
29598 Oakley Court, Winchester, CA 92596
29598 Oakley Court, Winchester, CA 92596
Property Description
Welcome to this highly upgraded 4-bedroom, 3-bath residence offering over 2,216 square feet of living space and approximately $200,000 in thoughtfully selected upgrades and improvements. The interior features professional-grade appliances, custom lighting, upgraded zero-gap flooring, automated custom window coverings, and custom-added glass cabinetry that enhances both the kitchen and living spaces. Additional improvements include an EV charger, solar system, and water softener system. The backyard has been transformed into a private outdoor retreat highlighted by a custom pool and spa, Baja shelf, travertine finishes, pergola, artificial turf, extensive landscaping, and custom outdoor lighting. The finished outdoor space provides multiple areas for entertaining, relaxing, and enjoying Southern California’s indoor-outdoor lifestyle. Adding to the area’s growing amenities, Pleasant Valley Elementary School recently opened nearby, providing a newly built neighborhood school option. With newer construction, extensive interior upgrades, and a backyard that has already undergone a significant transformation, this home offers the opportunity to enjoy the benefits of a newer residence without taking on the time and expense of completing these improvements yourself.
Features & Amenities
Property Details
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Comparative Market Analysis
Residential Tier · 5 active · 5 closed
Winchester · Single Family Residence
Listed 26.2% above the median closed sale of $632,990. Price per sqft ($361) is a 22% premium to closed comps ($295).
Price Position
Positioned above the market — commands a premium.
Active Properties (5)
Active Comparables
| Address | City | Year | BD | BTH | SqFt | LotSz | LP/SqFt | LP | DIM | Score |
|---|---|---|---|---|---|---|---|---|---|---|
| 33143 Big Range Drive | Winchester | 2017 | 4 | 3 | 2,273 | 8,712 | $255 | $579,000 | 111 | 89 |
| 31420 Pine Oak Road | Winchester | 2026 | 4 | 3 | 2,453 | 5,323 | $253 | $619,990 | 122 | 84 |
| 29483 Beeler Road | Winchester | 2019 | 4 | 3 | 1,972 | 6,534 | $302 | $594,999 | 166 | 84 |
| 30402 Concord Coach Court | Winchester | 2021 | 5 | 3 | 2,540 | 8,438 | $307 | $779,990 | 155 | 83 |
| 31202 Morgan Trail | Winchester | 2026 | 4 | 3 | 2,085 | 9,118 | $317 | $659,990 | 140 | 82 |
| Total: 5 · Average | 4.2 | 3.0 | 2,264.6 | 7,625 | $286.8 | $646,793.8 | 138.8 | |||
| Median | 2,273 | $619,990 | ||||||||
Closed Properties (5)
Closed Comparables
| Address | City | Year | Date | BD | BTH | SqFt | LotSz | LP | SP | SP/SqFt | SP/LP | DIM | Score |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 31070 Florence Court | Winchester | 2002 | 09/30/2026 | 4 | 3 | 2,644 | 8,276 | $765,000 | $760,000 | $287 | 0.99 | 54 | 81 |
| 31469 Burflower Drive | Winchester | 2026 | 09/25/2026 | 4 | 3 | 2,239 | 5,588 | $632,990 | $632,990 | $283 | 1.00 | 71 | 80 |
| 32049 Rambling Court | Winchester | 2021 | 10/07/2026 | 4 | 2 | 2,201 | 6,970 | $674,900 | $674,900 | $307 | 1.00 | 47 | 78 |
| 29458 Highroot Court | Winchester | 2020 | 09/30/2026 | 3 | 2 | 1,575 | 8,276 | $560,000 | $560,000 | $356 | 1.00 | 26 | 78 |
| 29280 Victoria Beach Boulevard | Winchester | 2026 | 09/29/2026 | 4 | 3 | 2,151 | 4,004 | $519,990 | $519,990 | $242 | 1.00 | 74 | 77 |
| Total: 5 · Average | 3.8 | 2.6 | 2,162 | 6,622.8 | $629,576 | $629,576 | $295 | — | 54.4 | ||||
| Median | 2,201 | $632,990 | $632,990 | ||||||||||
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.