404 South Shore Drive

Off Market

404 South Shore Drive

Sarasota FL 34234

7053 sq. ft.

20843 sq. ft.

Single-Family

Last sold for $3,070,000

Carolyn Donnelly, PA, last sold this property on 09 February 2026 after 296 days on market.

Overview

Waterfront Living Reimagined. Welcome to your modern sanctuary in eclectic Sapphire Shores — a rare blend of luxury, lifestyle, and location. This newly remodeled 5-bedroom, 6.5-bathroom estate offers 150 feet of direct Sarasota Bay frontage, complete with a private beach lounge and launch for paddleboards, kayaks and jet skis. Wake up to panoramic views of the Sarasota skyline, Ringling Bridge, and Longboat Key, and wind down with unforgettable sunsets from your expansive balcony or poolside lounge areas — all in a home recently chosen as the exclusive backdrop for an international bridal shoot. Inside, discover 5,270 square feet of elevated design — from soaring 19-foot ceilings and walls of glass to an amazing open chef’s kitchen with custom gloss cabinetry, Cambria quartz island, built-in wine bar, and premium stainless appliances. With two luxe primary suites featuring a one-off Zen bathroom, a flexible study/library, and multiple guest suites with ensuite offices, this home is built for multi-generational living, remote work, and creative pursuits. A potential sixth bedroom offers space for a media room, playroom, or wellness studio. Impact-rated windows and doors ensure peace of mind, while lush landscaping and a new seawall create a private, secure waterfront retreat. Whether you're hosting sunset soirées or enjoying quiet family nights by the bay, this home is designed for connection, comfort, and unforgettable moments. Located in Sarasota’s walkable and vibrant Museum Area, you're steps from the Ringling Museum, Asolo Theatre, New College, and minutes from downtown amenities, St. Armand’s Circle, Lido Beach, and IMG Academy. Live where culture meets coastline — and every day feels like a vacation. LIVE VIDEO IN TOUR LINK 1.

Features

5 bedrooms

7 bathrooms

3 carspaces

3 garage spaces

7053 sq. ft. floor area

20843 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Sarasota over the last 12 months, the estimated median property value of 404 South Shore Drive is $3.23m.

Median value

$3.23m

Estimated value range

$999k - $9.5m

Median days on market

144

Estimated value trend

635%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Sarasota. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 404 South Shore Drive

2026

Sold

$3,070,000

09 Feb 2026 by Carolyn Donnelly, PA, of COLDWELL BANKER REALTY

2022

Sold

$4,849,000

05 Apr 2022 by Hugo Gagliardi, of LUXIO REAL ESTATE LLC

Happy sellers in Sarasota

94%

94% of sellers in Sarasota reported that their sale price either exceeded or met their price expectations.

Sarasota stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 3 reviews in Sarasota over the last 12 months.

Local market activity for 5 bedroom single-family properties in Sarasota

In the last 12 months, 7 five-bedroom single-family properties similar to 404 South Shore Drive, have been sold.

This represents a 14% decrease in five-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Sarasota for a market analysis.

Bruce Myer

at Coldwell Banker Realty - Longboat Key

(46 reviews)

Get a market analysis

Charlotte Clark

at Medway Realty

(10 reviews)

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Savannah Sheppard

at SELLSTATE VISION REALTY

(64 reviews)

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Gary Edelen - Opening Doors Since 1978

at EDELEN COMPANY INC

(22 reviews)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Sarasota

Bruce Myer

Sellers who recommend Bruce Myer have praised them for being local expert, well-prepared, and responsive

5 (46 reviews)
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2 Sales in Sarasota

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Charlotte Clark

Charlotte Clark is a recommended agent for Sarasota. They have 2 local sales and collected 1 local review across the last 12 months.

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Savannah Sheppard

Savannah Sheppard is a recommended agent for Sarasota. They have 1 local sale and collected 1 local review across the last 12 months.

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Gary Edelen - Opening Doors Since 1978

Sellers who recommend Gary Edelen - Opening Doors Since 1978 have praised them for being local expert, reliable, supportive, responsive, and detail-oriented