Sarasota Vacation Homes for Sale

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3799 FLAMINGO AVENUE, SARASOTA, Florida 34242

Single Family Residence For Sale

Discover your very own gated private peninsula on world-famous Siesta Key. Located on the north end of the island, this one-of-a-kind awe-inspiring furnished estate sits on more than an acre with over 700 waterfront feet. A custom-designed driveway leads to a grand entrance with waterfalls and fire features setting the stage for the luxury that lies within.
$21,000,000
4Bedroom(s)
4Bathroom(s)
18,706Sqft
PREMIER SOTHEBYS INTL REALTY

113 & 125 BIG PASS LANE, SARASOTA, Florida 34242

Single Family Residence For Sale

A RARE OFFERING to purchase two Gulf Front building lots side by side (Parcel ID Numbers-0080010021 & 0080010023) where Sarasota’s Big Pass meets the Gulf of Mexico providing one of the best panoramic views in the area, located on a private gated lane. Combine both lots for a total of close to 1.
$16,000,000
4Bedroom(s)
5Bathroom(s)
7,245Sqft
KELLER WILLIAMS ON THE WATER S

21 & 25 LANDS END LANE, SARASOTA, Florida 34242

Single Family Residence For Sale

A rare jewel is available: It's all about the view and the location. This Beachfront & Bayfront Estate Size Home Site for your dream residence or family compound is now available.......
$16,000,000
6Bedroom(s)
7Bathroom(s)
7,023Sqft
COLDWELL BANKER REALTY

3544 SAN REMO TERRACE, SARASOTA, Florida 34239

Single Family Residence For Sale

Significant price reduction. This stunning 8,006 SF family compound epitomizes luxury living on Florida’s Gulf coast, boasting breathtaking views of both Roberts Bay and the downtown Sarasota skyline.
$15,995,000
5Bedroom(s)
5Bathroom(s)
10,927Sqft
LIVING VOGUE LLC

3000 SOUTHWEST DRIVE, SARASOTA, Florida 34239

Single Family Residence For Sale

Discover the perfect blend of elegance and privacy on this 1.6-acre estate nestled within Cherokee Park, one of the most sought-after mainland neighborhoods in Sarasota. Tucked away on a small street at the end of Southwest Drive, this double lot estate is in a beautiful setting unlike any other property along the Bayfront.
$14,950,000
5Bedroom(s)
5Bathroom(s)
11,731Sqft
MICHAEL SAUNDERS & COMPANY

1325 WESTWAY DRIVE, SARASOTA, Florida 34236

Single Family Residence For Sale

Modern marvel overlooking New Pass in Lido Shores! Step into this tropical escape through the hidden courtyard that connects the three-bedroom main home to the secluded, two-bedroom guest house with an expansive sundeck, 60-foot wet-edge lap pool lined with royal palms and unique fire bowls, as the perfect introduction to a contemporary masterpiece designed by DSDG Architect Mark Sultana and built
$13,995,000
5Bedroom(s)
6Bathroom(s)
9,979Sqft
COLDWELL BANKER REALTY

1414 POINT CRISP ROAD, SARASOTA, Florida 34242

Single Family Residence For Sale

Rare 1.2 acres on south Siesta Key with 546-ft. bayfront and 360-degree views. Water views from every room -- including the elevator. Private road for extreme privacy.
$13,950,000
6Bedroom(s)
8Bathroom(s)
14,088Sqft
PREMIER SOTHEBYS INTL REALTY

1378 HARBOR DRIVE, SARASOTA, Florida 34239

Single Family Residence For Sale

Poised on the pristine waters of Sarasota Bay, this luxurious palatial bayfront estate boasts breathtaking panoramic views and a spectacular waterfront lifestyle. Indulge in a life of unrivaled grandeur in this gated architectural wonder nestled within the sanctuary of Harbor Acres.
$12,400,000
4Bedroom(s)
5Bathroom(s)
12,145Sqft
MICHAEL SAUNDERS & COMPANY

1329 LAKE SHORE DRIVE, SARASOTA, Florida 34231

Single Family Residence For Sale

Pre-Construction. To be built. Perfectly situated in Oyster Bay, one of Sarasota’s most coveted West of Trail neighborhoods, this contemporary custom home will be on an acre of land with 148 feet of water frontage along the intracoastal waterway. Spanning 2 spacious levels with a bonus third story deck overlooking Roberts Bay with stunning sunsets on the horizon.
$11,975,000
4Bedroom(s)
4Bathroom(s)
6,117Sqft
EXP REALTY LLC

684 FREELING DRIVE, SARASOTA, Florida 34242

Single Family Residence For Sale

This amazing, READY TO BUILD waterfront lot just had a major price improvement. With 1.5 acres rarely found on Siesta Key, this ready to build lot is an estate parcel boasting nearly 350 feet of water frontage is a unique Siesta find. The completely remodeled LUXURY guest home is the perfect place to live and enjoy Siesta Key while building the home of your dreams.
$11,900,000
3Bedroom(s)
3Bathroom(s)
2,600Sqft
PREFERRED SHORE

109 WARBLER LANE, SARASOTA, Florida 34236

Single Family Residence For Sale

Under Construction. Bird Key bayfront opportunity. Nestled on a quiet cul-de-sac, this is the epitome of luxury coastal living. Your opportunity to own a meticulously crafted custom home by Seaward Homes Curated Collection, Sarasota's premier waterfront homebuilder.
$11,750,000
4Bedroom(s)
3Bathroom(s)
7,295Sqft
COLDWELL BANKER REALTY

1136 LAKE SHORE DRIVE, SARASOTA, Florida 34231

Single Family Residence For Sale

Discover the captivating essence of 1136 N Lake Shore Drive in Oyster Bay Estates—a coveted 1.41-acre sanctuary along the pristine waters of Sarasota Bay. rnThis exceptional property is the essence of waterfront living with over 430 feet on the bay creating unparalleled water and sunset views and offering easy access to both the Intracoastal Waterway and the Gulf of Mexico.
$11,650,000
4Bedroom(s)
6Bathroom(s)
11,720Sqft
PREMIER SOTHEBYS INTL REALTY
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