1744 WINSTON AVE
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(7)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Upland Unified School District
Neighborhood · ZIP 91784These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
1744 Winston Ave measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth more than 91% of homes in San Bernardino County
- Costs more per square foot than 75% of homes in San Bernardino County
- Bigger than 77% of homes in San Bernardino County
- Has a bigger lot than 67% of homes in San Bernardino County
What homes are worth in Upland 91784
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 42% of homes in Upland 91784.
How it measures up in Upland 91784
The dot is this home. The mark in the middle is the typical home in Upland 91784.
Pricier than 42% of homes nearby
Pricier than 50% of homes nearby
Bigger than 44% of homes nearby
Bigger than 46% of homes nearby
Newer than 61% of homes nearby
| Measure | This home | Upland 91784 | San Bernardino County |
|---|---|---|---|
| Estimated valuepricier than | $917,681 | 42% of homes | 91% of homes |
| Price per ft²pricier than | $419 | 50% of homes | 75% of homes |
| Living areabigger than | 2,192 ft² | 44% of homes | 77% of homes |
| Lot sizebigger than | 0.23 ac | 46% of homes | 67% of homes |
| Year builtnewer than | 1985 | 61% of homes | 53% of homes |
About 1744 Winston Ave
How much is 1744 Winston Ave, Upland, CA worth?
The TopHap Estimate for 1744 Winston Ave, Upland, CA is $917,681 as of Sep 24, 2026. The likely range is $869,686 to $965,676. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 1744 Winston Ave, Upland, CA last sell?
1744 Winston Ave, Upland, CA last sold on May 15, 2003 for $380,000, according to the county's recorded deed.
How big is 1744 Winston Ave, Upland, CA?
1744 Winston Ave, Upland, CA has 4 bedrooms, 3 bathrooms, 2,192 square feet of living space and a 0.23-acre lot.
When was 1744 Winston Ave, Upland, CA built?
1744 Winston Ave, Upland, CA was built in 1985, making it 41 years old. It is a modern home. The building has 2 stories.
What schools serve 1744 Winston Ave, Upland, CA?
1744 Winston Ave, Upland, CA is assigned to Pioneer Junior High School (middle), rated A-; Sierra Vista Elementary School (elementary), rated A-; Upland High School (high), rated B. All sit in Upland Unified School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 1744 Winston Ave, Upland, CA compare to other homes in Upland 91784?
Among the 9,606 homes in Upland 91784, it is worth more than 42% of them ($917,681 against a typical $953,279), its price per square foot is higher than 50% of them ($419 against a typical $418), it is bigger than 44% of them (2,192 ft² against a typical 2,286 ft²), its lot is bigger than 46% of them (0.23 ac against a typical 0.23 ac) and it is newer than 61% of them (1985 against a typical 1982). Measured against all of San Bernardino County, it is worth more than 91% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 1744 Winston Ave, Upland, CA?
The 2025 property tax bill for 1744 Winston Ave, Upland, CA was $6,359. The county assessed it at $584,839.
More homes on Winston Ave
- 1764 Winston Ave$976K4 bd · 2 ba · 1,867 ft² · Sold $940K · Nov 2025
- 1732 Winston Ave$917K3 bd · 2 ba · 1,687 ft² · Sold $869K · Jul 2025
- 1718 Winston Ave$975K4 bd · 3 ba · 2,192 ft² · Sold $870K · Jan 2024
- 1772 Winston Ave$777K3 bd · 2 ba · 1,557 ft² · Sold $515K · Oct 2015
- 1756 Winston Ave$909K4 bd · 3 ba · 2,192 ft² · Sold $397K · Oct 2002
- 1714 Winston Ave$851K3 bd · 2 ba · 1,702 ft² · Sold $218K · Jul 1999
- 1798 Winston Ave$895K4 bd · 2 ba · 1,906 ft² · Sold $160K · Jan 1997
- 1726 Winston Ave$891K3 bd · 2 ba · 1,908 ft² · Sold $20K · Jul 1996
- 1790 Winston Ave$818K3 bd · 2 ba · 1,657 ft² · Sold Jan 1900
- 1752 Winston Ave$790K3 bd · 2 ba · 1,557 ft² · Sold Jan 1900
- 1776 Winston Ave$855K4 bd · 3 ba · 2,192 ft² · Sold Jan 1900
- 1784 Winston Ave$811K4 bd · 2 ba · 1,867 ft² · Sold Jan 1900
Closest homes
- 1738 Winston Ave$799K81 ft · 3 bd · 2 ba · 1,664 ft² · Sold Jan 1900
- 1752 Winston Ave$790K81 ft · 3 bd · 2 ba · 1,557 ft² · Sold Jan 1900
- 1745 Sunnybrook Ave$791K124 ft · 3 bd · 2 ba · 1,557 ft² · Sold Jan 1900
- 1756 Winston Ave$909K162 ft · 4 bd · 3 ba · 2,192 ft² · Sold $397K · Oct 2002
- 1732 Winston Ave$917K162 ft · 3 bd · 2 ba · 1,687 ft² · Sold $869K · Jul 2025
- 1751 Sunnybrook Ave$874K148 ft · 3 bd · 2 ba · 1,972 ft² · Sold $390K · Jun 2009
- 1737 Sunnybrook Ave$855K148 ft · 4 bd · 2 ba · 1,867 ft² · Sold $510K · Nov 2014
- 449 E Midway Ct$780K162 ft · 3 bd · 2 ba · 1,557 ft² · Sold $656K · Feb 2021
More homes in Upland 91784
- 1693 Eastgate Ave$1.1M4 bd · 3 ba · 2,301 ft² · Sold $1.1M · Sep 2026
- 1721 Arthur Loop W$1M4 bd · 3 ba · 2,964 ft² · Sold $1M · Sep 2026
- 1640 Santa Fe Pl$875K4 bd · 3 ba · 2,362 ft² · Sold $875K · Sep 2026
- 958 Falcon View St$739K3 bd · 2 ba · 1,401 ft² · Sold $695K · Sep 2026
- 1644 Carmel Cir W$608K2 bd · 1.5 ba · 1,392 ft² · Sold $595K · Sep 2026
- 2046 N Kelly Ave$1.1M4 bd · 3 ba · 2,362 ft² · Sold $1.2M · Sep 2026
- 1031 Patrick St$845K4 bd · 2 ba · 1,450 ft² · Sold $845K · Sep 2026
- 1248 Brookdale Dr$720K2 bd · 2 ba · 1,120 ft² · Sold $720K · Sep 2026
- 2314 N Euclid Ave$1.2M4 bd · 2.5 ba · 2,381 ft² · Sold $1.3M · Sep 2026
- 1669 N San Antonio Ave$875K4 bd · 2 ba · 2,044 ft² · Sold $875K · Sep 2026
- 2164 Pinot Cir$850K3 bd · 2 ba · 2,262 ft² · Sold $850K · Sep 2026
- 2415 Sierra Dr$793K4 bd · 2 ba · 1,486 ft² · Sold $793K · Sep 2026
Assigned schools
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