
Winchester, California 92596
Analysis of 33043 Wesley Street, Winchester, California 92596 is currently available with a list price of $968,000. The property maintains a Fair Condition Rating (50/100), suggesting the property is in acceptable condition with potential for value enhancement through selective updates and improvements. Located in a high-demand neighborhood within the Winchester Unified School District, this asset is categorized as a low-risk, high-reward acquisition suitable for both Buy-and-Hold Investors and Owner-Occupants willing to undertake light renovation work.
Property is moderate renovation needed.
The property was built in 1963, making it over 60 years old. While the listing states 'all units remodeled before current tenants took possession' and a 'new roof in February 2025,' there are no interior photos provided to assess the quality, style, or condition of the kitchens, bathrooms, flooring, or other interior features. The description also notes that 'older underlying infrastructure (e.g., plumbing, electrical) may require future capital expenditures.' Without visual confirmation of the interior renovations, particularly for key areas like kitchens and bathrooms, and considering the age of the underlying systems, a 'Fair' rating is appropriate. It acknowledges recent maintenance and updates but reflects the uncertainty regarding the extent and quality of the remodels and potential for outdated elements.
This hard-to-find quadruplex offers stable cash flow with a desirable mix of unit sizes (4-bed, 3-bed, 2-bed, studio), appealing to a broad tenant base and providing income diversification.
Significant recent upgrades, including a new roof installed in February 2025 and all units remodeled before current tenants, minimize immediate maintenance and capital expenditure for a new owner.
The property generates a substantial $6,780/month in total gross rents, providing an immediate and attractive income stream with potential for future rent increases.
Built in 1963, the property is over 60 years old. While recent renovations address some concerns, older underlying infrastructure (e.g., plumbing, electrical) may require future capital expenditures.
The listing explicitly states that interior photos must be requested, which is a significant marketing oversight that can deter potential buyers from engaging with the listing online and assessing unit condition.
While the elementary and high schools have decent ratings, the nearby middle school (Rancho Viejo Middle School) has a lower rating of 2, which could be a consideration for families with school-aged children.
Tucked into a peaceful neighborhood with true small-town charm, this hard-to-find 4-unit property offers stable cash flow and strong tenant appeal. The mix includes: 1 spacious 4 bed, 2 bath unit renting for $2,310/month. 1 comfortable 3 bed, 2 bath unit renting for $2,280/month. 1 charming 2 bed, 1 bath unit renting for $1,295/month. 1 efficient studio renting for $895/month. That’s $6,780/month in total gross rents, with room for upside. The roof was just redone in February of 2025. All units remodeled before current tenants took possession. For interior photos, please request from the listing agent. Located just blocks from Winchester Elementary and the Francis Domenigoni Community Center, with Diamond Valley Lake a short drive away, this is a prime location for long-term tenants seeking quiet living with easy access to recreation and schools. Whether you're looking to house hack, add a strong income property to your portfolio, or 1031 into a low-maintenance asset, this one checks all the boxes. Properties like this rarely hit the market—don’t miss it.
No exterior & parking available.
Grades K-5 • 0.4 mi
Grades 6-8 • 5.4 mi
Grades 9-12 • 5.6 mi
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | - | - | 0% |
| Baths | - | - | 0% |
| Square foot | - | - | 0% |
| Lot Size | - | - | 0% |
| Price | - | - | 0% |
| Price per sq ft | - | - | 0% |
| Built year | 1963 | - | 0% |
| HOA | $0 | $0 | 0% |
| Days on market | - | - | 0% |
Apr 15, 2026
$968,000
$899,900
+8% Price Increase
Initial Listing
Dec 19, 2025
$899,900
$1,075,000
-16% Price Drop
Initial Listing
Jul 16, 2025
$1,075,000
Initial Listing