Market Report: Hilton Head Island Homes with a Pool

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Active Properties
Address Beds Baths Living ft2 List Price Cost per ft2
1 Bittern Street 3 2 1,622 $1,440,000 $887
4 Windjammer Court 4 5 3,109 $2,850,000 $916
12 Wild Laurel Lane 4 4 3,808 $1,150,000 $301
13 Crabline Court 5 6 3,880 $2,500,000 $644
16 Castlebridge Court 4 8 6,362 $4,200,000 $660
7 Highrigger 5 6 3,763 $6,995,000 $1,858
18 Sea Oak Lane 4 3 3,833 $4,750,000 $1,239
53 N Calibogue Cay Road 5 5 4,600 $5,700,000 $1,239
51 N Port Royal Drive 4 6 4,430 $2,500,000 $564
12 Hummock Place 4 5 4,300 $2,195,000 $510
121 Sandcastle Court 6 4 3,333 $1,599,000 $479
52 N Port Royal Drive 4 5 5,428 $7,800,000 $1,436
18 Marsh Drive 4 7 4,631 $3,699,000 $798
145 Jacana Street 3 3 2,178 $1,785,000 $819
10 Widewater Road 3 4 3,591 $3,995,000 $1,112
10 Off Shore 3 4 2,584 $1,475,000 $570
8 Old Military Road 3 3 2,431 $1,499,900 $616
15 Wagon Road 4 3 2,484 $2,200,000 $885
6 Cassina Lane 4 5 2,256 $1,999,000 $886
48 Brams Point Road 5 6 5,838 $5,000,000 $856
8 Dinghy 7 6 4,000 $6,795,000 $1,698
16 Sandhill Crane Road 4 4 2,522 $3,049,000 $1,208
130 Sandcastle Court 5 4 4,000 $1,699,000 $424
11 Sea Lane 5 7 7,051 $4,995,500 $708
20 Castlebridge Court 5 7 4,566 $3,995,000 $874
Average: 4.8 5.4 4,053 $3,831,843 $940
Viewing 1 - 25 of 72
Viewing 1 - 25 of 72
Properties Under Contract
Address Beds Baths Living ft2 List Price Cost per ft2
15 Bradley Circle 9 11 7,200 $3,499,000 $485
16 Madison Lane 4 4 3,953 $1,499,000 $379
2 Wicklow Lane 5 6 7,357 $4,295,000 $583
19 Cedar Wax Wing Road 5 7 4,871 $11,995,000 $2,462
14 Marblehead Road 4 3 2,322 $775,000 $333
44 Wexford Club Drive 4 5 3,925 $2,849,000 $725
1 Wild Holly Court 4 5 3,225 $1,495,000 $463
526 Colonial Drive 4 5 3,882 $2,099,000 $540
11 Gunnery Lane 5 5 3,376 $2,875,000 $851
69 Widewater Road 4 6 4,800 $2,975,000 $619
8 Roxbury Circle 5 6 4,100 $2,895,000 $706
56 Sussex Lane 4 4 2,672 $1,270,000 $475
55 Santa Maria Drive 4 5 3,048 $1,249,000 $409
68 Timber Lane 3 3 2,280 $815,000 $357
91 Singleton Beach Road 4 5 2,930 $2,195,000 $749
46 Barony Lane 3 3 2,354 $1,300,000 $552
23 Long Brow Road 5 5 4,069 $1,399,000 $343
75 Baynard Cove Road 4 4 3,895 $2,700,000 $693
31 N Calibogue Cay Road 5 6 5,206 $4,800,000 $922
2 Mockingbird Lane 5 7 4,760 $3,995,000 $839
12 Pelican Watch Court 4 5 4,431 $2,995,000 $675
18 Canvasback Road 5 4 3,214 $2,100,000 $653
32 Corrine Lane 6 6 3,189 $1,399,000 $438
9 Full Sweep 4 5 3,097 $2,000,000 $645
73 Port Tack 4 5 3,043 $1,989,000 $653
Average: 4.7 5.3 4,071 $3,077,233 $717
Viewing 1 - 25 of 30
Viewing 1 - 25 of 30
Sold Properties
Address Beds Baths Living ft2 List Price Sold Price Cost per ft2 Sold Date
5 Junket 6 7 3,941 $4,495,000 $4,200,000 $1,065 10/23/26
5 Stonewall Circle 4 5 4,175 $2,100,000 $2,100,000 $502 10/20/26
35 Silver Oak Drive 3 4 2,544 $1,378,000 $1,370,000 $538 10/16/26
26 Flagship Lane 4 4 2,980 $1,449,000 $1,449,000 $486 10/16/26
3 Pendergrass Court 3 3 3,157 $1,349,000 $1,300,000 $411 10/16/26
9 Armada Street 6 8 6,741 $4,750,000 $4,600,000 $682 10/16/26
20 Primrose Lane 4 5 3,642 $1,825,000 $1,825,000 $501 10/13/26
43 Knollwood Drive 3 4 2,871 $1,390,000 $1,335,000 $464 10/13/26
12 Salt Wind Way 4 5 3,192 $2,199,000 $2,227,000 $697 10/9/26
8 Flamingo Street 3 2 1,528 $1,370,000 $1,300,000 $850 10/1/26
27 Cotesworth Place 5 6 4,494 $2,100,000 $2,075,000 $461 10/1/26
32 Doubloon Drive 3 4 3,218 $1,779,000 $1,840,000 $571 9/30/26
64 Full Sweep 5 3 2,752 $1,699,000 $1,699,000 $617 9/24/26
7 Peninsula Drive 5 5 4,500 $2,595,000 $2,400,000 $533 9/24/26
6 Quail Street 6 6 2,808 $2,730,000 $2,500,000 $890 9/24/26
59 N Calibogue Cay Road 5 6 5,580 $8,700,000 $7,800,000 $1,397 9/23/26
11 Baynard Park Road 4 5 3,184 $2,229,000 $1,850,000 $581 9/22/26
4 Hartford Place 4 6 3,592 $2,295,000 $2,300,000 $640 9/19/26
8 Long Brow Road 4 4 4,298 $1,650,000 $1,600,000 $372 9/17/26
20 Oyster Landing Road 4 5 4,066 $3,250,000 $3,080,000 $757 9/15/26
44 Off Shore 4 3 1,932 $1,499,000 $1,482,500 $767 9/11/26
10 Herring Gull Lane 4 5 3,771 $3,300,000 $3,150,000 $835 9/10/26
342 Long Cove Drive 4 5 4,135 $1,195,000 $1,180,000 $285 9/9/26
8 Curlew Road 7 7 5,462 $3,995,000 $3,733,000 $683 9/9/26
68 Wedgefield Drive 4 4 3,023 $1,395,000 $1,300,000 $430 9/7/26
Average: 4.3 4.8 3,740 $2,615,470 $2,461,139 $651
Viewing 1 - 25 of 113
Viewing 1 - 25 of 113

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We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.