Buyers have more negotiating power. Properties may take longer to sell. Prices have increased 18233%.
| Property | Sold Date▼ | Sale Price↕ | DOM↕ | LP/SP↕ | Size↕ | $/SF↕ |
|---|---|---|---|---|---|---|
![]() SOLD 20119 Henderson Road 2 bed2 bath | Jan 22 2026 | $275,000 | 20 | 96% | 1019 sq ft | $270 |
![]() SOLD 20109 Henderson Road 2 bed2 bath | Dec 1 2025 | $1,900 | 89 | 🎯100% | 1031 sq ft | $2 |
2 month gap in market activity | ||||||
![]() SOLD 19839 Henderson Road 2 bed2 bath | Sep 19 2025 | $1,700 | 14 | 🎯100% | 1058 sq ft | $2 |
![]() SOLD 20105 Henderson Road 2 bed2 bath | Sep 17 2025 | $280,000 | 273 | 90% | 1046 sq ft | $268 |
2 month gap in market activity | ||||||
![]() SOLD 19901 Henderson Road 2 bed2 bath | Jul 16 2025 | $265,000 | 68 | 95% | 1026 sq ft | $258 |
![]() SOLD 19839 Henderson Road 2 bed2 bath | Jul 1 2025 | $1,800 | 67 | 🎯100% | 1026 sq ft | $2 |
![]() SOLD 20115 Henderson Road 2 bed2 bath | May 28 2025 | $280,000 | 100 | 97% | 1046 sq ft | $268 |
![]() SOLD 19827 Henderson Road 2 bed2 bath | May 27 2025 | $254,000 | 65 | 86% | 1339 sq ft | $190 |
![]() SOLD 20105 Henderson Road 2 bed2 bath | May 16 2025 | $1,500 | 15 | 🎯100% | 0 sq ft | $Infinity |
![]() SOLD 19901 Henderson Road 2 bed2 bath | May 1 2025 | $2,400 | 51 | 🎯102% | 1011 sq ft | $2 |
![]() SOLD 20105 Henderson Road 2 bed2 bath | Apr 30 2025 | $1,650 | 257 | 🎯100% | 1026 sq ft | $2 |
![]() SOLD 20123 Henderson Road 2 bed2 bath | Apr 23 2025 | $260,500 | 50 | 96% | 1026 sq ft | $254 |
![]() SOLD 20105 Henderson Road 2 bed2 bath | Mar 19 2025 | $1,500 | 180 | 🎯100% | 0 sq ft | $Infinity |
![]() SOLD 19831 Henderson Road 2 bed2 bath | Feb 28 2025 | $288,000 | 195 | 🎯100% | 1026 sq ft | $281 |
![]() SOLD 20115 Henderson Road 2 bed2 bath | Feb 21 2025 | $291,000 | 190 | 88% | 1026 sq ft | $284 |
![]() SOLD 19901 Henderson Road 2 bed2 bath | Jan 2 2025 | $1,550 | 97 | 🎯100% | 0 sq ft | $Infinity |
![]() SOLD 19843 Henderson Road 2 bed2 bath | Nov 20 2024 | $295,000 | 62 | 88% | 1023 sq ft | $288 |
![]() SOLD 20123 Henderson Road 2 bed2 bath | Nov 15 2024 | $295,000 | 44 | 98% | 1096 sq ft | $269 |
![]() SOLD 20123 Henderson Road 2 bed2 bath | Nov 8 2024 | $281,000 | 72 | 91% | 1027 sq ft | $274 |
![]() SOLD 20123 Henderson Road 2 bed2 bath | Oct 23 2024 | $2,000 | 16 | 🎯100% | 1026 sq ft | $2 |
![]() SOLD 20115 Henderson Road 2 bed2 bath | Oct 14 2024 | $1,900 | 70 | 🎯100% | 1026 sq ft | $2 |
![]() SOLD 19909 Henderson Road 2 bed2 bath | Sep 26 2024 | $1,750 | 13 | 🎯100% | 1026 sq ft | $2 |
![]() SOLD 20105 Henderson Road 2 bed2 bath | Sep 19 2024 | $320,000 | 238 | 98% | 1012 sq ft | $316 |
![]() SOLD 19831 Henderson Road 2 bed2 bath | Aug 27 2024 | $1,850 | 13 | 🎯100% | 1056 sq ft | $2 |
![]() SOLD 19901 Henderson Road 2 bed2 bath | Jul 8 2024 | $2,250 | 17 | 🎯100% | 1011 sq ft | $2 |
![]() SOLD 19823 Henderson Road 2 bed2 bath | Jun 6 2024 | $332,500 | 92 | 95% | 1022 sq ft | $325 |
![]() SOLD 19901 Henderson Road 2 bed2 bath | May 31 2024 | $1,650 | 85 | 🎯100% | 1154 sq ft | $1 |
![]() SOLD 19909 Henderson Road 2 bed2 bath | May 7 2024 | $1,650 | 18 | 🎯100% | 1026 sq ft | $2 |
![]() SOLD 19827 Henderson Road 2 bed2 bath | May 3 2024 | $1,800 | 11 | 🎯100% | 0 sq ft | $Infinity |
![]() SOLD 20123 Henderson Road 2 bed2 bath | Mar 22 2024 | $2,000 | 108 | 🎯100% | 1026 sq ft | $2 |

20119 Henderson Road
$275,000

20109 Henderson Road
$1,900

19839 Henderson Road
$1,700

20105 Henderson Road
$280,000

19901 Henderson Road
$265,000

19839 Henderson Road
$1,800

20115 Henderson Road
$280,000

19827 Henderson Road
$254,000

20105 Henderson Road
$1,500

19901 Henderson Road
$2,400

20105 Henderson Road
$1,650

20123 Henderson Road
$260,500

20105 Henderson Road
$1,500

19831 Henderson Road
$288,000

20115 Henderson Road
$291,000

19901 Henderson Road
$1,550

19843 Henderson Road
$295,000

20123 Henderson Road
$295,000

20123 Henderson Road
$281,000

20123 Henderson Road
$2,000

20115 Henderson Road
$1,900

19909 Henderson Road
$1,750

20105 Henderson Road
$320,000

19831 Henderson Road
$1,850

19901 Henderson Road
$2,250

19823 Henderson Road
$332,500

19901 Henderson Road
$1,650

19909 Henderson Road
$1,650

19827 Henderson Road
$1,800

20123 Henderson Road
$2,000
The Windward real estate market shows buyer's market conditions. Homes typically sell within 2521 days. With 5 active listings and 15 homes sold in the past year, Buyers have more negotiating power and time to decide.
Median Price:$1,995
Average Price:$124,978
Avg Bedrooms:2.0
Avg Bathrooms:2.0
Avg Lot Size:0.86 acres
Active Listings:5
Sold Last Year:15
Median Days to Sell:2521 days
Has HOA:No
Median Year Built:1988
New Construction:0%
These properties are no longer available, but we can help you find similar homes in Windward. Our agents have access to upcoming listings and can notify you when new properties become available.