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Karen Stabile | The Stabile Group

Karen Stabile launched her career as a REALTOR® in late 2021, but her experience in real estate spans decades. Alongside her husband, Michael, she has been actively investing in real estate since their time in Boston, Massachusetts. “We are active buyers of land, builders, and flippers,” Karen explains. “I’ve built several homes and owned numerous properties in New England, Tennessee, and Florida.”

In addition to managing investment properties, Karen built a long and successful career in publishing and advertising. She and Michael founded their first publishing business in 1989, growing it into the largest independent community Yellow Pages publisher in the country, with over 250 titles. She initially led the company’s sales efforts before taking on an executive role, overseeing operations across graphics, promotions, sales, and customer service.

Since 2022, Karen has closed over $70 million in transactions as an individual agent. The evolving Naples market—where many buyers are relocating from New England—has been a natural fit for her expertise. She prides herself on delivering concierge-level service, ensuring her clients have the knowledge and resources to make confident decisions. Whether it’s finding the perfect home or connecting out-of-state buyers with trusted local professionals, Karen is committed to making every transition seamless.

Metropolitan Expertise
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What Our Clients Say

"Buying a home is one thing, but buying one in a new state, with 3 kids and not knowing much about areas of what’s best suits you and your family needs is another new level of trust you build with your Realtor! After Meeting Karen, I knew she heard All of my needs and concerns. Her knowledge and understanding of Naples and the Real Estate Market is priceless. Not only did she find me a perfect home for my family, but she also found land to build a future home that wasn’t even being advertised! Karen gives a personal touch that makes one feel comfortable as you navigate in your journey of living your best life! Karen has such grace and wisdom to go above and beyond. If you ever have the pleasure working with Karen, you will know she is one of Naples Jewel’s in the Realtor world as well as individual."

D. M.

"“Their team of qualified experts assisted us with the listing and successful sale of our luxury condominium in Naples, Florida in late 2022. Our property listed between $10 and $15 million.  Our listing agent, Karen Stabile, did a wonderful job of communicating with us and handling the property with such professionalism.  Karen and her team successfully inventoried the entire home with not only descriptions of EVERYTHING, but complete photography. Karen’s approach to the listing eliminated ambiguity as we sold the home fully furnished and stocked. I’m convinced their marketing approach (which was very high-end and professionally prepared) helped attract the proper buyer. Furthermore, we had to navigate some complicated issues relative to storm damage from the recent hurricane prior to closing. All of these items were complicated and required professional attention, expert handling with the potential buyer. We were totally pleased with how the Douglas Elliman team handled our sale. A total group of true professionals! “"

P. W.

"Karen is a great Realtor! We are out-of-state buyers from California. Working with her she made our experience go smoothly and was very professional. She assisted us on each detail, explained each process, and was always accommodating. Karen always prepared us for each future step. We recommend her highly and are grateful."

D. C

"“Karen was the realtor we were looking for. Someone who understands investments, equity, the area of Naples, and a confident voice to explain our listing. Highly recommend & will use in the future.”"

Marte Capital

"Our Naples purchase with Karen was such a pleasant experience. She was extremely helpful and gave us excellent guidance along the way. My husband and I reside in Boston and purchasing out of state was difficult and she made the process a lot easier will all of her help and knowledge!! We could not have been happier working with her"

D. M.

"Sarah and I did not know when we began our journey together that we would be working with such a wonderfully talented and customer focused Realtor, more importantly such a wonderful sincere human being. It has been our privilege to work with you and we will look forward to our next adventure together."

S. T.

Naples Sold Properties

6897 Grenadier Blvd #501, Naples, FL 34108
$11,250,000 6897 Grenadier Blvd #501, Naples, FL 34108
$11,250,000
6897 Grenadier Blvd #501, Naples, FL 34108
5 BEDS
4 | 1 BATHS
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6897 Grenadier BLVD #1802, NAPLES, FL 34108
$8,345,000 6897 Grenadier BLVD #1802, NAPLES, FL 34108
$8,345,000
6897 Grenadier BLVD #1802, NAPLES, FL 34108
3 BEDS
3 | 1 BATHS
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4511 Crayton RD, NAPLES, FL 34103
$7,700,000 4511 Crayton RD, NAPLES, FL 34103
$7,700,000
4511 Crayton RD, NAPLES, FL 34103
5 BEDS
6 | 1 BATHS
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5127 SEASHELL AVE, NAPLES, FL 34103
$5,900,000 5127 SEASHELL AVE, NAPLES, FL 34103
$5,900,000
5127 SEASHELL AVE, NAPLES, FL 34103
5 BEDS
5 | 1 BATHS
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15740 Waite Island DR, FORT MYERS, FL 33908
$4,297,500 15740 Waite Island DR, FORT MYERS, FL 33908
$4,297,500
15740 Waite Island DR, FORT MYERS, FL 33908
4 BEDS
5 | 1 BATHS
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4501 Gulf Shore BLVD N #504, NAPLES, FL 34103
$3,925,000 4501 Gulf Shore BLVD N #504, NAPLES, FL 34103
$3,925,000
4501 Gulf Shore BLVD N #504, NAPLES, FL 34103
3 BEDS
3 BATHS
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Naples Featured Properties

100 Bay RD, NAPLES, FL 34102
$210,000,000 100 Bay RD, NAPLES, FL 34102
$210,000,000
100 Bay RD, NAPLES, FL 34102
6 BEDS
13 | 3 BATHS
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20 14th AVE S, NAPLES, FL 34102
$89,000,000 20 14th AVE S, NAPLES, FL 34102
$89,000,000
20 14th AVE S, NAPLES, FL 34102
BEDS
0 BATHS
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25 16th AVE S, NAPLES, FL 34102
$77,000,000 25 16th AVE S, NAPLES, FL 34102
$77,000,000
25 16th AVE S, NAPLES, FL 34102
6 BEDS
5 | 4 BATHS
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1611 Gulf Shore BLVD N #Penthouse, NAPLES, FL 34102
$45,000,000 1611 Gulf Shore BLVD N #Penthouse, NAPLES, FL 34102
$45,000,000
1611 Gulf Shore BLVD N #Penthouse, NAPLES, FL 34102
6 BEDS
6 | 2 BATHS
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860 Admiralty Parade E, NAPLES, FL 34102
$44,950,000 860 Admiralty Parade E, NAPLES, FL 34102
$44,950,000
860 Admiralty Parade E, NAPLES, FL 34102
5 BEDS
5 | 2 BATHS
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71 18th AVE S, NAPLES, FL 34102
$44,000,000 71 18th AVE S, NAPLES, FL 34102
$44,000,000
71 18th AVE S, NAPLES, FL 34102
6 BEDS
4 BATHS
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