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Homes With Pools

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Expertise in Exceptional Pool Properties

At the Dawn McKenna Group, we understand that a pool is more than a luxury amenity—it's a reflection of lifestyle. Whether it's a serene infinity edge overlooking the city, a resort-style retreat for entertaining, or a modern lap pool designed for wellness, our team has extensive experience representing properties with stunning outdoor features.

Our portfolio includes some of the most prestigious homes with pools across Chicago, Naples, and beyond. We know how to highlight the value, design, and unique character of these spaces—whether it's capturing golden hour views for listing photography or advising sellers on staging their outdoor areas for maximum impact. For buyers, we understand what to look for, from privacy and sun exposure to finishes and maintenance.

DMG EXCLUSIVE Listings

Homes With Pools

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Sales Price
Sq. Ft.
For Sale 3200 Green Dolphin LN

3200 Green Dolphin LN, NAPLES, FL 34102

$29,999,000

5 Beds
8 Baths
14,000 Sq.Ft.

Property description

One or more photo(s) has been virtually staged, AI generated or rendered. Set behind its own private gates, 3200 Green Dolphin Lane encompasses nearly one acre with coveted southwestern exposure, a...

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For Sale 1990 7th ST S

1990 7th ST S, NAPLES, FL 34102

$19,995,000

6 Beds
7 Baths
6,550 Sq.Ft.

Property description

Winner of the 2026 Sand Dollar Award for Product Design of the Year, this rare custom built new construction residence showcases timeless architecture and bespoke finishes in highly sought-after Aq...

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For Sale 1305 Marlin DR

1305 Marlin DR, NAPLES, FL 34102

$11,900,000

5 Beds
7 Baths
4,571 Sq.Ft.

Property description

NEW CONSTRUCTION in coveted Naples Bay featuring 121 feet of direct water frontage. A collaboration between Stofft Cooney Architects, Forge Construction, and KSA Design Group brings this exceptiona...

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For Sale 160 16th AVE S

160 16th AVE S, NAPLES, FL 34102

$10,995,000

5 Beds
7 Baths
5,442 Sq.Ft.

Property description

Perfectly positioned on over half an acre in the prestigious community of Aqualane Shores, this extraordinary estate embodies the essence of refined coastal luxury. This timelessly updated residenc...

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Pending 2020 GULF SHORE BLVD N # 401W Unit: PH-401W

2020 GULF SHORE BLVD N # 401W Unit: PH-401W, NAPLES, FL 34102

$10,800,000

3 Beds
4 Baths
3,775 Sq.Ft.

Property description

Introducing 2020 Gulf Shore--an exclusive collection of just 15 residences positioned between The Gulf and a private harbor within The Moorings, one of Naples' premier neighborhoods. Developed by B...

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For Sale Open House: 10/31/2026, 1:00 PM - 3:00 PM 2020 GULF SHORE BLVD N PH-402W

2020 GULF SHORE BLVD N PH-402W, NAPLES, FL 34102

$9,500,000

3 Beds
4 Baths
3,775 Sq.Ft.

Property description

One or more photo(s) has been virtually staged, AI generated or rendered. Introducing 2020 Gulf Shore, an exclusive collection of just 18 residences positioned between The Gulf and a private harbor...

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Our lifestyle-first approach means we don’t just sell homes with pools—we understand how they enhance the way our clients live, host, and unwind. With deep local knowledge and a refined eye for design, the Dawn McKenna Group is the go-to team for those seeking a home that makes every day feel like a getaway.

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