# 103 Front Street, Key West, FL 33040 > **TL;DR:** 3bd/3ba single family, $6,850,000 ($2283/sqft), built 1918, 3,000 sqft. > Pool, View, A/C. Est. $46,849/mo. Listed 316 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $6,850,000 | | Price/sqft | $2283 | | Bedrooms | 3 | | Bathrooms | 3 full | | Square Feet | 3,000 | | Year Built | 1918 | | Lot Size | 8,712 sqft (0.20 acres) | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 316 | ## Why This Home Stands Out - **Pool** - Patio - **Views** - Water ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $34,637 | | Estimated Insurance | $1,998 | | HOA | $10,214 | | **Total** | **$46,849** | ## Key Amenities - Pool - View - A/C ## Property Highlights - Built in 1918 - 0.20 acre lot - Private pool ## Description ### Agent Description 103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. This home is perfect for entertaining on a large scale or enjoying a quiet evening. A dramatic staircase leads to a second floor walkway which is open to the main level. The floor plan provides privacy for each bedroom with the primary suite at one end of the hallway and a guest bedroom suite at the other end. Another guest bedroom and bath are on the first floor creating an option for a first floor primary bedroom. Custom features throughout are evidence of the artistic ingenuity used in the design of this impressive home. The kitchen features custom wood cabinets and granite countertops and is open to the dining area. Tall windows and french doors flood the home with sunlight. This home is perfect for indoor/outdoor entertaining. A wet bar features custom built ins plus an icemaker and refrigerator. Fronted by a white picket fence, the home sits back from the street and is adorned by tropical foliage. This unique structure with thick brick walls and impressivly tall windows offers passers by a glimpse of the historic origins of the Truman Annex. Its location in the heart of old town Key West provides easy walkability to the waterfront promenade, Ft. Taylor beach, cultural venues, shops and restaurants. The property comprises two lots with a large swimming pool and spa plus an outdoor shower between the covered and open air loggia and parking. There's plenty of space for entertaining outdoors under the palm trees. This estate home is one of a kind was restored to the highest standards. One must see this home to appreciate the incredible design and attention to detail that went into this historic treasure. ## Location - **Address:** 103 Front Street, Key West, FL 33040 - **County:** Monroe - **Neighborhood:** The Foundry (1.0) - **Coordinates:** 24.55581, -81.80686 - **Google Maps:** https://www.google.com/maps?q=24.55581,-81.80686 ## Listing Agent - **Name:** Laura A McChesney - **Brokerage:** Preferred Properties Coastal Realty, Inc. - **Phone:** 3059236639 - **Broker Phone:** (305) 294-3040 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/103-Front-St_Key-West_FL_33040_M54977-29865?f=listhub&s=KWARFL&m=617136&c=propsimple) ## Photos ![103 Front Street - Photo 1](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f751828088r.jpg) ![103 Front Street - Photo 2](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f3299404462r.jpg) ![103 Front Street - Photo 3](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f1109325928r.jpg) ![103 Front Street - Photo 4](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f3355168107r.jpg) ![103 Front Street - Photo 5](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f15789059r.jpg) ![103 Front Street - Photo 6](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f219110131r.jpg) ![103 Front Street - Photo 7](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f3925396758r.jpg) ![103 Front Street - Photo 8](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f3063423072r.jpg) ![103 Front Street - Photo 9](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f2643063497r.jpg) ![103 Front Street - Photo 10](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f3238776842r.jpg) ![103 Front Street - Photo 11](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f1556944015r.jpg) ![103 Front Street - Photo 12](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f2577267982r.jpg) ![103 Front Street - Photo 13](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f1088772351r.jpg) ![103 Front Street - Photo 14](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f821031495r.jpg) ![103 Front Street - Photo 15](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f4265287072r.jpg) ![103 Front Street - Photo 16](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f2910187969r.jpg) ![103 Front Street - Photo 17](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f2329199991r.jpg) ![103 Front Street - Photo 18](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f396578245r.jpg) ![103 Front Street - Photo 19](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f3708370593r.jpg) ![103 Front Street - Photo 20](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f2109985232r.jpg) ![103 Front Street - Photo 21](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f3465628754r.jpg) ![103 Front Street - Photo 22](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f1897823433r.jpg) ![103 Front Street - Photo 23](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f1422564525r.jpg) ![103 Front Street - Photo 24](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f2414645531r.jpg) ![103 Front Street - Photo 25](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f2014048836r.jpg) ![103 Front Street - Photo 26](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f286160218r.jpg) ![103 Front Street - Photo 27](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f1016728044r.jpg) ![103 Front Street - Photo 28](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f4087979862r.jpg) ![103 Front Street - Photo 29](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f1523714590r.jpg) ![103 Front Street - Photo 30](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f3489169007r.jpg) ![103 Front Street - Photo 31](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f2574102608r.jpg) ![103 Front Street - Photo 32](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f890256674r.jpg) ![103 Front Street - Photo 33](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f760178738r.jpg) ![103 Front Street - Photo 34](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f2909617924r.jpg) ![103 Front Street - Photo 35](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f1704216966r.jpg) ![103 Front Street - Photo 36](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f755217455r.jpg) ![103 Front Street - Photo 37](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f4283231998r.jpg) ![103 Front Street - Photo 38](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f2234088162r.jpg) ![103 Front Street - Photo 39](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f3362883768r.jpg) ![103 Front Street - Photo 40](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f779983027r.jpg) ![103 Front Street - Photo 41](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f2481298551r.jpg) ![103 Front Street - Photo 42](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f3852127741r.jpg) ![103 Front Street - Photo 43](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f1240181889r.jpg) ![103 Front Street - Photo 44](http://lh.rdcpix.com/7425721c4949d0aed902784e8788f40dl-f245771558r.jpg) --- **MLS#:** 617136 | **Updated:** 2026-09-12 **Source:** listhub *Copyright © 2026 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/103-front-street-key-west-fl-33040-l617136) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/103-front-street-key-west-fl-33040-l617136#listing", "url": "https://www.propertysimple.ai/listing/103-front-street-key-west-fl-33040-l617136", "name": "103 Front Street, Key West, FL 33040", "description": "103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. This home is perfect for entertaining on a large scale or enjoying a quiet evening. 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