# 720D Simonton Street, Key West, FL 33040 > **TL;DR:** 4bd/4ba single family, $4,950,000 ($2028/sqft), built 2008, 2,441 sqft. > Pool, View, A/C. Est. $26,474/mo. Listed 4 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $4,950,000 | | Price/sqft | $2028 | | Bedrooms | 4 | | Bathrooms | 4 full | | Square Feet | 2,441 | | Year Built | 2008 | | Lot Size | 5,218 sqft (0.12 acres) | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 4 | ## Why This Home Stands Out - **Pool** - Porch, Patio - **Views** - Water ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $25,030 | | Estimated Insurance | $1,444 | | **Total** | **$26,474** | ## Key Amenities - Pool - View - A/C ## Property Highlights - Built in 2008 - 0.12 acre lot - Private pool ## Description ### Agent Description DUAL TRANSIENT LICENSES | A RARE DEPARTURE FROM THE ORDINARY While most Old Town properties embrace tropical pastels and wooden shutters, this exceptional compound stands as a bold architectural departure. With its striking modern aesthetic, raw concrete elements, and serene private courtyard, this is where minimalist design meets maximum investment potential, just one block from Duval Street. | THE COMPOUND | Built in 2008 on a generous 5,220sf lot, this 2,441sf property features two distinct units, a front house and back house, connected by a heated pool oasis. Four bedrooms, four full baths, soaring two-story ceilings, and thoughtfully curated interiors showcase warm mid-century touches against clean architectural lines. Wood and tile floors, built-in cabinetry, walk-in closets, and abundant natural light through expansive glass doors create spaces that are both meditative and functional. | THE SANCTUARY | High privacy walls enclose a tranquil pool courtyard with tropical landscaping, outdoor shower, and ample off-street parking. Electric gate entry ensures complete seclusion while downtown's energy pulses just steps away. | THE OPPORTUNITY | Two active transient rental licenses with 1-day minimum stays unlock exceptional income in Key West's most sought-after location. The property's distinctive design aesthetic attracts discerning guests seeking something different, proven by outstanding reviews and strong rental performance. HNC zoning supports flexible commercial use, while X flood zone designation offers insurance advantages. | THE LOCATION | Heart of Old Town, steps from Duval's legendary dining, nightlife, galleries, and waterfront. Close enough to all the action, far enough from the noise. This is investment-grade real estate with soul, where architectural distinction drives premium rates and occupancy. ## Location - **Address:** 720D Simonton Street, Key West, FL 33040 - **County:** Monroe - **Neighborhood:** Old Town - Unlisted (1.0) - **Coordinates:** 24.55389, -81.799736 - **Google Maps:** https://www.google.com/maps?q=24.55389,-81.799736 ## Virtual Tour & Media - **Video Tour:** https://www.zillow.com/view-imx/086180de-0e71-499d-937e-211050f129d8?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard ## Listing Agent - **Name:** The Spottswood Team - **Brokerage:** Truman & Co. Real Estate Services - **Phone:** 3054324848 - **Broker Phone:** (305) 292-2244 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/720D-Simonton-St_Key-West_FL_33040_M52920-71843?f=listhub&s=KWARFL&m=621632&c=propsimple) ## Photos ![720D Simonton Street - Photo 1](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f1364908900r.jpg) ![720D Simonton Street - Photo 2](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f542329942r.jpg) ![720D Simonton Street - Photo 3](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f3973248056r.jpg) ![720D Simonton Street - Photo 4](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f755336984r.jpg) ![720D Simonton Street - Photo 5](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f2165997581r.jpg) ![720D Simonton Street - Photo 6](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f2743798195r.jpg) ![720D Simonton Street - Photo 7](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f885688383r.jpg) ![720D Simonton Street - 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Photo 28](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f3250996473r.jpg) ![720D Simonton Street - Photo 29](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f3712441637r.jpg) ![720D Simonton Street - Photo 30](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f2055784602r.jpg) ![720D Simonton Street - Photo 31](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f1142682747r.jpg) ![720D Simonton Street - Photo 32](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f948907184r.jpg) ![720D Simonton Street - Photo 33](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f1801354619r.jpg) ![720D Simonton Street - Photo 34](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f1717471695r.jpg) ![720D Simonton Street - Photo 35](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f1893870365r.jpg) ![720D Simonton Street - Photo 36](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f1647662809r.jpg) ![720D Simonton Street - Photo 37](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f772037470r.jpg) ![720D Simonton Street - Photo 38](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f2146666057r.jpg) ![720D Simonton Street - Photo 39](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f2759161764r.jpg) ![720D Simonton Street - Photo 40](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f219108295r.jpg) ![720D Simonton Street - Photo 41](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f1193027382r.jpg) ![720D Simonton Street - Photo 42](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f643662322r.jpg) ![720D Simonton Street - Photo 43](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f3945285208r.jpg) ![720D Simonton Street - Photo 44](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f2727215394r.jpg) ![720D Simonton Street - Photo 45](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f857449149r.jpg) ![720D Simonton Street - Photo 46](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f2544803689r.jpg) ![720D Simonton Street - Photo 47](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f3569750941r.jpg) ![720D Simonton Street - Photo 48](http://lh.rdcpix.com/4230b01975f948f444b065430dbe0225l-f3401339032r.jpg) --- **MLS#:** 621632 | **Updated:** 2026-10-17 **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/720d-simonton-street-key-west-fl-33040-l621632) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/720d-simonton-street-key-west-fl-33040-l621632#listing", "url": "https://www.propertysimple.ai/listing/720d-simonton-street-key-west-fl-33040-l621632", "name": "720D Simonton Street, Key West, FL 33040", "description": "DUAL TRANSIENT LICENSES | A RARE DEPARTURE FROM THE ORDINARY While most Old Town properties embrace tropical pastels and wooden shutters, this exceptional compound stands as a bold architectural departure. With its striking modern aesthetic, raw concrete elements, and serene private courtyard, this is where minimalist design meets maximum investment potential, just one block from Duval Street. | THE COMPOUND | Built in 2008 on a generous 5,220sf lot, this 2,441sf property features two distinct units, a front house and back house, connected by a heated pool oasis. Four bedrooms, four full baths, soaring two-story ceilings, and thoughtfully curated interiors showcase warm mid-century touches against clean architectural lines. Wood and tile floors, built-in cabinetry, walk-in closets, and abundant natural light through expansive glass doors create spaces that are both meditative and functional. | THE SANCTUARY | High privacy walls enclose a tranquil pool courtyard with tropical landscaping, outdoor shower, and ample off-street parking. Electric gate entry ensures complete seclusion while downtown's energy pulses just steps away. | THE OPPORTUNITY | Two active transient rental licenses with 1-day minimum stays unlock exceptional income in Key West's most sought-after location. The property's distinctive design aesthetic attracts discerning guests seeking something different, proven by outstanding reviews and strong rental performance. HNC zoning supports flexible commercial use, while X flood zone designation offers insurance advantages. | THE LOCATION | Heart of Old Town, steps from Duval's legendary dining, nightlife, galleries, and waterfront. Close enough to all the action, far enough from the noise. 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