Homes with a Pool for Sale in Highland Beach, Florida
- Listed now
- 107
- Median sold, 12 mo
- $1,005,000
- Median sold $/sq ft
- $578
- Median days to close
- 98
- Sales, 12 mo
- 186
Newest arrivals first — every matching home in Highland Beach, refreshed as listings hit the market.
Chips compare each listing's asking $/sq ft with the city's 12-month median sold $/sq ft.
PriceBdBaSq ft$/sq ftDaysAddress
$2,159,000New$964/sf▲ 67%
2 bd · 3 ba · 2,240 sq ft · 0d on market
$964▲ 67%2565 S Ocean Boulevard # 101N
Highland Beach 33487
$998,000New$496/sf▼ 14%
1 bd · 1.5 ba · 2,011 sq ft · 0d on market
$496▼ 14%3908 S Ocean Boulevard # 124
Highland Beach 33487
$3,349,000$719/sf▲ 24%
4 bd · 4.5 ba · 4,661 sq ft · 782d on market
$719▲ 24%3720 S Ocean Boulevard # 1406/1407
Highland Beach 33487
$14,750,000$2,267/sf
5 bd · 7.5 ba · 6,506 sq ft · 10d on market
$2,2674715 S Ocean Boulevard
Highland Beach 33487
$1,495,000$857/sf▲ 48%
2 bd · 2 ba · 1,745 sq ft · 28d on market
$857▲ 48%2917 S Ocean Boulevard # 104
Highland Beach 33487
$1,850,000$817/sf▲ 41%
3 bd · 3 ba · 2,265 sq ft · 51d on market
$817▲ 41%2917 S Ocean Boulevard # 401
Highland Beach 33487
$649,900$591/sf≈ median
2 bd · 2 ba · 1,100 sq ft · 12d on market
$591≈ median4505 S Ocean Boulevard # 203
Highland Beach 33487
$685,000$515/sf▼ 11%
2 bd · 2 ba · 1,330 sq ft · 129d on market
$515▼ 11%2921 S Ocean Boulevard # 204
Highland Beach 33487
$439,000$459/sf▼ 21%
1 bd · 1.5 ba · 956 sq ft · 123d on market
$459▼ 21%3912 S Ocean Boulevard # 612
Highland Beach 33487
$650,000New$454/sf▼ 22%
2 bd · 2 ba · 1,433 sq ft · 2d on market
$454▼ 22%3420 S Ocean Boulevard # 5z
Highland Beach 33487
$895,000$625/sf▲ 8%
2 bd · 2 ba · 1,433 sq ft · 13d on market
$625▲ 8%3420 S OCEAN Boulevard # 8T
Highland Beach 33487
$1,295,000$908/sf▲ 57%
2 bd · 2 ba · 1,426 sq ft · 89d on market
$908▲ 57%4748 S Ocean Boulevard # #806
Highland Beach 33487
$1,190,000$830/sf▲ 44%
2 bd · 2 ba · 1,433 sq ft · 152d on market
$830▲ 44%3420 S Ocean Boulevard # 8z
Highland Beach 33487
$699,000$635/sf▲ 10%
2 bd · 2 ba · 1,100 sq ft · 203d on market
$635▲ 10%4511 S Ocean Boulevard # 904
Highland Beach 33487
$749,900$714/sf▲ 24%
2 bd · 2 ba · 1,050 sq ft · 50d on market
$714▲ 24%3215 S Ocean Boulevard # 911
Highland Beach 33487
$849,000$537/sf▼ 7%
3 bd · 2 ba · 1,581 sq ft · 147d on market
$537▼ 7%4310 S Ocean Boulevard # B
Highland Beach 33487
$669,000$474/sf▼ 18%
2 bd · 2 ba · 1,412 sq ft · 158d on market
$474▼ 18%3400 S Ocean Boulevard # 5k
Highland Beach 33487
$1,495,000New$680/sf▲ 18%
2 bd · 2.5 ba · 2,200 sq ft · 0d on market
$680▲ 18%2901 S Ocean Boulevard # 303
Highland Beach 33487
$11,750,000New$2,162/sf
4 bd · 6.5 ba · 5,436 sq ft · 3d on market
$2,1623621 S OCEAN Boulevard # 6
Highland Beach 33487
$535,000$510/sf▼ 12%
2 bd · 2 ba · 1,050 sq ft · 17d on market
$510▼ 12%3301 S Ocean Boulevard # 205
Highland Beach 33487
$580,000$587/sf≈ median
2 bd · 2 ba · 988 sq ft · 202d on market
$587≈ median3101 S Ocean Boulevard # 322
Highland Beach 33487
$419,000$381/sf▼ 34%
2 bd · 2 ba · 1,100 sq ft · 30d on market
$381▼ 34%4511 S Ocean Boulevard # 401
Highland Beach 33487
$415,000$461/sf▼ 20%
1 bd · 1.5 ba · 900 sq ft · 120d on market
$461▼ 20%3215 S Ocean Boulevard # 104
Highland Beach 33487
$4,750,000New$1,346/sf
3 bd · 3 ba · 3,530 sq ft · 3d on market
$1,3462727 S OCEAN Boulevard # 1502
Highland Beach 33487
Homes with a Pool for Sale in Highland Beach — A Local's Guide
Highland Beach · closed sales, trailing 12 months
- Homes sold, last 12 months
- 186
- Median sale price
- $1.0M
- Median time on market
- 98 days
Highland Beach stretches about three miles along A1A between Boca Raton and Delray Beach with almost no commerce — oceanfront condominium towers, a few gated single-family enclaves such as Bel Lido, and Intracoastal frontage on the west side. Buyers here are choosing a building or a lot rather than a neighborhood, so the decision turns on beach frontage, floor height and association reserves.
A pool is close to standard equipment for Highland Beach living — twelve months of swim season make it the most-used square footage many owners have. In a market known for an A1A ribbon of oceanfront towers between Boca and Delray, pool homes command a real premium and rent faster too; this page filters the market to only those listings where the pool is already built, permitted and paid for.
Buyer questions
- What does pool ownership cost in Highland Beach?
- Budget for weekly service and the electric for pumps — modest next to the value added — plus periodic resurfacing on older pools. During inspection we check equipment age, surface condition and, critically, that the pool and any enclosure were permitted.
- Does a pool add value to a Highland Beach home?
- In South Florida, consistently yes — buyers here treat a pool as an expectation rather than a bonus, and homes without one sell to a smaller audience. New pool construction runs high enough that buying one already built is usually the better math.
- How do I tour a home in Highland Beach?
- Every listing on this page has an inquiry form that reaches the broker directly — or call +1 786-370-8570. We arrange private showings around your schedule, including video tours for out-of-town buyers, and there is never an obligation.