About This Home

This 4-bedroom, 4-bathroom single family at 720D Simonton Street in Key West, FL is listed for $4,950,000 ($2,028 per sqft). Built in 2008, the home offers 2,441 sqft of living space on a 0.12 acres lot.

Key Features

  • Built in 2008
  • 0.12 acre lot
  • Private pool

Property Details

4 full
2008

Amenities

PoolViewA/C
Listing 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.

Monthly Cost Estimate

$26,474/mo

20% down · 6.5% · 30 years

Principal$3,580
Interest$21,450
Insurance$1,444

Estimates only. Actual payments may vary.

Location

720D Simonton Street

Key West, FL 33040

Old Town - Unlisted (1.0)

Features & Amenities

Interior Features

Built-in CabinetsStorageWalk-in Closet(s)

Exterior Features

Detached Guest QtrsLightingOutdoor ShowerPrivacy Wall/FenceStorageWater Display

Property Details

Flooring

WoodTile

Construction

CBS Concrete Combo Construction

Views

Water

Pool Features

Pool

Outdoor Features

PorchPatio

Parking

Off Street

Cooling

Central Air

Appliances

WasherDryerDishwasherRefrigeratorRangeMicrowaveFreezerWine Cooler

Questions & Answers

This 4-bedroom, 4-bathroom single family at 720D Simonton Street is listed at $4,950,000 ($2,028/sqft). The estimated monthly payment is $26,474 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 2008, 0.12 acre lot, Private pool. Interior Features: Built-in Cabinets, Storage, Walk-in Closet(s). Exterior Features: Detached Guest Qtrs, Lighting, Outdoor Shower.

This property is listed by The Spottswood Team and can be reached at 3054324848.

TT

The Spottswood Team

Agent at Truman & Co. Real Estate Services

(305) 432-4848
Agent website

Listed by Truman & Co. Real Estate Services · Broker phone: (305) 292-2244 · View on Broker Site · Broker website

MLS# 621632· Source: Key West Association of Realtors· 2 days on PropertySimple

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.

720D Simonton Street, Key West, FL 33040

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