David Cuthrell
San Antonio Realty
(657) 325-8791
13 Total Sales
2 in Live Oak Canyon
$525,000 Price Range
Stunning historical build nestled in the coveted Smiley Heights neighborhood. Set on more than 95,000 square feet of gated grounds, this estate blends classic character with a unicorn lot, and offers a rare mix of privacy, character, functionality, and charm.
The main residence features three bedrooms upstairs, including a primary suite with a huge walk-in closet. A finished third-floor loft offers its own bedroom, bath, and generous walk-in closet. The main floor includes a full laundry room and a thoughtfully designed, upgraded, kitchen. Kitchen offers a built-in refrigerator, instant hot water, and appliances that will remain with the home. A separate two-bedroom, one-bath guest house with its own kitchen and living room provides flexible living options and adds significant versatility to the property. Outdoors, a sparkling saltwater pool and cabana with owned solar are complemented by an expansive orchard of more than sixty fruit trees, including citrus, apple, guava, jujube, lemon, pomegranate, grapefruit & olive. Raised garden beds provide an ideal space for fresh produce.
The original carriage house has been transformed into a three-car garage, fully finished with power and drywall, plus 750-square-foot loft upstairs that is perfect for a studio, office, or creative workspace. Electronic gates, block and wrought iron fencing, and an alarm system provide security and peace of mind. Energy efficiency is supported by a leased solar system, which services both the main and guest homes and transfers at $291 per month.
Born in the citrus boom era, this home is a Neoclassical estate, with its sweeping front columns and symmetrical design inspired by Greek and Roman architecture — a true statement of elegance and history in Redlands. With its resort-style amenities, flexible living spaces, and expansive grounds filled with history and natural beauty, this property offers a lifestyle rarely available in Southern California.
Beyond the property’s gates, residents enjoy easy access to the very best of Redlands. Within fifteen minutes, you can stroll through historic downtown with its charming shops, coffee houses, and fine dining. Catch a concert at the Redlands Bowl, or explore the trails and scenic vistas of Prospect Park and the San Timoteo Nature Sanctuary. Conveniences such as grocery stores, farmers markets, and parks are nearby, all against the stunning backdrop of the San Bernardino Mountains.
Last Agent to Sell the Property
First Team Real Estate Brokerage Phone: 949-338-7408 License #01398537 Listed on: 09/19/2025
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
David Cuthrell
San Antonio Realty
(657) 325-8791
13 Total Sales
2 in Live Oak Canyon
$525,000 Price Range
Debra Mason
Berkshire Hathaway Homeservices California Realty
(951) 221-9081
42 Total Sales
1 in Live Oak Canyon
$1,495,000 Price
David Nalbandyan
LA Premier Realty
(747) 277-0134
79 Total Sales
1 in Live Oak Canyon
$760,000 Price
Sunny Singh
EXP REALTY OF CALIFORNIA INC
(844) 779-4655
64 Total Sales
2 in Live Oak Canyon
$805K - $1.3M Price Range
Alex Bocanegra Morales
BERKSHIRE HATHAWAY HOMESERVICES CALIFORNIA REALTY
(951) 621-8152
38 Total Sales
6 in Live Oak Canyon
$470K - $775K Price Range
Connie Wildasinn
WGroup Realtors
(424) 368-9353
22 Total Sales
1 in Live Oak Canyon
$730,000 Price
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| -- | Corinthian Title | ||
| Miller Brock Joseph | $1,625,000 | Corinthian Title Company | |
| Chen Mako | -- | Servicelink | |
| Chen Mako | -- | Servicelink | |
| Gonzales Marlenna S | -- | Chicago Title Company | |
| Chen Chih | $1,250,000 | Fidelity National Title Co | |
| Johnson Walter D | -- | None Available | |
| Johnson Walter D | $675,000 | Fidelity National Title |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $1,137,500 | ||
| Previous Owner | Chen Mako | $813,000 | |
| Previous Owner | Chen Chih | $1,000,000 | |
| Previous Owner | Johnson Walter D | $705,000 | |
| Previous Owner | Johnson Walter D | $705,000 | |
| Previous Owner | Johnson Walter D | $725,000 | |
| Previous Owner | Johnson Walter D | $200,000 | |
| Previous Owner | Johnson Walter D | $200,000 | |
| Previous Owner | Johnson Walter D | $640,000 | |
| Previous Owner | Johnson Walter D | $540,000 | |
| Previous Owner | Johnson Walter D | $540,000 |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 11/06/2025 11/06/25 | Sold | $1,625,000 | +9.1% | $361 / Sq Ft | |
| 10/02/2025 10/02/25 | Pending | -- | -- | -- | |
| 09/19/2025 09/19/25 | For Sale | $1,490,000 | +19.2% | $331 / Sq Ft | |
| 12/28/2017 12/28/17 | Sold | $1,250,000 | -3.8% | $278 / Sq Ft | View Prior Sale |
| 11/20/2017 11/20/17 | Pending | -- | -- | -- | |
| 10/21/2017 10/21/17 | Price Changed | $1,299,000 | -7.2% | $289 / Sq Ft | |
| 09/26/2017 09/26/17 | Price Changed | $1,399,999 | -6.7% | $311 / Sq Ft | |
| 08/30/2017 08/30/17 | Price Changed | $1,499,999 | -3.2% | $334 / Sq Ft | |
| 06/13/2017 06/13/17 | Price Changed | $1,549,000 | -8.6% | $344 / Sq Ft | |
| 04/01/2017 04/01/17 | For Sale | $1,695,000 | -- | $377 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 |
|---|---|---|---|---|
| 2026 | $19,869 | $1,625,000 | $487,500 | $1,137,500 |
| 2025 | $19,869 | $1,606,051 | $481,815 | $1,124,236 |
| 2024 | $18,542 | $1,574,560 | $472,368 | $1,102,192 |
| 2023 | $18,520 | $1,543,686 | $463,106 | $1,080,580 |
| 2022 | $16,168 | $1,340,253 | $402,076 | $938,177 |
| 2021 | $16,465 | $1,313,973 | $394,192 | $919,781 |
| 2020 | $16,219 | $1,300,500 | $390,150 | $910,350 |
| 2019 | $15,761 | $1,275,000 | $382,500 | $892,500 |
| 2018 | $15,366 | $1,250,000 | $375,000 | $875,000 |
| 2017 | $11,330 | $917,404 | $389,507 | $527,897 |
| 2016 | $11,200 | $899,416 | $381,870 | $517,546 |
| 2015 | $11,115 | $885,906 | $376,134 | $509,772 |
| 2014 | $10,893 | $867,082 | $368,766 | $498,316 |
Seller's Agent in 2025
Angela Weeks
First Team Real Estate
(949) 338-7408
1 in this area
43 Total Sales
Buyer's Agent in 2025
Walter Brimm
COLDWELL BANKER REALTY
(951) 233-3261
4 in this area
46 Total Sales
Seller's Agent in 2017
Betsy Sochor
CENTURY 21 LOIS LAUER REALTY
(909) 227-5330
34 Total Sales
JM
Buyer's Agent in 2017
Janine McBride
EXP REALTY OF SOUTHERN CA. INC
Source: California Regional Multiple Listing Service (CRMLS)
MLS Number: OC25219068
APN: 0175-391-01
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