quartz countertopsImmediate bay accessTropical plantingsBreathtaking bay viewsTop-of-the-line appliances
Zillow last checked:
Listing updated:
Listed by:
Leslie Leopold 305-942-0215,
Ocean Sotheby's International Realty,
Cheri Tindall 305-664-7661,
Ocean Sotheby's International Realty
Bought with:
Leslie Leopold, 3071091
Ocean Sotheby's International Realty
Cheri Tindall, 0411868
Ocean Sotheby's International Realty
Source: FLKMLS,MLS#: 612315
Originating MLS: Florida Keys
Originating MLS: Florida KeysFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Heating
- Central, Ductless
Cooling
- Central Air, Ductless, Ceiling Fans(s)
Appliances
- Included: More Appliances, Wine Cooler, Ice Machine, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer, Washer
- Laundry: Laundry Room
Features
- Quartz Countertops, Bar, Storage, Elevator, Built-in Cabinets, Wet Bar, Other Specialty Room
- Flooring: Marble
- Doors: Impact Rstnce Doors
- Windows: Drapes/Blinds Incl, Window Treatments, Impact Rstnce Window
Interior area
- Total interior livable area: 3,907 sqft
Property
Parking
- Total spaces: 1
- Parking features: Garage, RV Parking Open, Attached
- Has attached garage: Yes
- Has uncovered spaces: Yes
Features
- Levels: 4 Stories
- Stories: 4
- Patio & porch: Open Porch/Balcony, Deck, Patio
- Exterior features: Built-in Barbecue, Storage, Sprinkler System, Lighting, Boat Slip
- Has private pool: Yes
- Pool features: Heated, In Ground, Decked, Concrete
- Fencing: Fenced
- Has view: Yes
- View description: Bay/Gulf View, Water, Canal
- Has water view: Yes
- Water view: Bay/Gulf View,Water,Canal
- Waterfront features: Canal Front, Open Water, Waterfront, Dock Length: 70, Dockage: Boat Lift, Boat Slip
Lot
- Size: 0.30 Acres
- Features: 1/4 - 1/2 Acre
Details
- Additional structures: Workshop
- Parcel number: 00390730000000
- Zoning: R1
- Zoning description: Residential Single Family
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- CBS, Concrete
- Roof: Concrete
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1982
Utilities & green energy
- Sewer: Municipal Sewer, Public Sewer
- Utilities for property: FKAA
Community & neighborhood
Security
- Security features: Patrolled Area
Location
- Region: Islamorada
- Subdivision: Toll Gate Shores (73.5)
HOA & financial
HOA
- Has HOA: No
- Services included: Maintenance Grounds
Price history
| Date | Event | Price |
|---|---|---|
| 2/4/2025 | Sold | $6,702,125-2.9%$1,715/sqft |
Source:  FLKMLS #612315 Report a problem | ||
| 12/30/2024 | Pending sale | $6,900,000$1,766/sqft |
Source: FLKMLS #612315 Report a problem | ||
| 11/18/2024 | Listed for sale | $6,900,000+249.4%$1,766/sqft |
Source: FLKMLS #612315 Report a problem | ||
| 6/6/2017 | Sold | $1,975,000+291.1%$506/sqft |
Source: Public Record Report a problem | ||
| 6/22/1998 | Sold | $505,000$129/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $19,753 +3.4% | $2,138,541 +2.9% |
| 2024 | $19,099 +0.7% | $2,078,272 +3% |
| 2023 | $18,971 +1.9% | $2,017,740 +3% |
| 2022 | $18,614 -1.5% | $1,958,971 +3% |
| 2021 | $18,899 +0.9% | $1,901,914 +1.4% |
| 2020 | $18,725 | $1,875,655 +2.3% |
| 2019 | $18,725 +0.3% | $1,833,485 +27.4% |
| 2018 | $18,671 +23.5% | $1,439,552 +134% |
| 2017 | $15,117 +133.4% | $615,302 +2.1% |
| 2016 | $6,478 -3.2% | $602,647 +0.7% |
| 2015 | $6,692 | $598,458 |
Find assessor info on the county website
Neighborhood: 33036
Nearby schools
GreatSchools rating
- 10/10Plantation Key SchoolGrades: PK-8Distance: 15.8 mi
- 5/10Coral Shores High SchoolGrades: 9-12Distance: 16 mi
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$6,699,400
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$6,699,400
- Florida
- Monroe County
- Islamorada
- 33036
- 257 Tollgate Blvd
Nearby cities
Nearby zip codes
Other Islamorada Topics
