Buyers have more negotiating power. Properties may take longer to sell. Prices have increased 47%. There's typically room for negotiation on price.
| Property | Sold Date▼ | Sale Price↕ | DOM↕ | LP/SP↕ | Size↕ | $/SF↕ |
|---|---|---|---|---|---|---|
![]() SOLD 1402 Leeward Road 3 bed3 bath | Jan 16 2026 | $370,000 | 108 | 🎯100% | 2605 sq ft | $142 |
3 month gap in market activity | ||||||
![]() SOLD 1702 Leeward Road 2 bed2 bath | Oct 8 2025 | $300,000 | 43 | 🎯100% | 1127 sq ft | $266 |
2 month gap in market activity | ||||||
![]() SOLD 2102 Portside Way 2 bed2 bath | Jul 31 2025 | $195,000 | 216 | 🎯100% | 1200 sq ft | $163 |
![]() SOLD 1707 Leeward Road 2 bed2 bath | Jul 25 2025 | $267,500 | 275 | 92% | 1150 sq ft | $233 |
![]() SOLD 106 Captains Way 3 bed2 bath | Jun 19 2025 | $251,000 | 62 | 98% | 1734 sq ft | $145 |
![]() SOLD 106 Captains Way 3 bed2 bath | Jun 19 2025 | $251,000 | 63 | 98% | 0 sq ft | $Infinity |
12 month gap in market activity | ||||||
![]() SOLD 113 Captains Way 3 bed2 bath | Jun 20 2024 | $239,000 | 34 | 96% | 1366 sq ft | $175 |
6 month gap in market activity | ||||||
![]() SOLD 2103 Portside Way 2 bed2 bath | Dec 13 2023 | $230,000 | 34 | 96% | 1008 sq ft | $228 |
![]() SOLD 2109 Portside Way 2 bed2 bath | Nov 9 2023 | $230,000 | 30 | 90% | 1000 sq ft | $230 |
3 month gap in market activity | ||||||
![]() SOLD 2102 Portside Way 2 bed2 bath | Aug 4 2023 | $196,500 | 122 | 95% | 1200 sq ft | $164 |
![]() SOLD 113 Captains Way 3 bed2 bath | Jul 6 2023 | $225,000 | 112 | 🎯102% | 1400 sq ft | $161 |
2 month gap in market activity | ||||||
![]() SOLD 2110 Portside Way 2 bed2 bath | Apr 28 2023 | $191,500 | 24 | 91% | 1305 sq ft | $147 |
![]() SOLD 2110 PORTSIDE Way 2 bed2 bath | Apr 28 2023 | $191,500 | 23 | 91% | — | — |
![]() SOLD 1301 Leeward Road 3 bed3 bath | Apr 10 2023 | $315,000 | 68 | 97% | 2509 sq ft | $126 |
![]() SOLD 114 Captains Way 3 bed2 bath | Feb 17 2023 | $165,000 | 22 | 83% | 1500 sq ft | $110 |
![]() SOLD 1702 Leeward Road 2 bed2 bath | Jan 3 2023 | $230,000 | 59 | 95% | 1127 sq ft | $204 |
![]() SOLD 1715 Leeward Road 3 bed2 bath | Nov 10 2022 | $269,000 | 101 | 🎯100% | 1470 sq ft | $183 |
7 month gap in market activity | ||||||
![]() SOLD 2102 Portside Way 2 bed2 bath | Mar 31 2022 | $206,000 | 30 | 97% | 1200 sq ft | $172 |
![]() SOLD 1303 Leeward Road 3 bed3 bath | Mar 29 2022 | $310,000 | 75 | 🎯104% | 2390 sq ft | $130 |
![]() SOLD 106 Captains Way 3 bed2 bath | Jan 28 2022 | $225,000 | 67 | 94% | 1870 sq ft | $120 |
![]() SOLD 1301 Leeward Road 3 bed3 bath | Dec 9 2021 | $265,000 | 37 | 🎯100% | 2250 sq ft | $118 |
![]() SOLD 2103 Portside Way 2 bed2 bath | Nov 10 2021 | $155,000 | 33 | 98% | 1000 sq ft | $155 |
![]() SOLD 2106 Portside Way 3 bed2 bath | Sep 30 2021 | $249,900 | 27 | 🎯100% | 1544 sq ft | $162 |
![]() SOLD 2115 Portside Way 3 bed2 bath | Sep 13 2021 | $180,000 | 32 | 🎯100% | 1300 sq ft | $138 |
3 month gap in market activity | ||||||
![]() SOLD 106 Captains Way 3 bed2 bath | May 17 2021 | $130,000 | 124 | 79% | 1870 sq ft | $70 |
![]() SOLD 1702 Leeward Road 2 bed2 bath | Mar 23 2021 | $212,500 | 96 | 🎯106% | 1000 sq ft | $213 |
![]() SOLD 1402 Leeward Road 3 bed3 bath | Mar 5 2021 | $295,000 | 28 | 🎯102% | 2391 sq ft | $123 |
9 month gap in market activity | ||||||
![]() SOLD 1404 Leeward Road 4 bed3 bath | Jun 4 2020 | $245,000 | 145 | 96% | 2500 sq ft | $98 |
![]() SOLD 104 Captains Way 2 bed2 bath | May 1 2020 | $97,500 | 18 | 89% | 1000 sq ft | $98 |
3 month gap in market activity | ||||||
![]() SOLD 2112 Portside Way 3 bed2 bath | Jan 27 2020 | $150,000 | 63 | 86% | 1500 sq ft | $100 |

1402 Leeward Road
$370,000

1702 Leeward Road
$300,000

2102 Portside Way
$195,000

1707 Leeward Road
$267,500

106 Captains Way
$251,000

106 Captains Way
$251,000

113 Captains Way
$239,000

2103 Portside Way
$230,000

2109 Portside Way
$230,000

2102 Portside Way
$196,500

113 Captains Way
$225,000

2110 Portside Way
$191,500

2110 PORTSIDE Way
$191,500

1301 Leeward Road
$315,000

114 Captains Way
$165,000

1702 Leeward Road
$230,000

1715 Leeward Road
$269,000

2102 Portside Way
$206,000

1303 Leeward Road
$310,000

106 Captains Way
$225,000

1301 Leeward Road
$265,000

2103 Portside Way
$155,000

2106 Portside Way
$249,900

2115 Portside Way
$180,000

106 Captains Way
$130,000

1702 Leeward Road
$212,500

1402 Leeward Road
$295,000

1404 Leeward Road
$245,000

104 Captains Way
$97,500

2112 Portside Way
$150,000
The Leeward Landing real estate market shows buyer's market conditions. Homes typically sell within 2369 days. With 5 active listings and 6 homes sold in the past year, Buyers have more negotiating power and time to decide.
Median Price:$229,000
Average Price:$255,580
Avg Bedrooms:2.5
Avg Bathrooms:2.2
Avg Lot Size:0.03 acres
Active Listings:5
Sold Last Year:6
Median Days to Sell:2369 days
Has HOA:No
Median Year Built:1987
New Construction:0%
These properties are no longer available, but we can help you find similar homes in Leeward Landing. Our agents have access to upcoming listings and can notify you when new properties become available.