NOT LISTED FOR SALE

585 Kaupakalua Rd Haiku, HI 96708

Haiku Neighborhood

Estimated Value: $1,381,000 - $2,023,000

3 Beds
1 Bath
1,920 Sq Ft
$829/Sq Ft Est. Value

About This Home

This home is located at 585 Kaupakalua Rd, Haiku, HI 96708 and is currently estimated at $1,592,142, approximately $829 per square foot. 585 Kaupakalua Rd is a home located in Maui County with nearby schools including Haiku Elementary School, Samuel Enoka Kalama Intermediate School, and King Kekaulike High School.

Ownership History

Date Name Owned For Owner Type

Purchase Details

Closed on
Apr 4, 2025
Sold by
Robert Simmons Management Trust and Simmons Gregory Alan
Bought by
585 Kaupakalua Llc
Current Estimated Value
$1,592,142

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$350,000
Outstanding Balance
$175,492
Interest Rate
6.76%
Mortgage Type
Seller Take Back
Estimated Equity
$1,377,285

Purchase Details

Closed on
Mar 28, 2024
Sold by
Simmons Rachel Marie
Bought by
Robert Simmons Management Trust and Simmons

Purchase Details

Closed on
Dec 18, 2023
Sold by
Simmons Gregory A
Bought by
Simmons Rachel Marie

Purchase Details

Closed on
Jul 6, 2023
Sold by
Sickles Peter Nicholas and Sickles Joanna Louise
Bought by
Simmons Gregory A

Purchase Details

Closed on
Sep 2, 2021
Sold by
Golan David R
Bought by
Sickles Peter Nicholas and Sickles Joanna Louise

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$600,000
Interest Rate
2.8%
Mortgage Type
Purchase Money Mortgage

Purchase Details

Closed on
Jun 25, 2021
Sold by
Golan Lawrence S and Golan Kenneth J
Bought by
Golan David R

Purchase Details

Closed on
Jul 5, 2017
Sold by
Golan Raymond Anthony
Bought by
Golan Raymond A and The Golan Trust

Purchase Details

Closed on
Mar 5, 2015
Sold by
Simmons Gregory Alan and Simmons Angela Marie
Bought by
Golan Raymond Anthony

Purchase Details

Closed on
Oct 28, 2004
Sold by
Wheatley Zachary and Wheatley Carrie L
Bought by
Simmons Gregory Alan and Simmons Angela Marie

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$500,500
Interest Rate
5.69%
Mortgage Type
Unknown

Purchase Details

Closed on
Oct 28, 2002
Sold by
Makekau Stanley N B and Makekau Stanley
Bought by
Makekau Jeffery N

Purchase Details

Closed on
Jun 25, 2001
Sold by
Wheatley Carrie L and Sichon Jacqueline E
Bought by
Wheatley Zachary and Wheatley Carrie L

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$290,000
Interest Rate
7.14%

Purchase Details

Closed on
Jun 30, 2000
Sold by
Wheatley Carrie L and Vilven Bernadetta
Bought by
Wheatley Carrie L and Sichon Jacqueline E

Purchase Details

Closed on
Dec 23, 1997
Sold by
Emery Richard Norman and Gilmor John S
Bought by
Sichon Carrie L and Vilven Bernadetta

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$240,000
Interest Rate
7.16%

Purchase Details

Closed on
Aug 23, 1995
Sold by
Kumler Richard Yale
Bought by
Gilmor John S and Emery Richard Norman
Source: Public Records

Range of Values:

Collateral Analytics

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ICE

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First American

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Quantarium

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Average Value
Not Available
List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Purchase History

Date Buyer Sale Price Title Company
585 Kaupakalua Llc -- Fhtc
585 Kaupakalua Llc -- Fhtc
Robert Simmons Management Trust -- None Listed On Document
Simmons Rachel Marie -- None Listed On Document
Simmons Gregory A -- None Listed On Document
Sickles Peter Nicholas $900,000 Fam
Golan David R -- None Available
Golan Raymond A -- None Available
Golan Raymond Anthony $580,000 None Available
Simmons Gregory Alan $800,000 --
Makekau Jeffery N -- --
Wheatley Zachary -- --
Wheatley Carrie L -- --
Sichon Carrie L $300,000 --
Gilmor John S -- Security Title Corporation
Source: Public Records

Mortgage History

Date Status Borrower Loan Amount
Closed 585 Kaupakalua Llc $350,000
Open 585 Kaupakalua Llc $750,000
Closed 585 Kaupakalua Llc $750,000
Previous Owner Sickles Peter Nicholas $600,000
Previous Owner Sickles Peter Nicholas $300,000
Previous Owner Golan Raymond Anthony $568,000
Previous Owner Simmons Gregory Alan $142,700
Previous Owner Simmons Gregory Alan $500,500
Previous Owner Wheatley Zachary $290,000
Previous Owner Sichon Carrie L $240,000
Closed Simmons Gregory Alan $139,500
Source: Public Records

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $10,831 $1,776,100 $1,344,000 $432,100
2024 $10,831 $1,583,700 $1,172,900 $410,800
2023 $1,402 $1,096,700 $684,200 $412,500
2022 $1,402 $900,800 $525,400 $375,400
2021 $4,398 $806,300 $464,300 $342,000
2020 $4,389 $838,300 $488,700 $349,600
2019 $4,545 $765,100 $427,600 $337,500
2018 $3,572 $595,400 $214,000 $381,400
2017 $2,386 $0 $0 $0
2016 $2,191 $387,100 $122,500 $264,600
2015 $185 $280,300 $143,600 $136,700
2014 $185 $266,400 $143,600 $122,800
Source: Public Records

Map

Hawaii Maui County Haiku 96708 Haiku

585 Kaupakalua Rd, Haiku, HI

This home is located at 585 Kaupakalua Rd, Haiku, HI 96708 and is currently estimated at $1,592,142, approximately $829 per square foot. 585 Kaupakalua Rd is a home located in Maui County with nearby schools including Haiku Elementary School, Samuel Enoka Kalama Intermediate School, and King Kekaulike High School.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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