George Town is the capital of the Cayman Islands. It is located on the southwest corner of Grand Cayman and has a busy port, with an influx of several cruise ships almost daily and cargo ships unloading most evenings. The main roads in George Town are North and South Church Street, which run parallel to the sea. Smith Road, Shedden Road and Eastern Avenue cut through town and run down to the waterfront roads off North and South Church Street. Walkers Road has most of the schools on it (Truth for Youth, Calvary Baptist, Cayman Academy, Little Trotters, CIFEC, John Gray, Cayman Prep, St. Ignatius, Sprogs - in that order from the George Town end to South Sound) and also many residential properties. In addition, the area boasts many preschools including three Montessori schools (Montessori Del Sol, Island Montessori and Montessori School of Cayman), Precious Gems, Discovery Kids, Miss Nadine's, Shining Stars, Sister Janice's, and Tiny Tots.
Most of the properties in George Town are mid-range in price. It is a good area to live in if you have school aged kids, as the main school areas are on Smith Road and Walkers Road and are five minutes from the town centre. Also, with increasing traffic levels, it means you will avoid the main rush hour traffic jams (the routes to West Bay/Seven Mile Beach and the Eastern Districts are slow-moving at peak times).
A lovely neighbourhood off Walkers Road where houses occasionally come up for sale (and are quickly snapped up) is the upscale Webster’s Estates. All the homes sit on larger than usual plots, have mature shade trees, large gardens and are architect designed. No apartment complexes have been allowed to be built in Webster’s Estates, so there is a quiet community and family feel to the area.
On the apartment front, there are many condominiums for rent off Walkers Road starting at around CI$1,900 for a studio, CI$1,800-CI$2,500 for a 1-bedroom apartment and CI$2,700 - CI$3,500 for a 2-bedroom unit. Some of these apartments look and feel dated, so it is worth looking around and not getting discouraged, as there are some gems as well. A few of the nicer options in this area include the townhouses at The Retreats and the L’Ambience complex off Fairbanks Road. The latter has a multitude of mature shade trees, lush landscaping, two pools and huge communal grassy areas. These are family-oriented complexes and pets are allowed.
Some modern developments have sprung up along Crewe Road, including The Bentley, which sells 2- and 3-bed townhouses. If you are looking for high-end luxury, then check out Casa Luna, SeaView, Oceana and FIN. All are on the waterfront in George Town and offer luxury living for upwards of CI$2.5 million.
The latest addition to the George Town skyline is ONE | GT, featuring 95 Suites, along with 82 Residences. The building rises 144ft above sea level with 10-stories, including its rooftop restaurant oasis. In February of 2026 there were several units available for purchase ranging from around half a million to 5 million dollars.
