Southern Highlands Two-Story Homes with Pool

46 active listings From $539,999 to $9,990,000

Southern Highlands Two-Story Homes with Pool currently range from $527,900 to $9,990,000 across 45 active listings.

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$500K-$1M $1M-$2M $2M-$5M $5M+
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Matching Homes (46)

All 45 homes on this page are two-story properties in Southern Highlands, each equipped with a private pool and spanning a wide range in scale, from 2,139 to 11,861 square feet on lots ranging from a tenth of an acre to over 1.5 acres. Spas accompany 36 of the pools, 32 homes sit within guard-gated enclaves, and 16 offer notable views, with casitas available on 8 properties for added flexibility. Garages across the collection range from two to eight spaces, three-car configurations being the most common at 21 homes, and solar installations are present on 12 of the 45. The inventory spans builds from 2001 through 2025, including one new construction, with pricing ranging from the mid-$500,000s to just under $10 million.