Discover modern island luxury at 119 Simonton Street, a premier end-unit townhouse nestled within the exclusive gated community of Old Town Villas. Built in 2018 and spanning a generous 2,691 square feet, this residence seamlessly blends sophisticated contemporary design with the timeless allure of Key West. The interior features new white oak flooring that leads you through an open-concept living space. The kitchen is a true standout, boasting elegant granite countertops and a custom kitchen island--a unique feature in the community. For the ultimate convenience, a private elevator services all four floors of the home, transporting you from the air-conditioned two-car garage to the spectacular rooftop terrace where you can view daily sunrises over the Historic Key West Marina and sunsets over Mallory Square, both a very short walk away. The top floor features a rare full bathroom and a flexible bonus room ideal for a home office or guest suite. Whether you're mixing drinks at the custom wet bar or lounging on the terrace, this level serves as the ultimate private retreat for taking in breathtaking panoramic views. Peace of mind is built into the architecture with full impact-rated windows and doors and a durable metal roof, ensuring the home is as secure as it is beautiful. The third floor has two primary bedrooms featuring large walk-in closets and balconies. The lifestyle offered here is unparalleled, situated just one block off the vibrant energy of Duval Street. You are steps away from the island's best dining and boutiques, yet you can retreat instantly to the quiet security of a gated community. Spend your afternoons lounging by the large tropical community pool and cabana area, enjoying a level of comfort and convenience unsurpassed in the heart of Old Town. With a rare two-car garage and an unbeatable location, this residence captures the very best of the Florida Keys lifestyle.
For sale
$3,850,000
119 Simonton St, Key West, FL 33040
4beds
2,691sqft
Townhouse, Residential - Condo/Townhouse
Built in 2018
1,306 Square Feet Lot
$-- Zestimate®
$1,431/sqft
$1,650/mo HOA
What's special
Exclusive gated communityRare two-car garageElegant granite countertopsDurable metal roofSpectacular rooftop terraceOpen-concept living spaceCustom kitchen island
- 48 days |
- 837 |
- 17 |
Zillow last checked:
Listing updated:
Listed by:
Brenda J Donnelly 305-304-1116,
Brenda Donnelly Real Estate LLC
Source: FLKMLS,MLS#: 619812
Originating MLS: Key West Association
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 4
Cooling
- Central Air, Ceiling Fans(s), Heat Pump
Appliances
- Included: Washer, Stainless Steel Appliance(s), Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Features
- Wet Bar, Whirlpool Bath Tub, Walk-In Closet(s), Elevator, Granite Counters, Built-in Cabinets, Entrance Foyer
- Flooring: Tile, Wood
- Doors: Impact Rstnce Doors
- Windows: Impact Rstnce Window
- Furnished: Yes
Interior area
- Total interior livable area: 2,691 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage, Covered, Off Street, Attached
- Has attached garage: Yes
Features
- Levels: 4 Stories
- Stories: 4
- Patio & porch: Open Porch/Balcony, Roof Top Deck
- Has private pool: Yes
- Pool features: In Ground, Concrete
- Has view: Yes
- View description: Ocean, Harbor/Marina View, Water
- Has water view: Yes
- Water view: Ocean,Harbor/Marina View,Water
- Waterfront features: None, Dockage: None
Lot
- Size: 1,306 Square Feet
- Dimensions: 27 x 54
- Features: Less Than 1/4 Acre
Details
- Parcel number: 00000240000119
- Zoning: HRCC
- Zoning description: Historic Residential Commercial Core
- Special conditions: Standard
Construction
Type & style
- Home type: Townhouse
- Architectural style: Townhouse
- Property subtype: Townhouse, Residential - Condo/Townhouse
Materials
- CBS, Combo Construction, Stucco, Concrete
- Roof: Metal
Condition
- Updated/Remodeled
- New construction: No
- Year built: 2018
Utilities & green energy
- Sewer: Municipal Sewer, Public Sewer
- Utilities for property: FKAA, Cable Connected
Community & HOA
Community
- Features: Pool
- Security: Fire Sprinkler System, Electric Gate
- Subdivision: Old Town - Unrecord (1.0)
HOA
- Has HOA: Yes
- Services included: Maintenance Structure, Other, Maintenance Grounds, Building Insurance
- HOA fee: $1,650 monthly
Location
- Region: Key West
Financial & listing details
- Price per square foot: $1,431/sqft
- Tax assessed value: $3,171,731
- Annual tax amount: $20,333
- Date on market: 5/7/2026
- Listing terms: Cash,Conventional
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/7/2026 | Listed for sale | $3,850,000+83.3%$1,431/sqft |
Source: | ||
| 2/26/2019 | Sold | $2,100,000$780/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $20,333 +3.2% | $2,449,998 +2.9% |
| 2024 | $19,704 +1.5% | $2,380,951 +3% |
| 2023 | $19,408 +4.2% | $2,311,603 +3% |
| 2022 | $18,625 +20.2% | $2,244,275 +30.4% |
| 2021 | $15,497 -1.1% | $1,720,811 -1.4% |
| 2020 | $15,671 | $1,745,910 +9% |
| 2019 | $15,671 +17.9% | $1,601,031 +298.6% |
| 2018 | $13,296 +274.8% | $401,633 +39.6% |
| 2017 | $3,547 +16.4% | $287,600 |
| 2016 | $3,048 | $287,600 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: Historic Seaport
Nearby schools
GreatSchools rating
- 4/10Gerald Adams Elementary SchoolGrades: PK-5Distance: 4 mi
- NAMonroe Virtual Instruction ProgramGrades: K-12Distance: 0.4 mi
- 4/10Key West High SchoolGrades: 9-12Distance: 1.8 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Monroe County
- Key West
- 33040
- Historic Seaport
- 119 Simonton St







