Welcome to Paradise
There’s something special about 1511 South Street. Tucked away in the heart of Midtown, this fully renovated property has been catching serious attention, received multiple offers and has recently gone under contract. Priced at $2,399,999, it’s a private tropical retreat that balances form, function, and fun.
Mark your calendar: Open House Saturday, June 14th from 11AM–1PM. Come see what all the buzz is about and check it out before it goes off the market! Click here to see the listing in full
Effortless Indoor-Outdoor Vibe
One of the most captivating elements of this property is its seamless flow between interior comfort and exterior charm. With impact-rated doors from nearly every room, the indoors are always just steps from sun and sky.
The main house boasts vaulted ceilings, an airy open layout, and a commercial-style kitchen that connects directly to the covered carport. Whether you're sipping morning coffee or hosting cocktail hour, this space transitions effortlessly to suit your vibe.
Entertaining Paradise
When it comes to hosting, 1511 South Street doesn’t hold back. French doors open to a Caribbean-inspired 18′ x 14′ loggia and a fully equipped outdoor kitchen by Paradise Grills. The heated pool, resurfaced in 2024 and surrounded by low-maintenance composite decking and stonework, becomes the centerpiece of the outdoor experience.
Throw in an outdoor shower, multiple lounging zones, and canvas-shaded spaces, and you’ve got the ultimate entertainment retreat. Whether it's intimate dinners or full-blown celebrations, this home sets the scene beautifully.
Flexible Living for Family & Guests
With 4 bedrooms and 4 bathrooms across two separate dwellings, this property was designed for flexibility.
The main house features 2 beds and 2 baths, each with direct pool access and electronic blinds for those lazy island mornings. The two-story guest cottage is a showstopper in its own right — fully renovated in 2024, with a bedroom and bath on each floor, walk-in closets, and a dedicated generator for added peace of mind.
Whether you need a private home office, guest suite, or an ideal setup for hosting visiting family and friends, this layout has you covered.
A Long List of Improvements (2024–2025)
This isn’t just a refreshed home — it’s practically brand-new. Here’s a snapshot of the recent upgrades:
✅ 2024
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Full renovation of guest cottage
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Pool resurfacing
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Outdoor kitchen installation
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New composite decking and pavers
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Impact windows and doors throughout
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New outdoor shower
✅ 2025
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Entire property professionally repainted
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Refinished IPE decking
These high-ticket updates make this a true move-in-ready property. No deferred maintenance here — just start living.
Open House: Saturday, June 14th
📍 1511 South Street, Key West
📅 Saturday, June 14, 2025
⏰ 11:00 AM – 1:00 PM
This one truly has to be experienced in person. I’ll be there to walk you through the details, highlight the improvements, and answer any questions about financing or future rental potential. Stop by — or contact me to schedule a private showing.
You Should Be Here,
🐓KWT🐓
BONUS: Real Estate Notes for the Savvy Buyer
💰 Financing Tip:
Since this property includes two separate dwellings and is zoned for single-family use, buyers have great flexibility. You can live in one side and rent out the other, or simply rent the whole place when you're not using it — a smart way to offset costs and let your Key West home help pay for itself!
🌊 Flood Insurance Note:
The home is in AE-6 flood zone. With the 2024 impact windows/doors and elevated improvements, insurance quotes will be better than most! Make sure to ask me to show you the existing policies.
📊 Market Comparison:
Looking for other Midtown homes with a guest cottage, pool, and top-notch upgrades in this price range? There aren’t many — and this one truly stands out. Serious buyers are already circling, so if it’s on your radar, let’s talk before it’s off the market.
Got questions about this listing or others like it? Call or text me anytime.
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Ted Stewart
📱 (305) 399‑0330
🌐 www.keywestted.com
🏡 Truman & Co. Real Estate
IG and Facebook: @keywestted