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Top 10 Luxury Listings in Sarasota

House near Beach

Top 10 Luxury Listings in Sarasota

Let’s discuss the top-tier luxury real estate for sale in Southwest Florida. As we all know, an abundance of wealth pours into this area on a daily basis. In order to satisfy the demand of retiring baby boomers to millennials with solid portfolios, southwest Florida has been billowing with new construction building. Even with all the new building, the top 10 list of residential real estate properties is as stable as ever. And, none of them are new construction. All 10 homes, including the three newcomers, share are a prime waterfront location and lots of square footage. Some have ties to Sarasota history, including one owned by descendants of one of our most prominent pioneers. The value of 6 of the 7 homes has risen in value over the last 3 years (since 2016), one by more than $2.5 million.

Take a look at the top 10, who owns them and how magnificent they are!
1127 House Address
Image: EVERETT DENNISON
#1: $17,752,300
1127 Westway Drive, Lido Shores
Owners: Kenneth and Carrie Cox | Value in 2016: $16,857,400, an increase of $894,900
Owned by a pharmaceutical executive-developer couple, Carrie and Kenneth Cox, the home sits on five acres along New Pass in Lido Shores. The Coxes purchased the home in 2003 for $11 million, and then renovated it to become an astounding 19,658-square-foot home. It has amazing grounds, four bedrooms, seven bathrooms and, of course, a beautiful pool. Their home has a history of well-known owners including Sarasota developer couple, Joe and Grace Penner, who built the original in 1989.

House near Beach
2309 Casey Key Road, Nokomis
Image: EVERETT DENNISON
#2: $17,545,500
2309 Casey Key Road, Nokomis
Owners: Fritz Faulhaber and Ping Pan Faulhaber trusts, Ma Ling trustee | Value in 2016: $16,539,000
The late Fritz Faulhaber and his wife, Ping, moved to Casey Key from Clearwater. They purchased this majestic property for $2.06 million in 1998, then built a 19,674-square-foot, Spanish-style home in 2007. They created an award-winning pagoda garden as well. The Faulhabers also founded the Suncoast Science Center/Faulhaber Fab Lab (Sarasota). The center’s mission is to inspire and support tomorrow’s innovators through experiential learning in Science, Technology, Engineering and Math.

Casey Key Road
2209 Casey Key Road, Nokomis
Image: EVERETT DENNISON
#3: $16,879,600
2209 Casey Key Road, Nokomis
Owners: Walter and Marilyn Kreiseder | Value in 2016: $15,652,400
Inventor Walter Kreiseder and his wife, Marilyn, own this Casey Key mansion. Walter was a former owner of injection molder, Courtesy Corp., in Illinois. The home was purchased in 1999 for $3.95 million, then renovated to a 14,898-square-foot home with 4 bedrooms, 8 bathrooms, boat dock and a beautiful beach cabana.

Hillview Drive
1253 Hillview Drive, Sarasota
Image: EVERETT DENNISON
#4: $16,623,500
1253 Hillview Drive, Sarasota
Owners: Bridgeview Land Trust, David and Lisa Grain
The home was sold at auction for $3.9 million to Executive David Grain and Dr. Lisa Butler Grain. It’s located in the perfectly-situated community of Harbor Acres. It has 4 Bedrooms And 6 Bathrooms. David Grain owns a private investment firm in Sarasota, Grain Management. The property sat empty for years before the Grains purchased it in 2006 for $6.5 million. In 2018, they built a 28,182-square-foot, four-bedroom mansion.


1420 Bay Point Drive, Sarasota
Image: EVERETT DENNISON
#5: $16,026,100
1420 Bay Point Drive, Sarasota
Owner: Katherine Ebbeson | 2016 rank: No. 6 | Value in 2016: $13,339,200,
Former Congresswoman and Florida Secretary of State Katherine (Harris) Ebbeson built this Bay Point Park, 16,016-square-foot home in 2012. The architecture is based on the Hotel Biron in Paris, which was constructed in 1730. The home has 6 bedrooms, 11 bathrooms, a pool, boat house and dock.

Bay Shore Road
#6: $15,919,500
4449 Bay Shore Road, Sarasota
Owners: James and Maryann Armour | Value in 2016: $15,772,300
This 21,192-square-foot home overlooking Sarasota Bay is owned by James and Maryann Armour. James is the the former CEO of AM General, LLC Of South Bend, Indiana. They purchased the home for $19 million in 2008 from Howard Jacobs (financier). The Amours then invested in $14 million in renovations. The three-story home has 10 bedrooms, 17 bathrooms and a pool. The Amours are supporters of the Fine Arts Society of Sarasota and Selby Gardens.

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845 Longboat Club Road, Longboat Key
Image: EVERETT DENNISON
#7: $15,006,200
845 Longboat Club Road, Longboat Key
Owners: Mike and Michele McKee | Value in 2016: $14,471,300
Bought in 1998 for $2.5 million, this gorgeous property is owned by Mike and Michele McKee. The residence has 6 bedrooms, 8 bathrooms, a pool and is 35,200 square feet. Regent Court is located inside the gates of the Longboat Key Club and is one of the areas most exclusive residential retreats.

Washington Drive
Image: EVERETT DENNISON
#8: $13,200,500
132 N. Washington Drive, St. Armands
Owners: Jeffrey and Mary Penny Vinik
Tampa Bay Lightning owner Jeffrey Vinik and his wife, Mary Penny, own this show-stopping mega-mansion on St. Armands Key. One of the largest homes in Sarasota, it includes 8 bedrooms, 8 bathrooms, 5 half baths and a swimming pool on Sarasota Bay. Its view is of the spectacular Ringling Bridge.

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#9: $12,864,700
1309 Vista Drive, Sarasota
Owner: Cynthia Kaye Wilson
This beautiful Harbor Acres property is owned by Cynthia Kaye Wilson. Cynthia was once married to the late Sheridan Garrison, a founder of the national trucking company American Freightways. Wilson purchased the original property in 2005 and demolished the home to build a new, two-story West Indies-style home. The home is 12,025 square feet, has 4 bedrooms, 4 full bathrooms, two half baths, and a pool.

Longboat Club Road
Image: EVERETT DENNISON
825 Longboat Club Road, Longboat Key
#10: $12,291,600
825 Longboat Club Road, Longboat Key
Owner: P & W Charters LLC | Value in 2016: $12,720,600
This home is owned by P & W Charters, LLC, which shows ownership by British businessman William Archer and his wife Shirley. Archer founded Focus DIY in 1987. The business was sold by Archer and his partner for £650 million, prior the close of the business. It is two-stories and has 6 bedrooms, 7 bathrooms an is 23,045 square feet.