Redington Shores' housing is defined by its Gulf-front setting. The market is dominated by beachfront and bayfront condominiums, with established communities such as Redington Towers, San Remo, Sunset Reef, The Club Redington, Las Brisas, and La Vistana offering direct beach access and water views. Gulf-front townhomes and a smaller number of single-family homes line Gulf Boulevard and the island's interior streets. The housing stock skews toward vacation and seasonal use, consistent with the town's older median age and its identity as a quiet beach retreat. Buyers are typically drawn by beach access, low-key surroundings, and proximity to St. Pete Beach and Madeira Beach.

Redington Shores is divided into four districts, each represented by a town commissioner, reflecting the town's small, close-knit governance. Residential life is organized more by condominium communities than by traditional subdivisions: Redington Towers, San Remo, Sunset Reef, and The Club Redington are among the recognizable Gulf-front addresses, while smaller townhome and single-family clusters fill the blocks between Gulf Boulevard and the bay. Thelma Spitzer Park provides a neighborhood green space for children. This compact, condo-oriented layout gives the town a distinctively beach-residential character rather than the street-grid feel of a larger city.

Life in Redington Shores revolves around the beach and the water. The town promotes a quiet, relaxing atmosphere, with wide Gulf beaches, fishing, boating, and pleasant parks as the everyday backdrop. Its small size and older median age give it a calm, retirement-friendly rhythm, though seasonal residents and vacationers add energy during the winter months. Residents can walk to the sand, fish from the historic Redington Fishing Pier, and enjoy nearby Madeira Beach's John's Pass village for shopping and dining. The town's four districts and compact footprint foster a close-knit, low-key coastal lifestyle within the larger Tampa Bay area.

Redington Shores is served by the Pinellas County Schools system, which covers the county's municipalities including the Gulf beach communities. Given the town's older median age, its school-age population is relatively small, and families rely on the county district's nearby elementary, middle, and high schools on the mainland and adjacent beach towns. The Gulf Beaches Public Library, supported jointly by Redington Shores and its neighboring beach communities, supplements educational resources and programming for residents. For higher education, the broader Tampa Bay area offers institutions within a reasonable drive of the barrier island.

Redington Shores is oriented along Gulf Boulevard, the barrier island's main north-south corridor, which connects the town to Madeira Beach, Redington Beach, and St. Pete Beach. Causeways to the east, including the Tom Stuart Causeway toward Madeira Beach and the mainland, link the island to central Pinellas County and the interstate network around St. Petersburg. This positioning places downtown St. Petersburg, Clearwater, and the Tampa Bay area within a practical drive, while Tampa International Airport is reachable across the bay. Daily life in the compact town is highly walkable along the beach, with driving reserved for trips off the island.

Redington Shores' recreation centers on the Gulf. The town's wide beaches are its primary amenity, offering swimming, shelling, and sunset views, while the Redington Fishing Pier, built in 1962 and renovated in 2007, provides a historic spot for fishing and sightseeing over the water. Boca Ciega Bay on the island's east side supports boating and calm-water fishing, with a small fishing dock near the town's tennis courts. Thelma Spitzer Park offers a playground for young children, and tennis and pickleball courts provide active recreation. The Gulf Beaches Public Library in Madeira Beach adds community programs for residents across the barrier island.