Date
Details
Price
Change
Source
10/20/2026
Listed
$5,300,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/25
$5,300,000 Just Listed
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1/25
Property Description & Video
3955 Round Top Drive, Honolulu, HIVideo Tour of 3955 Round Top Drive, Honolulu, HI.
Perched high above Honolulu on Round Top Drive, this extraordinary estate spans six parcels totaling 76,970 square feet and offers a rare combination of privacy, history, and unrivaled panoramic views stretching from Diamond Head and the Pacific Ocean across the Honolulu skyline to Manoa Valley and the surrounding mountains. Held by the same family for nearly a century, the property is anchored by a 5-bedroom, 3-bath residence with a total of 3,360 square feet of interior living space. Originally built in 1937 and later expanded with an addition designed by renowned architect Alfred Preis, the home retains distinctive midcentury features and character throughout. A separate downstairs living area with its own kitchenette offers flexibility for extended family, guests, or rental use. Decades of thoughtful landscaping have created lush, established grounds with mature koa and fruit trees and a remarkable sense of privacy. The estate also presents significant potential for additional residences, a multi-generational compound, or a thoughtful reimagining, subject to buyer due diligence. A rare opportunity to own a legacy property of this scale, setting, and character in Honolulu.
Full Property Details
Full Property Details for 3955 Round Top Dr
General
- Price: $5,300,000
- Taxes: $1,020
- Status: Active
- Type: Single Family
- Source: Honolulu_Board_Of_Realtors
- MLS ID: 202618721
- Updated: 10/22/2026
- Added to Site: 5 day(s) ago
Interior
- Interior Features: Bedroom on Main Level, Full Bath on Main Level
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 5
Additional Information
- Security/Safety: Key Card Entry
Exterior
- Exterior Features: Landscaping
Parking
- Total Spaces: 10
- Parking Features: Driveway, Three or more Spaces
Location
- Area: Metro
- County: Oahu
- Subdivision: TANTALUS
Utilities
- Sewer: Cesspool
- Utility Description: Above Ground Utilities, Electricity Available, High Speed Internet Available, Phone Available, Water Available
Structural Information
- Architectural Style: Detached
- Detached/Attached: Detached
- Construction: Wood Frame
- Stories/Levels: 2
- Square Feet: 3,360
- Living Area: 3,360 Sq. Ft.
- Year Built: 1937
- Property Condition: Excellent, Updated/Remodeled
Lot Features
- Property View: Coastline, City, Garden, Mountain(s), Ocean, Sunset, Sunrise
- Mountain views: Yes
- Lot Size: 76970
- Frontage: Private Road
- Topography: Level, Sloping
- Lot Features: Cleared, Irregular Lot, Other, Rim Lot, Wooded, Level, Steep Slope
- Zoning: 61 - P-1 Restricted Preservatio
Financial Considerations
- Assessment Amount: $546,500
- Tax Amount: $1,020
Disclosures and Reports
- Special Conditions: None
- Land Tenure: Fee Simple
- Inclusions: Ceiling Fan, Dryer, Microwave, Range/Oven, Refrigerator, Washer, Water Heater
- Disclosures/Reports: Seller Disclosure, See Remarks
- Disclosures/Rstr.: Seller Disclosure, See Remarks
- Property ID: 1-2-5-017-009-0000
Listed by Compass
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Listing agents
— 3955 Round Top Dr —
Compass
Compass
(808) 825-4277
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 3955 Round Top Dr
School District:Hawaii Department of Education
| Name | Grades | Distance |
|---|---|---|
President Abraham Lincoln Elementary School 615 Auwaiolimu Street, Honolulu, HI 96813 | PK-5 | 2 mi |
Robert Louis Stevenson Middle School 1202 Prospect Street, Honolulu, HI 96822 | 6-8 | 2 mi |
President Theodore Roosevelt High School 1120 Nehoa Street, Honolulu, HI 96822 | 9-12 | 1.8 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 3955 Round Top Dr
Tax History
Tax History for 3955 Round Top Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,681
—
$546,500
-15%
2025
$1,681
-4%
$640,300
1%
2023
$1,744
99%
$636,700
—
2022
$877
—
$638,300
63%
2022
$877
46%
$390,600
25%
2021
$601
—
$311,700
2%
2021
$601
-25%
$305,900
-13%
2018
$805
-38%
$349,900
-28%
2017
$1,288
52%
$488,000
35%
2019
$849
-30%
$362,700
-22%
2016
$1,215
-5%
$467,100
-4%
2015
$1,285
91%
$487,200
34%
2013
$674
—
$362,300
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 3955 Round Top Dr
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- Single Family
- Active
- Updated 4 days ago
- 5Beds
- 4Total Baths
- 3,673Sq. Ft.
- Single Family
- Active
- Updated 11 days ago
- 4Beds
- 5Total Baths
- 6,977Sq. Ft.
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- Townhouse
- Active
- Updated 3 days ago
- 3Beds
- 2Total Baths
- 1,342Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 1Total Bath
- 968Sq. Ft.
- Townhouse
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,342Sq. Ft.
- Townhouse
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 1,213Sq. Ft.
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- Condo
- Active
- Updated 5 days ago
- 2Beds
- 2Total Baths
- 896Sq. Ft.
- Condo
- Active
- Updated 28 minutes ago
- 3Beds
- 2Total Baths
- 895Sq. Ft.
- Townhouse
- Active
- Updated 5 days ago
- 3Beds
- 3Total Baths
- 1,557Sq. Ft.
Listed by Traci Isara (Lic#: RS-83109) (808) 382-8136 and Jordan T. Kam (Lic#: RS-66171) (808) 351-0876
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 2Total Baths
- 1,450Sq. Ft.
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- Single Family
- Closed
- 6Beds
- 5Total Baths
- 5,094Sq. Ft.
Sold by John Peterson (Lic#: RB-12469)
3955 Round Top Drive, Honolulu, HI 96822 (MLS# 202618721) is a Single Family property with 5 bedrooms and 3 full bathrooms. 3955 Round Top Drive is currently listed for $5,300,000 and was received on October 20, 2026. Want to learn more about 3955 Round Top Drive? Do you have questions about finding other Single Family real estate for sale in Honolulu? You can browse all Honolulu real estate or contact a Coldwell Banker agent to request more information.