Downtown Sarasota Homes for Sale | Luxury Real Estate in Sarasota

Discover Downtown Sarasota & West of Trail: Where Gulf Coast Elegance Meets Modern Coastal Living

Downtown Sarasota and the prestigious West of Trail neighborhoods represent the finest blend of urban sophistication and relaxed coastal charm on Florida's Gulf Coast. Perfectly positioned along Sarasota Bay, these communities offer an exceptional lifestyle defined by walkable convenience, cultural richness, and access to world-class beaches. From luxury high-rise condominiums to stately waterfront estates, Sarasota's downtown core and its surrounding neighborhoods deliver a living experience that is both refined and authentically Floridian.

A Walkable City with Coastal Views and Historic Character

Downtown Sarasota and West of Trail are prized for their walkability and timeless beauty. Palm-lined streets, broad sidewalks, and vibrant streetscapes connect residents to restaurants, boutiques, art galleries, and entertainment venues. In the heart of downtown, neighborhoods such as Laurel Park and Burns Court showcase historic bungalows and Mediterranean Revival architecture, while luxury towers like EPOCH Sarasota, The Mark, and Ritz-Carlton Residences offer panoramic bay views and first-class amenities. West of Trail communities such as Avondale, Bay Point Park, Bay Haven, Bay Island Shores, and Bay Isles feature tree-lined avenues, deep-water canals, and stately residences near downtown yet immersed in a peaceful residential setting.

Arts, Culture, and Entertainment on Florida's Cultural Coast®

Sarasota is celebrated as Florida's Cultural Coast® for good reason. Within minutes, residents enjoy performances by the Sarasota Opera, Sarasota Ballet, and Florida Studio Theatre, as well as concerts from the Sarasota Orchestra. The Sarasota Art Museum and Ringling Museum showcase extraordinary visual art collections, while monthly First Friday Gallery Walks fill downtown with local artists and live music. The West of Trail area also offers proximity to the Marie Selby Botanical Gardens and The Bay Park, both of which combine art, nature, and community programming in stunning bayfront settings.

Luxurious Real Estate and Waterfront Living

Sarasota real estate west of U.S. 41 is among the most coveted in Southwest Florida. West of Trail homes and downtown condominiums appeal to discerning buyers seeking privacy, proximity, and architectural excellence. From contemporary bayfront estates in Bird Key and Bay Island to elegant single-family homes in Avondale and Bay Haven, the area offers exceptional diversity. Downtown, luxury high-rises such as ONE88, BLVD Sarasota, and Bayso deliver resort-style living with concierge service, rooftop pools, and exclusive residents' lounges. Whether you prefer a maintenance-free condominium or a private canal-front estate, Sarasota provides unmatched options for upscale living on the Gulf Coast.

Culinary Excellence and Nightlife

Downtown Sarasota is a premier dining destination, where culinary creativity meets coastal freshness. Residents enjoy fine dining at Selva Grill, Indigenous, Bijou Garden Café, and Owen's Fish Camp, alongside casual favorites and bayfront seafood spots. The Rosemary District and Main Street host lively cafes, rooftop bars, and wine lounges that keep the city vibrant well into the evening. West of Trail residents are just minutes from these urban dining scenes yet enjoy easy access to gourmet markets and upscale eateries along South Tamiami Trail.

World-Class Beaches and Outdoor Living

Few places combine city life and beach proximity as seamlessly as Sarasota. From Downtown and West of Trail, it's only minutes to Lido Key Beach, Siesta Key Beach, and Longboat Key — each known for their white sands, turquoise waters, and breathtaking sunsets. Residents also enjoy Bayfront Park for waterfront walks, picnics, and yoga by the bay, while The Bay Park and Selby Gardens offer serene outdoor escapes within the city. West of Trail neighborhoods feature access to marinas, private docks, and scenic biking routes that encourage an active coastal lifestyle year-round.

Education, Healthcare, and Community Lifestyle

The area surrounding Downtown Sarasota and West of Trail is served by top-rated schools, including Southside Elementary, Booker High, and several respected private academies. Higher education thrives with Ringling College of Art and Design and New College of Florida nearby. Healthcare needs are met by Sarasota Memorial Hospital, a nationally ranked facility just minutes from both districts. Community events such as the Sarasota Film Festival, Farmers Market, and Holiday Boat Parade bring neighbors together and highlight Sarasota's vibrant social fabric.

Sustainability and Forward-Thinking Development

Both Downtown Sarasota and West of Trail embrace sustainable growth with environmentally conscious design and green development. The new Selby Gardens Master Plan introduces the world's first net-positive energy botanical garden, while The Bay Park transforms 53 acres of waterfront into a community-focused, eco-friendly public space. Modern condominiums integrate solar technology, electric-vehicle charging, and energy-efficient materials — reinforcing Sarasota's commitment to preserving the Gulf Coast's natural beauty.

Experience the Best of Sarasota Living

From the energy of Downtown Sarasota to the tree-canopied elegance of West of Trail, these neighborhoods together define the essence of Gulf Coast luxury. Residents enjoy access to fine dining, art, and beaches, all within a walkable, culturally rich, and naturally stunning setting. Whether you seek a high-rise residence overlooking Sarasota Bay or a private waterfront estate near the city center, Sarasota offers an unmatched lifestyle where urban convenience and coastal serenity meet effortlessly.

Explore Sarasota's premier neighborhoods — Downtown, West of Trail, Bird Key, Avondale, Bay Haven, and Bay Isles — where sophistication, nature, and coastal beauty come together.

For expert guidance on Sarasota's luxury homes and condominiums, contact Lisa Otte at 941.281.5472 or E-mail lisa@sarasotaluxurycondos.com.

Address Price Bed / Bths Interior Space $sf WF / Pool MLS
1310 S LAKE SHORE DRIVE
$26,400,000 4/4
10,697sf $2,468 Y / Y
1423 & 1435 HILLVIEW DRIVE
$17,350,000 6/7
11,588sf $1,497 Y / Y
1521 BAY POINT DRIVE
$14,900,000 4/4
6,429sf $2,318 Y / Y
3621 SAN REMO TERRACE
$9,450,000 5/5
5,328sf $1,774 Y / Y
1808 FLOWER DRIVE
$8,900,000 4/3
5,450sf $1,633 Y / Y
3631 SAN REMO TERRACE
$8,795,000 0/
4,705sf $1,869 Y / Y
3950 RED ROCK WAY
$7,999,999 0/
6,850sf $1,168 Y / Y
1541 BAY POINT DRIVE
$7,499,000 4/4
6,368sf $1,178 Y / Y
1521 S LAKE SHORE DRIVE
$6,998,000 4/5
4,866sf $1,438 N / Y
1137 N LAKE SHORE DRIVE
$6,695,000 6/6
6,462sf $1,036 Y / Y
1300 TANGIER WAY
$6,495,000 4/4
4,359sf $1,490 Y / Y
1365 HARBOR DRIVE
$6,375,000 4/4
4,978sf $1,281 N / Y
2100 MCCLELLAN DRIVE
$6,000,000 5/7
4,765sf $1,259 N / Y
3576 SAN REMO TERRACE
$5,799,995 4/4
6,091sf $952 Y / Y
1479 BAY POINT DRIVE
$5,695,000 4/3
3,783sf $1,505 Y / Y
1429 N LAKE SHORE DRIVE
$5,695,000 5/5
4,545sf $1,253 N / Y
1406 TANGIER WAY
$5,490,000 4/3
3,294sf $1,667 Y / Y
1821 LINCOLN DRIVE
$5,425,000 4/4
3,906sf $1,389 Y / Y
1509 FLOWER DRIVE
$5,375,000 5/4
4,989sf $1,077 N / Y
4431 CAMINO REAL
$4,900,000 4/4
3,787sf $1,294 Y / Y
1421 N LAKE SHORE DRIVE
$4,895,000 4/4
4,217sf $1,161 N / Y
1516 S ORANGE AVENUE
$4,750,750 4/4
4,224sf $1,125 N / Y
1519 HARBOR DRIVE
$4,750,750 4/4
3,970sf $1,197 N / Y
1575 EASTBROOK DRIVE
$4,700,000 4/5
4,087sf $1,150 Y / Y
1607 FLOWER DRIVE
$4,695,000 5/6
4,769sf $984 N / Y
1774 CHEROKEE DRIVE
$3,975,000 4/3
3,821sf $1,040 N / Y
1542 GULFVIEW DRIVE
$3,850,000 2/2
2,156sf $1,786 Y / N
1543 EASTBROOK DRIVE
$3,750,000 4/5
4,788sf $783 Y / Y
1386 TANGIER WAY
$3,500,000 4/3
2,349sf $1,490 Y / N
4439 WESTWOOD LANE
$3,495,000 4/3
3,777sf $925 N / Y
1838 ALTA VISTA STREET
$3,495,000 5/4
4,452sf $785 N / Y
1648 BONITA LANE
$3,125,000 5/4
3,850sf $812 N / Y
3512 CAMINO REAL
$2,950,000 5/4
3,810sf $774 N / Y
1705 FIELD ROAD
$2,949,000 4/3
2,400sf $1,229 N / N
3500 FLORES AVENUE
$2,800,000 4/3
3,551sf $789 N / Y
1583 HANSEN STREET
$2,800,000 5/4
4,557sf $614 N / Y
1915 TULIP DRIVE
$2,799,999 4/4
2,935sf $954 N / Y
1801 FIELD ROAD
$2,750,000 3/4
3,035sf $906 N / Y
1810 LINCOLN DRIVE
$2,448,000 4/4
3,743sf $654 N / Y
1511 N LAKE SHORE DRIVE
$2,399,000 4/3
3,613sf $664 N / Y
4505 CAMINO REAL
$2,295,000 4/4
3,502sf $655 N / Y
1846 LINCOLN DRIVE
$2,195,000 3/3
2,618sf $838 N / Y
3705 TANGIER TERRACE
$2,190,000 4/3
2,529sf $866 N / Y
1538 S ORANGE AVENUE
$1,950,000 0/
2,550sf $765 N / N
1541 FLOWER DRIVE
$1,900,000 4/4
3,302sf $575 N / N
1389 HARBOR DRIVE
$1,750,000 3/2
2,376sf $737 N / Y
2315 MCCLELLAN PARKWAY
$1,650,000 3/3
3,066sf $538 N / N
3615 FLORES AVENUE
$1,595,888 4/3
2,889sf $552 N / Y
3838 FLORES AVENUE
$1,595,000 5/4
3,033sf $526 N / Y
1775 STAPLETON STREET
$1,595,000 5/4
2,853sf $559 N / N
1677 HYDE PARK STREET
$1,225,000 3/2
1,324sf $925 N / N
1917 BAHIA VISTA STREET
$1,195,000 4/3
2,160sf $553 N / Y
3837 CAMINO REAL
$1,095,000 3/3
1,887sf $580 N / N