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.
Active
$5,300,000
3955 Round Top Dr, Honolulu, HI 96822
5beds
3,360sqft
Single Family Residence
Built in 1937
-- sqft lot
$5,081,200 Zestimate®
$1,577/sqft
$-- HOA
What's special
- 16 days
- 1,594
- 138
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Jason M Carey 808-679-1698,
Compass,
Ben Puccetti 808-551-1188,
Compass
Source: HiCentral MLS,MLS#: 202618721
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
Features
- Bedroom on Main Level, Full Bath on Main Level
- Flooring: Hardwood
Interior area
- Total structure area: 3,360
- Total interior livable area: 3,360 sqft
Video & virtual tour
Property
Parking
- Total spaces: 10
- Parking features: Driveway, Three or more Spaces
Features
- Levels: Two
- Stories: 2
- Exterior features: Landscaping
- Pool features: None
- Has view: Yes
- View description: Coastline, City, Garden, Mountain(s), Ocean, Sunset, Sunrise
- Has water view: Yes
- Water view: Coastline,Ocean
- Frontage type: Other
Lot
- Features: Cleared, Irregular Lot, Other, Rim Lot, Wooded, Level, Steep Slope
- Topography: Level,Sloping
Details
- Parcel number: 1250170090000
- Zoning description: 61 - P-1 Restricted Preservatio
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Detached
- Property subtype: Single Family Residence
Materials
- Wood Frame
Condition
- Excellent,Updated/Remodeled
- New construction: No
- Year built: 1937
- Major remodel year: 2021
Utilities & green energy
- Sewer: Cesspool
- Utilities for property: Above Ground Utilities, Electricity Available, High Speed Internet Available, Phone Available, Water Available
Community & HOA
Community
- Security: Key Card Entry
- Subdivision: Tantalus
Location
- Region: Honolulu
Financial & listing details
- Price per square foot: $1,577/sqft
- Tax assessed value: $546,500
- Annual tax amount: $1,020
- Date on market: 10/20/2026
- Inclusions: Ceiling Fan, Dryer, Microwave, Range/Oven, Refrigerator, Washer, Water Heater
Estimated market value
$5,081,200
$4.83M - $5.34M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 10/20/2026 | Listed for sale | $5,300,000+11.6%$1,577/sqft |
Source:  HiCentral MLS #202618721 Report a problem | ||
| 9/6/2021 | Listing removed | $4,750,000$1,414/sqft |
Source: HiCentral MLS #202023130 Report a problem | ||
| 11/28/2019 | Price change | $4,750,000-5%$1,414/sqft |
Source: Hawaii Homes International #201926125 Report a problem | ||
| 10/3/2019 | Listed for sale | $5,000,000$1,488/sqft |
Source: Hawaii Homes International #201926125 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2026 | $885 -46.7% | $252,800 -46.7% |
| 2025 | $1,659 | $474,000 |
| 2024 | $1,659 +1.9% | $474,000 +1.9% |
| 2023 | $1,628 +442.5% | $465,000 +7650% |
| 2022 | $300 | $6,000 |
| 2021 | $300 | $6,000 |
| 2020 | $300 | $6,000 |
| 2019 | $300 +1328.6% | $6,000 |
| 2018 | $21 | $6,000 |
| 2017 | $21 | $6,000 |
| 2016 | $21 | $6,000 |
| 2015 | $21 | $6,000 |
| 2014 | -- | $6,000 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: Tantalus
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