Summer might be winding down, but there’s still time for one last dip, poolside cocktail, or lazy float before the season officially says goodbye. With Labor Day around the corner, we rounded up homes with pools so perfect, you’ll want to stretch out these final summer days as long as possible. From cinematic backyard escapes to Hamptons hideaways and Florida stunners, consider this your end-of-summer splash list.
1084 Sturges Highway – Fairfield, Connecticut
The heated saltwater pool looks lifted straight from a movie set, framed by lush greenery and endless sky. The perfect place for one last summer swim before Labor Day.
370 Ellamar Road – West Palm Beach, Florida
This south-facing pool is framed by a covered loggia with an outdoor lounge and TV, plus a summer kitchen that makes it perfect for entertaining. One last dip of the season here would feel less like goodbye and more like a final vacation.
33 Ford Road – Chatham, NY
Set against sweeping mountain views, the heated 50 x 17 gunite pool with a built-in hot tub feels like its own private resort. One last swim here means taking in the kind of backdrop that makes you forget summer’s end is even coming.
53 Bay Avenue – Water Mill, NY
Just beyond the pool, a pergola draped in greenery adds easy Hamptons charm. Perfect for soaking up one last afternoon out East before the season fades out.
1131 Sasco Hill Road – Fairfield, Connecticut
The pool here seems to spill right into the Long Island Sound, with nothing but water and sky in view. One last swim in a spot like this feels about as good as summer gets.
33 Nodine Pasture Road – Kent, Connecticut
Tucked into the hills of Kent, this pool feels almost otherworldly—like you’ve been dropped into a fairy tale. One last dip here would be pure magic before the season slips away.
97 Pecksland Road – Greenwich, Connecticut
The outdoor pool here comes with its own two-bedroom pool house, making it feel like the ultimate estate pool day. The kind of pool that turns a late-summer swim into a grand affair.
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