744 Oregon Ave, San Mateo, CA 94402
Property image
Property image
OFF MARKET

$3,121,000

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,016 sqft

744 Oregon Ave, San Mateo, CA 94402

Baywood Knolls
Est. Refi. Payment $18,720/mo*
Refinance Your Home
Currently Off Market - Sold Jul 30, 2021 for $2,420,000

Home Value

Trulia Estimate
$3.12M
Since last month
Increased$11K (+0.4%)
Since last year
Increased$95K (+3.1%)
Since last sale
Increased$701K (+29%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +84% in the last 10 years
MonthEstimated value
2026
August 2026$3.12M
July 2026$3.11M
June 2026$3.12M
May 2026$3.16M
April 2026$3.12M
March 2026$3.17M
February 2026$3.07M
January 2026$2.9M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
523 Iowa Dr, San Mateo, CA
0.08
Single-Family Home
$3,250,000
08/10/26
3
2.5
2,460
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
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 home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
731 Oregon Ave, San Mateo, CA 94402
0.04
$4,176,700
4
3
2,460
Off Market
729 Nevada Ave, San Mateo, CA 94402
0.04
$3,754,000
4
2.5
2,629
Off Market
708 Oregon Ave, San Mateo, CA 94402
0.07
$4,012,000
4
2.5
2,670
Off Market
755 Nevada Ave, San Mateo, CA 94402
0.03
$2,700,800
4
3
3,030
Off Market
701 Oregon Ave, San Mateo, CA 94402
0.09
$2,859,700
3
2
1,940
Off Market
638 Oregon Ave, San Mateo, CA 94402
0.09
$4,200,000
4
3
2,512
Recently Sold
716 Nevada Ave, San Mateo, CA 94402
0.08
$4,168,500
6
3.5
3,690
Off Market
811 Nevada Ave, San Mateo, CA 94402
0.05
$3,165,000
4
2
2,170
Recently Sold
523 Iowa Dr, San Mateo, CA 94402
0.08
$3,250,000
3
2.5
2,460
Recently Sold
631 Oregon Ave, San Mateo, CA 94402
0.11
$4,067,400
4
2.5
3,066
Off Market
820 Oregon Ave, San Mateo, CA 94402
0.06
$3,788,400
4
3.5
2,180
Off Market
522 Princeton Rd, San Mateo, CA 94402
0.07
$2,500,300
3
2
1,370
Off Market

Local Information

  • Map ViewExplore the area around 744 Oregon Ave.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1952
Living Area
2,016 sqft
Price/Sqft
$1,548
Parking
Garage

About this House

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.
744 Oregon Ave, San Mateo, CA 94402 is a 3 bedroom, 3 bathroom, 2,016 sqft single-family home in Baywood Knolls, built in 1952. It last sold for $2,420,000 on Jul 30, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,121,000, with a rent estimate of $7,493/month.

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 and Tax history

DateEventPrice
Jul 30, 2021
Source: MLSListings Inc #ML81849416
Sold
$2,420,000
Jun 17, 2021
Source: MLSListings Inc #ML81849416
Listed For Sale
$2,498,000

Market trends in San Mateo

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.81M
$8.33KMoM
Sale-to-List Price
106.6%
0.4%MoM
Price per sq ft
$1.18K
$12MoM
Available listings
146
34MoM

Around this home

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

LGBTQ Local Legal Protections

Frequently asked questions about 744 Oregon Ave

  • What is 744 Oregon Ave estimated to be worth?
    Trulia's estimated value for 744 Oregon Ave in San Mateo, CA is $3,121,000.
  • What is the price history for 744 Oregon Ave?
    744 Oregon Ave in San Mateo, CA last sold for $2,420,000 in July 2021.
  • Is San Mateo a buyer's or seller's market?
    San Mateo is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in San Mateo?
    The median sale price in San Mateo is $1.81M. That is down $8.33K from the prior month.
  • Does 744 Oregon Ave have laundry facilities?
    Yes, 744 Oregon Ave in San Mateo, CA has in-unit laundry.
  • How big is the lot at 744 Oregon Ave?
    The lot at 744 Oregon Ave in San Mateo, CA is about 0.14 acres (6,000 sq ft).

Explore by feature - Pet Friendly

57 pet-friendly rentals in San Mateo, CA

Explore by feature - Garage

60 rentals with a garage in San Mateo, CA

Explore by feature - Air Conditioning

36 rentals with air conditioning in San Mateo, CA

Explore by feature - Pool

49 rentals with a pool in San Mateo, CA

Explore by feature - Washer/dryer

83 rentals with a washer/dryer in San Mateo, CA

Explore by feature - Outdoor Space

19 rentals with an outdoor space in San Mateo, CA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 744 Oregon Ave

Skip to last item
Skip to first item

Homes for sale near 744 Oregon Ave

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item