For one weekend each winter, Sarasota makes it socially acceptable to wander through other people’s houses and stare—openly, enthusiastically and without pretending you’re in the market.

That weekend is here again. The Junior League of Sarasota’s 49th Simply Sarasota Tour of Homes takes place Jan. 30 and 31, inviting architecture and design lovers to explore six distinctive homes across the city. The annual fundraiser offers an up-close look at how local homeowners and designers are shaping spaces that range from midcentury modern nostalgia to new-construction luxury, all while supporting the league’s community work, including its focus on young adults aging out of foster care.

This year’s lineup spans multiple design sensibilities and neighborhoods, from West of the Trail and near the Field Club to Siesta Key and the Riverview High School area. Expect a mix of modern interiors, coastal contemporary craftsmanship, Scandinavian-inspired restraint, a carefully restored 1957 midcentury modern home and an Old Florida artist’s retreat with deep Sarasota roots. Across the board, the homes showcase livable layouts, thoughtful materials, layered textures and indoor-outdoor flow.

The tour experience goes beyond front doors. Along the way, guests will encounter artists, boutiques, culinary vendors and other pop-up surprises. All tickets also include access to the Toast of the Tour celebration on Saturday afternoon at CMX CinéBistro Siesta Key, featuring live music, hors d’oeuvres, a complimentary drink and a silent auction.

Here’s a closer look at this year’s six home lineup.

1521 S. Lakeshore Drive

The coastal contemporary home sits on a West of Trail lakefront site and is arranged around an open living, dining and kitchen layout with a large walk-in pantry. It includes four bedrooms, five full baths, two half baths and a first-floor primary suite with lake views and an outdoor shower. Other spaces include a media room, study, fitness room, bonus rooms and an elevator. Pocketing sliders open to a lakefront outdoor area with pool, spa, fire pit and outdoor kitchen.

1642 Bahia Vista St.

This new-construction home West of the Trail was designed by architect Dan Lear and spans more than 3,800 square feet. It includes four bedrooms, five full baths, a large den with a terrace and a separate office. A large corner pocketing glass door opens to the pool and outdoor space. Upstairs are three guest suites, each with its own private terrace and tropical views. The exterior is finished in vein-cut travertine, giving the house a clean, contemporary presence with strong material definition.

3304 Mineola Drive

This 2,093-square-foot, single-story Gulf Gate home was built in 1957. It has three bedrooms and three bathrooms and embraces its midcentury roots, from the deep carport with a wood-plank soffit and a breeze block wall to a bold double front door with graphic, groovy detailing. Inside, the house carries a playful, period-forward sensibility, with saturated color, vintage-inspired fixtures and a jukebox.

3445 Anglin Drive

This Key West–style home on the north end of Siesta Key dates to 1940 and sits in Bay Island Park, with original pecky wood siding and a wraparound front porch. Interior details include vaulted cross-beam wood ceilings, heart pine floors and an original wood-burning fireplace. The remodeled kitchen has Carrera marble counters and dual apron-front sinks. Outdoor spaces include a trellised porch and a pool. 

4406 Westwood Lane

The West Indies–inspired lakefront home in Oyster Bay Estates is organized around an open great room, dining, and kitchen layout with 10-foot sliding doors opening to a pool, spa, outdoor living area and lake views. Upstairs is a large bonus or game room and balcony overlooking the lake, accessed by stairs or elevator. 

4726 Rivetta Court

Located minutes from downtown Sarasota and Siesta Key, this home is newly built and spans roughly 4,100 square feet. It has 10-foot ceilings, a quartz island kitchen with a butler’s pantry, and floor-to-ceiling sliders opening to a pool, spa and covered lanai. 

The Junior League of Sarasota’s 49th Simply Sarasota Tour of Homes takes place Jan. 30 and 31, from 10 a.m. to 4 p.m. both days, with self-guided and guided tour options. Proceeds benefit the league’s work supporting young adults aging out of foster care. To purchase tickets ($50 for general admission) and learn more, click here.