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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 1990 7th ST S

1990 7th ST S, NAPLES, FL 34102

$19,995,000

6 Beds
7 Baths
6,550 Sq.Ft.

Property description

This is the one you have been waiting for. A rare, custom built new construction residence showcasing timeless features and bespoke finishes, set within the highly sought-after Aqualane Shores, one...

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For Sale 6616 Trail BLVD

6616 Trail BLVD, NAPLES, FL 34108

$14,995,000

5 Beds
7 Baths
7,890 Sq.Ft.

Property description

Villa Luminara, where light meets luxury, is a one-of-a-kind architectural residence designed to capture natural light, organic interiors, and exceptional outdoor living, creating a private resort ...

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For Sale 1305 Marlin DR

1305 Marlin DR, NAPLES, FL 34102

$11,300,000

5 Beds
7 Baths
4,571 Sq.Ft.

Property description

NEW CONSTRUCTION in coveted Naples Bay featuring 121 feet of direct water frontage, ready for occupancy in October of 2026. At the heart of the design is the collaboration between Stofft Cooney Arc...

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For Sale 349 2nd AVE N, NAPLES

349 2nd AVE N, NAPLES, FL 34102

$10,999,000

4 Beds
6 Baths
5,017 Sq.Ft.

Property description

This extraordinary custom-designed home is the epitome of luxurious living in downtown Naples. A true collaboration of the distinguished C&E Builders and the celebrated Ruta Menaghlazi of Theory De...

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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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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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