Sarasota Vacation Homes for Sale

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1233 HILLVIEW DRIVE, SARASOTA, Florida 34239

Single Family Residence For Sale

Exceptional in every aspect, this magnificent custom bayfront estate in Sarasota’s coveted Harbor Acres Estate Section showcases superb craftsmanship, state-of-the-art technology, breathtaking vistas and fabulous amenities.
$29,950,000
8Bedroom(s)
8Bathroom(s)
14,751Sqft
MICHAEL SAUNDERS & COMPANY

3799 FLAMINGO AVENUE, SARASOTA, Florida 34242

Single Family Residence For Sale

Discover your very own island paradise on world-famous Siesta Key. Located on the north end of Siesta Key, this awe-inspiring estate was brilliantly created to deliver the perfect balance between architecture, design, and home décor while taking full advantage of its incredible peninsular setting with over 700 waterfront feet.
$22,000,000
4Bedroom(s)
4Bathroom(s)
18,706Sqft
PREMIER SOTHEBYS INTL REALTY

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 estate is in a beautiful setting unlike any other property along the Bayfront.
$17,500,000
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
$15,000,000
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.
$14,950,000
6Bedroom(s)
8Bathroom(s)
14,088Sqft
PREMIER SOTHEBYS INTL REALTY

1405 KIMLIRA LANE, SARASOTA, Florida 34231

Single Family Residence For Sale

Situated on 1.1 acres and 170’ of shoreline at the end of a private tree-lined street, this Bayfront estate, offering outstanding sunset views, is a true masterpiece of design, craftsmanship and grandeur.
$13,000,000
4Bedroom(s)
6Bathroom(s)
18,550Sqft
MICHAEL SAUNDERS & COMPANY

684 FREELING DRIVE, SARASOTA, Florida 34242

Single Family Residence For Sale

A truly unparalleled building opportunity on the coveted North end of Siesta Key —a remarkable 1.48-acre walled and gated waterfront estate parcel that beckons the discerning homeowner to craft their ultimate dream home. This rare gem, nestled within the embrace of nature's beauty, offers the perfect canvas upon which to paint a bespoke masterpiece.
$12,900,000
3Bedroom(s)
3Bathroom(s)
2,600Sqft
PREFERRED SHORE

1610 LODGE DRIVE, SARASOTA, Florida 34239

Single Family Residence For Sale

Under Construction. Waterfront. New Construction. With a perfect combination of comfort and luxury this spectacular two story coastal modern single family home is situated in Cherokee Park. The street in which the house is located, is lined with beautiful oak and canopy trees.
$12,799,000
5Bedroom(s)
6Bathroom(s)
15,133Sqft
COLDWELL BANKER REALTY

7811 MIDNIGHT PASS ROAD, SARASOTA, Florida 34242

Single Family Residence For Sale

This 3.7-acre property of old Florida beauty with 346 feet of shoreline is one of the largest estates on Siesta Key with wide bay views. This is a rare opportunity to develop and build your own compound on what is one of Siesta Keys last large available properties.
$10,600,000
2Bedroom(s)
3Bathroom(s)
4,626Sqft
MICHAEL SAUNDERS & COMPANY

4223 BAY SHORE ROAD, SARASOTA, Florida 34234

Single Family Residence For Sale

Situated on a superbly landscaped 1.58-acre lot with over 200 feet of bay frontage, this 5,700-square-foot home in sought-after Indian Beach/Sapphire Shores was meticulously reimagined while retaining its historic charm during a three-year renovation completed in 2020 by builder Bruce Saba. Originally built in 1940, the two-story 4-bedroom, 5.
$10,000,000
4Bedroom(s)
5Bathroom(s)
8,979Sqft
MICHAEL SAUNDERS & COMPANY

1250 HIDDEN HARBOR WAY, SARASOTA, Florida 34242

Single Family Residence For Sale

Experience the epitome of waterfront living at 1250 Hidden Harbor Way, Siesta Key, FL, a custom-built sanctuary where coast elegance meets timeless serenity. Nestled on a private, peninsula lot, the home has sweeping bay views all the way to the Sarasota skyline, with 409 ft. of water frontage, offering 280-degree unobstructed water views.
$8,995,000
5Bedroom(s)
5Bathroom(s)
13,364Sqft
MICHAEL SAUNDERS & COMPANY

1137 LAKE SHORE DRIVE, SARASOTA, Florida 34231

Single Family Residence For Sale

This unique gated waterfront estate is situated on a private cul-de-sac in one of the most coveted neighborhoods in Sarasota, Oyster Bay. This home blends definitive architectural features and exquisite finishes that create a remarkable yet comfortable lifestyle. The impressive open floor plan offers generous spaces and cherry hardwood flooring throughout.
$8,950,000
6Bedroom(s)
6Bathroom(s)
6,462Sqft
MICHAEL SAUNDERS & COMPANY
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