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Debbi McDermott

Debbi specializes in listing and selling Olde Naples residences, waterfront properties and golf course communities. She offers knowledge of the existing market and put the needs of the customer first.

Moving to Florida in 1975 from Tallmadge, Ohio, Debbi has depth of history and understanding of the real estate market in Naples. She is a member of the Naples Area Board of REALTORS®, the Florida Association of REALTORS®, and the National Association of REALTORS® and Women’s Council of REALTORS®.

Featured Olde Naples Listings

For Sale $44,000,000 MLS# 224039753

Olde Naples,

71 18Th Ave S
Naples, FL 34102
Property Address

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No damage to the house from hurricane Milton! Stunning Beachfront Property with 151 feet (.95 acres) of Beach frontage with views of the Naples Pier! Experience the pinnacle of seaside luxury at this exceptional estate located in distinguished Olde N...

5052 Sqft, 0.95 Acres
6 Bed, 4 Bath
Status A-Active
Listing Courtesy of:
Waterfront Realty Group Inc

For Sale $29,500,000 MLS# 226001239

Olde Naples,

30 3Rd Ave S
Naples, FL 34102
Property Address

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An extraordinary Old Naples beachfront estate, this rare offering encompasses approximately .67 acres with an impressive 169 feet of pristine Gulf frontage, delivering an unparalleled combination of privacy, scale, and a prime location just blocks fr...

5699 Sqft, 0.67 Acres
6 Bed, 5 Full / 1 Partial Bath
Status A-Active
Listing Courtesy of:
Premier Sotheby's Int'l Realty

For Sale $27,900,000 MLS# 226018147

Olde Naples,

23 6Th Ave N
Naples, FL 34102
Property Address

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Experience the pinnacle of beachfront luxury from this extraordinary Naples coastal estate, where timeless Bermuda-inspired architecture meets effortless modern elegance. Perfectly positioned along 108 feet of pristine Gulf frontage, this six-bedroom...

5945 Sqft, 0.60 Acres
6 Bed, 5 Full / 1 Partial Bath
Status A-Active
Listing Courtesy of:
Coldwell Banker Realty

For Sale $25,000,000 MLS# 226022104

Olde Naples,

1100 Gulf Shore Blvd S
Naples, FL 34102
Property Address

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One or more photo(s) has been virtually staged, AI generated or rendered. An exceptional opportunity to own a newly constructed estate on one of Olde Naples’ most coveted beach-block streets, just one property from the sugar-sand beaches of the Gu...

6978 Sqft, 0.34 Acres
6 Bed, 6 Full / 2 Partial Bath
Status A-Active
Listing Courtesy of:
William Raveis Real Estate

For Sale $22,995,000 MLS# 226024712

Olde Naples,

55 13Th Ave S
Naples, FL 34102
Property Address

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This Gulf-front masterpiece offers an unparalleled blend of location, luxury, Gulf views, and resort-style living. Completely rebuilt in 2024 by Kukk Architecture and The Lykos Group with the exception of one exterior wall to utilized the grandfather...

6143 Sqft, 0.53 Acres
6 Bed, 5 Full / 2 Partial Bath
Status A-Active
Listing Courtesy of:
Gulf Coast International Prop

For Sale $17,950,000 MLS# 225073939

Olde Naples,

285 Central Ave
Naples, FL 34102
Property Address

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Step into refined coastal living with this exceptional new construction home located just two blocks from the beach in the heart of Olde Naples. Designed by Stofft Cooney Architects, built by Equinox Construction Group, and styled by Freestyle Interi...

6822 Sqft, 0.34 Acres
5 Bed, 5 Full / 3 Partial Bath
Status A-Active
Listing Courtesy of:
Waterfront Realty Group Inc

For Sale $14,500,000 MLS# 226031429

Olde Naples,

774 Golf Dr
Naples, FL 34102
Property Address

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Set within the prestigious South Golf Drive corridor in the heart of Old Naples, this newly completed estate embodies a rare level of architectural excellence, craftsmanship, and thoughtful design. Masterfully envisioned by MHK Architecture and broug...

6882 Sqft, 0.30 Acres
5 Bed, 6 Full / 1 Partial Bath
Status A-Active
Listing Courtesy of:
William Raveis Real Estate

For Sale $13,995,000 MLS# 226013404

Olde Naples,

264 8Th Ave S
Naples, FL 34102
Property Address

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Steps from the shimmering Gulf waters, pristine white-sand beaches, and the vibrant charm of 5th Avenue South and 3rd Street South, 264 8th Avenue South offers the ultimate Olde Naples lifestyle—where prime location, refined luxury, and effortless ...

5057 Sqft, 0.26 Acres
5 Bed, 5 Full / 2 Partial Bath
Status A-Active
Listing Courtesy of:
Compass Florida LLC

For Sale $13,500,000 MLS# 226029919

Olde Naples,

40 5Th Ave S
Naples, FL 34102
Property Address

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One house from the sand. On Fifth Avenue South. Wrought-iron power gates, twin limestone staircases, a twenty-four-foot foyer. Mediterranean in spirit, furnished, ready to live. First floor: fireplace living room to an eight-hundred-bottle wine roo...

7635 Sqft, 0.29 Acres
5 Bed, 6 Full / 1 Partial Bath
Status A-Active
Listing Courtesy of:
Coldwell Banker Realty

View All Featured Olde Naples Listings

My Featured Listings

For Sale $5,850,000 MLS# 226010996

1438 Murex Dr
Naples, FL 34102
Property Address

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Discover a sanctuary of peace in this custom-built home originally crafted by Mike Assad of Waterside Builders and masterfully reimagined by BCB Homes. This exceptional single-story residence showcases refined design and effortless indoor-outdoor liv...

3744 Sqft, 0.63 Acres
4 Bed, 4 Full / 1 Partial Bath
Status A-Active
Listing Courtesy of:
Premier Sotheby's Int'l Realty

Pending $500,000 MLS# 226015364

Lely, Timbercreek

646 Augusta Blvd
Naples, FL 34113
Property Address

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Welcome to your slice of paradise! This beautifully updated, two-bedroom, two-bath-plus-den villa offers a blend of privacy, style and scenic views. Go through your private courtyard entrance to your personal oasis that leads directly into the villa,...

1982 Sqft, 0.07 Acres
2 Bed, 2 Bath
Status Pending
Listing Courtesy of:
Premier Sotheby's Int'l Realty

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Debbi McDermott
Call: 239.564.4231
Premier Sotheby's International Realty
390 Broad Avenue South
Naples, FL, 34102

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The data relating to real estate for sale on this Website comes in part from the Broker Reciprocity Program (BR Program) of these sources: M.L.S. of Naples, Inc., Bonita Springs-Estero Association of REALTORS®, Southwest Florida MLS (Gulf Coast), My Florida Regional MLS DBA Stellar MLS, Sanibel and Captiva Island Association of Realtors®. Properties listed with brokerage firms other than Featured Home Listings are marked with the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program. The data is updated every 4 hours, but can be influenced by delays from various real estate companies entering data in MLS. Some properties that appear for sale on this website may subsequently have sold or may otherwise no longer be available. All properties are subject to price or other changes without notice. For the most current information, please contact us using this form, or click on the "Request Info or Appointment" button on the search results and detailed property pages.

The source of this real property information is the copyrighted and proprietary database compilation of the © 2026 M.L.S. of Naples, Inc., © 2026 Bonita Springs-Estero Association of REALTORS®, © 2026 Southwest Florida MLS (Gulf Coast), © 2026 My Florida Regional MLS DBA Stellar MLS and © 2026 Featured Home Listings, a Florida Real Estate Brokerage. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it. Information last refreshed: 2026-09-24 14:43:13

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