Digitally enhanced photo
1 / 49

29598 Oakley Court, Winchester, CA 92596

$799K4bd · 3ba · 2,216 sqft
Lot 9,583 sqft•HOA $40/mo•Single Family Residence•
Active
•19d on market•MLS# PW-26207608

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

FeeBuilt 2025

Property Details

Land Type
Fee
Year Built
2025
Property Type
Residential
Property Subtype
Single Family Residence
Parking Spaces
2
Garage Spaces
2
Heating
Central
Cooling
Central Air
View
Mountain(s)
Flooring
Vinyl, Carpet, Tile
Roof
Tile
City
Winchester
Zip Code
92596
County
Riverside
Listed byUnknown Office, Rick Lee

Mortgage Calculator

Current Rates

$
$
%
Monthly Payment
$4,040.18
Principal & Interest
Loan Amount
$639,200
Total Interest
$815,264
Total Payment Over 30 Years
$1,454,464
This calculator provides estimates only. Actual mortgage payments may include taxes, insurance, HOA fees, and PMI. Contact a lender for accurate quotes.

Comparative Market Analysis

Residential Tier · 5 active · 5 closed

29598 Oakley Court, Winchester, CA 92596

Winchester · Single Family Residence

$799K
Residential Tier
Beds
4
Baths
3
Sqft
2,216
Lot
9,583 sqft
Year
2025
$/Sqft
$361
Pool: Yes✓
Spa: Yes✓
View: mountain✓
Garage: 2-car✓

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.

Premium
Subject listed at $799K· $361/sqft
Total list price
Closed comps
vs closed median $633K
+$166K (+26.2%)
Active comps
vs active median $620K
+$179K (+28.9%)
Price per sqft
Closed compsinsufficient comp data
Active comps
vs active avg $/sqft $287
+$74 (+25.9%)

Active Properties (5)

Active Comparables

AddressCityYearBDBTHSqFtLotSzLP/SqFtLPDIMScore
33143 Big Range DriveWinchester2017432,2738,712$255$579,00011189
31420 Pine Oak RoadWinchester2026432,4535,323$253$619,99012284
29483 Beeler RoadWinchester2019431,9726,534$302$594,99916684
30402 Concord Coach CourtWinchester2021532,5408,438$307$779,99015583
31202 Morgan TrailWinchester2026432,0859,118$317$659,99014082
Total: 5 · Average4.23.02,264.67,625$286.8$646,793.8138.8
Median2,273$619,990

Closed Properties (5)

Closed Comparables

AddressCityYearDateBDBTHSqFtLotSzLPSPSP/SqFtSP/LPDIMScore
31070 Florence CourtWinchester200209/30/2026432,6448,276$765,000$760,000$2870.995481
31469 Burflower DriveWinchester202609/25/2026432,2395,588$632,990$632,990$2831.007180
32049 Rambling CourtWinchester202110/07/2026422,2016,970$674,900$674,900$3071.004778
29458 Highroot CourtWinchester202009/30/2026321,5758,276$560,000$560,000$3561.002678
29280 Victoria Beach BoulevardWinchester202609/29/2026432,1514,004$519,990$519,990$2421.007477
Total: 5 · Average3.82.62,1626,622.8$629,576$629,576$295—54.4
Median2,201$632,990$632,990

Market Analysis

List vs Sale $/SqFt

Sale Price Trend

Days on Market

Sale vs List Price

AI-generated CMA

This analysis was generated automatically from MLS data. For an in-depth, human-reviewed valuation, contact Joseph Sardella at josephsardella@gmail.com.