
255 West 21st Street, Upland, CA 91784
255 West 21st Street, Upland, CA 91784
Property Description
A RARE OPPORTUNITY. AN EXTRAORDINARY ESTATE. THE FREEDOM TO BRING IT TO LIFE. Imagine owning nearly three acres in prestigious North Upland, nestled against the breathtaking San Gabriel Mountains, with the opportunity to create the luxury estate of your dreams! Situated on approximately 2.8 usable acres, this remarkable property offers exceptional privacy, architectural scale, and endless possibilities. The approximately 7,500-square-foot single-story residence features 4 bedrooms, 4 full bathrooms, 2 half bathrooms, soaring 14-foot ceilings, impressive 9.3-foot doors, and an oversized attached 3-car garage. Grand living spaces include a formal living room with fireplace, formal dining room, bar and wine room, spacious kitchen with breakfast area and pantry, and family room with fireplace. The private east wing features an executive office and expansive primary suite with fireplace, en suite bathroom, walk-in shower, soaking tub, dual walk-in closets, and private patio access. The west wing offers three spacious bedrooms, each with its own bathroom and walk-in closet. A separate structure includes an approximately 800-square-foot casita/guest unit with living area, kitchenette, bedroom, and bathroom; an additional 2-car garage; and an impressive 60-foot-deep RV garage with hookups. An approximately 1,350-square-foot upstairs loft offers incredible potential for a private theater, fitness studio, executive offices, or entertainment lounge. Additional features include remote-start fireplaces, fire sprinklers, a fire hydrant, insulated and sheathed walls, and eight redwood pine trees. The expansive grounds provide an extraordinary canvas for a resort-style pool and spa, outdoor entertaining, gardens, and beautifully landscaped grounds. The true luxury is the freedom to make it your own. With nearly 10,000 square feet of combined living and versatile space, much of the foundation for an extraordinary estate is already in place. Complete the residence with your preferred finishes and create a one-of-a-kind sanctuary designed around your lifestyle.
Features & Amenities
Property Details
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Comparative Market Analysis
Luxury Tier · 2 active · 1 closed
Upland · Single Family Residence
Listed 3.8% below the median closed sale of $4,000,000. Price per sqft ($516) is a 17% premium to closed comps ($440). Luxury tier — fewer comparable sales widen the confidence range.
Price Position
Aligned with the market — fair pricing for the comps.
Active Properties (2)
Active Comparables
| Address | City | Year | BD | BTH | SqFt | LotSz | LP/SqFt | LP | DIM | Score |
|---|---|---|---|---|---|---|---|---|---|---|
| 3742 Hollins | Claremont | 1989 | 6 | 5 | 7,258 | 35,339 | $524 | $3.80M | 86 | 56 |
| 2499 Sierra | Upland | 2024 | 4 | 6 | 5,200 | 25,202 | $639 | $3.33M | 32 | 54 |
| Total: 2 · Average | 5.0 | 5.5 | 6,229 | 30,270.5 | $581.5 | $3.56M | 59 | |||
| Median | 7,258 | $3.80M | ||||||||
Closed Properties (1)
Closed Comparables
| Address | City | Year | Date | BD | BTH | SqFt | LotSz | LP | SP | SP/SqFt | SP/LP | DIM | Score |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 475 26th Street | Upland | 2009 | 04/30/2026 | 6 | 10 | 9,085 | 174,240 | $4.10M | $4.00M | $440 | 0.98 | 118 | 42 |
| Total: 1 · Average | 6.0 | 10.0 | 9,085 | 174,240 | $4.00M | $4.00M | $440 | — | 118 | ||||
| Median | 9,085 | $4.00M | $4.00M | ||||||||||
Market Analysis
List vs Sale $/SqFt
Sale Price Trend
Days on Market
Sale vs List Price
This analysis was generated automatically from MLS data. For an in-depth, human-reviewed valuation, contact Joseph Sardella at josephsardella@gmail.com.