744 Oregon Ave, San Mateo, CA 94402
OFF MARKET

744 Oregon Ave
San Mateo, CA 94402

Baywood Knolls
  • 3 Beds
  • 2.5 Baths
  • 2,016 sqft

$3,157,300

Trulia Estimate
as of Jun 5, 2026
Est. Refi. Payment $18,788/mo*
Refinance Your Home

$3,157,300

Trulia Estimate
as of Jun 5, 2026
Est. Refi. Payment $18,788/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,016 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Set in the quiet, highly sought-after Baywood Knolls neighborhood sits this tastefully remodeled split level three bedroom, two and a half bathroom home. A covered porch welcomes you as you enter along the striking flag stone walkway to the covered porch. Once inside, stunning new refinished hardwood flooring, modern paint colors and light fixtures flow throughout the home. The formal entryway leads to the living room offering picture windows and a wood burning fireplace. A spacious dining area opens to the remodeled kitchen and casual eating area with stainless-steel appliances. The bedrooms and updated bathrooms are set away from the main living spaces creating restful retreats.

The lower level of the home offers a versatile bonus room, ideal for use as a family room, that provides access to the tranquil backyard, extend the indoors out featuring mature landscaping, lush lawn and patio which provides an ideal space for alfresco dining, entertaining or simply enjoying warm evenings. A private balcony provides beautiful Bay and Peninsula views.

• Formal entryway with coat closet
• Living room offering freshly refinished hardwood flooring, wood burning fireplace with brick surround, a wall of windows overlooking the rear yard, built-in bookcase and crown moulding
• Dining room is flooded by natural light, includes a modern light fixture and opens to the kitchen
• Remodeled kitchen presents ample quartz counter tops, shaker style wood cabinetry, newly laid tile flooring, eating area, stainless-steel appliances including a 5-burner range with hood and dishwasher
• Grand bedroom suite includes refinished hardwood flooring, oversized windows peering over the rear yard, large main closet with an additional second closet, crown moulding and a newly remodeled en-suite bathroom delivering a wide vanity, built-in cabinet and stall shower
• Two additional natural light filled bedrooms include refinished hardwood flooring, good sized closets and doors accessing the front balcony with stunning views
• Updated hall bathrooms includes a tile surround shower over bathtub and ample cabinetry
• Lower-level versatile bonus space provides a wood burning fireplace, luxury vinyl plank flooring and a door accessing the rear yard
• Conveniently located half bathroom sits off the bonus room
• Deep, two-car garage with automatic garage door, laundry area with washer, dryer, workbench and refrigerator
• A peaceful, private back yard includes a patio area, lush lawn and mature landscaping
• Additional features include: Automatic attic fan, refinished hardwood flooring, new tile and luxury vinyl plank flooring, light fixtures and hardware, fresh paint inside and out and an abundance of storage including multiple hall closets
• Neighborhood Schools: Baywood Elementary, Borel Middle School and Aragon High School (buyer to confirm enrollment availability)
• Completing this home’s appeal and desirability is its short distance to highways 280 and 92 for easy commuting as well as its proximity to downtown shopping and restaurants. Nearby Hillsdale Shopping Center, convenient to 25th Avenue shopping, Beresford Park and Community Center, schools and a choice of CalTrain Stations.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 744 Oregon Ave

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Dining Room, Family Room
Heating & Cooling
Heating: Forced Air, GasHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood, Linoleum Vinyl
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: Composition
Parking & Garage
GarageParking: Garage Attached, Off Street, On Street

Property Information

Year Built
Year Built: 1952
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 6000 sqft

Price History for 744 Oregon Ave

DatePriceEventSource
07/30/2021$2,420,000Sold
MLSListings Inc #ML81849416
06/17/2021$2,498,000Listed For SaleMLSListings Inc #ML81849416

Market trends in San Mateo

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.57M
$187KMoM
Sale-to-List Price
104.6%
1.8%MoM
Price per sq ft
$1.07K
$61MoM
Available listings
191
19MoM
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Property Tax and Assessment

Year2025
Tax$30,864
Assessment$2,568,123
Home facts updated by county records

Comparable Sales for 744 Oregon Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
525 Colgate Way, San Mateo, CA
0.13
Single-Family Home
$2,361,000
10/27/25
3
2
1,690
501 Yale Dr, San Mateo, CA
0.11
Single-Family Home
$2,599,000
09/22/25
3
2
1,560
511 Yale Dr, San Mateo, CA
0.09
Single-Family Home
$3,060,880
05/13/26
3
2
1,650
755 Nevada Ave, San Mateo, CA
0.03
Single-Family Home
$2,580,000
09/18/25
4
3
3,030
811 Nevada Ave, San Mateo, CA
0.05
Single-Family Home
$3,165,000
05/13/26
4
2
2,170
866 Parrott Dr, San Mateo, CA
0.25
Single-Family Home
$2,720,000
10/30/25
3
2
1,908
820 Oregon Ave, San Mateo, CA
0.06
Single-Family Home
$3,625,000
06/12/25
4
3.5
2,180
638 Oregon Ave, San Mateo, CA
0.09
Single-Family Home
$4,200,000
04/02/26
4
3
2,512
438 Bucknell Dr, San Mateo, CA
0.17
Single-Family Home
$2,730,000
10/08/25
4
3.5
2,320
1310 Ashwood Ct, San Mateo, CA
0.35
Single-Family Home
$2,260,000
03/25/26
3
2
2,320

Nearby homes

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Assigned Schools

These are the assigned schools for 744 Oregon Ave.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Baywood Knolls
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Baywood Knolls

At least 34 Trulia users voted on each feature.

  • 96 % Say it's dog friendly

  • 89 % Say there are sidewalks

  • 86 % Say it's walkable to restaurants

  • 86 % Say car is needed

  • 84 % Say there's holiday spirit

  • 79 % Say people would walk alone at night

  • 76 % Say yards are well-kept

  • 71 % Say parking is easy

  • 70 % Say kids play outside

  • 69 % Say streets are well-lit

  • 69 % Say it's quiet

  • 64 % Say neighbors are friendly

  • 63 % Say it's walkable to grocery stores

  • 61 % Say they plan to stay for at least 5 years

  • 60 % Say there's wildlife

  • 27 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • brian bissonette
    "Nice neighborhood. Walkable, close but not too close to downtown. Streets are mostly not thoroughfares so car traffic is mostly limited to people coming and going from their own houses. Extremely safe / almost no crime. "
    0
    Flag
  • brian bissonette
    "Great neighborhood. Little / no traffic, zero crime, lots of trees, well kept homes, excellent schools. "
    0
    Flag
  • Mcooperstein
    "Pros: nice, safe neighborhood with many waste/bag stations. Cons: wish there was more street lighting to be able to walk my dog at night"
    1
    Flag
  • Chris P.
    "Diverse cultures and many (most?) households have children or are retired with lowest expected segment being young adults though certainly includes them. Very “community” oriented mindset here. "
    0
    Flag
  • Krikitlang
    "know your nieghbors and check the safety of the kids. easy access to parks and shopping centers. animal friendly"
    0
    Flag
  • Krikitlang
    "Great access to restaurants and the airport. very safe. almost all businesses are in downtown. nice park too"
    0
    Flag
  • Tarahsuehenry
    "Safe, clean, Family neighborhood. Great schools and always lots of neighborhood activity’s like yard sales and ice cream socials. "
    0
    Flag
  • Tarahsuehenry
    "Every year there is a Baywood I’ve cream social and yard sale. There are always various events at Central Park. "
    0
    Flag
  • Carissa J.
    "Quiet. Walkingdistance to good food and fun. Feels safe, even when walking my dog at night. Small park nearby. "
    1
    Flag
  • Katarina J.
    "Nearly every house around the area has a dog and can be seen walking them all the time. It’s a very friendly dog neighborhood. "
    1
    Flag
  • Sunil R.
    "Family friendly. Great schools. Downtown being developed nicely. This is the next Palo Alto. So many companies now setting up shop here. "
    1
    Flag
  • Katherinejrempel
    "I've lived in the Baywood neighborhood of San Mateo for 10 years. From here you can walk in one direction and choose from a plethora of fabulous restaurants, see a movie, browse quirky gift or grocery shops or indulge in a mani-pedi. A few steps in the other direction, and you will be strolling the pretty tree-lined hilly streets of Hillsborough. "
    3
    Flag
  • Jyotsna P.
    "I used to live in this area for 3 years and I think that this is one of the nicest areas of San Mateo. It has easy access to the Downtown, the Caltrain station and is a very safe area for families with kids."
    2
    Flag
  • Christine g.
    "This is one of the best neighborhoods in San Mateo, close to downtown, shopping, the library, transit ; can walk everywhere. "
    1
    Flag
  • Christine g.
    "Wonderful close to downtown, the library etc"
    0
    Flag

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744 Oregon Ave, San Mateo, CA 94402 is a 3 bedroom, 3 bathroom, 2,016 sqft single-family home built in 1952. 744 Oregon Ave is located in Baywood Knolls, San Mateo. This property is not currently available for sale. 744 Oregon Ave was last sold on Jul 30, 2021 for $2,420,000. The current Trulia Estimate for 744 Oregon Ave is $3,157,300.