Sailboat Waterfront Homes and Condos

To be considered sailboat waterfront and property must not have access restricted by fixed bridges or shallow water.

Sailboat Waterfront on Siesta Key

All Listings $100,000 - $200,000 $200,000 - $300,000
$300,000 - $400,000 $400,000 - $500,000 $500,000 - $600,000
$600,000 - $700,000 $800,000 - $900,000 $900,000 - $1,000,000
Over $1,000,000
31 Properties Found. Showing Page 1 of 3
View As: Thumbnails List Tabular Map
Sort by:
Status Price Type City Bed Bath Subdiv Address SqFt
One-of-a-kind Beachfro...
Status:
Not FC
Price:
$8,250,000
Type:
Single Family Home
City:
Siesta Key
Beds:
4
Baths:
6
Subdiv:
Siesta Rev Of
Address:
3975 Shell Rd
SqFt:
5,079
Surround Yourself With...
Status:
Not FC
Price:
$5,999,999
Type:
Single Family Home
City:
Siesta Key
Beds:
5
Baths:
6
Subdiv:
Point Crisp Add
Address:
1356 Point Crisp Rd
SqFt:
7,443
Tucked Away On North S...
Status:
Not FC
Price:
$5,395,000
Type:
Single Family Home
City:
Siesta Key
Beds:
6
Baths:
9
Subdiv:
Siesta Rev Of
Address:
3701 White Ln
SqFt:
7,376
Rarely Available Beach...
Status:
Not FC
Price:
$3,900,000
Type:
Single Family Home
City:
Siesta Key
Beds:
2
Baths:
3
Subdiv:
Siesta Properties Inc
Address:
7832 Sanderling Rd
SqFt:
1,457
Incredible North Siest...
Status:
Not FC
Price:
$3,099,000
Type:
Single Family Home
City:
Siesta Key
Beds:
4
Baths:
4
Subdiv:
Bay Island Shores
Address:
3535 Flamingo Ave
SqFt:
4,103
Bay Breezes From This ...
Status:
Not FC
Price:
$2,775,000
Type:
Single Family Home
City:
Siesta Key
Beds:
4
Baths:
5
Subdiv:
Siesta Beach
Address:
767 Tropical Cir
SqFt:
5,011
Boating Enthusiast! De...
Status:
Not FC
Price:
$2,249,900
Type:
Single Family Home
City:
Siesta Key
Beds:
4
Baths:
4
Subdiv:
Siesta Key
Address:
722 Siesta Dr
SqFt:
4,050
Just Move In And Start...
Status:
Not FC
Price:
$2,100,000
Type:
Single Family Home
City:
Siesta Key
Beds:
4
Baths:
4
Subdiv:
Siesta Beach
Address:
815 Tropical Cir
SqFt:
7,019
This Is The Waterfront...
Status:
Not FC
Price:
$1,999,000
Type:
Single Family Home
City:
Siesta Key
Beds:
3
Baths:
3
Subdiv:
Siesta Beach
Address:
853 Siesta Key Cir
SqFt:
1,850
Location, Location, Lo...
Status:
Not FC
Price:
$1,995,000
Type:
Single Family Home
City:
Siesta Key
Beds:
3
Baths:
2
Subdiv:
Bay Island Shores
Address:
763 Freeling Dr
SqFt:
1,616
Priced To Sell! Siesta...
Status:
Not FC
Price:
$1,975,000
Type:
Single Family Home
City:
Siesta Key
Beds:
5
Baths:
7
Subdiv:
Siestas Bayside Bayside Club 01
Address:
763 Tropical Cir
SqFt:
5,060
A Gated Paradise Locat...
Status:
Not FC
Price:
$1,895,000
Type:
Single Family Home
City:
Siesta Key
Beds:
4
Baths:
6
Subdiv:
Riegels Landing
Address:
5823 Riegels Harbor Rd
SqFt:
4,822
Status: Not FC = Not Foreclosure, SS = Short Sale, BO = Bank Owned

One-of-a-kind Beachfro...

$8,250,000
Siesta Key, FL
4 br, 6 ba, 5,079 ft², Single Family Home Residential
Price:
$8,250,000
Waterfrontage
Waterview
City:
Siesta Key
DOM:
445 DOM
Type:
Single Family Home
Beds:
4 br,
Baths:
6 ba
Subdiv:
Siesta Rev Of
SqFt:
5,079 SqFt

One-of-a-kind Beachfront Parcel On Siesta Key. 2.4 Acres With 264ft Directly On The Beach. Wester...

Photo of Listing #A4158589

Surround Yourself With...

$5,999,999
Siesta Key, FL
5 br, 6 ba, 7,443 ft², Single Family Home Residential
Price:
$5,999,999
Waterfrontage
Waterview
City:
Siesta Key
DOM:
32 DOM
Type:
Single Family Home
Beds:
5 br,
Baths:
6 ba
Subdiv:
Point Crisp Add
SqFt:
7,443 SqFt

Surround Yourself With Water, Water Everywhere From This Rare Peninsula Location, Where Mesmeric ...

Photo of Listing #A4194788

Tucked Away On North S...

$5,395,000
Siesta Key, FL
6 br, 9 ba, 7,376 ft², Single Family Home Residential
Price:
$5,395,000
Waterfrontage
Waterview
City:
Siesta Key
DOM:
229 DOM
Type:
Single Family Home
Beds:
6 br,
Baths:
9 ba
Subdiv:
Siesta Rev Of
SqFt:
7,376 SqFt

Tucked Away On North Siesta Key, This Gated Estate On Deep Boating Water Is A Superb Expression O...

Photo of Listing #A4176892

Rarely Available Beach...

$3,900,000
Siesta Key, FL
2 br, 3 ba, 1,457 ft², Single Family Home Residential
Price:
$3,900,000
Waterfrontage
Waterview
City:
Siesta Key
DOM:
51 DOM
Type:
Single Family Home
Beds:
2 br,
Baths:
3 ba
Subdiv:
Siesta Properti
SqFt:
1,457 SqFt

Rarely Available Beachfront Property At The Sanderling Club, Featuring 200 Feet Of Frontage On Th...

Photo of Listing #A4193222

Incredible North Siest...

$3,099,000
Siesta Key, FL
4 br, 4 ba, 4,103 ft², Single Family Home Residential
Price:
$3,099,000
Waterfrontage
Waterview
City:
Siesta Key
DOM:
389 DOM
Type:
Single Family Home
Beds:
4 br,
Baths:
4 ba
Subdiv:
Bay Island Shor
SqFt:
4,103 SqFt

Incredible North Siesta Key Pool Home With Bay Views And Protected Deep Water Boat Basin. This Ho...

Photo of Listing #A4162146

Bay Breezes From This ...

$2,775,000
Siesta Key, FL
4 br, 5 ba, 5,011 ft², Single Family Home Residential
Price:
$2,775,000
Waterfrontage
Waterview
City:
Siesta Key
DOM:
155 DOM
Type:
Single Family Home
Beds:
4 br,
Baths:
5 ba
Subdiv:
Siesta Beach
SqFt:
5,011 SqFt

Bay Breezes From This Spectacular Renovated And Expanded Siesta Key Luxury Home. Situated On Dee...

Photo of Listing #A4184343

Boating Enthusiast! De...

$2,249,900
Siesta Key, FL
4 br, 4 ba, 4,050 ft², Single Family Home Residential
Price:
$2,249,900
Waterfrontage
Waterview
City:
Siesta Key
DOM:
318 DOM
Type:
Single Family Home
Beds:
4 br,
Baths:
4 ba
Subdiv:
Siesta Key
SqFt:
4,050 SqFt

Boating Enthusiast! Deep Sailboat Water With No Fixed Bridges Allow For Stress Free Gulf Access!!...

Photo of Listing #A4169257

Just Move In And Start...

$2,100,000
Siesta Key, FL
4 br, 4 ba, 7,019 ft², Single Family Home Residential
Price:
$2,100,000
Waterfrontage
Waterview
City:
Siesta Key
DOM:
678 DOM
Type:
Single Family Home
Beds:
4 br,
Baths:
4 ba
Subdiv:
Siesta Beach
SqFt:
7,019 SqFt

Just Move In And Start Enjoying The Gracious Home. Sarasota’s Signature Barrier Island, Siesta Ke...

Photo of Listing #A4169014

This Is The Waterfront...

$1,999,000
Siesta Key, FL
3 br, 3 ba, 1,850 ft², Single Family Home Residential
Price:
$1,999,000
Waterfrontage
Waterview
City:
Siesta Key
DOM:
218 DOM
Type:
Single Family Home
Beds:
3 br,
Baths:
3 ba
Subdiv:
Siesta Beach
SqFt:
1,850 SqFt

This Is The Waterfront Building Opportunity On Siesta Key. Fantastic Size Lot With Outstanding Vi...

Photo of Listing #A4178358

Location, Location, Lo...

$1,995,000
Siesta Key, FL
3 br, 2 ba, 1,616 ft², Single Family Home Residential
Price:
$1,995,000
Waterview
City:
Siesta Key
DOM:
274 DOM
Type:
Single Family Home
Beds:
3 br,
Baths:
2 ba
Subdiv:
Bay Island Shor
SqFt:
1,616 SqFt

Location, Location, Location! * Deep Water! * Protected Harborage * Freeling Drive Is Known For I...

Photo of Listing #A4172756

Priced To Sell! Siesta...

$1,975,000
Siesta Key, FL
5 br, 7 ba, 5,060 ft², Single Family Home Residential
Price:
$1,975,000
Waterfrontage
Waterview
City:
Siesta Key
DOM:
268 DOM
Type:
Single Family Home
Beds:
5 br,
Baths:
7 ba
Subdiv:
Siestas Bayside
SqFt:
5,060 SqFt

Priced To Sell! Siesta Key Tropical Paradise Awaits! Inviting Island Resort Style Living In Your ...

Photo of Listing #A4173055

A Gated Paradise Locat...

$1,895,000
Siesta Key, FL
4 br, 6 ba, 4,822 ft², Single Family Home Residential
Price:
$1,895,000
Waterfrontage
Waterview
City:
Siesta Key
DOM:
351 DOM
Type:
Single Family Home
Beds:
4 br,
Baths:
6 ba
Subdiv:
Riegels Landing
SqFt:
4,822 SqFt

A Gated Paradise Located Mid-siesta Key In Coveted Riegels Landing Is Now Available. With More Th...

Photo of Listing #A4166312

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on September 26th, 2017 at 3:37pm EDT.

My Account

| Forgotten It?

Recent Blog Posts

Dec31

Siesta Key 2010 Single Family Sales Statistics

30% of Sales are ForeclosuresSiesta Key had a total of 134 single family sales in 2010, of these roughly 30% were distressed foreclosure sales.  This inclu...

2 Comments Read More

Dec31

Just Listed Bank Owned: Gulf and Bay Club

Gulf and Bay Club: Bank OwnedThere is a new bank owned condo listed for sale in the Gulf & Bay ClubThe seller of this bank owned property has requested that...

1 Comments Read More

Dec31

We're Not Talking Sandcastles...

From November 18-21/10 thousands will be flocking to our beaches to view the Siesta Key Crystal Classic - a world class display of sand sculpting. The fine whi...

Add Comment Read More


Sarasota Foreclosures

Visit our foreclosure site to access every bank owned, short sale, and foreclosure in Sarasota. Your password and ID will work on both SarasotaCondos.com and SarasotaForeclosures.com

Sarasota-Foreclosures.com
Email Bookmark and Share