$995,000
37289 Valgio Dr
Calimesa, CA, 92320
Price improvement on this private hillside estate offering panoramic mountain and city-light views, where privacy, natural light, and an elevated setting create a living experience that feels distinctly above the rest.
Located within a gated enclave of estate homes, this 5.42-acre hillside property offers privacy, open skies and sweeping panoramic mountain views and sparkling city lights. The setting feels peaceful and secluded while remaining just minutes from local favorites including Suveg Cellars Winery, Landmark Coffee, Oak Glen Steakhouse, Happy Mediums, and George’s Market, with convenient access to Palm Springs, mountain resorts, beaches, shopping, dining, and major commuter routes.
Designed for Entertaining and Everyday Living
Designed with entertaining in mind, the home’s open floor plan allows living spaces to flow naturally from one room to the next. Expansive windows frame the panoramic views while filling the home with natural light, creating an inviting environment for both relaxed everyday living and larger gatherings.
A spacious den offers flexibility for a home office, media room, or private lounge, while each bedroom features its own ensuite bathroom, providing comfort and privacy throughout. A main-level bedroom suite is ideal for guests, extended family, or multigenerational living.
Acreage, Privacy, and Potential
The grounds enhance the estate atmosphere with expansive acreage, mature fruit trees, and natural landscape, offering space to create outdoor areas that match your vision. Whether that includes gardens, outdoor entertaining spaces, or additional amenities, the property provides exceptional flexibility.
With generous square footage, newer A/C, and a four-car garage, the home offers strong structural bones and the opportunity to create a truly personalized luxury residence.
Properties offering this combination of panoramic views, acreage, privacy, and opportunity pricing are rarely available in this location.
The scale, setting, and views are best experienced in person.
Located within a gated enclave of estate homes, this 5.42-acre hillside property offers privacy, open skies and sweeping panoramic mountain views and sparkling city lights. The setting feels peaceful and secluded while remaining just minutes from local favorites including Suveg Cellars Winery, Landmark Coffee, Oak Glen Steakhouse, Happy Mediums, and George’s Market, with convenient access to Palm Springs, mountain resorts, beaches, shopping, dining, and major commuter routes.
Designed for Entertaining and Everyday Living
Designed with entertaining in mind, the home’s open floor plan allows living spaces to flow naturally from one room to the next. Expansive windows frame the panoramic views while filling the home with natural light, creating an inviting environment for both relaxed everyday living and larger gatherings.
A spacious den offers flexibility for a home office, media room, or private lounge, while each bedroom features its own ensuite bathroom, providing comfort and privacy throughout. A main-level bedroom suite is ideal for guests, extended family, or multigenerational living.
Acreage, Privacy, and Potential
The grounds enhance the estate atmosphere with expansive acreage, mature fruit trees, and natural landscape, offering space to create outdoor areas that match your vision. Whether that includes gardens, outdoor entertaining spaces, or additional amenities, the property provides exceptional flexibility.
With generous square footage, newer A/C, and a four-car garage, the home offers strong structural bones and the opportunity to create a truly personalized luxury residence.
Properties offering this combination of panoramic views, acreage, privacy, and opportunity pricing are rarely available in this location.
The scale, setting, and views are best experienced in person.
Property Details
Price:
$995,000
MLS #:
IG26020028
Status:
Active
Beds:
3
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
269yucaipacalimesaoakglen
Listed Date:
Mar 10, 2026
Finished Sq Ft:
3,901
Lot Size:
236,095 sqft / 5.42 acres (approx)
Year Built:
1996
Schools
School District:
Yucaipa/Calimesa Unified
Interior
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
CA, DL
Laundry Features
WH
Levels
U
Main Level Bathrooms
2
Main Level Bedrooms
1
Exterior
Attached Garage YN
1
Common Walls
NCW
Community Features
MTN
Garage Spaces
4
Other Structures
SH
Parking Spots
4
Parking Total
4
Security Features
GC
View
CI, MT, PA
Financial
HOA Fee
$240
HOA Fee Frequency
MO
Get Out There, A Simply Outgoing Approach to Life. James Outland Jr. is one of those rare people who simply has an outgoing approach to life. No matter the activity… from dune buggy riding to skydiving to motorcycling to riding the local Pismo Beach waves… James Outland Jr. approaches life with a “just get out there and do it” kind of attitude. A zest for Life. James’ zest for life is obviously apparent in his many exciting hobbies. In his spare time, he loves riding dune buggies or hi…
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Map
Current real estate data for Single Family in Calimesa as of Apr 08, 2026
79
Single Family Listed
85
Avg DOM
206
Avg $ / SqFt
$299,954
Avg List Price
Community
- Address37289 Valgio Dr Calimesa CA
- CityCalimesa
- CountyRiverside
- Zip Code92320
Similar Listings Nearby
Property Summary
- 37289 Valgio Dr Calimesa CA is a Single Family for sale in Calimesa, CA, 92320. It is listed for $995,000 and features 3 beds, 4 baths, and has approximately 3,901 square feet of living space, and was originally constructed in 1996. The current price per square foot is $255. The average price per square foot for Single Family listings in Calimesa is $206. The average listing price for Single Family in Calimesa is $299,954. To schedule a showing of MLS#ig26020028 at 37289 Valgio Dr in Calimesa, CA, contact your James Outland agent at 8057482262.
Courtesy of KELLER WILLIAMS REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than James Outland include the name of the listing broker. Neither the listing company nor James Outland shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved. 37289 Valgio Dr
Calimesa, CA

































