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1498 O'Connor Way, San Luis Obispo, CA 93405

$3.45M4bd · 3ba · 2,400 sqft
Lot 189 sqft•Single Family Residence•
Active
•566d on market•MLS# SC-25063085

Property Description

Nestled in the heart of San Luis Obispo, California, the Historic O’Connor Ranch is a distinguished property that offers a unique blend of historical significance and modern amenities. Once part of the esteemed O'Connor Ranch, founded in the 19th century, this estate carries a legacy of ranching excellence. The original headquarters of the O'Connor Ranch is featured in Myron Angel's "History of San Luis Obispo County," highlighting its historical importance. The expansive 189-acre property offers breathtaking views, including a portion of Cerro Romualdo, one of the renowned "Seven Sisters" of San Luis Obispo. The estate comprises residences, barns, and various outbuildings, providing ample space for diverse living arrangements and agricultural pursuits. The main residence exudes historic charm and warmth. Additional structures include a second farmhouse, a bunkhouse, a rustic wood cabin, two barns, and a structure that could easily be converted into a 12 stall barn and horse facility complete with a one-acre arena, catering to equestrian enthusiasts and those seeking a serene rural lifestyle. The property is currently being used for cattle grazing and in combination with the dwellings provides multiple income streams. This property presents a rare opportunity to own a piece of San Luis Obispo's rich history while enjoying the comforts of modern living amidst picturesque surroundings. Centrally located ten minutes from downtown San Luis Obispo and 15 minutes from the ocean and popular Morro Bay. Being 3 hours from the Bay Area and Los Angeles and only 2 hours from Bakersfield, the property offers the perfect weekend getaway or family compound. Please call us to set up a tour.

Features & Amenities

FeeBuilt 1930

Property Details

Land Type
Fee
Year Built
1930
Property Type
Residential
Property Subtype
Single Family Residence
Parking Spaces
1
Garage Spaces
1
Heating
Central
Cooling
Zoned, None
View
Bluff, Canyon, Mountain(s)
Roof
Metal, Wood
City
San Luis Obispo
Zip Code
93405
County
San Luis Obispo
Listed byCalifornia Outdoor Properties, Inc., Rea Callender

Mortgage Calculator

Current Rates

$
$
%
Monthly Payment
$17,445.08
Principal & Interest
Loan Amount
$2,760,000
Total Interest
$3,520,228
Total Payment Over 30 Years
$6,280,228
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

Luxury Tier · 5 active · 5 closed

1498 O'Connor Way, San Luis Obispo, CA 93405

San Luis Obispo · Single Family Residence

$3.45M
Luxury Tier
Beds
4
Baths
3
Sqft
2,400
Lot
189.00 ac
Year
1930
$/Sqft
$1438
Pool: No✓
Spa: No✓
View: mountain✓
Garage: 1-car✓

Listed 60.5% above the median closed sale of $2,150,000. Price per sqft ($1,438) is a 79% premium to closed comps ($805). Closed comps sold at 91% of list — buyers have negotiating leverage. Luxury tier — fewer comparable sales widen the confidence range.

Price Position

Positioned above the market — commands a premium.

Premium
Subject listed at $3.45M· $1,438/sqft
Total list price
Closed comps
vs closed median $2.15M
+$1.30M (+60.5%)
Active comps
vs active median $1.29M
+$2.15M (+166.4%)
Price per sqft
Closed compsinsufficient comp data
Active comps
vs active avg $/sqft $622
+$816 (+131.3%)

Active Properties (5)

Active Comparables

AddressCityYearBDBTHSqFtLotSzLP/SqFtLPDIMScore
2021 SkylarkSan Luis Obispo1962432,39910,624$698$1.68M22064
342 Tresana LaneSan Luis Obispo2017432,2815,688$657$1.50M2064
123 RamonaSan Luis Obispo1953432,1806,190$594$1.29M13864
263 Bridge StreetSan Luis Obispo2019332,0945,343$597$1.25M2560
1974 San Luis RanchSan Luis Obispo2023441,8692,400$562$1.05M4258
Total: 5 · Average3.83.22,164.66,049$621.6$1.35M89
Median2,180$1.29M

Closed Properties (5)

Closed Comparables

AddressCityYearDateBDBTHSqFtLotSzLPSPSP/SqFtSP/LPDIMScore
1739 Conejo AvenueSan Luis Obispo194909/03/2026332,42111,250$2.23M$2.19M$9050.982264
4375 Rustic WaySan Luis Obispo199508/25/2026442,300418,176$3.49M$2.23M$9670.6428663
1040 Capistrano CourtSan Luis Obispo198908/21/2026442,6448,500$1.70M$1.67M$6300.982961
251 ChorroSan Luis Obispo196509/03/2026332,6978,000$2.20M$2.15M$7970.988660
2072 Royal WaySan Luis Obispo199708/20/2026442,88350,530$2.17M$2.10M$7270.963258
Total: 5 · Average3.63.62,58999,291.2$2.07M$2.07M$805.2—91
Median2,644$2.15M$2.15M

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.